JP5240941B2 - Ｐ２ｘ７調節因子としてのビシクロへテロアリール化合物およびその使用 - Google Patents
Ｐ２ｘ７調節因子としてのビシクロへテロアリール化合物およびその使用 Download PDFInfo
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- JP5240941B2 JP5240941B2 JP2009500521A JP2009500521A JP5240941B2 JP 5240941 B2 JP5240941 B2 JP 5240941B2 JP 2009500521 A JP2009500521 A JP 2009500521A JP 2009500521 A JP2009500521 A JP 2009500521A JP 5240941 B2 JP5240941 B2 JP 5240941B2
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- Prior art keywords
- oxo
- isoquinolin
- dihydro
- hydroxy
- phenyl
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- PMJXNWPUMRXYGK-UHFFFAOYSA-N 2-(3-chloro-4-fluorophenyl)-n-[2-(2-hydroxyethyl)-1-oxoisoquinolin-5-yl]acetamide Chemical compound C1=CC=C2C(=O)N(CCO)C=CC2=C1NC(=O)CC1=CC=C(F)C(Cl)=C1 PMJXNWPUMRXYGK-UHFFFAOYSA-N 0.000 claims 1
- VEHSOQCTZZUPOB-GFCCVEGCSA-N 2-(3-chloro-4-fluorophenyl)-n-[2-[(2r)-1-hydroxypropan-2-yl]-1-oxoisoquinolin-5-yl]acetamide Chemical compound C1=CC=C2C(=O)N([C@@H](CO)C)C=CC2=C1NC(=O)CC1=CC=C(F)C(Cl)=C1 VEHSOQCTZZUPOB-GFCCVEGCSA-N 0.000 claims 1
- VEHSOQCTZZUPOB-LBPRGKRZSA-N 2-(3-chloro-4-fluorophenyl)-n-[2-[(2s)-1-hydroxypropan-2-yl]-1-oxoisoquinolin-5-yl]acetamide Chemical compound C1=CC=C2C(=O)N([C@H](CO)C)C=CC2=C1NC(=O)CC1=CC=C(F)C(Cl)=C1 VEHSOQCTZZUPOB-LBPRGKRZSA-N 0.000 claims 1
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- MUBSUNWSXCIFPI-GFCCVEGCSA-N 2-(4-chloro-2-fluorophenyl)-n-[2-[(2r)-1-hydroxypropan-2-yl]-1-oxoisoquinolin-5-yl]acetamide Chemical compound C1=CC=C2C(=O)N([C@@H](CO)C)C=CC2=C1NC(=O)CC1=CC=C(Cl)C=C1F MUBSUNWSXCIFPI-GFCCVEGCSA-N 0.000 claims 1
- BUCKXRYOPVRRMW-UHFFFAOYSA-N 2-(4-chloro-3-fluorophenyl)-n-[2-(1-hydroxy-2-methylpropan-2-yl)-1-oxoisoquinolin-5-yl]acetamide Chemical compound C1=CC=C2C(=O)N(C(C)(CO)C)C=CC2=C1NC(=O)CC1=CC=C(Cl)C(F)=C1 BUCKXRYOPVRRMW-UHFFFAOYSA-N 0.000 claims 1
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- UFSZNGPKJWFSHR-CYBMUJFWSA-N 2-(4-chloro-3-fluorophenyl)-n-[2-[(2r)-1-hydroxypropan-2-yl]-6-methyl-1-oxoisoquinolin-5-yl]acetamide Chemical compound CC1=CC=C2C(=O)N([C@@H](CO)C)C=CC2=C1NC(=O)CC1=CC=C(Cl)C(F)=C1 UFSZNGPKJWFSHR-CYBMUJFWSA-N 0.000 claims 1
- LHSCZMRBDSGDQW-LBPRGKRZSA-N 2-(4-chloro-3-fluorophenyl)-n-[2-[(2s)-1-hydroxypropan-2-yl]-1-oxoisoquinolin-5-yl]acetamide Chemical compound C1=CC=C2C(=O)N([C@H](CO)C)C=CC2=C1NC(=O)CC1=CC=C(Cl)C(F)=C1 LHSCZMRBDSGDQW-LBPRGKRZSA-N 0.000 claims 1
- NNKBOZOTRMTPFO-LLVKDONJSA-N 2-(4-chloro-3-fluorophenyl)-n-[6-chloro-2-[(2r)-1-hydroxypropan-2-yl]-1-oxoisoquinolin-5-yl]acetamide Chemical compound ClC1=CC=C2C(=O)N([C@@H](CO)C)C=CC2=C1NC(=O)CC1=CC=C(Cl)C(F)=C1 NNKBOZOTRMTPFO-LLVKDONJSA-N 0.000 claims 1
- XKKXIJIKSKGNDK-KPMSDPLLSA-N 2-(4-chlorophenyl)-n-[1-oxo-2-[[(2r)-pyrrolidin-2-yl]methyl]isoquinolin-5-yl]propanamide Chemical compound C=1C=C(Cl)C=CC=1C(C)C(=O)NC1=CC=CC(C2=O)=C1C=CN2C[C@H]1CCCN1 XKKXIJIKSKGNDK-KPMSDPLLSA-N 0.000 claims 1
