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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| JP2010520875A (ja) * | 2007-03-09 | 2010-06-17 | レノビス， インコーポレイテッド | Ｐ２ｘ７調節因子としてのビシクロヘテロアリール化合物およびその使用 |
| RU2010121763A (ru) | 2007-10-31 | 2011-12-10 | Ниссан Кемикал Индастриз, Лтд. (Jp) | Производные пиридазинона и ингибиторы р2х7 рецептора |
| CN102046240B (zh) | 2008-03-25 | 2014-06-25 | 阿费克蒂斯药品公司 | 新的p2x7r拮抗剂及其应用 |
| US9284297B2 (en) * | 2008-08-11 | 2016-03-15 | President And Fellows Of Harvard College | Halofuginone analogs for inhibition of tRNA synthetases and uses thereof |
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| WO2012163792A1 (en) | 2011-05-27 | 2012-12-06 | Affectis Pharmaceuticals Ag | Novel p2x7r antagonists and their use |
| CN103687860B (zh) | 2011-07-22 | 2016-06-08 | 埃科特莱茵药品有限公司 | 作为p2x7受体拮抗剂的杂环酰胺衍生物 |
| AU2013207796B2 (en) | 2012-01-13 | 2017-04-27 | President And Fellows Of Harvard College | Halofuginol derivatives and their use in cosmetic and pharmaceutical compositions |
| EA024204B1 (ru) | 2012-01-20 | 2016-08-31 | Актелион Фармасьютиклз Лтд. | Производные гетероциклических амидов в качестве антагонистов p2xрецептора |
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| KR102222220B1 (ko) | 2013-01-22 | 2021-03-03 | 이도르시아 파마슈티컬스 리미티드 | Ｐ2ｘ7 수용체 길항제로서의 헤테로시클릭 아미드 유도체 |
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| US9938292B2 (en) * | 2014-03-24 | 2018-04-10 | Guangdong Zhongsheng Pharmaceutical Co., Ltd | Quinoline derivatives as SMO inhibitors |
| TW201602089A (zh) * | 2014-04-17 | 2016-01-16 | 諾華公司 | 多環性ｈｅｒｇ活化劑 |
| 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 |
| WO2019237125A1 (en) | 2018-06-08 | 2019-12-12 | The General Hospital Corporation | Inhibitors of prolyl-trna-synthetase |
| HUE073311T2 (hu) | 2020-03-31 | 2026-01-28 | Remicine Ip B V | Hiperinflammatorikus szindróma kezelése |
| 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 |
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| GB2607584B (en) * | 2021-06-03 | 2024-07-17 | Stichting Medische Kliniek Velsen | Composition and method of treatment |
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2007
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- 2007-03-16 BR BRPI0709581A patent/BRPI0709581A8/pt not_active IP Right Cessation
- 2007-03-16 EP EP07753368.5A patent/EP1933622B1/en not_active Not-in-force
- 2007-03-16 MX MX2008011922A patent/MX2008011922A/es active IP Right Grant
- 2007-03-16 DK DK07753368.5T patent/DK1933622T3/en active
- 2007-03-16 JP JP2009500521A patent/JP5240941B2/ja active Active
- 2007-03-16 CA CA2645568A patent/CA2645568C/en not_active Expired - Fee Related
- 2007-03-16 ES ES07753368.5T patent/ES2569352T3/es active Active
- 2007-03-16 AR ARP070101082A patent/AR059920A1/es not_active Application Discontinuation
- 2007-03-16 WO PCT/US2007/006735 patent/WO2007109192A2/en not_active Ceased
- 2007-03-16 CN CN2007800170265A patent/CN101442909B/zh active Active
- 2007-03-16 US US11/725,153 patent/US7816371B2/en not_active Expired - Fee Related
-
2010
- 2010-10-18 US US12/925,297 patent/US20110092476A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| ES2569352T3 (es) | 2016-05-10 |
| EP1933622A2 (en) | 2008-06-25 |
| US20070225324A1 (en) | 2007-09-27 |
| WO2007109192A2 (en) | 2007-09-27 |
| AR059920A1 (es) | 2008-05-07 |
| CN101442909A (zh) | 2009-05-27 |
| US7816371B2 (en) | 2010-10-19 |
| CA2645568C (en) | 2014-11-18 |
| WO2007109192A3 (en) | 2007-11-22 |
| JP2009530304A (ja) | 2009-08-27 |
| HK1133787A1 (en) | 2010-04-09 |
| MX2008011922A (es) | 2008-11-28 |
| TWI464148B (zh) | 2014-12-11 |
| EP1933622A4 (en) | 2010-03-10 |
| TW200800904A (en) | 2008-01-01 |
| CN101442909B (zh) | 2013-03-27 |
| BRPI0709581A8 (pt) | 2018-12-11 |
| EP1933622B1 (en) | 2016-03-09 |
| DK1933622T3 (en) | 2016-05-02 |
| CA2645568A1 (en) | 2007-09-27 |
| US20110092476A1 (en) | 2011-04-21 |
| BRPI0709581A2 (pt) | 2011-07-19 |
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