Title:
QUINAZOLINE DERIVATIVES
Document Type and Number:
WIPO Patent Application WO/2024/101337
Kind Code:
A1
Abstract:
Provided in one embodiment is a compound, or a pharmaceutically acceptable salt thereof, capable of suppressing a splicing abnormality that causes onset or advance of a disease. The present disclosure provides in one embodiment a compound represented by formula (I) or a pharmaceutically acceptable salt thereof.
Inventors:
HAGIWARA MASATOSHI
AWAYA TOMONARI
AJIRO MASAHIKO
GOTANDA KENTOKU
AWAYA TOMONARI
AJIRO MASAHIKO
GOTANDA KENTOKU
Application Number:
PCT/JP2023/039985
Publication Date:
May 16, 2024
Filing Date:
November 07, 2023
Export Citation:
Assignee:
UNIV KYOTO (JP)
International Classes:
C07D401/12; A61K31/4709; A61K31/506; A61P9/00; A61P25/02; C07D403/12; C07D405/12; C07D405/14; C07D409/12; C07D409/14; C07D413/12; C07D417/12
Domestic Patent References:
| WO2023121429A1 | 2023-06-29 | |||
| WO2003035615A2 | 2003-05-01 | |||
| WO2009001060A2 | 2008-12-31 | |||
| WO2008086462A2 | 2008-07-17 | |||
| WO2023153748A1 | 2023-08-17 | |||
| WO2020140001A1 | 2020-07-02 | |||
| WO2003055866A1 | 2003-07-10 |
Foreign References:
| CN116444501A | 2023-07-18 | |||
| CN114409636A | 2022-04-29 | |||
| CN103819467A | 2014-05-28 | |||
| US10323007B1 | 2019-06-18 | |||
| US20150246891A1 | 2015-09-03 | |||
| US20140080848A1 | 2014-03-20 | |||
| US6046206A | 2000-04-04 | |||
| JP2007210886A | 2007-08-23 | |||
| JPH07500344A | 1995-01-12 | |||
| CN107814792A | 2018-03-20 | |||
| JP2019507768A | 2019-03-22 | |||
| JP2017530193A | 2017-10-12 | |||
| JP2005506961A | 2005-03-10 |
Other References:
NATTAKARN POBSUK: "Design, synthesis and evaluation of N2,N4-diaminoquinazoline based inhibitors of phosphodiesterase type 5", BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, ELSEVIER, AMSTERDAM NL, vol. 29, no. 2, 1 January 2019 (2019-01-01), Amsterdam NL , pages 267 - 270, XP093169255, ISSN: 0960-894X, DOI: 10.1016/j.bmcl.2018.11.043
KURT S. VAN HORN: "Antileishmanial Activity of a Series of N 2 , N 4 -Disubstituted Quinazoline-2,4-diamines", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY, US, vol. 57, no. 12, 26 June 2014 (2014-06-26), US , pages 5141 - 5156, XP093169258, ISSN: 0022-2623, DOI: 10.1021/jm5000408
CHO NAM-CHUL; CHA JI HYOUN; KIM HYOJIN; KWAK JINSOOK; KIM DOHEE; SEO SEUNG-HWAN; SHIN JI-SUN; KIM TAEHUN; PARK KI DUK; LEE JIYOUN;: "Discovery of 2-aryloxy-4-amino-quinazoline derivatives as novel protease-activated receptor 2 (PAR2) antagonists", BIOORGANIC & MEDICINAL CHEMISTRY, ELSEVIER, AMSTERDAM, NL, vol. 23, no. 24, 18 November 2015 (2015-11-18), AMSTERDAM, NL, pages 7717 - 7727, XP029342478, ISSN: 0968-0896, DOI: 10.1016/j.bmc.2015.11.016
YAJIE SHI: "Discovery of Dual Lysine Methyltransferase G9a and EZH2 Inhibitors with In Vivo Efficacy against Malignant Rhabdoid Tumor", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY, US, vol. 66, no. 8, 27 April 2023 (2023-04-27), US , pages 5685 - 5702, XP093169267, ISSN: 0022-2623, DOI: 10.1021/acs.jmedchem.3c00003
DATABASE Registry 9 August 2023 (2023-08-09), ANONYMOUS: "4-Quinazolinamine, 2-chloro-N-[(1-ethyl-4-methyl-1H-1,2,3-triazol-5- yl)methyl]-6,7-dimethoxy- (CA INDEX NAME)", XP093169285, Database accession no. 2956340-42-2
YUKI MIZUKAWA: "Quest for a potent antimalarial drug lead: Synthesis and evaluation of 6,7-dimethoxyquinazoline-2,4-diamines", BIOORGANIC & MEDICINAL CHEMISTRY, ELSEVIER, AMSTERDAM, NL, vol. 33, 1 March 2021 (2021-03-01), AMSTERDAM, NL, pages 116018, XP093169301, ISSN: 0968-0896, DOI: 10.1016/j.bmc.2021.116018
YOKOYAMA, K. ; ISHIKAWA, N. ; IGARASHI, S. ; KAWANO, N. ; MASUDA, N. ; HAMAGUCHI, W. ; YAMASAKI, S. ; KOGANEMARU, Y. ; HATTORI, K.: "Potent and orally bioavailable CCR4 antagonists: Synthesis and structure-activity relationship study of 2-aminoquinazolines", BIOORGANIC & MEDICINAL CHEMISTRY, ELSEVIER, AMSTERDAM, NL, vol. 17, no. 1, 1 January 2009 (2009-01-01), AMSTERDAM, NL, pages 64 - 73, XP025875977, ISSN: 0968-0896, DOI: 10.1016/j.bmc.2008.11.020
