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Title:
ACID DYES, PROCESS FOR THE PRODUCTION THEREOF AND THEIR USE
Document Type and Number:
WIPO Patent Application WO/2015/062939
Kind Code:
A1
Abstract:
Dye(s) of formula (I), process for their production and their use.

Inventors:
BARBIERU ROXANA (SG)
VAJIRAVELU SIVAMURUGAN (SG)
LOH WEI TIAN (SG)
Application Number:
PCT/EP2014/072665
Publication Date:
May 07, 2015
Filing Date:
October 22, 2014
Export Citation:
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Assignee:
DYSTAR COLOURS DISTRIB GMBH (DE)
International Classes:
C09B35/56; C09D11/00; C09D11/328; D21H21/28
Foreign References:
EP2457956A12012-05-30
US3979378A1976-09-07
FR2217384A11974-09-06
JPH04212968A1992-08-04
EP0085465A11983-08-10
EP0632104A11995-01-04
Download PDF:
Claims:
Claims: Dye(s) of of formula (I)

or formula II b,

( l i b)

Y2 is formula Ilia

(Ilia)

or formula Illb,

(Illb)

R1, R2, R3, R4, R5, R6, R7 and R8 independent of each other is hydrogen, alkyi, alkoxy, halogen, trifluoromethyl or SO3M,

- whereby at least two of them are SO3M,

R9, R10, R1 1, R12, R13, R14, R15, R16 independent of each other is hydrogen, alkyi, substituted alkyi, alkyi interrupted by one or two heteroatoms selected from the group consisting of oxygen and sulphur, alkoxy, substituted alkoxy, halogen, trifluoromethyl, cycloalkyl, heterocycloalkyl, cyano, acyloxy, alkylcarbonyl, acylamino, alkylsulfonylamino, amino, monoalkyl-amino, monocycloalkyl-amino, dialkyl-amino, di(cyclo)alkyl-amino, alkylthio, alkylsulfonyl, alkoxycarbonyl, carbamoyl, sulfamoyl, ureido, -SO3M or alkylureido,

R17 and R20 independent of each other is hydrogen, alkyi, alkenyl, cycloalkyl, trifluoromethyl, aryl, heteroaryl, heterocycloalkyl, carbamoyl, N- monocycloalkyl-carbamoyl, N-monoalkyl-carbamoyl, N,N-dicycloalkyl- carbamoyl, Ν,Ν-dialkyl-carbamoyl, N-monoaryl-carbamoyl, N,N-diaryl- carbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, N-monoalkyl-N- monoarylcarbamoyl, sulfamoyl, N-monocycloalkyl-sulfamoyl, N-monoalkyl- sulfamoyl, N,N-dicycloalkyl-sulfamoyl, Ν,Ν-dialkyl-sulfamoyl, N-monoaryl- sulfamoyl, Ν,Ν-diaryl-sulfamoyl, N-monocycloalkyl-N-monoarylsulfamoyl, N- monoalkyl-N-monoaryl-sulfamoyl, amino, N-acylamino, N-thioacylamino, ureido, alkylureido, phenylureido, N-monoalkylamino, Ν,Ν-dialkyl-amino, N- arylamino, Ν,Ν-diarylamino, N-alkyl-N-aryl-amino, N-monocycloalkylamino, Ν,Ν-dicycloalkylamino, N-alkyl-N-cycloalkyl-amino, N-aryl-N-cycloalkyl-amino, N-heteroarylamino, N-heterocycloalkylamino, hydroxyalkylsulfonylalkyl or

alkyi interrupted by one or more heteroatoms selected from the group consisting of oxygen and sulphur

or

alkyi substituted by one or more substituents selected from the group consisting of hydroxy, aryl, cycloalkyl, alkoxy, thioalkoxy, amino, N-monoalkylamino, Ν,Ν-dialkyl-amino, N-monoaryl-amino, Ν,Ν-diaryl-amino, N-alkyl-N- aryl-amino, N-monocycloalkyl-amino, Ν,Ν-dicycloalkyl-amino, N-monoalkyl- monocycloalkyl-amino, Ν,Ν-monoaryl-monocycloalkyl-amino, N-acylamino, N- alkylsulfonyl-amino, ureido, alkylureido, phenylureido, halogen, cyano, COOM, nitro, acyl, thioacyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, alkoxythiocarbonyl, acyloxy, aryloyloxy, carbamoyl, N-monocycloalkyl-carbamoyl, N-monoalkyl-carbamoyl, N,N- dicycloalkyl-carbamoyl, Ν,Ν-dialkyl-carbamoyl, N-monoaryl-carbamoyl, N,N- diaryl-carbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, N-monoalkyl-N- monoaryl-carbamoyl, sulfamoyl, N-monocycloalkyl-sulfamoyl, N-monoalkyl- sulfamoyl, N,N-dicycloalkyl-sulfamoyl, Ν,Ν-dialkyl-sulfamoyl, N-monoaryl- sulfamoyl, Ν,Ν-diaryl-sulfannoyl, N-monocycloalkyl-N-nnonoarylsulfannoyl, N- nnonoalkyl-N-nnonoarylsulfannoyl and SO3M,

or

alkyl interrupted by one or more heteroatoms selected from the group consisting of oxygen and sulphur and substituted by one or more substituents selected from the group consisting of hydroxy, aryl, cycloalkyi, alkoxy, thioalkoxy, amino, N-monoalkyl-amino, Ν,Ν-dialkyl-amino, N-monoaryl-amino, Ν,Ν-diaryl-amino, N-alkyl-N-aryl-amino, N-monocycloalkyl-amino, N,N- dicycloalkyl-amino, N-monoalkyl-monocycloalkyl-amino, N,N-monoaryl- monocycloalkyl-amino, N-acylamino, N-alkylsulfonyl-amino, ureido, alkylureido, phenylureido, halogen, cyano, COOM, nitro, acyl, thioacyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, heterocycloalkyi, alkoxycarbonyl, alkoxythiocarbonyl, acyloxy, aryloyloxy, carbamoyl, N- monocycloalkyl-carbamoyl, N-monoalkyl-carbamoyl, N,N-dicycloalkyl- carbamoyl, Ν,Ν-dialkyl-carbamoyl, N-monoaryl-carbamoyl, N,N-diaryl- carbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, N-monoalkyl-N- monoaryl-carbamoyl, sulfamoyl, N-monocycloalkyl-sulfamoyl, N-monoalkyl- sulfamoyl, N,N-dicycloalkyl-sulfamoyl, Ν,Ν-dialkyl-sulfamoyl, N-monoaryl- sulfamoyl, Ν,Ν-diaryl-sulfamoyl, N-monocycloalkyl-N-monoarylsulfamoyl, N- monoalkyl-N-monoarylsulfamoyl and SO3M,

R18 and R21 independent of each other is cyano, carbamoyl, substituted carbamoyl, alkoxycarbonyl, trifluoromethyl, carbonyltrifluoromethyl, alkylsulfonyl, halogen, alkylsulfonic acid or SO3M,

R19 and R22 independent of each other is hydrogen, alkyl, cycloalkyi, trifluoromethyl, alkoxy, cyano, carbamoyl, alkoxycarbonyl, COOM, amino, hydroxyl, monocycloalkyl-amino, monoalkyl-amino, di(cyclo)alkyl-amino, dialkyl- amino, monoaryl-amino, diaryl-amino, monocycloalkylmonoarylamino, monoalkyl monoaryl amino, alkylthio, arylthio

or

is alkyl substituted by one or more substituents selected from the group consisting of hydroxy, cycloalkyi, heteroaryl, heterocycloalkyi, aryl, aryloxy, alkoxy, alkylthio, arylthio, halogen, cyano, COOM, alkoxycarbonyl, acyloxy, carbamoyl, nitro, amino, acylamino, arylcarbonylamino, alkylsulfonylamino, arylsulfonylamino, ureido, alkylureido and phenylureido,

R23 and R29 independent of each other is hydrogen, alkyl, cycloalkyi, trifluoromethyl, alkoxy, cyano, carbamoyl, alkoxycarbonyl, COOM, amino, hydroxyl, monocycloalkyl-amino, monoalkyl-amino, di(cyclo)alkyl-amino, dialkyl- amino, monoaryl-amino, diaryl-amino, monocycloalkylmonoarylamino, monoalkyl monoaryl amino, alkylthio, arylthio

or

is alkyl substituted by one or more substituents selected from the group consisting of hydroxy, cycloalkyi, heteroaryl, heterocycloalkyi, aryl, aryloxy, alkoxy, alkylthio, arylthio, halogen, cyano, COOM, alkoxycarbonyl, acyloxy, carbamoyl, nitro, amino, acylamino, arylcarbonylamino, alkylsulfonylamino, arylsulfonylamino, ureido, alkylureido and phenylureido,

R24 and R30 independent of each other is cyano, carbamoyl, substituted carbamoyl, alkoxycarbonyl, trifluoromethyl, carbonyltrifluoromethyl or halogen,

R25, R26, R27, R28, R31, R32, R33 and R34 independent of each other is hydrogen, alkyl, hydroxyalkyl, alkoxy, alkenyl, cycloalkyi, aryl, heteroaryl, heterocycloalkyi, carbamoyl, alkylureido, phenylureido, hydroxyakylsulfonylalkyl, aminoalkyl, amino-hydroxy-alkyl, alkoxyalkylaminoalkyl, thioalkoxyalkyl-aminoalkyl, aminoalkyloxyalkyl, aminoalkylthioxyalkyl, cycloalkylalkyl, aryloxyalkyl, arylthioxyalkyl, heteroarylalkyl, heterocycloalkylalkyl

or

alkyl interrupted by one or more heteroatoms selected from the group consisting of oxygen and sulfur

or

alkyl substituted by one or more substituents selected from the group consisting of hydroxy, aryl, cycloalkyi, alkoxy, thioalkoxy, amino, N-monoalkyl-amino, N,N- dialkyl-amino, N-monoaryl-amino, Ν,Ν-diaryl-amino, N-alkyl-N-aryl-amino, N- monocycloalkyl-amino, Ν,Ν-dicycloalkyl-amino, N-monoalkyl-monocycloalkyl- amino, Ν,Ν-monoaryl-monocycloalkyl-amino, N-acylamino, N-alkylsulfonyl- amino, ureido, alkylureido, phenyilureido, halogen, cyano, COOM, nitro, acyl, thioacyl, alkylsulfonyl, aryloyi, trifluoromethyl, heteroaryl, heterocycloalkyi, alkoxycarbonyl, alkoxythiocarbonyl, acyloxy, aryloyloxy, carbamoyl, N- monocycloalkyl-carbamoyl, N-monoalkyl-carbamoyl, N,N-dicycloalkyl- carbamoyl, Ν,Ν-dialkyl-carbamoyl, N-monoaryl-carbamoyl, N,N-diaryl- carbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, N-monoalkyl-N- monoaryl-carbamoyl, sulfamoyl, N-monocycloalkyl-sulfamoyl, N-monoalkyl- sulfamoyl, N,N-dicycloalkyl-sulfamoyl, Ν,Ν-dialkyl-sulfamoyl, N-monoaryl- sulfamoyl, Ν,Ν-diaryl-sulfamoyl, N-monocycloalkyl-N-monoarylsulfamoyl, N- monoalkyl-N-monoarylsulfamoyl and SO3M

or

alkyl interrupted by one or more heteroatoms selected from the group consisting of oxygen and sulfur and substituted by one or more substituents selected from the group consisting of hydroxy, aryl, cycloalkyl, alkoxy, thioalkoxy, amino, N- monoalkyl-amino, Ν,Ν-dialkyl-amino, N-monoaryl-amino, Ν,Ν-diaryl-amino, N- alkyl-N-aryl-amino, N-monocycloalkyl-amino, Ν,Ν-dicycloalkyl-amino, N- monoalkyl-monocycloalkyl-amino, Ν,Ν-monoaryl-monocycloalkyl-amino, N- acylamino, N-alkylsulfonyl-amino, ureido, alkylureido, phenyilureido, halogen, cyano, COOM, nitro, acyl, thioacyl, alkylsulfonyl, aryloyi, trifluoromethyl, heteroaryl, heterocycloalkyi, alkoxycarbonyl, alkoxythiocarbonyl, acyloxy, aryloyloxy, carbamoyl, N-monocycloalkyl-carbamoyl, N-monoalkyl-carbamoyl, N,N-dicycloalkyl-carbamoyl, Ν,Ν-dialkyl-carbamoyl, N-monoaryl-carbamoyl, Ν,Ν-diaryl-carbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, N-monoalkyl- N-monoaryl-carbamoyl, sulfamoyl, N-monocycloalkyl-sulfamoyl, N-monoalkyl- sulfamoyl, N,N-dicycloalkyl-sulfamoyl, Ν,Ν-dialkyl-sulfamoyl, N-monoaryl- sulfamoyl, Ν,Ν-diaryl-sulfamoyl, N-monocycloalkyl-N-monoarylsulfamoyl, N- monoalkyl-N-monoarylsulfamoyl and SO3M,

M is hydrogen, an alkali metal, ammonium, one equivalent of an alkali earth metal or a monovalent organic cation, the dyes of formula (I) have two to six sulfonic acid groups and whereby the bonds with unfixed attachment points on the pyridine couplers mean that the amino rests bearing the substituents R25, R26, R27 and R28, respectively can be positioned ortho or para to R24, meaning that when the amino rest bearing the substituents R25 and R26 is positioned ortho to R24, the amino rest bearing the substituents R27 to R28 is positioned para to R24, and vice versa;

and

the same applies to the amino rests bearing the substituents R31, R32, R33 to R34, respectively that can be positioned ortho or para to R30, meaning that when the amino rest bearing the substituents R31 and R32 is positioned ortho to R30, the amino rest bearing the substituents R33 to R34 is positioned para to R30, and vice versa.

Dye(s) according to claim 1 , having formula (1 )

wherein

Y1 is formula I la

Y2 is formula Ilia

R1, R2, R3, R4, R5, R6, R7 and R8 independent of each other is hydrogen, alkyi, alkoxy, halogen, trifluoromethyl or SO3M, whereby at least two of them are SOsM,

R9, R10, R11, R12, R13, R14, R15, R16 independent of each other is hydrogen, alkyi, substituted alkyi, alkyi interrupted by one or two heteroatoms selected from the group consisting of oxygen and sulphur, alkoxy, substituted alkoxy, halogen, trifluoromethyl, cycloalkyi, heterocycloalkyi, cyano, acyloxy, alkylcarbonyl, acylamino, alkylsulfonylamino, amino, monoalkyl-amino, monocycloalkyl- amino, dialkyl-amino, di(cyclo)alkyl-amino, alkylthio, alkylsulfonyl, alkoxycarbonyl, carbamoyl, sulfamoyl, ureido, -SO3M or alkylureido,

R17 and R20 independent of each other is hydrogen, alkyi, alkenyl, cycloalkyi, trifluoromethyl, aryl, heteroaryl, heterocycloalkyi, carbamoyl, N-monocycloalkyl- carbamoyl, N-monoalkyl-carbamoyl, Ν,Ν-dicycloalkyl-carbamoyl, N,N-dialkyl- carbamoyl, N-monoaryl-carbamoyl, Ν,Ν-diaryl-carbamoyl, N-monocycloalkyl-N- monoarylcarbamoyl, N-monoalkyl-N-monoarylcarbamoyl, sulfamoyl, N- monocycloalkyl-sulfamoyl, N-monoalkyl-sulfamoyl, N,N-dicycloalkyl-sulfamoyl, Ν,Ν-dialkyl-sulfamoyl, N-monoaryl-sulfamoyl, Ν,Ν-diaryl-sulfamoyl, N- monocycloalkyl-N-nnonoarylsulfannoyl, N-monoalkyl-N-monoaryl-sulfannoyl, amino, N-acylamino, N-thioacylamino, ureido, alkylureido, phenylureido, N- monoalkylamino, Ν,Ν-dialkyl-amino, N-arylamino, Ν,Ν-diarylamino, N-alkyl-N- aryl-amino, N-monocycloalkylamino, Ν,Ν-dicycloalkylamino, N-alkyl-N- cycloalkyl-amino, N-aryl-N-cycloalkyl-amino, N-heteroarylamino, N- heterocycloalkylamino, hydroxyalkylsulfonylalkyl

or

alkyl interrupted by one or more heteroatoms selected from the group consisting of oxygen and sulphur

or

alkyl substituted by one or more substituents selected from the group consisting of hydroxy, aryl, cycloalkyi, alkoxy, thioalkoxy, amino, N-monoalkyl-amino, N,N- dialkyl-amino, N-monoaryl-amino, Ν,Ν-diaryl-amino, N-alkyl-N-aryl-amino, N- monocycloalkyl-amino, Ν,Ν-dicycloalkyl-amino, N-monoalkyl-monocycloalkyl- amino, Ν,Ν-monoaryl-monocycloalkyl-amino, N-acylamino, N-alkylsulfonyl- amino, ureido, alkylureido, phenylureido, halogen, cyano, COOM, nitro, acyl, thioacyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, alkoxythiocarbonyl, acyloxy, aryloyloxy, carbamoyl, N- monocycloalkyl-carbamoyl, N-monoalkyl-carbamoyl, N,N-dicycloalkyl- carbamoyl, Ν,Ν-dialkyl-carbamoyl, N-monoaryl-carbamoyl, N,N-diaryl- carbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, N-monoalkyl-N- monoaryl-carbamoyl, sulfamoyl, N-monocycloalkyl-sulfamoyl, N-monoalkyl- sulfamoyl, N,N-dicycloalkyl-sulfamoyl, Ν,Ν-dialkyl-sulfamoyl, N-monoaryl- sulfamoyl, Ν,Ν-diaryl-sulfamoyl, N-monocycloalkyl-N-monoarylsulfamoyl, N- monoalkyl-N-monoarylsulfamoyl and SO3M,

or

alkyl interrupted by one or more heteroatoms selected from the group consisting of oxygen and sulphur and substituted by one or more substituents selected from the group consisting of hydroxy, aryl, cycloalkyi, alkoxy, thioalkoxy, amino, N-monoalkyl-amino, Ν,Ν-dialkyl-amino, N-monoaryl-amino, N,N-diaryl-amino, N-alkyl-N-aryl-amino, N-monocycloalkyl-amino, Ν,Ν-dicycloalkyl-amino, N- monoalkyl-monocycloalkyl-amino, Ν,Ν-monoaryl-monocycloalkyl-amino, N- acylamino, N-alkylsulfonyl-amino, ureido, alkylureido, phenylureido, halogen, cyano, COOM, nitro, acyl, thioacyl, alkylsulfonyl, aryloyl, thfluoromethyl, heteroaryl, heterocycloalkyi, alkoxycarbonyl, alkoxythiocarbonyl, acyloxy, aryloyloxy, carbamoyl, N-monocycloalkyl-carbamoyl, N-monoalkyl-carbamoyl, N,N-dicycloalkyl-carbamoyl, Ν,Ν-dialkyl-carbamoyl, N-monoaryl-carbamoyl, Ν,Ν-diaryl-carbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, N-monoalkyl- N-monoaryl-carbamoyl, sulfamoyl, N-monocycloalkyl-sulfamoyl, N-monoalkyl- sulfamoyl, N,N-dicycloalkyl-sulfamoyl, Ν,Ν-dialkyl-sulfamoyl, N-monoaryl- sulfamoyl, Ν,Ν-diaryl-sulfamoyl, N-monocycloalkyl-N-monoarylsulfamoyl, N- monoalkyl-N-monoarylsulfamoyl and SO3M,

R18 and R21 independent of each other is cyano, carbamoyl, alkoxycarbonyl, thfluoromethyl, carbonyltrifluoromethyl, alkylsulfonyl, halogen, alkylsulfonic acid

R19 and R22 independent of each other is hydrogen, alkyl, cycloalkyi, trifluoromethyl, alkoxy, cyano, carbamoyl, alkoxycarbonyl, COOM, amino, hydroxyl, monocycloalkyl-amino, monoalkyl-amino, di(cyclo)alkyl-amino, dialkyl- amino, monoaryl-amino, diaryl-amino, monocycloalkylmonoarylamino, monoalkyl monoaryl amino, alkylthio, arylthio

or

is alkyl substituted by one or more substituents selected from the group consisting of hydroxy, cycloalkyi, heteroaryl, heterocycloalkyi, aryl, aryloxy, alkoxy, alkylthio, arylthio, halogen, cyano, COOM, alkoxycarbonyl, acyloxy, carbamoyl, nitro, amino, acylamino, arylcarbonylamino, alkylsulfonylamino, arylsulfonylamino, ureido, alkylureido and phenylureido,

M is hydrogen, an alkali metal, ammonium, one equivalent of an alkali earth metal or a monovalent organic cation

and

the dyes of formula (1 ) have two to six sulfonic acid groups. Dyes according to claim 1 or 2, having formula (1 a)

(1 a)

wherein

R1a, R2a, R3a, R4a, R5a, R6a, R7a and R8a independent of each other is hydrogen, alkyl, alkoxy, halogen, trifluoronnethyl or SO3M whereby at least two of them are SOsM,

R9a, R10a, R13a and R14a independently of one another are hydrogen, (Ci-C4)- alkyl, (Ci-C4)-alkoxy, halogen, trifluoromethyl, -SO3M or (Ci-C4)-acylamino,

R17a and R20a independent of each other is hydrogen, alkyl, alkenyl, cycloalkyl, trifluoromethyl, aryl, heteroaryl, heterocycloalkyi, carbamoyl, sulfamoyi, amino, N-acylamino, ureido, alkylureido, phenylureido, N-monoalkylamino, N,N-dialkyl- amino, N-arylamino, Ν,Ν-diarylamino, N-alkyl-N-aryl-amino, N-monocyclo- alkylamino, Ν,Ν-dicycloalkylamino, N-alkyl-N-cycloalkyl-amino, N-aryl-N- cycloalkyl-amino, hydroxylalkylsulfonylalkyl

or

alkyl interrupted by one or more heteroatoms selected from the group consisting of oxygen and sulphur

or

alkyl substituted by one or more substituents selected from the group consisting of hydroxy, aryl, cycloalkyl, alkoxy, amino, N-monoalkyl-amino, N,N-dialkyl- amino, N-monoaryl-amino, Ν,Ν-diaryl-amino, N-alkyl-N-aryl-amino, N- monocycloalkyl-amino, Ν,Ν-dicycloalkyl-amino, N-monoalkyl-monocycloalkyl- amino, Ν,Ν-monoaryl-monocycloalkyl-amino, N-acylamino, N-alkylsulfonyl- amino, ureido, alkylureido, phenylureido, halogen, cyano, COOM, nitro, acyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, acyloxy, aryloyloxy, carbamoyl, sulfamoyl and SO3M

or

alkyl interrupted by one or more heteroatoms selected from the group consisting of oxygen and sulphur and substituted by one or more substituents selected from the group consisting of hydroxy, aryl, cycloalkyl, alkoxy, amino, N-monoalkyl- amino, Ν,Ν-dialkyl-amino, N-monoaryl-amino, Ν,Ν-diaryl-amino, N-alkyl-N-aryl- amino, N-monocycloalkyl-amino, Ν,Ν-dicycloalkyl-amino, N-monoalkyl- monocycloalkyl-amino, Ν,Ν-monoaryl-monocycloalkyl-amino, N-acylamino, N- alkylsulfonyl-amino, ureido, alkylureido, phenylureido, halogen, cyano, COOM, nitro, acyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, acyloxy, aryloyloxy, carbamoyl, sulfamoyl and SO3M,

R18a and R21a independent of each other is cyano, carbamoyl or alkoxycarbonyl,

R19a and R22a independent of each other is unsubstituted, linear or branched (Ci- C4) alkyl, unsubstiuted (C5-C7) cycloalkyl or substituted (C5-C7) cycloalkyl with one or more substituents such as methyl, ethyl, isobutyl, sec-butyl, tert-butyl and methylbutyl

and

M is hydrogen, an alkali metal, ammonium, one equivalent of an alkali earth metal or a monovalent organic cation.

Dyes according to any one of claim 1 to 3, having formula (1 a) wherein

R1 a, R3a, R4a, R5a, R6a and R8a independent from each other is SO3M, hydrogen, alkyl, alkoxy or halogen, - whereby at least two of them are SO3M,

R2a and R7a is hydrogen,

R9a, R10a, R13a and R14a independent of each other is hydrogen, methyl, halogen, SO3M or acetylamino, R17a and R20a independent of each other is methyl, ethyl, butyl, n-propyl, n-butyl, n-pentyl, n-hexyl, cyclobutyl, cyclopentyl, cyclohexyl, 2-methylcyclohexyl, 3- methylcyclohexyl, isopropyl, sec-butyl, 2-methylbutyl, 1 -ethylpropyl, 1 ,2- di methyl propyl, tert-butyl, 3-methylbutyl, pentene-2-yl, 2-ethylhexyl, 2,2- dimethylpropyl, phenyl, benzyl, allyl, 2-methoxyethyl, 3-methoxypropyl, 2- cyanoethyl, 2-(methylthio)ethyl, 2-fluoroethyl, 2-chloroethyl, 3-chloropropyl, tetrahydrofurfuryl, 2-furan-2-yl -ethyl, 6-hydroxy-1 -[2-(2-hydroxyethylsulfanyl)- ethyl], 2-(2-tertbutylsulfanylethanesulfonyl)-ethyl, 2-(ethylsulfonyl)ethanol, 3-(4- hydroxybutoxy)propyl, 2-(2-hydroxyethoxy)ethyl, 3-lsopropoxy propyl or 3- ethoxypropyl,

R18a and R21 a independent of each other is cyano or carbamoyl,

R19a and R22a is methyl

and

M is hydrogen, sodium, potassium, lithium or ammonium.

5. Dyes according to claim 1 or 2, having formula (1 b)

(1 b),

wherein

R1 b, R2b, R3b, R4b, R5b, R6b, R7b and R8b independent of each other is hydrogen, alkyl, alkoxy, halogen, thfluoromethyl or SO3M whereby at least two of them are SOsM, R9b, R10b, R13b and R14b independent of each other is hydrogen, (Ci-C )-alkyl, (Ci-C4)-alkoxy, halogen, trifluoromethyl, -SO3M or (Ci-C4)-acylamino,

R17b and R20b independent of each other is hydrogen, alkyl, alkenyl, cycloalkyl, trifluoromethyl, aryl, heteroaryl, heterocycloalkyl, carbamoyl, sulfamoyl, amino, N-acylamino, ureido, alkylureido, phenylureido, N-monoalkylamino, N,N-dialkyl- amino, N-arylamino, Ν,Ν-diarylamino, N-alkyl-N-aryl-amino, N-monocyclo- alkylamino, Ν,Ν-dicycloalkylamino, N-alkyl-N-cycloalkyl-amino, N-aryl-N- cycloalkyl-amino, hydroxylalkylsulfonylalkyl

or

alkyl interrupted by one or more heteroatoms selected from the group consisting of oxygen and sulphur

or

alkyl substituted by one or more substituents selected from the group consisting of hydroxy, aryl, cycloalkyl, alkoxy, amino, N-monoalkyl-amino, N,N-dialkyl- amino, N-monoaryl-amino, Ν,Ν-diaryl-amino, N-alkyl-N-aryl-amino, N- monocycloalkyl-amino, Ν,Ν-dicycloalkyl-amino, N-monoalkyl-monocycloalkyl- amino, Ν,Ν-monoaryl-monocycloalkyl-amino, N-acylamino, N-alkylsulfonyl- amino, ureido, alkylureido, phenylureido, halogen, cyano, COOM, nitro, acyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, acyloxy, aryloyloxy, carbamoyl, sulfamoyl and SO3M

or

alkyl interrupted by one or more heteroatoms selected from the group consisting of oxygen and sulphur and substituted by one or more substituents selected from the group consisting of hydroxy, aryl, cycloalkyl, alkoxy, amino, N- monoalkyl-amino, Ν,Ν-dialkyl-amino, N-monoaryl-amino, Ν,Ν-diaryl-amino, N- alkyl-N-aryl-amino, N-monocycloalkyl-amino, Ν,Ν-dicycloalkyl-amino, N- monoalkyl-monocycloalkyl-amino, Ν,Ν-monoaryl-monocycloalkyl-amino, N- acylamino, N-alkylsulfonyl-amino, ureido, alkylureido, phenylureido, halogen, cyano, COOM, nitro, acyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, acyloxy, aryloyloxy, carbamoyl, sulfamoyl and SO3M, R18b and R21 b independent of each other is cyano, carbamoyl or alkoxycarbonyl,

R19b and R22b independent of each other is unsubstituted, linear or branched (Ci- C4) alkyl, unsubstiuted (C5-C7) cycloalkyi or substituted (C5-C7) cycloalkyi with one or more substituents such as methyl, ethyl, isobutyl, sec-butyl, tert-butyl and methylbutyl,

and

M is hydrogen, an alkali metal, ammonium, one equivalent of an alkali earth metal or a monovalent organic cation.

Dyes according to any one of claim 1 , 2 or 5, having formula (1 b) wherein

R1 b, R3b, R4b, R5b, R6b and R8b independent of each other is SO3M, hydrogen, alkyl, alkoxy or halogen, - whereby at least two of them are SO3M,

R2b and R7b is hydrogen,

R9b, R10b, R13b and R14b independent of each other is hydrogen, methyl, halogen, -SO3M or acetylamino,

R17b and R20b independent of each other is methyl, ethyl, butyl, n-propyl, n-butyl, n-pentyl, n-hexyl, cyclobutyl, cyclopentyl, cyclohexyl, 2-methylcyclohexyl, 3- methylcyclohexyl, isopropyl, sec-butyl, 2-methylbutyl, 1 -ethylpropyl, 1 ,2- di methyl propyl, tert-butyl, 3-methylbutyl, pentene-2-yl, 2-ethylhexyl, 2,2- di methyl propyl, phenyl, benzyl, allyl, 2-methoxyethyl, 3-methoxypropyl, 2- cyanoethyl, 2-(methylthio)ethyl, 2-fluoroethyl, 2-chloroethyl, 3-chloropropyl, tetrahydrofurfuryl, 2-furan-2-yl-ethyl, 6-hydroxy-1 -[2-(2-hydroxyethylsulfanyl)- ethyl], 2-(2-tertbutylsulfanylethanesulfonyl)-ethyl, 2-(ethylsulfonyl)ethanol, 3-(4- hydroxybutoxy)propyl, 2-(2-hydroxyethoxy)ethyl, 3-lsopropoxy propyl or 3- ethoxypropyl,

R18b and R21 b independent of each other is cyano or carbamoyl,

R19b and R22b is methyl, and

M is hydrogen, sodium, potassium, lithium or ammonium.

7. D es according to claim 1 , having formula (2) and mixtures thereof

(2) wherein

R1, R2, R3, R4, R5, R6, R7 and R8 independent of each other is hydrogen, alkyl, alkoxy, halogen, trifluoromethyl or SO3M, whereby at least two of them are SOsM,

R9, R10, R13, R14 independent of each other is hydrogen, alkyl, substituted alkyl, alkyl chain interrupted by one or two heteroatoms, alkoxy, substituted alkoxy, halogen, trifluoromethyl, cycloalkyl, heterocycloalkyl, cyano, acyloxy, alkylcarbonyl, acylamino, alkylsulfonylamino, amino, monoalkyl-amino, monocycloalkyl-amino, dialkyl-amino, di(cyclo)alkyl-amino, alkylthio, alkylsulfonyl, alkoxycarbonyl, carbamoyl, sulfamoyl, ureido,alkylureido or SO3M,

R24 and R30 independent of each other is cyano, carbamoyl, substituted carbamoyl, alkoxycarbonyl, trifluoromethyl, carbonyltrifluoromethyl or halogen,

R23 and R29 independent of each other is hydrogen, alkyl, cycloalkyl, trifluoromethyl, alkoxy, cyano, carbamoyl, alkoxycarbonyl, COOM, amino, hydroxyl, monocycloalkyl-amino, monoalkyl-amino, di(cyclo)alkyl-amino, dialkyl- amino, monoaryl-amino, diaryl-amino, monocycloalkylmonoarylamino, monoalkyl monoaryl amino, alkylthio, arylthio

or

is alkyl substituted by one or more substituents selected from the group consisting of hydroxy, cycloalkyl, heteroaryl, heterocycloalkyl, aryl, aryloxy, alkoxy, alkylthio, arylthio, halogen, cyano, COOM, alkoxycarbonyl, acyloxy, carbamoyl, nitro, amino, acylamino, arylcarbonylamino, alkylsulfonylamino, arylsulfonylamino, ureido, alkylureido and phenylureido,

R25, R26, R27, R28, R31, R32, R33 and R34 independent of each other is hydrogen, alkyl, hydroxyalkyl, alkoxy, alkenyl, cycloalkyl, aryl, heteroaryl, heterocycloalkyl, carbamoyl, alkylureido, phenylureido, hydroxyalkylsulfonylalkyl, aminoalkyl, amino-hydroxy-alkyl, alkoxyalkylaminoalkyl, thioalkoxyalkyl-aminoalkyl, aminoalkyloxyalkyl, aminoalkylthioxyalkyl, cycloalkylalkyl, aryloxyalkyl, arylthioxyalkyl, heteroarylalkyl, heterocycloalkylalkyl

or

alkyl interrupted by one or more heteroatoms selected from the group consisting of oxygen and sulfur

or

alkyl substituted by one or more substituents selected from the group consisting of hydroxy, aryl, cycloalkyl, alkoxy, thioalkoxy, amino, N-monoalkyl-amino, N,N- dialkyl-amino, N-monoaryl-amino, Ν,Ν-diaryl-amino, N-alkyl-N-aryl-amino, N- monocycloalkyl-amino, Ν,Ν-dicycloalkyl-amino, N-monoalkyl-monocycloalkyl- amino, Ν,Ν-monoaryl-monocycloalkyl-amino, N-acylamino, N-alkylsulfonyl- amino, ureido, alkylureido, phenylureido, halogen, cyano, COOM, nitro, acyl, thioacyl, alkylsulfonyl, aryloyi, trifluoromethyl, heteroaryl, heterocycloalkyi, alkoxycarbonyl, alkoxythiocarbonyl, acyloxy, aryloyloxy, carbamoyl, N- monocycloalkyl-carbamoyl, N-monoalkyl-carbamoyl, N,N-dicycloalkyl- carbamoyl, Ν,Ν-dialkyl-carbamoyl, N-monoaryl-carbamoyl, N,N-diaryl- carbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, N-monoalkyl-N- monoaryl-carbamoyl, sulfamoyl, N-monocycloalkyl-sulfamoyl, N-monoalkyl- sulfamoyl, N,N-dicycloalkyl-sulfamoyl, Ν,Ν-dialkyl-sulfamoyl, N-monoaryl- sulfamoyl, Ν,Ν-diaryl-sulfamoyl, N-monocycloalkyl-N-monoarylsulfamoyl, N- monoalkyl-N-monoarylsulfamoyl and SO3M

or

alkyl interrupted by one or more heteroatoms selected from the group consisting of oxygen and sulfur and substituted by one or more substituents selected from the group consisting of hydroxy, aryl, cycloalkyl, alkoxy, thioalkoxy, amino, N- monoalkyl-amino, Ν,Ν-dialkyl-amino, N-monoaryl-amino, Ν,Ν-diaryl-amino, N- alkyl-N-aryl-amino, N-monocycloalkyl-amino, Ν,Ν-dicycloalkyl-amino, N- monoalkyl-monocycloalkyl-amino, Ν,Ν-monoaryl-monocycloalkyl-amino, N- acylamino, N-alkylsulfonyl-amino, ureido, alkylureido, phenylureido, halogen, cyano, COOM, nitro, acyl, thioacyl, alkylsulfonyl, aryloyi, trifluoromethyl, heteroaryl, heterocycloalkyi, alkoxycarbonyl, alkoxythiocarbonyl, acyloxy, aryloyloxy, carbamoyl, N-monocycloalkyl-carbamoyl, N-monoalkyl-carbamoyl, N,N-dicycloalkyl-carbamoyl, Ν,Ν-dialkyl-carbamoyl, N-monoaryl-carbamoyl, Ν,Ν-diaryl-carbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, N-monoalkyl- N-monoaryl-carbamoyl, sulfamoyl, N-monocycloalkyl-sulfamoyl, N-monoalkyl- sulfamoyl, N,N-dicycloalkyl-sulfamoyl, Ν,Ν-dialkyl-sulfamoyl, N-monoaryl- sulfamoyl, Ν,Ν-diaryl-sulfamoyl, N-monocycloalkyl-N-monoarylsulfamoyl, N- monoalkyl-N-monoarylsulfamoyl and SO3M,

M is hydrogen, an alkali metal, ammonium, one equivalent of an alkali earth metal or a monovalent organic cation, the dyes of formula (2) have two to six sulfonic acid groups,

and

whereby the bonds with unfixed attachment points on the pyridine couplers mean that the amino rests bearing the substituents R25, R26, R27 and R28, respectively can be positioned ortho or para to R24, meaning that when the amino rest bearing the substituents R225 and R26 is positioned ortho to R24, the amino rest bearing the substituents R27 to R28 is positioned para to R24, and vice versa;

and

the same applies to the amino rests bearing the substituents R31, R32, R33 and R34, respectively that can be positioned ortho or para to R30, meaning that when the amino rest bearing the substituents R31 and R32 is positioned ortho to R30, the amino rest bearing the substituents R33 to R34 is positioned para to R30, and vice versa.

8. Dyes according to claim 1 or 7, having formula (2a) and mixtures thereof

(2a) wherein R1 a, R2a, R3a, R4a, R5a, R6a, R7a and R8a independent of each other is hydrogen, alkyl, alkoxy, halogen, trifluoromethyl or SO3M, - whereby at least two of them are SO3M, R9a, R10a, R13a and R14a independent of each other is hydrogen, (Ci-C4)-alkyl,

(Ci-C4)-alkoxy, halogen, trifluoromethyl(Ci-C4)-acylamino or SO3M,

R23a and R29a independent of each other is unsubstituted, linear or branched (Ci- C4)-alkyl, unsubstituted (Cs-CzJ-cycloalkyl or substituted (Cs-CzJ-cycloalkyl with one or more substituents preferably selected from the group consisting of methyl, ethyl, isobutyl, sec-butyl, tert-butyl and methyl butyl,

R24a and R30a independent of each other is cyano, carbamoyl or alkoxycarbonyl, R25a, R26a R27a, R28a, R31 a, R32a, R33a and R34a independent of each other is hydrogen, alkyl, hydroxyalkyl, alkoxy, alkenyl, cycloalkyl, aryl, heteroaryl, heterocycloalkyl, carbamoyl, alkylureido, phenylureido, hydroxyalkylsulfonylalkyl, aminoalkyl, amino-hydroxy-alkyl, alkoxyalkylaminoalkyl, thioalkoxyalkyl-aminoalkyl, aminoalkyloxyalkyl, aminoalkylthioxyalkyl, cycloalkylalkyl, aryloxyalkyl, arylthioxyalkyl, heteroarylalkyl, heterocycloalkylalkyl

or

alkyl interrupted by one or more heteroatoms selected from the group consisting of oxygen and sulfur

or

alkyl substituted by one or more substituents selected from the group consisting of hydroxy, aryl, cycloalkyl, alkoxy, amino, N-monoalkyl-amino, N,N-dialkyl- amino, N-monoaryl-amino, Ν,Ν-diaryl-amino, N-alkyl-N-aryl-amino, N- monocycloalkyl-amino, Ν,Ν-dicycloalkyl-amino, N-monoalkyl-monocycloalkyl- amino, Ν,Ν-monoaryl-monocycloalkyl-amino, N-acylamino, N-alkylsulfonyl- amino, ureido, alkylureido, phenylureido, halogen, cyano, COOM, nitro, acyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, acyloxy, aryloyloxy, carbamoyl, sulfamoyl and SO3M

or alkyl interrupted by one or more heteroatoms selected from the group consisting of oxygen and sulfur and substituted by one or more substituents selected from the group consisting of hydroxy, aryl, cycloalkyl, alkoxy, amino, N-monoalkyl- amino, Ν,Ν-dialkyl-amino, N-monoaryl-amino, Ν,Ν-diaryl-amino, N-alkyl-N-aryl- amino, N-monocycloalkyl-amino, Ν,Ν-dicycloalkyl-amino, N-monoalkyl- monocycloalkyl-amino, Ν,Ν-monoaryl-monocycloalkyl-amino, N-acylamino, N- alkylsulfonyl-amino, ureido, alkylureido, phenylureido, halogen, cyano, COOM, nitro, acyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, acyloxy, aryloyloxy, carbamoyl, sulfamoyl and SO3M

and

M is hydrogen, an alkali metal, ammonium, one equivalent of an alkali earth metal or a monovalent organic cation.

Dyes according to any one claim 1 , 7 or 8, having formula (2a) wherein

R1 a, R3a, R4a, R5a, R6a and R8a independent of each other is SO3M, hydrogen, alkyl, alkoxy or halogen, - whereby at least two of them are SO3M,

R2a and R7a is hydrogen,

R9a, R10a, R13a and R14a independent of each other is hydrogen, methyl, halogen, SO3M or acetylamino,

R23a and R29a is methyl,

R24a and R30a independent of each other is cyano or carbamoyl,

R25a, R26a R27a, R28a, R31 a, R32a, R33a and R34a independent of each other is hydrogen, methyl, ethyl, n-propyl, n-butyl, n-pentyl, n-hexyl, cyclobutyl, cyclopentyl, cyclohexyl, 2-methylcyclohexyl, 3-methylcyclohexyl, isopropyl, sec- butyl, 2-methyl butyl, 1 -ethyl propyl, 1 ,2-dimethylpropyl, tert-butyl, 3-methylbutyl, pentan-2-yl, 2-ethylhexyl, 2,2-dimethylpropyl, phenyl, benzyl, 2-hydroxyethyl, allyl, 2-methoxyethyl, 3-methoxy propyl, 2-cyanoethyl, 2-(methylthio)ethyl, 2- fluoroethyl, 2-chloroethyl, 3-chloropropyl, 2-(2-hydroxyethylsulfanyl)-ethyl, 2-(2- tertbutylsulfanylethanesulfonyl)-ethyl, 2-(2-hydroxyethoxy)propyl, 2-(2-hydroxy ethoxy)ethyl, 3-(4-hydroxybutoxy)propyl, 2-(2-hydroxyethanesulfonyl)-ethyl, 3- (2-phenoxy-ethoxy)-propyl, 3-isopropoxy-propyl, 3-ethoxy-propyl, 3-ethoxybutyl or

(C2-Ce)-alkyl substituted by COOM or by SO3M

and

M is hydrogen, sodium, potassium, lithium or ammonium.

10. Dyes according to any one of claim 1 or 7, having formula (2b) and mixtures thereof

(2b), wherein R1 b, R2b, R3b, R4b, R5b, R6b, R7b and R8b independent of each other is hydrogen, alkyi, alkoxy, halogen, trifluoromethyl or SO3M, whereby at least two of them are SOsM, R9b, R10b, R13b and R14b independent of each other is hydrogen, (Ci-C )-alkyl,

(Ci-C4)-alkoxy, halogen, trifluoromethyl(Ci-C4)-acylamino or SO3M,

R23b and R29b independent of each other is unsubstituted, linear or branched (Ci- C4)-alkyl, unsubstituted (Cs-CzJ-cycloalkyl or substituted (Cs-CzJ-cycloalkyl with one or more substituents preferably selected from the group consisting of methyl, ethyl, isobutyl, sec-butyl, tert-butyl and methyl butyl,

R24b and R30b independent of each other is cyano, carbamoyl or alkoxycarbonyl, R25b, R26b R27b, R28b, R31 b, R32b, R33b and R34b independent of each other is hydrogen, alkyi, hydroxyalkyl, alkoxy, alkenyl, cycloalkyl, aryl, heteroaryl, heterocycloalkyl, carbamoyl, alkylureido, phenylureido, hydroxyalkylsulfonylalkyl, aminoalkyl, amino-hydroxy-alkyl, alkoxyalkylaminoalkyl, thioalkoxyalkyl-aminoalkyl, aminoalkyloxyalkyl, aminoalkylthioxyalkyl, cycloalkylalkyl, aryloxyalkyl, arylthioxyalkyl, heteroarylalkyl, heterocycloalkylalkyl

or

alkyi interrupted by one or more heteroatoms selected from the group consisting of oxygen and sulphur

or

alkyi substituted by one or more substituents selected from the group consisting of hydroxy, aryl, cycloalkyl, alkoxy, amino, N-monoalkyl-amino, N,N-dialkyl- amino, N-monoaryl-amino, Ν,Ν-diaryl-amino, N-alkyl-N-aryl-amino, N- monocycloalkyl-amino, Ν,Ν-dicycloalkyl-amino, N-monoalkyl-monocycloalkyl- amino, Ν,Ν-monoaryl-monocycloalkyl-amino, N-acylamino, N-alkylsulfonyl- amino, ureido, alkylureido, phenylureido, halogen, cyano, COOM, nitro, acyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, acyloxy, aryloyloxy, carbamoyl, sulfamoyl and SO3M

or alkyl interrupted by one or more heteroatoms selected from the group consisting of oxygen and sulphur and substituted by one or more substituents selected from the group consisting of hydroxy, aryl, cycloalkyl, alkoxy, amino, N- monoalkyl-amino, Ν,Ν-dialkyl-amino, N-monoaryl-amino, Ν,Ν-diaryl-amino, N- alkyl-N-aryl-amino, N-monocycloalkyl-amino, Ν,Ν-dicycloalkyl-amino, N- monoalkyl-monocycloalkyl-amino, Ν,Ν-monoaryl-monocycloalkyl-amino, N- acylamino, N-alkylsulfonyl-amino, ureido, alkylureido, phenylureido, halogen, cyano, COOM, nitro, acyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, acyloxy, aryloyloxy, carbamoyl, sulfamoyl and SOsM

or

joined together to form five or six membered ring being unsubstituted or substituted by one or more (Ci-C4)-alkyl-groups and the ring being uninterrupted or interrupted by one or more heteroatoms selected from the group consting of oxygen and sulphur

and

M is hydrogen, an alkali metal, ammonium, one equivalent of an alkali earth metal or a monovalent organic cation.

Dyes according to any one of claim 1 , 7 or 10, having formula (2b) wherein

R1 b, R3b, R4b, R5b, R6b and R8b independent of each other is SO3M, hydrogen, alkyl, alkoxy or halogen, - whereby at least two of them are SO3M,

R2b and R7b is hydrogen,

R9b, R10b, R13b and R14b independent of each other is hydrogen, methyl, halogen, -SO3M or acetylamino,

R23b and R29b is methyl,

R24b and R30b independent of each other is cyano or carbamoyl, R25b, R26b, R27b, R28b, R31 b, R32b, R33b and R34b independent of each other is hydrogen, methyl, ethyl, n-propyl, n-butyl, n-pentyl, n-hexyl, cyclobutyl, cyclopentyl, cyclohexyl, 2-methylcyclohexyl, 3-methylcyclohexyl, isopropyl, sec- butyl, 2-methyl butyl, 1 -ethyl propyl, 1 ,2-dimethylpropyl, tert-butyl, 3-methylbutyl, pentan-2-yl, 2-ethylhexyl, 2,2-dimethylpropyl, phenyl, benzyl, 2-hydroxyethyl, allyl, 2-methoxyethyl, 3-methoxy propyl, 2-cyanoethyl, 2-(methylthio)ethyl, 2- fluoroethyl, 2-chloroethyl, 3-chloropropyl, 2-(2-hydroxyethylsulfanyl)-ethyl, 2-(2- tertbutylsulfanylethanesulfonyl)-ethyl, 2-(2-hydroxyethoxy)propyl, 2-(2-hydroxy ethoxy)ethyl, 3-(4-hydroxybutoxy)propyl, 2-(2-hydroxyethanesulfonyl)-ethyl, 3- (2-phenoxy-ethoxy)-propyl, 3-isopropoxy-propyl, 3-ethoxy-propyl, 3-ethoxybutyl or

(C2-C6) alkyl substituted by COOM or by SO3M

or

joined together to form six membered ring being unsubstituted or substituted by one or more (Ci-C4)-alkyl-groups and the ring being uninterrupted or interrupted by one or more heteroatoms selected from the group consting of oxygen and sulphur

and

M is hydrogen, sodium, potassium, lithium or ammonium.

Dyes according to claim 1 or 7, having formula (2c) and mixtures thereof

(2c), wherein

R1c, R2c, R3c, R4c, R5c, R6c, R7c and R8c independent of each other is hydrogen, alkyl, alkoxy, halogen, trifluoromethyl or SO3M, whereby at least two of them are

R9c, R10c, R13c and R14c independent of each other is hydrogen, (Ci-C4)-alkyl, (Ci-C4)-alkoxy, halogen, trifluoromethyl(Ci-C4)-acylamino or SO3M,

R23c and R29c independent of each other is unsubstituted, linear or branched (Ci- C4)-alkyl, unsubstituted (Cs-CzJ-cycloalkyl or substituted (Cs-CzJ-cycloalkyl with one or more substituents preferably selected from the group consisting of methyl, ethyl, isobutyl, sec-butyl, tert-butyl and methyl butyl,

R24c and R30c independent of each other is cyano, carbamoyl or alkoxycarbonyl, R25c, R26c R27c, R28c, R31 c, R32c, R33c and R34c independent of each other is hydrogen, alkyl, hydroxyalkyl, alkoxy, alkenyl, cycloalkyl, aryl, heteroaryl, heterocycloalkyl, carbamoyl, alkylureido, phenylureido, hydroxyalkylsulfonylalkyl, aminoalkyl, amino-hydroxy-alkyl, alkoxyalkylaminoalkyl, thioalkoxyalkyl-aminoalkyl, aminoalkyloxyalkyl, aminoalkylthioxyalkyl, cycloalkylalkyl, aryloxyalkyl, arylthioxyalkyl, heteroarylalkyl, heterocycloalkylalkyl

or

alkyl interrupted by one or more heteroatoms selected from the group consisting of oxygen and sulphur

or

alkyl substituted by one or more substituents selected from the group consisting of hydroxy, aryl, cycloalkyl, alkoxy, amino, N-monoalkyl-amino, N,N-dialkyl- amino, N-monoaryl-amino, Ν,Ν-diaryl-amino, N-alkyl-N-aryl-amino, N- monocycloalkyl-amino, Ν,Ν-dicycloalkyl-amino, N-monoalkyl-monocycloalkyl- amino, Ν,Ν-monoaryl-monocycloalkyl-amino, N-acylamino, N-alkylsulfonyl- amino, ureido, alkylureido, phenylureido, halogen, cyano, COOM, nitro, acyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, acyloxy, aryloyloxy, carbamoyl, sulfamoyl and SO3M

or

alkyl interrupted by one or more heteroatoms selected from the group consisting of oxygen and sulphur and substituted by one or more substituents selected from the group consisting of hydroxy, aryl, cycloalkyl, alkoxy, amino, N- monoalkyl-amino, Ν,Ν-dialkyl-amino, N-monoaryl-amino, Ν,Ν-diaryl-amino, N- alkyl-N-aryl-amino, N-monocycloalkyl-amino, Ν,Ν-dicycloalkyl-amino, N- monoalkyl-monocycloalkyl-amino, Ν,Ν-monoaryl-monocycloalkyl-amino, N- acylamino, N-alkylsulfonyl-amino, ureido, alkylureido, phenylureido, halogen, cyano, COOM, nitro, acyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, acyloxy, aryloyloxy, carbamoyl, sulfamoyl and and

M is hydrogen, an alkali metal, ammonium, one equivalent of an alkali earth metal or a monovalent organic cation.

3. Dyes according to any one of claim 1 , 7 or 12, having formula (2c) wherein

R1c, R3c, R4c, R5c, R6c and R8c independent of each other is SO3M, hydrogen, alkyl, alkoxy or halogen, - whereby at least two of them are SO3M,

R2c and R7c is hydrogen,

R9c, R10c, R13c and R14c independent of each other is hydrogen, methyl, halogen, SO3M or acetylamino,

R23c and R29c is methyl,

R24c and R30c independent of each other is cyano or carbamoyl,

R25c, R26c R27c, R28c, R31 c, R32c, R33c and R34c independent of each other is hydrogen, methyl, ethyl, n-propyl, n-butyl, n-pentyl, n-hexyl, cyclobutyl, cyclopentyl, cyclohexyl, 2-methylcyclohexyl, 3-methylcyclohexyl, isopropyl, sec-butyl, 2- methylbutyl, 1 -ethyl propyl, 1 ,2-dimethylpropyl, tert-butyl, 3-methylbutyl, pentan- 2-yl, 2-ethylhexyl, 2,2-dimethylpropyl, phenyl, benzyl, 2-hydroxyethyl, allyl, 2- methoxyethyl, 3-methoxy propyl, 2-cyanoethyl, 2-(methylthio)ethyl, 2- fluoroethyl, 2-chloroethyl, 3-chloropropyl, 2-(2-hydroxyethylsulfanyl)-ethyl, 2-(2- tertbutylsulfanylethanesulfonyl)-ethyl, 2-(2-hydroxyethoxy)propyl, 2-(2-hydroxy ethoxy)ethyl, 3-(4-hydroxybutoxy)propyl, 2-(2-hydroxyethanesulfonyl)-ethyl, 3- (2-phenoxy-ethoxy)-propyl, 3-isopropoxy-propyl, 3-ethoxy-propyl or 3- ethoxybutyl

or

(C2-C6) alkyl substituted by COOM or by SO3M

and

M is hydrogen, sodium, potassium, lithium or ammonium.

4. Production of dyes according to claim 1 comprising the steps of:

a) diazotization of a compound of formula (3)

wherein R1 to R8 are defined as above, b) reacting the diazonium salt obtained in step a) with compounds of the formula (4) and (5)

(6), c) diazotization of the compound of formula (6), d) reacting the diazonium salt obtained in step c) with compounds of formula (7) and (8), (9) and (10), (1 1 ) and (12) or mixtures thereof:

wherein R17 to R19 and R20 to R22 and R23 to R28 and R29 to R34 are defined as given above.

15. Chennical composition comprising one or more dye(s) according to any one of claims 1 to 13.

16. Chemical composition consisting of two or more dyes according to any one of claims 1 to 13. 17. Aqueous solution for dying comprising one or more chemical compounds according to any one of claims 1 to 13.

18. Process for dyeing or printing carboxamido- and/or hydroxyl-containing ma- terial, comprising contacting the carboxamido- and/or hydroxyl-containing material with a dye according to any one of claims 1 to 13.

Ink for digital textile printing, comprising a dye according to any one of claims 1 to 13.

Use of a dye according to any one of claims 1 to 13, a chemical composition according to claim 15 or 16 or of an aqueous solution according to claim 17 for dying fibers, as well as blends of such fibres selected from the group consisting of: synthetic fiber materials, nylon materials, nylon-6, nylon-6.6 and aramid fibres, vegetable fibres, seed fibres, cotton, organic cotton, kapok, coir from coconut husk; bast fibers, flax, hemp, jute, kenaf, ramie, rattan; leaf fibres, sisal, henequen, banana; stalk fibres, bamboo; fibres from animals, wool, organic wool, silk, cashmere wool, alpaca fiber, mohair, Angora fibre as well as fur and leather materials; manufactured, regenerated and recycled fibres, cellulosic fibres; paper fibres, cellulosic regenerated fibres, viscose rayon fibres, acetate and triacetate fibers and Lyocell fibers.

