CN102712628B - 丙型肝炎病毒抑制剂 - Google Patents
丙型肝炎病毒抑制剂 Download PDFInfo
- Publication number
- CN102712628B CN102712628B CN201080061374.4A CN201080061374A CN102712628B CN 102712628 B CN102712628 B CN 102712628B CN 201080061374 A CN201080061374 A CN 201080061374A CN 102712628 B CN102712628 B CN 102712628B
- Authority
- CN
- China
- Prior art keywords
- pyrrolidyl
- imidazol
- solvent
- bis
- imidazoles
- 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.)
- Expired - Fee Related
Links
- 0 *C#Cc1ccccc1 Chemical compound *C#Cc1ccccc1 0.000 description 9
- CBESSEJGYHLVPG-UHFFFAOYSA-N Brc1cnc(-c([s]2)ncc2Br)[s]1 Chemical compound Brc1cnc(-c([s]2)ncc2Br)[s]1 CBESSEJGYHLVPG-UHFFFAOYSA-N 0.000 description 1
- MGGKZKSIKOPMQS-RJAALHMKSA-N C(C1)CN[C@@H]1c1nc(/C=C/c2ccc(/C=C/c3cnc(C4NCCC4)[nH]3)cc2)c[nH]1 Chemical compound C(C1)CN[C@@H]1c1nc(/C=C/c2ccc(/C=C/c3cnc(C4NCCC4)[nH]3)cc2)c[nH]1 MGGKZKSIKOPMQS-RJAALHMKSA-N 0.000 description 1
- MTCJEVAMBYESOT-OALUTQOASA-N C(Cc(cc1)ccc1-c1cnc([C@H]2NCCC2)[nH]1)c1cnc([C@H]2NCCC2)[nH]1 Chemical compound C(Cc(cc1)ccc1-c1cnc([C@H]2NCCC2)[nH]1)c1cnc([C@H]2NCCC2)[nH]1 MTCJEVAMBYESOT-OALUTQOASA-N 0.000 description 1
- VDBISHUWASVPBR-UHFFFAOYSA-N C=[Br]C(C(O)=O)c1ccccc1 Chemical compound C=[Br]C(C(O)=O)c1ccccc1 VDBISHUWASVPBR-UHFFFAOYSA-N 0.000 description 1
- YFBHFJOXDIMCIS-FCMKZANGSA-N CC(C)(C)OC(N(CCC1)[C@@H]1c1ncc(/C=C/c2ccc(/C=C/c3c[nH]c([C@H]4N(C)CCC4)n3)cc2)[nH]1)=O Chemical compound CC(C)(C)OC(N(CCC1)[C@@H]1c1ncc(/C=C/c2ccc(/C=C/c3c[nH]c([C@H]4N(C)CCC4)n3)cc2)[nH]1)=O YFBHFJOXDIMCIS-FCMKZANGSA-N 0.000 description 1
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- ZXVIAKNQRXHPSH-JTQLQIEISA-N CC(C)(C)OC(N(CCC1)[C@@H]1c1ncc(C)[nH]1)=O Chemical compound CC(C)(C)OC(N(CCC1)[C@@H]1c1ncc(C)[nH]1)=O ZXVIAKNQRXHPSH-JTQLQIEISA-N 0.000 description 1
- BUGFPWHHOXZWFP-OBEJDGEISA-N CC(C)C(CNC(OC)=O)C(N(CCC1)[C@@H]1c1ncc(-c2ncc(-c3cnc(-c4cnc([C@H](CCC5)N5C(C(C(C)C)NC(OC)=O)=O)[nH]4)[s]3)[s]2)[nH]1)=O Chemical compound CC(C)C(CNC(OC)=O)C(N(CCC1)[C@@H]1c1ncc(-c2ncc(-c3cnc(-c4cnc([C@H](CCC5)N5C(C(C(C)C)NC(OC)=O)=O)[nH]4)[s]3)[s]2)[nH]1)=O BUGFPWHHOXZWFP-OBEJDGEISA-N 0.000 description 1
- XXJIIQQLIKDFDN-JPMIEVGJSA-N CC(C)[C@@H](C(N(CCC1)[C@@H]1c1ncc(-c2ncc(-c3cnc(-c4cnc([C@H](CCC5)N5C([C@H](C(C)C)NC(OC)=O)=O)[nH]4)[s]3)[s]2)[nH]1)=O)NC(OC)=O Chemical compound CC(C)[C@@H](C(N(CCC1)[C@@H]1c1ncc(-c2ncc(-c3cnc(-c4cnc([C@H](CCC5)N5C([C@H](C(C)C)NC(OC)=O)=O)[nH]4)[s]3)[s]2)[nH]1)=O)NC(OC)=O XXJIIQQLIKDFDN-JPMIEVGJSA-N 0.000 description 1
- HKNGCILTDHGUEO-UHFFFAOYSA-N CC1(CO)CCOCC1 Chemical compound CC1(CO)CCOCC1 HKNGCILTDHGUEO-UHFFFAOYSA-N 0.000 description 1
