RU2004133044A - Ингибиторы сериновых протеаз, в частности, протеазы ns3-ns4a hcv - Google Patents
Ингибиторы сериновых протеаз, в частности, протеазы ns3-ns4a hcv Download PDFInfo
- Publication number
- RU2004133044A RU2004133044A RU2004133044/04A RU2004133044A RU2004133044A RU 2004133044 A RU2004133044 A RU 2004133044A RU 2004133044/04 A RU2004133044/04 A RU 2004133044/04A RU 2004133044 A RU2004133044 A RU 2004133044A RU 2004133044 A RU2004133044 A RU 2004133044A
- Authority
- RU
- Russia
- Prior art keywords
- aliphatic group
- compound
- cycloalkyl
- aryl
- heterocyclyl
- Prior art date
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- 239000003112 inhibitor Substances 0.000 title claims 13
- 102000012479 Serine Proteases Human genes 0.000 title claims 10
- 108010022999 Serine Proteases Proteins 0.000 title claims 10
- 102000035195 Peptidases Human genes 0.000 title claims 2
- 108091005804 Peptidases Proteins 0.000 title claims 2
- 239000004365 Protease Substances 0.000 title claims 2
- 150000001875 compounds Chemical class 0.000 claims 101
- 125000001931 aliphatic group Chemical group 0.000 claims 81
- 125000006376 (C3-C10) cycloalkyl group Chemical group 0.000 claims 46
- 125000001424 substituent group Chemical group 0.000 claims 42
- 229910052757 nitrogen Inorganic materials 0.000 claims 39
- 229910052760 oxygen Inorganic materials 0.000 claims 38
- 229910052717 sulfur Inorganic materials 0.000 claims 36
- 125000006714 (C3-C10) heterocyclyl group Chemical group 0.000 claims 34
- 125000000041 C6-C10 aryl group Chemical group 0.000 claims 33
- 125000005842 heteroatom Chemical group 0.000 claims 32
- 125000000623 heterocyclic group Chemical group 0.000 claims 27
- 125000003118 aryl group Chemical group 0.000 claims 24
- 229910052739 hydrogen Inorganic materials 0.000 claims 22
- 239000001257 hydrogen Substances 0.000 claims 22
- 125000006717 (C3-C10) cycloalkenyl group Chemical group 0.000 claims 21
- 239000000203 mixture Substances 0.000 claims 21
- 125000001072 heteroaryl group Chemical group 0.000 claims 19
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 16
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 15
- -1 1,2-methylenedioxy Chemical group 0.000 claims 14
- 125000004429 atom Chemical group 0.000 claims 14
- 125000004432 carbon atom Chemical group C* 0.000 claims 13
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 11
- 229910052736 halogen Inorganic materials 0.000 claims 10
- 239000003795 chemical substances by application Substances 0.000 claims 9
- 238000000034 method Methods 0.000 claims 9
- 125000006721 (C5-C10) heteroaryl (C1-C6) alkyl group Chemical group 0.000 claims 8
- 239000003443 antiviral agent Substances 0.000 claims 8
- 150000002367 halogens Chemical group 0.000 claims 8
- 125000000165 tricyclic carbocycle group Chemical group 0.000 claims 7
- 125000004122 cyclic group Chemical group 0.000 claims 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 6
