JP2005515255A5 - - Google Patents
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- JP2005515255A5 JP2005515255A5 JP2003562106A JP2003562106A JP2005515255A5 JP 2005515255 A5 JP2005515255 A5 JP 2005515255A5 JP 2003562106 A JP2003562106 A JP 2003562106A JP 2003562106 A JP2003562106 A JP 2003562106A JP 2005515255 A5 JP2005515255 A5 JP 2005515255A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- compound
- aryl
- present
- group
- 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.)
- Granted
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- 150000001875 compounds Chemical class 0.000 claims 22
- 125000000217 alkyl group Chemical group 0.000 claims 10
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 10
- 229940079322 interferon Drugs 0.000 claims 9
- 229910052757 nitrogen Inorganic materials 0.000 claims 9
- 239000008194 pharmaceutical composition Substances 0.000 claims 9
- 102000014150 Interferons Human genes 0.000 claims 8
- 108010050904 Interferons Proteins 0.000 claims 8
- -1 heterocycloalkyloxy Chemical group 0.000 claims 8
- 125000003118 aryl group Chemical group 0.000 claims 7
- 125000000753 cycloalkyl group Chemical group 0.000 claims 7
- 229910052717 sulfur Inorganic materials 0.000 claims 7
- 125000003545 alkoxy group Chemical group 0.000 claims 6
- 229910052760 oxygen Inorganic materials 0.000 claims 6
- 125000002877 alkyl aryl group Chemical group 0.000 claims 5
- 125000001769 aryl amino group Chemical group 0.000 claims 5
- 125000004104 aryloxy group Chemical group 0.000 claims 5
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims 4
- 125000003342 alkenyl group Chemical group 0.000 claims 4
- 125000004414 alkyl thio group Chemical group 0.000 claims 4
- 239000003443 antiviral agent Substances 0.000 claims 4
- 125000005110 aryl thio group Chemical group 0.000 claims 4
- 229910052736 halogen Inorganic materials 0.000 claims 4
- 150000002367 halogens Chemical class 0.000 claims 4
- 125000001072 heteroaryl group Chemical group 0.000 claims 4
- 125000003282 alkyl amino group Chemical group 0.000 claims 3
- 125000000304 alkynyl group Chemical group 0.000 claims 3
- 229910052799 carbon Inorganic materials 0.000 claims 3
- 125000004093 cyano group Chemical group *C#N 0.000 claims 3
- 125000004122 cyclic group Chemical group 0.000 claims 3
- 125000004404 heteroalkyl group Chemical group 0.000 claims 3
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 3
- 150000003839 salts Chemical class 0.000 claims 3
- 239000012453 solvate Substances 0.000 claims 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 2
- SOWBFZRMHSNYGE-UHFFFAOYSA-N Monoamide-Oxalic acid Natural products NC(=O)C(O)=O SOWBFZRMHSNYGE-UHFFFAOYSA-N 0.000 claims 2
- 108091005804 Peptidases Proteins 0.000 claims 2
- 239000004365 Protease Substances 0.000 claims 2
- 102100037486 Reverse transcriptase/ribonuclease H Human genes 0.000 claims 2
