RU2382780C2 - Ингибиторы каспаз и их применение - Google Patents
Ингибиторы каспаз и их применение Download PDFInfo
- Publication number
- RU2382780C2 RU2382780C2 RU2006134258/04A RU2006134258A RU2382780C2 RU 2382780 C2 RU2382780 C2 RU 2382780C2 RU 2006134258/04 A RU2006134258/04 A RU 2006134258/04A RU 2006134258 A RU2006134258 A RU 2006134258A RU 2382780 C2 RU2382780 C2 RU 2382780C2
- Authority
- RU
- Russia
- Prior art keywords
- compound
- formula
- compounds
- alkyl
- carboxylic acid
- Prior art date
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- 0 *c1cccnc1I Chemical compound *c1cccnc1I 0.000 description 29
- HDWVSHSFQOOEKV-DKCNOQQISA-N C/C=[O]/[C@@H]([C@H](C1)NC([C@H]2NCCC2)=O)OC1=O Chemical compound C/C=[O]/[C@@H]([C@H](C1)NC([C@H]2NCCC2)=O)OC1=O HDWVSHSFQOOEKV-DKCNOQQISA-N 0.000 description 1
- YXMQQBJAOPREHP-UHFFFAOYSA-N C1CC2(C=C2)NCC1 Chemical compound C1CC2(C=C2)NCC1 YXMQQBJAOPREHP-UHFFFAOYSA-N 0.000 description 1
- VYHUXEKWHAFSJT-CWCUWPPISA-N CC(C)(C)C(C(N(C1CC2CC1)C2C(N[C@@H](CC(O)=O)C=O)=O)=O)NC(c(cc1)cc(Cl)c1N)=O Chemical compound CC(C)(C)C(C(N(C1CC2CC1)C2C(N[C@@H](CC(O)=O)C=O)=O)=O)NC(c(cc1)cc(Cl)c1N)=O VYHUXEKWHAFSJT-CWCUWPPISA-N 0.000 description 1
- WNBXVNKKGIRSLT-FZYOOKADSA-N CC(C)(C)C(C(N(C1CC2CC1)C2C(N[C@@H](CC(O)=O)C=O)=O)=O)NC(c1c(cccc2)c2ccn1)=O Chemical compound CC(C)(C)C(C(N(C1CC2CC1)C2C(N[C@@H](CC(O)=O)C=O)=O)=O)NC(c1c(cccc2)c2ccn1)=O WNBXVNKKGIRSLT-FZYOOKADSA-N 0.000 description 1
- FJWWFIUTFZMBLJ-YNMXOUIFSA-N CC(C)(C)C(C(N(C1CC2CC1)[C@@H]2C(NC(CC(O)=O)C=O)=O)=O)NC(c(cccc1)c1Cl)O Chemical compound CC(C)(C)C(C(N(C1CC2CC1)[C@@H]2C(NC(CC(O)=O)C=O)=O)=O)NC(c(cccc1)c1Cl)O FJWWFIUTFZMBLJ-YNMXOUIFSA-N 0.000 description 1
- QTPCKHVHJPNJMS-LLVKDONJSA-N CC(C)(C)[C@@H](C=O)NC(c(cccc1)c1Cl)=O Chemical compound CC(C)(C)[C@@H](C=O)NC(c(cccc1)c1Cl)=O QTPCKHVHJPNJMS-LLVKDONJSA-N 0.000 description 1
- BGEBJGLMKSHISN-UHFFFAOYSA-N CC(C)=C(C(N1C(CC2)=C=C2C1C(NC(C1)(C1C(O)=O)C=O)O)=O)NC(c(cc1)cc(Cl)c1N)=O Chemical compound CC(C)=C(C(N1C(CC2)=C=C2C1C(NC(C1)(C1C(O)=O)C=O)O)=O)NC(c(cc1)cc(Cl)c1N)=O BGEBJGLMKSHISN-UHFFFAOYSA-N 0.000 description 1
- FTRJNLPRHOJHPI-DHUMRLIOSA-N CC(C)C(C(N(CCC1)[C@@H]1C(N[C@@H](C1)[C@H](O)OC1=O)=O)=O)NC(c(cccc1OC)c1Cl)=O Chemical compound CC(C)C(C(N(CCC1)[C@@H]1C(N[C@@H](C1)[C@H](O)OC1=O)=O)=O)NC(c(cccc1OC)c1Cl)=O FTRJNLPRHOJHPI-DHUMRLIOSA-N 0.000 description 1
- VYBMKLADDGSFBM-ANGFCTOGSA-N CC(C)OC(C1)C1(C1(C2C1)NC([C@H](CCC1)N1C(C1(C(C)C1C)NC(C1=C(C)C=CCC1C)=O)=O)=O)OC2=O Chemical compound CC(C)OC(C1)C1(C1(C2C1)NC([C@H](CCC1)N1C(C1(C(C)C1C)NC(C1=C(C)C=CCC1C)=O)=O)=O)OC2=O VYBMKLADDGSFBM-ANGFCTOGSA-N 0.000 description 1
