JP2013517291A5 - - Google Patents
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- Publication number
- JP2013517291A5 JP2013517291A5 JP2012549122A JP2012549122A JP2013517291A5 JP 2013517291 A5 JP2013517291 A5 JP 2013517291A5 JP 2012549122 A JP2012549122 A JP 2012549122A JP 2012549122 A JP2012549122 A JP 2012549122A JP 2013517291 A5 JP2013517291 A5 JP 2013517291A5
- Authority
- JP
- Japan
- Prior art keywords
- optionally substituted
- substituted
- compound according
- alkyl
- membered
- 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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- -1 cycloalkyl ethylene Chemical group 0.000 claims description 45
- 150000001875 compounds Chemical class 0.000 claims description 42
- 125000000217 alkyl group Chemical group 0.000 claims description 41
- 125000000623 heterocyclic group Chemical group 0.000 claims description 32
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 30
- 125000003118 aryl group Chemical group 0.000 claims description 30
- 239000003112 inhibitor Substances 0.000 claims description 26
- 125000003342 alkenyl group Chemical group 0.000 claims description 23
- 125000006652 (C3-C12) cycloalkyl group Chemical group 0.000 claims description 18
- 125000000304 alkynyl group Chemical group 0.000 claims description 18
- 150000002148 esters Chemical class 0.000 claims description 15
- 150000003839 salts Chemical class 0.000 claims description 15
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 13
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims description 13
- 125000004104 aryloxy group Chemical group 0.000 claims description 12
- 125000003545 alkoxy group Chemical group 0.000 claims description 10
- 239000003814 drug Substances 0.000 claims description 10
- 239000000203 mixture Substances 0.000 claims description 10
- 125000000882 C2-C6 alkenyl 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
- 230000009385 viral infection Effects 0.000 claims description 8
- 208000036142 Viral infection Diseases 0.000 claims description 7
- 125000005133 alkynyloxy group Chemical group 0.000 claims description 7
- 125000004429 atom Chemical group 0.000 claims description 7
- 229910052736 halogen Inorganic materials 0.000 claims description 7
- 150000002367 halogens Chemical class 0.000 claims description 7
- 125000005844 heterocyclyloxy group Chemical group 0.000 claims description 7
- 239000008194 pharmaceutical composition Substances 0.000 claims description 6
- KJTLQQUUPVSXIM-ZCFIWIBFSA-M (R)-mevalonate Chemical compound OCC[C@](O)(C)CC([O-])=O KJTLQQUUPVSXIM-ZCFIWIBFSA-M 0.000 claims description 4
- 229940123073 Angiotensin antagonist Drugs 0.000 claims description 4
- 101001023866 Arabidopsis thaliana Mannosyl-oligosaccharide glucosidase GCS1 Proteins 0.000 claims description 4
- KJTLQQUUPVSXIM-UHFFFAOYSA-N DL-mevalonic acid Natural products OCCC(O)(C)CC(O)=O KJTLQQUUPVSXIM-UHFFFAOYSA-N 0.000 claims description 4
- 241000710781 Flaviviridae Species 0.000 claims description 4
- FWKQNCXZGNBPFD-UHFFFAOYSA-N Guaiazulene Chemical compound CC(C)C1=CC=C(C)C2=CC=C(C)C2=C1 FWKQNCXZGNBPFD-UHFFFAOYSA-N 0.000 claims description 4
- 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
- 101800001014 Non-structural protein 5A 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
- 241000700605 Viruses Species 0.000 claims description 4
- 239000002333 angiotensin II receptor antagonist Substances 0.000 claims description 4
- 239000005557 antagonist Substances 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 4
- 239000000134 cyclophilin inhibitor Substances 0.000 claims description 4
- 229940079593 drug Drugs 0.000 claims description 4
- 239000003623 enhancer Substances 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
- 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
- 229940044616 toll-like receptor 7 agonist Drugs 0.000 claims description 4
- 241000711549 Hepacivirus C Species 0.000 claims description 3
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 3