- IWUCXVSUMQZMFG-AFCXAGJDSA-N Ribavirin Chemical group N1=C(C(=O)N)N=CN1[C@H]1[C@H](O)[C@H](O)[C@@H](CO)O1 IWUCXVSUMQZMFG-AFCXAGJDSA-N 0.000 claims 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims 2
- 125000004466 alkoxycarbonylamino group Chemical group 0.000 claims 2
- 125000005194 alkoxycarbonyloxy group Chemical group 0.000 claims 2
- 125000005248 alkyl aryloxy group Chemical group 0.000 claims 2
- 125000005213 alkyl heteroaryl group Chemical group 0.000 claims 2
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims 2
- 125000004422 alkyl sulphonamide group Chemical group 0.000 claims 2
- 125000005281 alkyl ureido group Chemical group 0.000 claims 2
- 125000003710 aryl alkyl group Chemical group 0.000 claims 2
- 125000004391 aryl sulfonyl group Chemical group 0.000 claims 2
- 125000004421 aryl sulphonamide group Chemical group 0.000 claims 2
- 239000004202 carbamide Substances 0.000 claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 claims 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 2
- 125000000000 cycloalkoxy group Chemical group 0.000 claims 2
- 125000006310 cycloalkyl amino group Chemical group 0.000 claims 2
- 239000003937 drug carrier Substances 0.000 claims 2
- 150000002148 esters Chemical class 0.000 claims 2
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 claims 2
- 125000005241 heteroarylamino group Chemical group 0.000 claims 2
- 125000005553 heteroaryloxy group Chemical group 0.000 claims 2
- 125000000623 heterocyclic group Chemical group 0.000 claims 2
- 150000002576 ketones Chemical class 0.000 claims 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 2
- 239000000651 prodrug Substances 0.000 claims 2
- 229940002612 prodrug Drugs 0.000 claims 2
- 229960000329 ribavirin Drugs 0.000 claims 2
- HZCAHMRRMINHDJ-DBRKOABJSA-N ribavirin Natural products O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1N=CN=C1 HZCAHMRRMINHDJ-DBRKOABJSA-N 0.000 claims 2
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 1
- 125000006374 C2-C10 alkenyl group Chemical group 0.000 claims 1
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims 1
- 102000006992 Interferon-alpha Human genes 0.000 claims 1
- 108010047761 Interferon-alpha Proteins 0.000 claims 1
- 229940100389 Sulfonylurea Drugs 0.000 claims 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 1
- 125000000738 acetamido group Chemical group [H]C([H])([H])C(=O)N([H])[*] 0.000 claims 1
- 239000004480 active ingredient Substances 0.000 claims 1
- 125000004947 alkyl aryl amino group Chemical group 0.000 claims 1
- 125000003368 amide group Chemical group 0.000 claims 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 1
- UZMZVDOOVXLRID-UHFFFAOYSA-N azanylidyne-(nitrosulfonylamino)methane Chemical compound [O-][N+](=O)S(=O)(=O)NC#N UZMZVDOOVXLRID-UHFFFAOYSA-N 0.000 claims 1
- 125000002619 bicyclic group Chemical group 0.000 claims 1
- 229910052794 bromium Inorganic materials 0.000 claims 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims 1
- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 claims 1
- 229910052731 fluorine Inorganic materials 0.000 claims 1
- 125000004446 heteroarylalkyl group Chemical group 0.000 claims 1
- 125000004415 heterocyclylalkyl group Chemical group 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 claims 1
- 239000001301 oxygen Substances 0.000 claims 1
- 125000004437 phosphorous atom Chemical group 0.000 claims 1
- 229910052698 phosphorus Inorganic materials 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
- 238000006467 substitution reaction Methods 0.000 claims 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 claims 1
- 150000003457 sulfones Chemical class 0.000 claims 1
- YROXIXLRRCOBKF-UHFFFAOYSA-N sulfonylurea Chemical class OC(=N)N=S(=O)=O YROXIXLRRCOBKF-UHFFFAOYSA-N 0.000 claims 1
- 150000003462 sulfoxides Chemical class 0.000 claims 1
- 239000011593 sulfur Substances 0.000 claims 1
- 0 C*(NC(C)(C)C(Cl)(Cl)Cl)I Chemical compound C*(NC(C)(C)C(Cl)(Cl)Cl)I 0.000 description 8
- HFUMCZYAMSSNGG-UHFFFAOYSA-N INC1C(CC2)CC2C1 Chemical compound INC1C(CC2)CC2C1 HFUMCZYAMSSNGG-UHFFFAOYSA-N 0.000 description 2
- OECKNVAHIJTQFY-UHFFFAOYSA-N CC(C)(C(F)(F)F)NC Chemical compound CC(C)(C(F)(F)F)NC OECKNVAHIJTQFY-UHFFFAOYSA-N 0.000 description 1
- OXQMIXBVXHWDPX-UHFFFAOYSA-N CC(C)(C)N(C)C Chemical compound CC(C)(C)N(C)C OXQMIXBVXHWDPX-UHFFFAOYSA-N 0.000 description 1
- PBZHTQZXXTXWTK-GARJFASQSA-N CC(C)(C[C@H]1C2)[C@@H]1[C@@H](C(C)=O)N2C(C)=O Chemical compound CC(C)(C[C@H]1C2)[C@@H]1[C@@H](C(C)=O)N2C(C)=O PBZHTQZXXTXWTK-GARJFASQSA-N 0.000 description 1
- GQTFXOWGLCXLLM-SDDRHHMPSA-N CC(C)([C@H]1C2)C(C)(C)[C@@H]1[C@@H](C(C)=O)N2C(C)=O Chemical compound CC(C)([C@H]1C2)C(C)(C)[C@@H]1[C@@H](C(C)=O)N2C(C)=O GQTFXOWGLCXLLM-SDDRHHMPSA-N 0.000 description 1
- ZWXQPERWRDHCMZ-UHFFFAOYSA-N CC(C)NC(C)(C)C Chemical compound CC(C)NC(C)(C)C ZWXQPERWRDHCMZ-UHFFFAOYSA-N 0.000 description 1
- HPRITURHSXTUDO-BRFYHDHCSA-N CC([C@H](C(CC1)C(Cl)Cl)N1C(C)=O)=O Chemical compound CC([C@H](C(CC1)C(Cl)Cl)N1C(C)=O)=O HPRITURHSXTUDO-BRFYHDHCSA-N 0.000 description 1
- ZUGIRWRKKQIHEX-MQWKRIRWSA-N CC([C@H](CC(C1)C(Br)Br)N1C(C)=O)=O Chemical compound CC([C@H](CC(C1)C(Br)Br)N1C(C)=O)=O ZUGIRWRKKQIHEX-MQWKRIRWSA-N 0.000 description 1
- KTEPFVUOHHJJOD-LBPRGKRZSA-N CC([C@H](CC1(C2)CCCCC1)N2C(C)=O)=O Chemical compound CC([C@H](CC1(C2)CCCCC1)N2C(C)=O)=O KTEPFVUOHHJJOD-LBPRGKRZSA-N 0.000 description 1
- CNICHZIIXIWAFL-JTQLQIEISA-N CC([C@H](CC1(C2)OCCCO1)N2C(C)=O)=O Chemical compound CC([C@H](CC1(C2)OCCCO1)N2C(C)=O)=O CNICHZIIXIWAFL-JTQLQIEISA-N 0.000 description 1
- QDHXPIGOXAEXTL-VIFPVBQESA-N CC([C@H](CC1(CC1)C1)N1C(C)=O)=O Chemical compound CC([C@H](CC1(CC1)C1)N1C(C)=O)=O QDHXPIGOXAEXTL-VIFPVBQESA-N 0.000 description 1
- VTBMVASHXZMUOF-JTQLQIEISA-N CC([C@H](CC1(CCC1)C1)N1C(C)=O)=O Chemical compound CC([C@H](CC1(CCC1)C1)N1C(C)=O)=O VTBMVASHXZMUOF-JTQLQIEISA-N 0.000 description 1