Fiber and blends containing such fiber selected from the group consisting of: synthetic fiber materials, nylon materials, nylon-6, nylon-6.6 and aramid fibres, vegetable fibres, seed fibres, cotton, organic cotton, kapok, coir from coconut husk; bast fibers, flax, hemp, jute, kenaf, ramie, rattan; leaf fibres, sisal, henequen, banana; stalk fibres, bamboo; fibres from animals, wool, organic wool, silk, cashmere wool, alpaca fiber, mohair, Angora fibre as well as fur and leather materials; manufactured, regenerated and recycled fibres, cellulosic fibres; paper fibres, cellulosic regenerated fibres, viscose rayon fibres, acetate and triacetate fibers, and Lyocell fibers comprising one or more dye(s) according to any one of claims 1 to 13 either in chemically and/or physically bound form.

Description:
Acid dyes, process for the production thereof and their use

The present invention relates to the technical field of dyestuffs for dyeing and printing of hydroxyl- and/or carboxamido-containing material.

Acid dyes with bridging groups are known from prior art and can be used as colorants in different applications, see for example GB 1 ,331 ,445, DE 34 16 327, US 3,979,378, US 5,543,259, US 2009/207287 A1 , WO2010/000780 and CN 101337925 A. Acid dyes with pyridine couplers are known from the prior art and can be used as colorants in different applications, see for example US 3,959,250, US 5,468,848 and WO 2007/045825. However, in the context of the dyeing and printing of hydroxyl- and/or carboxamido- containing material the known dyes have a number of technical disadvantages, which require improvement. One such disadvantage is, that many of them are comprising heavy metals such as Cu, Cr or Ni. Such heavy metals are critical from a toxicological as well as an environmental point of view and shall thus be excluded.

Surprisingly, it has now been found that the dyes of the formula (I) as described below show highly advantageous properties over the known dyes. These include high tinctorial strength with high brilliancy as well as high fastness properties such as wash, contact and light fastness on the materials mentioned above, on blends containing them as well as on microfibres. Most importantly, dyes of formula (I) are substantially heavy metal free and provide dyeings that are levelled. Metals may only be present as counter ions and are selected from the groups of alkali and earth alkali metals, which do not have such effects as heavy metals. The present invention refers to dye(s) of formula (I)

(Ma) or formula II b,

(lib) Y 2 is formula Ilia

(Ilia)

or formula Illb,

(Illb)

R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 and R 8 independent of each other is hydrogen, alkyi, alkoxy, halogen, trifluoromethyl or SO3M,

- whereby at least two of them are SO3M, R 9 , R 10 , R 1 1 , R 12 , R 13 , R 14 , R 15 , R 16 independent of each other is hydrogen, alkyi, substituted alkyi, alkyi interrupted by one or two heteroatoms selected from the group consisting of oxygen and sulphur, alkoxy, substituted alkoxy, halogen, trifluoromethyl, cycloalkyl, heterocycloalkyl, cyano, acyloxy, alkylcarbonyl, acylamino, alkylsulfonyl- amino, amino, monoalkyl-amino, monocycloalkyl-amino, dialkyl-amino, di(cyclo)alkyl- amino, alkylthio, alkylsulfonyl, alkoxycarbonyl, carbamoyl, sulfamoyi, ureido, -SO3M or alkylureido,

R 17 and R 20 independent of each other is hydrogen, alkyi, alkenyl, cycloalkyl, trifluoromethyl, aryl, heteroaryl, heterocycloalkyl, carbamoyl, N-monocycloalkyl-carba- moyl, N-monoalkyl-carbamoyl, N,N-dicycloalkyl-carbamoyl, Ν,Ν-dialkyl-carbamoyl, N- monoaryl-carbamoyl, Ν,Ν-diaryl-carbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, N-monoalkyl-N-monoarylcarbamoyl, sulfamoyi, N-monocycloalkyl-sulfamoyl, N- monoalkyl-sulfamoyl, Ν,Ν-dicycloalkyl-sulfamoyl, Ν,Ν-dialkyl-sulfamoyl, N-monoaryl- sulfamoyl, Ν,Ν-diaryl-sulfamoyl, N-monocycloalkyl-N-nnonoarylsulfannoyl, N- monoalkyl-N-nnonoaryl-sulfannoyl, amino, N-acylamino, N-thioacylamino, ureido, alkylureido, phenylureido, N-monoalkylamino, Ν,Ν-dialkyl-amino, N-arylamino, N,N- diarylamino, N-alkyl-N-aryl-amino, N-monocycloalkylamino, Ν,Ν-dicycloalkylamino, N- alkyl-N-cycloalkyl-amino, N-aryl-N-cycloalkyl-amino, N-heteroarylamino, N- heterocycloalkylamino, hydroxyalkylsulfonylalkyl

or

alkyi interrupted by one or more heteroatoms selected from the group consisting of oxygen and sulphur

or

alkyi substituted by one or more substituents selected from the group consisting of hydroxy, aryl, cycloalkyl, alkoxy, thioalkoxy, amino, N-monoalkyl-amino, N,N-dialkyl- amino, N-monoaryl-amino, Ν,Ν-diaryl-amino, N-alkyl-N-aryl-amino, N-monocycloalkyl- amino, Ν,Ν-dicycloalkyl-amino, N-monoalkyl-monocycloalkyl-amino, N,N-monoaryl- monocycloalkyl-amino, N-acylamino, N-alkylsulfonyl-amino, ureido, alkylureido, phenylureido, halogen, cyano, COOM, nitro, acyl, thioacyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, alkoxythiocarbonyl, acyloxy, aryloyloxy, carbamoyl, N-monocycloalkyl-carbamoyl, N-monoalkyl- carbamoyl, N,N-dicycloalkyl-carbamoyl, Ν,Ν-dialkyl-carbamoyl, N-monoaryl- carbamoyl, Ν,Ν-diaryl-carbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, N- monoalkyl-N-monoaryl-carbamoyl, sulfamoyl, N-monocycloalkyl-sulfamoyl, N- monoalkyl-sulfamoyl, N,N-dicycloalkyl-sulfamoyl, Ν,Ν-dialkyl-sulfamoyl, N-monoaryl- sulfamoyl, Ν,Ν-diaryl-sulfamoyl, N-monocycloalkyl-N-monoarylsulfamoyl, N- monoalkyl-N-monoarylsulfamoyl and SO3M,

or

alkyi interrupted by one or more heteroatoms selected from the group consisting of oxygen and sulphur and substituted by one or more substituents selected from the group consisting of hydroxy, aryl, cycloalkyl, alkoxy, thioalkoxy, amino, N-monoalkyl- amino, Ν,Ν-dialkyl-amino, N-monoaryl-amino, Ν,Ν-diaryl-amino, N-alkyl-N-aryl-amino, N-monocycloalkyl-amino, Ν,Ν-dicycloalkyl-amino, N-monoalkyl-monocycloalkyl- amino, Ν,Ν-monoaryl-monocycloalkyl-amino, N-acylamino, N-alkylsulfonyl-amino, ureido, alkylureido, phenylureido, halogen, cyano, COOM, nitro, acyl, thioacyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, alkoxythiocarbonyl, acyloxy, aryloyloxy, carbamoyl, N-monocycloalkyl-carbamoyl, N- monoalkyl-carbamoyl, N,N-dicycloalkyl-carbamoyl, Ν,Ν-dialkyl-carbamoyl, N- monoaryl-carbamoyl, Ν,Ν-diaryl-carbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, N-monoalkyl-N-monoaryl-carbamoyl, sulfamoyl, N-monocycloalkyl-sulfamoyl, N- monoalkyl-sulfamoyl, N,N-dicycloalkyl-sulfamoyl, Ν,Ν-dialkyl-sulfamoyl, N-monoaryl- sulfamoyl, Ν,Ν-diaryl-sulfamoyl, N-monocycloalkyl-N-monoarylsulfamoyl, N- monoalkyl-N-monoarylsulfamoyl and SO3M,

R 18 and R 21 independent of each other is cyano, carbamoyl, substituted carbamoyl, alkoxycarbonyl, trifluoromethyl, carbonyltrifluoromethyl, alkylsulfonyl, halogen, alkylsulfonic acid or SO3M,

R 19 and R 22 independent of each other is hydrogen, alkyl, cycloalkyl, trifluoromethyl, alkoxy, cyano, carbamoyl, alkoxycarbonyl, COOM, amino, hydroxyl, monocycloalkyl- amino, monoalkyl-amino, di(cyclo)alkyl-amino, dialkyl-amino, monoaryl-amino, diaryl- amino, monocycloalkylmonoarylamino, monoalkyl monoaryl amino, alkylthio, arylthio or

is alkyl substituted by one or more substituents selected from the group consisting of hydroxy, cycloalkyl, heteroaryl, heterocycloalkyl, aryl, aryloxy, alkoxy, alkylthio, arylthio, halogen, cyano, COOM, alkoxycarbonyl, acyloxy, carbamoyl, nitro, amino, acylamino, arylcarbonylamino, alkylsulfonylamino, arylsulfonylamino, ureido, alkyl- ureido and phenylureido,

R 23 and R 29 independent of each other is hydrogen, alkyl, cycloalkyl, trifluoromethyl, alkoxy, cyano, carbamoyl, alkoxycarbonyl, COOM, amino, hydroxyl, monocycloalkyl- amino, monoalkyl-amino, di(cyclo)alkyl-amino, dialkyl-amino, monoaryl-amino, diaryl- amino, monocycloalkylmonoarylamino, monoalkyl monoaryl amino, alkylthio, arylthio or

is alkyl substituted by one or more substituents selected from the group consisting of hydroxy, cycloalkyl, heteroaryl, heterocycloalkyl, aryl, aryloxy, alkoxy, alkylthio, arylthio, halogen, cyano, COOM, alkoxycarbonyl, acyloxy, carbamoyl, nitro, amino, acylamino, arylcarbonylamino, alkylsulfonylamino, arylsulfonylamino, ureido, alkyl- ureido and phenylureido, R 24 and R 30 independent of each other is cyano, carbamoyl, substituted carbamoyl, alkoxycarbonyl, trifluoromethyl, carbonyltrifluoromethyl or halogen,

R 25 , R 26 , R 27 , R 28 , R 31 , R 32 , R 33 and R 34 independent of each other is hydrogen, alkyi, hydroxyalkyl, alkoxy, alkenyl, cycloalkyl, aryl, heteroaryl, heterocycloalkyl, carbamoyl, alkylureido, phenylureido, hydroxyakylsulfonylalkyl, aminoalkyl, amino-hydroxy-alkyl, alkoxyalkylaminoalkyl, thioalkoxyalkyl-aminoalkyl, aminoalkyloxyalkyl, amino- alkylthioxyalkyl, cycloalkylalkyl, aryloxyalkyl, arylthioxyalkyl, heteroarylalkyl, heterocycloalkylalkyl

or

alkyi interrupted by one or more heteroatoms selected from the group consisting of oxygen and sulfur

or

alkyi substituted by one or more substituents selected from the group consisting of hydroxy, aryl, cycloalkyl, alkoxy, thioalkoxy, amino, N-monoalkyl-amino, N,N-dialkyl- amino, N-monoaryl-amino, Ν,Ν-diaryl-amino, N-alkyl-N-aryl-amino, N-monocycloalkyl- amino, Ν,Ν-dicycloalkyl-amino, N-monoalkyl-monocycloalkyl-amino, N,N-monoaryl- monocycloalkyl-amino, N-acylamino, N-alkylsulfonyl-amino, ureido, alkylureido, phenyilureido, halogen, cyano, COOM, nitro, acyl, thioacyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, alkoxythiocarbonyl, acyl- oxy, aryloyloxy, carbamoyl, N-monocycloalkyl-carbamoyl, N-monoalkyl-carbamoyl, N,N-dicycloalkyl-carbamoyl, Ν,Ν-dialkyl-carbamoyl, N-monoaryl-carbamoyl, N,N-di- aryl -carbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, N-monoalkyl-N-monoaryl- carbamoyl, sulfamoyl, N-monocycloalkyl-sulfamoyl, N-monoalkyl-sulfamoyl, N,N- dicycloalkyl-sulfamoyl, Ν,Ν-dialkyl-sulfamoyl, N-monoaryl-sulfamoyl, N,N-diaryl- sulfamoyl, N-monocycloalkyl-N-monoarylsulfamoyl, N-monoalkyl-N-monoarylsulfamo- yl and SO 3 M

or

alkyi interrupted by one or more heteroatoms selected from the group consisting of oxygen and sulfur and substituted by one or more substituents selected from the group consisting of hydroxy, aryl, cycloalkyl, alkoxy, thioalkoxy, amino, N-monoalkyl-amino, Ν,Ν-dialkyl-amino, N-monoaryl-amino, Ν,Ν-diaryl-amino, N-alkyl-N-aryl-amino, N- monocycloalkyl-amino, Ν,Ν-dicycloalkyl-amino, N-monoalkyl-monocycloalkyl-amino, Ν,Ν-monoaryl-monocycloalkyl-amino, N-acylamino, N-alkylsulfonyl-amino, ureido, alkylureido, phenyilureido, halogen, cyano, COOM, nitro, acyl, thioacyl, alkylsulfonyl, aryloyl, thfluoromethyl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, alkoxythiocarbonyl, acyloxy, aryloyloxy, carbamoyl, N-monocycloalkyl-carbamoyl, N- monoalkyl-carbamoyl, N,N-dicycloalkyl-carbamoyl, Ν,Ν-dialkyl-carbamoyl, N- monoaryl-carbamoyl, Ν,Ν-diaryl-carbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, N-monoalkyl-N-monoaryl-carbamoyl, sulfamoyl, N-monocycloalkyl-sulfamoyl, N- monoalkyl-sulfamoyl, N,N-dicycloalkyl-sulfamoyl, Ν,Ν-dialkyl-sulfamoyl, N-monoaryl- sulfamoyl, Ν,Ν-diaryl-sulfamoyl, N-monocycloalkyl-N-monoarylsulfamoyl, N- monoalkyl-N-monoarylsulfamoyl and SO3M,

M is hydrogen, an alkali metal, ammonium, one equivalent of an alkali earth metal or a monovalent organic cation, the dyes of formula (I) have two to six sulfonic acid groups and whereby the bonds with unfixed attachment points on the pyridine couplers mean that the amino rests bearing the substituents R 25 , R 26 , R 27 and R 28 , respectively can be positioned ortho or para to R 24 , meaning that when the amino rest bearing the substituents R 25 and R 26 is positioned ortho to R 24 , the amino rest bearing the substituents R 27 to R 28 is positioned para to R 24 , and vice versa;

and

the same applies to the amino rests bearing the substituents R 31 , R 32 , R 33 to R 34 , respectively that can be positioned ortho or para to R 30 , meaning that when the amino rest bearing the substituents R 31 and R 32 is positioned ortho to R 30 , the amino rest bearing the substituents R 33 to R 34 is positioned para to R 30 , and vice versa.

This invention refers to all tautomeric and geometric isomers of the dyes of formula (I).

Alkyl groups appearing in this invention may be straight-chain or branched and are (Ci Ci2)-alkyl groups, preferably (Ci-C8)-alkyl groups, for example n-butyl, isobutyl, n pentyl, isopentyl, n-hexyl, 2-ethylhexyl, sec-butyl, tert-butyl and methylbutyl. The same applies to alkoxy groups which accordingly are preferably (Ci-C8)-alkoxy, for example methoxy and ethoxy, to thioalkoxy groups, which are preferably (Ci-Cs)- thioalkoxy, for example -SCH3 or -SC2H5. Cycloalkyl groups are preferably (C3-C8)-cycloalkyl and especially preferably cyclopentyl and cyclohexyl. The term cycloalkyl comprises for the purpose of the present invention substituted cycloalkyl groups and unsaturated cycloalkyl groups as well. A preferred group of this type is cyclopentenyl. Preferred substituents are alkyl, hydroxyalkyl, halogen, hydroxyl, alkoxy, acyl, cyano, nitro, amino, monoalkylamino, dialkylamino, mono(hydroxyalkyl)amino, bis-(hydroxyalkyl)amino, monoalkyl-mono- (hydroxyalkyl)amino, carbamoyl, sulfamoyl, acylamino, ureido, aminosulfonylamino, alkoxycarbonyl and acyloxy.

Alkenyl groups may be straight-chain or branched and are preferably (C2-C6)-g roups for example vinyl and allyl. The term alkenyl comprises for the purpose of the present invention alkynyl groups as well, for example ethynyl and propargyl.

Aryl groups appearing in this invention are preferably phenyl or naphthyl. The terms phenyl and naphthyl comprise unsubstituted as well as substituted phenyl and naphthyl. Preferred substituents are alkyl, cycloalkyl, heterocycloalkyl, hydroxyalkyl, halogen, hydroxyl, alkoxy, alkylthio, acyl, nitro, cyano, amino, monoalkylamino, dialkylamino, mono(hydroxyalkyl)amino, bis (hydroxyalkyl)amino, monoalkyl-mono- (hydroxyalkyl)amino, carbamoyl, sulfamoyl, acylamino, ureido, aminosulfonylamino, alkoxycarbonyl and acyloxy.

Heteroaryl groups appearing in this invention are preferably pyridine, pyrimidine, pyridazine, pyrazine, pyrrole, imidazole, pyrazole, 1 ,2,4-thiadiazole, 1 ,2,4-triazole, tetrazole, thiophene, thiazole, isothiazole, benzothiazole, benzoisothiazole, 1 ,3,4- thiadiazole, furane, oxazole, benzoxazole or isoxazole. The terms heteroayl comprises the above groups in unsubstituted as well as in substituted form. Preferred substituents are alkyl, hydroxyalkyl, halogen, hydroxyl, alkoxy, alkylthio, acyl, nitro, cyano, amino, monoalkylamino, dialkylamino, mono(hydroxyalkyl)amino, bis (hydroxyalkyl)amino, monoalkyl-mono(hydroxyalkyl)amino, carbamoyl, sulfamoyl, acylamino, ureido, aminosulfonylamino, alkoxycarbonyl and acyloxy. Heterocycloalkyi groups are preferably pyrrolidine, piperidine, morpholine, tetrahydrofuran or piperazine. The terms heterocycloalkyi comprises the above groups in unsubstituted as well as in substituted form. Preferred substituents are alkyl, hydroxyalkyl, halogen, hydroxyl, alkoxy, alkylthio, acyl, nitro, cyano, amino, monoalkylamino, dialkylamino, mono(hydroxyalkyl)amino, bis (hydroxyalkyl)amino, monoalkyl-mono(hydroxyalkyl)amino, carbamoyl, sulfamoyl, acylamino, amino- carbonylamino, aminosulfonylamino, alkoxycarbonyl and acyloxy. Halogen is preferably chlorine, bromine or fluorine.

M is preferably hydrogen, lithium, sodium, potassium or mono-, di-, tri- or tetra-(Ci-C 4 )- alkylammonium. There exist some groups of preferred dyes. In one group of preferred dyes Y 1 is a group of formula (I la) and Y 2 is a group of formula (Ilia). In another preferred group of dyes Y 1 is a group of formula (Mb) and Y 2 is a group of formula (1Mb). Also dyes wherein Y 1 is a group of formula (I la) and Y 2 is a group of formula (1Mb) or the other way round forms a preferred embodiment of the present invention.

Accordingly dye(s) of formula (1 )

(Ilia) R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 and R 8 independent of each other is hydrogen, alkyi, alkoxy, halogen, trifluoromethyl or SO3M, whereby at least two of them are SO3M,

R 9 , R 10 , R 1 1 , R 12 , R 13 , R 14 , R 15 , R 16 independent of each other is hydrogen, alkyi, substituted alkyi, alkyi interrupted by one or two heteroatoms selected from the group consisting of oxygen and sulphur, alkoxy, substituted alkoxy, halogen, trifluoromethyl, cycloalkyl, heterocycloalkyl, cyano, acyloxy, alkylcarbonyl, acylamino, alkylsulfonyl- amino, amino, monoalkyl-amino, monocycloalkyl-amino, dialkyl-amino, di(cyclo)alkyl- amino, alkylthio, alkylsulfonyl, alkoxycarbonyl, carbamoyl, sulfamoyi, ureido, -SO3M or alkylureido,

R 17 and R 20 independent of each other is hydrogen, alkyi, alkenyl, cycloalkyl, trifluoromethyl, aryl, heteroaryl, heterocycloalkyl, carbamoyl, N-monocycloalkyl-carba- moyl, N-monoalkyl-carbamoyl, N,N-dicycloalkyl-carbamoyl, Ν,Ν-dialkyl-carbamoyl, N- monoaryl-carbamoyl, Ν,Ν-diaryl-carbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, N-monoalkyl-N-monoarylcarbamoyl, sulfamoyi, N-monocycloalkyl-sulfamoyl, N- monoalkyl-sulfamoyl, N,N-dicycloalkyl-sulfamoyl, Ν,Ν-dialkyl-sulfamoyl, N-monoaryl- sulfamoyl, Ν,Ν-diaryl-sulfamoyl, N-monocycloalkyl-N-monoarylsulfamoyl, N- monoalkyl-N-monoaryl-sulfamoyl, amino, N-acylamino, N-thioacylamino, ureido, alkylureido, phenylureido, N-monoalkylamino, Ν,Ν-dialkyl-amino, N-arylamino, N,N- diarylamino, N-alkyl-N-aryl-amino, N-monocycloalkylamino, Ν,Ν-dicycloalkylamino, N- alkyl-N-cycloalkyl-amino, N-aryl-N-cycloalkyl-amino, N-heteroarylamino, N- heterocycloalkylamino, hydroxyalkylsulfonylalkyl

or

alkyi interrupted by one or more heteroatoms selected from the group consisting of oxygen and sulphur

or

alkyi substituted by one or more substituents selected from the group consisting of hydroxy, aryl, cycloalkyl, alkoxy, thioalkoxy, amino, N-monoalkyl-amino, N,N-dialkyl- amino, N-monoaryl-amino, Ν,Ν-diaryl-amino, N-alkyl-N-aryl-amino, N-monocycloalkylamino, Ν,Ν-dicycloalkyl-amino, N-monoalkyl-monocycloalkyl-amino, N,N-monoaryl- monocycloalkyl-amino, N-acylamino, N-alkylsulfonyl-amino, ureido, alkylureido, phenylureido, halogen, cyano, COOM, nitro, acyl, thioacyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, alkoxythiocarbonyl, acyloxy, aryloyloxy, carbamoyl, N-monocycloalkyl-carbamoyl, N-monoalkyl- carbamoyl, N,N-dicycloalkyl-carbamoyl, Ν,Ν-dialkyl-carbamoyl, N-monoaryl- carbamoyl, Ν,Ν-diaryl-carbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, N- monoalkyl-N-monoaryl-carbamoyl, sulfamoyl, N-monocycloalkyl-sulfamoyl, N- monoalkyl-sulfamoyl, N,N-dicycloalkyl-sulfamoyl, Ν,Ν-dialkyl-sulfamoyl, N-monoaryl- sulfamoyl, Ν,Ν-diaryl-sulfamoyl, N-monocycloalkyl-N-monoarylsulfamoyl, N- monoalkyl-N-monoarylsulfamoyl and SO3M,

or

alkyl interrupted by one or more heteroatoms selected from the group consisting of oxygen and sulphur and substituted by one or more substituents selected from the group consisting of hydroxy, aryl, cycloalkyl, alkoxy, thioalkoxy, amino, N-monoalkyl- amino, Ν,Ν-dialkyl-amino, N-monoaryl-amino, Ν,Ν-diaryl-amino, N-alkyl-N-aryl-amino, N-monocycloalkyl-amino, Ν,Ν-dicycloalkyl-amino, N-monoalkyl-monocycloalkyl- amino, Ν,Ν-monoaryl-monocycloalkyl-amino, N-acylamino, N-alkylsulfonyl-amino, ureido, alkylureido, phenylureido, halogen, cyano, COOM, nitro, acyl, thioacyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, alkoxythiocarbonyl, acyloxy, aryloyloxy, carbamoyl, N-monocycloalkyl-carbamoyl, N- monoalkyl-carbamoyl, N,N-dicycloalkyl-carbamoyl, Ν,Ν-dialkyl-carbamoyl, N- monoaryl-carbamoyl, Ν,Ν-diaryl-carbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, N-monoalkyl-N-monoaryl-carbamoyl, sulfamoyl, N-monocycloalkyl-sulfamoyl, N- monoalkyl-sulfamoyl, N,N-dicycloalkyl-sulfamoyl, Ν,Ν-dialkyl-sulfamoyl, N-monoaryl- sulfamoyl, Ν,Ν-diaryl-sulfamoyl, N-monocycloalkyl-N-monoarylsulfamoyl, N- monoalkyl-N-monoarylsulfamoyl and SO3M, R 18 and R 21 independent of each other is cyano, carbamoyl, alkoxycarbonyl, trifluoromethyl, carbonyltrifluoromethyl, alkylsulfonyl, halogen, alkylsulfonic acid or SOsM,

R 19 and R 22 independent of each other is hydrogen, alkyl, cycloalkyl, trifluoromethyl, alkoxy, cyano, carbamoyl, alkoxycarbonyl, COOM, amino, hydroxyl, monocycloalkyl- amino, monoalkyl-amino, di(cyclo)alkyl-amino, dialkyl-amino, monoaryl-amino, diaryl- amino, monocycloalkylmonoarylamino, monoalkyl monoaryl amino, alkylthio, arylthio or is alkyl substituted by one or more substituents selected from the group consisting of hydroxy, cycloalkyl, heteroaryl, heterocycloalkyl, aryl, aryloxy, alkoxy, alkylthio, arylthio, halogen, cyano, COOM, alkoxycarbonyl, acyloxy, carbamoyl, nitro, amino, acylamino, arylcarbonylamino, alkylsulfonylamino, arylsulfonylamino, ureido, alkyl- ureido and phenylureido,

M is hydrogen, an alkali metal, ammonium, one equivalent of an alkali earth metal or a monovalent organic cation

and

the dyes of formula (1 ) have two to six sulfonic acid groups form one preferred embodiment of the present invention.

Particularly preferred dyes of the present invention are those of formula (1 a)

(1 a)

wherein

R 1 a , R 2a , R 3a , R 4a , R 5a , R 6a , R 7a and R 8a independent of each other is hydrogen, alkyl, alkoxy, halogen, trifluoromethyl or SO3M whereby at least two of them are SO3M, R 9a , R 10a , R 13a and R 14a independently of one another are hydrogen, (Ci-C )-alkyl, (Ci- C 4 )-alkoxy, halogen, trifluoromethyl, -SO3M or (Ci-C 4 )-acylamino,

R 17a and R 20a independent of each other is hydrogen, alkyl, alkenyl, cycloalkyl, trifluoromethyl, aryl, heteroaryl, heterocycloalkyl, carbamoyl, sulfamoyl, amino, N- acylamino, ureido, alkylureido, phenylureido, N-monoalkylamino, N,N-dialkyl-amino, N-arylamino, Ν,Ν-diarylamino, N-alkyl-N-aryl-amino, N-monocycloalkylamino, N,N- dicycloalkylamino, N-alkyl-N-cycloalkyl-amino, N-aryl-N-cycloalkyl-amino, hydroxyl- alkylsulfonylalkyl

or

alkyl interrupted by one or more heteroatoms selected from the group consisting of oxygen and sulphur

or

alkyl substituted by one or more substituents selected from the group consisting of hydroxy, aryl, cycloalkyl, alkoxy, amino, N-monoalkyl-amino, Ν,Ν-dialkyl-amino, N- monoaryl-amino, Ν,Ν-diaryl-amino, N-alkyl-N-aryl-amino, N-monocycloalkyl-amino, Ν,Ν-dicycloalkyl-amino, N-monoalkyl-monocycloalkyl-amino, N,N-monoaryl-mono- cycloalkyl-amino, N-acylamino, N-alkylsulfonyl-amino, ureido, alkylureido, phenyl- ureido, halogen, cyano, COOM, nitro, acyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, acyloxy, aryloyloxy, carbamoyl, sulfamoyl and SOsM

or

alkyl interrupted by one or more heteroatoms selected from the group consisting of oxygen and sulphur and substituted by one or more substituents selected from the group consisting of hydroxy, aryl, cycloalkyl, alkoxy, amino, N-monoalkyl-amino, N,N- dialkyl-amino, N-monoaryl-amino, Ν,Ν-diaryl-amino, N-alkyl-N-aryl-amino, N- monocycloalkyl-amino, Ν,Ν-dicycloalkyl-amino, N-monoalkyl-monocycloalkyl-amino, Ν,Ν-monoaryl-monocycloalkyl-amino, N-acylamino, N-alkylsulfonyl-amino, ureido, alkylureido, phenylureido, halogen, cyano, COOM, nitro, acyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, acyloxy, aryloyloxy, carbamoyl, sulfamoyl and SO3M,

R 18a and R 21 a independent of each other is cyano, carbamoyl or alkoxycarbonyl,

R 19a and R 22a independent of each other is unsubstituted, linear or branched (Ci-C 4 ) alkyl, unsubstiuted (C5-C7) cycloalkyl or substituted (C5-C7) cycloalkyl with one or more substituents such as methyl, ethyl, isobutyl, sec-butyl, tert-butyl and methylbutyl and

M is hydrogen, an alkali metal, ammonium, one equivalent of an alkali earth metal or a monovalent organic cation. In especially preferred dyes of formula (1 a)

R 1 a , R 3a , R 4a , R 5a , R 6a and R 8a independent from each other is SO 3 M, hydrogen, alkyl, alkoxy or halogen, - whereby at least two of them are SO3M,

R 2a and R 7a is hydrogen,

R 9a , R 10a , R 13a and R 14a independent of each other is hydrogen, methyl, halogen, - SO3M or acetylamino,

R 17a and R 20a independent of each other is methyl, ethyl, butyl, n-propyl, n-butyl, n- pentyl, n-hexyl, cyclobutyl, cyclopentyl, cyclohexyl, 2-methylcyclohexyl, 3- methylcyclohexyl, isopropyl, sec-butyl, 2-methylbutyl, 1 -ethylpropyl, 1 ,2-dimethyl- propyl, tert-butyl, 3-methylbutyl, pentene-2-yl, 2-ethylhexyl, 2,2-dimethylpropyl, phenyl, benzyl, allyl, 2-methoxyethyl, 3-methoxypropyl, 2-cyanoethyl, 2-(methylthio)ethyl, 2- fluoroethyl, 2-chloroethyl, 3-chloropropyl, tetrahydrofurfuryl, 2-furan-2-yl-ethyl, 6- hydroxy-1 -[2-(2-hydroxyethylsulfanyl)-ethyl], 2-(2-tertbutylsulfanylethanesulfonyl)- ethyl, 2-(ethylsulfonyl)ethanol, 3-(4-hydroxybutoxy)propyl, 2-(2-hydroxyethoxy)ethyl, 3-lsopropoxy propyl or 3-ethoxypropyl,

R 18a and R 21 a independent of each other is cyano or carbamoyl,

R 19a and R 22a is methyl

and

M is hydrogen, sodium, potassium, lithium or ammonium.

Examples of preferred dyes of the formula (1 a) are the compounds of the formulae (1 a 1 to 1 a 1249 ) as shown in Table 1 , whereby R 2a and R 7a is hydrogen: Table 1

Struct R 1a R 3a R 4a R 5a R 6a R 8a R 9a / R 13a R 10a| R 14a R 18a/ R 21a R 19a/ R 22a R 17a / ure R 20a

