JP2004526756A5 - - Google Patents
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- Publication number
- JP2004526756A5 JP2004526756A5 JP2002580090A JP2002580090A JP2004526756A5 JP 2004526756 A5 JP2004526756 A5 JP 2004526756A5 JP 2002580090 A JP2002580090 A JP 2002580090A JP 2002580090 A JP2002580090 A JP 2002580090A JP 2004526756 A5 JP2004526756 A5 JP 2004526756A5
- Authority
- JP
- Japan
- Prior art keywords
- quinoline
- methoxy
- carboxylic acid
- phenylamino
- chloro
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 125000000217 alkyl group Chemical group 0.000 claims 29
- 125000000753 cycloalkyl group Chemical group 0.000 claims 12
- 150000001875 compounds Chemical class 0.000 claims 10
- 125000003118 aryl group Chemical group 0.000 claims 7
- 229910052736 halogen Inorganic materials 0.000 claims 7
- 150000002367 halogens Chemical class 0.000 claims 7
- -1 -C 3-7 cycloalkyl Chemical group 0.000 claims 6
- OFFCAXYJHYTDKZ-UHFFFAOYSA-N 2-(2-chloroanilino)-7-methoxyquinoline-3-carboxylic acid Chemical compound N=1C2=CC(OC)=CC=C2C=C(C(O)=O)C=1NC1=CC=CC=C1Cl OFFCAXYJHYTDKZ-UHFFFAOYSA-N 0.000 claims 6
- RPXRPLRCZYWQNV-UHFFFAOYSA-N 2-(2-fluoroanilino)-7-methoxyquinoline-3-carboxylic acid Chemical compound N=1C2=CC(OC)=CC=C2C=C(C(O)=O)C=1NC1=CC=CC=C1F RPXRPLRCZYWQNV-UHFFFAOYSA-N 0.000 claims 6
- WTVGLLDWXXCLPJ-UHFFFAOYSA-N 2-(3-chloroanilino)-7-methoxyquinoline-3-carboxylic acid Chemical compound N=1C2=CC(OC)=CC=C2C=C(C(O)=O)C=1NC1=CC=CC(Cl)=C1 WTVGLLDWXXCLPJ-UHFFFAOYSA-N 0.000 claims 6
- FQNACTFBGVNKGO-UHFFFAOYSA-N 2-(3-chloroanilino)-7-methylsulfanylquinoline-3-carboxylic acid Chemical compound N=1C2=CC(SC)=CC=C2C=C(C(O)=O)C=1NC1=CC=CC(Cl)=C1 FQNACTFBGVNKGO-UHFFFAOYSA-N 0.000 claims 6
- ZAVMVZGVEYLFQA-UHFFFAOYSA-N 2-(3-cyanoanilino)-7-methoxyquinoline-3-carboxylic acid Chemical compound N=1C2=CC(OC)=CC=C2C=C(C(O)=O)C=1NC1=CC=CC(C#N)=C1 ZAVMVZGVEYLFQA-UHFFFAOYSA-N 0.000 claims 6
- JEVYLEGQMQCMGW-UHFFFAOYSA-N 2-(3-ethylanilino)-7-methoxyquinoline-3-carboxylic acid Chemical compound CCC1=CC=CC(NC=2C(=CC3=CC=C(OC)C=C3N=2)C(O)=O)=C1 JEVYLEGQMQCMGW-UHFFFAOYSA-N 0.000 claims 6
- JOWSCPICBZWDET-UHFFFAOYSA-N 2-(4-chloroanilino)-7-methoxyquinoline-3-carboxylic acid Chemical compound N=1C2=CC(OC)=CC=C2C=C(C(O)=O)C=1NC1=CC=C(Cl)C=C1 JOWSCPICBZWDET-UHFFFAOYSA-N 0.000 claims 6
- FXKAKXDYOMVZOW-UHFFFAOYSA-N 2-(4-cyanoanilino)-7-methoxyquinoline-3-carboxylic acid Chemical compound N=1C2=CC(OC)=CC=C2C=C(C(O)=O)C=1NC1=CC=C(C#N)C=C1 FXKAKXDYOMVZOW-UHFFFAOYSA-N 0.000 claims 6
- YWHIPDUZOMTFCE-UHFFFAOYSA-N 2-(4-ethoxyanilino)-7-methoxyquinoline-3-carboxylic acid Chemical compound C1=CC(OCC)=CC=C1NC1=NC2=CC(OC)=CC=C2C=C1C(O)=O YWHIPDUZOMTFCE-UHFFFAOYSA-N 0.000 claims 6
