JP6741747B2 - C型肝炎ウイルスポリメラーゼの阻害剤 - Google Patents
C型肝炎ウイルスポリメラーゼの阻害剤 Download PDFInfo
- Publication number
- JP6741747B2 JP6741747B2 JP2018501147A JP2018501147A JP6741747B2 JP 6741747 B2 JP6741747 B2 JP 6741747B2 JP 2018501147 A JP2018501147 A JP 2018501147A JP 2018501147 A JP2018501147 A JP 2018501147A JP 6741747 B2 JP6741747 B2 JP 6741747B2
- Authority
- JP
- Japan
- Prior art keywords
- mmol
- ethoxy
- phenyl
- cyclopropyl
- benzofuran
- 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.)
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- 0 CC*(*)N(c(c(C1CC1)c1)cc2c1c(C(N(C)c1c-3ccc(F)c1)=N)c-3[n]2)S(C)(=C)=O Chemical compound CC*(*)N(c(c(C1CC1)c1)cc2c1c(C(N(C)c1c-3ccc(F)c1)=N)c-3[n]2)S(C)(=C)=O 0.000 description 7
- UYDOIUBZWRINJK-UHFFFAOYSA-N CC(C)COC(COCCCCCOCCN(c1c(C2CC2)cc2c(C(NC)=O)c(-c(cc3)ccc3F)[o]c2c1)S(C)(=O)=O)=O Chemical compound CC(C)COC(COCCCCCOCCN(c1c(C2CC2)cc2c(C(NC)=O)c(-c(cc3)ccc3F)[o]c2c1)S(C)(=O)=O)=O UYDOIUBZWRINJK-UHFFFAOYSA-N 0.000 description 1
- XJWDAGYMHKZNFB-UHFFFAOYSA-N CC(OC(c1ccc(C)cc1C)=O)=O Chemical compound CC(OC(c1ccc(C)cc1C)=O)=O XJWDAGYMHKZNFB-UHFFFAOYSA-N 0.000 description 1
- ZNNHNNHYUUSOHM-UHFFFAOYSA-N CC(c1c(-c(cc2)ccc2F)[o]c2cc(N(CCCCCCCc(cc3)ccc3C([O]3#CCC3)=O)S(C)(=O)=O)c(C3CC3)cc12)=O Chemical compound CC(c1c(-c(cc2)ccc2F)[o]c2cc(N(CCCCCCCc(cc3)ccc3C([O]3#CCC3)=O)S(C)(=O)=O)c(C3CC3)cc12)=O ZNNHNNHYUUSOHM-UHFFFAOYSA-N 0.000 description 1
- TZVOWUZAOVUUBP-UHFFFAOYSA-N CC(c1cc(CBr)ccc1)=O Chemical compound CC(c1cc(CBr)ccc1)=O TZVOWUZAOVUUBP-UHFFFAOYSA-N 0.000 description 1
- RYOXSTRKQJOJCK-GQCTYLIASA-N CC(c1cccc(/C=C/COC)c1)=O Chemical compound CC(c1cccc(/C=C/COC)c1)=O RYOXSTRKQJOJCK-GQCTYLIASA-N 0.000 description 1
- NVSMJDZLSSLLHB-UHFFFAOYSA-N CC(c1cccc(CCCOC)c1)=O Chemical compound CC(c1cccc(CCCOC)c1)=O NVSMJDZLSSLLHB-UHFFFAOYSA-N 0.000 description 1
- AKERCQHFWZMFHB-MIDJFWNWSA-N CCOC(/C(/O)=C/C(c1cc(COCCOCCOCCOCCOCCOCCN(c2c(C3CC3)cc3c(C(NC)=O)c(-c(cc4)ccc4F)[o]c3c2)S(C)(=O)=O)ccc1)=O)=O Chemical compound CCOC(/C(/O)=C/C(c1cc(COCCOCCOCCOCCOCCOCCN(c2c(C3CC3)cc3c(C(NC)=O)c(-c(cc4)ccc4F)[o]c3c2)S(C)(=O)=O)ccc1)=O)=O AKERCQHFWZMFHB-MIDJFWNWSA-N 0.000 description 1
- BUHFZBDTERZEGZ-UHFFFAOYSA-N CCOC(C(c1ccccc1)OCCOCCOCCO)O Chemical compound CCOC(C(c1ccccc1)OCCOCCOCCO)O BUHFZBDTERZEGZ-UHFFFAOYSA-N 0.000 description 1
- FQTIYMRSUOADDK-UHFFFAOYSA-N CCOC(CCBr)=O Chemical compound CCOC(CCBr)=O FQTIYMRSUOADDK-UHFFFAOYSA-N 0.000 description 1
