RU2002129564A - Макроциклические ингибиторы сериновой ns3-протеазы, включающие n-циклические р2 структурные элементы вируса гепатита с - Google Patents
Макроциклические ингибиторы сериновой ns3-протеазы, включающие n-циклические р2 структурные элементы вируса гепатита с Download PDFInfo
- Publication number
- RU2002129564A RU2002129564A RU2002129564/04A RU2002129564A RU2002129564A RU 2002129564 A RU2002129564 A RU 2002129564A RU 2002129564/04 A RU2002129564/04 A RU 2002129564/04A RU 2002129564 A RU2002129564 A RU 2002129564A RU 2002129564 A RU2002129564 A RU 2002129564A
- Authority
- RU
- Russia
- Prior art keywords
- group
- alkyl
- chr
- conhch
- aryl
- Prior art date
Links
- 241000711549 Hepacivirus C Species 0.000 title claims 7
- 239000004365 Protease Substances 0.000 title claims 6
- MTCFGRXMJLQNBG-UHFFFAOYSA-N Serine Natural products OCC(N)C(O)=O MTCFGRXMJLQNBG-UHFFFAOYSA-N 0.000 title 1
- 239000003112 inhibitor Substances 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims 36
- 125000000217 alkyl group Chemical group 0.000 claims 30
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 19
- 125000004432 carbon atom Chemical group C* 0.000 claims 14
- -1 enantiomers Chemical class 0.000 claims 14
- 229910052760 oxygen Inorganic materials 0.000 claims 12
- 125000003118 aryl group Chemical group 0.000 claims 11
- 229910052717 sulfur Inorganic materials 0.000 claims 11
- 125000000753 cycloalkyl group Chemical group 0.000 claims 10
- 229910052757 nitrogen Inorganic materials 0.000 claims 10
- 239000001301 oxygen Substances 0.000 claims 9
- 239000008194 pharmaceutical composition Substances 0.000 claims 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 8
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 7
- 125000004434 sulfur atom Chemical group 0.000 claims 7
- 125000002877 alkyl aryl group Chemical group 0.000 claims 6
- 239000012634 fragment Substances 0.000 claims 6
- 125000001072 heteroaryl group Chemical group 0.000 claims 6
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 6
- 108091005804 Peptidases Proteins 0.000 claims 5
- 102100037486 Reverse transcriptase/ribonuclease H Human genes 0.000 claims 5
- 229910005965 SO 2 Inorganic materials 0.000 claims 5
- 125000003342 alkenyl group Chemical group 0.000 claims 5
- 125000005213 alkyl heteroaryl group Chemical group 0.000 claims 5
- 125000003277 amino group Chemical group 0.000 claims 5
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 5
- 208000035475 disorder Diseases 0.000 claims 5
- 125000004404 heteroalkyl group Chemical group 0.000 claims 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 5
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 4
- 125000003710 aryl alkyl group Chemical group 0.000 claims 4
- 125000005842 heteroatom Chemical group 0.000 claims 4
- 238000000034 method Methods 0.000 claims 4
- 125000004430 oxygen atom Chemical group O* 0.000 claims 4
- 125000004437 phosphorous atom Chemical group 0.000 claims 4
- 125000001174 sulfone group Chemical group 0.000 claims 4
- 239000011593 sulfur Substances 0.000 claims 4
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims 3
- 125000003545 alkoxy group Chemical group 0.000 claims 3
- 125000000304 alkynyl group Chemical group 0.000 claims 3
- 239000004202 carbamide Substances 0.000 claims 3
- 235000013877 carbamide Nutrition 0.000 claims 3
- 239000003937 drug carrier Substances 0.000 claims 3
- 125000004446 heteroarylalkyl group Chemical group 0.000 claims 3
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 3
- 229910052739 hydrogen Inorganic materials 0.000 claims 3
- 239000001257 hydrogen Substances 0.000 claims 3
- 229910052698 phosphorus Inorganic materials 0.000 claims 3
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 2
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 2
- 102000014150 Interferons Human genes 0.000 claims 2