- QNOOYTODPIJTQT-UHFFFAOYSA-N 2-(4-ethylanilino)-7-methoxyquinoline-3-carboxylic acid Chemical compound C1=CC(CC)=CC=C1NC1=NC2=CC(OC)=CC=C2C=C1C(O)=O QNOOYTODPIJTQT-UHFFFAOYSA-N 0.000 claims 6
- BKZXDWZUGUKPMU-UHFFFAOYSA-N 2-(4-fluoroanilino)-7-methoxyquinoline-3-carboxylic acid Chemical compound N=1C2=CC(OC)=CC=C2C=C(C(O)=O)C=1NC1=CC=C(F)C=C1 BKZXDWZUGUKPMU-UHFFFAOYSA-N 0.000 claims 6
- DURNIPOLYGLXJB-UHFFFAOYSA-N 2-(4-iodoanilino)-7-methoxyquinoline-3-carboxylic acid Chemical compound N=1C2=CC(OC)=CC=C2C=C(C(O)=O)C=1NC1=CC=C(I)C=C1 DURNIPOLYGLXJB-UHFFFAOYSA-N 0.000 claims 6
- DOVHAMVJFOFQRJ-UHFFFAOYSA-N 7-methoxy-2-(3-methylanilino)quinoline-3-carboxylic acid Chemical compound N=1C2=CC(OC)=CC=C2C=C(C(O)=O)C=1NC1=CC=CC(C)=C1 DOVHAMVJFOFQRJ-UHFFFAOYSA-N 0.000 claims 6
- QIMNRORHUCVTQU-UHFFFAOYSA-N 7-methoxy-2-(quinolin-5-ylamino)quinoline-3-carboxylic acid Chemical compound C1=CC=C2C(NC=3C(C(O)=O)=CC4=CC=C(C=C4N=3)OC)=CC=CC2=N1 QIMNRORHUCVTQU-UHFFFAOYSA-N 0.000 claims 5
- WSDLJOITZJLWEW-UHFFFAOYSA-N 7-methoxy-2-(quinolin-8-ylamino)quinoline-3-carboxylic acid Chemical compound C1=CN=C2C(NC=3C(C(O)=O)=CC4=CC=C(C=C4N=3)OC)=CC=CC2=C1 WSDLJOITZJLWEW-UHFFFAOYSA-N 0.000 claims 5
- FKCPDRDTDFXFRG-UHFFFAOYSA-N 2-(3,4-dimethoxyanilino)-7-methoxyquinoline-3-carboxylic acid Chemical compound N=1C2=CC(OC)=CC=C2C=C(C(O)=O)C=1NC1=CC=C(OC)C(OC)=C1 FKCPDRDTDFXFRG-UHFFFAOYSA-N 0.000 claims 4
- BNOABPASDDCHNW-UHFFFAOYSA-N 2-(4-cyclohexylanilino)-7-methoxyquinoline-3-carboxylic acid Chemical compound N=1C2=CC(OC)=CC=C2C=C(C(O)=O)C=1NC(C=C1)=CC=C1C1CCCCC1 BNOABPASDDCHNW-UHFFFAOYSA-N 0.000 claims 4
- QOAFTTOAGWYKEE-UHFFFAOYSA-N 2-(4-ethoxy-2-fluoroanilino)-7-methoxyquinoline-3-carboxylic acid Chemical compound FC1=CC(OCC)=CC=C1NC1=NC2=CC(OC)=CC=C2C=C1C(O)=O QOAFTTOAGWYKEE-UHFFFAOYSA-N 0.000 claims 4
- XTAOKRSZGOUJLN-UHFFFAOYSA-N 2-[(4-chlorophenyl)methylamino]-7-methoxyquinoline-3-carboxylic acid Chemical compound N=1C2=CC(OC)=CC=C2C=C(C(O)=O)C=1NCC1=CC=C(Cl)C=C1 XTAOKRSZGOUJLN-UHFFFAOYSA-N 0.000 claims 4
- IZASEHDHZNXXGK-UHFFFAOYSA-N 7-chloro-2-(3-chloroanilino)quinoline-3-carboxylic acid Chemical compound OC(=O)C1=CC2=CC=C(Cl)C=C2N=C1NC1=CC=CC(Cl)=C1 IZASEHDHZNXXGK-UHFFFAOYSA-N 0.000 claims 4
- LCFBJTXZHZMSJK-UHFFFAOYSA-N 7-methoxy-2-(4-phenoxyanilino)quinoline-3-carboxylic acid Chemical compound N=1C2=CC(OC)=CC=C2C=C(C(O)=O)C=1NC(C=C1)=CC=C1OC1=CC=CC=C1 LCFBJTXZHZMSJK-UHFFFAOYSA-N 0.000 claims 4
- 239000000203 mixture Substances 0.000 claims 4
- KIVCVRKPLHOFGB-UHFFFAOYSA-N 2-chloro-7-methylquinoline-3-carboxylic acid Chemical compound C1=C(C(O)=O)C(Cl)=NC2=CC(C)=CC=C21 KIVCVRKPLHOFGB-UHFFFAOYSA-N 0.000 claims 3