1a 1 H SOsH H H SOsH H Methyl Methyl CN Methyl Methyl

1a 2 H H SOsH SOsH H H

1a 3 Methyl H SOsH SOsH H Methyl

1a 4 OMe H SOsH SOsH H OMe

1a 5 F H SOsH SOsH H F

1a 6 CFs H SOsH SOsH H CFs

1a 7 H SOsH H H SOsH H Methyl Methyl CN Methyl Ethyl

1a 8 H H SOsH SOsH H H

1a 9 Methyl H SOsH SOsH H Methyl

1a 10 OMe H SOsH SOsH H OMe

1a 11 F H SOsH SOsH H F

1a 12 CFs H SOsH SOsH H CFs

1a 13 H SOsH H H SOsH H Methyl Methyl CN Methyl Propyl

1a 14 H H SOsH SOsH H H

1a 15 Methyl H SOsH SOsH H Methyl

1a 16 OMe H SOsH SOsH H OMe

1a 17 F H SOsH SOsH H F

1a 18 CFs H SOsH SOsH H CFs

1a 19 H SOsH H H SOsH H Methyl Methyl CN Methyl Butyl

1a 20 H H SOsH SOsH H H

1a 21 Methyl H SOsH SOsH H Methyl

1a 22 OMe H SOsH SOsH H OMe

1a 23 F H SOsH SOsH H F

1a 24 CFs H SOsH SOsH H CFs

1a 25 H SOsH H H SOsH H Methyl Methyl CN Methyl Pentyl

1a 26 H H SOsH SOsH H H

1a 27 Methyl H SOsH SOsH H Methyl

1a 28 OMe H SOsH SOsH H OMe

1a 29 F H SOsH SOsH H F

1a 30 CFs H SOsH SOsH H CFs

1a 31 H SOsH H H SOsH H Methyl Methyl CN Methyl Hexyl

1a 32 H H SOsH SOsH H H

1a 33 Methyl H SOsH SOsH H Methyl

1a 34 OMe H SOsH SOsH H OMe

1a 35 F H SOsH SOsH H F

1a 36 CFs H SOsH SOsH H CFs

1a 37 H SOsH H H SOsH H Methyl Methyl CN Methyl Cyclobutyl

1a 38 H H SOsH SOsH H H

1a 39 Methyl H SOsH SOsH H Methyl

1a 40 OMe H SOsH SOsH H OMe

1a 41 F H SOsH SOsH H F

1a 42 CFs H SOsH SOsH H CFs

1a 43 H SOsH H H SOsH H Methyl Methyl CN Methyl Cyclopentyl

1a 44 H H SOsH SOsH H H

1a 45 Methyl H SOsH SOsH H Methyl

1a 46 OMe H SOsH SOsH H OMe

1a 47 F H SOsH SOsH H F

1a 48 CFs H SOsH SOsH H CFs

1a 49 H SOsH H H SOsH H Methyl Methyl CN Methyl Cyclohexyl

1a 50 H H SOsH SOsH H H

1a 51 Methyl H SOsH SOsH H Methyl

1a 52 OMe H SOsH SOsH H OMe

1a 53 F H SOsH SOsH H F

1a 54 CFs H SOsH SOsH H CFs

1a 55 H SOsH H H SOsH H Methyl Methyl CN Methyl 2-Methylcyclohexyl

1a 56 H H SOsH SOsH H H

1a 57 Methyl H SOsH SOsH H Methyl

1a 58 OMe H SOsH SOsH H OMe

1a 59 F H SOsH SOsH H F

1a 60 CFs H SOsH SOsH H CFs

1a 61 H SOsH H H SOsH H Methyl Methyl CN Methyl 3-Methylcyclohexyl

1a 62 H H SOsH SOsH H H

1a 63 Methyl H SOsH SOsH H Methyl

1a 64 OMe H SOsH SOsH H OMe

1a 65 F H SOsH SOsH H F

1a 66 CFs H SOsH SOsH H CFs

1a 67 H SOsH H H SOsH H Methyl Methyl CN Methyl Isopropyl

1a 68 H H SOsH SOsH H H

1a 69 Methyl H SOsH SOsH H Methyl

1a 70 OMe H SOsH SOsH H OMe

1a 71 F H SOsH SOsH H F

1a 72 CFs H SOsH SOsH H CFs

1a 73 H SOsH H H SOsH H Methyl Methyl CN Methyl Sec-butyl

1a 74 H H SOsH SOsH H H

1a 75 Methyl H SOsH SOsH H Methyl

1a 76 OMe H SOsH SOsH H OMe

1a 77 F H SOsH SOsH H F

1a 78 CFs H SOsH SOsH H CFs

1a 79 H SOsH H H SOsH H Methyl Methyl CN Methyl 2-Methylbutyl

1a 80 H H SOsH SOsH H H

1a 81 Methyl H SOsH SOsH H Methyl

1a 82 OMe H SOsH SOsH H OMe

1a 83 F H SOsH SOsH H F

1a 84 CFs H SOsH SOsH H CFs

1a 85 H SOsH H H SOsH H Methyl Methyl CN Methyl 1-Ethylpropyl

1a 86 H H SOsH SOsH H H

1a 87 Methyl H SOsH SOsH H Methyl

1a 88 OMe H SOsH SOsH H OMe

1a 89 F H SOsH SOsH H F

1a 90 CFs H SOsH SOsH H CFs

1a 91 H SOsH H H SOsH H Methyl Methyl CN Methyl 1,2-

1a 92 H H SOsH SOsH H H Dimethylpropy

1a 93 Methyl H SOsH SOsH H Methyl

1a 94 OMe H SOsH SOsH H OMe

1a 95 F H SOsH SOsH H F

1a 96 CFs H SOsH SOsH H CFs

1a 97 H SOsH H H SOsH H Methyl Methyl CN Methyl Tert-butyl

1a 98 H H SOsH SOsH H H

1a" Methyl H SOsH SOsH H Methyl

1 a ioo OMe H SOsH SOsH H OMe

1 g 101 F H SOsH SOsH H F

1 g 102 CFs H SOsH SOsH H CFs

1 g 103 H SOsH H H SOsH H Methyl Methyl CN Methyl 3-Methylbutyl

1 g 104 H H SOsH SOsH H H

1 a 105 Methyl H SOsH SOsH H Methyl

1 a 106 OMe H SOsH SOsH H OMe

1 a 107 F H SOsH SOsH H F

1 a 108 CFs H SOsH SOsH H CFs

1 a 109 H SOsH H H SOsH H Methyl Methyl CN Methyl Pentan-2-yl

1 g 110 H H SOsH SOsH H H

1 a 111 Methyl H SOsH SOsH H Methyl

1a 112 OMe H SOsH SOsH H OMe

1 g 113 F H SOsH SOsH H F

1 a 114 CFs H SOsH SOsH H CFs

1 a 115 H SOsH H H SOsH H Methyl Methyl CN Methyl 2-Ethylhexyl

1 a 116 H H SOsH SOsH H H

1a 117 Methyl H SOsH SOsH H Methyl

1 a 118 OMe H SOsH SOsH H OMe

1 a 119 F H SOsH SOsH H F

1 a 120 CFs H SOsH SOsH H CFs

1a 121 H SOsH H H SOsH H Methyl Methyl CN Methyl 2,2-

1a 122 H H SOsH SOsH H H Dimethylpropyl

1 g 123 Methyl H SOsH SOsH H Methyl

1a 124 OMe H SOsH SOsH H OMe

1 a 125 F H SOsH SOsH H F

1 a 126 CFs H SOsH SOsH H CFs

1a 127 H SOsH H H SOsH H Methyl Methyl CN Methyl Phenyl

1 a 128 H H SOsH SOsH H H

1 g 129 Methyl H SOsH SOsH H Methyl

1 a 130 OMe H SOsH SOsH H OMe

1 g 131 F H SOsH SOsH H F

1 g 132 CFs H SOsH SOsH H CFs

1 g 133 H SOsH H H SOsH H Methyl Methyl CN Methyl Benzyl

1 g 134 H H SOsH SOsH H H

1 g 135 Methyl H SOsH SOsH H Methyl

1 g 136 OMe H SOsH SOsH H OMe

1 g 137 F H SOsH SOsH H F

1 g 138 CFs H SOsH SOsH H CFs

1 g 139 H SOsH H H SOsH H Methyl F CN Methyl Methyl

1 g 140 H H SOsH SOsH H H

1 g 141 Methyl H SOsH SOsH H Methyl

1a 142 OMe H SOsH SOsH H OMe

1 g 143 CFs H SOsH SOsH H CFs

1 g 144 H SOsH H H SOsH H Methyl F CN Methyl Ethyl

1 g 145 H H SOsH SOsH H H

1 g 146 Methyl H SOsH SOsH H Methyl

1a 147 OMe H SOsH SOsH H OMe

1 g 148 H SOsH H H SOsH H Methyl F CN Methyl Propyl

1 g 149 H H SOsH SOsH H H

1 g 150 Methyl H SOsH SOsH H Methyl

1 g 151 OMe H SOsH SOsH H OMe

1 g 152 H SOsH H H SOsH H Methyl F CN Methyl Butyl

1 g 153 H H SOsH SOsH H H

1 g 154 Methyl H SOsH SOsH H Methyl

1 g 155 OMe H SOsH SOsH H OMe

1 a 156 H SOsH H H SOsH H Methyl F CN Methyl Pentyl

1 g 157 H H SOsH SOsH H H

1 g 158 Methyl H SOsH SOsH H Methyl

1 g 159 OMe H SOsH SOsH H OMe

1 g 160 H SOsH H H SOsH H Methyl F CN Methyl Hexyl

1 g 161 H H SOsH SOsH H H

1 g 162 Methyl H SOsH SOsH H Methyl

1 g 163 OMe H SOsH SOsH H OMe

1 g 164 H SOsH H H SOsH H Methyl F CN Methyl Cyclobuty

1 g 165 H H SOsH SOsH H H I

1 g 166 Methyl H SOsH SOsH H Methyl

1 g 167 OMe H SOsH SOsH H OMe

1 g 168 H SOsH H H SOsH H Methyl F CN Methyl Cyclopent

1 g 169 H H SOsH SOsH H H yi

1 g 170 Methyl H SOsH SOsH H Methyl

1a 171 OMe H SOsH SOsH H OMe

1a 172 H SOsH H H SOsH H Methyl F CN Methyl Cyclohex

1 a 173 H H SOsH SOsH H H yi

1a 174 Methyl H SOsH SOsH H Methyl

1 g 175 OMe H SOsH SOsH H OMe

1 a 176 H SOsH H H SOsH H Methyl F CN Methyl 2-Methyl-

1a 177 H H SOsH SOsH H H cyclo-

1 g 178 Methyl H SOsH SOsH H Methyl hexyl

1 a 179 OMe H SOsH SOsH H OMe

1 g 180 H SOsH H H SOsH H Methyl F CN Methyl 3-Methyl-

1 g 181 H H SOsH SOsH H H cyclo-

1 g 182 Methyl H SOsH SOsH H Methyl hexyl

1 g 183 OMe H SOsH SOsH H OMe

1 g 184 H SOsH H H SOsH H Methyl F CN Methyl Isopropyl

1 a 185 H H SOsH SOsH H H

1 a 186 Methyl H SOsH SOsH H Methyl

1 g 187 OMe H SOsH SOsH H OMe

1 g 188 H SOsH H H SOsH H Methyl F CN Methyl Sec-butyl

1 g 189 H H SOsH SOsH H H

1 g 190 Methyl H SOsH SOsH H Methyl

1 g 191 OMe H SOsH SOsH H OMe

1 g 192 H SOsH H H SOsH H Methyl F CN Methyl 2-Methylbutyl

1 g 193 H H SOsH SOsH H H

1 g 194 Methyl H SOsH SOsH H Methyl

1 g 195 OMe H SOsH SOsH H OMe

1 g 196 H SOsH H H SOsH H F CN Methyl 1-Ethylpropyl

1 g 197 H H SOsH SOsH H H Methyl

1 g 198 Methyl H SOsH SOsH H Methyl

1 g 199 OMe H SOsH SOsH H OMe

1 g 200 H SOsH H H SOsH H Methyl F CN Methyl 1 ,2-Dimethyl-

1 g 201 H H SOsH SOsH H H propyl

1 g 202 Methyl H SOsH SOsH H Methyl

1 g 203 OMe H SOsH SOsH H OMe

1 a 204 H SOsH H H SOsH H Methyl F CN Methyl Tert-butyl

1 a 205 H H SOsH SOsH H H

1 a 206 Methyl H SOsH SOsH H Methyl

1 a 207 OMe H SOsH SOsH H OMe

1 a 208 H SOsH H H SOsH H Methyl F CN Methyl 3-Methylbutyl

1 a 209 H H SOsH SOsH H H

1 a 210 Methyl H SOsH SOsH H Methyl

1a 211 OMe H SOsH SOsH H OMe

1a 212 H SOsH H H SOsH H Methyl F CN Methyl Pentan-2-yl

1 a 213 H H SOsH SOsH H H

1a 214 Methyl H SOsH SOsH H Methyl

1 a 215 OMe H SOsH SOsH H OMe

1 g 216 F H SOsH SOsH H F

1a 217 CF 3 H SOsH SOsH H CFs

1 a 218 H SOsH H H SOsH H Methyl F CN Methyl 2-Ethylhexyl

1 g 219 H H SOsH SOsH H H

1 a 220 Methyl H SOsH SOsH H Methyl

1a 221 OMe H SOsH SOsH H OMe

1 a 222 H SOsH H H SOsH H Methyl F CN Methyl 2,2-Dimethyl-

1 a 223 H H SOsH SOsH H H propyl

1a 224 Methyl H SOsH SOsH H Methyl

1 a 225 OMe H SOsH SOsH H OMe

1 a 226 H SOsH H H SOsH H Methyl F CN Methyl Phenyl

1a 227 H H SOsH SOsH H H

1 a 228 Methyl H SOsH SOsH H Methyl

1 g 229 OMe H SOsH SOsH H OMe

1 a 230 F H SOsH SOsH H F

1 a 231 CF 3 H SOsH SOsH H CFs

1 a 232 H SOsH H H SOsH H Methyl F CN Methyl Benzyl

1 g 233 H H SOsH SOsH H H

1 g 234 Methyl H SOsH SOsH H Methyl

1 a 235 OMe H SOsH SOsH H OMe

1 g 236 F H SOsH SOsH H F

1 g 237 CF 3 H SOsH SOsH H CFs

1 a 238 H SOsH H H SOsH H NHCOCHs OMe CN Methyl Methyl

1 a 239 H H SOsH SOsH H H

1 a 240 Methyl H SOsH SOsH H Methyl

1a 241 OMe H SOsH SOsH H OMe

1a 242 F H SOsH SOsH H F

1a 243 CFs H SOsH SOsH H CFs

1a 244 H SOsH H H SOsH H NHCOCHs OMe CN Methyl Ethyl

1 a 245 H H SOsH SOsH H H

1 g 246 Methyl H SOsH SOsH H Methyl

1a 247 OMe H SOsH SOsH H OMe

1 a 248 F H SOsH SOsH H F

1 g 249 CFs H SOsH SOsH H CFs

1 a 250 H SOsH H H SOsH H NHCOCHs OMe OMe Methyl Propyl

1 a 251 H H SOsH SOsH H H

1 a 252 Methyl H SOsH SOsH H Methyl

1 a 253 OMe H SOsH SOsH H OMe

1 a 254 F H SOsH SOsH H F

1 a 255 CFs H SOsH SOsH H CFs

1 a 256 H SOsH H H SOsH H NHCOCHs OMe CN Methyl Butyl

1 a 257 H H SOsH SOsH H H

1 a 258 Methyl H SOsH SOsH H Methyl

1 a 259 OMe H SOsH SOsH H OMe

1 a 260 F H SOsH SOsH H F

1 g 261 CFs H SOsH SOsH H CFs

1 g 262 H SOsH H H SOsH H NHCOCHs OMe CN Methyl Pentyl

1 a 263 H H SOsH SOsH H H

1 g 264 Methyl H SOsH SOsH H Methyl

1 a 265 OMe H SOsH SOsH H OMe

1 g 266 F H SOsH SOsH H F

1 g 267 CFs H SOsH SOsH H CFs

1 a 268 H SOsH H H SOsH H NHCOCHs OMe CN Methyl Hexyl

1 g 269 H H SOsH SOsH H H

1 a 270 Methyl H SOsH SOsH H Methyl

1a 271 OMe H SOsH SOsH H OMe

1a 272 F H SOsH SOsH H F

1 a 273 CFs H SOsH SOsH H CFs

1a 274 H SOsH H H SOsH H NHCOCHs OMe CN Methyl Cyclobutyl

1 a 275 H H SOsH SOsH H H

1 g 276 Methyl H SOsH SOsH H Methyl

1a 277 OMe H SOsH SOsH H OMe

1a 278 F H SOsH SOsH H F

1a 279 CFs H SOsH SOsH H CFs

1a 280 H SOsH H H SOsH H NHCOCHs OMe CN Methyl Cyclopentyl

1a 281 H H SOsH SOsH H H

1a 282 Methyl H SOsH SOsH H Methyl

1a 283 OMe H SOsH SOsH H OMe

1a 284 F H SOsH SOsH H F

1a 285 CFs H SOsH SOsH H CFs

1a 286 H SOsH H H SOsH H NHCOCHs OMe CN Methyl Cyclohexyl

1a 287 H H SOsH SOsH H H

1a 288 Methyl H SOsH SOsH H Methyl

1a 289 OMe H SOsH SOsH H OMe

1a 290 F H SOsH SOsH H F

1a 291 CFs H SOsH SOsH H CFs

1 a 292 H SOsH H H SOsH H NHCOCHs OMe CN Methyl 2-Methyl-

1 a 293 H H SOsH SOsH H H cyclohexyl

1 a 294 Methyl H SOsH SOsH H Methyl

1 a 295 OMe H SOsH SOsH H OMe

1 g 296 F H SOsH SOsH H F

1 g 297 CF 3 H SOsH SOsH H CFs

1 a 298 H SOsH H H SOsH H NHCOCHs OMe CN Methyl 3-Methyl-

1 g 299 H H SOsH SOsH H H cyclohexyl

1a 300 Methyl H SOsH SOsH H Methyl

1 a 301 OMe H SOsH SOsH H OMe

1 a 302 F H SOsH SOsH H F

1a 303 CFs H SOsH SOsH H CFs

1 a 304 H SOsH H H SOsH H NHCOCHs OMe CN Methyl Isopropyl

1 a 305 H H SOsH SOsH H H

1a 306 Methyl H SOsH SOsH H Methyl

1 a 307 OMe H SOsH SOsH H OMe

1a 308 F H SOsH SOsH H F

1a 309 CFs H SOsH SOsH H CFs

1 a 310 H SOsH H H SOsH H NHCOCHs OMe CN Methyl Sec-butyl

1 g 311 H H SOsH SOsH H H

1 a 312 Methyl H SOsH SOsH H Methyl

1 g 313 OMe H SOsH SOsH H OMe

1 g 314 F H SOsH SOsH H F

1 a 315 CF 3 H SOsH SOsH H CFs

1 g 316 H SOsH H H SOsH H NHCOCHs OMe CN Methyl 2-Methylbutyl

1 g 317 H H SOsH SOsH H H

1 g 318 Methyl H SOsH SOsH H Methyl

1a 319 OMe H SOsH SOsH H OMe

1 a 320 F H SOsH SOsH H F

1 g 321 CFs H SOsH SOsH H CFs

1 a 322 H SOsH H H SOsH H NHCOCHs OMe CN Methyl 1-Ethylpropyl

1 a 323 H H SOsH SOsH H H

1 g 324 Methyl H SOsH SOsH H Methyl

1 a 325 OMe H SOsH SOsH H OMe

1 g 326 F H SOsH SOsH H F

1 g 327 CFs H SOsH SOsH H CFs

1 a 328 H SOsH H H SOsH H NHCOCHs OMe CN Methyl 1 ,2-Dimethyl-

1 a 329 H H SOsH SOsH H H propyl

1a 330 Methyl H SOsH SOsH H Methyl

1 a 331 OMe H SOsH SOsH H OMe

1 a 332 F H SOsH SOsH H F

1a 333 CF 3 H SOsH SOsH H CFs

1 g 334 H SOsH H H SOsH H NHCOCHs OMe CN Methyl Tert-butyl

1 a 335 H H SOsH SOsH H H

1a 336 Methyl H SOsH SOsH H Methyl

1 a 337 OMe H SOsH SOsH H OMe

1a 338 F H SOsH SOsH H F

1a 339 CFs H SOsH SOsH H CFs

1 a 340 H SOsH H H SOsH H NHCOCHs OMe CN Methyl 3-Methylbutyl

1 g 341 H H SOsH SOsH H H

1 g 342 Methyl H SOsH SOsH H Methyl

1 g 343 OMe H SOsH SOsH H OMe

1 g 344 F H SOsH SOsH H F

1 a 345 CFs H SOsH SOsH H CFs

1 a 346 H SOsH H H SOsH H NHCOCHs OMe CN Methyl Pentan-2-yl

1 g 347 H H SOsH SOsH H H

1 a 348 Methyl H SOsH SOsH H Methyl

1 a 349 OMe H SOsH SOsH H OMe

1 a 350 F H SOsH SOsH H F

1 a 351 CF 3 H SOsH SOsH H CFs

1 a 352 H SOsH H H SOsH H NHCOCHs OMe CN Methyl 2-Ethylhexyl

1 a 353 H H SOsH SOsH H H

1 a 354 Methyl H SOsH SOsH H Methyl

1 a 355 OMe H SOsH SOsH H OMe

1 a 356 F H SOsH SOsH H F

1 a 357 CF 3 H SOsH SOsH H CFs

1 a 358 H SOsH H H SOsH H NHCOCHs OMe CN Methyl 2,2-Di-

1 a 359 H H SOsH SOsH H H methyl propyl

1a 360 Methyl H SOsH SOsH H Methyl

1 g 361 OMe H SOsH SOsH H OMe

1 g 362 F H SOsH SOsH H F

1a 363 H SOsH H H SOsH H NHCOCHs OMe CN Methyl Phenyl

1 a 364 H H SOsH SOsH H H

1 a 365 Methyl H SOsH SOsH H Methyl

1a 366 OMe H SOsH SOsH H OMe

1a 367 F H SOsH SOsH H F

1a 368 CFs H SOsH SOsH H CFs

1a 369 H SOsH H H SOsH H NHCOCHs OMe CN Methyl Benzyl

1a 370 H H SOsH SOsH H H

1a 371 Methyl H SOsH SOsH H Methyl

1a 372 OMe H SOsH SOsH H OMe

1a 373 F H SOsH SOsH H F

1a 374 CFs H SOsH SOsH H CFs

1a 375 H SOsH H H SOsH H Methyl Methyl CONH 2 Methyl Methyl

1a 376 H H SOsH SOsH H H

1a 377 Methyl H SOsH SOsH H Methyl

1a 378 OMe H SOsH SOsH H OMe

1a 379 F H SOsH SOsH H F

1a 380 CFs H SOsH SOsH H CFs

1 g 381 H SOsH H H SOsH H Methyl Methyl CONH 2 Methyl Ethyl

1 a 382 H H SOsH SOsH H H

1a 383 Methyl H SOsH SOsH H Methyl

1 a 384 OMe H SOsH SOsH H OMe

1 a 385 F H SOsH SOsH H F

1a 386 CFs H SOsH SOsH H CFs

1a 387 H SOsH H H SOsH H Methyl Methyl CONH2 Methyl Propyl

1a 388 H H SOsH SOsH H H

1a 389 Methyl H SOsH SOsH H Methyl

1a 390 OMe H SOsH SOsH H OMe

1a 391 F H SOsH SOsH H F

CFs H SOsH SOsH H CFs

1a 392

1a 393 H SOsH H H SOsH H Methyl Methyl CONH2 Methyl Butyl

1a 394 H H SOsH SOsH H H

1 a 395 Methyl H SOsH SOsH H Methyl

1a 396 OMe H SOsH SOsH H OMe

1a 397 F H SOsH SOsH H F

1a 398 CFs H SOsH SOsH H CFs

1a 399 H SOsH H H SOsH H Methyl Methyl CONH 2 Methyl Pentyl

1 a 400 H H SOsH SOsH H H

1 g 401 Methyl H SOsH SOsH H Methyl

1 a 402 OMe H SOsH SOsH H OMe

1 a 403 F H SOsH SOsH H F

1 a 404

CFs H SOsH SOsH H CFs

1 a 405 H SOsH H H SOsH H Methyl Methyl CONH2 Methyl Hexyl

1 a 406 H H SOsH SOsH H H

1 a 407 Methyl H SOsH SOsH H Methyl

1 a 408 OMe H SOsH SOsH H OMe

1 a 409 F H SOsH SOsH H F

1 a 410

CFs H SOsH SOsH H CFs

1 g 411 H SOsH H H SOsH H Methyl Methyl CONH2 Methyl Cyclobutyl

1a 412 H H SOsH SOsH H H

1 a 413 Methyl H SOsH SOsH H Methyl

1 g 414 OMe H SOsH SOsH H OMe

1 a 415 F H SOsH SOsH H F

1 g 416

CFs H SOsH SOsH H CFs

1a 417 H SOsH H H SOsH H Methyl Methyl CONH2 Methyl Cyclopentyl

1 a 418 H H SOsH SOsH H H

1a 419 Methyl H SOsH SOsH H Methyl

1a 420 OMe H SOsH SOsH H OMe

1a 421 F H SOsH SOsH H F

1a 422 CF 3 H SOsH SOsH H CFs

1 a 423 H SOsH H H SOsH H Methyl Methyl CONH2 Methyl Cyclohexyl

1a 424 H H SOsH SOsH H H

1a 425 Methyl H SOsH SOsH H Methyl

1a 426 OMe H SOsH SOsH H OMe

1a 427 F H SOsH SOsH H F

1 a 428

CFs H SOsH SOsH H CFs

1 a 429 H SOsH H H SOsH H Methyl Methyl CONH2 Methyl 2-Methyl-

1 g 430 H H SOsH SOsH H H cyclohexyl

1 g 431 Methyl H SOsH SOsH H Methyl

1 g 432 OMe H SOsH SOsH H OMe

1 g 433 F H SOsH SOsH H F

1 g 434

CFs H SOsH SOsH H CFs

1 a 435 H SOsH H H SOsH H Methyl Methyl CONH2 Methyl 3-Methyl-

1 a 436 H H SOsH SOsH H H cyclohexyl

1 g 437 Methyl H SOsH SOsH H Methyl

1 a 438 OMe H SOsH SOsH H OMe

1 g 439 F H SOsH SOsH H F

1 a 440

CF 3 H SOsH SOsH H CFs

1 g 441 H SOsH H H SOsH H Methyl Methyl CONH2 Methyl Isopropyl

1 g 442 H H SOsH SOsH H H

1 g 443 Methyl H SOsH SOsH H Methyl

1 g 444 OMe H SOsH SOsH H OMe

1 a 445 F H SOsH SOsH H F

1 g 446

CFs H SOsH SOsH H CFs

1 g 447 H SOsH H H SOsH H Methyl Methyl CONH2 Methyl Sec-butyl

1 a 448 H H SOsH SOsH H H

1 g 449 Methyl H SOsH SOsH H Methyl

1 a 450 OMe H SOsH SOsH H OMe

1 a 451 F H SOsH SOsH H F

1 a 452

CFs H SOsH SOsH H CFs

1 a 453 H SOsH H H SOsH H Methyl Methyl CONH2 Methyl 2-Methylbutyl

1 a 454 H H SOsH SOsH H H

1 a 455 Methyl H SOsH SOsH H Methyl

1 a 456 OMe H SOsH SOsH H OMe

1 a 457 F H SOsH SOsH H F

1 a 458

CFs H SOsH SOsH H CFs

1 a 459 H SOsH H H SOsH H Methyl Methyl CONH2 Methyl 1-Ethylpropyl

1 a 460 H H SOsH SOsH H H

1 g 461 Methyl H SOsH SOsH H Methyl

1 g 462 OMe H SOsH SOsH H OMe

1 a 463 F H SOsH SOsH H F

1 g 464 CFs H SOsH SOsH H CFs

1 a 465 H SOsH H H SOsH H Methyl Methyl CONH2 Methyl 1 ,2-Dimethyl-

1 g 466 H H SOsH SOsH H H propyl

1 g 467 Methyl H SOsH SOsH H Methyl

1 a 468 OMe H SOsH SOsH H OMe

1 g 469 F H SOsH SOsH H F

1 a 470

CFs H SOsH SOsH H CFs

1a 471 H SOsH H H SOsH H Methyl Methyl CONH 2 Methyl Tert-butyl

1a 472 H H SOsH SOsH H H

1a 473 Methyl H SOsH SOsH H Methyl

1a 474 OMe H SOsH SOsH H OMe

1a 475 F H SOsH SOsH H F

1a 476 CFs H SOsH SOsH H CFs

1a 477 H SOsH H H SOsH H Methyl Methyl CONH2 Methyl 3-Methylbutyl

1a 478 H H SOsH SOsH H H

1a 479 Methyl H SOsH SOsH H Methyl

1a 480 OMe H SOsH SOsH H OMe

1a 481 F H SOsH SOsH H F

1a 482 CFs H SOsH SOsH H CFs

1a 483 H SOsH H H SOsH H Methyl Methyl CONH2 Methyl Pentan-2-yl

1a 484 H H SOsH SOsH H H

1a 485 Methyl H SOsH SOsH H Methyl

1a 486 OMe H SOsH SOsH H OMe

1a 487 F H SOsH SOsH H F

1a 488 CFs H SOsH SOsH H CFs

1 a 489 H SOsH H H SOsH H Methyl Methyl CONH 2 Methyl 2-Ethylhexyl

1 a 490 H H SOsH SOsH H H

1a 491 Methyl H SOsH SOsH H Methyl

1 a 492 OMe H SOsH SOsH H OMe

1 a 493 F H SOsH SOsH H F

1 g 494

CFs H SOsH SOsH H CFs

1 a 495 H SOsH H H SOsH H Methyl Methyl CONH2 Methyl 2,2-

1 g 496 H H SOsH SOsH H H Dimethyl-

1 g 497 Methyl H SOsH SOsH H Methyl propyl

1 a 498 OMe H SOsH SOsH H OMe

1 g 499 F H SOsH SOsH H F

1 a 500 CFs H SOsH SOsH H CFs

1a 501 H SOsH H H SOsH H Methyl Methyl CONH2 Methyl Phenyl

1a 502 H H SOsH SOsH H H

1 a 503 Methyl H SOsH SOsH H Methyl

1a 504 OMe H SOsH SOsH H OMe

1 a 505 F H SOsH SOsH H F

1 a 506 CFs H SOsH SOsH H CFs

1a 507 H SOsH H H SOsH H Methyl Methyl CONH 2 Methyl Benzyl

1 a 508 H H SOsH SOsH H H

1 a 509 Methyl H SOsH SOsH H Methyl

1a 510 OMe H SOsH SOsH H OMe

1a 511 F H SOsH SOsH H F

1a 512 CFs H SOsH SOsH H CFs

1a 513 H SOsH H H SOsH H Methyl F CONH2 Methyl Methyl

1a 514 H H SOsH SOsH H H

1a 515 Methyl H SOsH SOsH H Methyl

1a 516 OMe H SOsH SOsH H OMe

1a 517 H SOsH H H SOsH H Methyl F CONH2 Methyl Ethyl

1a 518 H H SOsH SOsH H H

1a 519 Methyl H SOsH SOsH H Methyl

1a 520 OMe H SOsH SOsH H OMe

1a 521 H SOsH H H SOsH H Methyl F CONH2 Methyl Propyl

1a 522 H H SOsH SOsH H H

1a 523 Methyl H SOsH SOsH H Methyl

1a 524 OMe H SOsH SOsH H OMe

1 a 525 H SOsH H H SOsH H Methyl F CONH 2 Methyl Butyl

1 a 526 H H SOsH SOsH H H

1 a 527 Methyl H SOsH SOsH H Methyl

1 a 528 OMe H SOsH SOsH H OMe

1 a 529 H SOsH H H SOsH H Methyl F CONH2 Methyl Pentyl

1 a 530 H H SOsH SOsH H H

1 a 531 Methyl H SOsH SOsH H Methyl

1 a 532 OMe H SOsH SOsH H OMe

1 a 533 H SOsH H H SOsH H Methyl F CONH2 Methyl Hexyl

1 a 534 H H SOsH SOsH H H

1 a 535 Methyl H SOsH SOsH H Methyl

1 a 536 OMe H SOsH SOsH H OMe

1 a 537 H SOsH H H SOsH H Methyl F CONH2 Methyl Cyclobutyl

1 a 538 H H SOsH SOsH H H

1 a 539 Methyl H SOsH SOsH H Methyl

1 a 540 OMe H SOsH SOsH H OMe

1a 541 H SOsH H H SOsH H Methyl F CONH 2 Methyl Cyclopentyl

1a 542 H H SOsH SOsH H H

1a 543 Methyl H SOsH SOsH H Methyl

1a 544 OMe H SOsH SOsH H OMe

1a 545 H SOsH H H SOsH H Methyl F CONH2 Methyl Cyclohexyl

1a 546 H H SOsH SOsH H H

1a 547 Methyl H SOsH SOsH H Methyl

1a 548 OMe H SOsH SOsH H OMe

1a 549 H SOsH H H SOsH H Methyl F CONH2 Methyl 2-Methyl-

1 a 550 H H SOsH SOsH H H cyclohexyl

1a 551 Methyl H SOsH SOsH H Methyl

1a 552 OMe H SOsH SOsH H OMe

1 a 553 H SOsH H H SOsH H Methyl F CONH2 Methyl 3-Methyl-

1a 554 H H SOsH SOsH H H cyclohexyl

1 a 555 Methyl H SOsH SOsH H Methyl

1 a 556 OMe H SOsH SOsH H OMe

1a 557 H SOsH H H SOsH H Methyl F CONH 2 Methyl Isopropyl

1a 558 H H SOsH SOsH H H

1a 559 Methyl H SOsH SOsH H Methyl

1a 560 OMe H SOsH SOsH H OMe

1a 561 H SOsH H H SOsH H Methyl F CONH2 Methyl Sec-butyl

1a 562 H H SOsH SOsH H H

1a 563 Methyl H SOsH SOsH H Methyl

1a 564 OMe H SOsH SOsH H OMe

1 a 565 H SOsH H H SOsH H Methyl F CONH 2 Methyl 2-Methylbutyl

1 a 566 H H SOsH SOsH H H

1a 567 Methyl H SOsH SOsH H Methyl

1 a 568 OMe H SOsH SOsH H OMe

1 a 569 H SOsH H H SOsH H Methyl F CONH2 Methyl 1-Ethylpropyl

1a 570 H H SOsH SOsH H H

1a 571 Methyl H SOsH SOsH H Methyl

1a 572 OMe H SOsH SOsH H OMe

1a 573 H SOsH H H SOsH H Methyl F CONH2 Methyl 1 ,2-Dimethyl-

1a 574 H H SOsH SOsH H H propyl

1a 575 Methyl H SOsH SOsH H Methyl

1a 576 OMe H SOsH SOsH H OMe

1a 577 H SOsH H H SOsH H Methyl F CONH2 Methyl Tert-butyl

1a 578 H H SOsH SOsH H H

1a 579 Methyl H SOsH SOsH H Methyl

1 a 580 OMe H SOsH SOsH H OMe

1 a 581 H SOsH H H SOsH H Methyl F CONH 2 Methyl 3-Methylbutyl

1 a 582 H H SOsH SOsH H H

1 a 583 Methyl H SOsH SOsH H Methyl

1 a 584 OMe H SOsH SOsH H OMe

1 a 585 H SOsH H H SOsH H Methyl F CONH2 Methyl Pentan-2-yl

1 a 586 H H SOsH SOsH H H

1 a 587 Methyl H SOsH SOsH H Methyl

1 a 588 OMe H SOsH SOsH H OMe

1 a 589 H SOsH H H SOsH H Methyl F CONH2 Methyl 2-Ethylhexyl

1 a 590 H H SOsH SOsH H H

1 a 591 Methyl H SOsH SOsH H Methyl

1 a 592 OMe H SOsH SOsH H OMe

1 a 593 F H SOsH SOsH H F

1 a 594 CF 3 H SOsH SOsH H CFs

1 a 595 H SOsH H H SOsH H Methyl F CONH2 Methyl 2,2-Dimethyl-

1 a 596 H H SOsH SOsH H H propyl

1 a 597 Methyl H SOsH SOsH H Methyl

1 a 598 OMe H SOsH SOsH H OMe

1 a 599 H SOsH H H SOsH H Methyl F CONH2 Methyl Phenyl

1 a 600 H H SOsH SOsH H H

1 a 601 Methyl H SOsH SOsH H Methyl

1 a 605 H SOsH H H SOsH H Methyl F CONH 2 Methyl Benzyl

1a 606 H H SOsH SOsH H H

1a 607 Methyl H SOsH SOsH H Methyl

1a 608 OMe H SOsH SOsH H OMe

1a 609 F H SOsH SOsH H F

1a 610 CFs H SOsH SOsH H CFs

1a 611 H SOsH H H SOsH H NHCOCHs OMe CONH2 Methyl Methyl

1a 612 H H SOsH SOsH H H

1a 613 Methyl H SOsH SOsH H Methyl

1a 614 OMe H SOsH SOsH H OMe

1a 615 F H SOsH SOsH H F

1a 616 CFs H SOsH SOsH H CFs

1a 617 H SOsH H H SOsH H NHCOCHs OMe CONH2 Methyl Ethyl

1a 618 H H SOsH SOsH H H

1a 619 Methyl H SOsH SOsH H Methyl

1a 620 OMe H SOsH SOsH H OMe

1a 621 F H SOsH SOsH H F

1a 622 CFs H SOsH SOsH H CFs

1 a 623 H SOsH H H SOsH H NHCOCHs OMe CONH 2 Methyl Propyl

1 a 624 H H SOsH SOsH H H

1 a 625 Methyl H SOsH SOsH H Methyl

1 a 626 OMe H SOsH SOsH H OMe

1 g 627 F H SOsH SOsH H F

1 a 628 CF 3 H SOsH SOsH H CFs

1 g 629 H SOsH H H SOsH H NHCOCHs OMe CONH2 Methyl Butyl

1a 630 H H SOsH SOsH H H

1 a 631 Methyl H SOsH SOsH H Methyl

1 a 632 OMe H SOsH SOsH H OMe

1a 633 F H SOsH SOsH H F

1 a 634 CFs H SOsH SOsH H CFs

1 a 635 H SOsH H H SOsH H NHCOCHs OMe CONH2 Methyl Pentyl

1a 636 H H SOsH SOsH H H

1 g 637 Methyl H SOsH SOsH H Methyl

1a 638 OMe H SOsH SOsH H OMe

1a 639 F H SOsH SOsH H F

1 a 640 CFs H SOsH SOsH H CFs

1a 641 H SOsH H H SOsH H NHCOCHs OMe CONH 2 Methyl Hexyl

1 a 642 H H SOsH SOsH H H

1 a 643 Methyl H SOsH SOsH H Methyl

1 a 644 OMe H SOsH SOsH H OMe

1 a 645 F H SOsH SOsH H F

1 g 646

CFs H SOsH SOsH H CFs

1 g 647 H SOsH H H SOsH H NHCOCHs OMe CONH2 Methyl Cyclobutyl

1 a 648 H H SOsH SOsH H H

1 g 649 Methyl H SOsH SOsH H Methyl

1 a 650 OMe H SOsH SOsH H OMe

1 a 651 F H SOsH SOsH H F

1 a 652

CFs H SOsH SOsH H CFs

1 a 653 H SOsH H H SOsH H NHCOCHs OMe CONH2 Methyl Cyclo-

1 a 654 H H SOsH SOsH H H pentyl

1 a 655 Methyl H SOsH SOsH H Methyl

1 a 656 OMe H SOsH SOsH H OMe

1 a 657 F H SOsH SOsH H F

1 a 658 CFs H SOsH SOsH H CFs

1 a 659 H SOsH H H SOsH H NHCOCHs OMe CONH 2 Methyl Cyclo-

1a 660 H H SOsH SOsH H H hexyl

1a 661 Methyl H SOsH SOsH H Methyl

1a 662 OMe H SOsH SOsH H OMe

1a 663 F H SOsH SOsH H F

1a 664 CFs H SOsH SOsH H CFs

1 a 665 H SOsH H H SOsH H NHCOCHs OMe CONH2 Methyl 2-

1a 666 H H SOsH SOsH H H Methyl-

1a 667 Methyl H SOsH SOsH H Methyl cyclohex

1a 668 OMe H SOsH SOsH H OMe yi

1a 669 F H SOsH SOsH H F

1a 670 CFs H SOsH SOsH H CFs

1a 671 H SOsH H H SOsH H NHCOCHs OMe CONH2 Methyl 3-

1a 672 H H SOsH SOsH H H Methyl-

1a 673 Methyl H SOsH SOsH H Methyl cyclo-

1a 674 OMe H SOsH SOsH H OMe hexyl

1a 675 F H SOsH SOsH H F

1a 676 CFs H SOsH SOsH H CFs

1 g 677 H SOsH H H SOsH H NHCOCHs OMe CONH 2 Methyl Isopro

1 a 678 H H SOsH SOsH H H

1 g 679 Methyl H SOsH SOsH H Methyl

1a 680 OMe H SOsH SOsH H OMe

1 a 681 F H SOsH SOsH H F

1 a 682 CFs H SOsH SOsH H CFs

1a 683 H SOsH H H SOsH H NHCOCHs OMe CONH2 Methyl Sec-

1 a 684 H H SOsH SOsH H H butyl

1 a 685 Methyl H SOsH SOsH H Methyl

1a 686 OMe H SOsH SOsH H OMe

1 g 687 F H SOsH SOsH H F

1a 688 CFs H SOsH SOsH H CFs

1a 689 H SOsH H H SOsH H NHCOCHs OMe CONH2 Methyl 2-

1a 690 H H SOsH SOsH H H Methyl

1 g 691 Methyl H SOsH SOsH H Methyl butyl

1 g 692 OMe H SOsH SOsH H OMe

1a 693 F H SOsH SOsH H F

1 g 694 CFs H SOsH SOsH H CFs

1 a 695 H SOsH H H SOsH H NHCOCH OMe CONH 2 Methyl 1-Ethy

1 a 696 H H SOsH SOsH H H 3 propyl

1a 697 Methyl H SOsH SOsH H Methyl

1 a 698 OMe H SOsH SOsH H OMe

1 a 699 F H SOsH SOsH H F

1 a 700 CFs H SOsH SOsH H CFs

1a 701 H SOsH H H SOsH H NHCOCH OMe CONH2 Methyl 1,2-Di-

1a 702 H H SOsH SOsH H H 3 methyl

1a 703 Methyl H SOsH SOsH H Methyl propyl

1a 704 OMe H SOsH SOsH H OMe

1a 705 F H SOsH SOsH H F

1a 706 CFs H SOsH SOsH H CFs

1a 707 H SOsH H H SOsH H NHCOCH OMe CONH2 Methyl Tert-b

1a 708 H H SOsH SOsH H H 3

1a 709 Methyl H SOsH SOsH H Methyl

1a 710 OMe H SOsH SOsH H OMe

1a 711 F H SOsH SOsH H F

1a 712 CFs H SOsH SOsH H CFs

1 a 713 H SOsH H H SOsH H NHCOCH OMe CONH 2 Methyl 3-Met

1a 714 H H SOsH SOsH H H 3 butyl

1a 715 Methyl H SOsH SOsH H Methyl

1a 716 OMe H SOsH SOsH H OMe

1a 717 F H SOsH SOsH H F

1a 718 CFs H SOsH SOsH H CFs

1a 719 H SOsH H H SOsH H NHCOCH OMe CONH2 Methyl Penta

1 a 720 H H SOsH SOsH H H 3 yi

1a 721 Methyl H SOsH SOsH H Methyl

1a 722 OMe H SOsH SOsH H OMe

1a 723 F H SOsH SOsH H F

1a 724 CFs H SOsH SOsH H CFs

1a 725 H SOsH H H SOsH H NHCOCH OMe CONH2 Methyl 2-Ethy

1a 726 H H SOsH SOsH H H 3 hexyl

1a 727 Methyl H SOsH SOsH H Methyl

1a 728 OMe H SOsH SOsH H OMe

1a 729 F H SOsH SOsH H F

1a 730 CFs H SOsH SOsH H CFs

1 a 731 H SOsH H H SOsH H NHCOCH OMe CONH 2 Methyl 2,2-Di

1a 732 H H SOsH SOsH H H 3 methyl

1a 733 Methyl H SOsH SOsH H Methyl propyl

1a 734 OMe H SOsH SOsH H OMe

1a 735 F H SOsH SOsH H F

H SOsH H H SOsH H NHCOCH OMe CN Methyl Phenyl

1a 736

3

1a 737 H H SOsH SOsH H H

1a 738 Methyl H SOsH SOsH H Methyl

1a 739 OMe H SOsH SOsH H OMe

1a 740 F H SOsH SOsH H F

1a 741 CF 3 H SOsH SOsH H CFs

H SOsH H H SOsH H NHCOCH OMe CN enzyl

1a 742 Methyl B

3

1a 743 H H SOsH SOsH H H

1a 744 Methyl H SOsH SOsH H Methyl

1a 745 OMe H SOsH SOsH H OMe

1a 746 F H SOsH SOsH H F

1a 747 CFs H SOsH SOsH H CFs

1 a 748 H SOsH H H SOsH H Methyl Methyl CN Methyl Allyl

1 a 749 H H SOsH SOsH H H

1 g 750 Methyl H SOsH SOsH H Methyl

1a 751 OMe H SOsH SOsH H OMe

1 a 752 F H SOsH SOsH H F

1 a 753 CFs H SOsH SOsH H CFs

1a 754 H SOsH H H SOsH H Methyl Methyl CN Methyl 2-

1 a 755 H H SOsH SOsH H H Metho

1a 756 Methyl H SOsH SOsH H Methyl ethyl

1a 757 OMe H SOsH SOsH H OMe

1 a 758 F H SOsH SOsH H F

1a 759 CFs H SOsH SOsH H CFs

1 a 760 H SOsH H H SOsH H Methyl Methyl CN Methyl 3-

1a 761 H H SOsH SOsH H H Metho

1a 762 Methyl H SOsH SOsH H Methyl propyl

1a 763 OMe H SOsH SOsH H OMe

1a 764 F H SOsH SOsH H F

1 a 765 CFs H SOsH SOsH H CFs

1 a 766 H SOsH H H SOsH H Methyl Methyl CN Methyl 2-Cya

1a 767 H H SOsH SOsH H H ethyl

1a 768 Methyl H SOsH SOsH H Methyl

1a 769 OMe H SOsH SOsH H OMe

1a 770 F H SOsH SOsH H F

1a 771 CFs H SOsH SOsH H CFs

1a 772 H SOsH H H SOsH H Methyl Methyl CN Methyl 2-

1a 773 H H SOsH SOsH H H (Meth

1a 774 Methyl H SOsH SOsH H Methyl thio)et

1a 775 OMe H SOsH SOsH H OMe

1a 776 F H SOsH SOsH H F

1a 777 CFs H SOsH SOsH H CFs

1a 778 H SOsH H H SOsH H Methyl Methyl CN Methyl 2-Fluo

1a 779 H H SOsH SOsH H H ethyl

1a 780 Methyl H SOsH SOsH H Methyl

1a 781 OMe H SOsH SOsH H OMe

1a 782 F H SOsH SOsH H F

1a 783 CFs H SOsH SOsH H CFs

1 a 784 H SOsH H H SOsH H Methyl Methyl CN Methyl 2-Chlo

1a 785 H H SOsH SOsH H H ethyl

1a 786 Methyl H SOsH SOsH H Methyl

1a 787 OMe H SOsH SOsH H OMe

1a 788 F H SOsH SOsH H F

1 a 789 CFs H SOsH SOsH H CFs

1a 790 H SOsH H H SOsH H Methyl Methyl CN Methyl 3-Chlo

1a 791 H H SOsH SOsH H H propyl

1a 792 Methyl H SOsH SOsH H Methyl

1a 793 OMe H SOsH SOsH H OMe

1a 794 F H SOsH SOsH H F

1a 795 CFs H SOsH SOsH H CFs

1 a 796 H SOsH H H SOsH H Methyl Methyl CN Methyl Tetra-

1a 797 H H SOsH SOsH H H hydro-

1a 798 Methyl H SOsH SOsH H Methyl furfuryl

1a 799 OMe H SOsH SOsH H OMe

1 a 800 F H SOsH SOsH H F

1 a 801 CFs H SOsH SOsH H CFs

1 a 802 H SOsH H H SOsH H Methyl Methyl CN Methyl 2-Fura

1 a 803 H H SOsH SOsH H H 2-yl-et

1a 804 Methyl H SOsH SOsH H Methyl

1a 805 OMe H SOsH SOsH H OMe

1a 806 F H SOsH SOsH H F

1 a 807 CF 3 H SOsH SOsH H CFs

1a 808 H SOsH H H SOsH H Methyl Methyl CN Methyl 2-(2-

1a 809 H H SOsH SOsH H H Hydro

1a 810 Methyl H SOsH SOsH H Methyl ethyls

1a 811 OMe H SOsH SOsH H OMe fanyl)-

1 a 812 F H SOsH SOsH H F ethyl

1 a 813 CF 3 H SOsH SOsH H CFs

1 a 814 H SOsH H H SOsH H Methyl Methyl CN Methyl 2-(2-te

1 a 815 H H SOsH SOsH H H Butyls

1a 816 Methyl H SOsH SOsH H Methyl fanyl-

1 a 817 OMe H SOsH SOsH H OMe ethan

1a 818 F H SOsH SOsH H F sulfon

1 a 819 CFs H SOsH SOsH H CFs ethyl

1 a 820 H SOsH H H SOsH H Methyl Methyl CN Methyl 3-(4-

1 a 821 H H SOsH SOsH H H Hydro

1 a 822 Methyl H SOsH SOsH H Methyl butoxy

1 a 823 OMe H SOsH SOsH H OMe propyl

1a 824 F H SOsH SOsH H F

1 a 825 CFs H SOsH SOsH H CFs

1a 826 H S03H H H S03H H Methyl Methyl CN Methyl 2-(2-

1 a 827 H H S03H S03H H H Hydro

1 a 828 Methyl H S03H S03H H Methyl ethoxy

1 a 829 OMe H S03H S03H H OMe ethyl

1 a 830 F H S03H S03H H F

1a 831 CF3 H S03H S03H H CF3

1 a 832 H SOsH H H SOsH H Methyl Methyl CN Methyl 3-lso-

1 a 833 H H SOsH SOsH H H propo

1a 834 Methyl H SOsH SOsH H Methyl propyl

1 a 835 OMe H SOsH SOsH H OMe

1 a 836 F H SOsH SOsH H F

1 a 837 CFs H SOsH SOsH H CFs

1 a 838 H SOsH H H SO3H H Methyl F CN Methyl Allyl

1 a 839 H H SO3H SOsH H H

1a 840 Methyl H SO3H SOsH H Methyl

1a 841 OMe H SO3H SOsH H OMe

1a 842 H SOsH H H SOsH H Methyl F CN Methyl 2-

1 a 843 H H SO3H SO3H H H Metho

1a 844 Methyl H SOsH SOsH H Methyl ethyl

1a 845 OMe H SOsH SOsH H OMe

1a 846 H SOsH H H SOsH H Methyl F CN Methyl 3-

1a 847 H H SOsH SOsH H H Metho

1a 848 Methyl H SOsH SOsH H Methyl propyl

1a 849 OMe H SOsH SOsH H OMe

1 a 850 H SOsH H H SO3H H Methyl F CN Methyl 2-Cya

1 a 851 H H SOsH SOsH H H ethyl

1 a 852 Methyl H SOsH SOsH H Methyl

1 a 853 OMe H SOsH SOsH H OMe

1 a 854 H SOsH H H SO3H H Methyl F CN Methyl 2-

1 a 855 H H SO3H SOsH H H (Methy

1 a 856 Methyl H SO3H SO3H H Methyl thio)et

1 a 857 OMe H SO3H SOsH H OMe

1 a 858 H SOsH H H SO3H H Methyl F CN Methyl 2-Fluo

1 a 859 H H SO3H SO3H H H ethyl

1 a 860 Methyl H SO3H SOsH H Methyl

1 a 861 OMe H SO3H SOsH H OMe

1 a 862 H SOsH H H SOsH H Methyl F CN Methyl 2-Chlo

1 a 863 H H SOsH SO3H H H ethyl

1 a 864 Methyl H SO3H SOsH H Methyl

1 a 865 OMe H SO3H SOsH H OMe

1 a 866 H SOsH H H SOsH H Methyl F CN Methyl 3-Chlo

1 a 867 H H SO3H SOsH H H propyl

1 a 868 Methyl H SO3H SO3H H Methyl

1 a 869 OMe H SO3H SOsH H OMe

1 a 870 H SOsH H H SO3H H Methyl F CN Methyl Tetrah

1 a 871 H H SO3H SOsH H H ofurfur

1 a 872 Methyl H SO3H SO3H H Methyl

1 a 873 OMe H SO3H SO3H H OMe

1 a 874 H SOsH H H SO3H H Methyl F CN Methyl 2-Fura

1 a 875 H H SO3H SO3H H H 2-yl-et

1 a 876 Methyl H SOsH SOsH H Methyl

1 a 877 OMe H SOsH SOsH H OMe

1 a 878 H S0 3 H H H SO3H H Methyl F CN Methyl 2-(2-

1 a 879 H H SO3H SO3H H H Hydro

1 a 880 Methyl H SO3H SO3H H Methyl ethyls

1 a 881 OMe H SO3H SO3H H OMe nyl)-et

1 a 882 H SO3H H H SO3H H Methyl F CN Methyl 2-(2-te

1 a 883 H H SO3H SO3H H H Butyls

1a 884 Methyl H SO3H SO3H H Methyl nyl-

OMe H SO3H SO3H H OMe ethan

1 a 885 Ifonyl)- ethyl

1 a 886 H SO3H H H SO3H H Methyl F CN Methyl 3-(4-

1 a 887 H H SO3H SO3H H H Hydro

1 a 888 Methyl H SO3H SOsH H Methyl butoxy

OMe H SO3H SO3H H OMe propyl

1a 889

1 a 890 H SO3H H H SO3H H Methyl F CN Methyl 2-(2-

1 a 891 H H SO3H SO3H H H Hydro

1 a 892 Methyl H SO3H SO3H H Methyl ethoxy

1 a 893 OMe H SO3H SO3H H OMe ethyl

1 a 894 H SOsH H H SOsH H Methyl F CN Methyl 3-lso-

1 a 895 H H SOsH SOsH H H propo

1a 896 Methyl H SOsH SOsH H Methyl propyl

1a 897 OMe H SOsH SOsH H OMe

1a 898 F H SOsH SOsH H F

1a 899 CFs H SOsH SOsH H CFs

1a 900 H SO3H H H SO3H H Methyl F CN Methyl 3-

1a 901 H H SO3H SO3H H H Ethox

1a 902 Methyl H SO3H SO3H H Methyl propyl

1a 903 OMe H SO3H SO3H H OMe

1a 904 F H SO3H SO3H H F

1 a 905 CF3 H SO3H SO3H H CF3

H SOsH H H SOsH H NHCOCH OMe CN Methyl Ally I

1a 906

3

1a 907 H H SOsH SOsH H H

1a 908 Methyl H SOsH SOsH H Methyl

1a 909 OMe H SOsH SOsH H OMe

1a 910 F H SOsH SOsH H F

1a 911 CFs H SOsH SOsH H CFs

1 a 912 H SOsH H H SOsH H NHCOCHs OMe CN Methyl 2-

1 a 913 H H SOsH SOsH H H Meth

1a 914 Methyl H SOsH SOsH H Methyl ethyl

1 a 915 OMe H SOsH SOsH H OMe

1 g 916 F H SOsH SOsH H F

1 g 917 CFs H SOsH SOsH H CFs

1a 918 H SOsH H H SOsH H NHCOCHs OMe CN Methyl 3-

1a 919 H H SOsH SOsH H H Meth

1 g 920 Methyl H SOsH SOsH H Methyl propyl

1a 921 OMe H SOsH SOsH H OMe

1 g 922 F H SOsH SOsH H F

1 g 923 CFs H SOsH SOsH H CFs

1 g 924 H SOsH H H SOsH H NHCOCHs OMe CN Methyl 2-

1 a 925 H H SOsH SOsH H H Cyan

1 g 926 Methyl H SOsH SOsH H Methyl ethyl

1 g 927 OMe H SOsH SOsH H OMe

1 a 928 F H SOsH SOsH H F

1 g 929 CFs H SOsH SOsH H CFs

1a 930 H SOsH H H SOsH H NHCOCHs OMe CN Methyl 2-

1 a 931 H H SOsH SOsH H H (Methy

1 a 932 Methyl H SOsH SOsH H Methyl thio)et

1a 933 OMe H SOsH SOsH H OMe

1a 934 F H SOsH SOsH H F

1 a 935 CFs H SOsH SOsH H CFs

1a 936 H SOsH H H SOsH H NHCOCHs OMe CN Methyl 2-Fluo

1a 937 H H SOsH SOsH H H ethyl

1a 938 Methyl H SOsH SOsH H Methyl

1a 939 OMe H SOsH SOsH H OMe

1a 940 F H SOsH SOsH H F

1a 941 CFs H SOsH SOsH H CFs

1a 942 H SOsH H H SOsH H NHCOCHs OMe CN Methyl 2-

1a 943 H H SOsH SOsH H H Chloro

1a 944 Methyl H SOsH SOsH H Methyl ethyl

1a 945 OMe H SOsH SOsH H OMe

1a 946 F H SOsH SOsH H F

1a 947 CFs H SOsH SOsH H CFs

1 a 948 H SOsH H H SOsH H NHCOCHs OMe CN Methyl 3-

1 a 949 H H SOsH SOsH H H Chlor

1 a 950 Methyl H SOsH SOsH H Methyl propyl

1 a 951 OMe H SOsH SOsH H OMe

1 a 952 F H SOsH SOsH H F

1 a 953 CFs H SOsH SOsH H CFs

1 a 954 H SOsH H H SOsH H NHCOCHs OMe CN Methyl Tetra-

1 a 955 H H SOsH SOsH H H hydro

1 a 956 Methyl H SOsH SOsH H Methyl furfur

1 a 957 OMe H SOsH SOsH H OMe

1 a 958 F H SOsH SOsH H F

1 a 959 CFs H SOsH SOsH H CFs

1 a 960 H SOsH H H SOsH H NHCOCHs OMe CN Methyl 2-

1 g 961 H H SOsH SOsH H H Furan

1 g 962 Methyl H SOsH SOsH H Methyl 2-yl-

1 a 963 OMe H SOsH SOsH H OMe ethyl

1 g 964 F H SOsH SOsH H F

1 a 965 CFs H SOsH SOsH H CFs

1 a 966 H SOsH H H SOsH H NHCOCHs OMe CN Methyl 2-(2-

1 a 967 H H SOsH SOsH H H Hydroxy-

1 a 968 Methyl H SOsH SOsH H Methyl ethylsulf

1 a 969 OMe H SOsH SOsH H OMe )-ethyl

1a 970 F H SOsH SOsH H F

1 a 971 CFs H SOsH SOsH H CFs

1 a 972 H SOsH H H SOsH H NHCOCHs OMe CN Methyl 2-(2-tert-

1 a 973 H H SOsH SOsH H H Butylsulf

1 a 974 Methyl H SOsH SOsH H Methyl l-ethanes

1 g 975 OMe H SOsH SOsH H OMe lfonyl)-et

1 a 976 F H SOsH SOsH H F

1 g 977 CFs H SOsH SOsH H CFs

1 a 978 H SOsH H H SOsH H NHCOCHs OMe CN Methyl 3-(4-

1a 979 H H SOsH SOsH H H Hydroxy

1 a 980 Methyl H SOsH SOsH H Methyl butoxy)

1 a 981 OMe H SOsH SOsH H OMe propyl

1 g 982 F H SOsH SOsH H F

1 a 983 CFs H SOsH SOsH H CFs

1 a 984 H SOsH H H SOsH H NHCOCH OMe CN Methyl 2-(2-

1 a 985 H H SOsH SOsH H H 3 Hydroxy

1a 986 Methyl H SOsH SOsH H Methyl ethoxy)e

1a 987 OMe H SOsH SOsH H OMe yi

1a 988 F H SOsH SOsH H F

1a 989 CFs H SOsH SOsH H CFs

1a 990 H SOsH H H SOsH H NHCOCH OMe CN Methyl 3-lso-

1a 991 H H SO3H SO3H H H 3 propoxy-

1a 992 Methyl H SO3H SO3H H Methyl propyl

1a 993 OMe H SO3H SO3H H OMe

1a 994 F H SO3H SO3H H F

1 a 995 CFs H SO3H SO3H H CFs

1a 996 H SOsH H H SOsH H Me Me CONH Methyl Ally I

1a 997 H H SOsH SOsH H H 2

1a 998 Methyl H SOsH SOsH H Methyl

1a 999 OMe H SOsH SOsH H OMe

IglOOO F H SOsH SOsH H F

1a 1001 CFs H SOsH SOsH H CFs

1a 1002 H SOsH H H SOsH H Me Me CONH 2 Methyl 2-

1 g1003 H H SOsH SOsH H H Metho

1a 1004 Methyl H SOsH SOsH H Methyl ethyl

-| g1005 OMe H SOsH SOsH H OMe

1 g1006 F H SOsH SOsH H F

1 a 1007 CFs H SOsH SOsH H CFs

1 g1008 H SOsH H H SOsH H Methyl Methyl CONH2 Methyl 3-

-| g1009 H H SOsH SOsH H H Metho

1 a 1010 Methyl H SOsH SOsH H Methyl propyl

1 a 1011 OMe H SOsH SOsH H OMe

1 a 1012 F H SOsH SOsH H F

1 a 1013 CFs H SOsH SOsH H CFs

1 a 1014 H SOsH H H SOsH H Methyl Methyl CONH2 Methyl 2-Cya

1 a 1015 H H SOsH SOsH H H ethyl

1 a 1016 Methyl H SOsH SOsH H Methyl

1 a 1017 OMe H SOsH SOsH H OMe

1 a 1018 F H SOsH SOsH H F

1 a 1019 CFs H SOsH SOsH H CFs

1a 1020 H SOsH H H SOsH H Methyl Methyl CONH2 Methyl 2-

1 g 1021 H H SOsH SOsH H H (Meth

1a 1022 Methyl H SOsH SOsH H Methyl thio)et

1 a 1023 OMe H SOsH SOsH H OMe

1 a 1024 F H SOsH SOsH H F

1 a 1025 CF 3 H SOsH SOsH H CFs

1 a 1026 H SOsH H H SOsH H Methyl Methyl CONH2 Methyl 2-Fluo

1 a 1027 H H SOsH SOsH H H ethyl

1 a 1028 Methyl H SOsH SOsH H Methyl

1 a 1029 OMe H SOsH SOsH H OMe

-|g1030 F H SOsH SOsH H F

1 a 1031 CFs H SOsH SOsH H CFs

1 a 1032 H SOsH H H SOsH H Methyl Methyl CONH2 Methyl 2-Chlo

-|g1033 H H SOsH SOsH H H ethyl

1 a 1034 Methyl H SOsH SOsH H Methyl

1 g1035 OMe H SOsH SOsH H OMe

-|g1036 F H SOsH SOsH H F

1 a 1037 CFs H SOsH SOsH H CFs

■\ g1056 H SOsH H H SOsH H Methyl Methyl CONH 2 Methyl 2-(2-

1 a 1057 H H SOsH SOsH H H Hydro

-| g1058 Methyl H SOsH SOsH H Methyl ethyls

-| g1059 OMe H SOsH SOsH H OMe nyl)-et

1 g1060 F H SOsH SOsH H F

1 a 1061 CFs H SOsH SOsH H CFs

1 a 1062 H SOsH H H SOsH H Methyl Methyl CONH2 Methyl 2-(2-te

-| g1063 H H SOsH SOsH H H Butyls

1 a 1064 Methyl H SOsH SOsH H Methyl nyl-

-| g1065 OMe H SOsH SOsH H OMe ethan

1 g1066 F H SOsH SOsH H F Ifonyl)-

1 a 1067 CFs H SOsH SOsH H CFs ethyl

1 g1068 H SOsH H H SOsH H Methyl Methyl CONH2 Methyl 3-(4-

-| g1069 H H SOsH SOsH H H Hydro

1 a 1070 Methyl H SOsH SOsH H Methyl butoxy

1 a 1071 OMe H SOsH SOsH H OMe propyl

1 a 1072 F H SOsH SOsH H F

1 a 1073 CFs H SOsH SOsH H CFs

1 a 1074 H SOsH H H SOsH H Methyl Methyl CONH 2 Methyl 2-(2-

1 a 1075 H H SOsH SOsH H H Hydro

1 a 1076 Methyl H SOsH SOsH H Methyl ethoxy

1 a 1077 OMe H SOsH SOsH H OMe ethyl

1 a 1078 F H SOsH SOsH H F

1 a 1079 CFs H SOsH SOsH H CFs

1 g1080 H SOsH H H SOsH H Methyl Methyl CONH2 Methyl 3-lso-

1 a 1081 H H SOsH SOsH H H propo

1 a 1082 Methyl H SOsH SOsH H Methyl propyl

-| g 1083 OMe H SOsH SOsH H OMe

1 a 1084 F H SOsH SOsH H F

1 g1085 CF 3 H SOsH SOsH H CFs

■\ g1086 H S03H H H S03H H Methyl Methyl CONH2 Methyl 3-Etho

1 a 1087 H H S03H S03H H H propyl

-| g1088 Methyl H S03H S03H H Methyl

-| g1089 OMe H S03H S03H H OMe

1 g1090 F H S03H S03H H F

1 a 1091 CF3 H S03H S03H H CF3

1 a 1092 H SOsH H H SOsH H Methyl F CONH2 Methyl Ally I

-|g1093 H H SOsH SOsH H H

1 a 1094 Methyl H SOsH SOsH H Methyl

1 g1095 OMe H SOsH SOsH H OMe

-|g1096 H SOsH H H SOsH H Methyl F CONH2 Methyl 2-Methoxy

1 a 1097 H H SOsH SOsH H H ethyl

-|g1098 Methyl H SOsH SOsH H Methyl

-|g1099 OMe H SOsH SOsH H OMe

1 a 1100 H SOsH H H SOsH H Methyl F CONH2 Methyl 3-Methoxy

1 g 1101 H H SOsH SOsH H H propyl

1 a 1102 Methyl H SOsH SOsH H Methyl

1 g 1103 OMe H SOsH SOsH H OMe

1 a 1104 H SOsH H H SOsH H Methyl F CONH2 Methyl 2-Cyanoet

1 g 1105 H H SOsH SOsH H H

1 a 1106 V H SOsH SOsH H Methyl

1 g 1107 OMe H SOsH SOsH H OMe

1 a 1108 H SOsH H H SOsH H Methyl F CONH2 Methyl 2-(Methyl-

1 a 1109 H H SOsH SOsH H H thio)ethyl

1 a 1110 Methyl H SOsH SOsH H Methyl

1 a 1111 OMe H SOsH SOsH H OMe

1 a 1112 H SOsH H H SOsH H Methyl F CONH2 Methyl 2-Fluoroet

1 a 1113 H H SOsH SOsH H H

1 a 1114 Methyl H SOsH SOsH H Methyl

1 a 1115 OMe H SOsH SOsH H OMe

1 a 1116 H SOsH H H SOsH H Methyl F CONH2 Methyl 2-Chloroet

1 g 1117 H H SOsH SOsH H H

1 a 1118 Methyl H SOsH SOsH H Methyl

1 g 1119 OMe H SOsH SOsH H OMe

1 g 1120 H SOsH H H SOsH H Methyl F CONH2 Methyl 3-Chloro-

1 g 1121 H H SOsH SOsH H H propyl

1 g 1122 Methyl H SOsH SOsH H Methyl

1 g 1123 OMe H SOsH SOsH H OMe

1 g 1124 H SOsH H H SOsH H Methyl F CONH2 Methyl Tetrahydr

1 g 1125 H H SOsH SOsH H H furfuryl

1 g 1126 Methyl H SOsH SOsH H Methyl

1 g 1127 OMe H SOsH SOsH H OMe

1 a 1128 H SOsH H H SOsH H Methyl F CONH2 Methyl 2-Furan-2

1 g 1129 H H SOsH SOsH H H ethyl

1 g 1130 Methyl H SOsH SOsH H Methyl

1 g 1131 OMe H SOsH SOsH H OMe

1 a 1132 H SOsH H H SOsH H Methyl F CONH2 Methyl 2-(2-

1 a 1133 H H SOsH SOsH H H Hydroxy

1 g 1134 Methyl H SOsH SOsH H Methyl ethyl-

OMe H SOsH SOsH H OMe sulfanyl)

1 g 1135

ethyl

1 g 1136 H SOsH H H SOsH H Methyl F CONH2 Methyl 2-(2-tert-

1 g 1137 H H SOsH SOsH H H Butylsulf

1 a 1138 Methyl H SOsH SOsH H Methyl yl-ethan

OMe H SOsH SOsH H OMe sulfonyl)

1 g 1139

ethyl

1 g 1140 H SOsH H H SOsH H Methyl F CONH2 Methyl 3-(4-

1 g 1141 H H SOsH SOsH H H Hydroxy

1 g 1142 Methyl H SOsH SOsH H Methyl butoxy)

OMe H SOsH SOsH H OMe propyl

1 g 1143

1 a 1144 H SOsH H H SOsH H Methyl F CONH2 Methyl 2-(2-

1 g 1145 H H SOsH SOsH H H Hydroxy

1 g 1146 Methyl H SOsH SOsH H Methyl ethoxy)e

1 g 1147 OMe H SOsH SOsH H OMe yi

1 a 1148 H SOsH H H SOsH H Methyl F CONH2 Methyl 3-lso-

1 g 1149 H H SOsH SOsH H H propo

1 a 1150 Methyl H SOsH SOsH H Methyl propyl

1 g 1151 OMe H SOsH SOsH H OMe

1 g 1152 F H SOsH SOsH H F

1 g 1153 CFs H SOsH SOsH H CFs

1 g 1154 H SO3H H H SO3H H Methyl F CONH2 Methyl 3-Etho

1 a 1155 H H SO3H SO3H H H propyl

1 g 1156 Methyl H SO3H SO3H H Methyl

1 g 1157 OMe H SO3H SO3H H OMe

1 a 1158 F H SO3H SO3H H F

1 g 1159 CF3 H SO3H SO3H H CF3

1 g 1160 H SOsH H H SOsH H NHCOCHs OMe CONH2 Methyl Ally I

1 g 1161 H H SOsH SOsH H H

1 g 1162 Methyl H SOsH SOsH H Methyl

1 g 1163 OMe H SOsH SOsH H OMe

1 g 1164 F H SOsH SOsH H F

1 g 1165 CFs H SOsH SOsH H CFs

1 a 1166 H SOsH H H SOsH H NHCOCHs OMe CONH2 Methyl 2-

1 a 1167 H H SOsH SOsH H H Metho

1 a 1168 Methyl H SOsH SOsH H Methyl ethyl

1 g 1169 OMe H SOsH SOsH H OMe

1 g 1170 F H SOsH SOsH H F

1 g 1171 CFs H SOsH SOsH H CFs

1 g 1172 H SOsH H H SOsH H NHCOCHs OMe CONH2 Methyl 3-

1 g 1173 H H SOsH SOsH H H Metho

1 g 1174 Methyl H SOsH SOsH H Methyl propyl

1 g 1175 OMe H SOsH SOsH H OMe

1 g 1176 F H SOsH SOsH H F

1 g 1177 CFs H SOsH SOsH H CFs

1 g 1178 H SOsH H H SOsH H NHCOCHs OMe CONH2 Methyl 2-Cya

1 a 1179 H H SOsH SOsH H H ethyl

1 a 1180 Methyl H SOsH SOsH H Methyl

1 g 1181 OMe H SOsH SOsH H OMe

1 a 1182 F H SOsH SOsH H F

1 a 1183 CFs H SOsH SOsH H CFs

1 a 1184 H SOsH H H SOsH H NHCOCHs OMe CONH2 Methyl 2-

1 a 1185 H H SOsH SOsH H H (Meth

1 a 1186 Methyl H SOsH SOsH H Methyl thio)et

1 g 1187 OMe H SOsH SOsH H OMe

1 a 1188 F H SOsH SOsH H F

1 g 1189 CFs H SOsH SOsH H CFs

1 g 1190 H SOsH H H SOsH H NHCOCHs OMe CONH2 Methyl 2-Fluo

1 g 1191 H H SOsH SOsH H H ethyl

1 g 1192 Methyl H SOsH SOsH H Methyl

1 g 1193 OMe H SOsH SOsH H OMe

1 g 1194 F H SOsH SOsH H F

1 g 1195 CFs H SOsH SOsH H CFs

1 g 1196 H SOsH H H SOsH H NHCOCHs OMe CONH2 Methyl 2-Chlo

1 g 1197 H H SOsH SOsH H H ethyl

1 g 1198 Methyl H SOsH SOsH H Methyl

1 g 1199 OMe H SOsH SOsH H OMe

1g 1200 F H SOsH SOsH H F

1 g 1201 CFs H SOsH SOsH H CFs

H SOsH H H SOsH H NHCOCH OMe

1a 1202 CONH 2 Methyl 3-Chl

3 propyl

1 a 1203 H H SOsH SOsH H H

1 a 1204 Methyl H SOsH SOsH H Methyl

1 a 1205 OMe H SOsH SOsH H OMe

1 a 1206 F H SOsH SOsH H F

1 a 1207 CFs H SOsH SOsH H CFs

H SOsH H H SOsH H NHCOCH OMe CONH2

1 a 1208 Methyl Tetra-

3 hydro

1 a 1209 H H SOsH SOsH H H furfur

1 g 1210 Methyl H SOsH SOsH H Methyl

1 g 1211 OMe H SOsH SOsH H OMe

1 g 1212 F H SOsH SOsH H F

1 g 1213 CFs H SOsH SOsH H CFs

1 g 1214 H SOsH H H SOsH H NHCOCH OMe CONH2 Methyl 2-Fur

1 g 1215 H H SOsH SOsH H H 3 2-yl-et

1 g 1216 Methyl H SOsH SOsH H Methyl

1 g 1217 OMe H SOsH SOsH H OMe

1 g 1218 F H SOsH SOsH H F

1 g 1219 CFs H SOsH SOsH H CFs

1 a 1238 H SOsH H H SOsH H NHCOCH OMe CONH2 Methyl 3-lso-

1 a 1239 H H SOsH SOsH H H 3 propo

1 a 1240 Methyl H SOsH SOsH H Methyl propyl

1 g 1241 OMe H SOsH SOsH H OMe

1 g 1242 F H SOsH SOsH H F

1 a 1243 CFs H SOsH SOsH H CF 3

1 g 1244 H SOsH H H SOsH H NHCOCH OMe CONH2 Methyl 3-Eth

1 a 1245 H H SOsH SOsH H H 3 propyl

1 g 1246 Methyl H SOsH SOsH H Methyl

1 g 1247 OMe H SOsH SOsH H OMe

1 a 1248 F H SOsH SOsH H F

1 g 1249 CF3 H SOsH SOsH H CF3

Further preferred dyes of the present invention are those of formula (1 b)

wherein

R 1 b , R 2b , R 3b , R 4b , R 5b , R 6b , R 7b and R 8b independent of each other is hydrogen, alkyi, alkoxy, halogen, trifluoromethyl or SO3M whereby at least two of them are SO3M,

R 9b , R 10b , R 13b and R 14b independent of each other is hydrogen, (Ci-C )-alkyl, (C1-C4)- alkoxy, halogen, trifluoromethyl, -SO3M or (Ci-C 4 )-acylamino,

R 17b and R 20b independent of each other is hydrogen, alkyi, alkenyl, cycloalkyl, trifluoromethyl, aryl, heteroaryl, heterocycloalkyl, carbamoyl, sulfamoyl, amino, N- acylamino, ureido, alkylureido, phenylureido, N-monoalkylamino, N,N-dialkyl-amino, N-arylamino, Ν,Ν-diarylamino, N-alkyl-N-aryl-amino, N-monocycloalkylamino, N,N- dicycloalkylamino, N-alkyl-N-cycloalkyl-amino, N-aryl-N-cycloalkyl-amino, hydroxyl- alkylsulfonylalkyl

or

alkyi interrupted by one or more heteroatoms selected from the group consisting of oxygen and sulphur

or

alkyi substituted by one or more substituents selected from the group consisting of hydroxy, aryl, cycloalkyl, alkoxy, amino, N-monoalkyl-amino, Ν,Ν-dialkyl-amino, N- monoaryl-amino, Ν,Ν-diaryl-amino, N-alkyl-N-aryl-amino, N-monocycloalkyl-amino, Ν,Ν-dicycloalkyl-amino, N-monoalkyl-monocycloalkyl-amino, N,N-monoaryl-mono- cycloalkyl-amino, N-acylamino, N-alkylsulfonyl-amino, ureido, alkylureido, phenyl- ureido, halogen, cyano, COOM, nitro, acyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, heterocycloalkyi, alkoxycarbonyl, acyloxy, aryloyloxy, carbamoyl, sulfamoyl and SOsM

or

alkyl interrupted by one or more heteroatoms selected from the group consisting of oxygen and sulphur and substituted by one or more substituents selected from the group consisting of hydroxy, aryl, cycloalkyl, alkoxy, amino, N-monoalkyl-amino, N,N- dialkyl-amino, N-monoaryl-amino, Ν,Ν-diaryl-amino, N-alkyl-N-aryl-amino, N- monocycloalkyl-amino, Ν,Ν-dicycloalkyl-amino, N-monoalkyl-monocycloalkyl-amino, Ν,Ν-monoaryl-monocycloalkyl-amino, N-acylamino, N-alkylsulfonyl-amino, ureido, alkylureido, phenylureido, halogen, cyano, COOM, nitro, acyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, heterocycloalkyi, alkoxycarbonyl, acyloxy, aryloyloxy, carbamoyl, sulfamoyl and SO3M,

R 18b and R 21 b independent of each other is cyano, carbamoyl or alkoxycarbonyl,

R 19b and R 22b independent of each other is unsubstituted, linear or branched (Ci-C 4 ) alkyl, unsubstiuted (C5-C7) cycloalkyl or substituted (C5-C7) cycloalkyl with one or more substituents such as methyl, ethyl, isobutyl, sec-butyl, tert-butyl and methylbutyl, and

M is hydrogen, an alkali metal, ammonium, one equivalent of an alkali earth metal or a monovalent organic cation. In especially preferred dyes of formula (1 b)

R 1 b , R 3b , R 4b , R 5b , R 6b and R 8b independent of each other is SO 3 M, hydrogen, alkyl, alkoxy or halogen, - whereby at least two of them are SO3M, R 2b and R 7b is hydrogen,

R 9b , R 10b , R 13b and R 14b independent of each other is hydrogen, methyl, halogen, - SO3M or acetylamino, R 17b and R 20b independent of each other is methyl, ethyl, butyl, n-propyl, n-butyl, n- pentyl, n-hexyl, cyclobutyl, cyclopentyl, cyclohexyl, 2-methylcyclohexyl, 3- methylcyclohexyl, isopropyl, sec-butyl, 2-methylbutyl, 1 -ethylpropyl, 1 ,2-dimethyl- propyl, tert-butyl, 3-methylbutyl, pentene-2-yl, 2-ethylhexyl, 2,2-dimethylpropyl, phenyl, benzyl, allyl, 2-methoxyethyl, 3-methoxypropyl, 2-cyanoethyl, 2-(methylthio)ethyl, 2- fluoroethyl, 2-chloroethyl, 3-chloropropyl, tetrahydrofurfuryl, 2-furan-2-yl-ethyl, 6- hydroxy-1 -[2-(2-hydroxyethylsulfanyl)-ethyl], 2-(2-tertbutylsulfanylethanesulfonyl)- ethyl, 2-(ethylsulfonyl)ethanol, 3-(4-hydroxybutoxy)propyl, 2-(2-hydroxyethoxy)ethyl, 3-lsopropoxy propyl or 3-ethoxypropyl,

R 18b and R 21 b independent of each other is cyano or carbamoyl,

R 19b and R 22b is methyl,

and

M is hydrogen, sodium, potassium, lithium or ammonium.