- 108010050904 Interferons Proteins 0.000 claims 2
- 150000007945 N-acyl ureas Chemical class 0.000 claims 2
- 125000003282 alkyl amino group Chemical group 0.000 claims 2
- 125000004947 alkyl aryl amino group Chemical group 0.000 claims 2
- 150000001346 alkyl aryl ethers Chemical class 0.000 claims 2
- 150000005215 alkyl ethers Chemical group 0.000 claims 2
- 125000004422 alkyl sulphonamide group Chemical group 0.000 claims 2
- 150000001356 alkyl thiols Chemical class 0.000 claims 2
- 125000003368 amide group Chemical group 0.000 claims 2
- 125000004103 aminoalkyl group Chemical group 0.000 claims 2
- 239000003443 antiviral agent Substances 0.000 claims 2
- 125000005129 aryl carbonyl group Chemical group 0.000 claims 2
- 125000004104 aryloxy group Chemical group 0.000 claims 2
- 125000004429 atom Chemical group 0.000 claims 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 2
- 229910052794 bromium Inorganic materials 0.000 claims 2
- 229910052799 carbon Inorganic materials 0.000 claims 2
- 150000001732 carboxylic acid derivatives Chemical group 0.000 claims 2
- 239000000460 chlorine Substances 0.000 claims 2
- 229910052801 chlorine Inorganic materials 0.000 claims 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims 2
- 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 2
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 2
- 125000004185 ester group Chemical group 0.000 claims 2
- 229910052731 fluorine Inorganic materials 0.000 claims 2
- 239000011737 fluorine Substances 0.000 claims 2
- 125000000524 functional group Chemical group 0.000 claims 2
- 125000005843 halogen group Chemical group 0.000 claims 2
- 229940079322 interferon Drugs 0.000 claims 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 2
- 125000004076 pyridyl group Chemical group 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- 239000012453 solvate Substances 0.000 claims 2
- 125000004963 sulfonylalkyl group Chemical group 0.000 claims 2
- 125000001544 thienyl group Chemical group 0.000 claims 2
- 125000003396 thiol group Chemical group [H]S* 0.000 claims 2
- RGICCULPCWNRAB-UHFFFAOYSA-N 2-[2-(2-hexoxyethoxy)ethoxy]ethanol Chemical compound CCCCCCOCCOCCOCCO RGICCULPCWNRAB-UHFFFAOYSA-N 0.000 claims 1
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical group NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 claims 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical class [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 102000006992 Interferon-alpha Human genes 0.000 claims 1
- 108010047761 Interferon-alpha Proteins 0.000 claims 1
- 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 1
- 239000004480 active ingredient Substances 0.000 claims 1
- 125000003172 aldehyde group Chemical group 0.000 claims 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 1
- 125000004457 alkyl amino carbonyl group Chemical group 0.000 claims 1
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims 1
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims 1
- 150000001408 amides Chemical class 0.000 claims 1
- 125000005100 aryl amino carbonyl group Chemical group 0.000 claims 1
- 125000001769 aryl amino group Chemical group 0.000 claims 1
- 125000005161 aryl oxy carbonyl group Chemical group 0.000 claims 1
- 125000004391 aryl sulfonyl group Chemical group 0.000 claims 1
- 125000004421 aryl sulphonamide group Chemical group 0.000 claims 1
- 125000002910 aryl thiol group Chemical group 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
- 150000001721 carbon Chemical group 0.000 claims 1
- 238000004177 carbon cycle Methods 0.000 claims 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 1
- 230000018044 dehydration Effects 0.000 claims 1
- 238000006297 dehydration reaction Methods 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 150000002148 esters Chemical class 0.000 claims 1