- 125000006719 (C6-C10) aryl (C1-C6) alkyl group Chemical group 0.000 claims 5
- 150000002431 hydrogen Chemical class 0.000 claims 5
- 125000004043 oxo group Chemical group O=* 0.000 claims 5
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical group [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims 4
- 229940122604 HCV protease inhibitor Drugs 0.000 claims 4
- 102000006992 Interferon-alpha Human genes 0.000 claims 4
- 108010047761 Interferon-alpha Proteins 0.000 claims 4
- 102000003996 Interferon-beta Human genes 0.000 claims 4
- 108090000467 Interferon-beta Proteins 0.000 claims 4
- 102000008070 Interferon-gamma Human genes 0.000 claims 4
- 108010074328 Interferon-gamma Proteins 0.000 claims 4
- 102000005741 Metalloproteases Human genes 0.000 claims 4
- 108010006035 Metalloproteases Proteins 0.000 claims 4
- 108060004795 Methyltransferase Proteins 0.000 claims 4
- 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
- 102000007501 Thymosin Human genes 0.000 claims 4
- 108010046075 Thymosin Proteins 0.000 claims 4
- 125000000217 alkyl group Chemical group 0.000 claims 4
- DKNWSYNQZKUICI-UHFFFAOYSA-N amantadine Chemical compound C1C(C2)CC3CC2CC1(N)C3 DKNWSYNQZKUICI-UHFFFAOYSA-N 0.000 claims 4
- 229960003805 amantadine Drugs 0.000 claims 4
- IQFYYKKMVGJFEH-UHFFFAOYSA-N beta-L-thymidine Natural products O=C1NC(=O)C(C)=CN1C1OC(CO)C(O)C1 IQFYYKKMVGJFEH-UHFFFAOYSA-N 0.000 claims 4
- 229910052796 boron Inorganic materials 0.000 claims 4
- 125000000392 cycloalkenyl group Chemical group 0.000 claims 4
- 125000001153 fluoro group Chemical group F* 0.000 claims 4
- 229940044627 gamma-interferon Drugs 0.000 claims 4
- 125000005843 halogen group Chemical group 0.000 claims 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 4
- 230000002519 immonomodulatory effect Effects 0.000 claims 4
- 239000002955 immunomodulating agent Substances 0.000 claims 4
- 125000006574 non-aromatic ring group Chemical group 0.000 claims 4
- 229960000329 ribavirin Drugs 0.000 claims 4
- IQFYYKKMVGJFEH-CSMHCCOUSA-N telbivudine Chemical compound O=C1NC(=O)C(C)=CN1[C@H]1O[C@@H](CO)[C@H](O)C1 IQFYYKKMVGJFEH-CSMHCCOUSA-N 0.000 claims 4
- 229960005311 telbivudine Drugs 0.000 claims 4
- 125000003396 thiol group Chemical group [H]S* 0.000 claims 4
- 125000000464 thioxo group Chemical group S=* 0.000 claims 4
- LCJVIYPJPCBWKS-NXPQJCNCSA-N thymosin Chemical compound SC[C@@H](N)C(=O)N[C@H](CO)C(=O)N[C@H](CC(O)=O)C(=O)N[C@@H](C)C(=O)N[C@@H](C)C(=O)N[C@H](C(C)C)C(=O)N[C@H](CC(O)=O)C(=O)N[C@H](C(C)C)C(=O)N[C@H](CO)C(=O)N[C@H](CO)C(=O)N[C@H](CCC(O)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@H]([C@H](C)O)C(=O)N[C@H](C(C)C)C(=O)N[C@H](CCCCN)C(=O)N[C@H](CC(O)=O)C(=O)N[C@H](CC(C)C)C(=O)N[C@H](CCCCN)C(=O)N[C@H](CCC(O)=O)C(=O)N[C@H](CCCCN)C(=O)N[C@H](CCCCN)C(=O)N[C@H](CCC(O)=O)C(=O)N[C@H](C(C)C)C(=O)N[C@H](C(C)C)C(=O)N[C@H](CCC(O)=O)C(=O)N[C@H](CCC(O)=O)C(=O)N[C@@H](C)C(=O)N[C@H](CCC(O)=O)C(O)=O LCJVIYPJPCBWKS-NXPQJCNCSA-N 0.000 claims 4
