AR029903A1 - Inhibidores macrociclicos de la ns3-serina proteasa, del virus de la hepatitis c, que comprenden partes p2 n-ciclicas, composiciones farmaceuticas y utilizacion de los mismos para la manufactura de un medicamento - Google Patents
Inhibidores macrociclicos de la ns3-serina proteasa, del virus de la hepatitis c, que comprenden partes p2 n-ciclicas, composiciones farmaceuticas y utilizacion de los mismos para la manufactura de un medicamentoInfo
- Publication number
- AR029903A1 AR029903A1 ARP010101579A ARP010101579A AR029903A1 AR 029903 A1 AR029903 A1 AR 029903A1 AR P010101579 A ARP010101579 A AR P010101579A AR P010101579 A ARP010101579 A AR P010101579A AR 029903 A1 AR029903 A1 AR 029903A1
- Authority
- AR
- Argentina
- Prior art keywords
- alkyl
- aryl
- conhch
- present
- heteroaryl
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- 239000008194 pharmaceutical composition Substances 0.000 title abstract 2
- 241000700605 Viruses Species 0.000 title 1
- 208000006454 hepatitis Diseases 0.000 title 1
- 231100000283 hepatitis Toxicity 0.000 title 1
- 239000003112 inhibitor Substances 0.000 title 1
- 229940126601 medicinal product Drugs 0.000 title 1
- -1 aryl-heteroaryl Chemical group 0.000 abstract 27
- 125000000217 alkyl group Chemical group 0.000 abstract 12
- 125000002877 alkyl aryl group Chemical group 0.000 abstract 10
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 10
- 125000003118 aryl group Chemical group 0.000 abstract 7
- 239000004202 carbamide Substances 0.000 abstract 7
- 125000004432 carbon atom Chemical group C* 0.000 abstract 6
- 229910052760 oxygen Inorganic materials 0.000 abstract 6
- 125000004404 heteroalkyl group Chemical group 0.000 abstract 5
- 125000001072 heteroaryl group Chemical group 0.000 abstract 5
- 229910052757 nitrogen Inorganic materials 0.000 abstract 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 4
- 125000005213 alkyl heteroaryl group Chemical group 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 4
- 125000003342 alkenyl group Chemical group 0.000 abstract 3
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 3
- 125000000592 heterocycloalkyl group Chemical group 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 229910052717 sulfur Inorganic materials 0.000 abstract 3
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 abstract 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 abstract 2
- 150000001299 aldehydes Chemical class 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 150000001346 alkyl aryl ethers Chemical class 0.000 abstract 2
- 150000005215 alkyl ethers Chemical class 0.000 abstract 2
- 125000004422 alkyl sulphonamide group Chemical group 0.000 abstract 2
- 125000004414 alkyl thio group Chemical group 0.000 abstract 2
- 125000003368 amide group Chemical group 0.000 abstract 2
- 125000005110 aryl thio group Chemical group 0.000 abstract 2
- 125000004104 aryloxy group Chemical group 0.000 abstract 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 2
- 229910052799 carbon Inorganic materials 0.000 abstract 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 2
- 150000002148 esters Chemical class 0.000 abstract 2
- 150000002576 ketones Chemical class 0.000 abstract 2
- 150000002678 macrocyclic compounds Chemical class 0.000 abstract 2
- 239000001301 oxygen Substances 0.000 abstract 2
- 229910052698 phosphorus Inorganic materials 0.000 abstract 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 2
- 229940124530 sulfonamide Drugs 0.000 abstract 2
- 239000011593 sulfur Substances 0.000 abstract 2
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 abstract 1