Examples of preferred dyes of the formula (1 b) are the compounds of the formul to 1 b 170 ) as shown in Table 2, whereby R 2b and R 7b is hydrogen:

Table 2:

Structure R 1b R 3b R 4b R 5b R 6b R 8b R 9b/ R 13b R 10b/ R 14b R 18b / R 21b R 19b R 22b R 17b/ R

R21 b R22 b

H SOsH H H SOsH H 6-SOsH H CONH2 Methyl Methy

1b 1

H H SOsH SOsH H H

1b 2

Methyl H SOsH SOsH H Methyl

1b 3

OMe H SOsH SOsH H OMe

1b 4

F H SOsH SOsH H F

1b 5

H SOsH H H SOsH H 6-SOsH H

1b 6 CONH2 Methyl Ethyl

H H SOsH SOsH H H

Methyl H SOsH SOsH H Methyl

1b 8

1b 9 OMe H SOsH SOsH H OMe

1 b io F H SOsH SOsH H F

H SOsH H H SOsH H 6-SOsH H

1b 11 CONH2 Methyl

Propy

H H SOsH SOsH H H

1b 12

Methyl H SOsH SOsH H Methyl

1b 13

OMe H SOsH SOsH H OMe

1b 14

1b 15 F H SOsH SOsH H F

1 b 16 H SOsH H H SOsH H 6-SOsH H CONH2 Methyl Butyl

H H SOsH SOsH H H

1b 17

1 b 18 Methyl H SOsH SOsH H Methyl

1 b 59 OMe H SOsH SOsH H OMe

F H SOsH SOsH H

1b 60 F

1 b 61 H S0 3 H H H SO3H H 6-SO3H H CN Methyl Methy

1 b 62 H H SO3H SOsH H H

1 b 63 Methyl H SOsH SOsH H Methyl

1 b 64 OMe H SOsH SOsH H OMe

1 b 65 F H SOsH SOsH H F

H SOsH H H SOsH

1b 66 H 6-SO3H H CN Methyl Ethyl

1 b 67 H H SOsH SOsH H H

1 b 68 Methyl H SO3H SO3H H Methyl

1 b 69 OMe H SO3H SO3H H OMe

1 b 70 F H SO3H SOsH H F

H SOsH H H SOsH

1b 71 H 6-SOsH H CN Methyl Propyl

H H SOsH SOsH H H

1b 72

Methyl H SOsH SOsH H Methyl

1b 73

OMe H SOsH SOsH H

1b 74 OMe

F H SO3H SO3H H F

1b 75

H SOsH H H SOsH

1b 76 H 6-SO3H H CN Methyl Butyl

H H SOsH SOsH H H

1b 77

1 b 78 Methyl H SO3H SOsH H Methyl

1 b 79 OMe H SOsH SOsH H OMe

1 b 80 F H SOsH SOsH H F

1 b 81 H SOsH H H SOsH H 6-SO3H H CN Methyl Penty

1 b 82 H H SOsH SOsH H H

1 b 83 Methyl H SOsH SOsH H Methyl

1 b 84 OMe H SOsH SOsH H OMe

1 b 85 F H SOsH SOsH H F

1 b 86 H SOsH H H SOsH H 7-SOsH H CONH2 Methyl Cyclohe

1 b 87 H H SOsH SOsH H H

1 b 88 Methyl H SO3H SOsH H Methyl

1 b 89 OMe H SOsH SOsH H OMe

1 b 90 F H SOsH SOsH H F

1 b 91 H SOsH H H SOsH H 7-SOsH H CONH2 Methyl Hexyl

1 b 92 H H SOsH SOsH H H

1 b 93 Methyl H SOsH SOsH H Methyl

1 b 94 OMe H SOsH SOsH H OMe

1 b 95 F H SOsH SOsH H F

1 b 96 H SOsH H H SOsH H 7-SOsH H CONH2 Methyl Methy

1 b 97 H H SOsH SOsH H H

1 b 98 Methyl H SOsH SOsH H Methyl

Another referred embodiment are dye(s) of formula (2) and mixtures thereof

(2) wherein

R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 and R 8 independent of each other is hydrogen, alkyl, alkoxy, halogen, trifluoromethyl or SO3M, whereby at least two of them are SO3M,

R 9 , R 10 , R 13 , R 14 independent of each other is hydrogen, alkyl, substituted alkyl, alkyl chain interrupted by one or two heteroatoms, alkoxy, substituted alkoxy, halogen, trifluoromethyl, cycloalkyi, heterocycloalkyi, cyano, acyloxy, alkylcarbonyl, acylamino, alkylsulfonylamino, amino, monoalkyl-amino, monocycloalkyl-amino, dialkyl-amino, di(cyclo)alkyl-amino, alkylthio, alkylsulfonyl, alkoxycarbonyl, carbamoyl, sulfamoyl, ureido,alkylureido or SO3M,

R 24 and R 30 independent of each other is cyano, carbamoyl, substituted carbamoyl, alkoxycarbonyl, trifluoromethyl, carbonyltrifluoromethyl or halogen, R 23 and R 29 independent of each other is hydrogen, alkyi, cycloalkyl, trifluoromethyl, alkoxy, cyano, carbamoyl, alkoxycarbonyl, COOM, amino, hydroxyl, monocycloalkyl- amino, monoalkyl-amino, di(cyclo)alkyl-amino, dialkyl-amino, monoaryl-amino, diaryl- amino, monocycloalkylmonoarylamino, monoalkyl monoaryl amino, alkylthio, arylthio or

is alkyi substituted by one or more substituents selected from the group consisting of hydroxy, cycloalkyl, heteroaryl, heterocycloalkyl, aryl, aryloxy, alkoxy, alkylthio, arylthio, halogen, cyano, COOM, alkoxycarbonyl, acyloxy, carbamoyl, nitro, amino, acylamino, arylcarbonylamino, alkylsulfonylamino, arylsulfonylamino, ureido, alkyl- ureido and phenylureido,

R 25 , R 26 , R 27 , R 28 , R 31 , R 32 , R 33 and R 34 independent of each other is hydrogen, alkyi, hydroxyalkyl, alkoxy, alkenyl, cycloalkyl, aryl, heteroaryl, heterocycloalkyl, carbamoyl, alkylureido, phenylureido, hydroxyalkylsulfonylalkyl, aminoalkyl, amino-hydroxy-alkyl, alkoxyalkylaminoalkyl, thioalkoxyalkyl-aminoalkyl, aminoalkyloxyalkyl, amino- alkylthioxyalkyl, cycloalkylalkyl, aryloxyalkyl, arylthioxyalkyl, heteroarylalkyl, heterocycloalkylalkyl

or

alkyi interrupted by one or more heteroatoms selected from the group consisting of oxygen and sulfur

or

alkyi substituted by one or more substituents selected from the group consisting of hydroxy, aryl, cycloalkyl, alkoxy, thioalkoxy, amino, N-monoalkyl-amino, N,N-dialkyl- amino, N-monoaryl-amino, Ν,Ν-diaryl-amino, N-alkyl-N-aryl-amino, N-monocycloalkyl- amino, Ν,Ν-dicycloalkyl-amino, N-monoalkyl-monocycloalkyl-amino, N,N-monoaryl- monocycloalkyl-amino, N-acylamino, N-alkylsulfonyl-amino, ureido, alkylureido, phenylureido, halogen, cyano, COOM, nitro, acyl, thioacyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, alkoxythiocarbonyl, acyloxy, aryloyloxy, carbamoyl, N-monocycloalkyl-carbamoyl, N-monoalkyl-carbamoyl, N,N-dicycloalkyl-carbamoyl, Ν,Ν-dialkyl-carbamoyl, N-monoaryl-carbamoyl, N,N-di- aryl-carbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, N-monoalkyl-N-monoaryl- carbamoyl, sulfamoyl, N-monocycloalkyl-sulfamoyl, N-monoalkyl-sulfamoyl, N,N- dicycloalkyl-sulfamoyl, Ν,Ν-dialkyl-sulfamoyl, N-monoaryl-sulfamoyl, N,N-diaryl- sulfamoyl, N-monocycloalkyl-N-monoarylsulfamoyl, N-monoalkyl-N-monoarylsulfamo- yl and SO 3 M or

alkyl interrupted by one or more heteroatoms selected from the group consisting of oxygen and sulfur and substituted by one or more substituents selected from the group consisting of hydroxy, aryl, cycloalkyl, alkoxy, thioalkoxy, amino, N-monoalkyl-amino, Ν,Ν-dialkyl-amino, N-monoaryl-amino, Ν,Ν-diaryl-amino, N-alkyl-N-aryl-amino, N- monocycloalkyl-amino, Ν,Ν-dicycloalkyl-amino, N-monoalkyl-monocycloalkyl-amino, Ν,Ν-monoaryl-monocycloalkyl-amino, N-acylamino, N-alkylsulfonyl-amino, ureido, alkylureido, phenylureido, halogen, cyano, COOM, nitro, acyl, thioacyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, alkoxythiocarbonyl, acyloxy, aryloyloxy, carbamoyl, N-monocycloalkyl-carbamoyl, N- monoalkyl-carbamoyl, N,N-dicycloalkyl-carbamoyl, Ν,Ν-dialkyl-carbamoyl, N- monoaryl-carbamoyl, Ν,Ν-diaryl-carbamoyl, N-monocycloalkyl-N-monoarylcarbamoyl, N-monoalkyl-N-monoaryl-carbamoyl, sulfamoyl, N-monocycloalkyl-sulfamoyl, N- monoalkyl-sulfamoyl, N,N-dicycloalkyl-sulfamoyl, Ν,Ν-dialkyl-sulfamoyl, N-monoaryl- sulfamoyl, Ν,Ν-diaryl-sulfamoyl, N-monocycloalkyl-N-monoarylsulfamoyl, N- monoalkyl-N-monoarylsulfamoyl and SO3M,

M is hydrogen, an alkali metal, ammonium, one equivalent of an alkali earth metal or a monovalent organic cation, the dyes of formula (2) have two to six sulfonic acid groups,

and

whereby the bonds with unfixed attachment points on the pyridine couplers mean that the amino rests bearing the substituents R 25 , R 26 , R 27 and R 28 , respectively can be positioned ortho or para to R 24 , meaning that when the amino rest bearing the substituents R 225 and R 26 is positioned ortho to R 24 , the amino rest bearing the substituents R 27 to R 28 is positioned para to R 24 , and vice versa;

and

the same applies to the amino rests bearing the substituents R 31 , R 32 , R 33 and R 34 , respectively that can be positioned ortho or para to R 30 , meaning that when the amino rest bearing the substituents R 31 and R 32 is positioned ortho to R 30 , the amino rest bearing the substituents R 33 to R 34 is positioned para to R 30 , and vice versa.

Particularly preferred embodiments of the present invention are the dyes of formula (2a) and mixtures thereof

(2a) wherein R 1 a , R 2a , R 3a , R 4a , R 5a , R 6a , R 7a and R 8a independent of each other is hydrogen, alkyl, alkoxy, halogen, trifluoromethyl or SO3M, - whereby at least two of them are SO3M,

R 9a , R 10a , R 1 3a and R 14a independent of each other is hydrogen, (Ci -C )-alkyl, (C1 -C4)- alkoxy, halogen, trifluoromethyl(Ci -C 4 )-acylamino or SO3M,

R 23a and R 29a independent of each other is unsubstituted, linear or branched (Ci -C 4 )- alkyl, unsubstituted (Cs-CzJ-cycloalkyl or substituted (Cs-CzJ-cycloalkyl with one or more substituents preferably selected from the group consisting of methyl, ethyl, isobutyl, sec-butyl, tert-butyl and methylbutyl,

R 24a and R 30a independent of each other is cyano, carbamoyl or alkoxycarbonyl, R 25 3j R 26a R 27 3j R 28 3j R 3i 3j R 32 3j R 33a a nd R 34a independent of each other is hydrogen, alkyi, hydroxyalkyl, alkoxy, alkenyl, cycloalkyl, aryl, heteroaryl, heterocycloalkyl, carbamoyl, alkylureido, phenylureido, hydroxyalkylsulfonylalkyl, aminoalkyl, amino- hydroxy-alkyl, alkoxyalkylaminoalkyl, thioalkoxyalkyl-aminoalkyl, aminoalkyloxyalkyl, aminoalkylthioxyalkyl, cycloalkylalkyl, aryloxyalkyl, arylthioxyalkyl, heteroarylalkyl, heterocycloalkylalkyl

or

alkyi interrupted by one or more heteroatoms selected from the group consisting of oxygen and sulfur

or

alkyi substituted by one or more substituents selected from the group consisting of hydroxy, aryl, cycloalkyl, alkoxy, amino, N-monoalkyl-amino, Ν,Ν-dialkyl-amino, N- monoaryl-amino, Ν,Ν-diaryl-amino, N-alkyl-N-aryl-amino, N-monocycloalkyl-amino, Ν,Ν-dicycloalkyl-amino, N-monoalkyl-monocycloalkyl-amino, N,N-monoaryl-mono- cycloalkyl-amino, N-acylamino, N-alkylsulfonyl-amino, ureido, alkylureido, phenylureido, halogen, cyano, COOM, nitro, acyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, acyloxy, aryloyloxy, carbamoyl, sulfamoyl and SOsM

or

alkyi interrupted by one or more heteroatoms selected from the group consisting of oxygen and sulfur and substituted by one or more substituents selected from the group consisting of hydroxy, aryl, cycloalkyl, alkoxy, amino, N-monoalkyl-amino, N,N-dialkyl- amino, N-monoaryl-amino, Ν,Ν-diaryl-amino, N-alkyl-N-aryl-amino, N-monocycloalkyl- amino, Ν,Ν-dicycloalkyl-amino, N-monoalkyl-monocycloalkyl-amino, N,N-monoaryl- monocycloalkyl-amino, N-acylamino, N-alkylsulfonyl-amino, ureido, alkylureido, phenylureido, halogen, cyano, COOM, nitro, acyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, acyloxy, aryloyloxy, carbamoyl, sulfamoyl and SOsM

and

M is hydrogen, an alkali metal, ammonium, one equivalent of an alkali earth metal or a monovalent organic cation.

In especially preferred dyes of formula (2a) R 1 a , R 3a , R 4a , R 5a , R 6a and R 8a independent of each other is SO 3 M, hydrogen, alkyl, alkoxy or halogen, - whereby at least two of them are SO3M,

R 2a and R 7a is hydrogen,

R 9a , R 10a , R 13a and R 14a independent of each other is hydrogen, methyl, halogen, SO3M or acetylamino,

R 23a and R 29a is methyl,

R 24a and R 30a independent of each other is cyano or carbamoyl,

R 25 3j R 26a R 27 3j R 28 3j R 3i 3j R 32 3j R 33a a nd R 34a independent of each other is hydrogen, methyl, ethyl, n-propyl, n-butyl, n-pentyl, n-hexyl, cyclobutyl, cyclopentyl, cyclohexyl, 2-methylcyclohexyl, 3-methylcyclohexyl, isopropyl, sec-butyl, 2-methylbutyl, 1 - ethylpropyl, 1 ,2-dimethylpropyl, tert-butyl, 3-methylbutyl, pentan-2-yl, 2-ethylhexyl, 2,2-dimethylpropyl, phenyl, benzyl, 2-hydroxyethyl, allyl, 2-methoxyethyl, 3-methoxy- propyl, 2-cyanoethyl, 2-(methylthio)ethyl, 2-fluoroethyl, 2-chloroethyl, 3-chloropropyl, 2-(2-hydroxyethylsulfanyl)-ethyl, 2-(2-tertbutylsulfanylethanesulfonyl)-ethyl, 2-(2- hydroxyethoxy)propyl, 2-(2-hydroxy ethoxy)ethyl, 3-(4-hydroxybutoxy)propyl, 2-(2- hydroxyethanesulfonyl)-ethyl, 3-(2-phenoxy-ethoxy)-propyl, 3-isopropoxy-propyl, 3- ethoxy-propyl, 3-ethoxybutyl

or

(C 2 -C 6 )-alkyl substituted by COOM or by SO 3 M

and

M is hydrogen, sodium, potassium, lithium or ammonium.

Examples of preferred dyes of formula (2a) are the compounds of formulae (2a 1 to 2a 2594 ) and mixtures thereof (Table 3): hereby R 1 a , R 2a , R 7a ,and R 8a are hydrogen Table 3

2a 27 SOsH H H SOsH 2-Methyl

Methyl Methyl CN 2-Methyl butyl H H

2a 28 H SOsH SOsH H butyl

2a 29 SOsH H H SOsH

Methyl Methyl CN 1 -Ethyl propyl H 1 -Ethyl propyl H

2a 30 H SOsH SOsH H

2a 31 SOsH H H SOsH 1 ,2-Dimethyl 1 ,2-Dimethyl

Methyl Methyl CN H H

2a 32 H SOsH SOsH H propyl propyl

2a 33 SOsH H H SOsH

Methyl Methyl CN Tert-butyl H Tert-butyl H

2a 34 H SOsH SOsH H

2a 35 SOsH H H SOsH

Methyl Methyl CN 3-Methyl butyl H 3-Methyl butyl H

2a 36 H SOsH SOsH H

2a 37 SOsH H H SOsH

Methyl Methyl CN Pentan-2-yl H Pentan-2-yl H

2a 38 H SOsH SOsH H

2a 39 SOsH H H SOsH

Methyl Methyl CN 2-Ethylhexyl H 2-Ethylhexyl H

2a 40 H SOsH SOsH H

2a 41 SOsH H H SOsH 2,2-Dimethyl 2,2-Dimethyl

Methyl Methyl CN H H

2a 42 H SOsH SOsH H propyl propyl

2a 43 SOsH H H SOsH

Methyl Methyl CN Phenyl H Phenyl H

2a 44 H SOsH SOsH H

2a 45 SOsH H H SOsH

Methyl Methyl CN Benzyl H Benzyl H

2a 46 H SOsH SOsH H

2a 47 SOsH H H SOsH NHCOC

OMe CN Methyl H Methyl H

2a 48 H SOsH SOsH H Hs

2a 49 SOsH H H SOsH NHCOC

OMe CN Ethyl H Ethyl H

2a 50 H SOsH SOsH H Hs

2a 51 SOsH H H SOsH NHCOC

OMe CN Propyl H Propyl H

2a 52 H SOsH SOsH H Hs

2a 53 SOsH H H SOsH NHCOC

OMe CN Butyl H Butyl H

2a 54 H SOsH SOsH H Hs

2a 55 SOsH H H SOsH NHCOC

OMe CN Pentyl H Pentyl H

2a 56 H SOsH SOsH H Hs

2a 57 SOsH H H SOsH NHCOC

OMe CN Hexyl H Hexyl H

2a 58 H SOsH SOsH H Hs

2a 59 SOsH H H SOsH NHCOC

OMe CN Cyclobutyl H Cyclobutyl H

2a 60 H SOsH SOsH H Hs

2a 61 SOsH H H SOsH NHCOC

OMe CN Cyclopentyl H Cyclopentyl H

2a 62 H SOsH SOsH H Hs

2a 63 SOsH H H SOsH NHCOC

OMe CN Cyclohexyl H Cyclohexyl H

2a 64 H SOsH SOsH H Hs

2a 65 SOsH H H SOsH NHCOC 2-Methyl 2-Methyl

OMe CN H H

2a 66 H SOsH SOsH H Hs cyclohexyl cyclohexyl

2a 67 SOsH H H SOsH NHCOC 3-Methyl 3-Methyl

OMe CN H H

2a 68 H SOsH SOsH H Hs cyclohexyl cyclohexyl

2a 69 SOsH H H SOsH NHCOC

OMe CN Isopropyl H Isopropyl H

2a 70 H SOsH SOsH H Hs

2a 71 SOsH H H SOsH NHCOC

OMe CN Sec-butyl H Sec-butyl H

2a 72 H SOsH SOsH H Hs

2a 73 SOsH H H SOsH NHCOC 2-Methyl

OMe CN 2-Methyl butyl H H

2a 74 H SOsH SOsH H Hs butyl

2a 75 SOsH H H SOsH NHCOC

OMe CN 1 -Ethyl propyl H 1 -Ethyl propyl H

2a 76 H SOsH SOsH H Hs

2a 77 SOsH H H SOsH NHCOC 1 ,2-Dimethyl 1 ,2-Dimethyl

OMe CN H H

2a 78 H SOsH SOsH H Hs propyl propyl

2a 79 SOsH H H SOsH NHCOC

OMe CN Tert-butyl H Tert-butyl H

2a 80 H SOsH SOsH H Hs

2a 81 SOsH H H SOsH NHCOC

OMe CN 3-Methyl butyl H 3-Methyl butyl H

2a 82 H SOsH SOsH H Hs

2a 83 SOsH H H SOsH NHCOC

OMe CN Pentan-2-yl H Pentan-2-yl H

2a 84 H SOsH SOsH H Hs

2a 85 SOsH H H SOsH H

NHCOC

H SOsH SOsH H OMe CN 2-Ethylhexyl H 2-Ethylhexyl

2a 86 Hs

2a 87 SOsH H H SOsH NHCOC 2,2-Dimethyl 2,2-Dimethyl

OMe CN H H

2a 88 H SOsH SOsH H Hs propyl propyl

2a 89 SOsH H H SOsH NHCOC

OMe CN Phenyl H Phenyl H

2a 90 H SOsH SOsH H Hs

2a 91 SOsH H H SOsH NHCOC

OMe CN Benzyl H Benzyl H

2a 92 H SOsH SOsH H Hs

2a 93 SOsH H H SOsH

Methyl Methyl CONH 2 Methyl H Methyl H

2a 94 H SOsH SOsH H

2a 95 SOsH H H SOsH

Methyl Methyl CONH2 Ethyl H Ethyl H

2a 96 H SOsH SOsH H

2a 97 SOsH H H SOsH

Methyl Methyl CONH2 Propyl H Propyl H

2a 98 H SOsH SOsH H

2a" SOsH H H SOsH

2a ioo Methyl Methyl CONH2 Butyl H Butyl H

H SOsH SOsH H

2a 101 SOsH H H SOsH

2a 102 Methyl Methyl CONH2 Pentyl H Pentyl H

H SOsH SOsH H

2a 103 SOsH H H SOsH

2a 104 Methyl Methyl CONH2 Hexyl H Hexyl H

H SOsH SOsH H

2a 105 SOsH H H SOsH

2a 106 Methyl Methyl CONH2 Cyclobutyl H Cyclobutyl H

H SOsH SOsH H

2a 107 SOsH H H SOsH

2a 108 Methyl Methyl CONH2 Cyclopentyl H Cyclopentyl H

H SOsH SOsH H

2a 109 SOsH H H SOsH

2a 110 Methyl Methyl CONH2 Cyclohexyl H Cyclohexyl H

H SOsH SOsH H

2a 111 SOsH H H SOsH 2-Methyl 2-Methyl

Methyl Methyl CONH2 H H

2a 112 H SOsH SOsH H cyclohexyl cyclohexyl

2a 1 13 SOsH H H SOsH 3-Methyl 3-Methyl

2g 1 14 Methyl Methyl CONH2 H H

H SOsH SOsH H cyclohexyl cyclohexyl

2a 1 15 SOsH H H SOsH H

2g 1 16 H SOsH SOsH H Methyl Methyl CONH2 Isopropyl H Isopropyl

2a 117 SOsH H H SOsH

2a 118 Methyl Methyl CONH 2 Sec-butyl H Sec-butyl H

H SOsH SOsH H

2a 119 SOsH H H SOsH 2-Methyl

2a 120 Methyl Methyl CONH2 2-Methyl butyl H H

H SOsH SOsH H butyl

2a 121 SOsH H H SOsH

Methyl Methyl CONH2 1 -Ethyl propyl H 1 -Ethyl propyl H

2a 122 H SOsH SOsH H

2a 123 SOsH H H SOsH 1 ,2-Dimethyl 1 ,2-Dimethyl

Methyl Methyl CONH2 H H

2a 124 H SOsH SOsH H propyl propyl

2a 125 SOsH H H SOsH

2g 126 Methyl Methyl CONH2 Tert-butyl H Tert-butyl H

H SOsH SOsH H

2a 127 SOsH H H SOsH

2a 128 Methyl Methyl CONH2 3-Methyl butyl H 3-Methyl butyl H

H SOsH SOsH H

2g 129 SOsH H H SOsH

2a 130 Methyl Methyl CONH2 Pentan-2-yl H Pentan-2-yl H

H SOsH SOsH H

2a 131 SOsH H H SOsH

2a 132 Methyl Methyl CONH2 2-Ethylhexyl H 2-Ethylhexyl H

H SOsH SOsH H

2g 133 SOsH H H SOsH 2,2-Dimethyl 2,2-Dimethyl

2g 134 Methyl Methyl CONH2 H H

H SOsH SOsH H propyl propyl

2a 135 SOsH H H SOsH

2g 136 Methyl Methyl CONH2 Phenyl H Phenyl H

H SOsH SOsH H

2g 137 SOsH H H SOsH

2a 138 Methyl Methyl CONH2 Benzyl H Benzyl H

H SOsH SOsH H

2g 139 SOsH H H SOsH NHCOC

2a 140 OMe CONH2 Methyl H Methyl H

H SOsH SOsH H Hs

2g 141 SOsH H H SOsH NHCOC

OMe CONH2 Ethyl H Ethyl H

2a 142 H SOsH SOsH H Hs

2g 143 SOsH H H SOsH NHCOC

2g 144 OMe CONH2 Propyl H Propyl H

H SOsH SOsH H Hs

2a 145 SOsH H H SOsH H

NHCOC

2g 146 H SOsH SOsH H OMe CONH2 Butyl H Butyl

Hs

2a 147 SOsH H H SOsH NHCOC

2a 148 OMe CONH 2 Pentyl H Pentyl H

H SOsH SOsH H Hs

2a 149 SOsH H H SOsH NHCOC

2a 150 OMe CONH2 Hexyl H Hexyl H

H SOsH SOsH H Hs

2a 151 SOsH H H SOsH NHCOC

2a 152 OMe CONH2 Cyclobutyl H Cyclobutyl H

H SOsH SOsH H Hs

2a 153 SOsH H H SOsH NHCOC

2a 154 OMe CONH2 Cyclopentyl H Cyclopentyl H

H SOsH SOsH H Hs

2a 155 SOsH H H SOsH NHCOC

2a 156 OMe CONH2 Cyclohexyl H Cyclohexyl H

H SOsH SOsH H Hs

2a 157 SOsH H H SOsH NHCOC 2-Methyl 2-Methyl

2a 158 OMe CONH2 H H

H SOsH SOsH H Hs cyclohexyl cyclohexyl

2a 159 SOsH H H SOsH NHCOC 3-Methyl 3-Methyl

2a 160 OMe CONH2 H H

H SOsH SOsH H Hs cyclohexyl cyclohexyl

2g 161 SOsH H H SOsH NHCOC

2g 162 OMe CONH2 Isopropyl H Isopropyl H

H SOsH SOsH H Hs

2a 163 SOsH H H SOsH NHCOC

2g 164 OMe CONH2 Sec-butyl H Sec-butyl H

H SOsH SOsH H Hs

2a 165 SOsH H H SOsH NHCOC

2g 166 OMe CONH2 2-Methyl butyl H 2-Methyl butyl H

H SOsH SOsH H Hs

2g 167 SOsH H H SOsH NHCOC

2a 168 OMe CONH2 1 -Ethyl propyl H 1 -Ethyl propyl H

H SOsH SOsH H Hs

2g 169 SOsH H H SOsH NHCOC 1 ,2-Dimethyl 1 ,2-Dimethyl

2a 170 OMe CONH2 H H

H SOsH SOsH H Hs propyl propyl

2a 171 SOsH H H SOsH NHCOC

OMe CONH2 Tert-butyl H Tert-butyl H

2a 172 H SOsH SOsH H Hs

2a 173 SOsH H H SOsH NHCOC

OMe CONH2 3-Methyl butyl H 3-Methyl butyl H

2a 174 H SOsH SOsH H Hs

2a 175 SOsH H H SOsH NHCOC

2g 176 OMe CONH2 Pentan-2-yl H Pentan-2-yl H

H SOsH SOsH H Hs

2a 177 SOsH H H SOsH NHCOC

2g 178 OMe CONH2 2-Ethylhexyl H 2-Ethylhexyl H

H SOsH SOsH H H 3

2g 179 SOsH H H SOsH NHCOC 2,2-Dimethyl 2,2-Dimethyl

2a 180 OMe CONH2 H H

H SOsH SOsH H H 3 propyl propyl

2a 181 SOsH H H SOsH NHCOC

2a 182 OMe CONH2 Phenyl H Phenyl H

H SOsH SOsH H H 3

2a 183 SOsH H H SOsH NHCOC

2g 184 OMe CONH2 Benzyl H Benzyl H

H SOsH SOsH H H 3

2a 185 SOsH H H SOsH Ally I Ally I

2g 186 Methyl Methyl CN H H

H SOsH SOsH H

2g 187 SOsH H H SOsH 2-Methoxy ethyl Butyl

2g 188 Methyl Methyl CN H H

H SOsH SOsH H

2g 189 SOsH H H SOsH 3-Methoxy

2a 190 Methyl Methyl CN 3-Methoxy propyl H H

H SOsH SOsH H propyl

2g 191 SOsH H H SOsH Butyl

2g 192 Methyl Methyl CN 3-Methoxy propyl H H

H SOsH SOsH H

2a 193 SOsH H H SOsH 2-Methyl

2g 194 Methyl Methyl CN H Sec-butyl H

H SOsH SOsH H thioethyl

2a 195 SOsH H H SOsH 2-Methyl 2-

2g 196 Methyl Methyl CN H H

H SOsH SOsH H thioethyl Hydroxyethyl

2g 197 SOsH H H SOsH 2-

2g 198 Methyl CN Butyl Butyl H

H SOsH SOsH H Methyl Hydroxyethyl

2g 199 SOsH H H SOsH 2-

2a 200 Methyl Methyl CN Isopropyl Isopropyl H

H SOsH SOsH H Hydroxyethyl

2a 201 SOsH H H SOsH 2-Fluoro ethyl Butyl

2a 202 Methyl Methyl CN H H

H SOsH SOsH H

2a 203 SOsH H H SOsH 2-Chloro ethyl 2-Ethylhexyl

2a 204 Methyl Methyl CN H H

H SOsH SOsH H

2a 205 SOsH H H SOsH H

3-Chloro propyl 2-Ethylhexyl

2a 206 H SOsH SOsH H Methyl Methyl CN H

2a 207 SOsH H H SOsH 2-(2-Hydroxy-

Butyl

H SOsH SOsH H Methyl Methyl CN ethyl sulfanyl)- H H

2a 208

ethyl]

2a 209 SOsH H H SOsH 2-(2-tert-Butyl

H SOsH SOsH H Methyl Methyl CN sulfanyl- ethane H Butyl H

2a 210

sulfonyl)-ethyl

2a 211 SOsH H H SOsH 2-(2-Hydroxy

Methyl Methyl CN H Butyl H

2a 212 H SOsH SOsH H ethoxy propyl

2a 213 SO3H H H SO3H 2-(2-Hydroxy

Methyl Methyl CN H Butyl H

2a 214 H SO3H SO3H H ethoxy)ethyl

2a 215 SOsH H H SOsH 2-(2-Hydroxy-

H SOsH SOsH H Methyl Methyl CN ethanesulf onyl)- H Butyl H

2a 216

ethyl

2a 217 SOsH H H SOsH 3-(4-

H SOsH SOsH H Methyl Methyl CN H H Hydroxybutoxy H

2a 218

)-propyl

2a 219 SOsH H H SOsH 2-(2-Hydroxy

Methyl Methyl CN H H H

2a 220 H SOsH SOsH H ethoxy)ethyl

2a 221 SOsH H H SOsH 3-(4-Hydroxy

Methyl Methyl CN H H H

2a 222 H SOsH SOsH H butoxy)-propyl

2a 223 SOsH H H SOsH 2-(2-Hydroxy

Methyl Methyl CN H H H

2a 224 H SOsH SOsH H ethoxy)ethyl

2a 225 SOsH H H SOsH Phenyl 2-(2-Hydroxy

Methyl Methyl CN H H

2a 226 H SOsH SOsH H ethoxy)ethyl

2a 227 SOsH H H SOsH 3-(2-Phenoxy- H

Methyl Methyl CN H H

2a 228 H SOsH SOsH H ethoxy)-propyl

2a 229 SOsH H H SOsH 3-lsopropoxy- 3-lsopropoxy-

Methyl Methyl CN H H

2a 230 H SOsH SOsH H propyl propyl

2a 231 SOsH H H SOsH

H

2a 232 H SOsH SOsH H 3-lsopropoxy-

Methyl Methyl CN H H

propyl

2a 233 SOsH H H SOsH 3-lsopropoxy-

Methyl Methyl CN H Phenyl H

2a 234 H SOsH SOsH H propyl

2a 235 SOsH H H SOsH 3-Ethoxy-

Methyl Methyl CN 3-Ethoxy-propyl H H

2a 236 H SOsH SOsH H propyl

2a 237 SOsH H H SOsH

Methyl Methyl CN 3-Ethoxy-propyl H H H

2a 238 H SOsH SOsH H

2a 239 SOsH H H SOsH

Methyl Methyl CN 3-Ethoxy-propyl H Phenyl H

2a 240 H SOsH SOsH H

2a 241 SOsH H H SOsH

Methyl Methyl CN 3-Ethoxybutyl H 3-Ethoxy butyl H

2a 242 H SOsH SOsH H

2a 243 SOsH H H SOsH

Methyl Methyl CN 3-Ethoxybutyl H H H

2a 244 H SOsH SOsH H

2a 245 SOsH H H SOsH

Methyl Methyl CN 3-Ethoxybutyl H Phenyl H

2a 246 H SOsH SOsH H

2a 247 SOsH H H SOsH 4-(2-Hydroxy

H SOsH SOsH H Methyl Methyl CN ethane sulfonyl)- H H H

2a 248

phenyl

2a 249 SOsH H H SOsH NHCOC Ally I Ally I

OMe CN H H

2a 250 H SOsH SOsH H Hs

2a 251 SOsH H H SOsH NHCOC 2-Methoxy ethyl Butyl

OMe CN H H

2a 252 H SOsH SOsH H Hs

2a 253 SOsH H H SOsH NHCOC Butyl

OMe CN 3-Methoxy propyl H H

2a 254 H SOsH SOsH H Hs

2a 255 SOsH H H SOsH NHCOC 2-Methyl

OMe CN H Sec-butyl H

2a 256 H SOsH SOsH H Hs thioethyl

2a 257 SOsH H H SOsH NHCOC 2-Methyl 2-

OMe CN H H

2a 258 H SOsH SOsH H Hs thioethyl Hydroxyethyl

2a 259 SOsH H H SOsH NHCOC 2-

OMe CN Butyl Butyl H

2a 260 H SOsH SOsH H Hs Hydroxyethyl

2a 261 SOsH H H SOsH NHCOC 2-

OMe CN Isopropyl Isopropyl H

2a 262 H SOsH SOsH H Hs Hydroxyethyl

2a 263 SOsH H H SOsH NHCOC 2-Fluoro ethyl Butyl

OMe CN H H

2a 264 H SOsH SOsH H Hs

2a 265 SOsH H H SOsH NHCOC 2-Chloro ethyl 2-Ethylhexyl

OMe CN H H

2a 266 H SOsH SOsH H Hs

2a 267 SOsH H H SOsH NHCOC 3-Chloro propyl 2-Ethylhexyl

OMe CN H H

2a 268 H SOsH SOsH H Hs

2a 269 SOsH H H SOsH 2-(2-Hydroxy-

NHCOC

H SOsH SOsH H OMe CN ethyl sulfanyl)- H Butyl H

2a 270 Hs

ethyl

2a 271 SOsH H H SOsH 2-(2-tert-Butyl

NHCOC

H SOsH SOsH H OMe CN sulfanyl- ethane H Butyl H

2a 272 Hs

sulfonyl)-ethyl

2a 273 SOsH H H SOsH NHCOC 2-(2-Hydroxy

OMe CN H Butyl H

2a 274 H SOsH SOsH H Hs ethoxyjpropyl

2a 275 SO3H H H SO3H NHCOC 2-(2-Hydroxy

OMe CN H Butyl H

2a 276 H SO3H SO3H H Hs ethoxy)ethyl

2a 277 SOsH H H SOsH NHCOC 2-(Ethyl sulfonyl)

OMe CN H Butyl H

2a 278 H SOsH SOsH H Hs ethanol

2a 279 SOsH H H SOsH NHCOC H 3-(4-Hydroxy

OMe CN H H

2a 280 H SOsH SOsH H Hs butoxyjpropyl

2a 281 SOsH H H SOsH NHCOC 2-(2-Hydroxy

OMe CN H H H

2a 282 H SOsH SOsH H Hs ethoxy)ethyl

2a 283 SOsH H H SOsH NHCOC 3-(4-Hydroxy

OMe CN H H H

2a 284 H SOsH SOsH H Hs butoxyjpropyl

2a 285 SOsH H H SOsH NHCOC 2-(2-Hydroxy

OMe CN H H H

2a 286 H SOsH SOsH H Hs ethoxy)ethyl

2a 287 SOsH H H SOsH NHCOC Phenyl (2-Hydroxy

OMe CN H H

2a 288 H SOsH SOsH H Hs ethoxy)ethyl

2a 289 SOsH H H SOsH H

NHCOC 3-(2-Phenoxy- H

H SOsH SOsH H OMe CN H

2a 290 Hs ethoxy)-propyl

2a 291 SOsH H H SOsH NHCOC 3-lsopropoxy- 3-lsopropoxy-

OMe CN H H

2a 292 H SOsH SOsH H Hs propyl propyl

2a 293 SOsH H H SOsH NHCOC 3-lsopropoxy-

OMe CN H H H

2a 294 H SOsH SOsH H Hs propyl

2a 295 SOsH H H SOsH NHCOC 3-lsopropoxy-

OMe CN H Phenyl H

2a 296 H SOsH SOsH H Hs propyl

2a 297 SOsH H H SOsH NHCOC 3-Ethoxy-

OMe CN 3-Ethoxy-propyl H H

2a 298 H SOsH SOsH H Hs propyl

2a 299 SOsH H H SOsH NHCOC

OMe CN 3-Ethoxy-propyl H H H

2a 300 H SOsH SOsH H Hs

2a 301 SOsH H H SOsH NHCOC

OMe CN 3-Ethoxy-propyl H Phenyl H

2a 302 H SOsH SOsH H Hs

2a 303 SOsH H H SOsH NHCOC

OMe CN 3-Ethoxybutyl H 3-Ethoxybutyl H

2a 304 H SOsH SOsH H Hs

2a 305 SOsH H H SOsH NHCOC

OMe CN 3-Ethoxybutyl H H H

2a 306 H SOsH SOsH H Hs

2a 307 SOsH H H SOsH NHCOC

OMe CN 3-Ethoxybutyl H Phenyl H

2a 308 H SOsH SOsH H Hs

2a 309 SOsH H H SOsH 4-(2-Hydroxy

NHCOC

H SOsH SOsH H OMe CN ethane sulfonyl)- H H H

2a 312 Hs

phenyl

2a 311 SOsH H H SOsH Ally I Ally I

Methyl Methyl CONH 2 H H

2a 312 H SOsH SOsH H

2a 313 SOsH H H SOsH 2-Methoxy ethyl Butyl

Methyl Methyl CONH2 H H

2a 314 H SOsH SOsH H

2a 315 SOsH H H SOsH 3-Methoxy

Methyl Methyl CONH2 3-Methoxy propyl H H

2a 316 H SOsH SOsH H propyl

2a 317 SOsH H H SOsH

H

2a 318 H SOsH SOsH H Butyl

Methyl Methyl CONH2 3-Methoxy propyl H

2a 319 SOsH H H SOsH 2-Methyl

Methyl Methyl CONH 2 H Sec-butyl H

2a 320 H SOsH SOsH H thioethyl

2a 321 SOsH H H SOsH 2-Methyl 2-

Methyl Methyl CONH2 H H

2a 322 H SOsH SOsH H thioethyl Hydroxyethyl

2a 323 SOsH H H SOsH

2-

H SOsH SOsH H Methyl Methyl CONH2 Butyl Butyl H

2a 324 Hydroxyethyl

2a 325 SOsH H H SOsH 2-

SOsH S Methyl Methyl CONH2 Isopropyl Isopropyl H

2a 326 H OsH H Hydroxyethyl

2a 327 SOsH H H SOsH

Methyl Methyl CONH2 2-Fluoro ethyl H Butyl H

2a 328 H SOsH SOsH H

2a 329 SOsH H H SOsH

Methyl Methyl CONH2 2-Chloro ethyl H 2-Ethylhexyl H

2a 330 H SOsH SOsH H

2a 331 SOsH H H SOsH

Methyl Methyl CONH2 3-Chloro propyl H 2-Ethylhexyl H

2a 332 H SOsH SOsH H

2a 333 SOsH H H SOsH 2-(2-Hydroxy-

H SOsH SOsH H Methyl Methyl CONH2 ethyl sulfanyl)- H Butyl H

2a 334

ethyl]

2a 335 SOsH H H SOsH 2-(2-tert-Butyl

H SOsH SOsH H Methyl Methyl CONH2 sulfanyl- ethane H Butyl H

2a 336

sulfonyl)-ethyl

2a 337 SOsH H H SOsH 2-(2-Hydroxy

Methyl Methyl CONH2 H Butyl H

2a 338 H SOsH SOsH H ethoxy) propyl

2a 339 SO3H H H SO3H 2-(2-Hydroxy

Methyl Methyl CONH2 H Butyl H

2a 340 H SO3H SO3H H ethoxy) ethyl

2a 341 SOsH H H SOsH 2-(2-Hydroxy-

H SOsH SOsH H Methyl Methyl CONH2 ethanesulf onyl)- H Butyl H

2a 342

ethyl

2a 343 SOsH H H SOsH 3-(4-

H SOsH SOsH H Methyl Methyl CONH2 H H Hydroxybutoxy H

2a 344

)- propyl

2a 345 SOsH H H SOsH 2-(2-Hydroxy

H SOsH SOsH H Methyl Methyl CONH 2 H H ethoxy)eth yl H

2a 346

2a 347 SOsH H H SOsH 3-(4-Hydroxy

Methyl Methyl CONH2 H H H

2a 348 H SOsH SOsH H butoxy)- propyl

2a 349 SOsH H H SOsH 2-(2-Hydroxy

Methyl Methyl CONH2 H H H

2a 350 H SOsH SOsH H ethoxy) ethyl

2a 351 SOsH H H SOsH 2-(2-Hydroxy

Methyl Methyl CONH2 Phenyl H H

2a 352 H SOsH SOsH H ethoxy )ethyl

2a 353 SOsH H H SOsH 3-(2-Phenoxy-

Methyl Methyl CONH2 H H H

2a 354 H SOsH SOsH H ethoxy)- propyl

2a 355 SOsH H H SOsH 3-lsopropoxy- 3-lsopropoxy-

Methyl Methyl CONH2 H H

2a 356 H SOsH SOsH H propyl propyl

2a 357 SOsH H H SOsH 3-lsopropoxy-

Methyl Methyl CONH2 H H H

2a 358 H SOsH SOsH H propyl

2a 359 SOsH H H SOsH 3-lsopropoxy-

Methyl Methyl CONH2 H Phenyl H

2a 360 H SOsH SOsH H propyl

2a 361 SOsH H H SOsH 3-Ethoxy-

Methyl Methyl CONH2 3-Ethoxy-propyl H H

2a 362 H SOsH SOsH H propyl

2a 363 SOsH H H SOsH

Methyl Methyl CONH2 3-Ethoxy-propyl H H H

2a 364 H SOsH SOsH H

2a 365 SOsH H H SOsH

Methyl Methyl CONH2 3-Ethoxy-propyl H Phenyl H

2a 366 H SOsH SOsH H

2a 367 SOsH H H SOsH

Methyl Methyl CONH2 3-Ethoxybutyl H 3-Ethoxy butyl H

2a 368 H SOsH SOsH H

2a 369 SOsH H H SOsH

Methyl Methyl CONH2 3-Ethoxybutyl H H H

2a 370 H SOsH SOsH H

2a 371 SOsH H H SOsH

2a 372 H SOsH SOsH H

Methyl Methyl CONH2 3-Ethoxybutyl H Phenyl H

2a 373 SOsH H H SOsH 4-(2-Hydroxy

H SOsH SOsH H Methyl Methyl CONH 2 ethane sulfonyl)- H H H

2a 374

phenyl

2a 375 SOsH H H SOsH NHCOC

OMe CONH2 Ally I H Ally I H

2a 376 H SOsH SOsH H Hs

2a 377 SOsH H H SOsH NHCOC

OMe CONH2 2-Methoxy ethyl H Butyl H

2a 378 H SOsH SOsH H Hs

2a 379 SOsH H H SOsH NHCOC

OMe CONH2 3-Methoxy propyl H Butyl H

2a 380 H SOsH SOsH H Hs

2a 381 SOsH H H SOsH NHCOC 2-Methyl

OMe CONH2 H Sec-butyl H

2a 382 H SOsH SOsH H Hs thioethyl

2a 383 SOsH H H SOsH

NHCOC 2-Methyl 2-

H SOsH SOsH H OMe CONH2 H H

2a 384 Hs thioethyl Hydroxyethyl

2a 385 SOsH H H SOsH NHCOC 2-

OMe CONH2 Butyl Butyl H

2a 386 H SOsH SOsH H Hs Hydroxyethyl

2a 387 SOsH H H SOsH

NHCOC 2-

H SOsH SOsH H OMe CONH2 Isopropyl Isopropyl H

2a 388 Hs Hydroxyethyl

2a 389 SOsH H H SOsH NHCOC Butyl

OMe CONH2 2-Fluoro ethyl H H

2a 390 H SOsH SOsH H Hs

2a 391 SOsH H H SOsH NHCOC 2-ethylhexyl

OMe CONH2 2-Chloro ethyl H H

2a 392 H SOsH SOsH H Hs

2a 393 SOsH H H SOsH NHCOC

OMe CONH2 3-Chloro propyl H 2-ethylhexyl H

2a 394 H SOsH SOsH H Hs

2a 395 SOsH H H SOsH 2-(2-Hydroxy-

NHCOC

H SOsH SOsH H OMe CONH2 ethyl sulfanyl)- H Butyl H

2a 396 Hs

ethyl

2a 397 SOsH H H SOsH 2-(2-tert-Butyl

NHCOC

H SOsH SOsH H OMe CONH2 sulfanyl- ethane H Butyl H

2a 398 Hs

sulfonyl)-ethyl

2a 399 SOsH H H SOsH NHCOC 2-(2-Hydroxy

OMe CONH 2 H Butyl H

2a 400 H SOsH SOsH H Hs ethoxy propyl

2a 401 SO3H H H SO3H H

NHCOC 2-(2-Hydroxy

H SO3H SO3H H OMe CONH2 H Butyl

2a 402 Hs ethoxy)ethyl

2a 403 SOsH H H SOsH NHCOC 2-(Ethyl sulfonyl)