- IKHJSURUVBONKK-UHFFFAOYSA-N CCOC(c(cc1)ccc1OCCOCCOCCN(c1c(C2CC2)cc2c(C(NC)=O)c(-c(cc3)ccc3F)[o]c2c1)S(C)(=O)=O)=O Chemical compound CCOC(c(cc1)ccc1OCCOCCOCCN(c1c(C2CC2)cc2c(C(NC)=O)c(-c(cc3)ccc3F)[o]c2c1)S(C)(=O)=O)=O IKHJSURUVBONKK-UHFFFAOYSA-N 0.000 description 1
- KNWHFTDWLDXDNZ-SOFGYWHQSA-N CCOC(c1cc(/C=C/OCCOCCO)ccc1)=O Chemical compound CCOC(c1cc(/C=C/OCCOCCO)ccc1)=O KNWHFTDWLDXDNZ-SOFGYWHQSA-N 0.000 description 1
- DSVNVMRZZVJZDR-UHFFFAOYSA-N CCOC(c1cc(CBr)ccc1F)=O Chemical compound CCOC(c1cc(CBr)ccc1F)=O DSVNVMRZZVJZDR-UHFFFAOYSA-N 0.000 description 1
- AKOFKNLYKCFABE-UHFFFAOYSA-N CCOC(c1cc(COCCOCCOC2OCCCC2)ccc1F)=O Chemical compound CCOC(c1cc(COCCOCCOC2OCCCC2)ccc1F)=O AKOFKNLYKCFABE-UHFFFAOYSA-N 0.000 description 1
- WYEFKYFNXIWFQG-UHFFFAOYSA-N CCOC(c1cccc(OCCOCCOCCN(c2c(C3CC3)cc3c(C(NC)=O)c(-c(cc4)ccc4F)[o]c3c2)S(C)(=O)=O)c1)=O Chemical compound CCOC(c1cccc(OCCOCCOCCN(c2c(C3CC3)cc3c(C(NC)=O)c(-c(cc4)ccc4F)[o]c3c2)S(C)(=O)=O)c1)=O WYEFKYFNXIWFQG-UHFFFAOYSA-N 0.000 description 1
- AWBFCQXQBBUPRI-UHFFFAOYSA-N CNC(c1c(-c(cc2)ccc2F)[o]c2cc(N(C)CCOCCOCCCc3cc(C(O)=O)ccc3)c(C3(CC3)/[O]=S/C)cc12)=O Chemical compound CNC(c1c(-c(cc2)ccc2F)[o]c2cc(N(C)CCOCCOCCCc3cc(C(O)=O)ccc3)c(C3(CC3)/[O]=S/C)cc12)=O AWBFCQXQBBUPRI-UHFFFAOYSA-N 0.000 description 1
- HDLICVAJDAOISM-UHFFFAOYSA-N CNC(c1c(-c(cc2)ccc2F)[o]c2cc(N(CCCOCCCc(cc3)ccc3C(O)=O)S=O)c(C3CC3)cc12)=O Chemical compound CNC(c1c(-c(cc2)ccc2F)[o]c2cc(N(CCCOCCCc(cc3)ccc3C(O)=O)S=O)c(C3CC3)cc12)=O HDLICVAJDAOISM-UHFFFAOYSA-N 0.000 description 1
- PVVKQXADJJZVSJ-UHFFFAOYSA-N CNC(c1c(-c(cc2)ccc2F)[o]c2cc(N(CCCOCCCc(cc3)ccc3C(OC)=O)S(C)(=O)=O)c(C3CC3)cc12)=O Chemical compound CNC(c1c(-c(cc2)ccc2F)[o]c2cc(N(CCCOCCCc(cc3)ccc3C(OC)=O)S(C)(=O)=O)c(C3CC3)cc12)=O PVVKQXADJJZVSJ-UHFFFAOYSA-N 0.000 description 1
- DTNKMRPXYVQSQL-UHFFFAOYSA-O CNC(c1c(-c(cc2)ccc2F)[o]c2cc(N(CCNC(CN)=[OH+])S(C)(=O)=O)c(C3CC3)cc12)=O Chemical compound CNC(c1c(-c(cc2)ccc2F)[o]c2cc(N(CCNC(CN)=[OH+])S(C)(=O)=O)c(C3CC3)cc12)=O DTNKMRPXYVQSQL-UHFFFAOYSA-O 0.000 description 1
- TZZWARZLMNKSPW-UHFFFAOYSA-N CNC(c1c(-c(cc2)ccc2F)[o]c2cc(N(CCNC(CNC(CCCC(O)=O)=O)=O)S(C)=O)c(C3CC3)cc12)=O Chemical compound CNC(c1c(-c(cc2)ccc2F)[o]c2cc(N(CCNC(CNC(CCCC(O)=O)=O)=O)S(C)=O)c(C3CC3)cc12)=O TZZWARZLMNKSPW-UHFFFAOYSA-N 0.000 description 1
- GEMDCDAMBJAFGG-UHFFFAOYSA-N CNC(c1c(-c(cc2)ccc2F)[o]c2cc(N(CCOCCOCCCc(cc3)ccc3C(O)=O)S(C)(=O)=O)c(C3CC3)cc12)=O Chemical compound CNC(c1c(-c(cc2)ccc2F)[o]c2cc(N(CCOCCOCCCc(cc3)ccc3C(O)=O)S(C)(=O)=O)c(C3CC3)cc12)=O GEMDCDAMBJAFGG-UHFFFAOYSA-N 0.000 description 1