- GUJSMCBHCHONBA-UHFFFAOYSA-N 7-methoxy-2-(quinolin-3-ylamino)quinoline-3-carboxylic acid Chemical compound C1=CC=CC2=CC(NC=3C(C(O)=O)=CC4=CC=C(C=C4N=3)OC)=CN=C21 GUJSMCBHCHONBA-UHFFFAOYSA-N 0.000 claims 3
- CMZVYOWRKLAVBW-UHFFFAOYSA-N 7-methoxy-2-[(6-methoxypyridin-3-yl)amino]quinoline-3-carboxylic acid Chemical compound N=1C2=CC(OC)=CC=C2C=C(C(O)=O)C=1NC1=CC=C(OC)N=C1 CMZVYOWRKLAVBW-UHFFFAOYSA-N 0.000 claims 3
- 102000030951 Phosphotransferases Human genes 0.000 claims 3
- 108091000081 Phosphotransferases Proteins 0.000 claims 3
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims 2
- ZMVOJBIWGZAYCV-UHFFFAOYSA-N 2-(3,4-dimethylanilino)-7-methoxyquinoline-3-carboxylic acid Chemical compound N=1C2=CC(OC)=CC=C2C=C(C(O)=O)C=1NC1=CC=C(C)C(C)=C1 ZMVOJBIWGZAYCV-UHFFFAOYSA-N 0.000 claims 2
- DKSGWUDBRNZMBU-UHFFFAOYSA-N 2-(3-chloroanilino)-6-methoxyquinoline-3-carboxylic acid Chemical compound OC(=O)C1=CC2=CC(OC)=CC=C2N=C1NC1=CC=CC(Cl)=C1 DKSGWUDBRNZMBU-UHFFFAOYSA-N 0.000 claims 2
- PYJOALWQLDHRFA-UHFFFAOYSA-N 2-(3-chloroanilino)-7-ethylquinoline-3-carboxylic acid Chemical compound N=1C2=CC(CC)=CC=C2C=C(C(O)=O)C=1NC1=CC=CC(Cl)=C1 PYJOALWQLDHRFA-UHFFFAOYSA-N 0.000 claims 2
- QXMWMIUJJSMEMC-UHFFFAOYSA-N 2-(3-chloroanilino)-7-methylquinoline-3-carboxylic acid Chemical compound N=1C2=CC(C)=CC=C2C=C(C(O)=O)C=1NC1=CC=CC(Cl)=C1 QXMWMIUJJSMEMC-UHFFFAOYSA-N 0.000 claims 2
- HEFDPJZTRQXUKJ-UHFFFAOYSA-N 2-(3-chloroanilino)quinoline-3-carboxylic acid Chemical compound OC(=O)C1=CC2=CC=CC=C2N=C1NC1=CC=CC(Cl)=C1 HEFDPJZTRQXUKJ-UHFFFAOYSA-N 0.000 claims 2
- CABOTJSXZISSBW-UHFFFAOYSA-N 7-methoxy-2-(propylamino)quinoline-3-carboxylic acid Chemical compound COC1=CC=C2C=C(C(O)=O)C(NCCC)=NC2=C1 CABOTJSXZISSBW-UHFFFAOYSA-N 0.000 claims 2
- KVASCXYUWIMKFX-UHFFFAOYSA-N 7-methoxy-2-piperidin-1-ylquinoline-3-carboxylic acid Chemical compound N=1C2=CC(OC)=CC=C2C=C(C(O)=O)C=1N1CCCCC1 KVASCXYUWIMKFX-UHFFFAOYSA-N 0.000 claims 2
- 125000005842 heteroatoms Chemical group 0.000 claims 2
- 229910052757 nitrogen Inorganic materials 0.000 claims 2
- 229910052760 oxygen Inorganic materials 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- 239000011780 sodium chloride Substances 0.000 claims 2
- 239000012453 solvate Substances 0.000 claims 2
- 229910052717 sulfur Inorganic materials 0.000 claims 2
- VKDVWQUXSVYPLI-UHFFFAOYSA-N 2-(3-chloroanilino)-7-methoxyquinoline-3-carboxamide Chemical compound N=1C2=CC(OC)=CC=C2C=C(C(N)=O)C=1NC1=CC=CC(Cl)=C1 VKDVWQUXSVYPLI-UHFFFAOYSA-N 0.000 claims 1
- QESOPNPNVAEIOJ-UHFFFAOYSA-N 2-(3-ethoxy-2-fluoroanilino)-7-methoxyquinoline-3-carboxylic acid Chemical compound CCOC1=CC=CC(NC=2C(=CC3=CC=C(OC)C=C3N=2)C(O)=O)=C1F QESOPNPNVAEIOJ-UHFFFAOYSA-N 0.000 claims 1
