JP2005524628A5 - - Google Patents
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- JP2005524628A5 JP2005524628A5 JP2003562142A JP2003562142A JP2005524628A5 JP 2005524628 A5 JP2005524628 A5 JP 2005524628A5 JP 2003562142 A JP2003562142 A JP 2003562142A JP 2003562142 A JP2003562142 A JP 2003562142A JP 2005524628 A5 JP2005524628 A5 JP 2005524628A5
- Authority
- JP
- Japan
- Prior art keywords
- compound
- conhch
- pharmaceutical composition
- alkyl
- interferon
- 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 84
- 239000008194 pharmaceutical composition Substances 0.000 claims 40
- 229940079322 interferon Drugs 0.000 claims 30
- -1 aryl-heteroaryl Chemical group 0.000 claims 27
- 102000014150 Interferons Human genes 0.000 claims 21
- 108010050904 Interferons Proteins 0.000 claims 21
- 125000000217 alkyl group Chemical group 0.000 claims 21
- 239000000651 prodrug Substances 0.000 claims 18
- 229940002612 prodrug Drugs 0.000 claims 18
- 241000711549 Hepacivirus C Species 0.000 claims 17
- 125000003118 aryl group Chemical group 0.000 claims 16
- 125000000753 cycloalkyl group Chemical group 0.000 claims 15
- 125000001072 heteroaryl group Chemical group 0.000 claims 14
- 125000003710 aryl alkyl group Chemical group 0.000 claims 13
- 125000000623 heterocyclic group Chemical group 0.000 claims 10
- 239000003443 antiviral agent Substances 0.000 claims 9
- 150000003839 salts Chemical class 0.000 claims 9
- 239000012453 solvate Substances 0.000 claims 9
- 125000003342 alkenyl group Chemical group 0.000 claims 8
- 125000004415 heterocyclylalkyl group Chemical group 0.000 claims 8
- 229910052760 oxygen Inorganic materials 0.000 claims 8
- 108091005804 Peptidases Proteins 0.000 claims 7
- 239000004365 Protease Substances 0.000 claims 7
- 102100037486 Reverse transcriptase/ribonuclease H Human genes 0.000 claims 7
- 125000003545 alkoxy group Chemical group 0.000 claims 7
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 7
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 7
- 229910052717 sulfur Inorganic materials 0.000 claims 7
- 239000004480 active ingredient Substances 0.000 claims 6
- 125000002877 alkyl aryl group Chemical group 0.000 claims 6
- 125000004104 aryloxy group Chemical group 0.000 claims 6
- 125000004404 heteroalkyl group Chemical group 0.000 claims 6
- 125000004475 heteroaralkyl group Chemical group 0.000 claims 6
- 238000004519 manufacturing process Methods 0.000 claims 6
- 125000005213 alkyl heteroaryl group Chemical group 0.000 claims 5
- 229910052799 carbon Inorganic materials 0.000 claims 5
- 125000004093 cyano group Chemical group *C#N 0.000 claims 5
- 238000000034 method Methods 0.000 claims 5
- 229910052757 nitrogen Inorganic materials 0.000 claims 5
- 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 4
- 125000001769 aryl amino group Chemical group 0.000 claims 4
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims 4
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 4
- 229960000329 ribavirin Drugs 0.000 claims 4
- 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 4
- 238000007920 subcutaneous administration Methods 0.000 claims 4