- 125000004400 (C1-C12) alkyl group Chemical group 0.000 claims description 2
- 241000710780 Bovine viral diarrhea virus 1 Species 0.000 claims description 2
- 241000725619 Dengue virus Species 0.000 claims description 2
- 239000005977 Ethylene Substances 0.000 claims description 2
- 241000710842 Japanese encephalitis virus Species 0.000 claims description 2
- 241000710912 Kunjin virus Species 0.000 claims description 2
- 241000725177 Omsk hemorrhagic fever virus Species 0.000 claims description 2
- 241000710888 St. Louis encephalitis virus Species 0.000 claims description 2
- 241000710771 Tick-borne encephalitis virus Species 0.000 claims description 2
- 241000710886 West Nile virus Species 0.000 claims description 2
- 241000710772 Yellow fever virus Species 0.000 claims description 2
- 241000907316 Zika virus Species 0.000 claims description 2
- 125000002393 azetidinyl group Chemical group 0.000 claims description 2
- 125000000000 cycloalkoxy group Chemical group 0.000 claims description 2
- 239000003937 drug carrier Substances 0.000 claims description 2
- 206010014599 encephalitis Diseases 0.000 claims description 2
- 125000005842 heteroatom Chemical group 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 2
- 125000003386 piperidinyl group Chemical group 0.000 claims description 2
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims description 2
- 229910052717 sulfur Inorganic materials 0.000 claims description 2
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 claims description 2
- 125000003507 tetrahydrothiofenyl group Chemical group 0.000 claims description 2
- 229940051021 yellow-fever virus Drugs 0.000 claims description 2
- 230000003510 anti-fibrotic effect Effects 0.000 claims 2
- 125000003320 C2-C6 alkenyloxy group Chemical group 0.000 claims 1
- 125000002541 furyl group Chemical group 0.000 claims 1
- 238000002560 therapeutic procedure Methods 0.000 claims 1
- 125000001072 heteroaryl group Chemical group 0.000 description 26
- 125000004446 heteroarylalkyl group Chemical group 0.000 description 14
- 229910052799 carbon Inorganic materials 0.000 description 7
- 125000005553 heteroaryloxy group Chemical group 0.000 description 6
- 125000003302 alkenyloxy group Chemical group 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 206010016654 Fibrosis Diseases 0.000 description 2
- 230000004761 fibrosis Effects 0.000 description 2
- 125000004641 (C1-C12) haloalkyl group Chemical group 0.000 description 1
- 241000700721 Hepatitis B virus Species 0.000 description 1
- 241000124008 Mammalia Species 0.000 description 1
- 125000001188 haloalkyl group Chemical group 0.000 description 1
- 125000004415 heterocyclylalkyl group Chemical group 0.000 description 1
- 125000002883 imidazolyl group Chemical group 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 125000003373 pyrazinyl group Chemical group 0.000 description 1
- 125000002098 pyridazinyl group Chemical group 0.000 description 1
- 125000004076 pyridyl group Chemical group 0.000 description 1
- 125000000714 pyrimidinyl group Chemical group 0.000 description 1
- 125000005493 quinolyl group Chemical group 0.000 description 1
- 125000000335 thiazolyl group Chemical group 0.000 description 1
- 125000001544 thienyl group Chemical group 0.000 description 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US29557610P | 2010-01-15 | 2010-01-15 | |
| US61/295,576 | 2010-01-15 | ||
| US35348110P | 2010-06-10 | 2010-06-10 | |
| US61/353,481 | 2010-06-10 | ||
| PCT/US2011/021335 WO2011088345A1 (en) | 2010-01-15 | 2011-01-14 | Inhibitors of flaviviridae viruses |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2015215450A Division JP2016041732A (ja) | 2010-01-15 | 2015-11-02 | フラビウイルス科ウイルスのインヒビター |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2013517291A JP2013517291A (ja) | 2013-05-16 |
| JP2013517291A5 true JP2013517291A5 (enExample) | 2014-02-13 |
| JP5868872B2 JP5868872B2 (ja) | 2016-02-24 |
Family
ID=43538203