- KTQKBFHKERVFMN-FTDHSKCASA-N CC(C1(C)C)C1(C(N(CCC1)[C@@H]1C(NC(C1)(C1C(O)=O)C=O)=O)=O)NC(c(cc1)c(C)cc1NC(C)=O)O Chemical compound CC(C1(C)C)C1(C(N(CCC1)[C@@H]1C(NC(C1)(C1C(O)=O)C=O)=O)=O)NC(c(cc1)c(C)cc1NC(C)=O)O KTQKBFHKERVFMN-FTDHSKCASA-N 0.000 description 1
- PGAPBEZZLHXHDP-UHFFFAOYSA-N CC(CC([O](C)(=C)=C1)=O)C1=O Chemical compound CC(CC([O](C)(=C)=C1)=O)C1=O PGAPBEZZLHXHDP-UHFFFAOYSA-N 0.000 description 1
- QFDFHLGZMXVZLP-FBIGCWIYSA-N CCCCOC([C@H](C1)NC(C2=CCCN2C([C@H](C(C)C)NC(c(cccc2)c2Cl)O)=O)=O)=[O]C1=O Chemical compound CCCCOC([C@H](C1)NC(C2=CCCN2C([C@H](C(C)C)NC(c(cccc2)c2Cl)O)=O)=O)=[O]C1=O QFDFHLGZMXVZLP-FBIGCWIYSA-N 0.000 description 1
- PYDNGHRIHLRZEA-JYPKXMCJSA-N CCOC(C(C1)NC([C@H]2NCCC2)=O)OC1=O Chemical compound CCOC(C(C1)NC([C@H]2NCCC2)=O)OC1=O PYDNGHRIHLRZEA-JYPKXMCJSA-N 0.000 description 1
- PHQLCUFTTNLUDP-JXZVHEGDSA-N CCOC(C1)C1(C1(C2C1)NC([C@H](CCC1)N1C(C1(C3C1CCCCC3)NC(c(cc1)c(C)cc1NC(C)=O)=O)=O)=O)OC2=O Chemical compound CCOC(C1)C1(C1(C2C1)NC([C@H](CCC1)N1C(C1(C3C1CCCCC3)NC(c(cc1)c(C)cc1NC(C)=O)=O)=O)=O)OC2=O PHQLCUFTTNLUDP-JXZVHEGDSA-N 0.000 description 1
- HPJHOJFEIGGLBG-JEPHMYHOSA-N CCOC(C1)[C@@]1(C1(C2C1C(CC1)[C@@H](C=O)N1C(C1(C(C)C1C)NC(c(ccc(NC(C)=O)c1)c1F)=O)=O)N)OC2O Chemical compound CCOC(C1)[C@@]1(C1(C2C1C(CC1)[C@@H](C=O)N1C(C1(C(C)C1C)NC(c(ccc(NC(C)=O)c1)c1F)=O)=O)N)OC2O HPJHOJFEIGGLBG-JEPHMYHOSA-N 0.000 description 1
- RKYHCFOWHPMJCB-CQRDVEIXSA-N CCOC([C@H](CC(OC(C)(C)C)=O)NC(C(C1CC2CC1)N2C(OCc1ccccc1)=O)O)OCC Chemical compound CCOC([C@H](CC(OC(C)(C)C)=O)NC(C(C1CC2CC1)N2C(OCc1ccccc1)=O)O)OCC RKYHCFOWHPMJCB-CQRDVEIXSA-N 0.000 description 1
- ZIJCVSUCYCSSOB-VJHKJMFRSA-N CCOCC[C@@H]([C@H](C1)NC([C@H](CCC2)N2C([C@H](C(C)(C)C)N)=O)=O)OC1O Chemical compound CCOCC[C@@H]([C@H](C1)NC([C@H](CCC2)N2C([C@H](C(C)(C)C)N)=O)=O)OC1O ZIJCVSUCYCSSOB-VJHKJMFRSA-N 0.000 description 1
- BCSPUYYCFGAWKT-GVXVVHGQSA-N CCOCC[C@@H]([C@H](C1)NC([C@H]2NCCC2)=C=O)OC1=O Chemical compound CCOCC[C@@H]([C@H](C1)NC([C@H]2NCCC2)=C=O)OC1=O BCSPUYYCFGAWKT-GVXVVHGQSA-N 0.000 description 1
- BIGRLAQQUWRCJY-HIIDRNLXSA-N CCO[C@@H]([C@H](C1)NC([C@H](CCC2)N2C([C@H](C(C)(C)C)NC(c(cccc2OC)c2Cl)=O)=O)=O)OC1O Chemical compound CCO[C@@H]([C@H](C1)NC([C@H](CCC2)N2C([C@H](C(C)(C)C)NC(c(cccc2OC)c2Cl)=O)=O)=O)OC1O BIGRLAQQUWRCJY-HIIDRNLXSA-N 0.000 description 1
- WDBOFMPIQIVPDJ-RRTYAWIHSA-N CCO[C@@H]([C@H](C1)NC([C@H](CCC2)N2C([C@H](C(C)(C)C)NC(c2c(C)c(NC(C)=O)ccc2)=O)=O)=O)OC1=O Chemical compound CCO[C@@H]([C@H](C1)NC([C@H](CCC2)N2C([C@H](C(C)(C)C)NC(c2c(C)c(NC(C)=O)ccc2)=O)=O)=O)OC1=O WDBOFMPIQIVPDJ-RRTYAWIHSA-N 0.000 description 1
- COGWFXSTVYAWPL-NPPUSCPJSA-N CC[C@@H]([C@H](C1)NC(C2NCCC2)=O)OC1=O Chemical compound CC[C@@H]([C@H](C1)NC(C2NCCC2)=O)OC1=O COGWFXSTVYAWPL-NPPUSCPJSA-N 0.000 description 1