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 claims 4
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims 3
- 125000003282 alkyl amino group Chemical group 0.000 claims 3
- 125000004414 alkyl thio group Chemical group 0.000 claims 3
- 125000000304 alkynyl group Chemical group 0.000 claims 3
- 125000005110 aryl thio group Chemical group 0.000 claims 3
- 125000004432 carbon atom Chemical group C* 0.000 claims 3
- 239000003937 drug carrier Substances 0.000 claims 3
- 229910052736 halogen Inorganic materials 0.000 claims 3
- 150000002367 halogens Chemical class 0.000 claims 3
- 125000004446 heteroarylalkyl group Chemical group 0.000 claims 3
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 3
- 229920001184 polypeptide Polymers 0.000 claims 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 3
- 102000004196 processed proteins & peptides Human genes 0.000 claims 3
- 108090000765 processed proteins & peptides Proteins 0.000 claims 3
- 229940124530 sulfonamide Drugs 0.000 claims 3
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 2
- 229930194542 Keto Natural products 0.000 claims 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims 2
- 125000005236 alkanoylamino group Chemical group 0.000 claims 2
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims 2
- 125000005239 aroylamino group Chemical group 0.000 claims 2
- 125000004391 aryl sulfonyl group Chemical group 0.000 claims 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 2
- 239000004202 carbamide Substances 0.000 claims 2
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 claims 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 2
- 125000004181 carboxyalkyl group Chemical group 0.000 claims 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 2
- 125000004122 cyclic group Chemical group 0.000 claims 2
- 125000000392 cycloalkenyl group Chemical group 0.000 claims 2
- 125000000000 cycloalkoxy group Chemical group 0.000 claims 2
- 150000002148 esters Chemical class 0.000 claims 2
- 230000001747 exhibiting effect Effects 0.000 claims 2
- 229910052731 fluorine Inorganic materials 0.000 claims 2
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 claims 2
- 125000005843 halogen group Chemical group 0.000 claims 2
- 125000005844 heterocyclyloxy group Chemical group 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 2
- 230000002401 inhibitory effect Effects 0.000 claims 2
- 125000000468 ketone group Chemical group 0.000 claims 2
- 150000002576 ketones Chemical class 0.000 claims 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 2
- 150000003456 sulfonamides Chemical class 0.000 claims 2
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 2
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 1
- 125000006432 1-methyl cyclopropyl group Chemical group [H]C([H])([H])C1(*)C([H])([H])C1([H])[H] 0.000 claims 1
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims 1
- 125000006374 C2-C10 alkenyl group Chemical group 0.000 claims 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 208000005176 Hepatitis C Diseases 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