- GVNVMWYNKDCSRG-NSHDSACASA-N CC([C@H](CC1(CCCC1)C1)N1C(C)=O)=O Chemical compound CC([C@H](CC1(CCCC1)C1)N1C(C)=O)=O GVNVMWYNKDCSRG-NSHDSACASA-N 0.000 description 1
- ZOLOOMHRCHIDJK-ZHFSPANRSA-N CC([C@H]([C@H](C1C2)C1(F)F)N2C(C)=O)=O Chemical compound CC([C@H]([C@H](C1C2)C1(F)F)N2C(C)=O)=O ZOLOOMHRCHIDJK-ZHFSPANRSA-N 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US35093102P | 2002-01-23 | 2002-01-23 | |
| PCT/US2003/001752 WO2003062228A1 (en) | 2002-01-23 | 2003-01-21 | Proline compounds as ns3-serine protease inhibitors for use in treatment of hepatites c virus infection |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2005515255A JP2005515255A (ja) | 2005-05-26 |
| JP2005515255A5 true JP2005515255A5 (enExample) | 2006-04-13 |
| JP4301953B2 JP4301953B2 (ja) | 2009-07-22 |
Family
ID=27613440
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003562106A Expired - Fee Related JP4301953B2 (ja) | 2002-01-23 | 2003-01-21 | Ｃ型肝炎ウイルス感染の処置における使用のためのｎｓ３−セリンプロテアーゼ阻害剤としてのプロリン化合物 |
Country Status (18)
| Country | Link |
|---|---|
| US (1) | US6894072B2 (enExample) |
| EP (1) | EP1467989B1 (enExample) |
| JP (1) | JP4301953B2 (enExample) |
| KR (1) | KR20040077767A (enExample) |
| CN (1) | CN100352819C (enExample) |
| AR (1) | AR038214A1 (enExample) |
| AT (1) | ATE443703T1 (enExample) |
| AU (1) | AU2003207625B2 (enExample) |
| CA (1) | CA2473070C (enExample) |
| DE (1) | DE60329367D1 (enExample) |
| ES (1) | ES2332778T3 (enExample) |
| IL (1) | IL162828A0 (enExample) |
| MX (1) | MXPA04007163A (enExample) |
| NZ (1) | NZ533861A (enExample) |
| PE (1) | PE20030857A1 (enExample) |
| TW (1) | TWI265927B (enExample) |
| WO (1) | WO2003062228A1 (enExample) |
| ZA (1) | ZA200405341B (enExample) |
Families Citing this family (71)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SG185140A1 (en) * | 2003-06-17 | 2012-11-29 | Merck Sharp & Dohme | Enantiomer forms of boc protected 3-amino-3-cyclobutylmethyl-2-hydroxy-propionamide |
| MXPA06002250A (es) * | 2003-08-26 | 2006-05-17 | Schering Corp | Inhibidores peptidomimeticos novedosos de la serina proteasa ns3 del virus de la hepatitis c. |
| CN1894274A (zh) | 2003-09-26 | 2007-01-10 | 先灵公司 | 丙肝病毒ns3丝氨酸蛋白酶的大环抑制剂 |
| KR20060118532A (ko) | 2003-12-11 | 2006-11-23 | 쉐링 코포레이션 | Ｃ형 간염 바이러스 ｎｓ３／ｎｓ４ａ 세린 프로테아제의억제제 |
| ES2336009T3 (es) | 2004-01-30 | 2010-04-07 | Medivir Ab | Inhibidores de la ns-3 serina proteasa del vhc. |
| US7173057B2 (en) * | 2004-02-27 | 2007-02-06 | Schering Corporation | Ketoamides with cyclic P4'S as inhibitors of NS3 protease of hepatitis C virus |
| RU2006134005A (ru) | 2004-02-27 | 2008-04-10 | Шеринг Корпорейшн (US) | Новые соединения, действующие как ингибиторы сериновой протеазы ns3 вируса гепатита с |
| US20060252698A1 (en) * | 2005-04-20 | 2006-11-09 | Malcolm Bruce A | Compounds for inhibiting cathepsin activity |
| US20060276405A1 (en) * | 2005-06-02 | 2006-12-07 | Schering Corporation | Methods for treating hepatitis C |
| US20060276407A1 (en) * | 2005-06-02 | 2006-12-07 | Schering Corporation | Methods of treating hepatitis C virus |