- 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 abstract 1
- 101100440695 Dictyostelium discoideum corB gene Proteins 0.000 abstract 1
- 101100134922 Gallus gallus COR5 gene Proteins 0.000 abstract 1
- 108091005804 Peptidases Proteins 0.000 abstract 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 abstract 1
- 239000004365 Protease Substances 0.000 abstract 1
- 102100037486 Reverse transcriptase/ribonuclease H Human genes 0.000 abstract 1
- 229940100389 Sulfonylurea Drugs 0.000 abstract 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 1
- 150000003973 alkyl amines Chemical class 0.000 abstract 1
- 125000004457 alkyl amino carbonyl group Chemical group 0.000 abstract 1
- 125000003282 alkyl amino group Chemical group 0.000 abstract 1
- 125000004947 alkyl aryl amino group Chemical group 0.000 abstract 1
- 150000004789 alkyl aryl sulfoxides Chemical class 0.000 abstract 1
- 125000004448 alkyl carbonyl group Chemical group 0.000 abstract 1
- 125000004390 alkyl sulfonyl group Chemical group 0.000 abstract 1
- 125000000304 alkynyl group Chemical group 0.000 abstract 1
- 125000005100 aryl amino carbonyl group Chemical group 0.000 abstract 1
- 125000001769 aryl amino group Chemical group 0.000 abstract 1
- 125000005129 aryl carbonyl group Chemical group 0.000 abstract 1
- 150000008378 aryl ethers Chemical class 0.000 abstract 1
- 125000005161 aryl oxy carbonyl group Chemical group 0.000 abstract 1
- 125000005362 aryl sulfone group Chemical group 0.000 abstract 1
- 125000004421 aryl sulphonamide group Chemical group 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- UZMZVDOOVXLRID-UHFFFAOYSA-N azanylidyne-(nitrosulfonylamino)methane Chemical compound [O-][N+](=O)S(=O)(=O)NC#N UZMZVDOOVXLRID-UHFFFAOYSA-N 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 125000004475 heteroaralkyl group Chemical group 0.000 abstract 1
- 125000004446 heteroarylalkyl group Chemical group 0.000 abstract 1
- 125000005222 heteroarylaminocarbonyl group Chemical group 0.000 abstract 1
- 125000005223 heteroarylcarbonyl group Chemical group 0.000 abstract 1
- 125000005226 heteroaryloxycarbonyl group Chemical group 0.000 abstract 1
- 125000005143 heteroarylsulfonyl group Chemical group 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 125000004437 phosphorous atom Chemical group 0.000 abstract 1
- 239000011574 phosphorus Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000012453 solvate Substances 0.000 abstract 1
- 238000006467 substitution reaction Methods 0.000 abstract 1
- 150000003457 sulfones Chemical class 0.000 abstract 1
- YROXIXLRRCOBKF-UHFFFAOYSA-N sulfonylurea Chemical compound OC(=N)N=S(=O)=O YROXIXLRRCOBKF-UHFFFAOYSA-N 0.000 abstract 1
- 150000003462 sulfoxides Chemical class 0.000 abstract 1
Classifications
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- 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)
- Animal Behavior & Ethology (AREA)
- Virology (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Analytical Chemistry (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Peptides Or Proteins (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Un compuesto macrocíclico, que incluye los enantiomeros, estereoisomeros, rotámeros y tautomeros de dicho compuesto, y las sales y solvatos farmacéuticamente aceptables de dicho compuesto, teniendo dicho compuesto la formula general (1), en la cual: X e Y, independientemente entre si, son seleccionados de entre las siguientes partes: alquilo, alquil-arilo, heteroalquilo, heteroarilo, aril-heteroarilo, alquil-heteroarilo, cicloalquilo, alquil