- SOWBFZRMHSNYGE-UHFFFAOYSA-N Monoamide-Oxalic acid Natural products NC(=O)C(O)=O SOWBFZRMHSNYGE-UHFFFAOYSA-N 0.000 claims 1
- ONIBWKKTOPOVIA-UHFFFAOYSA-N Proline Natural products OC(=O)C1CCCN1 ONIBWKKTOPOVIA-UHFFFAOYSA-N 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
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 1
- 125000004466 alkoxycarbonylamino group Chemical group 0.000 claims 1
- 125000005194 alkoxycarbonyloxy group Chemical group 0.000 claims 1
- 125000004457 alkyl amino carbonyl group Chemical group 0.000 claims 1
- 125000005248 alkyl aryloxy group Chemical group 0.000 claims 1
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims 1
- 125000004422 alkyl sulphonamide group Chemical group 0.000 claims 1
- 125000005281 alkyl ureido group Chemical group 0.000 claims 1
- 150000001408 amides Chemical class 0.000 claims 1
- 150000001413 amino acids Chemical class 0.000 claims 1
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
- 125000005129 aryl carbonyl group Chemical group 0.000 claims 1
- 125000005161 aryl oxy carbonyl group Chemical group 0.000 claims 1
- 125000004421 aryl sulphonamide group Chemical group 0.000 claims 1
- 125000004429 atom 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
- 150000001540 azides Chemical class 0.000 claims 1
- 125000002619 bicyclic group Chemical group 0.000 claims 1
- 229910052794 bromium Inorganic materials 0.000 claims 1
- 150000003857 carboxamides Chemical class 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 125000006310 cycloalkyl amino group Chemical group 0.000 claims 1
- 125000004186 cyclopropylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C1([H])[H] 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 230000000694 effects Effects 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 125000005241 heteroarylamino group Chemical group 0.000 claims 1
- 125000005222 heteroarylaminocarbonyl group Chemical group 0.000 claims 1
- 125000005223 heteroarylcarbonyl group Chemical group 0.000 claims 1
- 125000005553 heteroaryloxy group Chemical group 0.000 claims 1
- 125000005226 heteroaryloxycarbonyl group Chemical group 0.000 claims 1
- 125000005143 heteroarylsulfonyl group Chemical group 0.000 claims 1
- 125000005842 heteroatom Chemical group 0.000 claims 1
- 125000004449 heterocyclylalkenyl group Chemical group 0.000 claims 1
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims 1
- 125000002883 imidazolyl group Chemical group 0.000 claims 1
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 claims 1
- 125000004458 methylaminocarbonyl group Chemical group [H]N(C(*)=O)C([H])([H])[H] 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- ODUCDPQEXGNKDN-UHFFFAOYSA-N nitroxyl Chemical group O=N ODUCDPQEXGNKDN-UHFFFAOYSA-N 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
- 125000005936 piperidyl group Chemical class 0.000 claims 1
- 230000002265 prevention Effects 0.000 claims 1
- 125000004076 pyridyl group Chemical class 0.000 claims 1
- 125000001424 substituent group Chemical group 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
- 208000024891 symptom Diseases 0.000 claims 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
