JP2014503516A5 - - Google Patents
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- JP2014503516A5 JP2014503516A5 JP2013543356A JP2013543356A JP2014503516A5 JP 2014503516 A5 JP2014503516 A5 JP 2014503516A5 JP 2013543356 A JP2013543356 A JP 2013543356A JP 2013543356 A JP2013543356 A JP 2013543356A JP 2014503516 A5 JP2014503516 A5 JP 2014503516A5
- Authority
- JP
- Japan
- Prior art keywords
- optionally substituted
- alkyl
- aryl
- nhc
- cycloalkyl
- 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.)
- Granted
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- 150000001875 compounds Chemical class 0.000 claims description 39
- 125000000217 alkyl group Chemical group 0.000 claims description 24
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 22
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims description 21
- 125000002947 alkylene group Chemical group 0.000 claims description 20
- 125000000623 heterocyclic group Chemical group 0.000 claims description 19
- 125000003107 substituted aryl group Chemical group 0.000 claims description 18
- 239000003112 inhibitor Substances 0.000 claims description 16
- 150000003839 salts Chemical class 0.000 claims description 14
- 125000004450 alkenylene group Chemical group 0.000 claims description 13
- 125000005346 substituted cycloalkyl group Chemical group 0.000 claims description 13
- 125000004648 C2-C8 alkenyl group Chemical group 0.000 claims description 12
- 125000004399 C1-C4 alkenyl group Chemical group 0.000 claims description 11
- 125000000304 alkynyl group Chemical group 0.000 claims description 11
- 125000003118 aryl group Chemical group 0.000 claims description 10
- 125000006557 (C2-C5) alkylene group Chemical group 0.000 claims description 8
- 125000004649 C2-C8 alkynyl group Chemical group 0.000 claims description 8
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 8
- 108700008776 hepatitis C virus NS-5 Proteins 0.000 claims description 8
- 239000002777 nucleoside Substances 0.000 claims description 8
- 150000003833 nucleoside derivatives Chemical class 0.000 claims description 8
- 239000008194 pharmaceutical composition Substances 0.000 claims description 8
- 125000001424 substituent group Chemical group 0.000 claims description 8
- 125000006650 (C2-C4) alkynyl group Chemical group 0.000 claims description 7
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 7
- 229910052760 oxygen Inorganic materials 0.000 claims description 7
- 125000004419 alkynylene group Chemical group 0.000 claims description 5
- 125000000732 arylene group Chemical group 0.000 claims description 5
- 229910052799 carbon Inorganic materials 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 5
- 229910052717 sulfur Inorganic materials 0.000 claims description 5
- 229940124771 HCV-NS3 protease inhibitor Drugs 0.000 claims description 4
- 102000014150 Interferons Human genes 0.000 claims description 4
- 108010050904 Interferons Proteins 0.000 claims description 4
- IWUCXVSUMQZMFG-AFCXAGJDSA-N Ribavirin Chemical compound 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 description 4
- 229940124615 TLR 7 agonist Drugs 0.000 claims description 4
- 239000003814 drug Substances 0.000 claims description 4
- 229910052736 halogen Inorganic materials 0.000 claims description 4
- 150000002367 halogens Chemical class 0.000 claims description 4
- 229940079322 interferon Drugs 0.000 claims description 4
- 239000002773 nucleotide Substances 0.000 claims description 4
- 125000003729 nucleotide group Chemical group 0.000 claims description 4
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims description 4