- ORKWOWVNPONBOR-CYBMUJFWSA-N CCN(CC)[C@H](CO)C(OCc1ccccc1)=O Chemical compound CCN(CC)[C@H](CO)C(OCc1ccccc1)=O ORKWOWVNPONBOR-CYBMUJFWSA-N 0.000 description 1
- NCNVFQYIYKPLDB-QHUCILSMSA-N CCOC(C([C@H](C[C@H]12)C[C@@H]1C2(F)F)N=C(c1ccccc1)c1ccccc1)=O Chemical compound CCOC(C([C@H](C[C@H]12)C[C@@H]1C2(F)F)N=C(c1ccccc1)c1ccccc1)=O NCNVFQYIYKPLDB-QHUCILSMSA-N 0.000 description 1
- QXXOMWJCYNPZJG-UHFFFAOYSA-N COC(NC(C1CC(CC2)OC2C1)C(OCc1ccccc1)=O)=O Chemical compound COC(NC(C1CC(CC2)OC2C1)C(OCc1ccccc1)=O)=O QXXOMWJCYNPZJG-UHFFFAOYSA-N 0.000 description 1
- UMTLWTRSWSUNMF-BQBZGAKWSA-N COC(N[C@@H]([C@@H]1COCCC1)C(O)=O)=O Chemical compound COC(N[C@@H]([C@@H]1COCCC1)C(O)=O)=O UMTLWTRSWSUNMF-BQBZGAKWSA-N 0.000 description 1
- UMTLWTRSWSUNMF-RQJHMYQMSA-N COC(N[C@@H]([C@H]1COCCC1)C(O)=O)=O Chemical compound COC(N[C@@H]([C@H]1COCCC1)C(O)=O)=O UMTLWTRSWSUNMF-RQJHMYQMSA-N 0.000 description 1
- DYTJEQBUSOPLJD-NTSWFWBYSA-N CO[C@H](CC1)C[C@H]1O Chemical compound CO[C@H](CC1)C[C@H]1O DYTJEQBUSOPLJD-NTSWFWBYSA-N 0.000 description 1
- PZNMMKDKVFGHBB-UZYDLOFFSA-N C[C@@H]([C@H](C1)N(C)C2)C2N1C(C(O)=O)c1ccccc1 Chemical compound C[C@@H]([C@H](C1)N(C)C2)C2N1C(C(O)=O)c1ccccc1 PZNMMKDKVFGHBB-UZYDLOFFSA-N 0.000 description 1
- RVPFKYFDINHICG-ZDUSSCGKSA-N C[C@@H](c1ccccc1)OC(Cc1ccccc1)=O Chemical compound C[C@@H](c1ccccc1)OC(Cc1ccccc1)=O RVPFKYFDINHICG-ZDUSSCGKSA-N 0.000 description 1
- XVNMENQEXQEQTL-BGKWADHLSA-N C[C@H](C1)O[C@@H](C)CP1C(C(OCc1ccccc1)=O)N=C(c1ccccc1)c1ccccc1 Chemical compound C[C@H](C1)O[C@@H](C)CP1C(C(OCc1ccccc1)=O)N=C(c1ccccc1)c1ccccc1 XVNMENQEXQEQTL-BGKWADHLSA-N 0.000 description 1
- LQWDQTWSVKTRDK-RCEUTCNISA-N C[C@H](C1)O[C@@H](C)C[C@@H]1C(C(O)=O)NC(OC)=O Chemical compound C[C@H](C1)O[C@@H](C)C[C@@H]1C(C(O)=O)NC(OC)=O LQWDQTWSVKTRDK-RCEUTCNISA-N 0.000 description 1
- BHFMWPOZZNNSRV-KVSKUHBBSA-N C[C@H](C1)O[C@@H](C)C[C@@H]1O Chemical compound C[C@H](C1)O[C@@H](C)C[C@@H]1O BHFMWPOZZNNSRV-KVSKUHBBSA-N 0.000 description 1
- SPKSCGXACXWNLJ-ISMYBSGVSA-N C[C@H](C1)O[C@@H](C)C[C@H]1C(C(OCc1ccccc1)=O)NC(OC)=O Chemical compound C[C@H](C1)O[C@@H](C)C[C@H]1C(C(OCc1ccccc1)=O)NC(OC)=O SPKSCGXACXWNLJ-ISMYBSGVSA-N 0.000 description 1
- PRSSGIOADJLTPW-FNEOYCCJSA-N C[C@H]([C@H](CNC(OC)=O)C(N(CCC1)[C@@H]1c1nc(/C=C/c2ccc(/C=C/c3cnc([C@H](CCC4)N4C([C@@H](CNC(OC)=O)[C@@H](C)OC)=O)[nH]3)cc2)c[nH]1)=O)NC Chemical compound C[C@H]([C@H](CNC(OC)=O)C(N(CCC1)[C@@H]1c1nc(/C=C/c2ccc(/C=C/c3cnc([C@H](CCC4)N4C([C@@H](CNC(OC)=O)[C@@H](C)OC)=O)[nH]3)cc2)c[nH]1)=O)NC PRSSGIOADJLTPW-FNEOYCCJSA-N 0.000 description 1
- JHXKGCLHEYMKHG-UHFFFAOYSA-N NC(C1CC(CC2)OC2C1)C(OCc1ccccc1)=O Chemical compound NC(C1CC(CC2)OC2C1)C(OCc1ccccc1)=O JHXKGCLHEYMKHG-UHFFFAOYSA-N 0.000 description 1
- YLCUFCOHXOJILF-UHFFFAOYSA-N O=C(CBr)c1cnc(-c2ncc(C(CBr)=O)[s]2)[s]1 Chemical compound O=C(CBr)c1cnc(-c2ncc(C(CBr)=O)[s]2)[s]1 YLCUFCOHXOJILF-UHFFFAOYSA-N 0.000 description 1