- 230000001747 exhibiting effect Effects 0.000 claims 1
- 125000006343 heptafluoro propyl group Chemical group 0.000 claims 1
- 125000005222 heteroarylaminocarbonyl 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
- 125000000623 heterocyclic group Chemical group 0.000 claims 1
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims 1
- 230000002401 inhibitory effect Effects 0.000 claims 1
- 125000000468 ketone group Chemical group 0.000 claims 1
- 150000002678 macrocyclic compounds Chemical class 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 125000002560 nitrile group Chemical group 0.000 claims 1
- 125000006340 pentafluoro ethyl group Chemical group FC(F)(F)C(F)(F)* 0.000 claims 1
- 125000005936 piperidyl group Chemical group 0.000 claims 1
- 229960000329 ribavirin Drugs 0.000 claims 1
- 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 1
- 238000006467 substitution reaction Methods 0.000 claims 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 1
- 150000003462 sulfoxides Chemical class 0.000 claims 1
- 125000000101 thioether group Chemical group 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
- 0 CCONN(C(C*C)I**C(C)=O)NC(C)C(C)=O Chemical compound CCONN(C(C*C)I**C(C)=O)NC(C)C(C)=O 0.000 description 10
- MDWGGFXWOMSTGW-IPZJAAJSSA-N C=CC/C=C/C(C(C(NCC=C)=O)=O)NC([C@H](C[C@H](C1)O[C@@H](CCOc2cccc(CC(NC3)=O)c2)I)N1C3=O)=O Chemical compound C=CC/C=C/C(C(C(NCC=C)=O)=O)NC([C@H](C[C@H](C1)O[C@@H](CCOc2cccc(CC(NC3)=O)c2)I)N1C3=O)=O MDWGGFXWOMSTGW-IPZJAAJSSA-N 0.000 description 1
- SXEGBGAFUPBIHI-LYEKLTKTSA-N CC(C)/[O]=C(/[C@H](CCC1)N1C(C(C1CCCCC1)NC(N(C)Cc1cccc(OCCCO)c1)=O)=O)\NCC(C(NCC(N[C@H](C(N(C)C)=O)c1ccccc1)=O)=O)=O Chemical compound CC(C)/[O]=C(/[C@H](CCC1)N1C(C(C1CCCCC1)NC(N(C)Cc1cccc(OCCCO)c1)=O)=O)\NCC(C(NCC(N[C@H](C(N(C)C)=O)c1ccccc1)=O)=O)=O SXEGBGAFUPBIHI-LYEKLTKTSA-N 0.000 description 1
- YWXPJDOCQDRPKF-BVVFMGSASA-N CCCC(C(C(NCC=C)=O)=O)NC(C(CCC1)N1C([C@H](C)NC(Cc1cccc(OCCCC(O)O)c1)=O)=O)=O Chemical compound CCCC(C(C(NCC=C)=O)=O)NC(C(CCC1)N1C([C@H](C)NC(Cc1cccc(OCCCC(O)O)c1)=O)=O)=O YWXPJDOCQDRPKF-BVVFMGSASA-N 0.000 description 1
- QZFIPQMHETZRKY-UHFFFAOYSA-N CCS(c1cc(C)ccc1)(=O)=O Chemical compound CCS(c1cc(C)ccc1)(=O)=O QZFIPQMHETZRKY-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- 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
- C07K5/06008—Dipeptides with the first amino acid being neutral
- C07K5/06017—Dipeptides with the first amino acid being neutral and aliphatic
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- 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
- C07K5/12—Cyclic peptides with only normal peptide bonds in the ring
-
- 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
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K1/00—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length
- C07K1/02—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length in solution
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- 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
- C07K5/08—Tripeptides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- 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
- C07K5/08—Tripeptides
- C07K5/0802—Tripeptides with the first amino acid being neutral
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- 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
- C07K5/08—Tripeptides
- C07K5/0802—Tripeptides with the first amino acid being neutral
- C07K5/0804—Tripeptides with the first amino acid being neutral and aliphatic
- C07K5/0806—Tripeptides with the first amino acid being neutral and aliphatic the side chain containing 0 or 1 carbon atoms, i.e. Gly, Ala
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K7/00—Peptides having 5 to 20 amino acids in a fully defined sequence; Derivatives thereof