- 239000000654 additive Substances 0.000 claims 3
- 230000000996 additive effect Effects 0.000 claims 3
- 239000008280 blood Substances 0.000 claims 3
- 210000004369 blood Anatomy 0.000 claims 3
- 210000001124 body fluid Anatomy 0.000 claims 3
- 239000010839 body fluid Substances 0.000 claims 3
- 125000002837 carbocyclic group Chemical group 0.000 claims 3
- 229910052799 carbon Inorganic materials 0.000 claims 3
- 239000003085 diluting agent Substances 0.000 claims 3
- 230000000694 effects Effects 0.000 claims 3
- 230000002401 inhibitory effect Effects 0.000 claims 3
- 150000002829 nitrogen Chemical class 0.000 claims 3
- 239000000651 prodrug Substances 0.000 claims 3
- 229940002612 prodrug Drugs 0.000 claims 3
- 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 3
- 150000003839 salts Chemical class 0.000 claims 3
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 2
- 239000012472 biological sample Substances 0.000 claims 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 2
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims 1
- 101800001838 Serine protease/helicase NS3 Proteins 0.000 claims 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- 125000002527 bicyclic carbocyclic group Chemical group 0.000 claims 1
- 238000011109 contamination Methods 0.000 claims 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 1
- 125000004210 cyclohexylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 1
- 239000002552 dosage form Substances 0.000 claims 1
- 208000015181 infectious disease Diseases 0.000 claims 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims 1
- 125000002950 monocyclic group Chemical group 0.000 claims 1
- 125000000286 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
- 239000000523 sample Substances 0.000 claims 1
- 0 C*C(C1)NC2C1CCNC2 Chemical compound C*C(C1)NC2C1CCNC2 0.000 description 10
- YAKXJWXPLBYGDW-UHFFFAOYSA-N CC(C(CC1)N2C1CCCC2)=O Chemical compound CC(C(CC1)N2C1CCCC2)=O YAKXJWXPLBYGDW-UHFFFAOYSA-N 0.000 description 1
- GRQMHDPPGOTZLQ-UHFFFAOYSA-N CC(C(CCSC1CC23N(C)CCC2)N1C3=O)=O Chemical compound CC(C(CCSC1CC23N(C)CCC2)N1C3=O)=O GRQMHDPPGOTZLQ-UHFFFAOYSA-N 0.000 description 1
- DCZJONJKYXYINB-UHFFFAOYSA-N CC(C(CCSC1CCCC2NC)N1C2=O)=O Chemical compound CC(C(CCSC1CCCC2NC)N1C2=O)=O DCZJONJKYXYINB-UHFFFAOYSA-N 0.000 description 1
- WVFOXGJRWKNAFI-UHFFFAOYSA-N CC(C(COCC1CCC2)N1C2=O)=O Chemical compound CC(C(COCC1CCC2)N1C2=O)=O WVFOXGJRWKNAFI-UHFFFAOYSA-N 0.000 description 1
- AUFZRNJYCVYWAN-UHFFFAOYSA-N CC(C(CSC1CC2NC)N1C2=O)=O Chemical compound CC(C(CSC1CC2NC)N1C2=O)=O AUFZRNJYCVYWAN-UHFFFAOYSA-N 0.000 description 1
- CSTQEUTUIIKJTA-UHFFFAOYSA-N CC(C(Cc1cccc(CCC2)c11)N1C2=O)=O Chemical compound CC(C(Cc1cccc(CCC2)c11)N1C2=O)=O CSTQEUTUIIKJTA-UHFFFAOYSA-N 0.000 description 1