- XPRRFTHGWKHATR-GFCCVEGCSA-N OC([C@@H](c1ccccc1)N1CCCCC1)=O Chemical compound OC([C@@H](c1ccccc1)N1CCCCC1)=O XPRRFTHGWKHATR-GFCCVEGCSA-N 0.000 description 1
- GTAFKESWLUCKLS-UHFFFAOYSA-N OC(c(nc1)c(cccc2)c2c1N1CCOCC1)=O Chemical compound OC(c(nc1)c(cccc2)c2c1N1CCOCC1)=O GTAFKESWLUCKLS-UHFFFAOYSA-N 0.000 description 1
- SMSLWFZHCONMGQ-UHFFFAOYSA-N c1c[s]c(-c2ncc[s]2)n1 Chemical compound c1c[s]c(-c2ncc[s]2)n1 SMSLWFZHCONMGQ-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- 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
- C07D417/14—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 three or more hetero rings
-
- 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
- A61P31/14—Antivirals for RNA viruses
-
- 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
- C07D403/06—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 carbon chain containing only aliphatic carbon atoms
-
- 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
- C07D403/10—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 carbon chain containing aromatic 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
- C07D403/14—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
- C07D405/14—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
- C07D409/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- 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
- C07D417/10—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 carbon chain containing aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D419/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen, oxygen, and sulfur atoms as the only ring hetero atoms
- C07D419/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen, oxygen, and sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D419/10—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen, oxygen, and sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
- C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
- C07D493/08—Bridged systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Virology (AREA)
- Pharmacology & Pharmacy (AREA)
- General Health & Medical Sciences (AREA)
- Oncology (AREA)
- Molecular Biology (AREA)
- Communicable Diseases (AREA)
- Gastroenterology & Hepatology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US26056909P | 2009-11-12 | 2009-11-12 | |
| US61/260569 | 2009-11-12 | ||
| US12/942183 | 2010-11-09 | ||
| US12/942,183 US20110281910A1 (en) | 2009-11-12 | 2010-11-09 | Hepatitis C Virus Inhibitors |
| PCT/US2010/056114 WO2011060000A1 (en) | 2009-11-12 | 2010-11-10 | Hepatitis c virus inhibitors |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN102712628A CN102712628A (zh) | 2012-10-03 |