| JP2008545748A (ja) * | 2005-06-02 | 2008-12-18 | シェーリング コーポレイション | Ｃ型肝炎ウイルスに関連する障害を処置するために有用な徐放処方物 |
| US8119602B2 (en) | 2005-06-02 | 2012-02-21 | Schering Corporation | Administration of HCV protease inhibitors in combination with food to improve bioavailability |
| US7772178B2 (en) * | 2005-06-02 | 2010-08-10 | Schering Corporation | Pharmaceutical formulations and methods of treatment using the same |
| US20070237818A1 (en) * | 2005-06-02 | 2007-10-11 | Malcolm Bruce A | Controlled-release formulation of HCV protease inhibitor and methods using the same |
| US20070021351A1 (en) * | 2005-06-02 | 2007-01-25 | Schering Corporation | Liver/plasma concentration ratio for dosing hepatitis C virus protease inhibitor |
| US20060275366A1 (en) * | 2005-06-02 | 2006-12-07 | Schering Corporation | Controlled-release formulation |
| WO2006130666A2 (en) * | 2005-06-02 | 2006-12-07 | Schering Corporation | Medicaments and methods combining a hcv protease inhibitor and an akr competitor |
| WO2006130552A2 (en) * | 2005-06-02 | 2006-12-07 | Schering Corporation | Methods of treating hepatitis c virus |
| US20060281689A1 (en) * | 2005-06-02 | 2006-12-14 | Schering Corporation | Method for modulating activity of HCV protease through use of a novel HCV protease inhibitor to reduce duration of treatment period |
| PE20070211A1 (es) | 2005-07-29 | 2007-05-12 | Medivir Ab | Compuestos macrociclicos como inhibidores del virus de hepatitis c |
| AR055395A1 (es) | 2005-08-26 | 2007-08-22 | Vertex Pharma | Compuestos inhibidores de la actividad de la serina proteasa ns3-ns4a del virus de la hepatitis c |
| NZ568324A (en) | 2005-11-11 | 2012-01-12 | Vertex Pharma | Hepatitis C virus variants |
| US7705138B2 (en) | 2005-11-11 | 2010-04-27 | Vertex Pharmaceuticals Incorporated | Hepatitis C virus variants |
| US7622496B2 (en) | 2005-12-23 | 2009-11-24 | Zealand Pharma A/S | Modified lysine-mimetic compounds |
| US7816348B2 (en) | 2006-02-03 | 2010-10-19 | Boehringer Ingelheim International Gmbh | Viral polymerase inhibitors |
| JP2009536158A (ja) * | 2006-04-11 | 2009-10-08 | ノバルティス アクチエンゲゼルシャフト | Ｈｃｖ阻害剤 |
| US20080045530A1 (en) * | 2006-04-11 | 2008-02-21 | Trixi Brandl | Organic Compounds and Their Uses |
| EP2518079A3 (en) | 2006-04-11 | 2012-12-12 | Novartis AG | HCV/HIV inhibitors and their uses |
| WO2007120595A2 (en) * | 2006-04-11 | 2007-10-25 | Novartis Ag | Amines for the treatment of hcv |
| WO2008019477A1 (en) | 2006-08-17 | 2008-02-21 | Boehringer Ingelheim International Gmbh | Viral polymerase inhibitors |
| WO2008057995A2 (en) * | 2006-11-02 | 2008-05-15 | Taigen Biotechnology Co., Ltd. | Hcv protease inhibitors |
| US20100081672A1 (en) * | 2006-12-07 | 2010-04-01 | Schering Corporation | Ph sensitive matrix formulation |
| US20100113821A1 (en) * | 2006-12-19 | 2010-05-06 | Schering-Plough Corporation | Preparation of 3-amino-3-(cyclobutylmethyl)-2-(hydroxy)-propionamide hydrochloride |
