Title:
MEDICAL USE OF FORMAMIDE DERIVATIVES, FORMAMIDE DERIVATIVES, AND PHARMACEUTICAL COMPOSITION COMPRISING SAME
Document Type and Number:
WIPO Patent Application WO/2023/246876
Kind Code:
A1
Abstract:
The present invention provides the following compound (I) or a pharmaceutically acceptable salt, an ester, an optical isomer, a tautomer, a stereoisomer, a polymorph, a solvate, an N-oxide, an isotope-labeled compound, a metabolite, a chelate, a complex, a clathrate, or a prodrug thereof, and a pharmaceutical composition comprising the compound of the present invention. Also provided are use of the compound of the present invention as an apoptosis signal-regulating kinase 1 (ASK1) inhibitor, use of the compound in the preparation of a drug for related apoptosis signal-regulating kinase 1 (ASK1) diseases, and a corresponding pharmaceutical composition.
Inventors:
BAI FANG (CN)
BEN JINGJING (CN)
MEI LIANGHE (CN)
REN PENGXUAN (CN)
CHEN QI (CN)
ZHOU XING (CN)
ZHANG XIANGLEI (CN)
BAO LINRUI (CN)
MENG XIAODONG (CN)
ZHANG XUEYUAN (CN)
WANG DONGDONG (CN)
LIN XIAN (CN)
BEN JINGJING (CN)
MEI LIANGHE (CN)
REN PENGXUAN (CN)
CHEN QI (CN)
ZHOU XING (CN)
ZHANG XIANGLEI (CN)
BAO LINRUI (CN)
MENG XIAODONG (CN)
ZHANG XUEYUAN (CN)
WANG DONGDONG (CN)
LIN XIAN (CN)
Application Number:
PCT/CN2023/101744
Publication Date:
December 28, 2023
Filing Date:
June 21, 2023
Export Citation:
Assignee:
UNIV SHANGHAI TECH (CN)
UNIV NANJING MEDICAL (CN)
SUZHOU NEW DRUG INCUBATOR BIOPHARMACEUTICAL TECH CO LTD (CN)
UNIV NANJING MEDICAL (CN)
SUZHOU NEW DRUG INCUBATOR BIOPHARMACEUTICAL TECH CO LTD (CN)
International Classes:
A61K31/404; A61K31/437; A61P1/16; A61P9/10; A61P13/12; C07D209/42; C07D403/06; C07D405/06; C07D409/06; C07D409/10; C07D409/14
Domestic Patent References:
| WO2008016131A1 | 2008-02-07 | |||
| WO2021031071A1 | 2021-02-25 |
Foreign References:
| US20110077268A1 | 2011-03-31 | |||
| US20140038957A1 | 2014-02-06 |
Other References:
DATABASE Registry CAS; 8 July 2021 (2021-07-08), ANONYMOUS : "1H-Indole-1-carboxamide, 5-chl oro-2-hydroxy-3-(2-thienylc arbonyl)-, sodium salt (1:1)", XP093121082, retrieved from STN Database accession no. 2650943-13-6
DOĞAN SENGUL DILEM, DEMIRPOLAT EREN, YERER AYCAN MÜKERREM BETÜL, BALCI METIN: "Synthesis of new 4-aza-indoles via acyl azides", TETRAHEDRON, ELSEVIER SIENCE PUBLISHERS, AMSTERDAM, NL, vol. 71, no. 2, 1 January 2015 (2015-01-01), AMSTERDAM, NL , pages 252 - 258, XP093121086, ISSN: 0040-4020, DOI: 10.1016/j.tet.2014.11.057
MUCSI ZOLTÁN, PORCS-MAKKAY MÁRTA, SIMIG GYULA,, CSIZMADIA IMRE G., VOLK BALÁZS: "Application of the Systems Chemistry Approach on the Ammonolysis of 1-Ethoxycarbonyl- and 1-Phenoxycarbonyl-3-(2-thienyl)oxindoles. A Method to Predict Reactivity", THE JOURNAL OF ORGANIC CHEMISTRY, AMERICAN CHEMICAL SOCIETY, vol. 77, no. 17, 7 September 2012 (2012-09-07), pages 7282 - 7290, XP093121096, ISSN: 0022-3263, DOI: 10.1021/jo300715d