- 229960000329 ribavirin Drugs 0.000 claims description 4
- 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 description 4
- 229940124597 therapeutic agent Drugs 0.000 claims description 4
- 230000009385 viral infection Effects 0.000 claims description 4
- 125000003342 alkenyl group Chemical group 0.000 claims description 3
- 125000005549 heteroarylene group Chemical group 0.000 claims description 3
- -1 substituted Chemical class 0.000 claims description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 2
- 241000711549 Hepacivirus C Species 0.000 claims description 2
- 208000036142 Viral infection Diseases 0.000 claims description 2
- 239000003937 drug carrier Substances 0.000 claims description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 2
- 125000005551 pyridylene group Chemical group 0.000 claims description 2
- 125000001475 halogen functional group Chemical group 0.000 claims 4
- 208000004576 Flaviviridae Infections Diseases 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 description 4
- 241000710781 Flaviviridae Species 0.000 description 2
- 125000005724 cycloalkenylene group Chemical group 0.000 description 2
- XAHPWAQGQWVKGX-MGBMXIFSSA-N CC(C)C(C(N[C@@H](Cc1cccc(O)c1)C(N(CCC1)N[C@@H]1C(OCc1cc(/C=C/CC[C@H]([C@H]2C)OC)c[s]1)=O)=O)=O)NC2=O Chemical compound CC(C)C(C(N[C@@H](Cc1cccc(O)c1)C(N(CCC1)N[C@@H]1C(OCc1cc(/C=C/CC[C@H]([C@H]2C)OC)c[s]1)=O)=O)=O)NC2=O XAHPWAQGQWVKGX-MGBMXIFSSA-N 0.000 description 1
- YTSTXQUADYXTMD-QJOREFBCSA-N CC(C)[C@@H](C(N[C@@H](Cc1cccc(O)c1)C(N(CCC1)NC1C(O[C@H](C)c1cc(/C=C/CC[C@H](C2)OC)ccc1)=O)=O)=O)NC2=O Chemical compound CC(C)[C@@H](C(N[C@@H](Cc1cccc(O)c1)C(N(CCC1)NC1C(O[C@H](C)c1cc(/C=C/CC[C@H](C2)OC)ccc1)=O)=O)=O)NC2=O YTSTXQUADYXTMD-QJOREFBCSA-N 0.000 description 1
- XIZJVYLKZRFALP-URIPJOPDSA-N CC(C)[C@@H](C(N[C@@H](Cc1cccc(O)c1)C(N(CCC1)N[C@@H]1C(NCc1cc(CC[C@@H]([C@H](C)C(C)[C@H]2C)OC)ccc1)=O)=O)=O)NC2=O Chemical compound CC(C)[C@@H](C(N[C@@H](Cc1cccc(O)c1)C(N(CCC1)N[C@@H]1C(NCc1cc(CC[C@@H]([C@H](C)C(C)[C@H]2C)OC)ccc1)=O)=O)=O)NC2=O XIZJVYLKZRFALP-URIPJOPDSA-N 0.000 description 1
- AUWZUEKUKUVCMS-RNGFSWOKSA-N CC(C)[C@@H](C(N[C@@H](Cc1cccc(O)c1)C(N(CCC1)N[C@@H]1C(OCCCC/C=C/CC[C@H]([C@H]1C)OC)=O)=O)=O)NC1=O Chemical compound CC(C)[C@@H](C(N[C@@H](Cc1cccc(O)c1)C(N(CCC1)N[C@@H]1C(OCCCC/C=C/CC[C@H]([C@H]1C)OC)=O)=O)=O)NC1=O AUWZUEKUKUVCMS-RNGFSWOKSA-N 0.000 description 1
- WPBKXFHONNKPJX-FKVNTWOLSA-N CCOC(CC/C=C/c1cccc(COC(C(CCC2)NN2C(C(Cc2cccc(O)c2)NC([C@H](C(C)C)N2)=O)=O)=O)c1)[C@@H](C)C2=O Chemical compound CCOC(CC/C=C/c1cccc(COC(C(CCC2)NN2C(C(Cc2cccc(O)c2)NC([C@H](C(C)C)N2)=O)=O)=O)c1)[C@@H](C)C2=O WPBKXFHONNKPJX-FKVNTWOLSA-N 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 125000005717 substituted cycloalkylene group Chemical group 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 125000005556 thienylene group Chemical group 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US42207110P | 2010-12-10 | 2010-12-10 | |
| US61/422,071 | 2010-12-10 | ||
| PCT/US2011/064009 WO2012078915A1 (en) | 2010-12-10 | 2011-12-08 | Macrocyclic inhibitors of flaviviridae viruses |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2014503516A JP2014503516A (ja) | 2014-02-13 |
| JP2014503516A5 true JP2014503516A5 (enExample) | 2015-01-29 |
| JP5847193B2 JP5847193B2 (ja) | 2016-01-20 |
Family
ID=45464097
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013543356A Expired - Fee Related JP5847193B2 (ja) | 2010-12-10 | 2011-12-08 | フラビウイルス科ウイルスの大環状インヒビター |
Country Status (21)
| Country | Link |
|---|---|
| US (2) | US8513184B2 (enExample) |
| EP (1) | EP2649076B1 (enExample) |
| JP (1) | JP5847193B2 (enExample) |