OMe CONH2 H Butyl H

2a 404 H SOsH SOsH H Hs ethanol

2a 405 SOsH H H SOsH NHCOC 3-(4-Hydroxy

OMe CONH2 H H H

2a 406 H SOsH SOsH H Hs butoxyjpropyl

2a 407 SOsH H H SOsH NHCOC 2-(2-Hydroxy

OMe CONH2 H H H

2a 408 H SOsH SOsH H Hs ethoxy)ethyl

2a 409 SOsH H H SOsH NHCOC 3-(4-Hydroxy

OMe CONH2 H H H

2a 410 H SOsH SOsH H Hs butoxy propyl

2a 411 SOsH H H SOsH NHCOC 2-(2-Hydroxy

OMe CONH2 H H H

2a 412 H SOsH SOsH H Hs ethoxy)ethyl

2a 413 SOsH H H SOsH NHCOC (2-Hydroxy

OMe CONH2 Phenyl H H

2a 414 H SOsH SOsH H Hs ethoxy)ethyl

2a 415 SOsH H H SOsH NHCOC 3-(2-Phenoxy-

OMe CONH2 H H H

2a 416 H SOsH SOsH H Hs ethoxy)- propyl

2a 417 SOsH H H SOsH NHCOC 3-lsopropoxy- 3-lsopropoxy-

OMe CONH2 H H

2a 418 H SOsH SOsH H Hs propyl propyl

2a 419 SOsH H H SOsH NHCOC 3-lsopropoxy-

OMe CONH2 H H H

2a 420 H SOsH SOsH H Hs propyl

2a 421 SOsH H H SOsH NHCOC 3-lsopropoxy-

OMe CONH2 H Phenyl H

2a 422 H SOsH SOsH H Hs propyl

2a 423 SOsH H H SOsH NHCOC 3-Ethoxy-

OMe CONH2 3-Ethoxy-propyl H H

2a 424 H SOsH SOsH H Hs propyl

2a 425 SOsH H H SOsH NHCOC

OMe CONH2 3-Ethoxy-propyl H H H

2a 426 H SOsH SOsH H Hs

2a 427 SOsH H H SOsH NHCOC

OMe CONH2 3-Ethoxy-propyl H Phenyl H

2a 428 H SOsH SOsH H Hs

2a 429 SOsH H H SOsH NHCOC

OMe CONH 2 3-Ethoxybutyl H 3-Ethoxybutyl H

2a 430 H SOsH SOsH H Hs

2a 431 SOsH H H SOsH NHCOC

OMe CONH2 3-Ethoxybutyl H H H

2a 432 H SOsH SOsH H Hs

2a 433 SOsH H H SOsH NHCOC

OMe CONH2 3-Ethoxybutyl H Phenyl H

2a 434 H SOsH SOsH H Hs

2a 435 SOsH H H SOsH 4-(2-Hydroxy

NHCOC

H SOsH SOsH H OMe CONH2 ethane sulfonyl)- H H H

2a 436 Hs

phenyl

2a 437 SOsH H H SOsH

Methyl Methyl CN 2-Sulfoethyl H Methyl H

2a 438 H SOsH SOsH H

2a 439 SOsH H H SOsH

Methyl Methyl CN 2-Sulfoethyl H Ethyl H

2a 440 H SOsH SOsH H

2a 441 SOsH H H SOsH

Methyl Methyl CN 2-Sulfoethyl H n-Propyl H

2a 442 H SOsH SOsH H

2a 443 SOsH H H SOsH

Methyl Methyl CN 2-Sulfoethyl H Isopropyl H

2a 444 H SOsH SOsH H

2a 445 SOsH H H SOsH

Methyl Methyl CN 2-Sulfoethyl H 1 -Ethyl propyl H

2a 446 H SOsH SOsH H

2a 447 SOsH H H SOsH 1 ,2-Dimethyl

Methyl Methyl CN 2-Sulfoethyl H H

2a 448 H SOsH SOsH H propyl

2a 449 SOsH H H SOsH 2,2-Dimethyl

Methyl Methyl CN 2-Sulfoethyl H H

2a 450 H SOsH SOsH H propyl

2a 451 SOsH H H SOsH

Methyl Methyl CN 2-Sulfoethyl H Butyl H

2a 452 H SOsH SOsH H

2a 453 SOsH H H SOsH

Methyl Methyl CN 2-Sulfoethyl H 2-Methyl butyl H

2a 454 H SOsH SOsH H

2a 455 SOsH H H SOsH

Methyl Methyl CN 2-Sulfoethyl H Tert butyl H

2a 456 H SOsH SOsH H

2a 457 SOsH H H SOsH

Methyl Methyl CN 2-Sulfoethyl H 3-Methyl butyl H

2a 458 H SOsH SOsH H

2a 459 SOsH H H SOsH

Methyl Methyl CN 2-Sulfoethyl H Sec butyl H

2a 460 H SOsH SOsH H

2a 461 SOsH H H SOsH

Methyl Methyl CN 2-Sulfoethyl H Pentyl H

2a 462 H SOsH SOsH H

2a 463 SOsH H H SOsH

Methyl Methyl CN 2-Sulfoethyl H Hexyl H

2a 464 H SOsH SOsH H

2a 465 SOsH H H SOsH

Methyl Methyl CN 2-Sulfoethyl H Cyclobutyl H

2a 466 H SOsH SOsH H

2a 467 SOsH H H SOsH

Methyl Methyl CN 2-Sulfoethyl H Cyclopentyl H

2a 468 H SOsH SOsH H

2a 469 SOsH H H SOsH

Methyl Methyl CN 2-Sulfoethyl H Cyclohexyl H

2a 470 H SOsH SOsH H

2a 471 SOsH H H SOsH 2-Methyl

Methyl Methyl CN 2-Sulfoethyl H H

2a 472 H SOsH SOsH H cyclohexyl

2a 473 SOsH H H SOsH 3-Methyl

Methyl Methyl CN 2-Sulfoethyl H H

2a 474 H SOsH SOsH H cyclohexyl

2a 475 SOsH H H SOsH

Methyl Methyl CN 2-Sulfoethyl H Pentan-2-yl H

2a 476 H SOsH SOsH H

2a 477 SOsH H H SOsH

Methyl Methyl CN 2-Sulfoethyl H 2-Ethylhexyl H

2a 478 H SOsH SOsH H

2a 479 SOsH H H SOsH

Methyl Methyl CN 2-Sulfoethyl H Phenyl H

2a 480 H SOsH SOsH H

2a 481 SOsH H H SOsH

Methyl Methyl CN 2-Sulfoethyl H Benzyl H

2a 482 H SOsH SOsH H

2a 483 SOsH H H SOsH

Methyl Methyl CN 2-Sulfoethyl H Ally I H

2a 484 H SOsH SOsH H

2a 485 SOsH H H SOsH 2-Methoxy

Methyl Methyl CN 2-Sulfoethyl H H

2a 486 H SOsH SOsH H ethyl

2a 487 SOsH H H SOsH

3-Methoxy

2a 488 H SOsH SOsH H Methyl Methyl CN 2-Sulfoethyl H H propyl

2a 489 SOsH H H SOsH

Methyl Methyl CN 2-Sulfoethyl H 3-Chloropropyl H

2a 490 H SOsH SOsH H

2a 491 SOsH H H SOsH H

2-Methyl

H SOsH SOsH H Methyl Methyl CN 2-Sulfoethyl H

2a 492 thioethyl

2a 493 SOsH H H SOsH

Methyl Methyl CN 2-Sulfoethyl H 2-Fluoroethyl H

2a 494 H SOsH SOsH H

2a 495 SOsH H H SOsH

Methyl Methyl CN 2-Sulfoethyl H 2-Chloro ethyl H

2a 496 H SOsH SOsH H

2a 497 SOsH H H SOsH 2-(2-Hydroxy

H SOsH SOsH H Methyl Methyl CN 2-Sulfoethyl H ethyl H

2a 498

sulfonyl)ethyl

2a 499 SOsH H H SOsH 2-(2-tert Butyl

H SOsH SOsH H Methyl Methyl CN 2-Sulfoethyl H sulfanyl ethyl H

2a 500

sulfonyl)ethyl

2a 501 SOsH H H SOsH 2-(2-Hydroxy

Methyl Methyl CN 2-Sulfoethyl H H

2a 502 H SOsH SOsH H ethoxy)pr opyl

2a 503 SOsH H H SOsH 2-(2-Hydroxy

Methyl Methyl CN 2-Sulfoethyl H H

2a 504 H SOsH SOsH H ethoxy)ethyl

2a 505 SOsH H H SOsH 3-(4-Hydroxy

Methyl Methyl CN 2-Sulfoethyl H H

2a 506 H SOsH SOsH H butoxy)pr opyl

2a 507 SOsH H H SOsH 3-(2-Phenoxy

Methyl Methyl CN 2-Sulfoethyl H H

2a 508 H SOsH SOsH H ethoxyl)pr opyl

2a 509 SOsH H H SOsH 3-lsopropxy

Methyl Methyl CN 2-Sulfoethyl H H

2a 510 H SOsH SOsH H propyl

2a 511 SOsH H H SOsH 3-Ethoxy

Methyl Methyl CN 2-Sulfoethyl H H

2a 512 H SOsH SOsH H propyl

2a 513 SOsH H H SOsH

Methyl Methyl CN 2-Sulfoethyl H 3-Ethoxy butyl H

2a 514 H SOsH SOsH H

2a 515 SOsH H H SOsH H

4-(2-Hydroxy

H SOsH SOsH H Methyl Methyl CN 2-Sulfoethyl H

2a 516 ethane

sulfonyl)pheny

I

2a 517 SOsH H H SOsH

Methyl Methyl CONH 2 2-Sulfoethyl H Methyl H

2a 518 H SOsH SOsH H

2a 519 SOsH H H SOsH

Methyl Methyl CONH2 2-Sulfoethyl H Ethyl H

2a 520 H SOsH SOsH H

2a 521 SOsH H H SOsH

Methyl Methyl CONH2 2-Sulfoethyl H n-Propyl H

2a 522 H SOsH SOsH H

2a 523 SOsH H H SOsH

Methyl Methyl CONH2 2-Sulfoethyl H Isopropyl H

2a 524 H SOsH SOsH H

2a 525 SOsH H H SOsH

Methyl Methyl CONH2 2-Sulfoethyl H 1 -Ethyl propyl H

2a 526 H SOsH SOsH H

2a 527 SOsH H H SOsH 1 ,2-Dimethyl

Methyl Methyl CONH2 2-Sulfoethyl H H

2a 528 H SOsH SOsH H propyl

2a 529 SOsH H H SOsH 2,2-Dimethyl

Methyl Methyl CONH2 2-Sulfoethyl H H

2a 530 H SOsH SOsH H propyl

2a 531 SOsH H H SOsH

Methyl Methyl CONH2 2-Sulfoethyl H Butyl H

2a 532 H SOsH SOsH H

2a 533 SOsH H H SOsH

Methyl Methyl CONH2 2-Sulfoethyl H 2-Methyl butyl H

2a 534 H SOsH SOsH H

2a 535 SOsH H H SOsH

Methyl Methyl CONH2 2-Sulfoethyl H Tert butyl H

2a 536 H SOsH SOsH H

2a 537 SOsH H H SOsH

Methyl Methyl CONH2 2-Sulfoethyl H 3-Methyl butyl H

2a 538 H SOsH SOsH H

2a 539 SOsH H H SOsH

Methyl Methyl CONH2 2-Sulfoethyl H Sec butyl H

2a 540 H SOsH SOsH H

2a 541 SOsH H H SOsH

Methyl Methyl CONH2 2-Sulfoethyl H Pentyl H

2a 542 H SOsH SOsH H

2a 543 SOsH H H SOsH

2a 544 H SOsH SOsH H Methyl Methyl CONH2 2-Sulfoethyl H Hexyl H

2a 545 SOsH H H SOsH H

H SOsH SOsH H Methyl Methyl CONH 2 2-Sulfoethyl H Cyclobutyl

2a 546

2a 547 SOsH H H SOsH

Methyl Methyl CONH2 2-Sulfoethyl H Cyclopentyl H

2a 548 H SOsH SOsH H

2a 549 SOsH H H SOsH

Methyl Methyl CONH2 2-Sulfoethyl H Cyclohexyl H

2a 550 H SOsH SOsH H

2a 551 SOsH H H SOsH 2-Methyl

Methyl Methyl CONH2 2-Sulfoethyl H H

2a 552 H SOsH SOsH H cyclohexyl

2a 553 SOsH H H SOsH 3-Methyl

Methyl Methyl CONH2 2-Sulfoethyl H H

2a 554 H SOsH SOsH H cyclohexyl

2a 555 SOsH H H SOsH

Methyl Methyl CONH2 2-Sulfoethyl H Pentan-2-yl H

2a 556 H SOsH SOsH H

2a 557 SOsH H H SOsH

Methyl Methyl CONH2 2-Sulfoethyl H 2-Ethylhexyl H

2a 558 H SOsH SOsH H

2a 559 SOsH H H SOsH

Methyl Methyl CONH2 2-Sulfoethyl H Phenyl H

2a 560 H SOsH SOsH H

2a 561 SOsH H H SOsH

Methyl Methyl CONH2 2-Sulfoethyl H Benzyl H

2a 562 H SOsH SOsH H

2a 563 SOsH H H SOsH

Methyl Methyl CONH2 2-Sulfoethyl H Ally I H

2a 564 H SOsH SOsH H

2a 565 SOsH H H SOsH 2-Methoxy

Methyl Methyl CONH2 2-Sulfoethyl H H

2a 566 H SOsH SOsH H ethyl

2a 567 SOsH H H SOsH 3-Methoxy

Methyl Methyl CONH2 2-Sulfoethyl H H

2a 568 H SOsH SOsH H propyl

2a 569 SOsH H H SOsH

Methyl Methyl CONH2 2-Sulfoethyl H 3-Chloropropyl H

2a 570 H SOsH SOsH H

2a 571 SOsH H H SOsH 2-Methyl

Methyl Methyl CONH2 2-Sulfoethyl H H

2a 572 H SOsH SOsH H thioethyl

2a 573 SOsH H H SOsH

Methyl Methyl CONH2 2-Sulfoethyl H 2-Fluoroethyl H

2a 574 H SOsH SOsH H

2a 575 SOsH H H SOsH H

H SOsH SOsH H Methyl Methyl CONH 2 2-Sulfoethyl H 2-Chloro ethyl

2a 576

2a 577 SOsH H H SOsH 2-Sulfoethyl 2-(2-Hydroxy

H SOsH SOsH H Methyl Methyl CONH2 H ethyl H

2a 578

sulfonyl)ethyl

2a 579 SOsH H H SOsH 2-Sulfoethyl 2-(2-tert Butyl

H SOsH SOsH H Methyl Methyl CONH2 H sulfanyl ethyl H

2a 580

sulfonyl)ethyl

2a 581 SOsH H H SOsH 2-Sulfoethyl 2-(2-Hydroxy

Methyl Methyl CONH2 H H

2a 582 H SOsH SOsH H ethoxyjpropyl

2a 583 SOsH H H SOsH 2-Sulfoethyl 2-(2-Hydroxy

Methyl Methyl CONH2 H H

2a 584 H SOsH SOsH H ethoxy)ethyl

2a 585 SOsH H H SOsH 2-Sulfoethyl 3-(4-Hydroxy

Methyl Methyl CONH2 H H

2a 586 H SOsH SOsH H butoxy propyl

2a 587 SOsH H H SOsH 2-Sulfoethyl 3-(2-Phenoxy

Methyl Methyl CONH2 H H

2a 588 H SOsH SOsH H ethoxyl)pr opyl

2a 589 SOsH H H SOsH 2-Sulfoethyl 3-lsopropxy

Methyl Methyl CONH2 H H

2a 590 H SOsH SOsH H propyl

2a 591 SOsH H H SOsH 2-Sulfoethyl 3-Ethoxy

Methyl Methyl CONH2 H H

2a 592 H SOsH SOsH H propyl

2a 593 SOsH H H SOsH 2-Sulfoethyl

Methyl Methyl CONH2 H 3-Ethoxy butyl H

2a 594 H SOsH SOsH H

2a 595 SOsH H H SOsH 4-(2-Hydroxy

H SOsH SOsH H 2-Sulfoethyl ethane

Methyl Methyl CONH2 H H

2a 596 sulfonyl)pheny

I

2a 597 SOsH H H SOsH NHCOC 2-Sulfoethyl

OMe CN H Methyl H

2a 598 H SOsH SOsH H Hs

2a 599 SOsH H H SOsH 2-Sulfoethyl

NHCOC

2a 600 H SOsH SOsH H OMe CN H Ethyl H

Hs

2a 601 SOsH H H SOsH 2-Sulfoethyl H

NHCOC

H SOsH SOsH H OMe CN H n-Propyl

2a 602 Hs

2a 603 SOsH H H SOsH NHCOC

OMe CN 2-Sulfoethyl H Isopropyl H

2a 604 H SOsH SOsH H Hs

2a 605 SOsH H H SOsH NHCOC

OMe CN 2-Sulfoethyl H 1 -Ethyl propyl H

2a 606 H SOsH SOsH H Hs

2a 607 SOsH H H SOsH NHCOC 1 ,2-Dimethyl

OMe CN 2-Sulfoethyl H H

2a 608 H SOsH SOsH H Hs propyl

2a 609 SOsH H H SOsH NHCOC 2,2-Dimethyl

OMe CN 2-Sulfoethyl H H

2a 610 H SOsH SOsH H Hs propyl

2a 611 SOsH H H SOsH NHCOC

OMe CN 2-Sulfoethyl H Butyl H

2a 612 H SOsH SOsH H Hs

2a 613 SOsH H H SOsH NHCOC

OMe CN 2-Sulfoethyl H 2-Methyl butyl H

2a 614 H SOsH SOsH H Hs

2a 615 SOsH H H SOsH NHCOC

OMe CN 2-Sulfoethyl H Tert butyl H

2a 616 H SOsH SOsH H Hs

2a 617 SOsH H H SOsH NHCOC

OMe CN 2-Sulfoethyl H 3-Methyl butyl H

2a 618 H SOsH SOsH H Hs

2a 619 SOsH H H SOsH NHCOC

OMe CN 2-Sulfoethyl H Sec butyl H

2a 620 H SOsH SOsH H Hs

2a 621 SOsH H H SOsH NHCOC

OMe CN 2-Sulfoethyl H Pentyl H

2a 622 H SOsH SOsH H Hs

2a 623 SOsH H H SOsH NHCOC

OMe CN 2-Sulfoethyl H Hexyl H

2a 624 H SOsH SOsH H Hs

2a 625 SOsH H H SOsH NHCOC

OMe CN 2-Sulfoethyl H Cyclobutyl H

2a 626 H SOsH SOsH H Hs

2a 627 SOsH H H SOsH NHCOC

OMe CN 2-Sulfoethyl H Cyclopentyl H

2a 628 H SOsH SOsH H Hs

2a 629 SOsH H H SOsH NHCOC

OMe CN 2-Sulfoethyl H Cyclohexyl H

2a 630 H SOsH SOsH H Hs

2a 631 SOsH H H SOsH H

NHCOC 2-Methyl

H SOsH SOsH H OMe CN 2-Sulfoethyl H

2a 632 Hs cyclohexyl

2a 633 SOsH H H SOsH NHCOC 3-Methyl

OMe CN 2-Sulfoethyl H H

2a 634 H SOsH SOsH H Hs cyclohexyl

2a 635 SOsH H H SOsH NHCOC

OMe CN 2-Sulfoethyl H Pentan-2-yl H

2a 636 H SOsH SOsH H Hs

2a 637 SOsH H H SOsH NHCOC

OMe CN 2-Sulfoethyl H 2-Ethylhexyl H

2a 638 H SOsH SOsH H Hs

2a 639 SOsH H H SOsH NHCOC

OMe CN 2-Sulfoethyl H Phenyl H

2a 640 H SOsH SOsH H Hs

2a 641 SOsH H H SOsH NHCOC

OMe CN 2-Sulfoethyl H Benzyl H

2a 642 H SOsH SOsH H Hs

2a 643 SOsH H H SOsH NHCOC

OMe CN 2-Sulfoethyl H Ally I H

2a 644 H SOsH SOsH H Hs

2a 645 SOsH H H SOsH NHCOC 2-Methoxy

OMe CN 2-Sulfoethyl H H

2a 646 H SOsH SOsH H Hs ethyl

2a 647 SOsH H H SOsH NHCOC 3-Methoxy

OMe CN 2-Sulfoethyl H H

2a 648 H SOsH SOsH H Hs propyl

2a 649 SOsH H H SOsH NHCOC

OMe CN 2-Sulfoethyl H 3-Chloropropyl H

2a 650 H SOsH SOsH H Hs

2a 651 SOsH H H SOsH NHCOC 2-Methyl

OMe CN 2-Sulfoethyl H H

2a 652 H SOsH SOsH H Hs thioethyl

2a 653 SOsH H H SOsH NHCOC

OMe CN 2-Sulfoethyl H 2-Fluoroethyl H

2a 654 H SOsH SOsH H Hs

2a 655 SOsH H H SOsH NHCOC

OMe CN 2-Sulfoethyl H 2-Chloro ethyl H

2a 656 H SOsH SOsH H Hs

2a 657 SOsH H H SOsH

2-(2-Hydroxy

2a 658 H SOsH SOsH H NHCOC

OMe CN 2-Sulfoethyl H ethyl H

Hs

sulfonyl)ethyl

2a 659 SOsH H H SOsH H

2-(2-tert Butyl

H SOsH SOsH H NHCOC

OMe CN 2-Sulfoethyl H sulfanyl ethyl

2a 660 Hs

sulfonyl)ethyl

2a 661 SOsH H H SOsH NHCOC 2-(2-Hydroxy

OMe CN 2-Sulfoethyl H H

2a 662 H SOsH SOsH H Hs ethoxy)pr opyl

2a 663 SOsH H H SOsH NHCOC 2-(2-Hydroxy

OMe CN 2-Sulfoethyl H H

2a 664 H SOsH SOsH H Hs ethoxy)ethyl

2a 665 SOsH H H SOsH NHCOC 3-(4-Hydroxy

OMe CN 2-Sulfoethyl H H

2a 666 H SOsH SOsH H Hs butoxy)pr opyl

2a 667 SOsH H H SOsH 3-(2-Phenoxy

H SOsH SOsH H NHCOC ethoxyl)pr opyl

OMe CN 2-Sulfoethyl H H

2a 668 Hs

2a 669 SOsH H H SOsH NHCOC 3-lsopropxy

OMe CN 2-Sulfoethyl H H

2a 670 H SOsH SOsH H Hs propyl

2a 671 SOsH H H SOsH NHCOC 3-Ethoxy

OMe CN 2-Sulfoethyl H H

2a 672 H SOsH SOsH H Hs propyl

2a 673 SOsH H H SOsH NHCOC

OMe CN 2-Sulfoethyl H 3-Ethoxy butyl H

2a 674 H SOsH SOsH H Hs

2a 675 SOsH H H SOsH 4-(2-Hydroxy

H SOsH SOsH H NHCOC ethane

OMe CN 2-Sulfoethyl H H

2a 676 Hs sulfonyl)pheny

I

2a 677 SOsH H H SOsH NHCOC

OMe CONH 2 2-Sulfoethyl H Methyl H

2a 678 H SOsH SOsH H Hs

2a 679 SOsH H H SOsH NHCOC

OMe CONH2 2-Sulfoethyl H Ethyl H

2a 680 H SOsH SOsH H Hs

2a 681 SOsH H H SOsH NHCOC

OMe CONH2 2-Sulfoethyl H n-Propyl H

2a 682 H SOsH SOsH H Hs

2a 683 SOsH H H SOsH NHCOC

OMe CONH2 2-Sulfoethyl H Isopropyl H

2a 684 H SOsH SOsH H Hs

2a 685 SOsH H H SOsH NHCOC

OMe CONH 2 2-Sulfoethyl H 1 -Ethyl propyl H

2a 686 H SOsH SOsH H Hs

2a 687 SOsH H H SOsH NHCOC 1 ,2-Dimethyl

OMe CONH2 2-Sulfoethyl H H

2a 688 H SOsH SOsH H Hs propyl

2a 689 SOsH H H SOsH NHCOC 2,2-Dimethyl

OMe CONH2 2-Sulfoethyl H H

2a 690 H SOsH SOsH H Hs propyl

2a 691 SOsH H H SOsH NHCOC

OMe CONH2 2-Sulfoethyl H Butyl H

2a 692 H SOsH SOsH H Hs

2a 693 SOsH H H SOsH NHCOC

OMe CONH2 2-Sulfoethyl H 2-Methyl butyl H

2a 694 H SOsH SOsH H Hs

2a 695 SOsH H H SOsH NHCOC

OMe CONH2 2-Sulfoethyl H Tert butyl H

2a 696 H SOsH SOsH H Hs

2a 697 SOsH H H SOsH NHCOC

OMe CONH2 2-Sulfoethyl H 3-Methyl butyl H

2a 698 H SOsH SOsH H Hs

2a 699 SOsH H H SOsH NHCOC

OMe CONH2 2-Sulfoethyl H Sec butyl H

2a 700 H SOsH SOsH H Hs

2a 701 SOsH H H SOsH NHCOC

OMe CONH2 2-Sulfoethyl H Pentyl H

2a 702 H SOsH SOsH H Hs

2a 703 SOsH H H SOsH NHCOC

OMe CONH2 2-Sulfoethyl H Hexyl H

2a 704 H SOsH SOsH H Hs

2a 705 SOsH H H SOsH NHCOC

OMe CONH2 2-Sulfoethyl H Cyclobutyl H

2a 706 H SOsH SOsH H Hs

2a 707 SOsH H H SOsH NHCOC

OMe CONH2 2-Sulfoethyl H Cyclopentyl H

2a 708 H SOsH SOsH H Hs

2a 709 SOsH H H SOsH NHCOC

OMe CONH2 2-Sulfoethyl H Cyclohexyl H

2a 710 H SOsH SOsH H Hs

2a 711 SOsH H H SOsH NHCOC 2-Methyl

OMe CONH2 2-Sulfoethyl H H

2a 712 H SOsH SOsH H Hs cyclohexyl

2a 713 SOsH H H SOsH

NHCOC 3-Methyl

2a 714 H SOsH SOsH H OMe CONH2 2-Sulfoethyl H H

Hs cyclohexyl

2a 715 SOsH H H SOsH NHCOC

OMe CONH 2 2-Sulfoethyl H Pentan-2-yl H

2a 716 H SOsH SOsH H Hs

2a 717 SOsH H H SOsH NHCOC

OMe CONH2 2-Sulfoethyl H 2-Ethylhexyl H

2a 718 H SOsH SOsH H Hs

2a 719 SOsH H H SOsH NHCOC

OMe CONH2 2-Sulfoethyl H Phenyl H

2a 720 H SOsH SOsH H Hs

2a 721 SOsH H H SOsH NHCOC

OMe CONH2 2-Sulfoethyl H Benzyl H

2a 722 H SOsH SOsH H Hs

2a 723 SOsH H H SOsH NHCOC

OMe CONH2 2-Sulfoethyl H Ally I H

2a 724 H SOsH SOsH H Hs

2a 725 SOsH H H SOsH NHCOC 2-Methoxy

OMe CONH2 2-Sulfoethyl H H

2a 726 H SOsH SOsH H Hs ethyl

2a 727 SOsH H H SOsH NHCOC 3-Methoxy

OMe CONH2 2-Sulfoethyl H H

2a 728 H SOsH SOsH H Hs propyl

2a 729 SOsH H H SOsH NHCOC

OMe CONH2 2-Sulfoethyl H 3-Chloropropyl H

2a 730 H SOsH SOsH H Hs

2a 731 SOsH H H SOsH NHCOC 2-Methyl

OMe CONH2 2-Sulfoethyl H H

2a 732 H SOsH SOsH H Hs thioethyl

2a 733 SOsH H H SOsH NHCOC

OMe CONH2 2-Sulfoethyl H 2-Fluoroethyl H

2a 734 H SOsH SOsH H Hs

2a 735 SOsH H H SOsH NHCOC

OMe CONH2 2-Sulfoethyl H 2-Chloro ethyl H

2a 736 H SOsH SOsH H Hs

2a 737 SOsH H H SOsH 2-(2-Hydroxy

NHCOC

H SOsH SOsH H OMe CONH2 2-Sulfoethyl H ethyl H

2a 738 Hs

sulfonyl)ethyl

2a 739 SOsH H H SOsH 2-(2-tert Butyl

NHCOC

H SOsH SOsH H OMe CONH2 2-Sulfoethyl H sulfanyl ethyl H

2a 740 Hs

sulfonyl)ethyl

2a 741 SOsH H H SOsH

NHCOC 2-(2-Hydroxy

2a 742 H SOsH SOsH H OMe CONH2 2-Sulfoethyl H H

Hs ethoxyjpropyl

2a 743 SOsH H H SOsH NHCOC 2-(2-Hydroxy

OMe CONH 2 2-Sulfoethyl H H

2a 744 H SOsH SOsH H Hs ethoxy)ethyl

2a 745 SOsH H H SOsH NHCOC 3-(4-Hydroxy

OMe CONH2 2-Sulfoethyl H H

2a 746 H SOsH SOsH H Hs butoxy propyl

2a 747 SOsH H H SOsH NHCOC 3-(2-Phenoxy

OMe CONH2 2-Sulfoethyl H H

2a 748 H SOsH SOsH H Hs ethoxyl)pr opyl

2a 749 SOsH H H SOsH NHCOC 3-lsopropxy

OMe CONH2 2-Sulfoethyl H H

2a 750 H SOsH SOsH H Hs propyl

2a 751 SOsH H H SOsH NHCOC 3-Ethoxy

OMe CONH2 2-Sulfoethyl H H

2a 752 H SOsH SOsH H Hs propyl

2a 753 SOsH H H SOsH NHCOC

OMe CONH2 2-Sulfoethyl H 3-Ethoxy butyl H

2a 754 H SOsH SOsH H Hs

2a 755 SOsH H H SOsH 4-(2-Hydroxy

H SOsH SOsH H NHCOC ethane

OMe CONH2 2-Sulfoethyl H H

2a 756 Hs sulfonyl)pheny

I

2a 757 SOsH H H SOsH

Methyl Methyl CN 2-Sulfoethyl Methyl Methyl H

2a 758 H SOsH SOsH H

2a 759 SOsH H H SOsH Methyl

Methyl Methyl CN 2-Sulfoethyl Ethyl H

2a 760 H SOsH SOsH H

2a 761 SOsH H H SOsH Methyl

Methyl Methyl CN 2-Sulfoethyl n-Propyl H

2a 762 H SOsH SOsH H

2a 763 SOsH H H SOsH Methyl

Methyl Methyl CN 2-Sulfoethyl Isopropyl H

2a 764 H SOsH SOsH H

2a 765 SOsH H H SOsH Methyl

Methyl Methyl CN 2-Sulfoethyl 1 -Ethyl propyl H

2a 766 H SOsH SOsH H

2a 767 SOsH H H SOsH Methyl 1 ,2-Dimethyl

Methyl Methyl CN 2-Sulfoethyl H

2a 768 H SOsH SOsH H propyl

2a 769 SOsH H H SOsH Methyl H

2,2-Dimethyl

H SOsH SOsH H Methyl Methyl CN 2-Sulfoethyl

2a 770 propyl

2a 771 SOsH H H SOsH Methyl

Methyl Methyl CN 2-Sulfoethyl Butyl H

2a 772 H SOsH SOsH H

2a 773 SOsH H H SOsH Methyl

Methyl Methyl CN 2-Sulfoethyl 2-Methyl butyl H

2a 774 H SOsH SOsH H

2a 775 SOsH H H SOsH Methyl

Methyl Methyl CN 2-Sulfoethyl Tert butyl H

2a 776 H SOsH SOsH H

2a 777 SOsH H H SOsH Methyl

Methyl Methyl CN 2-Sulfoethyl 3-Methyl butyl H

2a 778 H SOsH SOsH H

2a 779 SOsH H H SOsH Methyl

Methyl Methyl CN 2-Sulfoethyl Sec butyl H

2a 780 H SOsH SOsH H

2a 781 SOsH H H SOsH Methyl

Methyl Methyl CN 2-Sulfoethyl Pentyl H

2a 782 H SOsH SOsH H

2a 783 SOsH H H SOsH Methyl

Methyl Methyl CN 2-Sulfoethyl Hexyl H

2a 784 H SOsH SOsH H

2a 785 SOsH H H SOsH Methyl

Methyl Methyl CN 2-Sulfoethyl Cyclobutyl H

2a 786 H SOsH SOsH H

2a 787 SOsH H H SOsH Methyl

Methyl Methyl CN 2-Sulfoethyl Cyclopentyl H

2a 788 H SOsH SOsH H

2a 789 SOsH H H SOsH Methyl

Methyl Methyl CN 2-Sulfoethyl Cyclohexyl H

2a 790 H SOsH SOsH H

2a 791 SOsH H H SOsH Methyl 2-Methyl

Methyl Methyl CN 2-Sulfoethyl H

2a 792 H SOsH SOsH H cyclohexyl

2a 793 SOsH H H SOsH Methyl 3-Methyl

Methyl Methyl CN 2-Sulfoethyl H

2a 794 H SOsH SOsH H cyclohexyl

2a 795 SOsH H H SOsH Methyl

Methyl Methyl CN 2-Sulfoethyl Pentan-2-yl H

2a 796 H SOsH SOsH H

2a 797 SOsH H H SOsH Methyl

Methyl Methyl CN 2-Sulfoethyl 2-Ethylhexyl H

2a 798 H SOsH SOsH H

2a 799 SOsH H H SOsH Methyl H

Methyl Methyl CN 2-Sulfoethyl Phenyl

2a 800 H SOsH SOsH H

2a 801 SOsH H H SOsH Methyl

Methyl Methyl CN 2-Sulfoethyl Benzyl H

2a 802 H SOsH SOsH H

2a 803 SOsH H H SOsH Methyl

Methyl Methyl CN 2-Sulfoethyl Ally I H

2a 804 H SOsH SOsH H

2a 805 SOsH H H SOsH Methyl 2-Methoxy

Methyl Methyl CN 2-Sulfoethyl H

2a 806 H SOsH SOsH H ethyl

2a 807 SOsH H H SOsH Methyl 3-Methoxy

Methyl Methyl CN 2-Sulfoethyl H

2a 808 H SOsH SOsH H propyl

2a 809 SOsH H H SOsH Methyl

Methyl Methyl CN 2-Sulfoethyl 3-Chloropropyl H

2a 810 H SOsH SOsH H

2a 811 SOsH H H SOsH Methyl 2-Methyl

Methyl Methyl CN 2-Sulfoethyl H

2a 812 H SOsH SOsH H thioethyl

2a 813 SOsH H H SOsH Methyl

Methyl Methyl CN 2-Sulfoethyl 2-Fluoroethyl H

2a 814 H SOsH SOsH H

2a 815 SOsH H H SOsH Methyl

Methyl Methyl CN 2-Sulfoethyl 2-Chloro ethyl H

2a 816 H SOsH SOsH H

2a 817 SOsH H H SOsH Methyl 2-(2-Hydroxy

H SOsH SOsH H Methyl Methyl CN 2-Sulfoethyl ethyl H

2a 818

sulfonyl)ethyl

2a 819 SOsH H H SOsH Methyl 2-(2-tert Butyl

H SOsH SOsH H Methyl Methyl CN 2-Sulfoethyl sulfanyl ethyl H

2a 820

sulfonyl)ethyl

2a 821 SOsH H H SOsH Methyl 2-(2-Hydroxy

Methyl Methyl CN 2-Sulfoethyl H

2a 822 H SOsH SOsH H ethoxy propyl

2a 823 SOsH H H SOsH Methyl 2-(2-Hydroxy

Methyl Methyl CN 2-Sulfoethyl H

2a 824 H SOsH SOsH H ethoxy)ethyl

2a 825 SOsH H H SOsH Methyl 3-(4-Hydroxy

Methyl Methyl CN 2-Sulfoethyl H

2a 826 H SOsH SOsH H butoxy propyl

2a 827 SOsH H H SOsH Methyl 3-(2-Phenoxy H

Methyl Methyl CN 2-Sulfoethyl

2a 828 H SOsH SOsH H ethoxyl)propyl

2a 829 SOsH H H SOsH Methyl 3-lsopropxy

Methyl Methyl CN 2-Sulfoethyl H

2a 830 H SOsH SOsH H propyl

2a 831 SOsH H H SOsH Methyl 3-Ethoxy

Methyl Methyl CN 2-Sulfoethyl H

2a 832 H SOsH SOsH H propyl

2a 833 SOsH H H SOsH Methyl

Methyl Methyl CN 2-Sulfoethyl 3-Ethoxy butyl H

2a 834 H SOsH SOsH H

2a 835 SOsH H H SOsH Methyl 4-(2-Hydroxy

H SOsH SOsH H ethane

Methyl Methyl CN 2-Sulfoethyl H

2a 836 sulfonyl)pheny

I

2a 837 SOsH H H SOsH Methyl

Methyl Methyl CONH 2 2-Sulfoethyl Methyl H

2a 838 H SOsH SOsH H

2a 839 SOsH H H SOsH Methyl

Methyl Methyl CONH2 2-Sulfoethyl Ethyl H

2a 840 H SOsH SOsH H

2a 841 SOsH H H SOsH Methyl

Methyl Methyl CONH2 2-Sulfoethyl n-Propyl H

2a 842 H SOsH SOsH H

2a 843 SOsH H H SOsH Methyl

Methyl Methyl CONH2 2-Sulfoethyl Isopropyl H

2a 844 H SOsH SOsH H

2a 845 SOsH H H SOsH Methyl

Methyl Methyl CONH2 2-Sulfoethyl 1 -Ethyl propyl H

2a 846 H SOsH SOsH H

2a 847 SOsH H H SOsH Methyl 1 ,2-Dimethyl

Methyl Methyl CONH2 2-Sulfoethyl H

2a 848 H SOsH SOsH H propyl

2a 849 SOsH H H SOsH Methyl 2,2-Dimethyl

Methyl Methyl CONH2 2-Sulfoethyl H

2a 850 H SOsH SOsH H propyl

2a 851 SOsH H H SOsH Methyl

Methyl Methyl CONH2 2-Sulfoethyl Butyl H

2a 852 H SOsH SOsH H

2a 853 SOsH H H SOsH Methyl

Methyl Methyl CONH2 2-Sulfoethyl 2-Methyl butyl H

2a 854 H SOsH SOsH H

2a 855 SOsH H H SOsH Methyl H

Methyl Methyl CONH2 2-Sulfoethyl Tert butyl

2a 856 H SOsH SOsH H

2a 857 SOsH H H SOsH Methyl

Methyl Methyl CONH 2 2-Sulfoethyl 3-Methyl butyl H

2a 858 H SOsH SOsH H

2a 859 SOsH H H SOsH Methyl

Methyl Methyl CONH2 2-Sulfoethyl Sec butyl H

2a 860 H SOsH SOsH H

2a 861 SOsH H H SOsH Methyl

Methyl Methyl CONH2 2-Sulfoethyl Pentyl H

2a 862 H SOsH SOsH H

2a 863 SOsH H H SOsH Methyl

Methyl Methyl CONH2 2-Sulfoethyl Hexyl H

2a 864 H SOsH SOsH H

2a 865 SOsH H H SOsH Methyl

Methyl Methyl CONH2 2-Sulfoethyl Cyclobutyl H

2a 866 H SOsH SOsH H

2a 867 SOsH H H SOsH Methyl

Methyl Methyl CONH2 2-Sulfoethyl Cyclopentyl H

2a 868 H SOsH SOsH H

2a 869 SOsH H H SOsH Methyl

Methyl Methyl CONH2 2-Sulfoethyl Cyclohexyl H

2a 870 H SOsH SOsH H

2a 871 SOsH H H SOsH Methyl 2-Methyl

Methyl Methyl CONH2 2-Sulfoethyl H

2a 872 H SOsH SOsH H cyclohexyl

2a 873 SOsH H H SOsH Methyl 3-Methyl

Methyl Methyl CONH2 2-Sulfoethyl H

2a 874 H SOsH SOsH H cyclohexyl

2a 875 SOsH H H SOsH Methyl

Methyl Methyl CONH2 2-Sulfoethyl Pentan-2-yl H

2a 876 H SOsH SOsH H

2a 877 SOsH H H SOsH Methyl

Methyl Methyl CONH2 2-Sulfoethyl 2-Ethylhexyl H

2a 878 H SOsH SOsH H

2a 879 SOsH H H SOsH Methyl

Methyl Methyl CONH2 2-Sulfoethyl Phenyl H

2a 880 H SOsH SOsH H

2a 881 SOsH H H SOsH Methyl

Methyl Methyl CONH2 2-Sulfoethyl Benzyl H

2a 882 H SOsH SOsH H

2a 883 SOsH H H SOsH Methyl

Methyl Methyl CONH2 2-Sulfoethyl Ally I H

2a 884 H SOsH SOsH H

2a 885 SOsH H H SOsH Methyl 2-Methoxy H

Methyl Methyl CONH2 2-Sulfoethyl

2a 886 H SOsH SOsH H ethyl

2a 887 SOsH H H SOsH Methyl 3-Methoxy

Methyl Methyl CONH 2 2-Sulfoethyl H

2a 888 H SOsH SOsH H propyl

2a 889 SOsH H H SOsH Methyl

Methyl Methyl CONH2 2-Sulfoethyl 3-Chloropropyl H

2a 890 H SOsH SOsH H

2a 891 SOsH H H SOsH Methyl 2-Methyl

Methyl Methyl CONH2 2-Sulfoethyl H

2a 892 H SOsH SOsH H thioethyl

2a 893 SOsH H H SOsH Methyl

Methyl Methyl CONH2 2-Sulfoethyl 2-Fluoroethyl H

2a 894 H SOsH SOsH H

2a 895 SOsH H H SOsH Methyl

Methyl Methyl CONH2 2-Sulfoethyl 2-Chloro ethyl H

2a 896 H SOsH SOsH H

2a 897 SOsH H H SOsH Methyl 2-(2-Hydroxy

H SOsH SOsH H Methyl Methyl CONH2 2-Sulfoethyl ethyl H

2a 898

sulfonyl)ethyl

2a 899 SOsH H H SOsH Methyl 2-(2-tert Butyl

H SOsH SOsH H Methyl Methyl CONH2 2-Sulfoethyl sulfanyl ethyl H

2a 900

sulfonyl)ethyl

2a 901 SOsH H H SOsH Methyl 2-(2-Hydroxy

Methyl Methyl CONH2 2-Sulfoethyl H

2a 902 H SOsH SOsH H ethoxyjpropyl

2a 903 SOsH H H SOsH Methyl 2-(2-Hydroxy

Methyl Methyl CONH2 2-Sulfoethyl H

2a 904 H SOsH SOsH H ethoxy)ethyl

2a 905 SOsH H H SOsH Methyl 3-(4-Hydroxy

Methyl Methyl CONH2 2-Sulfoethyl H

2a 906 H SOsH SOsH H butoxyjpropyl

2a 907 SOsH H H SOsH Methyl 3-(2-Phenoxy

Methyl Methyl CONH2 2-Sulfoethyl H

2a 908 H SOsH SOsH H ethoxyl)propyl

2a 909 SOsH H H SOsH Methyl 3-lsopropxy

Methyl Methyl CONH2 2-Sulfoethyl H

2a 910 H SOsH SOsH H propyl

2a 911 SOsH H H SOsH Methyl 3-Ethoxy

Methyl Methyl CONH2 2-Sulfoethyl H

2a 912 H SOsH SOsH H propyl

2a 913 SOsH H H SOsH Methyl

Methyl Methyl CONH2 2-Sulfoethyl 3-Ethoxy butyl H

2a 914 H SOsH SOsH H

2a 915 SOsH H H SOsH Methyl 4-(2-Hydroxy

H SOsH SOsH H Methyl Methyl CONH 2 2-Sulfoethyl ethane2sulfon H

2a 916

yl)phenyl

2a 917 SOsH H H SOsH NHCOC Methyl

OMe CN 2-Sulfoethyl Methyl H

2a 918 H SOsH SOsH H Hs

2a 919 SOsH H H SOsH NHCOC Methyl

OMe CN 2-Sulfoethyl Ethyl H

2a 920 H SOsH SOsH H Hs

2a 921 SOsH H H SOsH NHCOC Methyl

OMe CN 2-Sulfoethyl n-Propyl H

2a 922 H SOsH SOsH H Hs

2a 923 SOsH H H SOsH NHCOC Methyl

OMe CN 2-Sulfoethyl Isopropyl H

2a 924 H SOsH SOsH H Hs

2a 925 SOsH H H SOsH NHCOC Methyl

OMe CN 2-Sulfoethyl 1 -Ethyl propyl H

2a 926 H SOsH SOsH H Hs

2a 927 SOsH H H SOsH NHCOC Methyl 1 ,2-Dimethyl

OMe CN 2-Sulfoethyl H

2a 928 H SOsH SOsH H Hs propyl

2a 929 SOsH H H SOsH NHCOC Methyl 2,2-Dimethyl

OMe CN 2-Sulfoethyl H

2a 930 H SOsH SOsH H Hs propyl

2a 931 SOsH H H SOsH NHCOC Methyl

OMe CN 2-Sulfoethyl Butyl H

2a 932 H SOsH SOsH H Hs

2a 933 SOsH H H SOsH NHCOC Methyl

OMe CN 2-Sulfoethyl 2-Methyl butyl H

2a 934 H SOsH SOsH H Hs

2a 935 SOsH H H SOsH NHCOC Methyl

OMe CN 2-Sulfoethyl Tert butyl H

2a 936 H SOsH SOsH H Hs

2a 937 SOsH H H SOsH NHCOC Methyl

OMe CN 2-Sulfoethyl 3-Methyl butyl H

2a 938 H SOsH SOsH H Hs

2a 939 SOsH H H SOsH NHCOC Methyl

OMe CN 2-Sulfoethyl Sec butyl H

2a 940 H SOsH SOsH H Hs

2a 941 SOsH H H SOsH Methyl

H

2a 942 H SOsH SOsH H NHCOC

OMe CN 2-Sulfoethyl Pentyl

Hs

2a 943 SOsH H H SOsH NHCOC Methyl

OMe CN 2-Sulfoethyl Hexyl H

2a 944 H SOsH SOsH H Hs

2a 945 SOsH H H SOsH NHCOC Methyl

OMe CN 2-Sulfoethyl Cyclobutyl H

2a 946 H SOsH SOsH H Hs

2a 947 SOsH H H SOsH NHCOC Methyl

OMe CN 2-Sulfoethyl Cyclopentyl H

2a 948 H SOsH SOsH H Hs

2a 949 SOsH H H SOsH NHCOC Methyl

OMe CN 2-Sulfoethyl Cyclohexyl H

2a 950 H SOsH SOsH H Hs

2a 951 SOsH H H SOsH NHCOC Methyl 2-Methyl

OMe CN 2-Sulfoethyl H

2a 952 H SOsH SOsH H Hs cyclohexyl

2a 953 SOsH H H SOsH NHCOC Methyl 3-Methyl

OMe CN 2-Sulfoethyl H

2a 954 H SOsH SOsH H Hs cyclohexyl

2a 955 SOsH H H SOsH NHCOC Methyl

OMe CN 2-Sulfoethyl Pentan-2-yl H

2a 956 H SOsH SOsH H Hs

2a 957 SOsH H H SOsH NHCOC Methyl

OMe CN 2-Sulfoethyl 2-Ethylhexyl H

2a 958 H SOsH SOsH H Hs

2a 959 SOsH H H SOsH NHCOC Methyl

OMe CN 2-Sulfoethyl Phenyl H

2a 960 H SOsH SOsH H Hs

2a 961 SOsH H H SOsH NHCOC Methyl

OMe CN 2-Sulfoethyl Benzyl H

2a 962 H SOsH SOsH H Hs

2a 963 SOsH H H SOsH NHCOC Methyl

OMe CN 2-Sulfoethyl Ally I H

2a 964 H SOsH SOsH H Hs

2a 965 SOsH H H SOsH NHCOC Methyl 2-Methoxy

OMe CN 2-Sulfoethyl H

2a 966 H SOsH SOsH H Hs ethyl

2a 967 SOsH H H SOsH NHCOC Methyl 3-Methoxy

OMe CN 2-Sulfoethyl H

2a 968 H SOsH SOsH H Hs propyl

2a 969 SOsH H H SOsH NHCOC Methyl 3-Chloropropyl

OMe CN 2-Sulfoethyl H

2a 970 H SOsH SOsH H Hs

2a 971 SOsH H H SOsH Methyl

NHCOC 2-Methyl

2a 972 H SOsH SOsH H OMe CN 2-Sulfoethyl H

Hs thioethyl

2a 973 SOsH H H SOsH NHCOC Methyl

OMe CN 2-Sulfoethyl 2-Fluoroethyl H

2a 974 H SOsH SOsH H Hs

2a 975 SOsH H H SOsH NHCOC Methyl

OMe CN 2-Sulfoethyl 2-Chloro ethyl H

2a 976 H SOsH SOsH H Hs

2a 977 SOsH H H SOsH Methyl 2-(2-Hydroxy

NHCOC

H SOsH SOsH H OMe CN 2-Sulfoethyl ethyl H

2a 978 Hs

sulfonyl)ethyl

2a 979 SOsH H H SOsH Methyl 2-(2-tert Butyl

NHCOC

H SOsH SOsH H OMe CN 2-Sulfoethyl sulfanyl ethyl H

2a 980 Hs

sulfonyl)ethyl

2a 981 SOsH H H SOsH NHCOC Methyl 2-(2-Hydroxy

OMe CN 2-Sulfoethyl H

2a 982 H SOsH SOsH H Hs ethoxyjpropyl

2a 983 SOsH H H SOsH NHCOC Methyl 2-(2-Hydroxy

OMe CN 2-Sulfoethyl H

2a 984 H SOsH SOsH H Hs ethoxy)eth yl

2a 985 SOsH H H SOsH NHCOC Methyl 3-(4-Hydroxy

OMe CN 2-Sulfoethyl H

2a 986 H SOsH SOsH H Hs butoxyjpropyl

2a 987 SOsH H H SOsH NHCOC Methyl 3-(2-Phenoxy

OMe CN 2-Sulfoethyl H

2a 988 H SOsH SOsH H Hs ethoxyl)propyl

2a 989 SOsH H H SOsH NHCOC Methyl 3-lsopropxy

OMe CN 2-Sulfoethyl H

2a 990 H SOsH SOsH H Hs propyl

2a 991 SOsH H H SOsH NHCOC Methyl 3-Ethoxy

OMe CN 2-Sulfoethyl H

2a 992 H SOsH SOsH H Hs propyl

2a 993 SOsH H H SOsH NHCOC Methyl

OMe CN 2-Sulfoethyl 3-Ethoxy butyl H

2a 994 H SOsH SOsH H Hs

2a 995 SOsH H H SOsH Methyl 4-(2-Hydroxy

H SOsH SOsH H NHCOC ethane

OMe CN 2-Sulfoethyl H

2a 996 Hs sulfonyl)pheny

I

2a 997 SOsH H H SOsH Methyl

H

2a 998 H SOsH SOsH H NHCOC

OMe CONH 2 2-Sulfoethyl Methyl

Hs

2a 999 SOsH H H SOsH NHCOC Methyl

2a 1000 OMe CONH 2 2-Sulfoethyl Ethyl H

H SOsH SOsH H Hs

2a 1001 SOsH H H SOsH NHCOC Methyl

2a 1002 OMe CONH2 2-Sulfoethyl n-Propyl H

H SOsH SOsH H Hs

2g1003 SOsH H H SOsH NHCOC Methyl

2a 1004 OMe CONH2 2-Sulfoethyl Isopropyl H

H SOsH SOsH H Hs

2g1005 SOsH H H SOsH NHCOC Methyl

2a 1006 OMe CONH2 2-Sulfoethyl 1 -Ethyl propyl H

H SOsH SOsH H Hs

2a 1007 SOsH H H SOsH NHCOC Methyl 1 ,2-Dimethyl

2g1008 OMe CONH2 2-Sulfoethyl H

H SOsH SOsH H Hs propyl

2a 1009 SOsH H H SOsH NHCOC Methyl 2,2-Dimethyl

2a ioio OMe CONH2 2-Sulfoethyl H

H SOsH SOsH H Hs propyl

2a 1011 SOsH H H SOsH NHCOC Methyl

2a 1012 OMe CONH2 2-Sulfoethyl Butyl H

H SOsH SOsH H Hs

2a 1013 SOsH H H SOsH NHCOC Methyl

2a 1014 OMe CONH2 2-Sulfoethyl 2-Methyl butyl H

H SOsH SOsH H Hs

2a 1015 SOsH H H SOsH NHCOC Methyl

2a 1016 OMe CONH2 2-Sulfoethyl Tert butyl H

H SOsH SOsH H Hs

2a 1017 SOsH H H SOsH NHCOC Methyl

2a 1018 OMe CONH2 2-Sulfoethyl 3-Methyl butyl H

H SOsH SOsH H Hs

2a 1019 SOsH H H SOsH NHCOC Methyl

2a 1020 OMe CONH2 2-Sulfoethyl Sec butyl H

H SOsH SOsH H Hs

2a 1021 SOsH H H SOsH NHCOC Methyl

2a 1022 OMe CONH2 2-Sulfoethyl Pentyl H

H SOsH SOsH H Hs

2a 1023 SOsH H H SOsH NHCOC Methyl

2a 1024 OMe CONH2 2-Sulfoethyl Hexyl H

H SOsH SOsH H Hs

2a 1025 SOsH H H SOsH NHCOC Methyl

2a 1026 OMe CONH2 2-Sulfoethyl Cyclobutyl H

H SOsH SOsH H Hs

2a 1027 SOsH H H SOsH Methyl H

NHCOC

2a 1028 H SOsH SOsH H OMe CONH2 2-Sulfoethyl Cyclopentyl

Hs

2a 1029 SOsH H H SOsH NHCOC Methyl

2g1030 OMe CONH2 2-Sulfoethyl Cyclohexyl H

H SOsH SOsH H H 3

2a 1031 SOsH H H SOsH NHCOC Methyl 2-Methyl

2a 1032 OMe CONH2 2-Sulfoethyl H

H SOsH SOsH H H 3 cyclohexyl

2g1033 SOsH H H SOsH NHCOC Methyl 3-Methyl

2a 1034 OMe CONH2 2-Sulfoethyl H

H SOsH SOsH H H 3 cyclohexyl

2g1035 SOsH H H SOsH NHCOC Methyl

2g1036 OMe CONH2 2-Sulfoethyl Pentan-2-yl H

H SOsH SOsH H H 3

2a 1037 SOsH H H SOsH NHCOC Methyl

2g1038 OMe CONH2 2-Sulfoethyl 2-Ethylhexyl H

H SOsH SOsH H H 3

2g1039 SOsH H H SOsH NHCOC Methyl

2a 1040 OMe CONH2 2-Sulfoethyl Phenyl H

H SOsH SOsH H H 3

2a 1041 SOsH H H SOsH NHCOC Methyl

2a 1042 OMe CONH2 2-Sulfoethyl Benzyl H

H SOsH SOsH H H 3

2a 1043 SOsH H H SOsH NHCOC Methyl

2a 1044 OMe CONH2 2-Sulfoethyl Ally I H

H SOsH SOsH H H 3

2a 1045 SOsH H H SOsH NHCOC Methyl 2-Methoxy

2a 1046 OMe CONH2 2-Sulfoethyl H

H SOsH SOsH H H 3 ethyl

2a 1047 SOsH H H SOsH NHCOC Methyl 3-Methoxy

2a 1048 OMe CONH2 2-Sulfoethyl H

H SOsH SOsH H H 3 propyl

2a 1049 SOsH H H SOsH NHCOC Methyl

2a 1050 OMe CONH2 2-Sulfoethyl 3-Chloropropyl H

H SOsH SOsH H H 3

2a 1051 SOsH H H SOsH NHCOC Methyl 2-Methyl

2a 1052 OMe CONH2 2-Sulfoethyl H

H SOsH SOsH H H 3 thioethyl

2a 1053 SOsH H H SOsH NHCOC Methyl

2a 1054 OMe CONH2 2-Sulfoethyl 2-Fluoroethyl H

H SOsH SOsH H H 3

2 g1055 SOsH H H SOsH NHCOC Methyl

2 g1056 OMe CONH2 2-Sulfoethyl 2-Chloro ethyl H

H SOsH SOsH H H 3

2a 1057 SOsH H H SOsH Methyl 2-(2-Hydroxy

NHCOC

2a 1058 H SOsH SOsH H OMe CONH2 2-Sulfoethyl ethyl H

H 3

sulfonyl)ethyl

2a loss SOsH H H SOsH

2a 1086 Methyl Methyl CN 2-Carboxyethyl H 1 -Ethyl propyl H

H SOsH SOsH H

2a 1087 SOsH H H SOsH 1 ,2-Dimethyl

2a 1088 Methyl Methyl CN 2-Carboxyethyl H H

H SOsH SOsH H propyl

2a 1089 SOsH H H SOsH 2,2-Dimethyl

Methyl Methyl CN 2-Carboxyethyl H H

2a 1091 propyl

H SOsH SOsH H

2a 1092 SOsH H H SOsH

2 g 1093 Methyl Methyl CN 2-Carboxyethyl H Butyl H

H SOsH SOsH H

2a 1094 SOsH H H SOsH

2a 1095 Methyl Methyl CN 2-Carboxyethyl H 2-Methyl butyl H

H SOsH SOsH H

2a 1096 SOsH H H SOsH

2a 1097 Methyl Methyl CN 2-Carboxyethyl H Tert butyl H

H SOsH SOsH H

2a 1098 SOsH H H SOsH

2a 1099 Methyl Methyl CN 2-Carboxyethyl H 3-Methyl butyl H

H SOsH SOsH H

2a i i oo SOsH H H SOsH

2a 1 101 Methyl Methyl CN 2-Carboxyethyl H Sec butyl H

H SOsH SOsH H

2a 1 102 SOsH H H SOsH

2a 1 103 Methyl Methyl CN 2-Carboxyethyl H Pentyl H

H SOsH SOsH H

2a 1 104 SOsH H H SOsH

2a 1 105 Methyl Methyl CN 2-Carboxyethyl H Hexyl H

H SOsH SOsH H

2a 1 106 SOsH H H SOsH

2a 1 107 Methyl Methyl CN 2-Carboxyethyl H Cyclobutyl H

H SOsH SOsH H

2a 1 108 SOsH H H SOsH

2a 1 109 Methyl Methyl CN 2-Carboxyethyl H Cyclopentyl H

H SOsH SOsH H

2a 1 1 10 SOsH H H SOsH

2a 1 1 1 1 Methyl Methyl CN 2-Carboxyethyl H Cyclohexyl H

H SOsH SOsH H

2g 1 1 12 SOsH H H SOsH 2-Methyl

2g 1 1 13 Methyl Methyl CN 2-Carboxyethyl H H

H SOsH SOsH H cyclohexyl

2g 1 1 14 SOsH H H SOsH 3-Methyl

2a 1 1 15 Methyl Methyl CN 2-Carboxyethyl H H

H SOsH SOsH H cyclohexyl

2a 1116 SOsH H H SOsH

2a 1117 Methyl Methyl CN 2-Carboxyethyl H Pentan-2-yl H

H SOsH SOsH H

2a 1118 SOsH H H SOsH

2g 1119 Methyl Methyl CN 2-Carboxyethyl H 2-Ethylhexyl H

H SOsH SOsH H

2a 1120 SOsH H H SOsH

2g 1121 Methyl methyl CN 2-Carboxyethyl H Phenyl H

H SOsH SOsH H

2a 1122 SOsH H H SOsH

2a 1123 Methyl methyl CN 2-Carboxyethyl H Benzyl H

H SOsH SOsH H

2a 1124 SOsH H H SOsH

2a 1125 Methyl Methyl CN 2-Carboxyethyl H Ally I H

H SOsH SOsH H

2a 1126 SOsH H H SOsH 2-Methoxy

2a 1127 Methyl Methyl CN 2-Carboxyethyl H H

H SOsH SOsH H ethyl

2a 1128 SOsH H H SOsH 3-Methoxy

2a 1129 Methyl Methyl CN 2-Carboxyethyl H H

H SOsH SOsH H propyl

2a 1130 SOsH H H SOsH

2g 1131 Methyl Methyl CN 2-Carboxyethyl H 3-Chloropropyl H

H SOsH SOsH H

2a 1132 SOsH H H SOsH 2-Methyl

2a 1133 Methyl Methyl CN 2-Carboxyethyl H H

H SOsH SOsH H thioethyl

2a 1134 SOsH H H SOsH

2a 1135 Methyl Methyl CN 2-Carboxyethyl H 2-Fluoroethyl H

H SOsH SOsH H

2a 1136 SOsH H H SOsH 2-Carboxyethyl

2a 1137 Methyl Methyl CN H 2-Chloro ethyl H

H SOsH SOsH H

2a 1138 SOsH H H SOsH 2-(2-Hydroxy

2a 1139 H SOsH SOsH H Methyl Methyl CN 2-Carboxyethyl H ethyl H sulfonyl)ethyl

2a 1140 SOsH H H SOsH 2-(2-tert Butyl

2g 1141 H SOsH SOsH H Methyl Methyl CN 2-Carboxyethyl H sulfanyl ethyl H sulfonyl)ethyl