| CN102712628B true CN102712628B (zh) | 2014-10-15 |
Family
ID=43334735
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201080061374.4A Expired - Fee Related CN102712628B (zh) | 2009-11-12 | 2010-11-10 | 丙型肝炎病毒抑制剂 |
Country Status (5)
| Country | Link |
|---|---|
| US (3) | US20110281910A1 (enExample) |
| EP (1) | EP2499132B1 (enExample) |
| JP (1) | JP5697679B2 (enExample) |
| CN (1) | CN102712628B (enExample) |
| WO (1) | WO2011060000A1 (enExample) |
Families Citing this family (43)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2505539C2 (ru) | 2008-12-23 | 2014-01-27 | Эбботт Лэборетриз | Антивирусные соединения |
| US8541424B2 (en) * | 2008-12-23 | 2013-09-24 | Abbott Laboratories | Anti-viral compounds |
| US8394968B2 (en) | 2009-02-17 | 2013-03-12 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| US8796466B2 (en) | 2009-03-30 | 2014-08-05 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| TW201038559A (en) | 2009-04-09 | 2010-11-01 | Bristol Myers Squibb Co | Hepatitis C virus inhibitors |
| US8143414B2 (en) | 2009-04-13 | 2012-03-27 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| JP5734956B2 (ja) * | 2009-04-15 | 2015-06-17 | アッヴィ・インコーポレイテッド | 抗ウィルス化合物 |
| NZ619205A (en) | 2009-05-13 | 2015-04-24 | Gilead Pharmasset Llc | Antiviral compounds |
| US8211928B2 (en) | 2009-05-29 | 2012-07-03 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| US8138215B2 (en) | 2009-05-29 | 2012-03-20 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| US8937150B2 (en) | 2009-06-11 | 2015-01-20 | Abbvie Inc. | Anti-viral compounds |
| PL2368890T3 (pl) * | 2009-06-11 | 2013-10-31 | Abbvie Bahamas Ltd | Inhibitory wirusa zapalenia wątroby C |
| US9394279B2 (en) | 2009-06-11 | 2016-07-19 | Abbvie Inc. | Anti-viral compounds |
| US8716454B2 (en) | 2009-06-11 | 2014-05-06 | Abbvie Inc. | Solid compositions |
| JP2012533569A (ja) | 2009-07-16 | 2012-12-27 | ヴァーテックス ファーマシューティカルズ、 インコーポレイテッド | フラビウイルス感染症を治療又は予防するためのベンゾイミダゾール類似体 |
| US20110269956A1 (en) | 2009-11-11 | 2011-11-03 | Bristol-Myers Squibb Company | Hepatitis C Virus Inhibitors |
| US20110274648A1 (en) | 2009-11-11 | 2011-11-10 | Bristol-Myers Squibb Company | Hepatitis C Virus Inhibitors |
| US8377980B2 (en) | 2009-12-16 | 2013-02-19 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| US8362020B2 (en) | 2009-12-30 | 2013-01-29 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| JP2013522375A (ja) | 2010-03-24 | 2013-06-13 | バーテックス ファーマシューティカルズ インコーポレイテッド | フラビウイルス感染を処置または予防するためのアナログ |
| NZ605440A (en) | 2010-06-10 | 2014-05-30 | Abbvie Bahamas Ltd | Solid compositions comprising an hcv inhibitor |