- MDCZIWGGYGHJHX-UHFFFAOYSA-N CC(C)(C)C(C(NCC(O)=O)=O)=O Chemical compound CC(C)(C)C(C(NCC(O)=O)=O)=O MDCZIWGGYGHJHX-UHFFFAOYSA-N 0.000 description 1
- ZSXROVHBWZFAAO-UHFFFAOYSA-N CC(C)(C)C(CN(C)C(CNC)=O)=O Chemical compound CC(C)(C)C(CN(C)C(CNC)=O)=O ZSXROVHBWZFAAO-UHFFFAOYSA-N 0.000 description 1
- UGGIXIMLHQUVAN-UHFFFAOYSA-N CC(C)(C)C1NC2NC(CNCC3)C3C2C1 Chemical compound CC(C)(C)C1NC2NC(CNCC3)C3C2C1 UGGIXIMLHQUVAN-UHFFFAOYSA-N 0.000 description 1
- DBMFEHQJQVQEJK-UHFFFAOYSA-N CC(C)C(C(NC(C)c(cc1)ccc1Cl)=O)=O Chemical compound CC(C)C(C(NC(C)c(cc1)ccc1Cl)=O)=O DBMFEHQJQVQEJK-UHFFFAOYSA-N 0.000 description 1
- UGXAFWKCQRHPCC-UHFFFAOYSA-N CC(C)C(C(NC(C)c(cc1F)ccc1F)=O)=O Chemical compound CC(C)C(C(NC(C)c(cc1F)ccc1F)=O)=O UGXAFWKCQRHPCC-UHFFFAOYSA-N 0.000 description 1
- XDIXLSNEAOKBGL-UHFFFAOYSA-N CC(C)C(c1nc2ccccc2[o]1)=O Chemical compound CC(C)C(c1nc2ccccc2[o]1)=O XDIXLSNEAOKBGL-UHFFFAOYSA-N 0.000 description 1
- GQZJSUDVLUKEQD-JSSCQFAJSA-N CC(C)C1N(C)[C@H](C2NC[C@H](C)C3)C2(C)[C@H]3NC1 Chemical compound CC(C)C1N(C)[C@H](C2NC[C@H](C)C3)C2(C)[C@H]3NC1 GQZJSUDVLUKEQD-JSSCQFAJSA-N 0.000 description 1
- RMSPAQKZAWNMPB-UHFFFAOYSA-N CC(C1=COC(C2NC)N1C2=O)=O Chemical compound CC(C1=COC(C2NC)N1C2=O)=O RMSPAQKZAWNMPB-UHFFFAOYSA-N 0.000 description 1
- NNJFKHOQEWHYHQ-UHFFFAOYSA-N CC(C1N(C(N(C2)NC)=O)N2CCC1)=O Chemical compound CC(C1N(C(N(C2)NC)=O)N2CCC1)=O NNJFKHOQEWHYHQ-UHFFFAOYSA-N 0.000 description 1
- BXRXXEDHUOYYEE-UHFFFAOYSA-N CC(C1N(C)C(CSC2)C2CC1)=O Chemical compound CC(C1N(C)C(CSC2)C2CC1)=O BXRXXEDHUOYYEE-UHFFFAOYSA-N 0.000 description 1
- YVLVMRBHPXMMQT-UHFFFAOYSA-N CC(C1N(C)C2CCC1CC2)=O Chemical compound CC(C1N(C)C2CCC1CC2)=O YVLVMRBHPXMMQT-UHFFFAOYSA-N 0.000 description 1
- VHJYSYGMCZYAJI-UHFFFAOYSA-N CC(C1N(C)C2NCC1CC2)=O Chemical compound CC(C1N(C)C2NCC1CC2)=O VHJYSYGMCZYAJI-UHFFFAOYSA-N 0.000 description 1
- DTXRKOMFJJIHQQ-UHFFFAOYSA-N CC(C1N(C)CC2C1C1SC2CC1)=O Chemical compound CC(C1N(C)CC2C1C1SC2CC1)=O DTXRKOMFJJIHQQ-UHFFFAOYSA-N 0.000 description 1
- PUVYMHKBKZKLRN-UHFFFAOYSA-N CC(C1N(C)CC2C1CSCC2)=O Chemical compound CC(C1N(C)CC2C1CSCC2)=O PUVYMHKBKZKLRN-UHFFFAOYSA-N 0.000 description 1
- JVHBJHWQHVHKOY-UHFFFAOYSA-N CC(C1N(C)c2cccnc2SC1)=O Chemical compound CC(C1N(C)c2cccnc2SC1)=O JVHBJHWQHVHKOY-UHFFFAOYSA-N 0.000 description 1
- GVJRHTOJIZECCP-UHFFFAOYSA-N CC(C1NCC2ONCC12)=O Chemical compound CC(C1NCC2ONCC12)=O GVJRHTOJIZECCP-UHFFFAOYSA-N 0.000 description 1
- LYFZWKKZWNKDIB-UHFFFAOYSA-N CC(CC1)C(C(C)=O)c2c1ccnc2 Chemical compound CC(CC1)C(C(C)=O)c2c1ccnc2 LYFZWKKZWNKDIB-UHFFFAOYSA-N 0.000 description 1
- YVIVRJLWYJGJTJ-UHFFFAOYSA-N CC(CC1)NC1=O Chemical compound CC(CC1)NC1=O YVIVRJLWYJGJTJ-UHFFFAOYSA-N 0.000 description 1
- SBSIXFSFECOXGU-UHFFFAOYSA-N CC1C(C(C)=O)N(C)CC1 Chemical compound CC1C(C(C)=O)N(C)CC1 SBSIXFSFECOXGU-UHFFFAOYSA-N 0.000 description 1