- BTVKBYHEJQZDQT-UHFFFAOYSA-N 2-chloro-7-methoxyquinoline-3-carboxylic acid Chemical compound C1=C(C(O)=O)C(Cl)=NC2=CC(OC)=CC=C21 BTVKBYHEJQZDQT-UHFFFAOYSA-N 0.000 claims 1
- UKYCHUWAFVHRIY-UHFFFAOYSA-N 7-methoxy-2-(4-morpholin-4-ylanilino)quinoline-3-carboxylic acid Chemical compound N=1C2=CC(OC)=CC=C2C=C(C(O)=O)C=1NC(C=C1)=CC=C1N1CCOCC1 UKYCHUWAFVHRIY-UHFFFAOYSA-N 0.000 claims 1
- SJRGZJNGESCXKP-UHFFFAOYSA-N 7-methoxy-2-(pyridin-3-ylamino)quinoline-3-carboxylic acid Chemical compound N=1C2=CC(OC)=CC=C2C=C(C(O)=O)C=1NC1=CC=CN=C1 SJRGZJNGESCXKP-UHFFFAOYSA-N 0.000 claims 1
- 201000002138 hematopoietic system disease Diseases 0.000 claims 1
- 230000002401 inhibitory effect Effects 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- DJXNJVFEFSWHLY-UHFFFAOYSA-N quinoline-3-carboxylic acid Chemical compound C1=CC=CC2=CC(C(=O)O)=CN=C21 DJXNJVFEFSWHLY-UHFFFAOYSA-N 0.000 claims 1
- 0 Cc1c(*)nc(cc(*)c(*)c2)c2c1 Chemical compound Cc1c(*)nc(cc(*)c(*)c2)c2c1 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US28222901P | 2001-04-06 | 2001-04-06 | |
| PCT/US2002/010657 WO2002081728A2 (en) | 2001-04-06 | 2002-04-04 | Quinoline inhibitors of hyak1 and hyak3 kinases |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2004526756A JP2004526756A (ja) | 2004-09-02 |
| JP2004526756A5 true JP2004526756A5 (US06780888-20040824-C00057.png) | 2006-01-05 |
Family
ID=23080586
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2002580090A Pending JP2004526756A (ja) | 2001-04-06 | 2002-04-04 | ｈＹＡＫ１及びｈＹＡＫ３キナーゼのキノリン阻害剤 |
Country Status (5)
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100453946B1 (ko) * | 2002-10-11 | 2004-10-20 | (주) 비엔씨바이오팜 | 6-메틸피리딘 유도체, 그 제조방법 및 이를 포함하는 항바이러스용 약학적 조성물 |
| WO2004034985A2 (en) * | 2002-10-16 | 2004-04-29 | Smithkline Beecham Corporation | Chemical compounds |
| WO2005070042A2 (en) * | 2004-01-09 | 2005-08-04 | Smithkline Beecham Corporation | Novel chemical compounds |
| AR053602A1 (es) * | 2005-05-03 | 2007-05-09 | Smithkline Beecham Corp | Compuesto de 2- arilamino -4-oxo-1,3-tiazol-5(4h)- substituido, composicion farmaceutica que lo comprende, proceso para prepararla y uso del compuesto para preparar un medicamento |
| PE20070083A1 (es) * | 2005-06-08 | 2007-01-27 | Smithkline Beecham Corp | (5z)-5-(6-quinoxalinilmetilideno)-2-[(2,6-diclorofenil)amino]-1,3-tiazol-4(5h)-ona |
| US7547782B2 (en) * | 2005-09-30 | 2009-06-16 | Bristol-Myers Squibb Company | Met kinase inhibitors |
| WO2008102932A1 (en) * | 2007-02-21 | 2008-08-28 | Biobud Co., Ltd. | Compositions for treating hyperproliferative vascular disorders and cancers |
| US20100286041A1 (en) * | 2007-03-22 | 2010-11-11 | Smithkline Beecham Corporation | (5z)-5-(6-quinoxalinylmethylidene)-2-[(2,6-dichlorophenyl)amino]-1,3-thiazol-4(5h)-one |