| RU2452735C1 (ru) * | 2010-11-30 | 2012-06-10 | Александр Васильевич Иващенко | Замещенные азолы, противовирусный активный компонент, фармацевтическая композиция, способ получения и применения |
| WO2012087976A2 (en) * | 2010-12-21 | 2012-06-28 | Intermune, Inc. | Novel inhibitors of hepatitis c virus replication |
| US8552047B2 (en) * | 2011-02-07 | 2013-10-08 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| US9546160B2 (en) | 2011-05-12 | 2017-01-17 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| US10201584B1 (en) | 2011-05-17 | 2019-02-12 | Abbvie Inc. | Compositions and methods for treating HCV |
| WO2013030750A1 (en) | 2011-09-01 | 2013-03-07 | Lupin Limited | Antiviral compounds |
| EP2709613B2 (en) | 2011-09-16 | 2020-08-12 | Gilead Pharmasset LLC | Methods for treating hcv |
| US9034832B2 (en) | 2011-12-29 | 2015-05-19 | Abbvie Inc. | Solid compositions |
| US9326973B2 (en) | 2012-01-13 | 2016-05-03 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| CA2862755A1 (en) | 2012-02-10 | 2013-08-15 | Lupin Limited | Antiviral compounds with a dibenzooxaheterocycle moiety |
| UA118256C2 (uk) | 2013-01-31 | 2018-12-26 | Гіліад Фармассет Елелсі | Комбінований склад двох противірусних сполук |
| US11484534B2 (en) | 2013-03-14 | 2022-11-01 | Abbvie Inc. | Methods for treating HCV |
| CN105837561B (zh) * | 2013-06-06 | 2019-06-28 | 上海爱博医药科技有限公司 | 抑制丙肝病毒的化合物、药物组合物及其应用 |
| US9717712B2 (en) | 2013-07-02 | 2017-08-01 | Bristol-Myers Squibb Company | Combinations comprising tricyclohexadecahexaene derivatives for use in the treatment of hepatitis C virus |
| US20150023913A1 (en) | 2013-07-02 | 2015-01-22 | Bristol-Myers Squibb Company | Hepatitis C Virus Inhibitors |
| US9775831B2 (en) | 2013-07-17 | 2017-10-03 | Bristol-Myers Squibb Company | Combinations comprising biphenyl derivatives for use in the treatment of HCV |
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- 2010-11-10 EP EP10779401.8A patent/EP2499132B1/en not_active Not-in-force
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| CN101558059A (zh) * | 2006-08-11 | 2009-10-14 | 百时美施贵宝公司 | 丙型肝炎病毒抑制剂 |
| WO2010096462A1 (en) * | 2009-02-17 | 2010-08-26 | Enanta Pharmaceuticals, Inc | Linked diimidazole derivatives |
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| EP2499132B1 (en) | 2017-02-15 |
| US20130012540A1 (en) | 2013-01-10 |
| US8618153B2 (en) | 2013-12-31 |
| US20110281910A1 (en) | 2011-11-17 |
| CN102712628A (zh) | 2012-10-03 |
| WO2011060000A1 (en) | 2011-05-19 |
| US20140018389A1 (en) | 2014-01-16 |
| EP2499132A1 (en) | 2012-09-19 |
| JP5697679B2 (ja) | 2015-04-08 |
| JP2013510857A (ja) | 2013-03-28 |
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