- XKKXIJIKSKGNDK-PKHIMPSTSA-N 2-(4-chlorophenyl)-n-[1-oxo-2-[[(2s)-pyrrolidin-2-yl]methyl]isoquinolin-5-yl]propanamide Chemical compound C=1C=C(Cl)C=CC=1C(C)C(=O)NC1=CC=CC(C2=O)=C1C=CN2C[C@@H]1CCCN1 XKKXIJIKSKGNDK-PKHIMPSTSA-N 0.000 claims 1
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- UMNZJXXHDVHFNE-UHFFFAOYSA-N 2-(4-chlorophenyl)-n-[2-(2-hydroxyethyl)-1-oxoisoquinolin-5-yl]propanamide Chemical compound C=1C=CC(C(N(CCO)C=C2)=O)=C2C=1NC(=O)C(C)C1=CC=C(Cl)C=C1 UMNZJXXHDVHFNE-UHFFFAOYSA-N 0.000 claims 1
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- WBYJNDMJZGFXFL-GFCCVEGCSA-N 2-[2,4-bis(trifluoromethyl)phenyl]-n-[2-[(2r)-1-hydroxypropan-2-yl]-1-oxoisoquinolin-5-yl]acetamide Chemical compound C1=CC=C2C(=O)N([C@@H](CO)C)C=CC2=C1NC(=O)CC1=CC=C(C(F)(F)F)C=C1C(F)(F)F WBYJNDMJZGFXFL-GFCCVEGCSA-N 0.000 claims 1
- OATNOQBYVOVZJE-UHFFFAOYSA-N 2-[2,5-bis(trifluoromethyl)phenyl]-n-[2-(2-hydroxyethyl)-1-oxoisoquinolin-5-yl]acetamide Chemical compound C1=CC=C2C(=O)N(CCO)C=CC2=C1NC(=O)CC1=CC(C(F)(F)F)=CC=C1C(F)(F)F OATNOQBYVOVZJE-UHFFFAOYSA-N 0.000 claims 1
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- VSGLANORJMNZRC-CYBMUJFWSA-N 2-[2-fluoro-3-(trifluoromethyl)phenyl]-n-[2-[(2r)-1-hydroxypropan-2-yl]-6-methyl-1-oxoisoquinolin-5-yl]acetamide Chemical compound CC1=CC=C2C(=O)N([C@@H](CO)C)C=CC2=C1NC(=O)CC1=CC=CC(C(F)(F)F)=C1F VSGLANORJMNZRC-CYBMUJFWSA-N 0.000 claims 1
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- HKGHKWAHPXKDNF-OAHLLOKOSA-N 2-[4-chloro-3-(trifluoromethyl)phenyl]-n-[1-oxo-2-[[(2r)-pyrrolidin-2-yl]methyl]isoquinolin-5-yl]acetamide Chemical compound C1=C(Cl)C(C(F)(F)F)=CC(CC(=O)NC=2C3=C(C(N(C[C@@H]4NCCC4)C=C3)=O)C=CC=2)=C1 HKGHKWAHPXKDNF-OAHLLOKOSA-N 0.000 claims 1
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- XHTRUFHCZQQMOM-GFCCVEGCSA-N 2-[4-chloro-3-(trifluoromethyl)phenyl]-n-[2-[(2r)-1-hydroxypropan-2-yl]-1-oxoisoquinolin-5-yl]acetamide Chemical compound C1=CC=C2C(=O)N([C@@H](CO)C)C=CC2=C1NC(=O)CC1=CC=C(Cl)C(C(F)(F)F)=C1 XHTRUFHCZQQMOM-GFCCVEGCSA-N 0.000 claims 1
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- ZFESFSVNBNRVFO-GFCCVEGCSA-N 2-[4-fluoro-3-(trifluoromethyl)phenyl]-n-[2-[(2r)-1-hydroxypropan-2-yl]-1-oxoisoquinolin-5-yl]acetamide Chemical compound C1=CC=C2C(=O)N([C@@H](CO)C)C=CC2=C1NC(=O)CC1=CC=C(F)C(C(F)(F)F)=C1 ZFESFSVNBNRVFO-GFCCVEGCSA-N 0.000 claims 1
- UTSFTJWRTXSFSI-CYBMUJFWSA-N 2-[4-fluoro-3-(trifluoromethyl)phenyl]-n-[2-[(2r)-1-hydroxypropan-2-yl]-6-methyl-1-oxoisoquinolin-5-yl]acetamide Chemical compound CC1=CC=C2C(=O)N([C@@H](CO)C)C=CC2=C1NC(=O)CC1=CC=C(F)C(C(F)(F)F)=C1 UTSFTJWRTXSFSI-CYBMUJFWSA-N 0.000 claims 1
- ZFESFSVNBNRVFO-LBPRGKRZSA-N 2-[4-fluoro-3-(trifluoromethyl)phenyl]-n-[2-[(2s)-1-hydroxypropan-2-yl]-1-oxoisoquinolin-5-yl]acetamide Chemical compound C1=CC=C2C(=O)N([C@H](CO)C)C=CC2=C1NC(=O)CC1=CC=C(F)C(C(F)(F)F)=C1 ZFESFSVNBNRVFO-LBPRGKRZSA-N 0.000 claims 1