| KR (1) | KR20140031841A (enExample) |
| CN (1) | CN103403009B (enExample) |
| AR (1) | AR084217A1 (enExample) |
| AU (1) | AU2011338262B2 (enExample) |
| BR (1) | BR112013014063A2 (enExample) |
| CA (1) | CA2819824A1 (enExample) |
| EA (1) | EA026114B1 (enExample) |
| ES (1) | ES2536321T3 (enExample) |
| IL (1) | IL226739A (enExample) |
| MX (1) | MX2013006475A (enExample) |
| NZ (1) | NZ612159A (enExample) |
| PL (1) | PL2649076T3 (enExample) |
| PT (1) | PT2649076E (enExample) |
| PY (1) | PY1153144A (enExample) |
| SI (1) | SI2649076T1 (enExample) |
| TW (1) | TWI520966B (enExample) |
| UY (1) | UY33775A (enExample) |
| WO (1) | WO2012078915A1 (enExample) |
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|---|---|---|---|---|
| IN2014MN02652A (enExample) | 2012-06-08 | 2015-08-21 | Gilead Sciences Inc | |
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| SI2859009T1 (sl) * | 2012-06-08 | 2017-12-29 | Gilead Sciences, Inc. | Makrociklični inhibitorji flaviviridae virusov |
| CA2934537C (en) * | 2013-12-23 | 2022-08-16 | Gilead Sciences, Inc. | Synthesis of an antiviral compound |
| CN110305133A (zh) | 2014-09-16 | 2019-10-08 | 吉利德科学公司 | Toll样受体调节剂的固体形式 |
| WO2016106050A1 (en) | 2014-12-26 | 2016-06-30 | Emory University | N4-hydroxycytidine and derivatives and anti-viral uses related thereto |
| SG11201606876RA (en) | 2015-03-04 | 2016-10-28 | Gilead Sciences Inc | Toll like receptor modulator compounds |
| MA42684A (fr) | 2015-08-26 | 2018-07-04 | Gilead Sciences Inc | Modulateurs deutérés du récepteur toll |
| CN109562107A (zh) | 2016-05-10 | 2019-04-02 | C4医药公司 | 用于靶蛋白降解的杂环降解决定子体 |
| WO2017197046A1 (en) | 2016-05-10 | 2017-11-16 | C4 Therapeutics, Inc. | C3-carbon linked glutarimide degronimers for target protein degradation |
| CN109562113A (zh) | 2016-05-10 | 2019-04-02 | C4医药公司 | 用于靶蛋白降解的螺环降解决定子体 |
| CN121974842A (zh) | 2016-05-10 | 2026-05-05 | C4医药公司 | 用于靶蛋白降解的胺连接的c3-戊二酰亚胺降解决定子体 |
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| WO2018045150A1 (en) | 2016-09-02 | 2018-03-08 | Gilead Sciences, Inc. | 4,6-diamino-pyrido[3,2-d]pyrimidine derivaties as toll like receptor modulators |
| KR20230010826A (ko) | 2016-10-14 | 2023-01-19 | 프리시젼 바이오사이언시스 인코포레이티드 | B형 간염 바이러스 게놈 내의 인식 서열에 대해 특이적인 조작된 메가뉴클레아제 |
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| BR102018007822A2 (pt) | 2017-04-20 | 2018-11-06 | Gilead Sciences, Inc. | composto, métodos para inibir pd-1, pd-l1 e/ou interação de pd-1/pd-l1 e para tratamento de câncer, composição farmacêutica, e, kit para tratamento de ou prevenção de câncer ou uma doença ou condição |
| EP4717317A3 (en) | 2017-06-20 | 2026-06-03 | C4 Therapeutics, Inc. | N/o-linked degrons and degronimers for protein degradation |
| KR102891807B1 (ko) | 2017-08-22 | 2025-12-01 | 길리애드 사이언시즈, 인코포레이티드 | 치료 헤테로시클릭 화합물 |
| RU2020116571A (ru) | 2017-12-07 | 2021-11-22 | Эмори Юниверсити | N4-гидроксицитидин и производные и связанные с этим противовирусные применения |
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| WO2025240242A1 (en) | 2024-05-13 | 2025-11-20 | Gilead Sciences, Inc. | Combination therapies with ribavirin |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AR006514A1 (es) | 1995-07-04 | 1999-09-08 | Sandoz Ag | Un macrolido, sus usos, un proceso para producirlo, un aislado biologicamente puro capaz de producirlo, y una composicion farmaceutica quelo comprende |
| US6124453A (en) | 1995-07-04 | 2000-09-26 | Novartis Ag | Macrolides |
| RU2427372C2 (ru) * | 2005-06-17 | 2011-08-27 | Новартис Аг | Применение санглиферина для лечения вируса гепатита с |
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