Title:
8-HYDROXYQUINOLINE COMPOUND AND USE THEREOF
Document Type and Number:
WIPO Patent Application WO/2024/075815
Kind Code:
A1
Abstract:
The present invention addresses the problem of providing a cMLCK activator which can enhance myocardial contraction without the need to increase the concentration of calcium in cells. The problem is solved by a cMLCK activator comprising a 8-hydroxyquinoline compound represented by general formula (I) (wherein R1 represents a hydrogen atom or the like; R2 represents R7CO- (wherein R7 represents a C1-6 alkyl group or the like) or the like; R3 represents a hydrogen atom or the like; and R4, R5 and R6 each independently represent a hydrogen atom or the like) or a pharmaceutically acceptable salt thereof, or a solvate of the compound or the pharmaceutically acceptable salt.
Inventors:
TSUKAMOTO OSAMU (JP)
TAKASHIMA SEIJI (JP)
HARUTA JUNICHI (JP)
KANAI TOSHIO (JP)
TAKASHIMA SEIJI (JP)
HARUTA JUNICHI (JP)
KANAI TOSHIO (JP)
Application Number:
PCT/JP2023/036369
Publication Date:
April 11, 2024
Filing Date:
October 05, 2023
Export Citation:
Assignee:
UNIV OSAKA (JP)
International Classes:
A61K31/47; A61K31/4709; A61K31/473; A61K31/506; A61K31/5377; A61K31/5383; A61P9/00; A61P9/04; C07D215/26; C07D215/28; C07D401/04; C07D401/10; C07D401/12; C07D401/14; C07D405/06; C07D405/12; C07D413/14; C07D417/10; C07D417/12; C07D455/04; C07D471/04; C07D498/08
Domestic Patent References:
| WO2022169834A2 | 2022-08-11 | |||
| WO2010039538A2 | 2010-04-08 |
Other References:
SANTOSH A. KHEDKAR: "Identification of Novel Non-secosteroidal Vitamin D Receptor Agonists with Potent Cardioprotective Effects and devoid of Hypercalcemia", SCIENTIFIC REPORTS, NATURE PUBLISHING GROUP, US, vol. 7, no. 1, US , XP093155736, ISSN: 2045-2322, DOI: 10.1038/s41598-017-08670-y
DATABASE CAPLUS 2018, SOLDATOVA, V. A, ET AL.: "Hypoxia-inducible factor: basis biology and involvement in cardiovascular pathology", Database accession no. 2019:1815673
TSUKAMOTO, OSAMU ET AL.: "Clinical significance of myosin regulatory light chain phosphorylation in heart failure", CARDIOANGIOLOGY, vol. 87, no. 4, 2020, pages 482 - 487
DATABASE Registry 27 April 2001 (2001-04-27), ANONYMOUS: "Propanamide, N-[(8-hydroxy-5-n itro-7-quinolinyl)phenylmet hyl]-", XP093155746, Database accession no. 333315-15-4
FILE REGISTRY ON STN, RN 315698-33-0, Entered STN: 22 Jan 2001 entire text
GERARDO M. CASAÑOLA-MARTIN: "Atom based linear index descriptors in QSAR-machine learning classifiers for the prediction of ubiquitin-proteasome pathway activity", MEDICINAL CHEMISTRY RESEARCH, BIRKHAEUSER, BOSTON., US, vol. 27, no. 3, 1 March 2018 (2018-03-01), US , pages 695 - 704, XP093155749, ISSN: 1054-2523, DOI: 10.1007/s00044-017-2091-7