- DNGBWHSPBDNOKD-UHFFFAOYSA-N 2-[5-chloro-2-(trifluoromethyl)phenyl]-n-[2-(2-hydroxyethyl)-1-oxoisoquinolin-5-yl]acetamide Chemical compound C1=CC=C2C(=O)N(CCO)C=CC2=C1NC(=O)CC1=CC(Cl)=CC=C1C(F)(F)F DNGBWHSPBDNOKD-UHFFFAOYSA-N 0.000 claims 1
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- WIVVTASCOMNZJL-UHFFFAOYSA-N 2-chloro-n-[2-(1-hydroxypropan-2-yl)-1-oxoisoquinolin-5-yl]benzamide Chemical compound C1=CC=C2C(=O)N(C(CO)C)C=CC2=C1NC(=O)C1=CC=CC=C1Cl WIVVTASCOMNZJL-UHFFFAOYSA-N 0.000 claims 1
- AMFOSJXVADGGME-UHFFFAOYSA-N 2-chloro-n-[2-(2-hydroxy-2-methylpropyl)-1-oxoisoquinolin-5-yl]benzamide Chemical compound C1=CC=C2C(=O)N(CC(C)(O)C)C=CC2=C1NC(=O)C1=CC=CC=C1Cl AMFOSJXVADGGME-UHFFFAOYSA-N 0.000 claims 1
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- ITOLDJHTYYVNBX-UHFFFAOYSA-N 2-chloro-n-[2-(2-hydroxypropyl)-1-oxoisoquinolin-5-yl]benzamide Chemical compound C1=CC=C2C(=O)N(CC(O)C)C=CC2=C1NC(=O)C1=CC=CC=C1Cl ITOLDJHTYYVNBX-UHFFFAOYSA-N 0.000 claims 1
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- C07D217/22—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the nitrogen-containing ring
- C07D217/24—Oxygen atoms
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| US8093265B2 (en) * | 2007-03-09 | 2012-01-10 | Renovis, Inc. | Bicycloheteroaryl compounds as P2X7 modulators and uses thereof |
| US8440666B2 (en) | 2007-10-31 | 2013-05-14 | Nissan Chemical Industries, Ltd. | Pyridazinone compounds and P2X7 receptor inhibitors |
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| CN102177152A (zh) * | 2008-08-11 | 2011-09-07 | 哈佛大学校长及研究员协会 | 用于抑制tRNA合成酶的卤夫酮(halofuginone)类似物和其用途 |
| GB0906274D0 (en) | 2009-04-09 | 2009-05-20 | Ge Healthcare Ltd | Imaging the central nervous system |
| BRPI1014902A2 (pt) | 2009-04-14 | 2016-04-19 | Affectis Pharmaceuticals Ag | composto antagonista de p2x7r, sua composição e seus usos |
| MX2012013075A (es) | 2010-05-14 | 2012-12-17 | Affectis Pharmaceuticals Ag | Metodos novedosos para preparacion de antagonistas p2x7r. |
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| RU2014106611A (ru) | 2011-07-22 | 2015-08-27 | Актелион Фармасьютиклз Лтд | Производные гетероциклических амидов в качестве антагонистов р2х7 рецептора |
| US10155742B2 (en) | 2012-01-13 | 2018-12-18 | President And Fellows Of Harvard College | Halofuginol derivatives and their use in cosmetic and pharmaceutical compositions |
| NZ628910A (en) | 2012-01-20 | 2016-02-26 | Actelion Pharmaceuticals Ltd | Heterocyclic amide derivatives as p2x7 receptor antagonists |
| PL2931717T3 (pl) | 2012-12-12 | 2017-05-31 | Actelion Pharmaceuticals Ltd. | Pochodne indolokarboksyamidu jako antagoniści receptora p2x7 |
| AR094053A1 (es) | 2012-12-18 | 2015-07-08 | Actelion Pharmaceuticals Ltd | Derivados de indol carboxamida como antagonistas del receptor p2x₇ |
| ES2616114T3 (es) | 2013-01-22 | 2017-06-09 | Actelion Pharmaceuticals Ltd. | Derivados de amida heterocíclica como antagonistas del receptor P2X7 |