| ES2558856T3 (es) | 2006-12-21 | 2016-02-09 | Zealand Pharma A/S | Síntesis de compuestos de pirrolidina |
| TWI400042B (zh) * | 2007-06-08 | 2013-07-01 | Tci Co Ltd | 食品錠劑 |
| WO2009018657A1 (en) | 2007-08-03 | 2009-02-12 | Boehringer Ingelheim International Gmbh | Viral polymerase inhibitors |
| KR101396696B1 (ko) * | 2007-10-10 | 2014-05-16 | 노파르티스 아게 | 스피로피롤리딘, 및 ｈｃｖ 및 ｈｉｖ 감염에 대한 그의 용도 |
| US20090111757A1 (en) * | 2007-10-25 | 2009-04-30 | Taigen Biotechnology Co., Ltd. | Hcv protease inhibitors |
| EP2234977A4 (en) | 2007-12-19 | 2011-04-13 | Boehringer Ingelheim Int | VIRAL POLYMERASE INHIBITORS |
| CN104557880A (zh) * | 2007-12-21 | 2015-04-29 | 阿维拉制药公司 | Hcv蛋白酶抑制剂和其用途 |
| US8293705B2 (en) | 2007-12-21 | 2012-10-23 | Avila Therapeutics, Inc. | HCV protease inhibitors and uses thereof |
| US8309685B2 (en) * | 2007-12-21 | 2012-11-13 | Celgene Avilomics Research, Inc. | HCV protease inhibitors and uses thereof |
| WO2009082697A1 (en) * | 2007-12-21 | 2009-07-02 | Avila Therapeutics, Inc. | Hcv protease inhibitors and uses thereof |
| CN101580535B (zh) * | 2008-05-16 | 2012-10-03 | 太景生物科技股份有限公司 | 丙型肝炎病毒蛋白酶抑制剂 |
| EP2334680A2 (en) * | 2008-08-20 | 2011-06-22 | Sequoia Pharmaceuticals, Inc. | Hcv protease inhibitors |
| KR20110116136A (ko) | 2009-01-07 | 2011-10-25 | 싸이넥시스, 인크. | Ｈｃｖ 및 ｈｉｖ 감염의 치료에 사용하기 위한 사이클로스포린 유도체 |
| US20110182850A1 (en) * | 2009-04-10 | 2011-07-28 | Trixi Brandl | Organic compounds and their uses |
| US8512690B2 (en) | 2009-04-10 | 2013-08-20 | Novartis Ag | Derivatised proline containing peptide compounds as protease inhibitors |
| JP2012528195A (ja) | 2009-05-29 | 2012-11-12 | メルク・シャープ・アンド・ドーム・コーポレーション | Ｃ型肝炎などの疾患を処置するための３つの結合アリール部分で構成された抗菌性化合物 |
| EP2477980B1 (en) * | 2009-09-15 | 2016-06-08 | Taigen Biotechnology Co., Ltd. | Hcv protease inhibitors |
| WO2011066241A1 (en) | 2009-11-25 | 2011-06-03 | Schering Corporation | Fused tricyclic compounds and derivatives thereof useful for the treatment of viral diseases |
| WO2011087740A1 (en) | 2009-12-22 | 2011-07-21 | Schering Corporation | Fused tricyclic compounds and methods of use thereof for the treatment of viral diseases |
| US20110178107A1 (en) * | 2010-01-20 | 2011-07-21 | Taigen Biotechnology Co., Ltd. | Hcv protease inhibitors |
| CA2788155C (en) | 2010-01-27 | 2018-04-24 | AB Pharma Ltd. | Polyheterocyclic compounds highly potent as hcv inhibitors |
| MA34147B1 (fr) | 2010-03-09 | 2013-04-03 | Merck Sharp & Dohme | Composes tricycliques fusionnes de silyle et leurs methodes d'utilisation dans le cadre du traitement de maladies virales |
| CA2805440A1 (en) | 2010-07-26 | 2012-02-09 | Merck Sharp & Dohme Corp. | Substituted biphenylene compounds and methods of use thereof for the treatment of viral diseases |
| EP2621279B1 (en) | 2010-09-29 | 2018-04-04 | Merck Sharp & Dohme Corp. | Fused tetracycle derivatives and methods of use thereof for the treatment of viral diseases |