- PUNNRNFHUIOTKB-LAKKEJQSSA-N CNC(c1c(-c(cc2)ccc2F)[o]c2cc(N(CCOCCOCCOCCOCCOCc(cc3)ccc3C(/C=C(/C(O)=O)\O)=O)S(C)(=O)=O)c(C3CC3)cc12)=O Chemical compound CNC(c1c(-c(cc2)ccc2F)[o]c2cc(N(CCOCCOCCOCCOCCOCc(cc3)ccc3C(/C=C(/C(O)=O)\O)=O)S(C)(=O)=O)c(C3CC3)cc12)=O PUNNRNFHUIOTKB-LAKKEJQSSA-N 0.000 description 1
- ILYHDHVQCDPRQN-UHFFFAOYSA-N CNC(c1c(-c(cc2)ccc2F)[o]c2cc(N(CCOCCOCCOc(cc3)ccc3C(O)=O)S(C)(=O)=O)c(C3CC3)cc12)=O Chemical compound CNC(c1c(-c(cc2)ccc2F)[o]c2cc(N(CCOCCOCCOc(cc3)ccc3C(O)=O)S(C)(=O)=O)c(C3CC3)cc12)=O ILYHDHVQCDPRQN-UHFFFAOYSA-N 0.000 description 1
- KYMFTTDWSINCDX-UHFFFAOYSA-N CNC(c1c(-c(cc2)ccc2F)[o]c2cc(N(CCOCCOCCOc3cc(C(O)=O)ccc3)S(C)(=O)=O)c(C3CC3)cc12)=O Chemical compound CNC(c1c(-c(cc2)ccc2F)[o]c2cc(N(CCOCCOCCOc3cc(C(O)=O)ccc3)S(C)(=O)=O)c(C3CC3)cc12)=O KYMFTTDWSINCDX-UHFFFAOYSA-N 0.000 description 1
- QUJAFKZTCKHOIO-UHFFFAOYSA-N CNC(c1c(-c(cc2)ccc2F)[o]c2cc(N(OC)S(C)(=O)=O)c(C3CC3)cc12)=O Chemical compound CNC(c1c(-c(cc2)ccc2F)[o]c2cc(N(OC)S(C)(=O)=O)c(C3CC3)cc12)=O QUJAFKZTCKHOIO-UHFFFAOYSA-N 0.000 description 1
- SXRLOMNXXCJGTR-SOFGYWHQSA-N COC(c1c(/C=C/COCCOCCOC2OCCCC2)cccc1)=O Chemical compound COC(c1c(/C=C/COCCOCCOC2OCCCC2)cccc1)=O SXRLOMNXXCJGTR-SOFGYWHQSA-N 0.000 description 1
- SRPCOKBJDKDRML-UHFFFAOYSA-N COC(c1c(CCCOCCOCCOC2OCCCC2)cccc1)=O Chemical compound COC(c1c(CCCOCCOCCOC2OCCCC2)cccc1)=O SRPCOKBJDKDRML-UHFFFAOYSA-N 0.000 description 1
- PATBPBGBLHHOLJ-SOFGYWHQSA-N COC(c1ccc(/C=C/OCCOCCO)cc1)=O Chemical compound COC(c1ccc(/C=C/OCCOCCO)cc1)=O PATBPBGBLHHOLJ-SOFGYWHQSA-N 0.000 description 1
- XOKBBDQHVJDXBE-LCUARMQBSA-N C[C@H]1C(N(CCCCCCCc(cc2)ccc2C(O)=O)S(C)(=O)=O)=C(C2CC2)C=C2C(C(NC)=O)=C(c(cc3)ccc3F)OC12 Chemical compound C[C@H]1C(N(CCCCCCCc(cc2)ccc2C(O)=O)S(C)(=O)=O)=C(C2CC2)C=C2C(C(NC)=O)=C(c(cc3)ccc3F)OC12 XOKBBDQHVJDXBE-LCUARMQBSA-N 0.000 description 1
- QQCLNRPRQRDMCK-UHFFFAOYSA-N Cc1ccc(C(OC)=O)c(C)c1 Chemical compound Cc1ccc(C(OC)=O)c(C)c1 QQCLNRPRQRDMCK-UHFFFAOYSA-N 0.000 description 1
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Nc1ccccc1 Chemical compound Nc1ccccc1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 1
- VANNPISTIUFMLH-UHFFFAOYSA-N O=C(CCC1)OC1=O Chemical compound O=C(CCC1)OC1=O VANNPISTIUFMLH-UHFFFAOYSA-N 0.000 description 1
- NHCIXEPZNPKEAR-UHFFFAOYSA-N OCCCCCCOC1OCCCC1 Chemical compound OCCCCCCOC1OCCCC1 NHCIXEPZNPKEAR-UHFFFAOYSA-N 0.000 description 1
- KUBUREHZQPDYHT-UHFFFAOYSA-N OCCOCCOCCOC1OCCCC1 Chemical compound OCCOCCOCCOC1OCCCC1 KUBUREHZQPDYHT-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
- C07D307/82—Benzo [b] furans; Hydrogenated benzo [b] furans with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the hetero ring