2a 1142 SOsH H H SOsH H

2-(2-Hydroxy

2a 1143 H SOsH SOsH H Methyl Methyl CN 2-Carboxyethyl H

ethoxyjpropyl

2a 1144 SOsH H H SOsH 2-(2-Hydroxy

2a 1145 Methyl Methyl CN 2-Carboxyethyl H H

H SOsH SOsH H ethoxy)ethyl

2a 1146 SOsH H H SOsH 3-(4-Hydroxy

2a 1147 Methyl Methyl CN 2-Carboxyethyl H H

H SOsH SOsH H butoxy)pr opyl

2a 1148 SOsH H H SOsH 3-(2-Phenoxy

2a 1149 Methyl Methyl CN 2-Carboxyethyl H H

H SOsH SOsH H ethoxyl)pr opyl

2a 1150 SOsH H H SOsH 3-lsopropxy

2a 1151 Methyl Methyl CN 2-Carboxyethyl H H

H SOsH SOsH H propyl

2a 1152 SOsH H H SOsH 3-Ethoxy

2a 1153 Methyl Methyl CN 2-Carboxyethyl H H

H SOsH SOsH H propyl

2a 1154 SOsH H H SOsH

2a 1155 Methyl Methyl CN 2-Carboxyethyl H 3-Ethoxy butyl H

H SOsH SOsH H

2a 1156 SOsH H H SOsH 4-(2-Hydroxy

H SOsH SOsH H ethane

2a 1157 Methyl Methyl CN 2-Carboxyethyl H H sulfonyl)pheny

I

2a 1158 SOsH H H SOsH

2a 1159 Methyl Methyl CONH2 2-Carboxyethyl H Methyl H

H SOsH SOsH H

2a 1160 SOsH H H SOsH

2g 1161 Methyl Methyl CONH2 2-Carboxyethyl H Ethyl H

H SOsH SOsH H

2a 1162 SOsH H H SOsH

2a 1163 Methyl Methyl CONH2 2-Carboxyethyl H n-Propyl H

H SOsH SOsH H

2a 1164 SOsH H H SOsH

2a 1165 Methyl Methyl CONH2 2-Carboxyethyl H Isopropyl H

H SOsH SOsH H

2a 1166 SOsH H H SOsH

2a 1167 Methyl Methyl CONH2 2-Carboxyethyl H 1 -Ethyl propyl H

H SOsH SOsH H

2a 1168 SOsH H H SOsH

2a 1169 H

H SOsH SOsH H

1 ,2-Dimethyl

Methyl Methyl CONH2 2-Carboxyethyl H

propyl

2a 1170 SOsH H H SOsH 2,2-Dimethyl

2a 1171 Methyl Methyl CONH2 2-Carboxyethyl H H

H SOsH SOsH H propyl

2a 1172 SOsH H H SOsH

2a 1173 Methyl Methyl CONH2 2-Carboxyethyl H Butyl H

H SOsH SOsH H

2a 1174 SOsH H H SOsH

2a 1175 Methyl Methyl CONH2 2-Carboxyethyl H 2-Methyl butyl H

H SOsH SOsH H

2a 1176 SOsH H H SOsH

2a 1177 Methyl Methyl CONH2 2-Carboxyethyl H Tert butyl H

H SOsH SOsH H

2a 1178 SOsH H H SOsH

2a 1179 Methyl Methyl CONH2 2-Carboxyethyl H 3-Methyl butyl H

H SOsH SOsH H

2a 1180 SOsH H H SOsH

2a 1181 Methyl Methyl CONH2 2-Carboxyethyl H Sec butyl H

H SOsH SOsH H

2a 1182 SOsH H H SOsH

2a 1183 Methyl Methyl CONH2 2-Carboxyethyl H Pentyl H

H SOsH SOsH H

2a 1184 SOsH H H SOsH

2a 1185 Methyl Methyl CONH2 2-Carboxyethyl H Hexyl H

H SOsH SOsH H

2a 1186 SOsH H H SOsH

2a 1187 Methyl Methyl CONH2 2-Carboxyethyl H Cyclobutyl H

H SOsH SOsH H

2a 1188 SOsH H H SOsH

2a 1189 Methyl Methyl CONH2 2-Carboxyethyl H Cyclopentyl H

H SOsH SOsH H

2a 1190 SOsH H H SOsH 2-Carboxyethyl

2g 1191 Methyl Methyl CONH2 H Cyclohexyl H

H SOsH SOsH H

2a 1192 SOsH H H SOsH 2-Methyl

2a 1193 Methyl Methyl CONH2 2-Carboxyethyl H H

H SOsH SOsH H cyclohexyl

2a 1194 SOsH H H SOsH 3-Methyl

2a 1195 Methyl Methyl CONH2 2-Carboxyethyl H H

H SOsH SOsH H cyclohexyl

2a 1196 SOsH H H SOsH

2a 1197 Methyl Methyl CONH2 2-Carboxyethyl H Pentan-2-yl H

H SOsH SOsH H

2a 1198 SOsH H H SOsH H

2a 1199 H SOsH SOsH H Methyl Methyl CONH2 2-Carboxyethyl H 2-Ethylhexyl

2a 1200 SOsH H H SOsH

2a 1201 Methyl Methyl CONH2 2-Carboxyethyl H Phenyl H

H SOsH SOsH H

2a 1202 SOsH H H SOsH

2a 1203 Methyl Methyl CONH2 2-Carboxyethyl H Benzyl H

H SOsH SOsH H

2a 1204 SOsH H H SOsH

2a 1205 Methyl Methyl CONH2 2-Carboxyethyl H Ally I H

H SOsH SOsH H

2a 1206 SOsH H H SOsH 2-Methoxy

2a 1207 Methyl Methyl CONH2 2-Carboxyethyl H H

H SOsH SOsH H ethyl

2a 1208 SOsH H H SOsH 3-Methoxy

2a 1209 Methyl Methyl CONH2 2-Carboxyethyl H H

H SOsH SOsH H propyl

2a 1210 SOsH H H SOsH 2-Carboxyethyl

2g 1211 Methyl Methyl CONH2 H 3-Chloropropyl H

H SOsH SOsH H

2g 1212 SOsH H H SOsH 2-Methyl

2a 1213 Methyl Methyl CONH2 2-Carboxyethyl H H

H SOsH SOsH H thioethyl

2g 1214 SOsH H H SOsH

2a 1215 Methyl Methyl CONH2 2-Carboxyethyl H 2-Fluoroethyl H

H SOsH SOsH H

2g 1216 SOsH H H SOsH

2g 1217 Methyl Methyl CONH2 2-Carboxyethyl H 2-Chloro ethyl H

H SOsH SOsH H

2a 1218 SOsH H H SOsH 2-(2-Hydroxy

2g 1219 H SOsH SOsH H Methyl Methyl CONH2 2-Carboxyethyl H ethyl H sulfonyl)ethyl

2a 1220 SOsH H H SOsH 2-(2-tert Butyl

2g 1221 H SOsH SOsH H Methyl Methyl CONH2 2-Carboxyethyl H sulfanyl ethyl H sulfonyl)ethyl

2a 1222 SOsH H H SOsH 2-(2-Hydroxy

2a 1223 Methyl Methyl CONH2 2-Carboxyethyl H H

H SOsH SOsH H ethoxyjpropyl

2a 1224 SOsH H H SOsH 2-(2-Hydroxy

2a 1225 Methyl Methyl CONH2 2-Carboxyethyl H H

H SOsH SOsH H ethoxy)ethyl

2a 1226 SOsH H H SOsH

2a 1227 3-(4-Hydroxy

H SOsH SOsH H Methyl Methyl CONH2 2-Carboxyethyl H H butoxyjpropyl

2a 1228 SOsH H H SOsH 3-(2-Phenoxy

2a 1229 Methyl Methyl CONH2 2-Carboxyethyl H H

H SOsH SOsH H ethoxyl)propyl

2a 1230 SOsH H H SOsH 3-lsopropxy

2a 1231 Methyl Methyl CONH2 2-Carboxyethyl H H

H SOsH SOsH H propyl

2a 1232 SOsH H H SOsH 3-Ethoxy

2a 1233 Methyl Methyl CONH2 2-Carboxyethyl H H

H SOsH SOsH H propyl

2a 1234 SOsH H H SOsH

2a 1235 Methyl Methyl CONH2 2-Carboxyethyl H 3-Ethoxy butyl H

H SOsH SOsH H

2a 1236 SOsH H H SOsH 4-(2-Hydroxy

H SOsH SOsH H ethane

2a 1237 Methyl Methyl CONH2 2-Carboxyethyl H H sulfonyl)pheny

I

2a 1238 SOsH H H SOsH NHCOC

2a 1239 OMe CN 2-Carboxyethyl H Methyl H

H SOsH SOsH H H 3

2a 1240 SOsH H H SOsH NHCOC

2g 1241 OMe CN 2-Carboxyethyl H Ethyl H

H SOsH SOsH H H 3

2a 1242 SOsH H H SOsH NHCOC

2a 1243 OMe CN 2-Carboxyethyl H n-Propyl H

H SOsH SOsH H H 3

2a 1244 SOsH H H SOsH NHCOC

2a 1245 OMe CN 2-Carboxyethyl H Isopropyl H

H SOsH SOsH H H 3

2a 1246 SOsH H H SOsH NHCOC

2a 1247 OMe CN 2-Carboxyethyl H 1 -Ethyl propyl H

H SOsH SOsH H H 3

2a 1248 SOsH H H SOsH NHCOC 1 ,2-Dimethyl

2a 1249 OMe CN 2-Carboxyethyl H H

H SOsH SOsH H H 3 propyl

2a 1250 SOsH H H SOsH NHCOC 2,2-Dimethyl

2a 1251 OMe CN 2-Carboxyethyl H H

H SOsH SOsH H H 3 propyl

2a 1252 SOsH H H SOsH NHCOC

2a 1253 OMe CN 2-Carboxyethyl H Butyl H

H SOsH SOsH H H 3

2a 1252 SOsH H H SOsH H

NHCOC

2a 1255 H SOsH SOsH H OMe CN 2-Carboxyethyl H 2-Methyl butyl

H 3

2a 1256 SOsH H H SOsH NHCOC

2a 1257 OMe CN 2-Carboxyethyl H Tert butyl H

H SOsH SOsH H H 3

2a 1258 SOsH H H SOsH NHCOC

2a 1259 OMe CN 2-Carboxyethyl H 3-Methyl butyl H

H SOsH SOsH H H 3

2a 1260 SOsH H H SOsH NHCOC

2g 1261 OMe CN 2-Carboxyethyl H Sec butyl H

H SOsH SOsH H H 3

2a 1262 SOsH H H SOsH NHCOC

2a 1263 OMe CN 2-Carboxyethyl H Pentyl H

H SOsH SOsH H H 3

2a 1264 SOsH H H SOsH NHCOC

2a 1265 OMe CN 2-Carboxyethyl H Hexyl H

H SOsH SOsH H H 3

2a 1266 SOsH H H SOsH NHCOC

2a 1267 OMe CN 2-Carboxyethyl H Cyclobutyl H

H SOsH SOsH H H 3

2a 1268 SOsH H H SOsH NHCOC

2a 1269 OMe CN 2-Carboxyethyl H Cyclopentyl H

H SOsH SOsH H H 3

2a 1270 SOsH H H SOsH NHCOC

2g 1271 OMe CN 2-Carboxyethyl H Cyclohexyl H

H SOsH SOsH H H 3

2a 1272 SOsH H H SOsH NHCOC 2-Methyl

2a 1273 OMe CN 2-Carboxyethyl H H

H SOsH SOsH H H 3 cyclohexyl

2a 1274 SOsH H H SOsH NHCOC 3-Methyl

2a 1275 OMe CN 2-Carboxyethyl H H

H SOsH SOsH H H 3 cyclohexyl

2a 1276 SOsH H H SOsH NHCOC

2a 1277 OMe CN 2-Carboxyethyl H Pentan-2-yl H

H SOsH SOsH H H 3

2a 1278 SOsH H H SOsH NHCOC

2a 1279 OMe CN 2-Carboxyethyl H 2-Ethylhexyl H

H SOsH SOsH H H 3

2a 1280 SOsH H H SOsH NHCOC

2g 1281 OMe CN 2-Carboxyethyl H Phenyl H

H SOsH SOsH H H 3

2a 1282 SOsH H H SOsH NHCOC

2a 1283 OMe CN 2-Carboxyethyl H Benzyl H

H SOsH SOsH H H 3

2a 1284 SOsH H H SOsH H

NHCOC

2a 1285 H SOsH SOsH H OMe CN 2-Carboxyethyl H Ally I

H 3

2a 1286 SOsH H H SOsH NHCOC 2-Methoxy

2a 1287 OMe CN 2-Carboxyethyl H H

H SOsH SOsH H H 3 ethyl

2a 1288 SOsH H H SOsH NHCOC 3-Methoxy

2a 1289 OMe CN 2-Carboxyethyl H H

H SOsH SOsH H H 3 propyl

2a 1290 SOsH H H SOsH NHCOC

2g 1291 OMe CN 2-Carboxyethyl H 3-Chloropropyl H

H SOsH SOsH H H 3

2a 1292 SOsH H H SOsH NHCOC 2-Methyl

2a 1293 OMe CN 2-Carboxyethyl H H

H SOsH SOsH H H 3 thioethyl

2a 1294 SOsH H H SOsH NHCOC

2a 1295 OMe CN 2-Carboxyethyl H 2-Fluoroethyl H

H SOsH SOsH H H 3

2a 1296 SOsH H H SOsH NHCOC

2a 1297 OMe CN 2-Carboxyethyl H 2-Chloro ethyl H

H SOsH SOsH H H 3

2a 1298 SOsH H H SOsH 2-(2-Hydroxy

NHCOC

2a 1299 H SOsH SOsH H OMe CN 2-Carboxyethyl H ethyl H

H 3

sulfonyl)ethyl

2a 1300 SOsH H H SOsH 2-(2-tert Butyl

NHCOC

2a 1301 H SOsH SOsH H OMe CN 2-Carboxyethyl H sulfanyl ethyl H

H 3

sulfonyl)ethyl

2a 1302 SOsH H H SOsH NHCOC 2-(2-Hydroxy

2a 1303 OMe CN 2-Carboxyethyl H H

H SOsH SOsH H H 3 ethoxy propyl

2a 1304 SOsH H H SOsH NHCOC 2-(2-Hydroxy

2a 1305 OMe CN 2-Carboxyethyl H H

H SOsH SOsH H H 3 ethoxy)ethyl

2g 1306 SOsH H H SOsH NHCOC 3-(4-Hydroxy

2a 1307 OMe CN 2-Carboxyethyl H H

H SOsH SOsH H H 3 butoxy propyl

2g 1308 SOsH H H SOsH NHCOC 3-(2-Phenoxy

2g 1309 OMe CN 2-Carboxyethyl H H

H SOsH SOsH H H 3 ethoxyl)propyl

2a 1310 SOsH H H SOsH NHCOC 3-lsopropxy

2g 131 1 OMe CN 2-Carboxyethyl H H

H SOsH SOsH H H 3 propyl

2g 1312 SOsH H H SOsH

2g 1313 NHCOC 3-Ethoxy

H SOsH SOsH H OMe CN 2-Carboxyethyl H H

H 3 propyl

2a 1314 SOsH H H SOsH NHCOC

2a 1315 OMe CN 2-Carboxyethyl H 3-Ethoxy butyl H

H SOsH SOsH H H 3

2a 1316 SOsH H H SOsH 4-(2-Hydroxy

H SOsH SOsH H NHCOC ethane

OMe CN 2-Carboxyethyl H H a 1317 H 3 sulfonyl)pheny

I

2a 1318 SOsH H H SOsH NHCOC

2g 1319 OMe CONH2 2-Carboxyethyl H Methyl H

H SOsH SOsH H H 3

2a 1320 SOsH H H SOsH NHCOC

2g 1321 OMe CONH2 2-Carboxyethyl H Ethyl H

H SOsH SOsH H H 3

2a 1322 SOsH H H SOsH NHCOC

2a 1323 OMe CONH2 2-Carboxyethyl H n-Propyl H

H SOsH SOsH H H 3

2a 1324 SOsH H H SOsH NHCOC

2a 1325 OMe CONH2 2-Carboxyethyl H Isopropyl H

H SOsH SOsH H H 3

2a 1326 SOsH H H SOsH NHCOC

2a 1327 OMe CONH2 2-Carboxyethyl H 1 -Ethyl propyl H

H SOsH SOsH H H 3

2a 1328 SOsH H H SOsH NHCOC 1 ,2-Dimethyl

2a 1329 OMe CONH2 2-Carboxyethyl H H

H SOsH SOsH H H 3 propyl

2a 1330 SOsH H H SOsH NHCOC 2,2-Dimethyl

2a 1331 OMe CONH2 2-Carboxyethyl H H

H SOsH SOsH H H 3 propyl

2a 1332 SOsH H H SOsH NHCOC

2a 1333 OMe CONH2 2-Carboxyethyl H Butyl H

H SOsH SOsH H H 3

2a 1334 SOsH H H SOsH NHCOC

2a 1335 OMe CONH2 2-Carboxyethyl H 2-Methyl butyl H

H SOsH SOsH H H 3

2g 1336 SOsH H H SOsH NHCOC 2-Carboxyethyl

2a 1337 OMe CONH2 H Tert butyl H

H SOsH SOsH H H 3

2g 1338 SOsH H H SOsH NHCOC

2g 1339 OMe CONH2 2-Carboxyethyl H 3-Methyl butyl H

H SOsH SOsH H H 3

2a 1340 SOsH H H SOsH H

NHCOC

2g 1341 H SOsH SOsH H OMe CONH2 2-Carboxyethyl H Sec butyl

H 3

2a 1342 SOsH H H SOsH NHCOC

2a 1343 OMe CONH2 2-Carboxyethyl H Pentyl H

H SOsH SOsH H H 3

2a 1344 SOsH H H SOsH NHCOC

2a 1345 OMe CONH2 2-Carboxyethyl H Hexyl H

H SOsH SOsH H H 3

2a 1346 SOsH H H SOsH NHCOC

2a 1347 OMe CONH2 2-Carboxyethyl H Cyclobutyl H

H SOsH SOsH H H 3

2a 1348 SOsH H H SOsH NHCOC

2a 1349 OMe CONH2 2-Carboxyethyl H Cyclopentyl H

H SOsH SOsH H H 3

2a 1350 SOsH H H SOsH NHCOC

2a 1351 OMe CONH2 2-Carboxyethyl H Cyclohexyl H

H SOsH SOsH H H 3

2a 1352 SOsH H H SOsH NHCOC 2-Methyl

2a 1353 OMe CONH2 2-Carboxyethyl H H

H SOsH SOsH H H 3 cyclohexyl

2a 1354 SOsH H H SOsH NHCOC 3-Methyl

2 g1355 OMe CONH2 2-Carboxyethyl H H

H SOsH SOsH H H 3 cyclohexyl

2g 1356 SOsH H H SOsH NHCOC 2-Carboxyethyl

2a 1357 OMe CONH2 H Pentan-2-yl H

H SOsH SOsH H H 3

2g 1358 SOsH H H SOsH NHCOC

2 g1359 OMe CONH2 2-Carboxyethyl H 2-ethylhexyl H

H SOsH SOsH H H 3

2g 1360 SOsH H H SOsH NHCOC

2a 1361 OMe CONH2 2-Carboxyethyl H Phenyl H

H SOsH SOsH H H 3

2a 1362 SOsH H H SOsH NHCOC

2a 1363 OMe CONH2 2-Carboxyethyl H Benzyl H

H SOsH SOsH H H 3

2a 1364 SOsH H H SOsH NHCOC

2a 1365 OMe CONH2 2-Carboxyethyl H Ally I H

H SOsH SOsH H H 3

2g 1366 SOsH H H SOsH NHCOC 2-Methoxy

2a 1367 OMe CONH2 2-Carboxyethyl H H

H SOsH SOsH H H 3 ethyl

2a 1368 SOsH H H SOsH NHCOC 3-Methoxy

2g 1369 OMe CONH2 2-Carboxyethyl H H

H SOsH SOsH H H 3 propyl

2a 1370 SOsH H H SOsH H

NHCOC

2g 1371 H SOsH SOsH H OMe CONH2 2-Carboxyethyl H 3-Chloropropyl

H 3

2a 1372 SOsH H H SOsH NHCOC 2-Methyl

2a 1373 OMe CONH2 2-Carboxyethyl H H

H SOsH SOsH H H 3 thioethyl

2a 1374 SOsH H H SOsH NHCOC

2a 1375 OMe CONH2 2-Carboxyethyl H 2-Fluoroethyl H

H SOsH SOsH H H 3

2a 1376 SOsH H H SOsH NHCOC

2a 1377 OMe CONH2 2-Carboxyethyl H 2-Chloro ethyl H

H SOsH SOsH H H 3

2a 1378 SOsH H H SOsH 2-(2-Hydroxy

NHCOC

2a 1379 H SOsH SOsH H OMe CONH2 2-Carboxyethyl H ethyl H

H 3

sulfonyl)ethyl

2a 1380 SOsH H H SOsH 2-(2-tert Butyl

NHCOC

2a 1381 H SOsH SOsH H OMe CONH2 2-Carboxyethyl H sulfanyl ethyl H

H 3

sulfonyl)ethyl

2a 1382 SOsH H H SOsH NHCOC 2-(2-Hydroxy

2a 1383 OMe CONH2 2-Carboxyethyl H H

H SOsH SOsH H H 3 ethoxyjpropyl

2a 1384 SOsH H H SOsH NHCOC 2-(2-Hydroxy

2a 1385 OMe CONH2 2-Carboxyethyl H H

H SOsH SOsH H H 3 ethoxy)ethyl

2g 1386 SOsH H H SOsH NHCOC 3-(4-Hydroxy

2a 1387 OMe CONH2 2-Carboxyethyl H H

H SOsH SOsH H H 3 butoxy propyl

2g 1388 SOsH H H SOsH NHCOC 3-(2-Phenoxy

2g 1389 OMe CONH2 2-Carboxyethyl H H

H SOsH SOsH H H 3 ethoxyl)propyl

2g 1390 SOsH H H SOsH NHCOC 3-lsopropxy

2a 1391 OMe CONH2 2-Carboxyethyl H H

H SOsH SOsH H H 3 propyl

2a 1392 SOsH H H SOsH NHCOC 3-Ethoxy

2a 1393 OMe CONH2 2-Carboxyethyl H H

H SOsH SOsH H H 3 propyl

2a 1394 SOsH H H SOsH NHCOC

2a 1395 OMe CONH2 2-Carboxyethyl H 3-Ethoxy butyl H

H SOsH SOsH H H 3

2g 1396 SOsH H H SOsH

2a 1397 4-(2-Hydroxy

H SOsH SOsH H

NHCOC ethane

OMe CONH2 2-Carboxyethyl H H

H 3 sulfonyl)pheny

I

2a 1397 SOsH H H SOsH

Methyl Methyl CN 2-Sulfoethyl H Ethyl Ethyl

2a 1398 H SOsH SOsH H

2a 1399 SOsH H H SOsH

Methyl Methyl CN 2-Sulfoethyl H Propyl Propyl

2a 1400 H SOsH SOsH H

2a 1401 SOsH H H SOsH

Methyl Methyl CN 2-Sulfoethyl H Butyl Butyl

2a 1402 H SOsH SOsH H

2a 1403 SOsH H H SOsH 2-Hydroxy 2-Hydrox

Methyl Methyl CN

2a 1404 H SOsH SOsH H 2-Sulfoethyl H

ethyl ethyl

2a 1405 SOsH H H SOsH

Methyl Methyl CN 2-Sulfoethyl H Hexyl Hexyl

2a 1406 H SOsH SOsH H

2a 1407 SOsH H H SOsH

Methyl Methyl CN 2-Sulfoethyl H Butyl Methyl

2a 1408 H SOsH SOsH H

2a 1409 SOsH H H SOsH

Methyl Methyl CN 2-Sulfoethyl H Butyl Ethyl

2a 1410 H SOsH SOsH H

2a 141 1 SOsH H H SOsH

Methyl Methyl CN 2-Sulfoethyl H Cyclohexyl Methyl

2a 1412 H SOsH SOsH H

2a 1413 SOsH H H SOsH

Methyl Methyl CN 2-Sulfoethyl H Cyclohexyl Ethyl

2a 1414 H SOsH SOsH H

2a 1415 SOsH H H SOsH 2-Hydrox

Methyl Methyl CN

2a 1416 H SOsH SOsH H 2-Sulfoethyl H Cyclohexyl

ethyl

2a 1417 SOsH H H SOsH

H SOsH SOsH H Ethyl

Methyl Methyl CONH 2 2-Sulfoethyl H Ethyl

2a 1418

2a 1419 SOsH H H SOsH

Methyl Methyl CONH2 2-Sulfoethyl H Propyl Propyl

2a 1420 H SOsH SOsH H

2a 1421 SOsH H H SOsH

Methyl Methyl CONH2 2-Sulfoethyl H Butyl Butyl

2a 1422 H SOsH SOsH H

2a 1423 SOsH H H SOsH 2-Hydroxy 2-Hydrox

Methyl Methyl

2a 1424 H SOsH SOsH H CONH2 2-Sulfoethyl H

ethyl ethyl

2a 1425 SOsH H H SOsH

Methyl Methyl CONH2 2-Sulfoethyl H Hexyl Hexyl

2a 1426 H SOsH SOsH H

2a 1427 SOsH H H SOsH

Methyl Methyl Butyl Methyl

2a 1428 H SOsH SOsH H CONH2 2-Sulfoethyl H

2a 1429 SOsH H H SOsH

Methyl Methyl CONH2 2-Sulfoethyl H Butyl Ethyl

2a 1430 H SOsH SOsH H

2a 1431 SOsH H H SOsH

Methyl Methyl CONH2 2-Sulfoethyl H Cyclohexyl Methyl

2a 1432 H SOsH SOsH H

2a 1433 SOsH H H SOsH

Methyl Methyl CONH2 2-Sulfoethyl H Cyclohexyl Ethyl

2a 1434 H SOsH SOsH H

2a 1435 SOsH H H SOsH 2-Hydrox

Methyl Methyl CONH2 2-Sulfoethyl H Cyclohexyl

2a 1436 H SOsH SOsH H ethyl

2a 1437 SOsH H H SOsH NHCOC

OMe CN 2-Sulfoethyl H Ethyl Ethyl

2a 1438 H SOsH SOsH H H 3

Propyl

2a 1439 SOsH H H SOsH

NHCOC

H SOsH SOsH H OMe CN

H 3 2-Sulfoethyl H Propyl

2a 1440

2a 1441 SOsH H H SOsH NHCOC

OMe CN Butyl Butyl

2a 1442 H SOsH SOsH H H 3 2-Sulfoethyl H

2a 1443 SOsH H H SOsH NHCOC 2-Hydroxy 2-Hydrox

OMe CN

SOsH SOsH H 2-Sulfoethyl H

2a 1444 H H 3 ethyl ethyl

2a 1445 SOsH H H SOsH NHCOC

OMe CN

H H 3 2-Sulfoethyl H Hexyl Hexyl

2a 1446 H SOsH SOsH

2a 1447 SOsH H H SOsH NHCOC

OMe CN Butyl Methyl

2a 1448 H SOsH SOsH H H 3 2-Sulfoethyl H

2a 1449 SOsH H H SOsH NHCOC

OMe CN 2-Sulfoethyl H Butyl Ethyl

2a 1450 H SOsH SOsH H H 3

2a 1451 SOsH H H SOsH NHCOC

OMe CN Methyl

2a 1452 H SOsH SOsH H H 3 2-Sulfoethyl H Cyclohexyl

2a 1453 SOsH H H SOsH NHCOC

OMe CN

H 3 2-Sulfoethyl H Cyclohexyl Ethyl

2a 1454 H SOsH SOsH H

2a 1455 SOsH H H SOsH NHCOC 2-Hydrox

OMe CN l

2a 1456 H SOsH SOsH H H 3 2-Sulfoethyl H Cyclohexy

ethyl

2a 1457 SOsH H H SOsH NHCOC

OMe CONH2 2-Sulfoethyl H Ethyl Ethyl

2a 1458 H SOsH SOsH H H 3

2a 1459 SOsH H H SOsH NHCOC

OMe

H 3 CONH2 2-Sulfoethyl H Propyl Propyl

2a 1460 H SOsH SOsH H

2g 1461 SOsH H H SOsH NHCOC

OMe Butyl

2a 1462 H SOsH SOsH H H 3 CONH2 2-Sulfoethyl H Butyl

2a 1463 SOsH H H SOsH NHCOC 2-Hydroxy 2-Hydrox

OMe

2a 1464 H SOsH SOsH H H 3 CONH2 2-Sulfoethyl H

ethyl ethyl

2a 1465 SOsH H H SOsH NHCOC

OMe 2-Sulfoethyl H Hexyl Hexyl

2a 1466 H SOsH SOsH H H 3 CONH2

2a 1467 SOsH H H SOsH NHCOC

OMe H Butyl Methyl

2a 1468 H SOsH SOsH H H 3 CONH2 2-Sulfoethyl

2a 1469 SOsH H H SOsH NHCOC

OMe Butyl Ethyl

2a 1470 H SOsH SOsH H H 3 CONH2 2-Sulfoethyl H

2g 1471 SOsH H H SOsH NHCOC

OMe

H 3 CONH2 2-Sulfoethyl H Cyclohexyl Methyl

2a 1472 H SOsH SOsH H

2a 1473 SOsH H H SOsH NHCOC

OMe Cyclohexyl Ethyl

2a 1474 H SOsH SOsH H H 3 CONH2 2-Sulfoethyl H

2a 1475 SOsH H H SOsH

NHCOC 2-Hydrox

H SOsH SOsH H OMe hexyl

2a 1476 H 3 CONH2 2-Sulfoethyl H Cyclo

ethyl

2a 1477 SOsH H H SOsH

Methyl Methyl CN 2-Sulfoethyl Methyl Ethyl Ethyl

2a 1478 H SOsH SOsH H

2a 1479 SOsH H H SOsH

Methyl Methyl CN 2-Sulfoethyl Methyl Propyl Propyl

2a 1480 H SOsH SOsH H

2a 1481 SOsH H H SOsH

Methyl Methyl CN 2-Sulfoethyl Methyl Butyl Butyl

2a 1482 H SOsH SOsH H

2a 1483 SOsH H H SOsH 2-Hydroxy 2-Hydrox

Methyl Methyl CN

2a 1484 H SOsH SOsH H 2-Sulfoethyl Methyl ethyl ethyl

2a 1485 SOsH H H SOsH Hexyl

H SOsH SOsH H Methyl Methyl CN 2-Sulfoethyl Methyl Hexyl

2a 1486

2a 1487 SOsH H H SOsH

Methyl Methyl CN 2-Sulfoethyl Methyl Butyl Methyl

2a 1488 H SOsH SOsH H

2a 1489 SOsH H H SOsH

Methyl Methyl CN 2-Sulfoethyl Methyl Butyl Ethyl

2a 1490 H SOsH SOsH H

2g 1491 SOsH H H SOsH

Methyl Methyl CN

H 2-Sulfoethyl Methyl Cyclohexyl Methyl

2a 1492 H SOsH SOsH

2a 1493 SOsH H H SOsH

Methyl Methyl CN 2-Sulfoethyl Methyl Cyclohexyl Ethyl

2a 1494 H SOsH SOsH H

2a 1495 SOsH H H SOsH 2-Hydrox

Methyl Methyl CN 2-Sulfoethyl Methyl Cyclohexyl

2a 1496 H SOsH SOsH H ethyl

2a 1497 SOsH H H SOsH

Methyl Methyl CONH2 2-Sulfoethyl Methyl Ethyl Ethyl

2a 1498 H SOsH SOsH H

2a 1499 SOsH H H SOsH

Methyl Methyl CONH2 2-Sulfoethyl Methyl Propyl Propyl

2a 1500 H SOsH SOsH H

2a 1501 SOsH H H SOsH

Methyl Methyl CONH2 2-Sulfoethyl Methyl Butyl Butyl

2a 1502 H SOsH SOsH H

2a 1503 SOsH H H SOsH 2-Hydroxy 2-Hydrox

Methyl Methyl

2 CONH2 2-Sulfoethyl Methyl

a1504 H SOsH SOsH H ethyl ethyl

2 g1505 SOsH H H SOsH

Methyl Methyl CONH2 2-Sulfoethyl Methyl Hexyl Hexyl

2g 1506 H SOsH SOsH H

2a 1507 SOsH H H SOsH

Methyl Methyl CONH2 2-Sulfoethyl Methyl Butyl Methyl

2g 1508 H SOsH SOsH H

2 g1509 SOsH H H SOsH

Methyl Methyl CONH2 2-Sulfoethyl Methyl Butyl Ethyl

2a 1510 H SOsH SOsH H

2a 1511 SOsH H H SOsH

Methyl Methyl CONH2 2-Sulfoethyl Methyl Cyclohexyl Methyl

2a 1512 H SOsH SOsH H

2a 1513 SOsH H H SOsH

Methyl Methyl CONH2 2-Sulfoethyl Methyl Cyclohexyl Ethyl

2a 1514 H SOsH SOsH H

2a 1515 SOsH H H SOsH 2-Hydrox

Methyl Methyl

2a 1516 H SOsH SOsH H CONH2 2-Sulfoethyl Methyl Cyclohexyl

ethyl

2a 1517 SOsH H H SOsH NHCOC

OMe CN 2-Sulfoethyl Methyl Ethyl Ethyl

2a 1518 H SOsH SOsH H H 3

2a 1519 SOsH H H SOsH NHCOC

OMe CN ethyl Propyl Propyl

2a 1520 H SOsH SOsH H H 3 2-Sulfoethyl M

2a 1521 SOsH H H SOsH NHCOC

OMe CN

H 3 2-Sulfoethyl Methyl Butyl Butyl

2a 1522 H SOsH SOsH H

2a 1523 SOsH H H SOsH NHCOC 2-Hydroxy 2-Hydrox

OMe CN 2-Sulfoethyl Methyl

2a 1524 H SOsH SOsH H H 3 ethyl ethyl

2a 1525 SOsH H H SOsH NHCOC

OMe CN

H 3 2-Sulfoethyl Methyl Hexyl Hexyl

2a 1526 H SOsH SOsH H

2a 1527 SOsH H H SOsH NHCOC

OMe CN

H H H 3 2-Sulfoethyl Methyl Butyl Methyl

2a 1528 H SOsH SOs

2a 1529 SOsH H H SOsH NHCOC

OMe CN Sulfoethyl Methyl Butyl Ethyl

2a 1530 H SOsH SOsH H H 3 2-

2a 1531 SOsH H H SOsH NHCOC

OMe CN Methyl

2a 1532 H SOsH SOsH H H 3 2-Sulfoethyl Methyl Cyclohexyl

2a 1533 SOsH H H SOsH NHCOC

OMe CN Cyclohexyl Ethyl

2a 1534 H SOsH SOsH H H 3 2-Sulfoethyl Methyl

2a 1557 SOsH H H SOsH

Methyl Methyl CN 2-Carboxy ethyl H Ethyl Ethyl

2a 1558 H SOsH SOsH H

2a 1559 SOsH H H SOsH

Methyl Methyl CN 2-Carboxy ethyl H Propyl Propyl

2a 1560 H SOsH SOsH H

2a 1561 SOsH H H SOsH

Methyl Methyl CN 2-Carboxy ethyl H Butyl Butyl

2a 1562 H SOsH SOsH H

2 g 1563 SOsH H H SOsH 2-Hydroxy 2-Hydrox

Methyl Methyl CN

2a 1564 H SOsH SOsH H 2-Carboxy ethyl H

ethyl ethyl

2a 1565 SOsH H H SOsH

Methyl Methyl CN 2-Carboxy ethyl H Hexyl Hexyl

2a 1566 H SOsH SOsH H

2a 1567 SOsH H H SOsH

Methyl Methyl CN 2-Carboxy ethyl H Butyl Methyl

2a 1568 H SOsH SOsH H

2a 1569 SOsH H H SOsH

Methyl Methyl CN 2-Carboxy ethyl H Butyl Ethyl

2a 1570 H SOsH SOsH H

2a 1571 SOsH H H SOsH

Methyl Methyl CN 2-Carboxy ethyl H Cyclohexyl Methyl

2a 1572 H SOsH SOsH H

2a 1573 SOsH H H SOsH

Methyl Methyl CN 2-Carboxy ethyl H Cyclohexyl Ethyl

2a 1574 H SOsH SOsH H

2a 1575 SOsH H H SOsH 2-Hydrox

Methyl Methyl CN

2a 1576 H SOsH SOsH H 2-Carboxy ethyl H Cyclohexyl

ethyl

2a 1577 SOsH H H SOsH Ethyl

H SOsH SOsH H Methyl Methyl CONH 2 2-Carboxy ethyl H Ethyl

2a 1578

2a 1625 SOsH H H SOsH NHCOC

OMe Hexyl

2a 1626 H SOsH SOsH H H 3 CONH2 2-Carboxy ethyl H Hexyl

2a 1627 SOsH H H SOsH NHCOC

OMe

SOsH H H 3 CONH2 2-Carboxy ethyl H Butyl Methyl

2a 1628 H SOsH

2a 1629 SOsH H H SOsH NHCOC

OMe

H 3 CONH2 2-Carboxy ethyl H Butyl Ethyl

2a 1630 H SOsH SOsH H

2a 1631 SOsH H H SOsH NHCOC

OMe

H 3 CONH2 2-Carboxy ethyl H Cyclohexyl Methyl

2a 1632 H SOsH SOsH H

2a 1633 SOsH H H SOsH NHCOC

OMe H Cyclohexyl Ethyl

2a 1634 H SOsH SOsH H H 3 CONH2 2-Carboxy ethyl

2a 1635 SOsH H H SOsH NHCOC 2-Hydrox

OMe Cyclohexyl

2g 1636 H SOsH SOsH H H 3 CONH2 2-Carboxy ethyl H

ethyl

2a 1637 SOsH H H SOsH 2-(4-Sulfophenyl)

Methyl Methyl CN H Methyl H

2g 1638 H SOsH SOsH H ethyl

2g 1639 SOsH H H SOsH 2-(4-Sulfophenyl)

Methyl Methyl CN H Ethyl H

2a 1640 H SOsH SOsH H ethyl

2g 1641 SOsH H H SOsH 2-(4-Sulfophenyl)

Methyl Methyl CN H n-Propyl H

2a 1642 H SOsH SOsH H ethyl

2a 1643 SOsH H H SOsH 2-(4-Sulfophenyl) H

H SOsH H Methyl Methyl CN H Isopropyl

2a 1644 H SOs ethyl

2a 1645 SOsH H H SOsH 2-(4-Sulfophenyl)

Methyl Methyl CN H 1 -Ethyl propyl H

2a 1646 H SOsH SOsH H ethyl

2a 1647 SOsH H H SOsH 2-(4-Sulfophenyl) 1 ,2-Dimethyl

Methyl Methyl CN H H

2a 1648 H SOsH SOsH H ethyl propyl

2a 1649 SO3H H H SO3H 2-(4-Sulfophenyl) 2,2-Dimethyl

Methyl Methyl CN H H

2g1650 H SO3H SO3H H ethyl propyl

2a 1651 SO3H H H SO3H 2-(4-Sulfophenyl)

Methyl Methyl CN H Butyl H

2a 1652 H SO3H SO3H H ethyl

2g1653 SO3H H H SO3H 2-(4-Sulfophenyl)

Methyl Methyl CN H 2-Methyl butyl H

2a 1654 H SO3H SO3H H ethyl

2g1655 SO3H H H SO3H 2-(4-Sulfophenyl)

Methyl Methyl CN H Tert butyl H

2g1656 H SO3H SO3H H ethyl

2a 1657 SO3H H H SO3H 2-(4-Sulfophenyl)

Methyl Methyl CN H 3-Methyl butyl H

2g1658 H SO3H SO3H H ethyl

2g 1659 SO3H H H SO3H 2-(4-Sulfophenyl)

Methyl Methyl CN H Sec butyl H

2g 1660 H SO3H SO3H H ethyl

2 g1661 SO3H H H SO3H 2-(4-Sulfophenyl)

Methyl Methyl CN H Pentyl H

2 g1662 H SO3H SO3H H ethyl

2g1663 SO3H H H SO3H 2-(4-Sulfophenyl)

Methyl Methyl CN H Hexyl H

2 g1664 H SO3H SO3H H ethyl

2g1665 SO3H H H SO3H 2-(4-Sulfophenyl)

Methyl Methyl CN H Cyclobutyl H

2g1666 H SO3H SO3H H ethyl

2 g1667 SO3H H H SO3H 2-(4-Sulfophenyl)

Methyl Methyl CN H Cyclopentyl H

2g1668 H SO3H SO3H H ethyl

2g 1669 SO3H H H SO3H 2-(4-Sulfophenyl)

Methyl Methyl CN H Cyclohexyl H

2 g 1670 H SO3H SO3H H ethyl

2 g 1671 SO3H H H SO3H 2-(4-Sulfophenyl) 2-Methyl

Methyl Methyl CN H H

2 g1672 H SO3H SO3H H ethyl cyclohexyl

2a 1673 SOsH H H SOsH 2-(4-Sulfophenyl) 3-Methyl

Methyl Methyl CN H H

2a 1674 H SO3H SOsH H ethyl cyclohexyl

2a 1675 SO3H H H SO3H 2-(4-Sulfophenyl)

Methyl Methyl CN H Pentan-2-yl H

2a 1676 H SOsH SOsH H ethyl

2a 1677 SO3H H H SOsH 2-(4-Sulfophenyl)

Methyl Methyl CN H 2-Ethylhexyl H

2a 1678 H SOsH SOsH H ethyl

2a 1679 SOsH H H SOsH 2-(4-Sulfophenyl)

Methyl Methyl CN H Phenyl H

2a 1680 H SOsH SOsH H ethyl

2a 1681 SOsH H H SOsH 2-(4-Sulfophenyl)

Methyl Methyl CN H Benzyl H

2a 1682 H SOsH SOsH H ethyl

2a 1683 SOsH H H SOsH 2-(4-Sulfophenyl)

Methyl Methyl CN H Ally I H

2a 1684 H SOsH SOsH H ethyl

2a 1685 SO3H H H SO3H 2-(4-Sulfophenyl) 2-Methoxy

Methyl Methyl CN H H

2a 1686 H SO3H SOsH H ethyl ethyl

2a 1687 SO3H H H SOsH 2-(4-Sulfophenyl) 3-Methoxy

Methyl Methyl CN H H

2g 1688 H SOsH SOsH H ethyl propyl

2g 1689 SO3H H H SOsH 2-(4-Sulfophenyl)

Methyl Methyl CN H 3-Chloropropyl H

2g 1690 H SOsH SOsH H ethyl

2a 1691 SOsH H H SOsH 2-(4-Sulfophenyl) 2-Methyl

Methyl Methyl CN H H

2a 1692 H SOsH SOsH H ethyl thioethyl

2a 1693 SOsH H H SOsH 2-(4-Sulfophenyl)

Methyl Methyl CN H 2-Fluoroethyl H

2a 1694 H SOsH SOsH H ethyl

2a 1695 SOsH H H SOsH 2-(4-Sulfophenyl)

Methyl Methyl CN H 2-Chloro ethyl H

2 g1696 H SO3H SOsH H ethyl

2a 1697 SOsH H H SOsH 2-(4-Sulfophenyl) 2-(2-Hydroxy

OsH SOsH H Methyl Methyl CN H ethyl H

2a 1698 H S ethyl sulfonyl)ethyl

2a 1699 SOsH H H SOsH 2-(4-Sulfophenyl) 2-(2-tert Butyl

sH SOsH H Methyl Methyl CN H sulfanyl ethyl H

2a 1 00 H SO ethyl sulfonyl)ethyl

2a 1 01 SOsH H H SOsH 2-(4-Sulfophenyl) H

2-(2-Hydroxy

Methyl Methyl CN H

2a 1 02 H SOsH SOsH H ethyl ethoxyjpropyl

2a 1 03 SOsH H H SOsH 2-(4-Sulfophenyl) 2-(2-Hydroxy

Methyl Methyl CN H H

2a 1704 H SOsH SOsH H ethyl ethoxy)ethyl

2a 1705 SOsH H H SOsH 2-(4-Sulfophenyl) 3-(4-Hydroxy

Methyl Methyl CN H H

2a 1706 H SOsH SOsH H ethyl butoxy propyl

2a 1707 SOsH H H SOsH 2-(4-Sulfophenyl) 3-(2-Phenoxy

Methyl Methyl CN H H

2a 1708 H SOsH SOsH H ethyl ethoxyl)propyl

2a 1709 SOsH H H SOsH 2-(4-Sulfophenyl) 3-lsopropxy

Methyl Methyl CN H H

2a 1710 H SOsH SOsH H ethyl propyl

2a 171 1 SOsH H H SOsH 2-(4-Sulfophenyl) 3-Ethoxy

Methyl Methyl CN H H

2a 1712 H SOsH SOsH H ethyl propyl

2a 1713 SOsH H H SOsH 2-(4-Sulfophenyl)

Methyl Methyl CN H 3-Ethoxy butyl H

2a 1714 H SOsH SOsH H ethyl

2a 1715 SOsH H H SOsH 2-(4-Sulfophenyl) 4-(2-Hydroxy

H SOsH SOsH H ethane

Methyl Methyl CN ethyl H H

2a 1716 sulfonyl)pheny

I

2a 1717 SOsH H H SOsH 2-(4-Sulfophenyl)

Methyl Methyl CONH 2 H Methyl H

2a 1718 H SOsH SOsH H ethyl

2a 1719 SO3H H H SO3H 2-(4-Sulfophenyl)

Methyl Methyl CONH2 H Ethyl H

2a 1720 H SO3H SO3H H ethyl

2a 1721 SO3H H H SO3H 2-(4-Sulfophenyl)

Methyl Methyl CONH2 H n-Propyl H

2a 1722 H SO3H SO3H H ethyl

2a 1723 SO3H H H SO3H 2-(4-Sulfophenyl)

Methyl Methyl CONH2 H Isopropyl H

2a 1724 H SO3H SO3H H ethyl

2a 1725 SO3H H H SO3H 2-(4-Sulfophenyl)

Methyl Methyl CONH2 H 1 -Ethyl propyl H

2a 1726 H SO3H SO3H H ethyl

2a 1727 SO3H H H SO3H 2-(4-Sulfophenyl) H

H SO3H SO3H H 1 ,2-Dimethyl

Methyl Methyl CONH2 ethyl H

2a 1728 propyl

2a 1729 SO3H H H SO3H 2-(4-Sulfophenyl) 2,2-Dimethyl

Methyl Methyl CONH2 H H

2a 1730 H SO3H SO3H H ethyl propyl

2a 1731 SO3H H H SO3H 2-(4-Sulfophenyl)

Methyl Methyl CONH2 H Butyl H

2a 1732 H SO3H SO3H H ethyl

2a 1733 SO3H H H SO3H 2-(4-Sulfophenyl)

Methyl Methyl CONH2 H 2-Methyl butyl H

2a 1734 H SO3H SO3H H ethyl

2a 1735 SO3H H H SO3H 2-(4-Sulfophenyl)

Methyl Methyl CONH2 H Tert butyl H

2a 1736 H SO3H SO3H H ethyl

2a 1737 SO3H H H SO3H 2-(4-Sulfophenyl)

Methyl Methyl CONH2 H 3-Methyl butyl H

2a 1738 H SO3H SO3H H ethyl

2a 1739 SO3H H H SO3H 2-(4-Sulfophenyl)

2a 1740 H SO3H SO3H H Methyl Methyl CONH2 ethyl H Sec butyl H

2a 1741 SOsH H H SOsH 2-(4-Sulfophenyl)

Methyl Methyl CONH 2 H Pentyl H

2a 1742 H SOsH SOsH H ethyl

2a 1743 SOsH H H SOsH 2-(4-Sulfophenyl)

Methyl Methyl CONH2 H Hexyl H

2a 1744 H SOsH SOsH H ethyl

2a 1745 SOsH H H SOsH 2-(4-Sulfophenyl)

Methyl Methyl CONH2 H Cyclobutyl H

2a 1746 H SOsH SOsH H ethyl

2a 1747 SOsH H H SOsH 2-(4-Sulfophenyl)

Methyl Methyl CONH2 H Cyclopentyl H

2a 1748 H SOsH SOsH H ethyl

2a 1749 SOsH H H SOsH 2-(4-Sulfophenyl)

Methyl Methyl CONH2 H Cyclohexyl H

2a 1 50 H SOsH SOsH H ethyl

2a 1751 SOsH H H SOsH 2-(4-Sulfophenyl) 2-Methyl

Methyl Methyl CONH2 H H

2a 1752 H SOsH SOsH H ethyl cyclohexyl

2a 1753 SOsH H H SOsH 2-(4-Sulfophenyl) 3-Methyl

Methyl Methyl CONH2 H H

2a 1754 H SOsH SOsH H ethyl cyclohexyl

2a 1755 SOsH H H SOsH 2-(4-Sulfophenyl)

Methyl Methyl CONH2 H Pentan-2-yl H

2a 1756 H SOsH SOsH H ethyl

2a 1757 SOsH H H SOsH 2-(4-Sulfophenyl) H

H SOsH SOsH H Methyl Methyl CONH2 H 2-Ethylhexyl

2a 1758 ethyl

2a 1 59 SOsH H H SOsH 2-(4-Sulfophenyl)

Methyl Methyl CONH2 H Phenyl H

2a 1760 H SOsH SOsH H ethyl

2a 1761 SOsH H H SOsH 2-(4-Sulfophenyl)

Methyl Methyl CONH2 H Benzyl H

2a 1762 H SOsH SOsH H ethyl

2a 1763 SOsH H H SOsH 2-(4-Sulfophenyl)

Methyl Methyl CONH2 H Allyl H

2a 1764 H SOsH SOsH H ethyl

2a 1765 SOsH H H SOsH 2-(4-Sulfophenyl) 2-Methoxy

Methyl Methyl CONH2 H H

2a 1766 H SOsH SOsH H ethyl ethyl

2a 1767 SOsH H H SOsH 2-(4-Sulfophenyl) 3-Methoxy

Methyl Methyl CONH2 H H

2a 1768 H SOsH SOsH H ethyl propyl

2a 1769 SOsH H H SOsH 2-(4-Sulfophenyl)

Methyl Methyl CONH2 H 3-Chloropropyl H

2a 1770 H SOsH SOsH H ethyl

2g 1771 SOsH H H SOsH 2-(4-Sulfophenyl) 2-Methyl

Methyl Methyl CONH2 H H

2a 1772 H SOsH SOsH H ethyl thioethyl

2a 1773 SOsH H H SOsH 2-(4-Sulfophenyl)

Methyl Methyl CONH2 H 2-Fluoroethyl H

2a 1774 H SOsH SOsH H ethyl

2a 1775 SOsH H H SOsH 2-(4-Sulfophenyl)

Methyl Methyl CONH2 H 2-Chloro ethyl H

2g 1776 H SOsH SOsH H ethyl

2g 1777 SOsH H H SOsH 2-(4-Sulfophenyl) 2-(2-Hydroxy

Methyl Methyl CONH2 H ethyl H

2a 1778 H SOsH SOsH H ethyl sulfonyl)ethyl

2a 1779 SOsH H H SOsH 2-(4-Sulfophenyl) 2-(2-tert Butyl

Methyl Methyl CONH2 H sulfanyl ethyl H

2a 1780 H SOsH SOsH H ethyl sulfonyl)ethyl

2a 1781 SOsH H H SOsH 2-(4-Sulfophenyl) 2-(2-Hydroxy

Methyl Methyl CONH2 H H

2a 1782 H SOsH SOsH H ethyl ethoxyjpropyl

2a 1783 SOsH H H SOsH 2-(4-Sulfophenyl) 2-(2-Hydroxy

Methyl Methyl CONH2 H H

2a 1784 H SOsH SOsH H ethyl ethoxy)ethyl

2a 1785 SOsH H H SOsH 2-(4-Sulfophenyl)

2a 1786 H SOsH SOsH H ethyl 3-(4-Hydroxy

Methyl Methyl CONH2 H H butoxy propyl

2a 1787 SOsH H H SOsH 2-(4-Sulfophenyl) 3-(2-Phenoxy

Methyl Methyl CONH2 H H

2a 1782 H SOsH SOsH H ethyl ethoxyl)propyl

2a 1789 SOsH H H SOsH 2-(4-Sulfophenyl) 3-lsopropxy

Methyl Methyl CONH2 H H

2a 1790 H SOsH SOsH H ethyl propyl

2g 1791 SOsH H H SOsH 2-(4-Sulfophenyl) 3-Ethoxy

Methyl Methyl CONH2 H H

2a 1792 H SOsH SOsH H ethyl propyl

2a 1793 SOsH H H SOsH 2-(4-Sulfophenyl)

Methyl Methyl CONH2 H 3-Ethoxy butyl H

2a 1794 H SOsH SOsH H ethyl

2a 1795 SOsH H H SOsH 2-(4-Sulfophenyl) 4-(2-Hydroxy

H SOsH SOsH H ethane

Methyl Methyl CONH2 ethyl H H

2a 1796 sulfonyl)pheny

I

2a 1797 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl)

OMe CN H Methyl H

2a 1798 H SOsH SOsH H H 3 ethyl

2a 1799 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl)

OMe CN H Ethyl H

2a 1800 H SOsH SOsH H H 3 ethyl

2a 1801 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl)

OMe CN H n-Propyl H

2a 1802 H SOsH SOsH H H 3 ethyl

2a 1803 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl)

OMe CN H Isopropyl H

2a 1804 H SOsH SOsH H H 3 ethyl

2a 1805 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl)

OMe CN H 1 -Ethyl propyl H

2g 1806 H SOsH SOsH H H 3 ethyl

2a 1807 SOsH H H SOsH 2-(4-Sulfophenyl)

2g 1808 H SOsH SOsH H NHCOC 1 ,2-Dimethyl

OMe CN

H 3 ethyl H H propyl

2a 1809 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl) 2,2-Dimethyl

OMe CN H H

2a 1810 H SOsH SOsH H Hs ethyl propyl

2a 181 1 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl)

OMe CN H Butyl H

2a 1812 H SOsH SOsH H Hs ethyl

2a 1813 SOsH H H SOsH

NHCOC 2-(4-Sulfophenyl) H sH SOsH H OMe CN H 2-Methyl butyl

2a 1814 H SO Hs ethyl

2a 1815 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl)

OMe CN H Tert butyl H

2a 1816 H SOsH SOsH H Hs ethyl

2a 1817 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl)

OMe CN H 3-Methyl butyl H

2g 1818 H SOsH SOsH H Hs ethyl

2g 1819 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl)

OMe CN H Sec butyl H

2a 1820 H SOsH SOsH H Hs ethyl

2g 1821 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl)

OMe CN H Pentyl H

2a 1822 H SOsH SOsH H Hs ethyl

2a 1823 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl)

OMe CN H Hexyl H

2a 1824 H SOsH SOsH H Hs ethyl

2a 1825 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl)

OMe CN H Cyclobutyl H

2a 1826 H SOsH SOsH H Hs ethyl

2a 1827 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl)

OMe CN H Cyclopentyl H

2a 1828 H SOsH SOsH H Hs ethyl

2a 1829 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl)