| WO2012142085A1 (en) | 2011-04-13 | 2012-10-18 | Merck Sharp & Dohme Corp. | 2'-substituted nucleoside derivatives and methods of use thereof for the treatment of viral diseases |
| EP2697242B1 (en) | 2011-04-13 | 2018-10-03 | Merck Sharp & Dohme Corp. | 2'-azido substituted nucleoside derivatives and methods of use thereof for the treatment of viral diseases |
| US8962810B2 (en) | 2011-06-16 | 2015-02-24 | AB Pharma Ltd. | Macrocyclic heterocyclic compound for inhibiting hepatitis C virus and preparation and use thereof |
| WO2013033899A1 (en) | 2011-09-08 | 2013-03-14 | Merck Sharp & Dohme Corp. | Substituted benzofuran compounds and methods of use thereof for the treatment of viral diseases |
| WO2013033901A1 (en) | 2011-09-08 | 2013-03-14 | Merck Sharp & Dohme Corp. | Heterocyclic-substituted benzofuran derivatives and methods of use thereof for the treatment of viral diseases |
| WO2013033900A1 (en) | 2011-09-08 | 2013-03-14 | Merck Sharp & Dohme Corp. | Tetracyclic heterocycle compounds and methods of use thereof for the treatment of viral diseases |
| US20140378416A1 (en) | 2011-09-14 | 2014-12-25 | Michael P. Dwyer | Silyl-containing heterocyclic compounds and methods of use thereof for the treatment of viral diseases |
| CN103387510B (zh) * | 2013-08-08 | 2015-09-09 | 苏州永健生物医药有限公司 | 一种β-氨基-alpha-羟基环丁基丁酰胺盐酸盐的合成方法 |
| WO2015065817A1 (en) | 2013-10-30 | 2015-05-07 | Merck Sharp & Dohme Corp. | Pseudopolymorphs of an hcv ns5a inhibitor and uses thereof |
| WO2018032468A1 (en) | 2016-08-18 | 2018-02-22 | Merck Sharp & Dohme Corp. | Heterocycle-substitued tetracyclic compounds and methods of use thereof for treatment of viral diseases |
| WO2018032467A1 (en) | 2016-08-18 | 2018-02-22 | Merck Sharp & Dohme Corp. | Chromane-substitued tetracyclic compounds and uses thereof for treatment of viral diseases |
| ES2870106T3 (es) | 2017-05-05 | 2021-10-26 | Zealand Pharma As | Moduladores de la comunicación intercelular de uniones comunicantes y su uso para el tratamiento de la enfermedad del ojo diabético |
| EP4178955A1 (en) | 2020-07-11 | 2023-05-17 | Pfizer Inc. | Antiviral heteroaryl ketone derivatives |
| US11351149B2 (en) | 2020-09-03 | 2022-06-07 | Pfizer Inc. | Nitrile-containing antiviral compounds |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1989004669A1 (en) | 1987-11-18 | 1989-06-01 | Chiron Corporation | Nanbv diagnostics and vaccines |
| ATE132182T1 (de) | 1989-02-01 | 1996-01-15 | Asahi Glass Co Ltd | Azeotrope oder azeotropähnliche zusammensetzung auf der basis von chlorfluorkohlenwasserstoffen |
| AU7675491A (en) * | 1990-04-04 | 1991-10-30 | Chiron Corporation | Hepatitis c virus protease |
| US5922757A (en) | 1996-09-30 | 1999-07-13 | The Regents Of The University Of California | Treatment and prevention of hepatic disorders |
| NZ335276A (en) | 1996-10-18 | 2000-09-29 | Vertex Pharma | Inhibitors of serine proteases, particularly hepatitis C virus (HCV) NS3 (Non Structural Protein 3) protease |