éter, alquil-aril éter, aril éter, alquil amino, aril amino, alquil-aril amino, alquil sulfuro, alquil-aril sulfuro, aril sulfuro, alquil sulfona, alquil-aril sulfona, aril sulfona, alquil-alquil sulfoxido, alquil-aril sulfoxido, alquil amida, alquil-aril amida, aril amida, alquil sulfonamida, alquil-aril sulfonamida, aril sulfonamida, alquil urea, alquil-aril urea, aril urea, alquil carbamato, alquil-aril carbamato, aril carbamato, alquil-hidrazida, alquil-arida hidrazida, alquil hidroxamida, alquil-aril hidroxamida, alquil sulfonilo, aril sulfonilo, heteroalquil sulfonilo, heteroaril sulfonilo, alquil carbonilo, aril carbonilo, heteroalquil carbonilo, heteroaril carbonilo, alcoxicarbonilo, ariloxicarbonilo, heteroariloxicarbonilo, alquilaminocarbonilo, arilaminocarbonilo, heteroarilaminocarbonilo o una combinacion de los mismos, con la condicion que X e Y pueden estar opcionalmente sustituidos por partes seleccionadas de entre el grupo consistente en aromático, alquilo, alquil-arilo, heteroalquilo, aril-heteroarilo, alquil-heteroarilo, cicloalquilo, alquil éter, alquil-aril éter, alquil sulfuro, alquil-aril sulfuro, alquil sulfona, alquil-aril sulfona, alquil amida, alquil-aril amida, alquil sulfonamida, alquil aminas, alquil-aril aminas, alquil-aril sulfonamida, alquil urea, alquil-aril urea, alquil carbamato y alquil-aril carbamato; R1 = COR5 o B(OR)2, en lo cual R5 = H, OH, OR8, NR9R10, CF3, C2F5, C3F7, CF2R6, R6, COR7, siendo R7 = H, OH, OR8, CHR9R10, o NR9R10, siendo R6, R8, R9 y R10, independientemente entre si, seleccionados de entre el grupo consistente en H, alquilo, arilo, heteroalquilo, heteroarilo, cicloalquilo, cicloalquilo, arilalquilo, heteroarilalquilo, CH(R1)COOR11, CH(R1')CONR12R13, CH(R1')CONHCH(R2')COOR11, CH(R1')CONHCH(R2')CONR12R13, CH(R1')CONHCH(R2')R', CH(R1')CONHCH(R2')CONHCH(R3')COOR11, CH(R1')CONHCH(R2')CONHCH(R3')CONR12R13, CH(R1')CONHCH(R2')CONHCH(R3')CONHCH(R4')COOR11', CH(R1')CONHCH(R2')CONHCH(R3')CONHCH(R4')CONNR12R13, CH(R1')CONHCH(R2')CONHCH(R3')CONHCH(R4')CONHCH(R5')COOR11, CH(R1')CONHCH(R2')CONHCH(R3')CONHCH(R4')CONHCH(R5') CONR12R13, en lo cual R1', R2', R3', R4', R5', R11, R12, R13 y R' son independientemente entre si seleccionados de entre el grupo consistente en H, alquilo, arilo, heteroalquilo, heteroarilo, cicloalquilo, alquil-arilo, alquil-heteroarilo, aril-alquilo y heteroaralquilo; Z es seleccionado de entre O, N o CH; W puede hallarse presente o ausente, y si W se halla presente, E es seleccionado de entre C = O, C = S o SO2; Q puede hallarse presente o ausente, y si Q se halla presente, Q es CH, N, P, (CH2)p, (CHR)p, (CRR')p, O, NR, S, o SO2; y cuando Q se halla ausente, M también falta, y A está directamente unido a X; A es O, CH2, (CHR)p, (CHR-CHR')p, (CRR')p , NR, S, SO2 o un enlace; E es CH, N o CR, o un doble enlace hacia, A, L o G; G puede estar presente o ausente, y cuando G se halla presente, G es (CH2)p, (CHR)p, o (CRR')p; y cuando G se halla ausente, J se halla presente y E está directamente conectado al átomo de carbono al cual estaba unido G; J puede hallarse presente o ausente, y si J se halla presente, J es (CH2)p, (CHR)p, o (CRR')p, SO2, NH, NR u O; y cuando J se halla ausente, G se halla presente y E está directamente unido a N; L puede hallarse presente o ausente, y si L se halla presente, L es CH, CR, O, S o NR; y cuando L se halla ausente, entonces M puede hallarse presente o ausente, y si M está presente estando L ausente, entonces M se halla directa e independientemente vinculado a E, y J está directa e independientemente unido a E; M puede estar presente o