- NXHKRFYJWPCSMM-UHFFFAOYSA-N CCCC(C(C(NC1CC1)=O)=O)NC(C(CC(CCC1)C2C1C(C)(C)C1NC(C(C3CCCCC3)NC(C(Nc3ccccc3)=O)=O)=O)N2C1=O)=O Chemical compound CCCC(C(C(NC1CC1)=O)=O)NC(C(CC(CCC1)C2C1C(C)(C)C1NC(C(C3CCCCC3)NC(C(Nc3ccccc3)=O)=O)=O)N2C1=O)=O NXHKRFYJWPCSMM-UHFFFAOYSA-N 0.000 description 1
- MRBUUIADGXLAJY-UHFFFAOYSA-N CCCC(C(C(NC1CC1)=O)=O)NC(C(CC(CCC1)C2C1C(C)(C)C1NC(C(C3CCCCC3)NC(c3ccc[o]3)=O)=O)N2C1=O)=O Chemical compound CCCC(C(C(NC1CC1)=O)=O)NC(C(CC(CCC1)C2C1C(C)(C)C1NC(C(C3CCCCC3)NC(c3ccc[o]3)=O)=O)N2C1=O)=O MRBUUIADGXLAJY-UHFFFAOYSA-N 0.000 description 1
- FDXLPLQVSMYQDZ-UHFFFAOYSA-N CCCC(C(C(NC1CC1)=O)=O)NC(C(CC(CCC1)C2C1C(C)(C)C1NC(C(C3CCCCC3)NC(c3ccn[nH]3)=O)=O)N2C1=O)=O Chemical compound CCCC(C(C(NC1CC1)=O)=O)NC(C(CC(CCC1)C2C1C(C)(C)C1NC(C(C3CCCCC3)NC(c3ccn[nH]3)=O)=O)N2C1=O)=O FDXLPLQVSMYQDZ-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
- C07D209/42—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/16—Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
- A61P31/14—Antivirals for RNA viruses
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
- C07D209/12—Radicals substituted by oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing three or more hetero rings
-
- 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
-
- 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
- C07D405/14—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 three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
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- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
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- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
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- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/06—Dipeptides
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- C07K5/08—Tripeptides
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- C07K5/0812—Tripeptides with the first amino acid being neutral and aromatic or cycloaliphatic
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- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/10—Tetrapeptides
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- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/10—Tetrapeptides
- C07K5/1027—Tetrapeptides containing heteroatoms different from O, S, or N
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| US37184602P | 2002-04-11 | 2002-04-11 | |
| US60/371,846 | 2002-04-11 |
Publications (1)
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| RU2004133044A true RU2004133044A (ru) | 2006-01-27 |
Family
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| JP (3) | JP2005535574A (enExample) |
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| CA (1) | CA2481369C (enExample) |
| IL (1) | IL164455A0 (enExample) |
| MX (1) | MXPA04009938A (enExample) |
| NO (2) | NO20044889L (enExample) |
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| PL (1) | PL373399A1 (enExample) |
| RU (1) | RU2004133044A (enExample) |