| GB9623908D0 (en) | 1996-11-18 | 1997-01-08 | Hoffmann La Roche | Amino acid derivatives |
| PT1012180E (pt) | 1997-08-11 | 2005-04-29 | Boehringer Ingelheim Ca Ltd | Analogos de peptidos inibidores da hepatite c |
| AR022061A1 (es) * | 1998-08-10 | 2002-09-04 | Boehringer Ingelheim Ca Ltd | Peptidos inhibidores de la hepatitis c, una composicion farmaceutica que los contiene, el uso de los mismos para preparar una composicion farmaceutica, el uso de un producto intermedio para la preparacion de estos peptidos y un procedimiento para la preparacion de un peptido analogo de los mismos. |
| US6323180B1 (en) | 1998-08-10 | 2001-11-27 | Boehringer Ingelheim (Canada) Ltd | Hepatitis C inhibitor tri-peptides |
| AU2001251165A1 (en) * | 2000-04-03 | 2001-10-15 | Vertex Pharmaceuticals Incorporated | Inhibitors of serine proteases, particularly hepatitis c virus ns3 protease |
| US7012066B2 (en) | 2000-07-21 | 2006-03-14 | Schering Corporation | Peptides as NS3-serine protease inhibitors of hepatitis C virus |
| AR029851A1 (es) * | 2000-07-21 | 2003-07-16 | Dendreon Corp | Nuevos peptidos como inhibidores de ns3-serina proteasa del virus de hepatitis c |
| AR034127A1 (es) | 2000-07-21 | 2004-02-04 | Schering Corp | Imidazolidinonas como inhibidores de ns3-serina proteasa del virus de hepatitis c, composicion farmaceutica, un metodo para su preparacion, y el uso de las mismas para la manufactura de un medicamento |
-
2003
- 2003-01-21 MX MXPA04007163A patent/MXPA04007163A/es active IP Right Grant
- 2003-01-21 AU AU2003207625A patent/AU2003207625B2/en not_active Expired - Fee Related
- 2003-01-21 AT AT03705843T patent/ATE443703T1/de not_active IP Right Cessation
- 2003-01-21 CA CA002473070A patent/CA2473070C/en not_active Expired - Fee Related
- 2003-01-21 TW TW092101229A patent/TWI265927B/zh not_active IP Right Cessation
- 2003-01-21 NZ NZ533861A patent/NZ533861A/xx unknown
- 2003-01-21 EP EP03705843A patent/EP1467989B1/en not_active Expired - Lifetime
- 2003-01-21 DE DE60329367T patent/DE60329367D1/de not_active Expired - Lifetime
- 2003-01-21 PE PE2003000067A patent/PE20030857A1/es not_active Application Discontinuation
- 2003-01-21 US US10/348,094 patent/US6894072B2/en not_active Expired - Fee Related
- 2003-01-21 KR KR10-2004-7011337A patent/KR20040077767A/ko not_active Withdrawn
- 2003-01-21 JP JP2003562106A patent/JP4301953B2/ja not_active Expired - Fee Related
- 2003-01-21 CN CNB038026600A patent/CN100352819C/zh not_active Expired - Fee Related
- 2003-01-21 ES ES03705843T patent/ES2332778T3/es not_active Expired - Lifetime
- 2003-01-21 WO PCT/US2003/001752 patent/WO2003062228A1/en not_active Ceased
- 2003-01-21 IL IL16282803A patent/IL162828A0/xx unknown
- 2003-01-22 AR ARP030100186A patent/AR038214A1/es unknown
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2004
- 2004-07-05 ZA ZA200405341A patent/ZA200405341B/en unknown
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