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012549122A Active JP5868872B2 (ja) | 2010-01-15 | 2011-01-14 | フラビウイルス科ウイルスのインヒビター |
| JP2015215450A Withdrawn JP2016041732A (ja) | 2010-01-15 | 2015-11-02 | フラビウイルス科ウイルスのインヒビター |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2015215450A Withdrawn JP2016041732A (ja) | 2010-01-15 | 2015-11-02 | フラビウイルス科ウイルスのインヒビター |
Country Status (27)
| Country | Link |
|---|---|
| US (2) | US8513298B2 (enExample) |
| EP (2) | EP2523950B1 (enExample) |
| JP (2) | JP5868872B2 (enExample) |
| KR (1) | KR101727776B1 (enExample) |
| CN (1) | CN102712633B (enExample) |
| AP (1) | AP3576A (enExample) |
| AR (1) | AR080001A1 (enExample) |
| AU (1) | AU2011205744B2 (enExample) |
| BR (1) | BR112012017382A2 (enExample) |
| CA (1) | CA2785567C (enExample) |
| CL (1) | CL2012001960A1 (enExample) |
| CR (1) | CR20120417A (enExample) |
| EA (1) | EA021196B1 (enExample) |
| EC (1) | ECSP12012104A (enExample) |
| ES (1) | ES2626150T3 (enExample) |
| IL (1) | IL220545B (enExample) |
| MX (1) | MX2012008211A (enExample) |
| NZ (1) | NZ600817A (enExample) |
| PE (1) | PE20130281A1 (enExample) |
| PL (1) | PL2523950T3 (enExample) |
| PT (1) | PT2523950T (enExample) |
| SG (2) | SG182475A1 (enExample) |
| SI (1) | SI2523950T1 (enExample) |
| TW (1) | TWI491609B (enExample) |
| UY (1) | UY33183A (enExample) |
| WO (1) | WO2011088345A1 (enExample) |
| ZA (1) | ZA201205248B (enExample) |
Families Citing this family (29)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TW201116525A (en) * | 2009-07-21 | 2011-05-16 | Gilead Sciences Inc | Inhibitors of flaviviridae viruses |
| KR20120081123A (ko) | 2009-09-09 | 2012-07-18 | 길리애드 사이언시즈, 인코포레이티드 | 플라비비리대 바이러스의 억제제 |
| KR20120123678A (ko) | 2010-01-15 | 2012-11-09 | 길리애드 사이언시즈, 인코포레이티드 | 플라비비리다에 바이러스의 억제제 |
| PE20130281A1 (es) | 2010-01-15 | 2013-03-08 | Gilead Sciences Inc | Derivados de acido 5-alquinil-3-amida-2-tiofeno-carboxilico como inhibidores del virus flaviviridae |
| AU2011349844B2 (en) | 2010-12-20 | 2017-06-01 | Gilead Sciences, Inc. | Combinations for treating HCV |
| DE102011003295A1 (de) * | 2011-01-28 | 2012-08-02 | Kiekert Ag | Kraftfahrzeugschloss |
| EP2734515B1 (en) | 2011-07-13 | 2015-11-04 | Gilead Sciences, Inc. | Thiophen-2-carboxylic acid derivatives useful as inhibitors of flaviviridae viruses |
| SI2709613T2 (sl) | 2011-09-16 | 2020-12-31 | Gilead Pharmasset LLC c/o Gilead Sciences, Inc. | Postopki za zdravljenje HCV |
| CN103087052A (zh) * | 2011-10-31 | 2013-05-08 | 上海壹志医药科技有限公司 | 噻吩衍生物及其药物用途 |
| WO2013185103A1 (en) | 2012-06-08 | 2013-12-12 | Gilead Sciences, Inc. | Macrocyclic inhibitors of flaviviridae viruses |
| WO2013185090A1 (en) | 2012-06-08 | 2013-12-12 | Gilead Sciences, Inc. | Macrocyclic inhibitors of flaviviridae viruses |
| AR091279A1 (es) | 2012-06-08 | 2015-01-21 | Gilead Sciences Inc | Inhibidores macrociclicos de virus flaviviridae |
| US8927741B2 (en) | 2012-08-17 | 2015-01-06 | Gilead Sciences, Inc. | Synthesis of an antiviral compound |
| US8841340B2 (en) * | 2012-08-17 | 2014-09-23 | Gilead Sciences, Inc. | Solid forms of an antiviral compound |
| US8759544B2 (en) * | 2012-08-17 | 2014-06-24 | Gilead Sciences, Inc. | Synthesis of an antiviral compound |
| NZ729172A (en) | 2013-01-31 | 2018-06-29 | Gilead Pharmasset Llc | Combination formulation of two antiviral compounds |
| WO2016065248A1 (en) | 2014-10-23 | 2016-04-28 | Complete Genomics, Inc. | Signal confinement sequencing (scs) and nucleotide analogues for signal confinement sequencing |
| IL296496B2 (en) | 2014-12-26 | 2024-10-01 | Univ Emory | N4-hydroxycytidine and derivatives and anti-viral uses related thereto |
| BR112018072298A2 (pt) | 2016-05-02 | 2019-02-12 | Florida State University Research Foundation, Inc. | tratamento de infecções pelo vírus da zika usando inibidores da alfa-glicosidase |
| 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 |
| EP3455219A4 (en) | 2016-05-10 | 2019-12-18 | C4 Therapeutics, Inc. | AMINE-RELATED C3-GLUTARIMIDE DEGRONIMERS FOR TARGET PROTEIN REDUCTION |