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| ZA (1) | ZA200408243B (enExample) |
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|---|---|---|---|---|
| RU2412198C2 (ru) * | 2003-07-18 | 2011-02-20 | Вертекс Фармасьютикалз Инкорпорейтед | Ингибиторы сериновых протеаз, в частности нс3-нс4а протеазы |
| RU2448976C2 (ru) * | 2006-04-11 | 2012-04-27 | Новартис Аг | Ингибиторы hcv/вич и их применение |
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- 2003-04-11 TW TW092108412A patent/TW200403236A/zh unknown
- 2003-04-11 PL PL03373399A patent/PL373399A1/xx not_active Application Discontinuation
- 2003-04-11 NZ NZ561851A patent/NZ561851A/en not_active IP Right Cessation
- 2003-04-11 SG SG200700139-9A patent/SG159385A1/en unknown
- 2003-04-11 KR KR10-2004-7016168A patent/KR20040099425A/ko not_active Withdrawn
- 2003-04-11 EP EP12160782A patent/EP2468744A2/en not_active Withdrawn
- 2003-04-11 KR KR1020117004808A patent/KR20110028665A/ko not_active Ceased
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- 2003-04-11 WO PCT/US2003/011459 patent/WO2003087092A2/en not_active Ceased
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2009
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- 2011-05-26 NO NO20110773A patent/NO20110773L/no unknown
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2412198C2 (ru) * | 2003-07-18 | 2011-02-20 | Вертекс Фармасьютикалз Инкорпорейтед | Ингибиторы сериновых протеаз, в частности нс3-нс4а протеазы |
| RU2448976C2 (ru) * | 2006-04-11 | 2012-04-27 | Новартис Аг | Ингибиторы hcv/вич и их применение |
Also Published As
| Publication number | Publication date |
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| JP2009185081A (ja) | 2009-08-20 |
| MXPA04009938A (es) | 2004-12-13 |
| WO2003087092A3 (en) | 2004-09-10 |
| JP2010241821A (ja) | 2010-10-28 |
| CA2481369A1 (en) | 2003-10-23 |
| AU2003223602B8 (en) | 2010-05-27 |
| US20100173851A1 (en) | 2010-07-08 |
| KR20040099425A (ko) | 2004-11-26 |
| US20070292933A1 (en) | 2007-12-20 |
| EP2468744A2 (en) | 2012-06-27 |
| PL373399A1 (en) | 2005-08-22 |
| CN1649864A (zh) | 2005-08-03 |
| TW200403236A (en) | 2004-03-01 |
| KR20110028665A (ko) | 2011-03-21 |
| WO2003087092A2 (en) | 2003-10-23 |
| AU2003223602A1 (en) | 2003-10-27 |
| CA2481369C (en) | 2012-07-10 |
| NO20044889L (no) | 2005-01-10 |
| NZ561851A (en) | 2009-05-31 |
| AU2003223602B2 (en) | 2010-05-13 |
| EP1497282A2 (en) | 2005-01-19 |
| ZA200408243B (en) | 2006-07-26 |
| AU2009233604A1 (en) | 2009-11-26 |
| IL164455A0 (en) | 2005-12-18 |
| US7273885B2 (en) | 2007-09-25 |
| NO20110773L (no) | 2005-01-10 |
| JP2005535574A (ja) | 2005-11-24 |
| NZ575692A (en) | 2009-10-30 |
| HK1081196A1 (zh) | 2006-05-12 |
| CN101245097A (zh) | 2008-08-20 |
| SG159385A1 (en) | 2010-03-30 |
| US20040018986A1 (en) | 2004-01-29 |
| CN100381440C (zh) | 2008-04-16 |
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