- AYPSXBPOKZGAOF-GICMACPYSA-N CCc(cccc1C(N[C@@H](C(C)(C)C)C(C)=O)O)c1Cl Chemical compound CCc(cccc1C(N[C@@H](C(C)(C)C)C(C)=O)O)c1Cl AYPSXBPOKZGAOF-GICMACPYSA-N 0.000 description 1
- CCMQGFHSKSJJLZ-UHFFFAOYSA-N NC(c1cccc(OCC2CC2)c1Cl)=O Chemical compound NC(c1cccc(OCC2CC2)c1Cl)=O CCMQGFHSKSJJLZ-UHFFFAOYSA-N 0.000 description 1
- SJHRZWDAUXIBCI-UHFFFAOYSA-N NC1(C2C1)C1(CC1)OC2=O Chemical compound NC1(C2C1)C1(CC1)OC2=O SJHRZWDAUXIBCI-UHFFFAOYSA-N 0.000 description 1
- NSEFLFURUJFDTE-UHFFFAOYSA-N NCc(ccc(O)c1)c1Cl Chemical compound NCc(ccc(O)c1)c1Cl NSEFLFURUJFDTE-UHFFFAOYSA-N 0.000 description 1
- BVSVIAUGTPTXSY-UHFFFAOYSA-N NCc(cccc1N)c1Cl Chemical compound NCc(cccc1N)c1Cl BVSVIAUGTPTXSY-UHFFFAOYSA-N 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
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| TR200103406T2 (tr) * | 1998-03-19 | 2002-06-21 | Vertex Pharmaceuticals Incorporated | Kaspaz inhibitörleri. |
| PE20011350A1 (es) | 2000-05-19 | 2002-01-15 | Vertex Pharma | PROFARMACO DE UN INHIBIDOR DE ENZIMA CONVERTIDORA DE INTERLEUCINA-1ß (ICE) |
| CA2559303C (en) * | 2004-03-12 | 2013-09-10 | Vertex Pharmaceuticals Incorporated | Processes and intermediates for the preparation of aspartic acetal caspase inhibitors |
| CN102362867A (zh) * | 2004-05-15 | 2012-02-29 | 沃泰克斯药物股份有限公司 | 使用ice抑制剂治疗癫痫发作 |
| EP1778221A2 (en) * | 2004-05-27 | 2007-05-02 | Vertex Pharmaceuticals Incorporated | Ice inhibitors for the treatment of autoinflammatory diseases |
| WO2011094426A1 (en) * | 2010-01-29 | 2011-08-04 | The United State Of America, As Represented By The Secretary, Department Of Health & Human Services | Caspase inhibitors |
| US9956260B1 (en) | 2011-07-22 | 2018-05-01 | The J. David Gladstone Institutes | Treatment of HIV-1 infection and AIDS |
| WO2015175381A1 (en) | 2014-05-12 | 2015-11-19 | Conatus Pharmaceuticals, Inc. | Treatment of the complications of chronic liver disease with caspase inhibitors |
| WO2017079566A1 (en) | 2015-11-05 | 2017-05-11 | Conatus Pharmaceuticals, Inc. | Caspase inhibitors for use in the treatment of liver cancer |
| JP2019500397A (ja) | 2015-12-31 | 2019-01-10 | クオナトウス ファーマシューティカルズ,インコーポレイテッド | カスパーゼ阻害剤を肝疾患の治療に使用する方法 |
| CN105853408B (zh) * | 2016-04-15 | 2018-12-04 | 浙江大学 | 苯酰胺衍生物在制备Caspase-1抑制剂中的应用 |
| RU2019113150A (ru) | 2016-10-05 | 2020-11-06 | Новартис Аг | Комбинация композиций, содержащих агонисты fxr, предназначенная для лечения или предупреждения фиброзирующего, цирротического заболевания или нарушения |
| WO2022123062A1 (en) | 2020-12-11 | 2022-06-16 | INSERM (Institut National de la Santé et de la Recherche Médicale) | Blocking caspase and/or fasl for preventing fatal outcome in covid-19 patients |