- C07D307/84—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
- A61K31/34—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having five-membered rings with one oxygen as the only ring hetero atom, e.g. isosorbide
- A61K31/343—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having five-membered rings with one oxygen as the only ring hetero atom, e.g. isosorbide condensed with a carbocyclic ring, e.g. coumaran, bufuralol, befunolol, clobenfurol, amiodarone
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
- A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
-
- 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
-
- 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
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Virology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Molecular Biology (AREA)
- Gastroenterology & Hepatology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Furan Compounds (AREA)
- Saccharide Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Medicinal Preparation (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
- Pyrrole Compounds (AREA)
- Steroid Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201562136857P | 2015-03-23 | 2015-03-23 | |
| US62/136,857 | 2015-03-23 | ||
| PCT/US2016/023664 WO2016154241A1 (en) | 2015-03-23 | 2016-03-23 | Inhibitors of hepatitis c virus polymerase |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2018512453A JP2018512453A (ja) | 2018-05-17 |
| JP2018512453A5 JP2018512453A5 (cg-RX-API-DMAC10.html) | 2019-05-09 |
| JP6741747B2 true JP6741747B2 (ja) | 2020-08-19 |
Family
ID=55759915
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2018501147A Active JP6741747B2 (ja) | 2015-03-23 | 2016-03-23 | C型肝炎ウイルスポリメラーゼの阻害剤 |
Country Status (18)
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI731854B (zh) * | 2015-03-23 | 2021-07-01 | 美商共結晶製藥公司 | C型肝炎病毒聚合酶之抑制劑 |
| CN112203652A (zh) * | 2018-05-09 | 2021-01-08 | 共晶制药公司 | 用于治疗hcv的组合疗法 |
| CN112745216A (zh) * | 2019-10-30 | 2021-05-04 | 常州锐博生物科技有限公司 | 一种4-溴甲基苯甲酸甲酯及其衍生物的制备方法 |
| US12274700B1 (en) | 2020-10-30 | 2025-04-15 | Accencio LLC | Methods of treating symptoms of coronavirus infection with RNA polymerase inhibitors |
| CN114181187A (zh) * | 2021-11-24 | 2022-03-15 | 上海应用技术大学 | 一种4-甲磺酰胺基丁酰胺化合物的制备方法 |
| CN116283512B (zh) * | 2023-02-24 | 2025-04-25 | 博诺康源(北京)药业科技有限公司 | 一种合成维兰特罗及其盐的方法 |
| IL328032A (en) * | 2023-11-21 | 2026-06-01 | Biohaven Therapeutics Ltd | Trpm3-modulating benzofuran derivatives |