DA SILVA, J.F.M. ; WALTERS, M. ; AL-DAMLUJI, S. ; GANELLIN, C.R.: "Molecular features of the prazosin molecule required for activation of Transport-P", BIOORGANIC & MEDICINAL CHEMISTRY, ELSEVIER, AMSTERDAM, NL, vol. 16, no. 15, 1 August 2008 (2008-08-01), AMSTERDAM, NL, pages 7254 - 7263, XP023610703, ISSN: 0968-0896, DOI: 10.1016/j.bmc.2008.06.037
LEE S J, ET AL.: "Discovery of Potent Cyclic GMP Phosphodiesterase inhibitors. 2-Pyridyl- and 2-Imidazolylquinazolines Possessing Cyclic GMP Phosphodiesterase and Thromboxane Synthesis Inhibitory Activities", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY, US, vol. 38, no. 18, 1 January 1995 (1995-01-01), US , pages 3547 - 3557, XP003014001, ISSN: 0022-2623, DOI: 10.1021/jm00018a014
DATABASE Registry 28 November 2013 (2013-11-28), ANONYMOUS: "4-Quinazolinamine, 2-chloro-6,7-dimethoxy-N-[(2-methoxyphenyl)methyl]- (CA INDEX NAME) OTHER CA INDEX NAMES:", XP093169308, Database accession no. 938524-97-1
KURT S. VAN HORN: "Antileishmanial Activity of a Series of N 2 , N 4 -Disubstituted Quinazoline-2,4-diamines", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY, US, vol. 57, no. 12, 26 June 2014 (2014-06-26), US , pages 5141 - 5156, XP093169258, ISSN: 0022-2623, DOI: 10.1021/jm5000408
CHO NAM-CHUL; CHA JI HYOUN; KIM HYOJIN; KWAK JINSOOK; KIM DOHEE; SEO SEUNG-HWAN; SHIN JI-SUN; KIM TAEHUN; PARK KI DUK; LEE JIYOUN;: "Discovery of 2-aryloxy-4-amino-quinazoline derivatives as novel protease-activated receptor 2 (PAR2) antagonists", BIOORGANIC & MEDICINAL CHEMISTRY, ELSEVIER, AMSTERDAM, NL, vol. 23, no. 24, 18 November 2015 (2015-11-18), AMSTERDAM, NL, pages 7717 - 7727, XP029342478, ISSN: 0968-0896, DOI: 10.1016/j.bmc.2015.11.016
YAJIE SHI: "Discovery of Dual Lysine Methyltransferase G9a and EZH2 Inhibitors with In Vivo Efficacy against Malignant Rhabdoid Tumor", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY, US, vol. 66, no. 8, 27 April 2023 (2023-04-27), US , pages 5685 - 5702, XP093169267, ISSN: 0022-2623, DOI: 10.1021/acs.jmedchem.3c00003
DATABASE Registry 9 August 2023 (2023-08-09), ANONYMOUS: "4-Quinazolinamine, 2-chloro-N-[(1-ethyl-4-methyl-1H-1,2,3-triazol-5- yl)methyl]-6,7-dimethoxy- (CA INDEX NAME)", XP093169285, Database accession no. 2956340-42-2
YUKI MIZUKAWA: "Quest for a potent antimalarial drug lead: Synthesis and evaluation of 6,7-dimethoxyquinazoline-2,4-diamines", BIOORGANIC & MEDICINAL CHEMISTRY, ELSEVIER, AMSTERDAM, NL, vol. 33, 1 March 2021 (2021-03-01), AMSTERDAM, NL, pages 116018, XP093169301, ISSN: 0968-0896, DOI: 10.1016/j.bmc.2021.116018
YOKOYAMA, K. ; ISHIKAWA, N. ; IGARASHI, S. ; KAWANO, N. ; MASUDA, N. ; HAMAGUCHI, W. ; YAMASAKI, S. ; KOGANEMARU, Y. ; HATTORI, K.: "Potent and orally bioavailable CCR4 antagonists: Synthesis and structure-activity relationship study of 2-aminoquinazolines", BIOORGANIC & MEDICINAL CHEMISTRY, ELSEVIER, AMSTERDAM, NL, vol. 17, no. 1, 1 January 2009 (2009-01-01), AMSTERDAM, NL, pages 64 - 73, XP025875977, ISSN: 0968-0896, DOI: 10.1016/j.bmc.2008.11.020
DA SILVA, J.F.M. ; WALTERS, M. ; AL-DAMLUJI, S. ; GANELLIN, C.R.: "Molecular features of the prazosin molecule required for activation of Transport-P", BIOORGANIC & MEDICINAL CHEMISTRY, ELSEVIER, AMSTERDAM, NL, vol. 16, no. 15, 1 August 2008 (2008-08-01), AMSTERDAM, NL, pages 7254 - 7263, XP023610703, ISSN: 0968-0896, DOI: 10.1016/j.bmc.2008.06.037
LEE S J, ET AL.: "Discovery of Potent Cyclic GMP Phosphodiesterase inhibitors. 2-Pyridyl- and 2-Imidazolylquinazolines Possessing Cyclic GMP Phosphodiesterase and Thromboxane Synthesis Inhibitory Activities", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY, US, vol. 38, no. 18, 1 January 1995 (1995-01-01), US , pages 3547 - 3557, XP003014001, ISSN: 0022-2623, DOI: 10.1021/jm00018a014
DATABASE Registry 28 November 2013 (2013-11-28), ANONYMOUS: "4-Quinazolinamine, 2-chloro-6,7-dimethoxy-N-[(2-methoxyphenyl)methyl]- (CA INDEX NAME) OTHER CA INDEX NAMES:", XP093169308, Database accession no. 938524-97-1
Attorney, Agent or Firm:
IKEUCHI & PARTNERS (JP)
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