- 125000001544 thienyl group Chemical class 0.000 claims 1
- 0 CC*1CC(C)(C)C*(CC)C1 Chemical compound CC*1CC(C)(C)C*(CC)C1 0.000 description 15
- OBIDKHCZWYFKQX-AHTIFJERSA-N CC(C)(C)OC(N[C@@H](C(CC1)CCC1(F)F)C(N(C[C@@H]1C(C)(C)C11)[C@@H]1C(NC(CC1CC1)C(C(N)=O)=O)=O)=O)=O Chemical compound CC(C)(C)OC(N[C@@H](C(CC1)CCC1(F)F)C(N(C[C@@H]1C(C)(C)C11)[C@@H]1C(NC(CC1CC1)C(C(N)=O)=O)=O)=O)=O OBIDKHCZWYFKQX-AHTIFJERSA-N 0.000 description 1
- OVJVBFZGQXEQSE-FGNIIBNNSA-N CC(C)C(CC1)[C@@H](C(NC(CC2CCC2)C(C(N)=O)=O)=O)N1C([C@H](C(C)(C)C)NC(NC1(CC(C2)C3)CC3CC2C1)=O)=O Chemical compound CC(C)C(CC1)[C@@H](C(NC(CC2CCC2)C(C(N)=O)=O)=O)N1C([C@H](C(C)(C)C)NC(NC1(CC(C2)C3)CC3CC2C1)=O)=O OVJVBFZGQXEQSE-FGNIIBNNSA-N 0.000 description 1
- UGZBQZNYZAGBCG-PEVXEQIPSA-N CC(C)C(CC1)[C@@H](C(NC(CCC2CCC2)C(C(N)=O)=O)=O)N1C([C@H](C(C)(C)C)NC(NC(C)(C)C)=O)=O Chemical compound CC(C)C(CC1)[C@@H](C(NC(CCC2CCC2)C(C(N)=O)=O)=O)N1C([C@H](C(C)(C)C)NC(NC(C)(C)C)=O)=O UGZBQZNYZAGBCG-PEVXEQIPSA-N 0.000 description 1
- MMWIUJXIWZFGPP-DOADOZAASA-N CC(C)[C@@H](CC1)[C@@H](C(N[C@@H](CC2CCC2)C(C(N)=O)=O)=O)N1C([C@H](C(C)(C)C)NC(NC1(CC1)C(F)(F)F)=O)=O Chemical compound CC(C)[C@@H](CC1)[C@@H](C(N[C@@H](CC2CCC2)C(C(N)=O)=O)=O)N1C([C@H](C(C)(C)C)NC(NC1(CC1)C(F)(F)F)=O)=O MMWIUJXIWZFGPP-DOADOZAASA-N 0.000 description 1
- RTSUROKQAYAOCE-WERVVEIQSA-N CC(C)[C@@H](CC1)[C@@H](C(N[C@H](CC2CCC2)C(C(N)=O)=O)=O)N1C([C@H](C(C)(C)C)NC(NC(C)C)=O)=O Chemical compound CC(C)[C@@H](CC1)[C@@H](C(N[C@H](CC2CCC2)C(C(N)=O)=O)=O)N1C([C@H](C(C)(C)C)NC(NC(C)C)=O)=O RTSUROKQAYAOCE-WERVVEIQSA-N 0.000 description 1
- MMWIUJXIWZFGPP-FTEYMNFISA-N CC(C)[C@@H](CC1)[C@@H](C(N[C@H](CC2CCC2)C(C(N)=O)=O)=O)N1C([C@H](C(C)(C)C)NC(NC1(CC1)C(F)(F)F)=O)=O Chemical compound CC(C)[C@@H](CC1)[C@@H](C(N[C@H](CC2CCC2)C(C(N)=O)=O)=O)N1C([C@H](C(C)(C)C)NC(NC1(CC1)C(F)(F)F)=O)=O MMWIUJXIWZFGPP-FTEYMNFISA-N 0.000 description 1
- VFLIBNWZTILOOQ-UHFFFAOYSA-N CC(CC1)CCC1C(C(F)(F)F)C(F)(F)F Chemical compound CC(CC1)CCC1C(C(F)(F)F)C(F)(F)F VFLIBNWZTILOOQ-UHFFFAOYSA-N 0.000 description 1
- JMEPTQIVALKSSB-UHFFFAOYSA-N CC(CC1)CCS1=O Chemical compound CC(CC1)CCS1=O JMEPTQIVALKSSB-UHFFFAOYSA-N 0.000 description 1
- UIWORXHEVNIOJG-UHFFFAOYSA-N CC1CCC(C)(C)CC1 Chemical compound CC1CCC(C)(C)CC1 UIWORXHEVNIOJG-UHFFFAOYSA-N 0.000 description 1
- BWJWATGFRSFNDZ-UHFFFAOYSA-N CC1c2ccccc2CCc2ccccc12 Chemical compound CC1c2ccccc2CCc2ccccc12 BWJWATGFRSFNDZ-UHFFFAOYSA-N 0.000 description 1
- PKZMDIAFGCOUAX-UHFFFAOYSA-N Cc(c(Cl)c1)cc(F)c1F Chemical compound Cc(c(Cl)c1)cc(F)c1F PKZMDIAFGCOUAX-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10/052,386 US7244721B2 (en) | 2000-07-21 | 2002-01-18 | Peptides as NS3-serine protease inhibitors of hepatitis C virus |
| PCT/US2003/001430 WO2003062265A2 (en) | 2002-01-18 | 2003-01-16 | Novel peptides as ns3-serine protease inhibitors of hepatitis c virus |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2005524628A JP2005524628A (ja) | 2005-08-18 |
| JP2005524628A5 true JP2005524628A5 (enExample) | 2006-04-13 |
| JP4563033B2 JP4563033B2 (ja) | 2010-10-13 |
Family
ID=27609106
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003562142A Expired - Fee Related JP4563033B2 (ja) | 2002-01-18 | 2003-01-16 | Ｃ型肝炎ウイルスのｎｓ３−セリンプロテアーゼ阻害剤としての新規ペプチド |