| CN119350612B (zh) * | 2024-12-24 | 2025-10-24 | 浙江爱索拓标记医药科技有限公司 | 一种放射性同位素碳-14标记聚乙二醇单甲醚的合成方法 |
Family Cites Families (30)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR19980703048A (ko) | 1995-03-20 | 1998-09-05 | 피터쥐.스트링거 | 5-치환-3-(1,2,3,6-테트라히드로피리딘-4-일)- 및 3-(피페리딘-4-일)-1h-인돌: 신규한 5-ht1f 아고니스트 |
| US6350458B1 (en) | 1998-02-10 | 2002-02-26 | Generex Pharmaceuticals Incorporated | Mixed micellar drug deliver system and method of preparation |
| EP1395571A1 (en) | 2001-06-11 | 2004-03-10 | Shire Biochem Inc. | Compounds and methods for the treatment or prevention of flavivirus infections |
| EP2363396A1 (en) | 2001-06-11 | 2011-09-07 | Virochem Pharma Inc. | Thiophene derivatives as antiviral agents for flavivirus infection |
| US6936629B2 (en) | 2001-12-21 | 2005-08-30 | Virochem Pharma Inc. | Compounds and methods for the treatment or prevention of flavivirus infections |
| US7265152B2 (en) * | 2002-11-01 | 2007-09-04 | Viropharma Incorporated | Benzofuran compounds, compositions and methods for treatment and prophylaxis of hepatitis C viral infections and associated diseases |
| ATE466856T1 (de) | 2002-12-10 | 2010-05-15 | Virochem Pharma Inc | Verbindungen und methoden zum behandeln oder vorbeugen von flavivirus infektionen |
| AU2003291886A1 (en) | 2002-12-10 | 2004-06-30 | Virochem Pharma Inc. | Thiophenederivatives for the treatment of flavivirus infections |
| DE60332482D1 (de) | 2002-12-10 | 2010-06-17 | Virochem Pharma Inc | Verbindungen und methoden zum behandeln oder vorbeugen von flavivirus infektionen |
| WO2005113548A1 (en) | 2004-05-20 | 2005-12-01 | Sugen, Inc. | Thiophene heteroaryl amines |
| DE102004061746A1 (de) | 2004-12-22 | 2006-07-06 | Bayer Healthcare Ag | Alkinyl-substituierte Thiophene |
| JP5030947B2 (ja) | 2005-05-13 | 2012-09-19 | ヴァイロケム・ファーマ・インコーポレーテッド | フラビウイルス感染の治療及び予防のための化合物及び方法 |
| WO2007071434A1 (en) | 2005-12-22 | 2007-06-28 | Smithkline Beecham Corporation | Antiviral 2-carboxy-thiophene compounds |
| WO2008017688A1 (en) | 2006-08-11 | 2008-02-14 | Smithkline Beecham Corporation | 2-carboxy thiophene derivatives as anti-viral agents |
| TW200815384A (en) | 2006-08-25 | 2008-04-01 | Viropharma Inc | Combination therapy method for treating hepatitis C virus infection and pharmaceutical compositions for use therein |
| WO2008043791A2 (en) | 2006-10-13 | 2008-04-17 | Smithkline Beecham Corporation | Thiophene derivatives for treating hepatitis c |
| SG176488A1 (en) | 2006-11-15 | 2011-12-29 | Virochem Pharma Inc | Thiophene analogues for the treatment or prevention of flavivirus infections |