| EP2956457B1 (en) | 2013-01-22 | 2016-11-23 | Actelion Pharmaceuticals Ltd | Heterocyclic amide derivatives as p2x7 receptor antagonists |
| BR112016021730B1 (pt) | 2014-03-24 | 2022-09-06 | Guangdong Zhongsheng Pharmaceutical Co., Ltd | Derivados de quinolina como inibidores de smo |
| KR20160142887A (ko) * | 2014-04-17 | 2016-12-13 | 노파르티스 아게 | 폴리시클릭 hERG 활성화제 |
| CN105596301A (zh) * | 2016-01-29 | 2016-05-25 | 中国药科大学 | 一种以异喹啉为基本骨架的p2x7受体拮抗剂的纳米混悬剂及其制备方法 |
| WO2019099509A1 (en) * | 2017-11-14 | 2019-05-23 | Second Genome, Inc. | Use of a p2x7 receptor antagonist to treat an inflammatory disease or disorder |
| US11708353B2 (en) | 2018-06-08 | 2023-07-25 | The General Hospital Corporation | Inhibitors of prolyl-tRNA-synthetase |
| CA3178140A1 (en) | 2020-03-31 | 2021-10-07 | Nomoreitis B.V. | Treatment of hyperinflammatory syndrome |
| IL302906A (en) * | 2020-11-20 | 2023-07-01 | Denali Therapeutics Inc | Compounds, compositions, and methods |
| TWI825637B (zh) | 2021-03-31 | 2023-12-11 | 美商輝瑞股份有限公司 | 啶－１，６（２ｈ，７ｈ）－二酮 |
| EP4330236A4 (en) * | 2021-04-30 | 2025-09-24 | Denali Therapeutics Inc | COMPOUNDS, COMPOSITIONS AND METHODS |
| GB2607584B (en) * | 2021-06-03 | 2024-07-17 | Stichting Medische Kliniek Velsen | Composition and method of treatment |
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| US7312330B2 (en) | 2003-12-24 | 2007-12-25 | Renovis, Inc. | Bicycloheteroarylamine compounds as ion channel ligands and uses thereof |
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| US20060106020A1 (en) | 2004-04-28 | 2006-05-18 | Rodgers James D | Tetracyclic inhibitors of Janus kinases |
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- 2007-03-16 JP JP2009500521A patent/JP5240941B2/ja active Active
- 2007-03-16 CN CN2007800170265A patent/CN101442909B/zh active Active
- 2007-03-16 CA CA2645568A patent/CA2645568C/en not_active Expired - Fee Related
- 2007-03-16 WO PCT/US2007/006735 patent/WO2007109192A2/en not_active Ceased
-
2010
- 2010-10-18 US US12/925,297 patent/US20110092476A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| CN101442909A (zh) | 2009-05-27 |
| TWI464148B (zh) | 2014-12-11 |
| US7816371B2 (en) | 2010-10-19 |
| MX2008011922A (es) | 2008-11-28 |
| HK1133787A1 (en) | 2010-04-09 |
| WO2007109192A2 (en) | 2007-09-27 |
| DK1933622T3 (en) | 2016-05-02 |
| ES2569352T3 (es) | 2016-05-10 |
| US20110092476A1 (en) | 2011-04-21 |
| EP1933622A2 (en) | 2008-06-25 |
| CA2645568A1 (en) | 2007-09-27 |
| BRPI0709581A2 (pt) | 2011-07-19 |
| CN101442909B (zh) | 2013-03-27 |
| CA2645568C (en) | 2014-11-18 |
| EP1933622A4 (en) | 2010-03-10 |
| BRPI0709581A8 (pt) | 2018-12-11 |
| JP2009530304A (ja) | 2009-08-27 |
| US20070225324A1 (en) | 2007-09-27 |
| EP1933622B1 (en) | 2016-03-09 |
| WO2007109192A3 (en) | 2007-11-22 |
| AR059920A1 (es) | 2008-05-07 |
| TW200800904A (en) | 2008-01-01 |
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