OMe CN H Cyclohexyl H

2a 1830 H SOsH SOsH H Hs ethyl

2a 1831 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl) 2-Methyl

OMe CN H H

2a 1832 H SOsH SOsH H Hs ethyl cyclohexyl

2g1833 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl) 3-Methyl

OMe CN H H

2a 1834 H SOsH SOsH H H 3 ethyl cyclohexyl

2g1835 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl)

OMe CN H Pentan-2-yl H

2a 1832 H SOsH SOsH H H 3 ethyl

2a 1837 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl)

OMe CN H 2-Ethylhexyl H

2g1838 H SOsH SOsH H H 3 ethyl

2g1839 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl)

OMe CN H Phenyl H

2a 1840 H SOsH SOsH H H 3 ethyl

2a 1841 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl)

OMe CN H Benzyl H

2a 1842 H SOsH SOsH H H 3 ethyl

2a 1843 SOsH H H SOsH H

NHCOC 2-(4-Sulfophenyl)

H SOsH SOsH H OMe CN H Ally I

2a 1844 H 3 ethyl

2a 1845 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl) 2-Methoxy

OMe CN H H

2a 1846 H SOsH SOsH H H 3 ethyl ethyl

2a 1847 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl) 3-Methoxy

OMe CN H H

2a 1848 H SOsH SOsH H H 3 ethyl propyl

2a 1849 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl)

OMe CN H 3-Chloropropyl H

2a 1850 H SOsH SOsH H H 3 ethyl

2a 1851 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl) 2-Methyl

OMe CN H H

2a 1852 H SOsH SOsH H H 3 ethyl thioethyl

2a 1853 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl)

OMe CN H 2-Fluoroethyl H

2a 1854 H SOsH SOsH H H 3 ethyl

2 g1855 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl)

OMe CN H 2-Chloro ethyl H

2 g1856 H SOsH SOsH H H 3 ethyl

2a 1857 SOsH H H SOsH 2-(2-Hydroxy

NHCOC 2-(4-Sulfophenyl)

OsH SOsH H OMe CN H ethyl H

2a 1858 H S Hs ethyl sulfonyl)ethyl

2a 1859 SOsH H H SOsH

NHCOC 2-(4-Sulfophenyl) 2-(2-tert Butyl sH SOsH H OMe CN H sulfanyl ethyl H

2a 1860 H SO Hs ethyl sulfonyl)ethyl

2a 1861 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl) 2-(2-Hydroxy

OMe CN H H

2a 1862 H SOsH SOsH H Hs ethyl ethoxyjpropyl

2 g 1863 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl) 2-(2-Hydroxy

OMe CN H H

2a 1864 H SOsH SOsH H Hs ethyl ethoxy)ethyl

2a 1865 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl) 3-(4-Hydroxy

OMe CN H H

2a 1866 H SOsH SOsH H Hs ethyl butoxy propyl

2a 1867 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl) 3-(2-Phenoxy

OMe CN H H

2a 1868 H SOsH SOsH H Hs ethyl ethoxyl)propyl

2a 1862 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl) 3-lsopropxy

OMe CN H H

2a 1870 H SOsH SOsH H Hs ethyl propyl

2a 1871 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl) 3-Ethoxy

OMe CN H H

2a 1872 H SOsH SOsH H Hs ethyl propyl

2a 1873 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl)

OMe CN H 3-Ethoxy butyl H

2a 1874 H SOsH SOsH H Hs ethyl

2a 1875 SOsH H H SOsH 2-(4-Sulfophenyl) 4-(2-Hydroxy

H SOsH SOsH H NHCOC ethane

OMe CN ethyl H H

2a 1876 Hs sulfonyl)pheny

I

2a 1877 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl)

OMe CONH 2 H Methyl H

2a 1878 H SOsH SOsH H Hs ethyl

2g1903 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl)

OMe CONH 2 H Hexyl H

2a 1904 H SOsH SOsH H Hs ethyl

2a 1905 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl)

OMe CONH2 H Cyclobutyl H

2a 1906 H SOsH SOsH H Hs ethyl

2a 1907 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl)

OMe CONH2 H Cyclopentyl H

2a 1908 H SOsH SOsH H Hs ethyl

2a 1909 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl)

OMe CONH2 H Cyclohexyl H

2a 1910 H SOsH SOsH H Hs ethyl

2a 1911 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl) 2-Methyl

OMe CONH2 H H

2a 1912 H SOsH SOsH H Hs ethyl cyclohexyl

2a 1913 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl) 3-Methyl

OMe CONH2 H H

2a 1914 H SOsH SOsH H Hs ethyl cyclohexyl

2a 1915 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl)

OMe CONH2 H Pentan-2-yl H

2a 1916 H SOsH SOsH H Hs ethyl

2a 1917 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl)

OMe CONH2 H 2-Ethylhexyl H

2a 1918 H SOsH SOsH H Hs ethyl

2a 1919 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl)

OMe CONH2 H Phenyl H

2a 1920 H SOsH SOsH H Hs ethyl

2a 1921 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl)

OMe CONH2 H Benzyl H

2a 1922 H SOsH SOsH H Hs ethyl

2a 1923 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl)

OMe CONH2 H Ally I H

2a 1924 H SOsH SOsH H Hs ethyl

2a 1925 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl) 2-Methoxy

OMe CONH2 H H

2a 1926 H SOsH SOsH H Hs ethyl ethyl

2a 1927 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl) 3-Methoxy

OMe CONH2 H H

2a 1928 H SOsH SOsH H H 3 ethyl propyl

2a 1929 SOsH H H SOsH H

NHCOC 2-(4-Sulfophenyl)

OMe CONH2 H 3-Chloropropyl

2g1930 H SOsH SOsH H H 3 ethyl

2a 1931 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl) 2-Methyl

OMe CONH2 H H

2a 1932 H SOsH SOsH H H 3 ethyl thioethyl

2a 1933 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl)

OMe CONH2 H 2-Fluoroethyl H

2a 1934 H SOsH SOsH H H 3 ethyl

2a 1935 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl)

OMe CONH2 H 2-Chloro ethyl H

2g 1936 H SOsH SOsH H H 3 ethyl

2a 1937 SOsH H H SOsH 2-(2-Hydroxy

NHCOC 2-(4-Sulfophenyl)

H SOsH SOsH H OMe CONH2 H ethyl H

2g 1938 H 3 ethyl sulfonyl)ethyl

2g 1939 SOsH H H SOsH

NHCOC 2-(4-Sulfophenyl) 2-(2-tert Butyl

H SOsH SOsH H OMe CONH2 H sulfanyl ethyl H

2a 1940 H 3 ethyl sulfonyl)ethyl

2g 1941 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl) 2-(2-Hydroxy

OMe CONH2 H H

2a 1942 H SOsH SOsH H H 3 ethyl ethoxyjpropyl

2a 1943 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl) 2-(2-Hydroxy

OMe CONH2 H H

2a 1944 H SOsH SOsH H H 3 ethyl ethoxy)ethyl

2a 1945 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl) 3-(4-Hydroxy

OMe CONH2 H H

2a 1946 H SOsH SOsH H H 3 ethyl butoxy propyl

2a 1947 SOsH H H SOsH 2-(4-Sulfophenyl)

2a 1948 H SOsH SOsH H NHCOC 3-(2-Phenoxy

OMe CONH2

H 3 ethyl H H ethoxyl)propyl

2a 1949 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl) 3-lsopropxy

OMe CONH 2 H H

2a 1950 H SOsH SOsH H Hs ethyl propyl

2a 1951 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl) 3-Ethoxy

OMe CONH2 H H

2a 1952 H SOsH SOsH H Hs ethyl propyl

2g1953 SOsH H H SOsH NHCOC 2-(4-Sulfophenyl)

OMe CONH2 H 3-Ethoxy butyl H

2a 1954 H SOsH SOsH H Hs ethyl

2g1955 SOsH H H SOsH 2-(4-Sulfophenyl) 4-(2-Hydroxy

H SOsH SOsH H NHCOC ethane

OMe CONH2 ethyl H H

2a 1956 Hs sulfonyl)pheny

I

2a 1957 SOsH H H SOsH (4-Sulfophenyl)

Methyl Methyl CN H Methyl H

2g1958 H SOsH SOsH H methyl

2a 1959 SOsH H H SOsH (4-Sulfophenyl)

Methyl Methyl CN H Ethyl H

2a i960 H SOsH SOsH H methyl

2a 1961 SOsH H H SOsH (4-Sulfophenyl)

Methyl Methyl CN H n-Propyl H

2a 1962 H SOsH SOsH H methyl

2 g 1963 SOsH H H SOsH (4-Sulfophenyl) H 964 H SOsH S Methyl CN H Isopropyl

2a 1 OsH H Methyl

methyl

2a 1965 SOsH H H SOsH (4-Sulfophenyl)

Methyl Methyl CN H 1 -Ethyl propyl H

2a 1966 H SOsH SOsH H methyl

2a 1967 SOsH H H SOsH (4-Sulfophenyl) 1 ,2-Dimethyl

Methyl Methyl CN H H

2a 1968 H SOsH SOsH H methyl propyl

2a 1969 SOsH H H SOsH (4-Sulfophenyl) 2,2-Dimethyl

Methyl Methyl CN H H

2a 1970 H SOsH SOsH H methyl propyl

2a 1971 SOsH H H SOsH (4-Sulfophenyl)

Methyl Methyl CN H Butyl H

2a 1972 H SO3H SOsH H methyl

2a 1973 SO3H H H SO3H (4-Sulfophenyl)

Methyl Methyl CN H 2-Methyl butyl H

2a 1974 H SOsH SOsH H methyl

2a 1975 SO3H H H SOsH (4-Sulfophenyl)

Methyl Methyl CN H Tert butyl H

2a 1976 H SOsH SOsH H methyl

2a 1977 SOsH H H SOsH (4-Sulfophenyl)

Methyl Methyl CN H 3-Methyl butyl H

2a 1978 H SOsH SOsH H methyl

2a 1979 SOsH H H SOsH (4-Sulfophenyl)

Methyl Methyl CN H Sec butyl H

2a 1980 H SOsH SOsH H methyl

2a 1981 SOsH H H SOsH (4-Sulfophenyl)

Methyl Methyl CN H Pentyl H

2a 1982 H SOsH SOsH H methyl

2a 1983 SO3H H H SO3H (4-Sulfophenyl)

Methyl Methyl CN H Hexyl H

2a 1984 H SO3H SOsH H methyl

2a 1985 SO3H H H SOsH (4-Sulfophenyl)

Methyl Methyl CN H Cyclobutyl H

2g 1986 H SOsH SOsH H methyl

2a 1987 SO3H H H SOsH (4-Sulfophenyl)

Methyl Methyl CN H Cyclopentyl H

2g 1988 H SOsH SOsH H methyl

2g 1989 SOsH H H SOsH (4-Sulfophenyl)

Methyl Methyl CN H Cyclohexyl H

2g 1990 H SOsH SOsH H methyl

2a 1991 SOsH H H SOsH (4-Sulfophenyl) 2-Methyl

Methyl Methyl CN H H

2a 1992 H SOsH SOsH H methyl cyclohexyl

2a 1993 SOsH H H SOsH (4-Sulfophenyl) 3-Methyl

Methyl Methyl CN H H

2 g1994 H SO3H SOsH H methyl cyclohexyl

2a 1995 SOsH H H SOsH (4-Sulfophenyl)

Methyl Methyl CN H Pentan-2-yl H

2a 1996 H SOsH SOsH H methyl

2a 1997 SOsH H H SOsH (4-Sulfophenyl)

Methyl Methyl CN H 2-Ethylhexyl H

2a 1998 H SOsH SOsH H methyl

2a 1999 SOsH H H SOsH (4-Sulfophenyl)

Methyl Methyl CN H Phenyl H

2 a 2000 H SOsH SOsH H methyl

2a 2001 SOsH H H SOsH (4-Sulfophenyl)

Methyl Methyl CN H Benzyl H

2a 2002 H SOsH SOsH H methyl

2 a 2003 SOsH H H SOsH (4-Sulfophenyl)

Methyl Methyl CN H Ally I H

2a 2004 H SOsH SOsH H methyl

2 a 2005 SOsH H H SOsH (4-Sulfophenyl) 2-Methoxy

Methyl Methyl CN H H

2 a 2006 H SOsH SOsH H methyl ethyl

2a 2007 SOsH H H SOsH (4-Sulfophenyl) 3-Methoxy

Methyl Methyl CN H H

2 g 2008 H SOsH SOsH H methyl propyl

2 g 2009 SOsH H H SOsH (4-Sulfophenyl)

Methyl Methyl CN H 3-Chloropropyl H

2a 2010 H SOsH SOsH H methyl

2a 201 1 SOsH H H SOsH (4-Sulfophenyl) 2-Methyl

Methyl Methyl CN H H

2a 2012 H SOsH SOsH H methyl thioethyl

2a 2013 SOsH H H SOsH (4-Sulfophenyl)

Methyl Methyl CN H 2-Fluoroethyl H

2a 2014 H SOsH SOsH H methyl

2a 2015 SOsH H H SOsH (4-Sulfophenyl)

Methyl Methyl CN H 2-Chloro ethyl H

2a 2016 H SOsH SOsH H methyl

2a 2017 SOsH H H SOsH (4-Sulfophenyl) 2-(2-Hydroxy

Methyl Methyl CN H ethyl H

2a 2018 H SOsH SOsH H methyl sulfonyl)ethyl

2a 2019 SOsH H H SOsH (4-Sulfophenyl) 2-(2-tert Butyl

SOsH H Methyl Methyl CN H sulfanyl ethyl H

2a 2020 H SOsH methyl sulfonyl)ethyl

2a 2021 SO3H H H SO3H (4-Sulfophenyl) H

2-(2-Hydroxy

SOsH H Methyl Methyl CN H

2a 2022 H SO3H methyl ethoxyjpropyl

2a 2023 SO3H H H SOsH (4-Sulfophenyl) 2-(2-Hydroxy

Methyl Methyl CN H H

2a 2024 H SOsH SOsH H methyl ethoxy)ethyl

2a 2025 SOsH H H SOsH (4-Sulfophenyl) 3-(4-Hydroxy

Methyl Methyl CN H H

2a 2026 H SOsH SOsH H methyl butoxy)pr opyl

2a 2027 SOsH H H SOsH (4-Sulfophenyl) 3-(2-Phenoxy

Methyl Methyl CN H H

2a 2028 H SOsH SOsH H methyl ethoxyl)pr opyl

1 a 2029 SOsH H H SOsH (4-Sulfophenyl) 3-lsopropxy

Methyl Methyl CN H H

2a 2032 H SOsH SOsH H methyl propyl

2a 2031 SO3H H H SO3H (4-Sulfophenyl) 3-Ethoxy

Methyl Methyl CN H H

2a 2032 H SO3H SOsH H methyl propyl

2a 2033 SO3H H H SOsH (4-Sulfophenyl)

Methyl Methyl CN H 3-Ethoxy butyl H

2a 2034 H SOsH SOsH H methyl

2a 2035 SOsH H H SOsH (4-Sulfophenyl) 4-(2-Hydroxy

H SOsH SOsH H ethane

Methyl Methyl CN methyl H H

2g 2036 sulfonyl)pheny

I

2a 2037 SOsH H H SOsH (4-Sulfophenyl)

Methyl Methyl CONH2 H Methyl H

2g 2038 H SOsH SOsH H methyl

2a 2039 SOsH H H SOsH (4-Sulfophenyl)

Methyl Methyl CONH2 H Ethyl H

2a 2040 H SO3H SOsH H methyl

2a 2041 SOsH H H SOsH (4-Sulfophenyl)

Methyl Methyl CONH2 H n-propyl H

2a 2042 H SOsH SOsH H methyl

2a 2043 SOsH H H SO3H (4-Sulfophenyl)

Methyl Methyl CONH2 H Isopropyl H

2a 2044 H SOsH SO3H H methyl

2a 2045 SOsH H H SO3H (4-Sulfophenyl)

Methyl Methyl CONH2 H 1 -Ethyl propyl H

2a 2046 H SOsH SO3H H methyl

2a 2047 SOsH H H SOsH (4-Sulfophenyl) H

H SOsH SOsH H 1 ,2-Dimethyl

Methyl Methyl CONH2

048 ethyl H

2a 2 m

propyl

2a 2049 SOsH H H SOsH (4-Sulfophenyl) 2,2-Dimethyl

Methyl Methyl CONH2 H H

2a 2050 H SOsH SOsH H methyl propyl

2a 2051 SOsH H H SOsH (4-Sulfophenyl)

Methyl Methyl CONH2 H Butyl H

2a 2052 H SO3H SO3H H methyl

2a 2053 SOsH H H SO3H (4-Sulfophenyl)

Methyl Methyl CONH2 H 2-Methyl butyl H

2a 2054 H SOsH SO3H H methyl

2 g2055 SOsH H H SOsH (4-Sulfophenyl)

Methyl Methyl CONH2 H Tert butyl H

2a 2056 H SOsH SOsH H methyl

2a 2057 SOsH H H SOsH (4-Sulfophenyl)

Methyl Methyl CONH2 H 3-Methyl butyl H

2a 2058 H SOsH SOsH H methyl

2a 2059 SOsH H H SOsH (4-Sulfophenyl)

Methyl Methyl CONH2 H Sec butyl H

2g 2060 H SOsH SOsH H methyl

2a 2061 SOsH H H SOsH (4-Sulfophenyl)

2a 2062 H SO3H SO3H H Methyl Methyl CONH2 methyl H Pentyl H

2g2063 SOsH H H SOsH (4-Sulfophenyl)

Methyl Methyl CONH 2 H Hexyl H

2a 2064 H SOsH SOsH H methyl

2g2065 SOsH H H SOsH (4-Sulfophenyl)

Methyl Methyl CONH2 H Cyclobutyl H

2g2066 H SOsH SOsH H methyl

2a 2067 SOsH H H SOsH (4-Sulfophenyl)

Methyl Methyl CONH2 H Cyclopentyl H

2 g 2068 H SOsH SOsH H methyl

2 g 2069 SOsH H H SOsH (4-Sulfophenyl)

Methyl Methyl CONH2 H Cyclohexyl H

2a 2070 H SOsH SOsH H methyl

2a 2071 SOsH H H SOsH (4-Sulfophenyl) 2-Methyl

Methyl Methyl CONH2 H H

2a 2072 H SOsH SOsH H methyl cyclohexyl

2a 2073 SOsH H H SOsH (4-Sulfophenyl) 3-Methyl

Methyl Methyl CONH2 H H

2a 2074 H SOsH SOsH H methyl cyclohexyl

2a 2075 SOsH H H SOsH (4-Sulfophenyl)

Methyl Methyl CONH2 H Pentan-2-yl H

2a 2076 H SOsH SOsH H methyl

2a 2077 SOsH H H SOsH (4-Sulfophenyl) H

H SOsH SOsH H Methyl Methyl CONH2 H 2-Ethylhexyl

2a 2078 methyl

2a 2079 SOsH H H SOsH (4-Sulfophenyl)

Methyl Methyl CONH2 H Phenyl H

2 g 2080 H SOsH SOsH H methyl

2a 2081 SOsH H H SOsH (4-Sulfophenyl)

Methyl Methyl CONH2 H Benzyl H

2a 2082 H SOsH SOsH H methyl

2 a 2083 SOsH H H SOsH (4-Sulfophenyl)

Methyl Methyl CONH2 H Ally I H

2 a 2084 H SOsH SOsH H methyl

2 a 2085 SOsH H H SOsH (4-Sulfophenyl) 2-Methoxy

Methyl Methyl CONH2 H H

2 a 2086 H SOsH SOsH H methyl ethyl

2a 2087 SOsH H H SOsH (4-Sulfophenyl) 3-Methoxy

Methyl Methyl CONH 2 H H

2 a 2088 H SOsH SOsH H methyl propyl

2 a 2089 SOsH H H SOsH (4-Sulfophenyl)

Methyl Methyl CONH2 H 3-Chloropropyl H

2g2090 H SOsH SOsH H methyl

2a 2091 SOsH H H SOsH (4-Sulfophenyl) 2-Methyl

Methyl Methyl CONH2 H H

2a 2092 H SOsH SOsH H methyl thioethyl

2g2093 SOsH H H SOsH (4-Sulfophenyl)

Methyl Methyl CONH2 H 2-Fluoroethyl H

2a 2094 H SOsH SOsH H methyl

2 a 2095 SOsH H H SOsH (4-Sulfophenyl)

Methyl Methyl CONH2 H 2-Chloro ethyl H

2 a 2096 H SOsH SOsH H methyl

2a 2097 SOsH H H SOsH (4-Sulfophenyl) 2-(2-Hydroxy

H SOsH SOsH H Methyl Methyl CONH2 H ethyl H

2 a 2098 methyl sulfonyl)ethyl

2 a 2099 SOsH H H SOsH (4-Sulfophenyl) 2-(2-tert Butyl

SOsH SOsH H Methyl Methyl CONH2 H sulfanyl ethyl H

2a 2100 H methyl sulfonyl)ethyl

2a 2101 SOsH H H SOsH (4-Sulfophenyl) 2-(2-Hydroxy

Methyl Methyl CONH2 H H

2a 2102 H SOsH SOsH H methyl ethoxyjpropyl

2a 2103 SOsH H H SOsH (4-Sulfophenyl) 2-(2-Hydroxy

Methyl Methyl CONH2 H H

2a 2104 H SOsH SOsH H methyl ethoxy)ethyl

2a 2105 SOsH H H SOsH (4-Sulfophenyl) 3-(4-Hydroxy

Methyl Methyl CONH2 H H

2a 2106 H SOsH SOsH H methyl butoxyjpropyl

2a 2107 SOsH H H SOsH (4-Sulfophenyl)

2a 2108 H SOsH SOsH H methyl 3-(2-Phenoxy

Methyl Methyl CONH2 H H ethoxyl)propyl

2a 2109 SOsH H H SOsH (4-Sulfophenyl) 3-lsopropxy

Methyl Methyl CONH2 H H

2a 2110 H SOsH SOsH H methyl propyl

2a 2111 SOsH H H SOsH (4-Sulfophenyl) 3-Ethoxy

Methyl Methyl CONH2 H H

2a 2112 H SOsH SOsH H methyl propyl

2a 21 13 SOsH H H SOsH (4-Sulfophenyl)

Methyl Methyl CONH2 H 3-Ethoxy butyl H

2a 21 14 H SOsH SOsH H methyl

2a 21 15 SOsH H H SOsH (4-Sulfophenyl) 4-(2-Hydroxy

H SOsH SOsH H ethane

Methyl Methyl CONH2 methyl H H

2a 21 16 sulfonyl)pheny

I

2a 21 17 SOsH H H SOsH NHCOC (4-Sulfophenyl)

OMe CN H Methyl H

2a 21 18 H SOsH SOsH H H 3 methyl

2a 21 19 SOsH H H SOsH NHCOC (4-Sulfophenyl)

OMe CN H Ethyl H

2a 2120 H SOsH SOsH H H 3 methyl

2g 2121 SOsH H H SOsH NHCOC (4-Sulfophenyl)

OMe CN H n-Propyl H

2a 2122 H SOsH SOsH H H 3 methyl

2a 2123 SOsH H H SOsH NHCOC (4-Sulfophenyl)

OMe CN H Isopropyl H

2a 2124 H SOsH SOsH H H 3 methyl

2a 2125 SOsH H H SOsH NHCOC (4-Sulfophenyl)

OMe CN H 1 -Ethyl propyl H

2a 2126 H SOsH SOsH H H 3 methyl

2a 2127 SOsH H H SOsH NHCOC (4-Sulfophenyl) 1 ,2-Dimethyl

OMe CN H H

2a 2128 H SOsH SOsH H H 3 methyl propyl

2a 2129 SOsH H H SOsH (4-Sulfophenyl)

2a 2130 H SOsH SOsH H NHCOC 2,2-Dimethyl

OMe CN

H 3 methyl H H propyl

2a 2131 SOsH H H SOsH NHCOC (4-Sulfophenyl)

OMe CN H Butyl H

2a 2132 H SOsH SOsH H H 3 methyl

2a 2133 SOsH H H SOsH

NHCOC (4-Sulfophenyl) H

H SOsH SOsH H OMe CN H 2-Methyl butyl

2a 2134 H 3 methyl

2a 2135 SOsH H H SOsH NHCOC (4-Sulfophenyl)

OMe CN H Tert butyl H

2a 2136 H SOsH SOsH H H 3 methyl

2a 2137 SOsH H H SOsH NHCOC (4-Sulfophenyl)

OMe CN H 3-Methyl butyl H

2a 2138 H SOsH SOsH H H 3 methyl

2a 2139 SOsH H H SOsH NHCOC (4-Sulfophenyl)

OMe CN H Sec butyl H

2a 2140 H SOsH SOsH H H 3 methyl

2g 2141 SOsH H H SOsH NHCOC (4-Sulfophenyl)

OMe CN H Pentyl H

2a 2142 H SOsH SOsH H H 3 methyl

2a 2143 SOsH H H SOsH NHCOC (4-Sulfophenyl)

OMe CN H Hexyl H

2a 2144 H SOsH SOsH H H 3 methyl

2a 2145 SOsH H H SOsH NHCOC (4-Sulfophenyl)

OMe CN H Cyclobutyl H

2a 2146 H SOsH SOsH H H 3 methyl

2a 2147 SOsH H H SOsH NHCOC (4-Sulfophenyl)

OMe CN H Cyclopentyl H

2a 2148 H SOsH SOsH H H 3 methyl

2a 2149 SOsH H H SOsH NHCOC (4-Sulfophenyl)

OMe CN H Cyclohexyl H

2a 2150 H SOsH SOsH H H 3 methyl

2a 2151 SOsH H H SOsH NHCOC (4-Sulfophenyl) 2-Methyl

OMe CN H H

2a 2152 H SOsH SOsH H H 3 methyl cyclohexyl

2a 2153 SOsH H H SOsH NHCOC (4-Sulfophenyl) 3-Methyl

OMe CN H H

2a 2154 H SOsH SOsH H H 3 methyl cyclohexyl

2a 2155 SOsH H H SOsH NHCOC (4-Sulfophenyl)

OMe CN H Pentan-2-yl H

2a 2156 H SOsH SOsH H H 3 methyl

2a 2157 SOsH H H SOsH NHCOC (4-Sulfophenyl)

OMe CN H 2-Ethylhexyl H

2a 2158 H SOsH SOsH H H 3 methyl

2a 2159 SOsH H H SOsH NHCOC (4-Sulfophenyl)

OMe CN H Phenyl H

2a 2160 H SOsH SOsH H H 3 methyl

2g 2161 SOsH H H SOsH NHCOC (4-Sulfophenyl)

OMe CN H Benzyl H

2a 2162 H SOsH SOsH H H 3 methyl

2a 2163 SOsH H H SOsH (4-Sulfophenyl) H

NHCOC

OMe CN H Ally I

2a 2164 H SOsH SOsH H H 3 methyl

2a 2165 SOsH H H SOsH NHCOC (4-Sulfophenyl) 2-Methoxy

OMe CN H H

2a 2166 H SOsH SOsH H H 3 methyl ethyl

2a 2167 SOsH H H SOsH NHCOC (4-Sulfophenyl) 3-Methoxy

OMe CN H H

2a 2168 H SOsH SOsH H H 3 methyl propyl

2a 2169 SOsH H H SOsH NHCOC (4-Sulfophenyl)

OMe CN H 3-Chloropropyl H

2a 2170 H SOsH SOsH H H 3 methyl

2g 2171 SOsH H H SOsH NHCOC (4-Sulfophenyl) 2-Methyl

OMe CN H H

2a 2172 H SOsH SOsH H H 3 methyl thioethyl

2a 2173 SOsH H H SOsH NHCOC (4-Sulfophenyl)

OMe CN H 2-Fluoroethyl H

2a 2174 H SOsH SOsH H H 3 methyl

2a 2175 SOsH H H SOsH (4-Sulfophenyl)

2a 2176 H SOsH SOsH H NHCOC methyl

OMe CN H 2-Chloro ethyl H

H 3

2a 2177 SOsH H H SOsH 2-(2-Hydroxy

NHCOC (4-Sulfophenyl)

OsH SOsH H OMe CN H ethyl H

2a 2178 H S H 3 methyl sulfonyl)ethyl

2a 2179 SOsH H H SOsH

NHCOC (4-Sulfophenyl) 2-(2-tert Butyl

OsH SOsH H OMe CN H sulfanyl ethyl H

2a 2180 H S H 3 methyl sulfonyl)ethyl

2a 2181 SOsH H H SOsH NHCOC (4-Sulfophenyl) 2-(2-Hydroxy

OMe CN H H

2a 2182 H SOsH SOsH H H 3 methyl ethoxyjpropyl

2a 2183 SOsH H H SOsH NHCOC (4-Sulfophenyl) 2-(2-Hydroxy

OMe CN H H

2a 2184 H SOsH SOsH H H 3 methyl ethoxy)ethyl

2a 2185 SOsH H H SOsH NHCOC (4-Sulfophenyl) 3-(4-Hydroxy

OMe CN H H

2a 2186 H SOsH SOsH H H 3 methyl butoxy propyl

2a 2187 SOsH H H SOsH NHCOC (4-Sulfophenyl) 3-(2-Phenoxy

OMe CN H H

2a 2188 H SOsH SOsH H H 3 methyl ethoxyl)propyl

2a 2189 SOsH H H SOsH NHCOC (4-Sulfophenyl) 3-lsopropxy

OMe CN H H

2a 2190 H SOsH SOsH H H 3 methyl propyl

2g 2191 SOsH H H SOsH NHCOC (4-Sulfophenyl) 3-Ethoxy

OMe CN H H

2a 2192 H SOsH SOsH H H 3 methyl propyl

2a 2193 SOsH H H SOsH NHCOC (4-Sulfophenyl)

OMe CN H 3-Ethoxy butyl H

2a 2194 H SOsH SOsH H H 3 methyl

2a 2195 SOsH H H SOsH (4-Sulfophenyl) 4-(2-Hydroxy

H SOsH SOsH H NHCOC ethane

OMe CN methyl H H

2a 2196 H 3 sulfonyl)pheny

I

2a 2197 SOsH H H SOsH NHCOC (4-Sulfophenyl)

OMe CONH2 H Methyl H

2a 2198 H SOsH SOsH H H 3 methyl

2a 2199 SOsH H H SOsH NHCOC (4-Sulfophenyl)

OMe CONH2 H Ethyl H

2a 2200 H SOsH SOsH H H 3 methyl

2a 2201 SOsH H H SOsH NHCOC (4-Sulfophenyl)

OMe CONH2 H n-Propyl H

2a 2202 H SOsH SOsH H H 3 methyl

2a 2203 SOsH H H SOsH NHCOC (4-Sulfophenyl)

OMe CONH2 H Isopropyl H

2a 2204 H SOsH SOsH H H 3 methyl

2a 2205 SOsH H H SOsH NHCOC (4-Sulfophenyl)

OMe CONH2 H 1 -Ethyl propyl H

2a 2206 H SOsH SOsH H H 3 methyl

2a 2207 SOsH H H SOsH NHCOC (4-Sulfophenyl) 1 ,2-Dimethyl

OMe CONH2 H H

2a 2208 H SOsH SOsH H H 3 methyl propyl

2a 2209 SOsH H H SOsH NHCOC (4-Sulfophenyl) 2,2-Dimethyl

OMe CONH2 H H

2a 2210 H SOsH SOsH H H 3 methyl propyl

2a 2211 SOsH H H SOsH NHCOC (4-Sulfophenyl)

OMe CONH2 H Butyl H

2a 2212 H SOsH SOsH H H 3 methyl

2a 2213 SOsH H H SOsH NHCOC (4-Sulfophenyl)

OMe CONH2 H 2-Methyl butyl H

2a 2214 H SOsH SOsH H H 3 methyl

2a 2215 SOsH H H SOsH NHCOC (4-Sulfophenyl)

OMe CONH2 H Tert butyl H

2a 2216 H SOsH SOsH H H 3 methyl

2a 2217 SOsH H H SOsH NHCOC (4-Sulfophenyl)

OMe CONH2 H 3-Methyl butyl H

2a 2218 H SOsH SOsH H H 3 methyl

2a 2219 SOsH H H SOsH

NHCOC (4-Sulfophenyl) H

SOsH H OMe CONH2 H Sec butyl

2a 2220 H SOsH H 3 methyl

2a 2221 SOsH H H SOsH NHCOC (4-Sulfophenyl)

OMe CONH2 H Pentyl H

2a 2222 H SOsH SOsH H H 3 methyl

2a 2223 SOsH H H SOsH NHCOC (4-Sulfophenyl)

OMe CONH2 H Hexyl H

2a 2224 H SOsH SOsH H H 3 methyl

2a 2225 SOsH H H SOsH NHCOC (4-Sulfophenyl)

OMe CONH2 H Cyclobutyl H

2a 2226 H SOsH SOsH H H 3 methyl

2a 2227 SOsH H H SOsH NHCOC (4-Sulfophenyl)

OMe CONH2 H Cyclopentyl H

2a 2228 H SOsH SOsH H H 3 methyl

2a 2229 SOsH H H SOsH NHCOC (4-Sulfophenyl)

OMe CONH2 H Cyclohexyl H

2a 2230 H SOsH SOsH H H 3 methyl

2a 2231 SOsH H H SOsH NHCOC (4-Sulfophenyl) 2-Methyl

OMe CONH2 H H

2a 2232 H SOsH SOsH H H 3 methyl cyclohexyl

2a 2233 SOsH H H SOsH NHCOC (4-Sulfophenyl) 3-Methyl

OMe CONH2 H H

2a 2234 H SOsH SOsH H H 3 methyl cyclohexyl

2a 2235 SOsH H H SOsH NHCOC (4-Sulfophenyl)

OMe CONH2 H Pentan-2-yl H

2a 2236 H SOsH SOsH H H 3 methyl

2a 2237 SOsH H H SOsH NHCOC (4-Sulfophenyl)

OMe CONH2 H 2-Ethylhexyl H

2a 2238 H SOsH SOsH H H 3 methyl

2a 2239 SOsH H H SOsH NHCOC (4-Sulfophenyl)

OMe CONH2 H Phenyl H

2a 2240 H SOsH SOsH H H 3 methyl

2a 2241 SOsH H H SOsH NHCOC (4-Sulfophenyl)

OMe CONH2 H Benzyl H

2a 2242 H SOsH SOsH H H 3 methyl

2a 2243 SOsH H H SOsH NHCOC (4-Sulfophenyl)

OMe CONH2 H Ally I H

2a 2244 H SOsH SOsH H H 3 methyl

2a 2245 SOsH H H SOsH NHCOC (4-Sulfophenyl) 2-Methoxy

OMe CONH2 H H

2a 2246 H SOsH SOsH H H 3 methyl ethyl

2a 2247 SOsH H H SOsH NHCOC (4-Sulfophenyl) 3-Methoxy

OMe CONH2 H H

2a 2248 H SOsH SOsH H H 3 methyl propyl

2a 2249 SOsH H H SOsH H

NHCOC (4-Sulfophenyl)

H OMe CONH2 H 3-Chloropropyl

2a 2250 SOsH SOsH H H 3 methyl

2a 2251 SOsH H H SOsH NHCOC (4-Sulfophenyl) 2-Methyl

OMe CONH2 H H

2a 2252 H SOsH SOsH H H 3 methyl thioethyl

2a 2253 SOsH H H SOsH NHCOC (4-Sulfophenyl)

OMe CONH2 H 2-Fluoroethyl H

2a 2254 H SOsH SOsH H H 3 methyl

2a 2255 SOsH H H SOsH NHCOC (4-Sulfophenyl)

OMe CONH2 H 2-Chloro ethyl H

2a 2256 H SOsH SOsH H H 3 methyl

2a 2257 SOsH H H SOsH 2-(2-Hydroxy

NHCOC (4-Sulfophenyl)

sH H OMe CONH2 H ethyl H

2a 2258 H SOsH SO H 3 methyl sulfonyl)ethyl

2a 2259 SOsH H H SOsH

NHCOC (4-Sulfophenyl) 2-(2-tert Butyl

H SOsH SOsH H OMe CONH2 H sulfanyl ethyl H

2a 2260 H 3 methyl sulfonyl)ethyl

2a 2261 SOsH H H SOsH NHCOC (4-Sulfophenyl) 2-(2-Hydroxy

OMe CONH2 H H

2a 2262 H SOsH SOsH H H 3 methyl ethoxyjpropyl

2a 2263 SOsH H H SOsH NHCOC (4-Sulfophenyl) 2-(2-Hydroxy

OMe CONH2 H H

2a 2264 H SOsH SOsH H H 3 methyl ethoxy)ethyl

2a 2265 SOsH H H SOsH NHCOC (4-Sulfophenyl) 3-(4-Hydroxy

OMe CONH2 H H

2a 2266 H SOsH SOsH H H 3 methyl butoxy propyl

2a 2267 SOsH H H SOsH (4-Sulfophenyl)

2a 2268 H SOsH SOsH H NHCOC 3-(2-Phenoxy

OMe CONH2

H 3 methyl H H ethoxyl)propyl

2a 2269 SOsH H H SOsH NHCOC (4-Sulfophenyl) 3-lsopropxy

OMe CONH2 H H

2a 2270 H SOsH SOsH H H 3 methyl propyl

2a 2271 SOsH H H SOsH NHCOC (4-Sulfophenyl) 3-Ethoxy

OMe CONH2 H H

2a 2272 H SOsH SOsH H H 3 methyl propyl

2a 2273 SOsH H H SOsH NHCOC (4-Sulfophenyl)

OMe CONH2 H 3-Ethoxy butyl H

2a 2274 H SOsH SOsH H H 3 methyl

SOsH H H SOsH (4-Sulfophenyl) 4-(2-Hydroxy

2a 2275 NHCOC ethane

OMe CONH2 methyl H H

H 3 sulfonyl)pheny

I

2a 2276 SOsH H H SOsH

Methyl Methyl CN 3-Sulfophenyl H Methyl H

2a 2277 H SOsH SOsH H

2a 2278 SOsH H H SOsH 3-Sulfophenyl

Methyl Methyl CN H Ethyl H

2a 2279 H SOsH SOsH H

2a 2280 SOsH H H SOsH 3-Sulfophenyl

Methyl Methyl CN H n-Propyl H

2a 2281 H SOsH SOsH H

2a 2282 SOsH H H SOsH 3-Sulfophenyl H

Methyl Methyl CN H Isopropyl

2a 2283 H SOsH SOsH H

2a 2284 SOsH H H SOsH 3-Sulfophenyl

Methyl Methyl CN H 1 -Ethyl propyl H

2a 2285 H SOsH SOsH H

2a 2286 SOsH H H SOsH 3-Sulfophenyl 1 ,2-Dimethyl

Methyl Methyl CN H H

2a 2287 H SOsH SOsH H propyl

2a 2288 SOsH H H SOsH 3-Sulfophenyl 2,2-Dimethyl

Methyl Methyl CN H H

2a 2289 H SOsH SOsH H propyl

2a 2290 SOsH H H SOsH 3-Sulfophenyl

Methyl Methyl CN H Butyl H

2a 2291 H SOsH SOsH H

2a 2292 SOsH H H SOsH 3-Sulfophenyl

Methyl Methyl CN H 2-Methyl butyl H

2a 2293 H SOsH SOsH H

2a 2294 SOsH H H SOsH 3-Sulfophenyl

Methyl Methyl CN H Tert butyl H

2a 2295 H SOsH SOsH H

2a 2296 SOsH H H SOsH 3-Sulfophenyl

Methyl Methyl CN H 3-Methyl butyl H

2a 2297 H SOsH SOsH H

2a 2298 SOsH H H SOsH 3-Sulfophenyl

Methyl Methyl CN H Sec butyl H

2a 2299 H SOsH SOsH H

2a 2300 SOsH H H SOsH 3-Sulfophenyl

Methyl Methyl CN H Pentyl H

2a 2301 H SOsH SOsH H

2a 2302 SOsH H H SOsH 3-Sulfophenyl

Methyl Methyl CN H Hexyl H

2a 2303 H SOsH SOsH H

2a 2304 SOsH H H SOsH 3-Sulfophenyl

Methyl Methyl CN H Cyclobutyl H

2a 2305 H SOsH SOsH H

2g 2306 SOsH H H SOsH 3-Sulfophenyl

Methyl Methyl CN H Cyclopentyl H

2a 2307 H SOsH SOsH H

2g 2308 SOsH H H SOsH 3-Sulfophenyl

Methyl Methyl CN H Cyclohexyl H

2g 2309 H SOsH SOsH H

2a 2310 SOsH H H SOsH 3-Sulfophenyl 2-Methyl

Methyl Methyl CN H H

2a 231 1 H SOsH SOsH H cyclohexyl

2a 2312 SOsH H H SOsH 3-Sulfophenyl 3-Methyl

Methyl Methyl CN H H

2a 2313 H SOsH SOsH H cyclohexyl

2a 2314 SOsH H H SOsH 3-Sulfophenyl

Methyl Methyl CN H Pentan-2-yl H

2a 2315 H SOsH SOsH H

2a 2316 SOsH H H SOsH 3-Sulfophenyl

Methyl Methyl CN H 2-Ethylhexyl H

2a 2317 H SOsH SOsH H

2a 2318 SOsH H H SOsH 3-Sulfophenyl

Methyl methyl CN H Phenyl H

2a 2319 H SOsH SOsH H

2a 2320 SOsH H H SOsH 3-Sulfophenyl

Methyl methyl CN H Benzyl H

2a 2321 H SOsH SOsH H

2a 2322 SOsH H H SOsH 3-Sulfophenyl

Methyl Methyl CN H Ally I H

2a 2323 H SOsH SOsH H

2a 2324 SOsH H H SOsH 3-Sulfophenyl 2-Methoxy

Methyl Methyl CN H H

2a 2325 H SOsH SOsH H ethyl

2a 2326 SOsH H H SOsH 3-Sulfophenyl 3-Methoxy

Methyl Methyl CN H H

2a 2327 H SOsH SOsH H propyl

2a 2328 SOsH H H SOsH 3-Sulfophenyl

Methyl Methyl CN H 3-Chloropropyl H

2a 2329 H SOsH SOsH H

2a 2330 SOsH H H SOsH 3-Sulfophenyl 2-Methyl

Methyl Methyl CN H H

2a 2331 H SOsH SOsH H thioethyl

2a 2332 SOsH H H SOsH 3-Sulfophenyl

Methyl Methyl CN H 2-Fluoroethyl H

2a 2333 H SOsH SOsH H

2a 2334 SOsH H H SOsH 3-Sulfophenyl

Methyl Methyl CN H 2-Chloro ethyl H

2a 2335 H SOsH SOsH H

2g 2336 SOsH H H SOsH 3-Sulfophenyl 2-(2-Hydroxy

Methyl Methyl CN H ethyl H

2a 2337 H SOsH SOsH H

sulfonyl)ethyl

2a 2428 SOsH H H SOsH 3-Sulfophenyl 3-lsopropxy

Methyl Methyl CONH2 H H

2a 2429 H SOsH SOsH H propyl

2a 2430 SOsH H H SOsH 3-Sulfophenyl 3-Ethoxy

Methyl Methyl CONH2 H H

2a 2431 H SOsH SOsH H propyl

2a 2432 SOsH H H SOsH 3-Sulfophenyl

Methyl Methyl CONH2 H 3-Ethoxy butyl H

2a 2433 H SOsH SOsH H

2a 2434 SOsH H H SOsH 3-Sulfophenyl 4-(2-Hydroxy

H SOsH SOsH H ethane

Methyl Methyl CONH2 H H

2a 2435 sulfonyl)pheny

I

2a 2436 SOsH H H SOsH NHCOC 3-Sulfophenyl

OMe CN H Methyl H

2a 2437 H SOsH SOsH H H 3

2a 2438 SOsH H H SOsH NHCOC 3-Sulfophenyl

OMe CN H Ethyl H

2a 2439 H SOsH SOsH H H 3

2a 2440 SOsH H H SOsH NHCOC 3-Sulfophenyl

OMe CN H n-propyl H

2a 2441 H SOsH SOsH H H 3

2a 2442 SOsH H H SOsH NHCOC 3-Sulfophenyl

OMe CN H Isopropyl H

2a 2443 H SOsH SOsH H H 3

2a 2444 SOsH H H SOsH NHCOC 3-Sulfophenyl

OMe CN H 1 -Ethyl propyl H

2a 2445 H SOsH SOsH H H 3

2a 2446 SOsH H H SOsH NHCOC 3-Sulfophenyl 1 ,2-Dimethyl

OMe CN H H

2a 2447 H SOsH SOsH H H 3 propyl

2a 2448 SOsH H H SOsH NHCOC 3-Sulfophenyl 2,2-Dimethyl

OMe CN H H

2a 2449 H SOsH SOsH H H 3 propyl

2a 2450 SOsH H H SOsH OMe CN 3-Sulfophenyl H Butyl H

2a 2451 H SOsH SOsH H NHCOC

H 3

2a 2452 SOsH H H SOsH

NHCOC 3-Sulfophenyl H

OMe CN H 2-Methyl butyl

2a 2453 H SOsH SOsH H H 3

2a 2454 SOsH H H SOsH NHCOC 3-Sulfophenyl

OMe CN H Tert butyl H

2a 2455 H SOsH SOsH H H 3

2a 2456 SOsH H H SOsH NHCOC 3-Sulfophenyl

OMe CN H 3-Methyl butyl H

2a 2457 H SOsH SOsH H H 3

2a 2458 SOsH H H SOsH NHCOC 3-Sulfophenyl

OMe CN H Sec butyl H

2a 2459 H SOsH SOsH H H 3

2a 2460 SOsH H H SOsH NHCOC 3-Sulfophenyl

OMe CN H Pentyl H

2a 2461 H SOsH SOsH H H 3

2a 2462 SOsH H H SOsH NHCOC 3-Sulfophenyl

OMe CN H Hexyl H

2a 2463 H SOsH SOsH H H 3

2a 2464 SOsH H H SOsH NHCOC 3-Sulfophenyl

OMe CN H Cyclobutyl H

2a 2465 H SOsH SOsH H H 3

2a 2466 SOsH H H SOsH NHCOC 3-Sulfophenyl

OMe CN H Cyclopentyl H

2a 2467 H SOsH SOsH H H 3

2a 2468 SOsH H H SOsH NHCOC 3-Sulfophenyl

OMe CN H Cyclohexyl H

2a 2469 H SOsH SOsH H H 3

2a 2470 SOsH H H SOsH NHCOC 3-Sulfophenyl 2-Methyl

OMe CN H H

2a 2471 H SOsH SOsH H H 3 cyclohexyl

2a 2472 SOsH H H SOsH NHCOC 3-Sulfophenyl 3-Methyl

OMe CN H H

2a 2473 H SOsH SOsH H H 3 cyclohexyl

2a 2474 SOsH H H SOsH NHCOC 3-Sulfophenyl

OMe CN H Pentan-2-yl H

2a 2475 H SOsH SOsH H H 3

2a 2476 SOsH H H SOsH NHCOC 3-Sulfophenyl

OMe CN H 2-Ethylhexyl H

2a 2477 H SOsH SOsH H H 3

2a 2478 SOsH H H SOsH NHCOC 3-Sulfophenyl

OMe CN H Phenyl H

2a 2479 H SOsH SOsH H H 3

2a 2480 SOsH H H SOsH NHCOC 3-Sulfophenyl

OMe CN H Benzyl H

2a 2481 H SOsH SOsH H H 3

2a 2482 SOsH H H SOsH H

NHCOC 3-Sulfophenyl

OMe CN H Ally I

2a 2483 H SOsH SOsH H H 3

2a 2484 SOsH H H SOsH NHCOC 3-Sulfophenyl 2-Methoxy

OMe CN H H

2a 2485 H SOsH SOsH H H 3 ethyl

2a 2486 SOsH H H SOsH NHCOC 3-Sulfophenyl 3-Methoxy

OMe CN H H

2a 2487 H SOsH SOsH H H 3 propyl

2a 2488 SOsH H H SOsH NHCOC 3-Sulfophenyl

OMe CN H 3-Chloropropyl H

2a 2489 H SOsH SOsH H H 3

2a 2490 SOsH H H SOsH NHCOC 3-Sulfophenyl 2-Methyl

OMe CN H H

2a 2491 H SOsH SOsH H H 3 thioethyl

2a 2492 SOsH H H SOsH NHCOC 3-Sulfophenyl

OMe CN H 2-Fluoroethyl H

2a 2493 H SOsH SOsH H H 3

2a 2494 SOsH H H SOsH 3-Sulfophenyl

2a 2495 H SOsH SOsH H NHCOC

OMe CN H 2-Chloro ethyl H

H 3

2a 2496 SOsH H H SOsH 2-(2-Hydroxy

NHCOC 3-Sulfophenyl

SOsH SOsH H OMe CN H ethyl H

2a 2497 H H 3

sulfonyl)ethyl

2a 2498 SOsH H H SOsH yl 2-(2-tert Butyl

NHCOC 3-Sulfophen

SOsH SOsH H OMe CN H sulfanyl ethyl H

2a 2499 H H 3

sulfonyl)ethyl

2a 2500 SOsH H H SOsH NHCOC 3-Sulfophenyl 2-(2-Hydroxy

OMe CN H H

2a 2501 H SOsH SOsH H H 3 ethoxyjpropyl

2a 2502 SOsH H H SOsH NHCOC 3-Sulfophenyl 2-(2-Hydroxy

OMe CN H H

2a 2503 H SOsH SOsH H H 3 ethoxy)ethyl

2a 2504 SOsH H H SOsH NHCOC 3-Sulfophenyl 3-(4-Hydroxy

OMe CN H H

2 g2505 H SOsH SOsH H H 3 butoxy propyl

2g 2506 SOsH H H SOsH NHCOC 3-Sulfophenyl 3-(2-Phenoxy

OMe CN H H

2a 2507 H SOsH SOsH H H 3 ethoxyl)propyl

2g 2508 SOsH H H SOsH NHCOC 3-Sulfophenyl 3-lsopropxy

OMe CN H H

2g 2509 H SOsH SOsH H H 3 propyl

2a 2510 SOsH H H SOsH NHCOC 3-Sulfophenyl 3-Ethoxy

OMe CN H H

2a 2511 H SOsH SOsH H H 3 propyl

2a 2512 SOsH H H SOsH NHCOC 3-Sulfophenyl

OMe CN H 3-Ethoxy butyl H

2a 2512 H SOsH SOsH H H 3

2a 2514 SOsH H H SOsH 3-Sulfophenyl 4-(2-Hydroxy

H SOsH SOsH H NHCOC ethane

OMe CN H H

2a 2515 H 3 sulfonyl)pheny

I

2a 2516 SOsH H H SOsH NHCOC 3-Sulfophenyl

OMe CONH2 H Methyl H

2a 2517 H SOsH SOsH H H 3

2a 2518 SOsH H H SOsH NHCOC 3-Sulfophenyl

OMe CONH2 H Ethyl H

2a 2519 H SOsH SOsH H H 3

2a 2520 SOsH H H SOsH NHCOC 3-Sulfophenyl

OMe CONH2 H n-Propyl H

2a 2521 H SOsH SOsH H H 3

2a 2522 SOsH H H SOsH NHCOC 3-Sulfophenyl

OMe CONH2 H Isopropyl H

2a 2523 H SOsH SOsH H H 3

2a 2524 SOsH H H SOsH NHCOC 3-Sulfophenyl

OMe CONH2 H 1 -Ethyl propyl H

2a 2525 H SOsH SOsH H H 3

2a 2526 SOsH H H SOsH NHCOC 3-Sulfophenyl 1 ,2-Dimethyl

OMe CONH2 H H

2a 2527 H SOsH SOsH H H 3 propyl

2a 2528 SOsH H H SOsH NHCOC 3-Sulfophenyl 2,2-Dimethyl

OMe CONH2 H H

2a 2529 H SOsH SOsH H H 3 propyl

2a 2530 SOsH H H SOsH NHCOC 3-Sulfophenyl

OMe CONH2 H Butyl H

2a 2531 H SOsH SOsH H H 3

2a 2532 SOsH H H SOsH NHCOC 3-Sulfophenyl

OMe CONH2 H 2-Methyl butyl H

2a 2533 H SOsH SOsH H H 3

2a 2534 SOsH H H SOsH NHCOC 3-Sulfophenyl

OMe CONH2 H Tert butyl H

2a 2535 H SOsH SOsH H H 3

2g 2536 SOsH H H SOsH NHCOC 3-Sulfophenyl

OMe CONH2 H 3-Methyl butyl H

2a 2537 H SOsH SOsH H H 3

2g 2538 SOsH H H SOsH

NHCOC 3-Sulfophenyl H

H SOsH SOsH H OMe CONH2 H Sec butyl

2g 2539 H 3

2a 2540 SOsH H H SOsH NHCOC 3-Sulfophenyl

OMe CONH2 H Pentyl H

2a 2541 H SOsH SOsH H H 3

2a 2542 SOsH H H SOsH NHCOC 3-Sulfophenyl

OMe CONH2 H Hexyl H

2a 2543 H SOsH SOsH H H 3

2a 2544 SOsH H H SOsH NHCOC 3-Sulfophenyl

OMe CONH2 H Cyclobutyl H

2a 2545 H SOsH SOsH H H 3

2a 2546 SOsH H H SOsH NHCOC 3-Sulfophenyl

OMe CONH2 H Cyclopentyl H

2a 2547 H SOsH SOsH H H 3

2a 2548 SOsH H H SOsH NHCOC 3-Sulfophenyl

OMe CONH2 H Cyclohexyl H

2a 2549 H SOsH SOsH H H 3

2 g2550 SOsH H H SOsH NHCOC 3-Sulfophenyl 2-Methyl

OMe CONH2 H H

2a 2551 H SOsH SOsH H H 3 cyclohexyl

2a 2552 SOsH H H SOsH NHCOC 3-Sulfophenyl 3-Methyl

OMe CONH2 H H

2 g2553 H SOsH SOsH H H 3 cyclohexyl

2a 2554 SOsH H H SOsH NHCOC 3-Sulfophenyl

OMe CONH2 H Pentan-2-yl H

2 g2555 H SOsH SOsH H H 3

2g 2556 SOsH H H SOsH NHCOC 3-Sulfophenyl

OMe CONH2 H 2-Ethylhexyl H

2a 2557 H SOsH SOsH H H 3

2g 2558 SOsH H H SOsH NHCOC 3-Sulfophenyl

OMe CONH2 H Phenyl H

2g 2559 H SOsH SOsH H H 3

2g 2560 SOsH H H SOsH NHCOC 3-Sulfophenyl

OMe CONH2 H Benzyl H

2a 2561 H SOsH SOsH H H 3

2a 2562 SOsH H H SOsH NHCOC 3-Sulfophenyl

OMe CONH2 H Ally I H

2a 2563 H SOsH SOsH H H 3

2a 2564 SOsH H H SOsH NHCOC 3-Sulfophenyl 2-Methoxy

OMe CONH2 H H

2a 2565 H SOsH SOsH H H 3 ethyl

Further particular preferred embodiments of the present invention are the dyes of formula (2b) and mixtures thereof

(2b), wherein

R 1 b , R 2b , R 3b , R 4b , R 5b , R 6b , R 7b and R 8b independent of each other is hydrogen, alkyl, alkoxy, halogen, trifluoromethyl or SO3M, whereby at least two of them are SO3M, R 9b , R 10b , R 13b and R 14b independent of each other is hydrogen, (Ci-C )-alkyl, (Ci-C )- alkoxy, halogen, trifluoromethyl(Ci-C 4 )-acylamino or SO3M,

R 23b and R 29b independent of each other is unsubstituted, linear or branched (Ci-C 4 )- alkyl, unsubstituted (Cs-CzJ-cycloalkyl or substituted (Cs-CzJ-cycloalkyl with one or more substituents preferably selected from the group consisting of methyl, ethyl, isobutyl, sec-butyl, tert-butyl and methylbutyl, R 24b and R 30b independent of each other is cyano, carbamoyl or alkoxycarbonyl,

R 25b_ R 26b R 27b_ R 33b a nd R 34b independent of each other is hydrogen, alkyl, hydroxyalkyl, alkoxy, alkenyl, cycloalkyl, aryl, heteroaryl, heterocycloalkyl, carbamoyl, alkylureido, phenylureido, hydroxyalkylsulfonylalkyl, aminoalkyl, amino- hydroxy-alkyl, alkoxyalkylaminoalkyl, thioalkoxyalkyl-aminoalkyl, aminoalkyloxyalkyl, aminoalkylthioxyalkyl, cycloalkylalkyl, aryloxyalkyl, arylthioxyalkyl, heteroarylalkyl, heterocycloalkylalkyl

or

alkyl interrupted by one or more heteroatoms selected from the group consisting of oxygen and sulphur

or

alkyl substituted by one or more substituents selected from the group consisting of hydroxy, aryl, cycloalkyl, alkoxy, amino, N-monoalkyl-amino, Ν,Ν-dialkyl-amino, N- monoaryl-amino, Ν,Ν-diaryl-amino, N-alkyl-N-aryl-amino, N-monocycloalkyl-amino, Ν,Ν-dicycloalkyl-amino, N-monoalkyl-monocycloalkyl-amino, N,N-monoaryl-mono- cycloalkyl-amino, N-acylamino, N-alkylsulfonyl-amino, ureido, alkylureido, phenylureido, halogen, cyano, COOM, nitro, acyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, acyloxy, aryloyloxy, carbamoyl, sulfamoyl and SO 3 M

or

alkyl interrupted by one or more heteroatoms selected from the group consisting of oxygen and sulphur and substituted by one or more substituents selected from the group consisting of hydroxy, aryl, cycloalkyl, alkoxy, amino, N-monoalkyl-amino, N,N- dialkyl-amino, N-monoaryl-amino, Ν,Ν-diaryl-amino, N-alkyl-N-aryl-amino, N- monocycloalkyl-amino, Ν,Ν-dicycloalkyl-amino, N-monoalkyl-monocycloalkyl-amino, Ν,Ν-monoaryl-monocycloalkyl-amino, N-acylamino, N-alkylsulfonyl-amino, ureido, alkylureido, phenylureido, halogen, cyano, COOM, nitro, acyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, acyloxy, aryloyloxy, carbamoyl, sulfamoyl and SO3M

or

joined together to form five or six membered ring being unsubstituted or substituted by one or more (Ci-C 4 )-alkyl-groups and the ring being uninterrupted or interrupted by one or more heteroatoms selected from the group consting of oxygen and sulphur and

M is hydrogen, an alkali metal, ammonium, one equivalent of an alkali earth metal or a monovalent organic cation. In especially preferred dyes of formula (2b)

R 1 b , R 3b , R 4b , R 5b , R 6b and R 8b independent of each other is SO 3 M, hydrogen, alkyl, alkoxy or halogen, - whereby at least two of them are SO3M,

R 2b and R 7b is hydrogen,

R 9b , R 10b , R 13b and R 14b independent of each other is hydrogen, methyl, halogen, - SO3M or acetylamino,

R 23b and R 29b is methyl,

R 24b and R 30b independent of each other is cyano or carbamoyl,

R 25b_ R 26b_ R 27b_ ρ>28^ ρ>3ΐ ^ R 32b_ R 33b a nd R 34b independent of each other is hydrogen, methyl, ethyl, n-propyl, n-butyl, n-pentyl, n-hexyl, cyclobutyl, cyclopentyl, cyclohexyl, 2-methylcyclohexyl, 3-methylcyclohexyl, isopropyl, sec-butyl, 2-methylbutyl, 1 - ethylpropyl, 1 ,2-dimethylpropyl, tert-butyl, 3-methylbutyl, pentan-2-yl, 2-ethylhexyl, 2,2- dimethylpropyl, phenyl, benzyl, 2-hydroxyethyl, allyl, 2-methoxyethyl, 3-methoxy- propyl, 2-cyanoethyl, 2-(methylthio)ethyl, 2-fluoroethyl, 2-chloroethyl, 3-chloropropyl, 2-(2-hydroxyethylsulfanyl)-ethyl, 2-(2-tertbutylsulfanylethanesulfonyl)-ethyl, 2-(2- hydroxyethoxy)propyl, 2-(2-hydroxy ethoxy)ethyl, 3-(4-hydroxybutoxy)propyl, 2-(2- hydroxyethanesulfonyl)-ethyl, 3-(2-phenoxy-ethoxy)-propyl, 3-isopropoxy-propyl, 3- ethoxy-propyl, 3-ethoxybutyl

or

(C2-C6) alkyl substituted by COOM or by SO3M

or

joined together to form six membered ring being unsubstituted or substituted by one or more (Ci-C 4 )-alkyl-groups and the ring being uninterrupted or interrupted by one or more heteroatoms selected from the group consting of oxygen and sulphur

and M is hydrogen, sodium, potassium, lithium or ammonium.