Country Status (28)
| Country | Link |
|---|---|
| US (2) | US7244721B2 (enExample) |
| EP (1) | EP1481000B1 (enExample) |
| JP (1) | JP4563033B2 (enExample) |
| KR (1) | KR101020355B1 (enExample) |
| CN (2) | CN101792483A (enExample) |
| AR (1) | AR038183A1 (enExample) |
| AT (1) | ATE469914T1 (enExample) |
| AU (1) | AU2009210423B2 (enExample) |
| BR (1) | BR0306931A (enExample) |
| CA (1) | CA2473032A1 (enExample) |
| CO (1) | CO5650168A2 (enExample) |
| CY (1) | CY1111225T1 (enExample) |
| DE (1) | DE60332814D1 (enExample) |
| DK (1) | DK1481000T3 (enExample) |
| EC (1) | ECSP045191A (enExample) |
| IL (1) | IL162815A0 (enExample) |
| MX (1) | MXPA04006934A (enExample) |
| MY (1) | MY140710A (enExample) |
| NO (1) | NO20042792L (enExample) |
| NZ (1) | NZ571073A (enExample) |
| PE (1) | PE20030852A1 (enExample) |
| PL (1) | PL372747A1 (enExample) |
| PT (1) | PT1481000E (enExample) |
| RU (1) | RU2404189C9 (enExample) |
| SI (1) | SI1481000T1 (enExample) |
| TW (1) | TWI334872B (enExample) |
| WO (1) | WO2003062265A2 (enExample) |
| ZA (1) | ZA200405304B (enExample) |
Families Citing this family (164)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CZ298749B6 (cs) | 1996-10-18 | 2008-01-16 | Vertex Pharmaceuticals Incorporated | Inhibitory serinových proteáz a farmaceutické prostředky s jejich obsahem |
| CZ303213B6 (cs) | 2000-07-21 | 2012-05-23 | Schering Corporation | Peptidové inhibitory serinové proteázy NS3 a farmaceutický prostredek |
| SV2003000617A (es) | 2000-08-31 | 2003-01-13 | Lilly Co Eli | Inhibidores de la proteasa peptidomimetica ref. x-14912m |
| JP2003007697A (ja) * | 2001-06-21 | 2003-01-10 | Hitachi Kokusai Electric Inc | 半導体装置の製造方法、基板処理方法および基板処理装置 |
| MY140680A (en) | 2002-05-20 | 2010-01-15 | Bristol Myers Squibb Co | Hepatitis c virus inhibitors |
| CN1805931B (zh) * | 2003-06-17 | 2010-06-23 | 先灵公司 | 制备(1r,2s,5s)-6,6-二甲基-3-氮杂双环[3,1,0]己烷-2-羧酸酯或其盐的方法和中间体 |
| 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 |
| AR044694A1 (es) * | 2003-06-17 | 2005-09-21 | Schering Corp | Proceso y compuestos intermedios para la preparacion de (1r, 2s,5s) - 3 azabiciclo [3,1,0] hexano-2- carboxamida, n- [3- amino-1- (ciclobutilmetil) - 2, 3 - dioxopropil] -3- [ (2s) - 2 - [[ [ 1,1- dimetiletil] amino] carbonilamino] -3,3-dimetil -1- oxobutil]-6,6 dimetilo |
| CA2536570A1 (en) * | 2003-08-26 | 2005-03-10 | Schering Corporation | Novel peptidomimetic ns3-serine protease inhibitors of hepatitis c virus |
| TW201127828A (en) | 2003-09-05 | 2011-08-16 | Vertex Pharma | Inhibitors of serine proteases, particularly HCV NS3-NS4A protease |
| US20110150835A1 (en) * | 2003-09-26 | 2011-06-23 | Schering Corporation | Macrocyclic Inhibitors of Hepatitis C Virus NS3 Serine Protease |
| BRPI0414814A (pt) * | 2003-09-26 | 2006-11-14 | Schering Corp | inibidores macrocìclicos de protease de serina ns3 de vìrus de hepatite c |
| US7491794B2 (en) | 2003-10-14 | 2009-02-17 | Intermune, Inc. | Macrocyclic compounds as inhibitors of viral replication |
| 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 |