| WO2024044098A2 (en) * | 2022-08-23 | 2024-02-29 | Alexion Pharmaceuticals, Inc. | Pharmaceutical compounds for the treatment of complement mediated disorders |
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| RU2159613C2 (ru) * | 1995-06-06 | 2000-11-27 | Пфайзер Инк. | ЗАМЕЩЕННЫЕ N-(ИНДОЛ-2-КАРБОНИЛ)-β-АЛАНИНАМИДЫ И ИХ ПРОИЗВОДНЫЕ, СПОСОБ ЛЕЧЕНИЯ ГЛИКОГЕНФОСФОРИЛАЗОЗАВИСИМЫХ ЗАБОЛЕВАНИЙ, СПОСОБ ПРЕДУПРЕЖДЕНИЯ ИШЕМИЧЕСКОГО ПОВРЕЖДЕНИЯ МИОКАРДА, ФАРМАЦЕВТИЧЕСКАЯ КОМПОЗИЦИЯ |
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| US6204261B1 (en) * | 1995-12-20 | 2001-03-20 | Vertex Pharmaceuticals Incorporated | Inhibitors of interleukin-1β Converting enzyme inhibitors |
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| AU739321B2 (en) * | 1996-09-12 | 2001-10-11 | Idun Pharmaceuticals, Incorporated | C-terminal modified (N-substituted)-2-indolyl dipeptides as inhibitors of the ICE/ced-3 family of cysteine proteases |
| FR2766188B1 (fr) | 1997-07-15 | 2000-02-11 | Hoechst Marion Roussel Inc | Nouveau procede de preparation de derives amines d'alkyloxy furanone, composes issus de ce procede et utilisation de ces composes |
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| AR028619A1 (es) | 2000-05-23 | 2003-05-14 | Vertex Pharma | Un compuesto inhibidor de caspasas |
| EP1289993B9 (en) | 2000-06-07 | 2008-08-20 | Vertex Pharmaceuticals Incorporated | Caspase inhibitors and uses thereof |
| EP1317454B1 (en) | 2000-09-13 | 2011-05-25 | Vertex Pharmaceuticals Incorporated | Caspase inhibitors and uses thereof |
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Also Published As
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| EP1718639A2 (en) | 2006-11-08 |
| IL177709A0 (en) | 2006-12-31 |
| NO20064344L (no) | 2006-10-19 |
| AU2005219861B2 (en) | 2011-08-11 |
| TW200540152A (en) | 2005-12-16 |
| WO2005085236A2 (en) | 2005-09-15 |
| RU2006134258A (ru) | 2008-04-10 |
| TW201217332A (en) | 2012-05-01 |
| TWI362381B (en) | 2012-04-21 |
| EP2270004A1 (en) | 2011-01-05 |
| ZA200607634B (en) | 2008-01-08 |
| BRPI0508102A (pt) | 2007-07-17 |
| JP2014140385A (ja) | 2014-08-07 |
| US7652153B2 (en) | 2010-01-26 |
| KR20060129069A (ko) | 2006-12-14 |
| JP2007525503A (ja) | 2007-09-06 |
| HK1099757A1 (en) | 2007-08-24 |
| AU2005219861A1 (en) | 2005-09-15 |
| NZ549665A (en) | 2010-09-30 |
| CN102161656A (zh) | 2011-08-24 |
| CN102161656B (zh) | 2013-02-20 |
| CA2557645C (en) | 2013-09-24 |
| CA2557645A1 (en) | 2005-09-15 |
| US20050233979A1 (en) | 2005-10-20 |
| WO2005085236A3 (en) | 2005-10-20 |
| NO20064351L (no) | 2006-11-20 |
| JP2011144203A (ja) | 2011-07-28 |
| HK1159614A1 (en) | 2012-08-03 |
| US20100105914A1 (en) | 2010-04-29 |
| AR047981A1 (es) | 2006-03-15 |
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