| EP4483875A3 (en) | 2016-05-10 | 2025-04-02 | C4 Therapeutics, Inc. | Spirocyclic degronimers for target protein degradation |
| CN109641874A (zh) | 2016-05-10 | 2019-04-16 | C4医药公司 | 用于靶蛋白降解的c3-碳连接的戊二酰亚胺降解决定子体 |
| HRP20220479T1 (hr) | 2016-06-01 | 2022-05-27 | Athira Pharma, Inc. | Spojevi |
| EP3641762B1 (en) | 2017-06-20 | 2026-02-18 | C4 Therapeutics, Inc. | N/o-linked degrons and degronimers for protein degradation |
| KR102626210B1 (ko) | 2017-12-07 | 2024-01-18 | 에모리 유니버시티 | N4-하이드록시사이티딘 및 유도체 및 이와 관련된 항-바이러스 용도 |
| CN108096562B (zh) * | 2017-12-25 | 2021-05-11 | 武汉百药联科科技有限公司 | 20s蛋白酶体抑制剂在制备治疗日本乙型脑炎病毒感染的药物中的用途 |
| WO2022013684A1 (en) | 2020-07-11 | 2022-01-20 | Pfizer Inc. | Antiviral heteroaryl ketone derivatives |
| US11351149B2 (en) | 2020-09-03 | 2022-06-07 | Pfizer Inc. | Nitrile-containing antiviral compounds |
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| KR20120081123A (ko) * | 2009-09-09 | 2012-07-18 | 길리애드 사이언시즈, 인코포레이티드 | 플라비비리대 바이러스의 억제제 |
| JP2013512247A (ja) | 2009-11-25 | 2013-04-11 | 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症の治療または予防のための５−アルキニル−チオフェン−２−カルボン酸誘導体およびそれらの使用 |
| PE20130281A1 (es) * | 2010-01-15 | 2013-03-08 | Gilead Sciences Inc | Derivados de acido 5-alquinil-3-amida-2-tiofeno-carboxilico como inhibidores del virus flaviviridae |
| KR20120123678A (ko) * | 2010-01-15 | 2012-11-09 | 길리애드 사이언시즈, 인코포레이티드 | 플라비비리다에 바이러스의 억제제 |
| EP2585447A2 (en) | 2010-06-28 | 2013-05-01 | Vertex Pharmaceuticals Incorporated | Compounds and methods for the treatment or prevention of flavivirus infections |
| EP2734515B1 (en) | 2011-07-13 | 2015-11-04 | Gilead Sciences, Inc. | Thiophen-2-carboxylic acid derivatives useful as inhibitors of flaviviridae viruses |
-
2011
- 2011-01-14 PE PE2012000999A patent/PE20130281A1/es not_active Application Discontinuation
- 2011-01-14 NZ NZ600817A patent/NZ600817A/en not_active IP Right Cessation
- 2011-01-14 JP JP2012549122A patent/JP5868872B2/ja active Active
- 2011-01-14 SG SG2012051181A patent/SG182475A1/en unknown
- 2011-01-14 CN CN201180005975.8A patent/CN102712633B/zh active Active
- 2011-01-14 EP EP11700988.6A patent/EP2523950B1/en active Active
- 2011-01-14 WO PCT/US2011/021335 patent/WO2011088345A1/en not_active Ceased
- 2011-01-14 KR KR1020127021314A patent/KR101727776B1/ko active Active
- 2011-01-14 PT PT117009886T patent/PT2523950T/pt unknown
- 2011-01-14 PL PL11700988T patent/PL2523950T3/pl unknown
- 2011-01-14 US US13/007,150 patent/US8513298B2/en active Active
- 2011-01-14 AP AP2012006414A patent/AP3576A/xx active
- 2011-01-14 EA EA201290576A patent/EA021196B1/ru not_active IP Right Cessation
- 2011-01-14 CA CA2785567A patent/CA2785567C/en active Active
- 2011-01-14 UY UY0001033183A patent/UY33183A/es not_active Application Discontinuation
- 2011-01-14 AR ARP110100126A patent/AR080001A1/es unknown
- 2011-01-14 SG SG10201500298PA patent/SG10201500298PA/en unknown
- 2011-01-14 TW TW100101437A patent/TWI491609B/zh active
- 2011-01-14 MX MX2012008211A patent/MX2012008211A/es active IP Right Grant
- 2011-01-14 ES ES11700988.6T patent/ES2626150T3/es active Active
- 2011-01-14 SI SI201131169A patent/SI2523950T1/sl unknown
- 2011-01-14 EP EP17160365.7A patent/EP3219713A1/en not_active Withdrawn
- 2011-01-14 BR BR112012017382A patent/BR112012017382A2/pt not_active Application Discontinuation
- 2011-01-14 AU AU2011205744A patent/AU2011205744B2/en active Active
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2012
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- 2012-07-13 CL CL2012001960A patent/CL2012001960A1/es unknown
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- 2012-08-13 EC ECSP12012104 patent/ECSP12012104A/es unknown
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2013
- 2013-07-11 US US13/939,695 patent/US9321753B2/en active Active
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2015
- 2015-11-02 JP JP2015215450A patent/JP2016041732A/ja not_active Withdrawn