- C07K7/02—Linear peptides containing at least one abnormal peptide link
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Molecular Biology (AREA)
- Biochemistry (AREA)
- Biophysics (AREA)
- Genetics & Genomics (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Virology (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Animal Behavior & Ethology (AREA)
- Analytical Chemistry (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Peptides Or Proteins (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US19460700P | 2000-04-05 | 2000-04-05 | |
| US60/194,607 | 2000-04-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| RU2002129564A true RU2002129564A (ru) | 2004-05-10 |
Family
ID=22718227
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2002129564/04A RU2002129564A (ru) | 2000-04-05 | 2001-04-03 | Макроциклические ингибиторы сериновой ns3-протеазы, включающие n-циклические р2 структурные элементы вируса гепатита с |
Country Status (26)
| Country | Link |
|---|---|
| US (1) | US6846802B2 (enExample) |
| EP (1) | EP1268525B1 (enExample) |
| JP (1) | JP4748911B2 (enExample) |
| KR (1) | KR20030036152A (enExample) |
| CN (1) | CN1441806A (enExample) |
| AR (1) | AR029903A1 (enExample) |
| AT (1) | ATE419270T1 (enExample) |
| AU (1) | AU2001253124A1 (enExample) |
| BR (1) | BR0109861A (enExample) |
| CA (1) | CA2405521C (enExample) |
| CZ (1) | CZ20023321A3 (enExample) |
| DE (1) | DE60137207D1 (enExample) |
| EC (1) | ECSP014009A (enExample) |
| ES (1) | ES2317900T3 (enExample) |
| HK (1) | HK1047947A1 (enExample) |
| HU (1) | HUP0400456A3 (enExample) |
| IL (1) | IL151934A0 (enExample) |
| MX (1) | MXPA02009920A (enExample) |
| NO (1) | NO20024797L (enExample) |
| NZ (1) | NZ521455A (enExample) |
| PE (1) | PE20020188A1 (enExample) |
| PL (1) | PL359359A1 (enExample) |
| RU (1) | RU2002129564A (enExample) |
| SK (1) | SK14192002A3 (enExample) |
| WO (1) | WO2001077113A2 (enExample) |
| ZA (1) | ZA200207845B (enExample) |
Families Citing this family (152)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2268391A1 (en) | 1996-10-18 | 1998-04-30 | Vertex Pharmaceuticals Incorporated | Inhibitors of serine proteases, particularly hepatitis c virus ns3 protease |
| US6608027B1 (en) | 1999-04-06 | 2003-08-19 | Boehringer Ingelheim (Canada) Ltd | Macrocyclic peptides active against the hepatitis C virus |
| US7244721B2 (en) * | 2000-07-21 | 2007-07-17 | Schering Corporation | Peptides as NS3-serine protease inhibitors of hepatitis C virus |
| SV2003000617A (es) | 2000-08-31 | 2003-01-13 | Lilly Co Eli | Inhibidores de la proteasa peptidomimetica ref. x-14912m |
| US7119072B2 (en) | 2002-01-30 | 2006-10-10 | Boehringer Ingelheim (Canada) Ltd. | Macrocyclic peptides active against the hepatitis C virus |
| US7091184B2 (en) | 2002-02-01 | 2006-08-15 | Boehringer Ingelheim International Gmbh | Hepatitis C inhibitor tri-peptides |
| US6642204B2 (en) | 2002-02-01 | 2003-11-04 | Boehringer Ingelheim International Gmbh | Hepatitis C inhibitor tri-peptides |
| EP1481967B1 (en) | 2002-03-05 | 2011-05-04 | Sumitomo Chemical Company, Limited | Process for the preparation of biaryl compounds |
| KR20040099425A (ko) | 2002-04-11 | 2004-11-26 | 버텍스 파마슈티칼스 인코포레이티드 | 세린 프로테아제, 특히 ｃ형 간염 바이러스 ｎｓ3-ｎｓ4프로테아제의 억제제 |
| US20050075279A1 (en) | 2002-10-25 | 2005-04-07 | Boehringer Ingelheim International Gmbh | Macrocyclic peptides active against the hepatitis C virus |
| PT1654261E (pt) | 2003-05-21 | 2008-01-18 | Boehringer Ingelheim Int | Compostos inibidores da hepatite c |
| CA2528375C (en) | 2003-06-18 | 2013-11-19 | Tranzyme Pharma, Inc. | Macrocyclic antagonists of the motilin receptor |
| EP1664090A2 (en) | 2003-08-26 | 2006-06-07 | Schering Corporation | Novel peptidomimetic ns3-serine protease inhibitors of hepatitis c virus |
| PE20050374A1 (es) | 2003-09-05 | 2005-05-30 | Vertex Pharma | Inhibidores de proteasas de serina, en particular proteasa ns3-ns4a del vhc |