| EP1711515A2 (en) * | 2004-02-04 | 2006-10-18 | Vertex Pharmaceuticals Incorporated | Inhibitors of serine proteases, particularly hcv ns3-ns4a protease |
| TWI368507B (en) | 2004-02-20 | 2012-07-21 | Boehringer Ingelheim Int | Viral polymerase inhibitors |
| EP1737881B1 (en) * | 2004-02-27 | 2009-06-24 | Schering Corporation | Novel compounds as inhibitors of hepatitis c virus ns3 serine protease |
| JP2007525521A (ja) * | 2004-02-27 | 2007-09-06 | シェーリング コーポレイション | Ｃ型肝炎ウイルスｎｓ３セリンプロテアーゼのインヒビターとしてのシクロブテンジオン基含有化合物 |
| EP1730165A1 (en) * | 2004-02-27 | 2006-12-13 | Schering Corporation | Inhibitors of hepatitis c virus ns3 protease |
| US7816326B2 (en) * | 2004-02-27 | 2010-10-19 | Schering Corporation | Sulfur compounds as inhibitors of hepatitis C virus NS3 serine protease |
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-
2002
- 2002-01-18 US US10/052,386 patent/US7244721B2/en not_active Expired - Lifetime
-
2003
- 2003-01-16 DK DK03731956.3T patent/DK1481000T3/da active
- 2003-01-16 DE DE60332814T patent/DE60332814D1/de not_active Expired - Lifetime
- 2003-01-16 NZ NZ571073A patent/NZ571073A/en not_active IP Right Cessation
- 2003-01-16 JP JP2003562142A patent/JP4563033B2/ja not_active Expired - Fee Related
- 2003-01-16 KR KR1020047011022A patent/KR101020355B1/ko not_active Expired - Fee Related
- 2003-01-16 BR BR0306931-1A patent/BR0306931A/pt not_active IP Right Cessation
- 2003-01-16 WO PCT/US2003/001430 patent/WO2003062265A2/en not_active Ceased
- 2003-01-16 EP EP03731956A patent/EP1481000B1/en not_active Expired - Lifetime
- 2003-01-16 MY MYPI20030137A patent/MY140710A/en unknown
- 2003-01-16 TW TW092100868A patent/TWI334872B/zh not_active IP Right Cessation
- 2003-01-16 RU RU2004125279/04A patent/RU2404189C9/ru not_active IP Right Cessation
- 2003-01-16 PT PT03731956T patent/PT1481000E/pt unknown
- 2003-01-16 PE PE2003000049A patent/PE20030852A1/es not_active Application Discontinuation
- 2003-01-16 MX MXPA04006934A patent/MXPA04006934A/es active IP Right Grant
- 2003-01-16 CN CN201010143451A patent/CN101792483A/zh active Pending
- 2003-01-16 PL PL03372747A patent/PL372747A1/xx not_active IP Right Cessation
- 2003-01-16 AT AT03731956T patent/ATE469914T1/de active
- 2003-01-16 CA CA002473032A patent/CA2473032A1/en not_active Abandoned
- 2003-01-16 CN CNA038059339A patent/CN1633446A/zh active Pending
- 2003-01-16 IL IL16281503A patent/IL162815A0/xx unknown
- 2003-01-16 SI SI200331853T patent/SI1481000T1/sl unknown
- 2003-01-17 AR ARP030100131A patent/AR038183A1/es unknown
-
2004
- 2004-07-02 ZA ZA200405304A patent/ZA200405304B/en unknown
- 2004-07-02 NO NO20042792A patent/NO20042792L/no not_active Application Discontinuation
- 2004-07-15 EC EC2004005191A patent/ECSP045191A/es unknown
- 2004-07-16 CO CO04068146A patent/CO5650168A2/es not_active Application Discontinuation
-
2007
- 2007-03-06 US US11/714,457 patent/US7592316B2/en not_active Expired - Lifetime
-
2009
- 2009-08-21 AU AU2009210423A patent/AU2009210423B2/en not_active Ceased
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2010
- 2010-09-01 CY CY20101100797T patent/CY1111225T1/el unknown
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