KILIKLI ALPER, DENGIZ CAGATAY, ÖZCAN SEVIL, BALCI METIN: "Synthesis of Indolin-2-one, Isoindolin-1-one, and Indole Derivatives from Homophthalic Acid", SYNTHESIS, GEORG THIEME VERLAG, STUTTGART, DE., vol. 2011, no. 22, 21 September 2011 (2011-09-21), STUTTGART, DE. , pages 3697 - 3705, XP009551465, ISSN: 0039-7881, DOI: 10.1055/s-0030-1260235
PORCS-MAKKAY, MARTA ET AL.: "Convenient Synthesis of 3-Unsubstituted Oxindole-1-carboxamides", TETRAHEDRON, vol. 68, no. 5, 16 December 2011 (2011-12-16), XP028436915, ISSN: 0040-4020, DOI: 10.1016/j.tet.2011.12.027
PORCS-MAKKAY, MARTA ET AL.: "Versatile Synthesis of Oxindole-1,3-dicarboxamides", TETRAHEDRON, vol. 66, no. 34, 12 June 2010 (2010-06-12), XP027173869, ISSN: 0040-4020
HU, SHILING ET AL.: "Novel and Potent BK Channel Openers: CGS 7181 and Its Analogs.", DRUG DEVELOPMENT RESEARCH, vol. 41, no. 1, 31 December 1997 (1997-12-31), XP055261607, ISSN: 0272-4391, DOI: 10.1002/(SICI)1098-2299(199705)41:1<10::AID-DDR2>3.0.CO;2-V
DOĞAN SENGUL DILEM, DEMIRPOLAT EREN, YERER AYCAN MÜKERREM BETÜL, BALCI METIN: "Synthesis of new 4-aza-indoles via acyl azides", TETRAHEDRON, ELSEVIER SIENCE PUBLISHERS, AMSTERDAM, NL, vol. 71, no. 2, 1 January 2015 (2015-01-01), AMSTERDAM, NL , pages 252 - 258, XP093121086, ISSN: 0040-4020, DOI: 10.1016/j.tet.2014.11.057
MUCSI ZOLTÁN, PORCS-MAKKAY MÁRTA, SIMIG GYULA,, CSIZMADIA IMRE G., VOLK BALÁZS: "Application of the Systems Chemistry Approach on the Ammonolysis of 1-Ethoxycarbonyl- and 1-Phenoxycarbonyl-3-(2-thienyl)oxindoles. A Method to Predict Reactivity", THE JOURNAL OF ORGANIC CHEMISTRY, AMERICAN CHEMICAL SOCIETY, vol. 77, no. 17, 7 September 2012 (2012-09-07), pages 7282 - 7290, XP093121096, ISSN: 0022-3263, DOI: 10.1021/jo300715d
KILIKLI ALPER, DENGIZ CAGATAY, ÖZCAN SEVIL, BALCI METIN: "Synthesis of Indolin-2-one, Isoindolin-1-one, and Indole Derivatives from Homophthalic Acid", SYNTHESIS, GEORG THIEME VERLAG, STUTTGART, DE., vol. 2011, no. 22, 21 September 2011 (2011-09-21), STUTTGART, DE. , pages 3697 - 3705, XP009551465, ISSN: 0039-7881, DOI: 10.1055/s-0030-1260235
PORCS-MAKKAY, MARTA ET AL.: "Convenient Synthesis of 3-Unsubstituted Oxindole-1-carboxamides", TETRAHEDRON, vol. 68, no. 5, 16 December 2011 (2011-12-16), XP028436915, ISSN: 0040-4020, DOI: 10.1016/j.tet.2011.12.027
PORCS-MAKKAY, MARTA ET AL.: "Versatile Synthesis of Oxindole-1,3-dicarboxamides", TETRAHEDRON, vol. 66, no. 34, 12 June 2010 (2010-06-12), XP027173869, ISSN: 0040-4020
HU, SHILING ET AL.: "Novel and Potent BK Channel Openers: CGS 7181 and Its Analogs.", DRUG DEVELOPMENT RESEARCH, vol. 41, no. 1, 31 December 1997 (1997-12-31), XP055261607, ISSN: 0272-4391, DOI: 10.1002/(SICI)1098-2299(199705)41:1<10::AID-DDR2>3.0.CO;2-V
Attorney, Agent or Firm:
FIWIS INTELLECTUAL PROPERTY LAW FIRM (CN)
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