| RS20060197A (sr) | 2003-09-22 | 2008-09-29 | Boehringer Ingelheim International Gmbh., | Makrociklični peptidi koji su aktivni protiv hepatitisa c virusa |
| 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 |
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| GB9812523D0 (en) * | 1998-06-10 | 1998-08-05 | Angeletti P Ist Richerche Bio | Peptide inhibitors of hepatitis c virus ns3 protease |
| US6576613B1 (en) * | 1998-07-24 | 2003-06-10 | Corvas International, Inc. | Title inhibitors of urokinase |
| 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 |
-
2001
- 2001-04-03 RU RU2002129564/04A patent/RU2002129564A/ru not_active Application Discontinuation
- 2001-04-03 AU AU2001253124A patent/AU2001253124A1/en not_active Abandoned
- 2001-04-03 IL IL15193401A patent/IL151934A0/xx unknown
- 2001-04-03 NZ NZ521455A patent/NZ521455A/en unknown
- 2001-04-03 CN CN01810568A patent/CN1441806A/zh active Pending
- 2001-04-03 SK SK1419-2002A patent/SK14192002A3/sk unknown
- 2001-04-03 HU HU0400456A patent/HUP0400456A3/hu unknown
- 2001-04-03 AR ARP010101579A patent/AR029903A1/es unknown
- 2001-04-03 HK HK03100174.5A patent/HK1047947A1/zh unknown
- 2001-04-03 JP JP2001575586A patent/JP4748911B2/ja not_active Expired - Fee Related
- 2001-04-03 EP EP01926601A patent/EP1268525B1/en not_active Expired - Lifetime
- 2001-04-03 CZ CZ20023321A patent/CZ20023321A3/cs unknown
- 2001-04-03 PL PL01359359A patent/PL359359A1/xx not_active Application Discontinuation
- 2001-04-03 AT AT01926601T patent/ATE419270T1/de not_active IP Right Cessation
- 2001-04-03 ES ES01926601T patent/ES2317900T3/es not_active Expired - Lifetime
- 2001-04-03 MX MXPA02009920A patent/MXPA02009920A/es active IP Right Grant
- 2001-04-03 US US09/825,399 patent/US6846802B2/en not_active Expired - Fee Related
- 2001-04-03 CA CA2405521A patent/CA2405521C/en not_active Expired - Fee Related
- 2001-04-03 DE DE60137207T patent/DE60137207D1/de not_active Expired - Lifetime
- 2001-04-03 BR BR0109861-6A patent/BR0109861A/pt not_active IP Right Cessation
- 2001-04-03 WO PCT/US2001/010869 patent/WO2001077113A2/en not_active Ceased
- 2001-04-03 KR KR1020027013276A patent/KR20030036152A/ko not_active Withdrawn
- 2001-04-04 PE PE2001000316A patent/PE20020188A1/es not_active Application Discontinuation
- 2001-04-04 EC EC2001004009A patent/ECSP014009A/es unknown
-
2002
- 2002-09-30 ZA ZA200207845A patent/ZA200207845B/en unknown
- 2002-10-04 NO NO20024797A patent/NO20024797L/no not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| WO2001077113A3 (en) | 2002-06-20 |
| ZA200207845B (en) | 2004-02-11 |
| SK14192002A3 (sk) | 2003-03-04 |
| PE20020188A1 (es) | 2002-03-13 |
| JP2003530401A (ja) | 2003-10-14 |
| HUP0400456A3 (en) | 2005-09-28 |
| JP4748911B2 (ja) | 2011-08-17 |
| US6846802B2 (en) | 2005-01-25 |
| AU2001253124A1 (en) | 2001-10-23 |
| WO2001077113A2 (en) | 2001-10-18 |
| NO20024797D0 (no) | 2002-10-04 |
| PL359359A1 (en) | 2004-08-23 |
| MXPA02009920A (es) | 2003-03-27 |
| AR029903A1 (es) | 2003-07-23 |
| HUP0400456A2 (hu) | 2004-06-28 |
| CZ20023321A3 (cs) | 2003-01-15 |
| CA2405521A1 (en) | 2001-10-18 |
| IL151934A0 (en) | 2003-04-10 |
| ES2317900T3 (es) | 2009-05-01 |
| DE60137207D1 (de) | 2009-02-12 |
| EP1268525B1 (en) | 2008-12-31 |
| EP1268525A2 (en) | 2003-01-02 |
| BR0109861A (pt) | 2003-06-10 |
| CN1441806A (zh) | 2003-09-10 |
| HK1047947A1 (zh) | 2003-03-14 |
| ECSP014009A (es) | 2003-03-31 |
| CA2405521C (en) | 2010-06-29 |
| KR20030036152A (ko) | 2003-05-09 |
| NZ521455A (en) | 2004-06-25 |
| ATE419270T1 (de) | 2009-01-15 |
| NO20024797L (no) | 2002-12-04 |
| US20020107181A1 (en) | 2002-08-08 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FA94 | Acknowledgement of application withdrawn (non-payment of fees) |
Effective date: 20060118 |