ERIC K. HOOBLER: "Pseudoperoxidase investigations of hydroperoxides and inhibitors with human lipoxygenases", BIOORGANIC & MEDICINAL CHEMISTRY, ELSEVIER, AMSTERDAM, NL, vol. 21, no. 13, 1 July 2013 (2013-07-01), AMSTERDAM, NL, pages 3894 - 3899, XP093155753, ISSN: 0968-0896, DOI: 10.1016/j.bmc.2013.04.016
MANOLYA EZGIMEN; HUIGUO LAI; NIKLAUS H. MUELLER; KYUNGAE LEE; GREGORY CUNY; DAVID A. OSTROV; RADHAKRISHNAN PADMANABHAN;: "Characterization of the 8-hydroxyquinoline scaffold for inhibitors of West Nile virus serine protease", ANTIVIRAL RESEARCH, ELSEVIER BV, NL, vol. 94, no. 1, 3 February 2012 (2012-02-03), NL , pages 18 - 24, XP028410386, ISSN: 0166-3542, DOI: 10.1016/j.antiviral.2012.02.003
J. P. PHILLIPS: "THE REACTION OF ANILS WITH 8-QUINOLINOL", THE JOURNAL OF ORGANIC CHEMISTRY, AMERICAN CHEMICAL SOCIETY, vol. 19, no. 6, 1 June 1954 (1954-06-01), pages 907 - 909, XP093155758, ISSN: 0022-3263, DOI: 10.1021/jo01371a005
DATABASE CAPLUS 2018, SOLDATOVA, V. A, ET AL.: "Hypoxia-inducible factor: basis biology and involvement in cardiovascular pathology", Database accession no. 2019:1815673
TSUKAMOTO, OSAMU ET AL.: "Clinical significance of myosin regulatory light chain phosphorylation in heart failure", CARDIOANGIOLOGY, vol. 87, no. 4, 2020, pages 482 - 487
DATABASE Registry 27 April 2001 (2001-04-27), ANONYMOUS: "Propanamide, N-[(8-hydroxy-5-n itro-7-quinolinyl)phenylmet hyl]-", XP093155746, Database accession no. 333315-15-4
FILE REGISTRY ON STN, RN 315698-33-0, Entered STN: 22 Jan 2001 entire text
GERARDO M. CASAÑOLA-MARTIN: "Atom based linear index descriptors in QSAR-machine learning classifiers for the prediction of ubiquitin-proteasome pathway activity", MEDICINAL CHEMISTRY RESEARCH, BIRKHAEUSER, BOSTON., US, vol. 27, no. 3, 1 March 2018 (2018-03-01), US , pages 695 - 704, XP093155749, ISSN: 1054-2523, DOI: 10.1007/s00044-017-2091-7
ERIC K. HOOBLER: "Pseudoperoxidase investigations of hydroperoxides and inhibitors with human lipoxygenases", BIOORGANIC & MEDICINAL CHEMISTRY, ELSEVIER, AMSTERDAM, NL, vol. 21, no. 13, 1 July 2013 (2013-07-01), AMSTERDAM, NL, pages 3894 - 3899, XP093155753, ISSN: 0968-0896, DOI: 10.1016/j.bmc.2013.04.016
MANOLYA EZGIMEN; HUIGUO LAI; NIKLAUS H. MUELLER; KYUNGAE LEE; GREGORY CUNY; DAVID A. OSTROV; RADHAKRISHNAN PADMANABHAN;: "Characterization of the 8-hydroxyquinoline scaffold for inhibitors of West Nile virus serine protease", ANTIVIRAL RESEARCH, ELSEVIER BV, NL, vol. 94, no. 1, 3 February 2012 (2012-02-03), NL , pages 18 - 24, XP028410386, ISSN: 0166-3542, DOI: 10.1016/j.antiviral.2012.02.003
J. P. PHILLIPS: "THE REACTION OF ANILS WITH 8-QUINOLINOL", THE JOURNAL OF ORGANIC CHEMISTRY, AMERICAN CHEMICAL SOCIETY, vol. 19, no. 6, 1 June 1954 (1954-06-01), pages 907 - 909, XP093155758, ISSN: 0022-3263, DOI: 10.1021/jo01371a005
Attorney, Agent or Firm:
SAEGUSA & PARTNERS (JP)
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