| ATE524465T1 (de) | 2006-11-17 | 2011-09-15 | Glaxosmithkline Llc | 2-carboxy-thiophen-derivate als viruzide |
| GB0707092D0 (en) | 2007-04-12 | 2007-05-23 | Smithkline Beecham Corp | Compounds |
| GB0712393D0 (en) | 2007-06-26 | 2007-08-01 | Smithkline Beecham Corp | Compounds |
| GB0718435D0 (en) * | 2007-09-21 | 2007-10-31 | Northern Health And Social Car | Wpund care formulation |
| ATE539070T1 (de) | 2008-02-14 | 2012-01-15 | Hoffmann La Roche | Heterozyklische antivirale verbindungen |
| WO2009137500A1 (en) * | 2008-05-05 | 2009-11-12 | Wyeth | 6-substituted benzofuran compounds to treat infection with hepatitis c virus |
| TW201136919A (en) * | 2010-03-02 | 2011-11-01 | Merck Sharp & Amp Dohme Corp | Inhibitors of hepatitis C virus NS5B polymerase |
| WO2011106929A1 (en) | 2010-03-02 | 2011-09-09 | Merck Sharp & Dohme Corp. | Inhibitors of hepatitis c virus ns5b polymerase |
| AR082453A1 (es) * | 2010-04-21 | 2012-12-12 | Novartis Ag | Compuestos de furopiridina, composiciones farmaceuticas que los contienen y usos de los mismos |
| AU2011329485A1 (en) * | 2010-11-18 | 2013-04-18 | Glaxo Group Limited | Compounds |
| US8771665B2 (en) | 2010-12-17 | 2014-07-08 | Cocrystal Discovery, Inc. | Inhibitors of hepatitis C virus polymerase |
| WO2014055142A1 (en) | 2012-06-20 | 2014-04-10 | Cocrystal Discovery, Inc. | Inhibitors of hepatitis c virus polymerase |
| TWI731854B (zh) * | 2015-03-23 | 2021-07-01 | 美商共結晶製藥公司 | C型肝炎病毒聚合酶之抑制劑 |
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| US20200255393A1 (en) | 2020-08-13 |
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| JP2018512453A (ja) | 2018-05-17 |
| CA2979555A1 (en) | 2016-09-29 |
| HK1249514A1 (en) | 2018-11-02 |
| CA2979555C (en) | 2023-12-19 |
| SG11201707527YA (en) | 2017-10-30 |
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| IL254243B (en) | 2020-10-29 |
| HK1243703A1 (zh) | 2018-07-20 |
| AU2016235246B2 (en) | 2020-12-10 |
| MX379015B (es) | 2025-03-10 |
| CN107567442A (zh) | 2018-01-09 |
| EP3274340B1 (en) | 2019-07-17 |
| NZ735093A (en) | 2022-09-30 |
| US10464914B2 (en) | 2019-11-05 |
| AU2016235246A1 (en) | 2017-09-21 |
| US20180050998A1 (en) | 2018-02-22 |
| US10947210B2 (en) | 2021-03-16 |
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| BR112017020168A2 (pt) | 2018-06-05 |
| MX2017012238A (es) | 2018-02-15 |
| EA201792094A1 (ru) | 2018-03-30 |
| PH12017501687A1 (en) | 2018-03-19 |
| DK3274340T3 (da) | 2019-10-07 |
| KR20170137113A (ko) | 2017-12-12 |
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