ausente, y cuando M se halla presente, M es O, NR, S, SO2, (CH2)p, (CHR)p (CHR-CHR')p, o (CRR')p; p es un numero de 0 a 6; y R, R', R2, R3 y R4, independientemente entre si, son seleccionados de entre el grupo consistente en H; alquilo de 1 a 10 átomos de carbono; alquenilo de 2 a 10 átomos de carbono; cicloalquilo de 3 a 8 átomos de carbono; C3-8 cicloalquilo; C3-8 heterocicloalquilo, alcoxi, ariloxi, alquiltio, ariltio, amino, amido, éster, ácido carboxílico, carbamato, urea, cetona, aldehido, ciano, nitro; átomos de oxígeno, nitrogeno, azufre, o fosforo, en una cantidad de uno a seis; (cicloalquil)alquilo y (heterocicloalquil)alquilo, estando dicho cicloalquilo hecho de 3 a 8 átomos de carbono, y de 0 a 6 átomos de oxígeno, nitrogeno, azufre o fosforo; y dicho alquilo es de 1 a 6 átomos de carbono; arilo, heteroarilo; alquil-arilo; y alquil-heteroarilo, pudiendo dichas partes alquilo, heteroalquilo, alquenilo, heteroalquenilo, arilo, heteroarilo, cicloalquilo y heterocicloalquilo, estar opcionalmente sustituidos, refiriéndose dicho término "sustituido" a una sustitucion, opcional y adecuada, con una o mas partes seleccionadas de entre el grupo consistente en alquilo, alquenilo, alquinilo, arilo, aralquilo, cicloalquilo, heterocíclico, halogeno, hidroxi, tio, alcoxi, ariloxi, alquiltio, ariltio, amino, amido, éster, ácido carboxílico, carbamato, urea, cetona, aldehido, ciano, nitro, sulfonamida, sulfoxido, sulfona, sulfonil urea, hidrazida e hidroxamato. En otra forma de realizacion, se revelan composiciones farmacéuticas que comprenden dichos macrociclos y también utilizacion de dichos compuestos para la manufactura de medicamentos a efectos de tratar los trastornos asociados con la HCV proteasa.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US19460700P | 2000-04-05 | 2000-04-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR029903A1 true AR029903A1 (es) | 2003-07-23 |
Family
ID=22718227
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP010101579A AR029903A1 (es) | 2000-04-05 | 2001-04-03 | Inhibidores macrociclicos de la ns3-serina proteasa, del virus de la hepatitis c, que comprenden partes p2 n-ciclicas, composiciones farmaceuticas y utilizacion de los mismos para la manufactura de un medicamento |
Country Status (26)
| Country | Link |
|---|---|
| US (1) | US6846802B2 (es) |
| EP (1) | EP1268525B1 (es) |
| JP (1) | JP4748911B2 (es) |
| KR (1) | KR20030036152A (es) |
| CN (1) | CN1441806A (es) |
| AR (1) | AR029903A1 (es) |
| AT (1) | ATE419270T1 (es) |
| AU (1) | AU2001253124A1 (es) |
| BR (1) | BR0109861A (es) |
| CA (1) | CA2405521C (es) |
| CZ (1) | CZ20023321A3 (es) |
| DE (1) | DE60137207D1 (es) |
| EC (1) | ECSP014009A (es) |
| ES (1) | ES2317900T3 (es) |
| HK (1) | HK1047947A1 (es) |
| HU (1) | HUP0400456A3 (es) |
| IL (1) | IL151934A0 (es) |
| MX (1) | MXPA02009920A (es) |
| NO (1) | NO20024797L (es) |
| NZ (1) | NZ521455A (es) |
| PE (1) | PE20020188A1 (es) |
| PL (1) | PL359359A1 (es) |
| RU (1) | RU2002129564A (es) |
| SK (1) | SK14192002A3 (es) |
| WO (1) | WO2001077113A2 (es) |
| ZA (1) | ZA200207845B (es) |
Families Citing this family (152)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE69709671T2 (de) | 1996-10-18 | 2002-08-22 | Vertex Pharmaceuticals Inc., Cambridge | Inhibitoren von serinproteasen, insbesondere von ns3-protease des hepatitis-c-virus |
| 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 |
| US6642204B2 (en) | 2002-02-01 | 2003-11-04 | Boehringer Ingelheim International Gmbh | Hepatitis C inhibitor tri-peptides |
