JP2005515255A5 - - Google Patents
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- Publication number
- 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
Links
- 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 (69)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP4823899B2 (ja) * | 2003-06-17 | 2011-11-24 | シェーリング コーポレイション | ３−（アミノ）−３−シクロブチルメチル−２−ヒドロキシ−プロピオンアミドまたはその塩の調製のためのプロセスおよび中間体 |
| CA2536570A1 (en) * | 2003-08-26 | 2005-03-10 | Schering Corporation | Novel peptidomimetic ns3-serine protease inhibitors of hepatitis c virus |
| BRPI0414814A (pt) | 2003-09-26 | 2006-11-14 | Schering Corp | inibidores macrocìclicos de protease de serina ns3 de vìrus de hepatite c |
| TW200518746A (en) * | 2003-12-11 | 2005-06-16 | Schering Corp | Novel inhibitors of hepatitis C virus NS3/NS4A serine protease |
| BRPI0506948B1 (pt) | 2004-01-30 | 2018-09-18 | Medivir Ab | inibidores de serina protease ns-3 de hcv |
| WO2005085242A1 (en) * | 2004-02-27 | 2005-09-15 | Schering Corporation | Novel ketoamides with cyclic p4's as inhibitors of ns3 serine protease of hepatitis c virus |
| CN1946691A (zh) * | 2004-02-27 | 2007-04-11 | 先灵公司 | 作为丙型肝炎病毒ns3丝氨酸蛋白酶抑制剂的化合物 |
| WO2006113942A2 (en) * | 2005-04-20 | 2006-10-26 | Schering Corporation | Method of inhibiting cathepsin activity |
| AU2006252623A1 (en) * | 2005-06-02 | 2006-12-07 | Schering Corporation | Controlled-release formulation useful for treating disorders associated with hepatitis C virus |
| US20070237818A1 (en) * | 2005-06-02 | 2007-10-11 | Malcolm Bruce A | Controlled-release formulation of HCV protease inhibitor and methods using the same |
| US20060276406A1 (en) * | 2005-06-02 | 2006-12-07 | Schering Corporation | Methods of treating hepatitis C virus |
| EP1891089B1 (en) | 2005-06-02 | 2014-11-05 | Merck Sharp & Dohme Corp. | HCV protease inhibitors in combination with food |
| US20060276404A1 (en) * | 2005-06-02 | 2006-12-07 | Anima Ghosal | Medicaments and methods combining a HCV protease inhibitor and an AKR competitor |
| US20060275366A1 (en) * | 2005-06-02 | 2006-12-07 | Schering Corporation | Controlled-release formulation |
| ES2572980T3 (es) * | 2005-06-02 | 2016-06-03 | Merck Sharp & Dohme Corp. | Combinación de inhibidores de la proteasa del VHC con un tensioactivo |
| US20060276407A1 (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 |
| WO2006130687A2 (en) * | 2005-06-02 | 2006-12-07 | Schering Corporation | Liver/plasma concentration ratio for dosing hepatitis c virus protease inhibitor |
| US20060276405A1 (en) * | 2005-06-02 | 2006-12-07 | Schering Corporation | Methods for treating hepatitis C |
| 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 |
| EP1951748B1 (en) | 2005-11-11 | 2013-07-24 | Vertex Pharmaceuticals, Inc. | Hepatitis c virus variants |
| US7705138B2 (en) | 2005-11-11 | 2010-04-27 | Vertex Pharmaceuticals Incorporated | Hepatitis C virus variants |
| SG170767A1 (en) | 2005-12-23 | 2011-05-30 | Zealand Pharma As | Modified lysine-mimetic compounds |
| US7816348B2 (en) | 2006-02-03 | 2010-10-19 | Boehringer Ingelheim International Gmbh | Viral polymerase inhibitors |
| WO2007120595A2 (en) * | 2006-04-11 | 2007-10-25 | Novartis Ag | Amines for the treatment of hcv |
| UA100666C2 (uk) | 2006-04-11 | 2013-01-25 | Новартіс Аг | Інгібітори нсv/віл та їх застосування |
| US20080045530A1 (en) * | 2006-04-11 | 2008-02-21 | Trixi Brandl | Organic Compounds and Their Uses |
| EP2007788A2 (en) * | 2006-04-11 | 2008-12-31 | Novartis AG | Hcv inhibitors |
| EP2054388A4 (en) | 2006-08-17 | 2009-10-28 | Boehringer Ingelheim Int | VIRAL POLYMERASE INHIBITORS |
| US20080108632A1 (en) * | 2006-11-02 | 2008-05-08 | Taigen Biotechnology Co., Ltd. | Hcv protease inhibitors |
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| SG177906A1 (en) * | 2006-12-19 | 2012-02-28 | Schering Corp Us | Preparation of 3-amino-3-(cyclobutylmethyl)-2-(hydroxy)-propionamide hydrochloride |
| EP2468724B1 (en) | 2006-12-21 | 2015-11-18 | Zealand Pharma A/S | Synthesis of pyrrolidine compounds |