Examples of preferred dyes of formula (2b) are the compounds of formulae (2b 1 2b 192 ) and mixtures thereof, (Table 4) whereby R 1 b , R 2b , R 7b and R 8b are hydrogen

Table 4

2b 23 SOsH H H SOsH 4-(2-Hydroxyethane

NHCOCHs OMe CN H *

sulfonyl)phenyl *

2b 24 H SOsH SOsH H

2b 25 SOsH H H SOsH

Methyl Methyl CONH2 2-Hydroxy ethyl H *

2b 26 H SOsH SOsH H *

2b 27 SOsH H H SOsH

2-(2-Hydroxy ethyl *

Methyl Methyl CONH2 H

sulfanyl)ethyl *

2b 28 H SOsH SOsH H

2b 29 SOsH H H SOsH

Methyl Methyl CONH2 2-(2-Hydroxy ethyl)propyl H *

2b 30 H SOsH SOsH H *

2b 31 SOsH H H SOsH

Methyl Methyl CONH2 2-(2-Hydroxy ethoxy)ethyl H *

2b 32 H SOsH SOsH H *

2b 33 SOsH H H SOsH *

Methyl Methyl CONH2 3-(4-Hydroxy butoxy)propyl H *

2b 34 H SOsH SOsH H

2b 47 SOsH H H SOsH 4-(2-Hydroxyethane *

NHCOCHs OMe CONH2 H

sulfonyl)phenyl *

2b 48 H SOsH SOsH H

2b 49 SOsH H H SOsH

Methyl Methyl CN 2-Sulfo ethyl H *

2b 50 H SOsH SOsH H *

2b 51 SOsH H H SOsH

NHCOCHs OMe CN 2-Sulfo ethyl H *

2b 52 H SOsH SOsH H *

2b 53 SOsH H H SOsH

Methyl Methyl CONH2 2-Sulfo ethyl H *

*

2b 54 H SOsH SOsH H

2b 55 SOsH H H SOsH

NHCOCHs OMe CONH2 2-Sulfo ethyl H *

2b 56 H SOsH SOsH H *

2b 57 SOsH H H SOsH *

Methyl Methyl CN 2-Sulfo ethyl Me *

2b 58 H SOsH SOsH H

2b 79 SOsH H H SOsH

Methyl Methyl CN 2-(2-Hydroxy ethoxy)ethyl H

2b 80 H SOsH SOsH H

2b 81 SOsH H H SOsH

Methyl Methyl CN 3-(4-Hydroxy butoxy)propyl H

2b 82 H SOsH SOsH H

2b 83 SOsH H H SOsH

4-(2-Hydroxyethane

Methyl Methyl CN H sulfonyl)phenyl

2b 84 H SOsH SOsH H

2b 85 SOsH H H SOsH

NHCOCHs OMe CN 2-Hydroxy ethyl H

2b 86 H SOsH SOsH H

2b 87 SOsH H H SOsH

2-(2-Hydroxy ethyl

NHCOCHs OMe CN H sulfanyl)ethyl

2b 88 H SOsH SOsH H

2b 89 SOsH H H SOsH

NHCOCHs OMe CN 2-(2-Hydroxy ethyl)propyl H

2b 90 H SOsH SOsH H

2b 91 SOsH H H SOsH

NHCOCHs OMe CN 2-(2-Hydroxy ethoxy)ethyl H

2b 92 H SOsH SOsH H

2b 93 SOsH H H SOsH

NHCOCHs OMe CN 3-(4-Hydroxy butoxy)propyl H

2b 94 H SOsH SOsH H

2b 95 SOsH H H SOsH

4-(2-Hydroxyethane

NHCOCHs OMe CN H sulfonyl)phenyl

2b ' 96 H SOsH SOsH H

2b 97 SOsH H H SOsH

Methyl Methyl CONH2 2-Hydroxy ethyl H

2b , ' 98 H SOsH SOsH H

2b ' 99 SOsH H H SOsH

2-(2-Hydroxy ethyl

Methyl Methyl CONH2 H sulfanyl)ethyl

2b 100 H SOsH SOsH H

2b 101 SOsH H H SOsH

Methyl Methyl CONH2 2-(2-Hydroxy ethyl)propyl H

2b 102 H SOsH SOsH H

2b 111 SOsH H H SOsH

2-(2-Hydroxy ethyl

NHCOCH3 OMe CONH2 H sulfanyl)ethyl

2b 112 H SOsH SOsH H

2b 113 SOsH H H SOsH

NHCOCH3 OMe CONH2 2-(2-Hydroxy ethyl)propyl H

2b 114 H SOsH SOsH H

2b 115 SOsH H H SOsH

NHCOCH3 OMe CONH2 2-(2-Hydroxy ethoxy)ethyl H

2b 116 H SOsH SOsH H

2b 117 SOsH H H SOsH

NHCOCH3 OMe CONH2 3-(4-Hydroxy butoxy)propyl H

2b 118 H SOsH SOsH H

* f t th i t f tt h t t th it t

Further preferred embodiments of the present invention are the dyes of formula (2c) and mixtures thereof

(2c), wherein

R 1c , R 2c , R 3c , R 4c , R 5c , R 6c , R 7c and R 8c independent of each other is hydrogen, alkyl, alkoxy, halogen, trifluoromethyl or SO3M, whereby at least two of them are SO3M

R 9c , R 10c , R 13c and R 14c independent of each other is hydrogen, (Ci-C )-alkyl, (Ci-C )- alkoxy, halogen, trifluoromethyl(Ci-C 4 )-acylamino or SO3M,

R 23c and R 29c independent of each other is unsubstituted, linear or branched (Ci-C 4 )- alkyl, unsubstituted (Cs-CzJ-cycloalkyl or substituted (Cs-CzJ-cycloalkyl with one or more substituents preferably selected from the group consisting of methyl, ethyl, isobutyl, sec-butyl, tert-butyl and methylbutyl,

R 24c and R 30c independent of each other is cyano, carbamoyl or alkoxycarbonyl, R 25 Cj R 26c R 27 Cj R 28 Cj R 3i Cj R 32 Cj R 33c a nd R 34c independent of each other is hydrogen, alkyl, hydroxyalkyl, alkoxy, alkenyl, cycloalkyl, aryl, heteroaryl, heterocycloalkyl, carbamoyl, alkylureido, phenylureido, hydroxyalkylsulfonylalkyl, aminoalkyl, amino- hydroxy-alkyl, alkoxyalkylaminoalkyl, thioalkoxyalkyl-aminoalkyl, aminoalkyloxyalkyl, aminoalkylthioxyalkyl, cycloalkylalkyl, aryloxyalkyl, arylthioxyalkyl, heteroarylalkyl, heterocycloalkylalkyl

or

alkyl interrupted by one or more heteroatoms selected from the group consisting of oxygen and sulphur

or

alkyl substituted by one or more substituents selected from the group consisting of hydroxy, aryl, cycloalkyl, alkoxy, amino, N-monoalkyl-amino, Ν,Ν-dialkyl-amino, N- monoaryl-amino, Ν,Ν-diaryl-amino, N-alkyl-N-aryl-amino, N-monocycloalkyl-amino, Ν,Ν-dicycloalkyl-amino, N-monoalkyl-monocycloalkyl-amino, N,N-monoaryl-mono- cycloalkyl-amino, N-acylamino, N-alkylsulfonyl-amino, ureido, alkylureido, phenylureido, halogen, cyano, COOM, nitro, acyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, acyloxy, aryloyloxy, carbamoyl, sulfa-

or

alkyl interrupted by one or more heteroatoms selected from the group consisting of oxygen and sulphur and substituted by one or more substituents selected from the group consisting of hydroxy, aryl, cycloalkyl, alkoxy, amino, N-monoalkyl-amino, N,N- dialkyl-amino, N-monoaryl-amino, Ν,Ν-diaryl-amino, N-alkyl-N-aryl-amino, N- monocycloalkyl-amino, Ν,Ν-dicycloalkyl-amino, N-monoalkyl-monocycloalkyl-amino, Ν,Ν-monoaryl-monocycloalkyl-amino, N-acylamino, N-alkylsulfonyl-amino, ureido, alkylureido, phenylureido, halogen, cyano, COOM, nitro, acyl, alkylsulfonyl, aryloyl, trifluoromethyl, heteroaryl, heterocycloalkyl, alkoxycarbonyl, acyloxy, aryloyloxy, carbamoyl, sulfamoyl and SO3M

and

M is hydrogen, an alkali metal, ammonium, one equivalent of an alkali earth metal or a monovalent organic cation.

In especially preferred dyes of formula (2c) R 1c , R 3c , R 4c , R 5c , R 6c and R 8c independent of each other is SO 3 M, hydrogen, alkyl, alkoxy or halogen, - whereby at least two of them are SO3M,

R 2c and R 7c is hydrogen,

R 9c , R 10c , R 13c and R 14c independent of each other is hydrogen, methyl, halogen, SO3M or acetylamino,

R 23c and R 29c is methyl,

R 24c and R 30c independent of each other is cyano or carbamoyl,

R 25 Cj R 26c R 27 Cj R 28 Cj R 3i Cj R 32 Cj R 33c a nd R 34c independent of each other is hydrogen, methyl, ethyl, n-propyl, n-butyl, n-pentyl, n-hexyl, cyclobutyl, cyclopentyl, cyclohexyl, 2-methylcyclohexyl, 3-methylcyclohexyl, isopropyl, sec-butyl, 2-methylbutyl, 1 - ethylpropyl, 1 ,2-dimethylpropyl, tert-butyl, 3-methylbutyl, pentan-2-yl, 2-ethylhexyl, 2,2-dimethylpropyl, phenyl, benzyl, 2-hydroxyethyl, allyl, 2-methoxyethyl, 3-methoxy- propyl, 2-cyanoethyl, 2-(methylthio)ethyl, 2-fluoroethyl, 2-chloroethyl, 3-chloropropyl, 2-(2-hydroxyethylsulfanyl)-ethyl, 2-(2-tertbutylsulfanylethanesulfonyl)-ethyl, 2-(2- hydroxyethoxy)propyl, 2-(2-hydroxy ethoxy)ethyl, 3-(4-hydroxybutoxy)propyl, 2-(2- hydroxyethanesulfonyl)-ethyl, 3-(2-phenoxy-ethoxy)-propyl, 3-isopropoxy-propyl, 3- ethoxy-propyl or 3-ethoxybutyl

or

(C2-C6) alkyl substituted by COOM or by SO 3 M

and

M is hydrogen, sodium, potassium, lithium or ammonium.

Examples of preferred dyes of formula (2c) are the compounds of formulae (2c 1 to 2c 184 ) (Table 5) and mixtures thereof:

hereby R 1c , R 2c , R 7c and R 8c are hydrogen Table 5

2c 27 SOsH H H SOsH 6-SOsH H 2-Methyl

CN 2-Methyl butyl H H

2c 28 H SOsH SOsH H butyl

2c 29 SOsH H H SOsH 6-SOsH H CN 1 -Ethyl propyl H 1 -Ethyl propyl H

2c 30 H SOsH SOsH H

2c 31 SOsH H H SOsH 6-SOsH H 1 ,2-Dimethyl 1 ,2-Dimethyl

CN H H

2c 32 H SOsH SOsH H propyl propyl

2c 33 SOsH H H SOsH 6-SOsH H CN Tert-butyl H Tert-butyl H

2c 34 H SOsH SOsH H

2c 35 SOsH H H SOsH 6-SOsH H CN 3-Methyl butyl H 3-Methyl butyl H

2c 36 H SOsH SOsH H

2c 37 SOsH H H SOsH 6-SOsH H CN Pentan-2-yl H Pentan-2-yl H

2c 38 H SOsH SOsH H

2c 39 SOsH H H SOsH 6-SOsH H CN 2-Ethylhexyl H 2-Ethylhexyl H

2c 40 H SOsH SOsH H

2c 41 SOsH H H SOsH 6-SOsH H 2,2-Dimethyl 2,2-Dimethyl

CN H H

2c 42 H SOsH SOsH H propyl propyl

2c 43 SOsH H H SOsH 6-SOsH H CN Phenyl H Phenyl H

2c 44 H SOsH SOsH H

2c 45 SOsH H H SOsH 6-SOsH H CN Benzyl H Benzyl H

2c 46 H SOsH SOsH H

2c 47 SOsH H H SOsH

7-SOsH H CN Methyl H Methyl H

2c 48 H SOsH SOsH H

2c 49 SOsH H H SOsH 7-SOsH H CN Ethyl H Ethyl H

2c 50 H SOsH SOsH H

2c 51 SOsH H H SOsH 7-SOsH H CN Propyl H Propyl H

2c 52 H SOsH SOsH H

2c 53 SOsH H H SOsH 7-SOsH H CN Butyl H Butyl H

2c 54 H SOsH SOsH H

2c 55 SOsH H H SOsH 7-SOsH H

CN Pentyl H Pentyl H

2c 56 H SOsH SOsH H

2c 57 SOsH H H SOsH 7-SOsH H CN Hexyl H Hexyl H

2c 58 H SOsH SOsH H

2c 59 SOsH H H SOsH 7-SOsH H CN Cyclobutyl H Cyclobutyl H

2c 60 H SOsH SOsH H

2c 61 SOsH H H SOsH 7-SOsH H CN Cyclopentyl H Cyclopentyl H

2c 62 H SOsH SOsH H

2c 63 SOsH H H SOsH 7-SOsH H CN Cyclohexyl H Cyclohexyl H

2c 64 H SOsH SOsH H

2c 65 SOsH H H SOsH 7-SOsH H 2-Methyl 2-Methyl

CN H H

2c 66 H SOsH SOsH H cyclohexyl cyclohexyl

2c 67 SOsH H H SOsH 7-SOsH H 3-Methyl 3-Methyl

CN H H

2c 68 H SOsH SOsH H cyclohexyl cyclohexyl

2c 69 SOsH H H SOsH 7-SOsH H CN Isopropyl H Isopropyl H

2c 70 H SOsH SOsH H

2c 71 SOsH H H SOsH 7-SOsH H CN Sec-butyl H Sec-butyl H

2c 72 H SOsH SOsH H

2c 73 SOsH H H SOsH 7-SOsH H 2-Methyl

CN 2-Methyl butyl H H

2c 74 H SOsH SOsH H butyl

2c 75 SOsH H H SOsH 7-SOsH H CN 1 -Ethyl propyl H 1 -Ethyl propyl H

2c 76 H SOsH SOsH H

2c 77 SOsH H H SOsH 7-SOsH H 1 ,2-Dimethyl 1 ,2-Dimethyl

CN H H

2c 78 H SOsH SOsH H propyl propyl

2c 79 SOsH H H SOsH 7-SOsH H CN Tert-butyl H Tert-butyl H

2c 80 H SOsH SOsH H

2c 81 SOsH H H SOsH 7-SOsH H CN 3-Methyl butyl H 3-Methyl butyl H

2c 82 H SOsH SOsH H

2c 83 SOsH H H SOsH 7-SOsH H CN Pentan-2-yl H Pentan-2-yl H

2c 84 H SOsH SOsH H

2c 85 SOsH H H SOsH 7-SOsH H H

H SOsH SOsH H CN 2-Ethylhexyl H 2-Ethylhexyl

2c 86

2c 87 SOsH H H SOsH 7-SOsH H 2,2-Dimethyl 2,2-Dimethyl

CN H H

2c 88 H SOsH SOsH H propyl propyl

2c 89 SOsH H H SOsH 7-SOsH H CN Phenyl H Phenyl H

2c 90 H SOsH SOsH H

2c 91 SOsH H H SOsH 7-SOsH H CN Benzyl H Benzyl H

2c 92 H SOsH SOsH H

2c 93 SOsH H H SOsH

6-SOsH H CONH 2 Methyl H Methyl H

2c 94 H SOsH SOsH H

2c 95 SOsH H H SOsH 6-SOsH H CONH2 Ethyl H Ethyl H

2c 96 H SOsH SOsH H

2c 97 SOsH H H SOsH 6-SOsH H CONH2 Propyl H Propyl H

2c 98 H SOsH SOsH H

2c" SOsH H H SOsH 6-SOsH H

2c ioo CONH2 Butyl H Butyl H

H SOsH SOsH H

2c 101 SOsH H H SOsH 6-SOsH H

2c 102 CONH2 Pentyl H Pentyl H

H SOsH SOsH H

2c 103 SOsH H H SOsH 6-SOsH H

2c 104 CONH2 Hexyl H Hexyl H

H SOsH SOsH H

2c 105 SOsH H H SOsH 6-SOsH H

2c 106 CONH2 Cyclobutyl H Cyclobutyl H

H SOsH SOsH H

2c 107 SOsH H H SOsH 6-SOsH H

2c 108 CONH2 Cyclopentyl H Cyclopentyl H

H SOsH SOsH H

2c 109 SOsH H H SOsH 6-SOsH H

2c 110 CONH2 Cyclohexyl H Cyclohexyl H

H SOsH SOsH H

2c 111 SOsH H H SOsH 6-SOsH H 2-Methyl 2-Methyl

CONH2 H H

2c 112 H SOsH SOsH H cyclohexyl cyclohexyl

2c 1 13 SOsH H H SOsH 6-SOsH H 3-Methyl 3-Methyl

2c 1 14 CONH2 H H

H SOsH SOsH H cyclohexyl cyclohexyl

2c 1 15 SOsH H H SOsH 6-SOsH H H

2c 1 16 H SOsH SOsH H CONH2 Isopropyl H Isopropyl

2c 117 SOsH H H SOsH 6-SOsH H

2c 118 CONH 2 Sec-butyl H Sec-butyl H

H SOsH SOsH H

2c 119 SOsH H H SOsH 6-SOsH H 2-Methyl

2c 120 CONH2 2-Methyl butyl H H

H SOsH SOsH H butyl

2c 121 SOsH H H SOsH 6-SOsH H CONH2 1 -Ethyl propyl H 1 -Ethyl propyl H

2c 122 H SOsH SOsH H

2c 123 SOsH H H SOsH 6-SOsH H 1 ,2-Dimethyl 1 ,2-Dimethyl

CONH2 H H

2c 124 H SOsH SOsH H propyl propyl

2c 125 SOsH H H SOsH 6-SOsH H

2c 126 CONH2 Tert-butyl H Tert-butyl H

H SOsH SOsH H

2c 127 SOsH H H SOsH 6-SOsH H

2c 128 CONH2 3-Methyl butyl H 3-Methyl butyl H

H SOsH SOsH H

2c 129 SOsH H H SOsH 6-SOsH H

2c 130 CONH2 Pentan-2-yl H Pentan-2-yl H

H SOsH SOsH H

2c 131 SOsH H H SOsH 6-SOsH H

2c 132 CONH2 2-Ethylhexyl H 2-Ethylhexyl H

H SOsH SOsH H

2c 133 SOsH H H SOsH 6-SOsH H 2,2-Dimethyl 2,2-Dimethyl

2c 134 CONH2 H H

H SOsH SOsH H propyl propyl

2c 135 SOsH H H SOsH 6-SOsH H

2c 136 CONH2 Phenyl H Phenyl H

H SOsH SOsH H

2c 137 SOsH H H SOsH 6-SOsH H

2c 138 CONH2 Benzyl H Benzyl H

H SOsH SOsH H

2c 139 SOsH H H SOsH

2c 140 7-SOsH H CONH2 Methyl H Methyl H

H SOsH SOsH H

2c 141 SOsH H H SOsH 7-SOsH H CONH2 Ethyl H Ethyl H

2c 142 H SOsH SOsH H

2c 143 SOsH H H SOsH 7-SOsH H

2c 144 CONH2 Propyl H Propyl H

H SOsH SOsH H

2c 145 SOsH H H SOsH 7-SOsH H H

2c 146 H SOsH SOsH H CONH2 Butyl H Butyl

2c 147 SOsH H H SOsH 7-SOsH H

2c 148 CONH2 Pentyl H Pentyl H

H SOsH SOsH H

2c 149 SOsH H H SOsH 7-SOsH H

2c 150 CONH2 Hexyl H Hexyl H

H SOsH SOsH H

2c 151 SOsH H H SOsH 7-SOsH H

2c 152 CONH2 Cyclobutyl H Cyclobutyl H

H SOsH SOsH H

2c 153 SOsH H H SOsH 7-SOsH H

2c 154 CONH2 Cyclopentyl H Cyclopentyl H

H SOsH SOsH H

2c 155 SOsH H H SOsH 7-SOsH H

2c 156 CONH2 Cyclohexyl H Cyclohexyl H

H SOsH SOsH H

2c 157 SOsH H H SOsH 7-SOsH H 2-Methyl 2-Methyl

2c 158 CONH2 H H

H SOsH SOsH H cyclohexyl cyclohexyl

2c 159 SOsH H H SOsH 7-SOsH H 3-Methyl 3-Methyl

2c 160 CONH2 H H

H SOsH SOsH H cyclohexyl cyclohexyl

2c 161 SOsH H H SOsH 7-SOsH H

2c 162 CONH2 Isopropyl H Isopropyl H

H SOsH SOsH H

2c 163 SOsH H H SOsH 7-SOsH H

2c 164 CONH2 Sec-butyl H Sec-butyl H

H SOsH SOsH H

2c 165 SOsH H H SOsH 7-SOsH H

2c 166 CONH2 2-Methyl butyl H 2-Methyl butyl H

H SOsH SOsH H

2c 167 SOsH H H SOsH 7-SOsH H

2c 168 CONH2 1 -Ethyl propyl H 1 -Ethyl propyl H

H SOsH SOsH H

2c 169 SOsH H H SOsH 7-SOsH H 1 ,2-Dimethyl 1 ,2-Dimethyl

2c 170 CONH2 H H

H SOsH SOsH H propyl propyl

2c 171 SOsH H H SOsH 7-SOsH H CONH2 Tert-butyl H Tert-butyl H

2c 172 H SOsH SOsH H

2c 173 SOsH H H SOsH 7-SOsH H CONH2 3-Methyl butyl H 3-Methyl butyl H

2c 174 H SOsH SOsH H

2c 175 SOsH H H SOsH 7-SOsH H

2c 176 CONH2 Pentan-2-yl H Pentan-2-yl H

H SOsH SOsH H

2c 177 SOsH H H SOsH 7-SOsH H

2c 178 CONH2 2-Ethylhexyl H 2-Ethylhexyl H

H SOsH SOsH H

2c 179 SOsH H H SOsH 7-SOsH H 2,2-Dimethyl 2,2-Dimethyl

2c 180 CONH2 H H

H SOsH SOsH H propyl propyl

2c 181 SOsH H H SOsH 7-SOsH H

2c 182 CONH2 Phenyl H Phenyl H

H SOsH SOsH H

2c 183 SOsH H H SOsH 7-SOsH H

2c 184 CONH2 Benzyl H Benzyl H

H SOsH SOsH H

The present invention also provides a process for the production of dyes of formula (I) comprising the steps of:

a) diazotization of a compound of formula (3)

wherein R 1 to R 8 are defined as above,

b) reacting the diazonium salt obtained in step a) with compounds of the formula (4) and (5)

c) diazotization of the compound of formula (6), d) reacting the diazonium salt obtained in step c) with compounds of formula (7) and (8), (9) and (10), (1 1 ) and (12) or mixtures thereof:

wherein R 17 to R 19 and R 20 to R 22 and R 23 to R 28 and R 29 to R 34 are defined as given above.

The diazotization of the compound of the formula (3) and (6) can be performed by means of diazotization methods that are known to a person skilled in the art, preferably by using sodium nitrite or nitrosylsulphuric acid in acidic medium using inorganic acids such as hydrochloric acid, sulphuric acid or phosphoric acid or mixtures thereof or organic acids such as acetic acid or propionic acid or mixtures thereof. Also mixtures of inorganic acid with organic acids can be advantageously used.

The coupling reaction of the diazonium salt obtained by diazotization of the compound of the formula (3) onto the compounds of formulae (4) and (5) as well as the coupling reaction of the the diazonium salt obtained by diazotization of the compound of the formula (6) onto the compounds of formulae (7) and (8) or (9) and (10) or (1 1 ) and (12) or mixtures thereof can likewise be performed by known methods. The compounds of the formula (3) are known and commercially available or can be synthesised by means of common chemical reactions known to a person skilled in the art such as the methods disclosed in US 5,728,874 or DE172106.

The pyridones of formula (7) and (8) in which R 18 and R 21 are cyano are commercially available or can be synthesized via methods disclosed in the literature such as US 2004006234 A1 . The obtained pyridone nitriles can be further derivatized by reactions known to persons skilled in the art, such as hydrolysis to form pyridones of formula (7) and (8) in which R 18 and R 21 are carbonamide or by hydrolysis and further esterification to form pyridones of formula (7) and (8) in which R 18 and R 21 are alkoxycarbonyl.

The pyridines of formula (9), (10), (1 1 ) and (12) in which R 24 and R 30 denote cyano are commercially available or can be synthesized via methods disclosed in the literature such as DE2230392. Through analogy, all the diamino pyridines that are used in this invention can be synthesized with the protocol. The obtained pyridines can be further derivatized by reactions known to persons skilled in the art, such as hydrolysis to form pyridines of formula (7), (8), (9) and (10) in which R 24 and R 30 are carbonamide or by hydrolysis and further esterification to form pyridines in which R 24 and R 30 are alkoxycarbonyl. The above-mentioned derivatization reactions can be carried out in alkaline or acidic media, preferably in acidic media using strong inorganic acids such as sulphuric acid or hydrochloric acid gaseous or solution, acidic resins or chlorotrimethylsilane or other suitable acid catalyst in the presence of the corresponding alkohol. The reactions are advantageously carried out under inert atmosphere at temperatures in the range from 40 °C to 150 °C.

Alternatively, the above mentioned derivatization reactions can be undertaken as a final step after the synthesis of the corresponding dyes with pyridone nitriles. The dyes of the present invention can be used alone or as a mixture with other dyes according to the present invention and/or other substances.

Thus a chemical composition comprising one or more dye(s) as described above is also an aspect of the present invention.

A chemical composition consisting of two or more dyes as described above forms another preferred aspect of the present invention. Also an aqueous solution for dying comprising one or more dye(s) as described above forms an aspect of the present invention.

The dyes of the present invention are suitable for dyeing and printing of natural, manufactured regenerated, modified or synthetic hydroxyl- amino-, and/or carboxamido-containing fiber materials and their blends by the application methods numerously described in the art for acid dyes.

Therefore, the present invention also is directed to a Process for dyeing or printing carboxamido- and/or hydroxyl-containing material, comprising contacting the carboxamido- and/or hydroxyl-containing material with a dye as described above.

The use of a dye as described above, a chemical composition as described above or of an aqueous solution as described above for dying fibers, as well as blends of such fibres selected from the group consisting of: synthetic fiber materials, nylon materials, nylon-6, nylon-6.6 and aramid fibres, vegetable fibres, seed fibres, cotton, organic cotton, kapok, coir from coconut husk; bast fibers, flax, hemp, jute, kenaf, ramie, rattan; leaf fibres, sisal, henequen, banana; stalk fibres, bamboo; fibres from animals, wool, organic wool, silk, cashmere wool, alpaca fiber, mohair, Angora fibre as well as fur and leather materials; manufactured, regenerated and recycled fibres, cellulosic fibres; paper fibres, cellulosic regenerated fibres, viscose rayon fibres, acetate and triacetate fibers and Lyocell fibers forms another aspect of the present invention.

Still another aspect of the present invention is/are: Fiber and blends containing such fiber selected from the group consisting of: synthetic fiber materials, nylon materials, nylon-6, nylon-6.6 and aramid fibres, vegetable fibres, seed fibres, cotton, organic cotton, kapok, coir from coconut husk; bast fibers, flax, hemp, jute, kenaf, ramie, rattan; leaf fibres, sisal, henequen, banana; stalk fibres, bamboo; fibres from animals, wool, organic wool, silk, cashmere wool, alpaca fiber, mohair, Angora fibre as well as fur and leather materials; manufactured, regenerated and recycled fibres, cellulosic fibres; paper fibres, cellulosic regenerated fibres, viscose rayon fibres, acetate and triacetate fibers, and Lyocell fibers comprising one or more dye(s) of the present invention either in chemically and/or physically bound form. The above-mentioned substrates to be dyed can be present in various forms such as but not limited to yarn, woven fabric, loop-formingly knitted fabric or carpet. For instance in the form of sheetlike structures, such as paper and leather, in the form of films, such as nylon films, or in the form of a bulk mass, for example composed of polyamide and polyurethane, in particular in the form of fibers, for example cellulose fibers. The fibers are preferably textile fibers, for example in the form of woven fabrics or yarns or in the form of hanks or wound packages.

The dyes of the present invention and their salts and/or mixtures can be used as a single dyeing colorant in dyeing or printing processes or can be part of a di-, tri- or multi-component combination colorant in dyeing or in printing compositions. The di-, tri- or multi-component shade dyeings show similar fastness level as compared to dyeing performed with a single colorant component.

Dyes of the present invention and their salts or mixtures are highly compatible with other known and/or commercially available acid dyes and they can be used together with such dyes of related chromophores and similar technical performance to obtain specific hues. Similar technical performance includes: comparable build-up, comparable fastness properties and comparable exhaustion rates during dyeings. The dyes according to the invention can be applied to the materials mentioned, especially the fiber materials mentioned, by the application techniques known for water-soluble dyes. This applies to both, dyeing and printing processes. It applies in particular to the production of dyeings on fiber materials composed of wool or other natural polyamides or of synthetic polyamides and their mixtures with other fiber material. In general, the material to be dyed is introduced into the bath at a temperature of about 40 °C, agitated therein for some time, the dyebath is then adjusted to the desired weakly acidic, preferably weakly acetic acid, pH and the actual dyeing is carried out at a temperature between 60 and 98 °C. However, the dyeings can also be carried out at the boil or in a sealed dyeing apparatus at temperatures of up to 106 °C. Since the water solubility of the dyes according to the invention is very good, they can also be used with advantage in customary continuous dyeing processes.

The dyes of the present invention can also be used in digital printing processes, in particular in digital textile printing. For this the dyes of the present invention need to be formulated in aqueous inks.

An Ink for digital textile printing, comprising a dye of the present invention is another aspect of the present invention. The inks of the present invention comprise the dye of the present invention in amounts which preferably range from 0.1 to 50 % by weight, more preferably from 0.5 to 30 % by weight and most preferably from 1 to 15 % by weight, based on the total weight of the ink. If desired the inks may contain further dyes used in digital printing in addition to the one or more dyes of the present invention.

For the inks of the present invention to be used in the continuous flow process, a conductivity of 0.5 to 25 mS/m can be set by adding an electrolyte. Useful electrolytes include for example lithium nitrate and potassium nitrate. The inks of the present invention may include organic solvents at a total level of 1 to 50 % by weight and preferably 5 to 30 % by weight. Suitable organic solvents are for example alcohols, for example methanol, ethanol, 1 -propanol, isopropanol, 1 -butanol, tert-butanol, pentyl alcohol, polyhydric alcohols for example: 1 ,2-ethanediol, 1 ,2,3-propanetriol, butanediol, 1 ,3-butanediol, 1 ,4-butanediol, 1 ,2-propanediol, 2,3-propanediol, pentanediol, 1 ,4-pentanediol, 1 ,5-pentanediol, hexanediol, D,L-1 ,2-hexanediol, 1 ,6- hexanediol, 1 ,2,6-hexanetriol, 1 ,2-octanediol, polyalkylene glycols, for example: polyethylene glycol, polypropylene glycol, alkylene glycols having 1 to 8 alkylene groups, for example: monoethylene glycol, diethylene glycol, triethylene glycol, tetraethylene glycol, thioglycol, thiodiglycol, butyltriglycol, hexylene glycol, propylene glycol, dipropylene glycol, tripropylene glycol, low alkyl ethers of polyhydric alcohols, for example: ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, diethylene glycol monohexyl ether, triethylene glycol monomethyl ether, triethylene glycol monobutyl ether, tripropylene glycol monomethyl ether, tetraethylene glycol monomethyl ether, tetraethylene glycol monobutyl ether, tetraethylene glycol dimethyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monobutyl ether, tripropylene glycol isopropyl ether, polyalkylene glycol ethers, such as for example: polyethylene glycol monomethyl ether, polypropylene glycol glycerol ether, polyethylene glycol tridecyl ether, polyethylene glycol nonylphenyl ether, amines, such as for example: methylamine, ethylamine, triethylamine, diethylamine, dimethylamine, trimethylamine, dibutylamine, diethanolamine, triethanolamine, N-acetylethanolamine, N-formylethanolamine, ethylenediamine, urea derivatives, such as for example: urea, thiourea, N-methylurea, Ν,Ν'-epsilon dimethylurea, ethyleneurea, 1 ,1 ,3,3- tetramethylurea, amides, such as for example: dimethylformamide, dimethylacetamide, acetamide, ketones or keto alcohols, such as for example: acetone, diacetone alcohol, cyclic ethers, such as for example: tetrahydrofuran, trimethylolethane, trimethylolpropane, 2-butoxyethanol, benzyl alcohol, 2- butoxyethanol, gamma butyrolactone, epsilon-caprolactam, further sulfolane, dimethylsulfolane, methylsulfolane, 2,4-dimethylsulfolane, dimethyl sulfone, butadiene sulfone, dimethyl sulfoxide, dibutyl sulfoxide, N-cyclohexylpyrrolidone, N-methyl-2- pyrrolidone, N-ethylpyrrolidone, 2-pyrrolidone, 1 -(2-hydroxyethyl)-2-pyrrolidone, 1 -(3-hydroxypropyl)-2-pyrrolidone, 1 ,3-dimethyl-2-imidazolidinone, 1 ,3-dimethyl- 2-imidazolinone, 1 ,3-bismethoxymethylimidazolidine, 2-(2-methoxyethoxy)ethanol, 2- (2-ethoxyethoxy)ethanol, 2-(2-butoxyethoxy)ethanol, 2-(2-propoxyethoxy)ethanol, pyridine, piperidine, butyrolactone, trimethylpropane, 1 ,2-dimethoxypropane, dioxane ethyl acetate, ethylenediaminetetraacetate ethyl pentyl ether, 1 ,2-dimethoxypropane and trimethylpropane.

The inks of the present invention may further include customary additives, for example viscosity moderators to set viscosities in the range from 1 .5 to 40.0 mPas in a temperature range from 20 to 50 °C. Preferred inks have a viscosity of 1 .5 to 20 mPas and particularly preferred inks have a viscosity of 1 .5 to 15 mPas.

Useful viscosity moderators include rheological additives, for example:

polyvinylcaprolactam, polyvinylpyrrolidone and their copolymers polyetherpolyol, associative thickeners, polyurea, polyurethane, sodium alginates, modified galactomannans, polyetherurea, polyurethane, nonionic cellulose ethers.

As further additives the inks of the invention may include surface-active substances to set surface tensions of 20 to 65 mlM/m, which are adapted if necessary as a function of the process used (thermal or piezo technology). Useful surface-active substances include for example: all surfactants, preferably nonionic surfactants, butyldiglycol, 1 ,2- hexanediol.

The inks of the present invention may further comprise customary additives, for example substances to inhibit fungal and bacterial growth in amounts from 0.01 to 1 % by weight based on the total weight of the ink.

The inks may be prepared in a conventional manner by mixing the components in water.

The inks of the invention are particularly useful in inkjet printing processes for printing a wide variety of pretreated materials, such as silk, leather, wool, polyamide fibers and polyurethanes, and cellulosic fiber materials of any kind. Blend fabrics, for example blends of cotton, silk, wool with polyester fibers or polyamide fibers can similarly be printed.

In contrast to conventional textile printing, where the printing ink already contains all necessary chemicals, in digital or inkjet printing the auxiliaries have to be applied to the textile substrate in a separate pretreatment step. The pretreatment of the textile substrate, for example cellulose and regenerated cellulose fibers and also silk and wool, is effected with an aqueous alkaline liquor prior to printing. In addition there is a need for thickeners to prevent flowing of the motives when the printing ink is applied, for example sodium alginates, modified polyacrylates or highly etherified galactomannans.

These pretreatment reagents are uniformly applied to the textile substrate in a defined amount using suitable applicators, for example using a 2- or 3-roll pad, contactless spraying technologies, by means of foam application or using appropriately adapted inkjet technologies, and subsequently dried.

The examples below serve to illustrate the invention. Parts and percentages are by weigh unless noted otherwise. The relationship between parts by weight and parts by volume is that of the kilogram to the liter.

Examples:

Production Example 1 :

8.62 g of 4,4'-Diamino-biphenyl-2,2'-disulfonic acid were first dissolved in water at slightly acidic pH to give a complete solution. Ice was added to the solution and when temperature reached 10 to 15 °C, 10.6 ml of 5N sodium nitrite solution were added dropwise into the 4,4'-Diamino-biphenyl-2,2'-disulfonic acid solution. The reaction mixture was further cooled down to 0 to 8 °C using an ice-salt-water bath. When the temperature reached 0 to 8 °C, the mixture was added dropwise into 12.38 g of concentrated HCI with 12 g of ice. The reaction mixture was stirred for one hour until completion and a yellow suspension has formed.

6.55 g of 2,5-Dimethyl-phenylamine were added directly into the yellow suspension and stirred. A violet precipitate was observed upon addition. The intermediate precipitate, 4,4'-Bis-(4-amino-2,5-dimethyl-phenylazo)-biphenyl-2,2'-disu lfonic acid, obtained was filtered off with suction and washed with organic solvent and dried.

14.50 g of the dried intermediate, 4,4'-Bis-(4-amino-2,5-dimethyl-phenylazo)-biphenyl- 2,2'-disulfonic acid, were then dissolved in water at slightly acidic pH to give a complete reddish violet solution. Ice was added to the solution and when the temperature reached 10 to 15 °C, 10.1 ml of 5N sodium nitrite solution was added dropwise into the 4,4'-Bis-(4-amino-2,5-dimethyl-phenylazo)-biphenyl-2,2'-disu lfonic acid solution. The reaction mixture was further cooled down to 0 to 8 °C using an ice-salt-water bath. When the temperature reached 0 to 8 °C, the mixture was added dropwise into concentrated HCI with ice. A violet suspension formed and reaction mixture was stirred until completion.

The obtained reaction mixture was used in the next step as described below without further purification:

10.93 g of 1 -Ethyl-6-hydroxy-4-methyl-2-oxo-1 ,2-dihydro-pyridine-3-carbonitrile were stirred in methanol and adjusted to slightly acidic. The violet suspension was added dropwise into the methanol solution and stirred. Brilliant orange precipitate was observed upon addition. The obtained precipitate was filtered off with suction and washed with brine giving product of formula 1 a 8 .

The analytic data are consistent with the assigned structure for product 1 a 8 .

Product 1 a 8 dyes the targeted fibre materials in brilliant orange shades. Through analogy, all the dyes of formulae (1 a 1 -1 a 1249 ) can be synthesized according to the method described above.

Dyeing example 1 -1 :

1 part of the dye 1 a 8 of this invention was dissolved in 2000 parts of water and 1 part of levelling assistant (based on condensation product of a higher aliphatic amine and ethylene oxide) and 6 parts of sodium acetate were added. The pH was then adjusted to 5 using acetic acid (80 %). The dyebath was heated to 50 °C for 10 minutes and then entered with 100 parts of a woven polyamide-6 fabric. The temperature was raised to 98 °C over the course of 50 minutes and then dyeing was carried out at this temperature for 60 minutes. This was followed by cooling to 60 °C and removal of the dyed material. The polyamide-6 fabric was washed with hot and cold water, soaped and then spunned and dried. The orange dyeings obtained have very good light and wet fastness and also good levelness in the fibre.

Dyeing example 1 -2:

1 part of the dye 1 a 8 of this invention was dissolved in 2000 parts of water and 1 part of levelling assistant (based on condensation product of a higher aliphatic amine and ethylene oxide) and 6 parts of sodium acetate were added. The pH was then adjusted to 5.5 using acetic acid (80 %). The dyebath was heated to 50 °C for 10 minutes and then entered with 100 parts of a woven polyamide-6,6 fabric. The temperature was raised to 120 °C in the closed dyeing beaker over the course of 50 minutes and then dyeing was carried out at this temperature for 60 minutes. This was followed by cooling to 60 °C and removal of the dyed material. The polyamide-6,6 fabric was washed with hot and cold water, soaped and then spun and dried. The orange dyeings obtained have very good light and wet fastness and also good levelness in the fibre.

Dyeing example 1 -3:

100 parts of polyamide-6 material were padded with a 1000 parts 50 °C liquor solution that consisted of 40 parts of the dye 1 a 8 , 100 parts of urea, 20 parts of a non ionic solubilizer based on butyldiglycol, 20 parts of acetic acid to adjust the pH to 4.0, 10 parts of levelling assistant (based on ethoxylated aminopropyl fatty acid amide) and 815 parts of water. The material was rolled up and placed into a steaming chamber at 85 °C to 98 °C for 3 to 6 hours. After fixation, the fabric was washed with hot and cold water, soaped and then spun and dried.

The orange dyeings obtained have very good light and wet fastness and also good levelness in the fibre. Dyeing example 1 -4:

1 part of the dye 1 a 8 of this invention was dissolved in 2000 parts of water and 5 parts of sodium sulphate, and 1 part of levelling assistant (based on condensation product of a higher aliphatic amine and ethylene oxide) and 5 parts of sodium acetate were added. The pH was then adjusted to 4.5 using acetic acid (80%). The dyebath was heated to 50 °C for 10 minutes and then entered with 100 parts of a woven wool fabric. The temperature was raised to 100 °C over the course of 50 minutes and then dyeing was carried out at this temperature for 60 minutes. This was followed by cooling to 90 °C and removal of the dyed material. The wool fabric was washed with hot and cold water, soaped and then spun and dried.

The orange dyeings obtained have very good light and wet fastness and also good levelness in the fibre. Dyeing example 1 -5:

1 part of the dye 1 a 8 of this invention was dissolved in 1000 parts of soft water and 7.5 parts of sodium sulphate, and 1 part of a wetting agent (anionic) was added. 100 parts of bleached cotton knitted fabric were added to this solution. The dye bath was then heated up to 98 °C with a gradient of 2 °C/min then dyeing was carried out at this temperature for 60 minutes. This was followed by cooling down to 80 °C. At 80 °C the dyeing was continued for another 20 minutes. The dyed material was then removed and was washed with hot and cold water, soaped and then spunned and dried.

The orange dyeings obtained have very good light and wet fastness and also good levelness in the fibre.

Dyeing example 1 -6:

4 parts of chemically bleached (pine wood) sulphite pulp were mixed with 100 parts of 55 °C water. 1 part of the dye 1 a 8 of this invention was dissolved in 100 parts of hot water. 80 parts of this solution were given to the mixed-up pulp and mixed for 2 minutes. After that the mixture was sized with resin size in a conventional manner and mixed for another 2 minutes. 55 parts of this solution were then diluted with 2000 parts of cold water and the paper was produced out of this solution. The orange dyed paper has good wet fastnesses.

Production example 2 - Preparation of an Ink:

3 parts of the dye 1 a 8 of this invention were dissolved in 82 parts of deionized water and were added into the dyebath with 15 parts of diethylene glycol at 60 °C. On cooling, an orange printing ink was obtained. The orange printing ink can be used for ink jet printing on paper, polyamide or wool textiles.

Production example 3:

8.62 g of 4,4'-Diamino-biphenyl-2,2'-disulfonic acid was first dissolved in water at slightly acidic pH to give a complete solution. Ice was added to the solution and when temperature reached 10 to 15 °C, 10.6 ml of 5 N sodium nitrite solution were added dropwise. The reaction mixture was further cooled down to 0 to 8 °C when the mixture was added dropwise into 12.38 g of concentrated HCI with 12 g of ice. Yellow suspension was formed and reaction mixture was completed within an hour.

6.30 g of 2,5-Dimethyl-phenylamine were added directly into the diazo suspension and stirred. A violet precipitate was observed upon addition. The obtained intermediate precipitate, 4,4'-Bis-(4-amino-2,5-dimethyl-phenylazo)-biphenyl-2,2'-disu lfonic acid, was filtered off with suction and washed with organic solvent and dried.

15.22 g of the dried intermediate, 4,4'-Bis-(4-amino-2,5-dimethyl-phenylazo)-biphenyl- 2,2'-disulfonic acid, was then dissolved in water at slightly acidic pH to give a complete reddish orange solution. Ice was added to the solution and when the temperature reached 10 to 15 °C, 10.1 ml of 5 N sodium nitrite solution were added dropwise. The reaction mixture was further cooled down to 0 to 8 °C when the mixture was added dropwise into concentrated HCI with ice. Violet suspension was formed and reaction mixture was completed in 90 mins. The obtained reaction mixture was used in the next step as described below:

14.62 g of 2,6-Bis-(3-methoxy-propylamino)-4-methyl-nicotinonitrile were stirred in methanol and adjusted to slightly acidic. The reaction mixture was added dropwise into the methanol solution and stirred. Brilliant orange precipitate was observed upon addition. Precipitate obtained was filtered off with suction and washed with brine giving product of the formula 2a 842 . The analytic data are consistent with the assigned structure for product 2a 842 . The product dyes the targeted fibre materials in brilliant orange to red shades. Through analogy, all the dyes of formulae (2a 1 -2a 1938 ) can be synthesized according to the method described above.

Dyeing example 3-1 :

1 part of the dye 2a 842 of this invention was dissolved in 2000 parts of water and 1 part of levelling assistant (based on condensation product of a higher aliphatic amine and ethylene oxide) and 6 parts of sodium acetate were added. The pH was then adjusted to 5 using acetic acid (80 %). The dyebath was heated to 50 °C for 10 minutes and then entered with 100 parts of a woven polyamide-6 fabric. The temperature was raised to 98 °C over the course of 50 minutes and then dyeing was carried out at this temperature for 60 minutes. This was followed by cooling to 60 °C and removal of the dyed material. The polyamide-6 fabric was washed with hot and cold water, soaped and then spun and dried. The dyeing obtained gave red shade and has very good light and wet fastness and also good levelness in the fibre.

Dyeing example 3-2:

1 part of the dye 2a 842 of this invention was dissolved in 2000 parts of water and 1 part of levelling assistant (based on condensation product of a higher aliphatic amine and ethylene oxide) and 6 parts of sodium acetate were added. The pH was then adjusted to 5.5 using acetic acid (80 %). The dyebath was heated to 50 °C for 10 minutes and then entered with 100 parts of a woven polyamide-6, 6 fabric. The temperature was raised to 120 °C over the course of 50 minutes and then dyeing was carried out at this temperature for 60 minutes. This was followed by cooling to 60 °C and removal of the dyed material. The polyamide-6, 6 fabric was washed with hot and cold water, soaped and then spun and dried. The dyeing obtained gave red shade and has very good light and wet fastness and also good levelness in the fibre.

Dyeing example 3-3:

100 parts of polyamide-6 material were padded with a 1000 parts 50 °C liquor solution that consisted of 40 parts of the dye 2a 842 , 100 parts of urea, 20 parts of a non ionic solubilizer based on butyldiglycol, 20 parts of acetic acid to adjust the pH to 4.0, 10 parts of levelling assistant (based on ethoxylated aminopropyl fatty acid amide) and 815 parts of water. The material was rolled up and placed into a steaming chamber at 85 to 98 °C for 3 to 6 hours. After fixation, the fabric was washed with hot and cold water, soaped and then spun and dried. The dyeing obtained gave red shade and has very good light and wet fastness and also good levelness in the fibre.

Dyeing example 3-4:

1 part of the dye 2a 842 of this invention was dissolved in 2000 parts of water and 5 parts of sodium sulphate, and 1 part of levelling assistant (based on condensation product of a higher aliphatic amine and ethylene oxide) and 5 parts of sodium acetate are added. The pH was then adjusted to 4.5 using acetic acid (80 %). The dyebath was heated to 50 °C for 10 minutes and then entered with 100 parts of a woven wool fabric. The temperature was raised to 100 °C over the course of 50 minutes and then dyeing was carried out at this temperature for 60 minutes. This was followed by cooling to 90 °C and removal of the dyed material. The wool fabric was washed with hot and cold water, soaped and then spun and dried. The dyeing obtained gave red shade and has very good light and wet fastness and also good levelness in the fibre.

Dyeing example 3-5:

1 part of the dye 2a 842 of this invention was dissolved in 1000 parts of soft water and 7.5 parts of sodium sulphate and 1 part of a wetting agent (anionic) were added. 100 parts of bleached cotton knitted fabric were added to this solution. The dye bath was then heated up to 98 °C with a gradient of 2 °C/min, then dyeing was carried out at this temperature for 60 minutes. This was followed by cooling down to 80 °C. At 80 °C the dyeing was continued for another 20 minutes. The dyed material was then removed and was washed with hot and cold water, soaped and then spun and dried. The dyeings obtained gave red shade and has very good light and wet fastness and also good levelness in the fibre.

Dyeing example 3-6:

4 parts of chemically bleached (pine wood) sulphite pulp was mixed up with 100 parts of 55 °C water. 1 part of the dye 2a 842 of this invention was dissolved in 100 parts of hot water. 80 parts of this solution were given to the mixed-up pulp and mixed for 2 minutes. After that the mixture was sized with resin size in a conventional manner and mixed for another 2 minutes. 55 parts of this solution were then diluted with 2000 parts of cold water and the paper was produced out of this solution. The red paper produced from the mixture has good wet fastnesses. Production example 4 - Preparation of an Ink:

3 parts of the dye 2a 842 of this invention dissolved in 82 parts of deionized water was added into the dyebath with 15 parts of diethylene glycol at 60 °C. On cooling, a red printing ink was obtained. The red printing ink can be used for ink jet printing on paper, polyamide or wool textiles.