| US7091184B2 (en) | 2002-02-01 | 2006-08-15 | Boehringer Ingelheim International Gmbh | Hepatitis C inhibitor tri-peptides |
| WO2003074478A1 (en) | 2002-03-05 | 2003-09-12 | 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 |
| EA009295B1 (ru) | 2003-05-21 | 2007-12-28 | Бёрингер Ингельхайм Интернациональ Гмбх | Соединения в качестве ингибиторов вируса гепатита с |
| WO2004111077A1 (en) | 2003-06-18 | 2004-12-23 | 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 |
| UY28500A1 (es) | 2003-09-05 | 2005-04-29 | 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 |
| BRPI0414814A (pt) | 2003-09-26 | 2006-11-14 | Schering Corp | inibidores macrocìclicos de protease de serina ns3 de vìrus de hepatite c |
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2001
- 2001-04-03 CA CA2405521A patent/CA2405521C/en not_active Expired - Fee Related
- 2001-04-03 US US09/825,399 patent/US6846802B2/en not_active Expired - Fee Related
- 2001-04-03 SK SK1419-2002A patent/SK14192002A3/sk unknown
- 2001-04-03 AT AT01926601T patent/ATE419270T1/de not_active IP Right Cessation
- 2001-04-03 HK HK03100174.5A patent/HK1047947A1/zh unknown
- 2001-04-03 HU HU0400456A patent/HUP0400456A3/hu unknown
- 2001-04-03 CN CN01810568A patent/CN1441806A/zh active Pending
- 2001-04-03 PL PL01359359A patent/PL359359A1/xx not_active Application Discontinuation
- 2001-04-03 EP EP01926601A patent/EP1268525B1/en not_active Expired - Lifetime
- 2001-04-03 AR ARP010101579A patent/AR029903A1/es unknown
- 2001-04-03 MX MXPA02009920A patent/MXPA02009920A/es active IP Right Grant
- 2001-04-03 CZ CZ20023321A patent/CZ20023321A3/cs unknown
- 2001-04-03 AU AU2001253124A patent/AU2001253124A1/en not_active Abandoned
- 2001-04-03 JP JP2001575586A patent/JP4748911B2/ja not_active Expired - Fee Related
- 2001-04-03 ES ES01926601T patent/ES2317900T3/es not_active Expired - Lifetime
- 2001-04-03 RU RU2002129564/04A patent/RU2002129564A/ru not_active Application Discontinuation
- 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 IL IL15193401A patent/IL151934A0/xx unknown
- 2001-04-03 KR KR1020027013276A patent/KR20030036152A/ko not_active Withdrawn
- 2001-04-03 NZ NZ521455A patent/NZ521455A/en unknown
- 2001-04-03 WO PCT/US2001/010869 patent/WO2001077113A2/en not_active Ceased
- 2001-04-04 EC EC2001004009A patent/ECSP014009A/es unknown
- 2001-04-04 PE PE2001000316A patent/PE20020188A1/es not_active Application Discontinuation
-
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 |
|---|---|
| CZ20023321A3 (cs) | 2003-01-15 |
| KR20030036152A (ko) | 2003-05-09 |
| EP1268525A2 (en) | 2003-01-02 |
| ECSP014009A (es) | 2003-03-31 |
| HUP0400456A2 (hu) | 2004-06-28 |
| NO20024797D0 (no) | 2002-10-04 |
| MXPA02009920A (es) | 2003-03-27 |
| HK1047947A1 (zh) | 2003-03-14 |
| JP2003530401A (ja) | 2003-10-14 |
| WO2001077113A3 (en) | 2002-06-20 |
| ATE419270T1 (de) | 2009-01-15 |
| CN1441806A (zh) | 2003-09-10 |
| WO2001077113A2 (en) | 2001-10-18 |
| NO20024797L (no) | 2002-12-04 |
| ZA200207845B (en) | 2004-02-11 |
| IL151934A0 (en) | 2003-04-10 |
| PE20020188A1 (es) | 2002-03-13 |
| US20020107181A1 (en) | 2002-08-08 |
| DE60137207D1 (de) | 2009-02-12 |
| NZ521455A (en) | 2004-06-25 |
| RU2002129564A (ru) | 2004-05-10 |
| CA2405521C (en) | 2010-06-29 |
| US6846802B2 (en) | 2005-01-25 |
| HUP0400456A3 (en) | 2005-09-28 |
| JP4748911B2 (ja) | 2011-08-17 |
| PL359359A1 (en) | 2004-08-23 |
| EP1268525B1 (en) | 2008-12-31 |
| CA2405521A1 (en) | 2001-10-18 |
| AU2001253124A1 (en) | 2001-10-23 |
| ES2317900T3 (es) | 2009-05-01 |
| BR0109861A (pt) | 2003-06-10 |
| SK14192002A3 (sk) | 2003-03-04 |
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