| EP2173342A2 (en) | 2007-06-22 | 2010-04-14 | ETH Zurich | Antivirals |
| TWI504395B (zh) | 2009-03-10 | 2015-10-21 | Substituted 3-amino-2-mercaptoquinoline as a KCNQ2 / 3 modifier | |
| TWI475020B (zh) | 2009-03-12 | 2015-03-01 | The substituted nicotine amide as a KCNQ2 / 3 modifier | |
| TWI461197B (zh) * | 2009-03-12 | 2014-11-21 | 2-mercaptoquinoline-3-carboxamide as a KCNQ2 / 3 modifier | |
| TW201038565A (en) | 2009-03-12 | 2010-11-01 | Gruenenthal Gmbh | Substituted 2-mercapto-3-aminopyridines as KCNQ2/3 modulators |
| ES2537628T3 (es) | 2010-08-27 | 2015-06-10 | Grünenthal GmbH | 2-Oxiquinolin-3-carboxamidas sustituidas como moduladores de KCNQ2/3 |
| EP2609084A1 (en) | 2010-08-27 | 2013-07-03 | Grünenthal GmbH | Substituted 2-amino-quinoline-3-carboxamides as kcnq2/3 modulators |
| TWI552750B (zh) | 2010-08-27 | 2016-10-11 | 歌林達股份有限公司 | 作為ｋｃｎｑ２／３鉀離子通道調節劑之經取代之２－氧基－及2－硫基－二氫喹啉－３－羧醯胺 |
| BR112013005056A2 (pt) | 2010-09-01 | 2016-05-31 | Gruenenthal Gmbh | 1-oxo-di-hidroisoquinolina-3-carboxamidas substituídas como moduladores kcnq2/3 |
| US12012394B2 (en) | 2018-02-19 | 2024-06-18 | Washington University | Alpha-synuclein ligands |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3210063A1 (de) * | 1982-03-19 | 1983-09-22 | Hoechst Ag, 6230 Frankfurt | Sulfonylharnstoffe, verfahren zu ihrer herstellung, pharmazeutische praeparate auf basis dieser verbindungen und ihre verwendung |
| PT79699B (en) * | 1983-12-22 | 1986-12-10 | Pfizer | Process for preparing quinolone inotropic agents |
| GB8727737D0 (en) * | 1987-11-26 | 1987-12-31 | Ici Plc | Antitumour agents |
| US5908930A (en) * | 1995-03-15 | 1999-06-01 | Pfizer Inc. | 5,10-dihydropyrimdo 4,5-b!quinolin-4(1H)-one tyrosine kinase inhibitors |
| US6342514B1 (en) * | 1996-10-23 | 2002-01-29 | Zymogenetics, Inc. | Compositions and methods for treating bone deficit conditions |
| US6225329B1 (en) * | 1998-03-12 | 2001-05-01 | Novo Nordisk A/S | Modulators of protein tyrosine phosphatases (PTPases) |
| EP1147094A1 (en) * | 1999-01-15 | 2001-10-24 | Novo Nordisk A/S | Non-peptide glp-1 agonists |
| JP2000309585A (ja) * | 1999-02-26 | 2000-11-07 | Kyorin Pharmaceut Co Ltd | ６−置換ヘテロキノリンカルボン酸誘導体とその付加塩及びそれらの製造方法 |
| GB0109103D0 (en) * | 2001-04-11 | 2001-05-30 | Pfizer Ltd | Novel compounds |
-
2002
- 2002-04-04 AU AU2002256085A patent/AU2002256085A1/en not_active Abandoned
- 2002-04-04 JP JP2002580090A patent/JP2004526756A/ja active Pending
- 2002-04-04 WO PCT/US2002/010657 patent/WO2002081728A2/en active Application Filing
- 2002-04-04 US US10/474,084 patent/US7087758B2/en not_active Expired - Fee Related
- 2002-04-04 EP EP02725526A patent/EP1372654A4/en not_active Withdrawn