| TWI400042B (zh) * | 2007-06-08 | 2013-07-01 | Tci Co Ltd | 食品錠劑 |
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| AU2008309589B2 (en) * | 2007-10-10 | 2012-07-05 | Novartis Ag | Spiropyrrolidines and their use against HCV and HIV infection |
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| CN103483251A (zh) | 2007-12-19 | 2014-01-01 | 贝林格尔.英格海姆国际有限公司 | 病毒聚合酶抑制剂 |
| TWI487522B (zh) | 2007-12-21 | 2015-06-11 | 賽基艾維洛米斯研究股份有限公司 | Ｈｃｖ蛋白酶抑制劑及其用途（一） |
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| US9156872B2 (en) | 2011-04-13 | 2015-10-13 | Merck Sharp & Dohme Corp. | 2′-azido substituted nucleoside derivatives and methods of use thereof for the treatment of viral diseases |
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| EP2755981A4 (en) | 2011-09-14 | 2015-03-25 | Merck Sharp & Dohme | SILICULAR HETEROCYCLIC DERIVATIVES AND METHOD FOR THEIR USE FOR THE TREATMENT OF VIRUS 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 |
| EP3063140A4 (en) | 2013-10-30 | 2017-11-08 | Merck Sharp & Dohme Corp. | Pseudopolymorphs of an hcv ns5a inhibitor and uses thereof |
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| US12577240B2 (en) | 2020-07-11 | 2026-03-17 | 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 |
|---|---|---|---|---|
| EP0318216B2 (en) | 1987-11-18 | 2001-08-29 | Chiron Corporation | NANBV diagnostics |
| EP0381216B1 (en) | 1989-02-01 | 1995-12-27 | Asahi Glass Company Ltd. | Hydrochlorofluorocarbon azeotropic or azeotropic-like mixture |
| DK0527788T3 (da) | 1990-04-04 | 2004-09-06 | Chiron Corp | 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 |
| CZ298749B6 (cs) | 1996-10-18 | 2008-01-16 | Vertex Pharmaceuticals Incorporated | Inhibitory serinových proteáz a farmaceutické prostředky s jejich obsahem |
| GB9623908D0 (en) | 1996-11-18 | 1997-01-08 | Hoffmann La Roche | Amino acid derivatives |
| WO1999007734A2 (en) | 1997-08-11 | 1999-02-18 | Boehringer Ingelheim (Canada) Ltd. | Hepatitis c inhibitor peptide analogues |
| 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 |
| DE60111509T2 (de) * | 2000-04-03 | 2006-05-11 | Vertex Pharmaceuticals Inc., Cambridge | Inhibitoren von Serin-Proteasen, insbesondere der Hepatitis-C-Virus NS23-Protease |
| CZ303213B6 (cs) * | 2000-07-21 | 2012-05-23 | Schering Corporation | Peptidové inhibitory serinové proteázy NS3 a farmaceutický prostredek |
| 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 |
| AR029851A1 (es) * | 2000-07-21 | 2003-07-16 | Dendreon Corp | Nuevos peptidos como inhibidores de ns3-serina proteasa del virus de hepatitis c |
-
2003
- 2003-01-21 NZ NZ533861A patent/NZ533861A/xx unknown
- 2003-01-21 ES ES03705843T patent/ES2332778T3/es not_active Expired - Lifetime
- 2003-01-21 US US10/348,094 patent/US6894072B2/en not_active Expired - Fee Related
- 2003-01-21 PE PE2003000067A patent/PE20030857A1/es not_active Application Discontinuation
- 2003-01-21 KR KR10-2004-7011337A patent/KR20040077767A/ko not_active Withdrawn
- 2003-01-21 TW TW092101229A patent/TWI265927B/zh not_active IP Right Cessation
- 2003-01-21 EP EP03705843A patent/EP1467989B1/en not_active Expired - Lifetime
- 2003-01-21 AT AT03705843T patent/ATE443703T1/de not_active IP Right Cessation
- 2003-01-21 CN CNB038026600A patent/CN100352819C/zh not_active Expired - Fee Related
- 2003-01-21 IL IL16282803A patent/IL162828A0/xx unknown
- 2003-01-21 MX MXPA04007163A patent/MXPA04007163A/es active IP Right Grant
- 2003-01-21 WO PCT/US2003/001752 patent/WO2003062228A1/en not_active Ceased
- 2003-01-21 CA CA002473070A patent/CA2473070C/en not_active Expired - Fee Related
- 2003-01-21 JP JP2003562106A patent/JP4301953B2/ja not_active Expired - Fee Related
- 2003-01-21 AU AU2003207625A patent/AU2003207625B2/en not_active Expired - Fee Related
- 2003-01-21 DE DE60329367T patent/DE60329367D1/de not_active Expired - Lifetime
- 2003-01-22 AR ARP030100186A patent/AR038214A1/es unknown
-
2004
- 2004-07-05 ZA ZA200405341A patent/ZA200405341B/en unknown
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