JP2015523365A5 - - Google Patents
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- JP2015523365A5 JP2015523365A5 JP2015520657A JP2015520657A JP2015523365A5 JP 2015523365 A5 JP2015523365 A5 JP 2015523365A5 JP 2015520657 A JP2015520657 A JP 2015520657A JP 2015520657 A JP2015520657 A JP 2015520657A JP 2015523365 A5 JP2015523365 A5 JP 2015523365A5
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- Prior art keywords
- alkyl
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- item
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- Prior art date
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- 150000001875 compounds Chemical class 0.000 claims description 106
- 150000003839 salts Chemical class 0.000 claims description 95
- 239000000203 mixture Substances 0.000 claims description 79
- 239000003814 drug Substances 0.000 claims description 11
- 229940079593 drug Drugs 0.000 claims description 8
- 239000003937 drug carrier Substances 0.000 claims 4
- 125000000217 alkyl group Chemical group 0.000 description 241
- 125000003118 aryl group Chemical group 0.000 description 107
- 125000000623 heterocyclic group Chemical group 0.000 description 103
- 125000004452 carbocyclyl group Chemical group 0.000 description 82
- 229910052736 halogen Inorganic materials 0.000 description 54
- 150000002367 halogens Chemical class 0.000 description 54
- 125000001072 heteroaryl group Chemical group 0.000 description 52
- 125000006708 (C5-C14) heteroaryl group Chemical group 0.000 description 48
- 125000000304 alkynyl group Chemical group 0.000 description 46
- 125000003342 alkenyl group Chemical group 0.000 description 36
- 229910052799 carbon Inorganic materials 0.000 description 35
- 125000004093 cyano group Chemical group *C#N 0.000 description 34
- 125000001188 haloalkyl group Chemical group 0.000 description 33
- 125000002947 alkylene group Chemical group 0.000 description 31
- 125000002619 bicyclic group Chemical group 0.000 description 26
- 125000005843 halogen group Chemical group 0.000 description 26
- 125000003545 alkoxy group Chemical group 0.000 description 24
- 125000004043 oxo group Chemical group O=* 0.000 description 24
- 229910052760 oxygen Inorganic materials 0.000 description 23
- 125000004450 alkenylene group Chemical group 0.000 description 21
- 125000004474 heteroalkylene group Chemical group 0.000 description 21
- 125000000000 cycloalkoxy group Chemical group 0.000 description 20
- 125000006413 ring segment Chemical group 0.000 description 20
- 229910052739 hydrogen Inorganic materials 0.000 description 18
- 229910052757 nitrogen Inorganic materials 0.000 description 15
- 229910052717 sulfur Inorganic materials 0.000 description 13
- 125000005549 heteroarylene group Chemical group 0.000 description 12
- 125000005842 heteroatom Chemical group 0.000 description 12
- 125000001424 substituent group Chemical group 0.000 description 11
- 150000001721 carbon Chemical group 0.000 description 10
- 125000000732 arylene group Chemical group 0.000 description 7
- 125000001153 fluoro group Chemical group F* 0.000 description 7
- 125000004438 haloalkoxy group Chemical group 0.000 description 7
- 125000004433 nitrogen atom Chemical group N* 0.000 description 7
- -1 -OH Chemical group 0.000 description 6
- 241000255925 Diptera Species 0.000 description 6
- 208000010710 hepatitis C virus infection Diseases 0.000 description 6
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 description 5
- HKIOYBQGHSTUDB-UHFFFAOYSA-N folpet Chemical group C1=CC=C2C(=O)N(SC(Cl)(Cl)Cl)C(=O)C2=C1 HKIOYBQGHSTUDB-UHFFFAOYSA-N 0.000 description 5
- 125000004122 cyclic group Chemical group 0.000 description 4
- 239000003112 inhibitor Substances 0.000 description 4
- 241001385733 Aesculus indica Species 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- 125000004419 alkynylene group Chemical group 0.000 description 3
- 125000004429 atom Chemical group 0.000 description 3
- 230000005494 condensation Effects 0.000 description 3
- 238000009833 condensation Methods 0.000 description 3
- 239000000499 gel Substances 0.000 description 3
- 239000010437 gem Substances 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 3
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 3
- 125000004430 oxygen atom Chemical group O* 0.000 description 3
- 229920006395 saturated elastomer Polymers 0.000 description 3
- 125000004434 sulfur atom Chemical group 0.000 description 3
- 241000162682 Heterogen Species 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 125000000262 haloalkenyl group Chemical group 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 239000008194 pharmaceutical composition Substances 0.000 description 2
- 239000000546 pharmaceutical excipient Substances 0.000 description 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
- 229940124597 therapeutic agent Drugs 0.000 description 2
- 125000006587 (C5-C10) heteroarylene group Chemical group 0.000 description 1
- 101001023866 Arabidopsis thaliana Mannosyl-oligosaccharide glucosidase GCS1 Proteins 0.000 description 1
- 125000001313 C5-C10 heteroaryl group Chemical group 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 102000014150 Interferons Human genes 0.000 description 1
- 108010050904 Interferons Proteins 0.000 description 1
- 241000124008 Mammalia Species 0.000 description 1
- 229940125977 NS4B inhibitor Drugs 0.000 description 1
- 229940124158 Protease/peptidase inhibitor Drugs 0.000 description 1
- IWUCXVSUMQZMFG-AFCXAGJDSA-N Ribavirin Chemical class 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 description 1
- 101800001838 Serine protease/helicase NS3 Proteins 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 125000004980 cyclopropylene group Chemical group 0.000 description 1
- 125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 229940079322 interferon Drugs 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 238000013160 medical therapy Methods 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 1
- 239000002777 nucleoside Substances 0.000 description 1
- 150000003833 nucleoside derivatives Chemical class 0.000 description 1
- 239000000137 peptide hydrolase inhibitor Substances 0.000 description 1
- 230000000069 prophylactic effect Effects 0.000 description 1
- 125000003831 tetrazolyl group Chemical group 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201261667806P | 2012-07-03 | 2012-07-03 | |
| US61/667,806 | 2012-07-03 | ||
| US201361798524P | 2013-03-15 | 2013-03-15 | |
| US61/798,524 | 2013-03-15 | ||
| PCT/US2013/049119 WO2014008285A1 (en) | 2012-07-03 | 2013-07-02 | Inhibitors of hepatitis c virus |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2015220577A Division JP2016041743A (ja) | 2012-07-03 | 2015-11-10 | Ｃ型肝炎ウイルスの阻害剤 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2015523365A JP2015523365A (ja) | 2015-08-13 |
| JP2015523365A5 true JP2015523365A5 (https=) | 2016-01-07 |
| JP6025977B2 JP6025977B2 (ja) | 2016-11-16 |
Family
ID=48803614
Family Applications (4)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2015520657A Active JP6025977B2 (ja) | 2012-07-03 | 2013-07-02 | Ｃ型肝炎ウイルスの阻害剤 |
| JP2015220577A Withdrawn JP2016041743A (ja) | 2012-07-03 | 2015-11-10 | Ｃ型肝炎ウイルスの阻害剤 |
| JP2018111786A Withdrawn JP2018154651A (ja) | 2012-07-03 | 2018-06-12 | Ｃ型肝炎ウイルスの阻害剤 |
| JP2020085702A Pending JP2020143107A (ja) | 2012-07-03 | 2020-05-15 | Ｃ型肝炎ウイルスの阻害剤 |
Family Applications After (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2015220577A Withdrawn JP2016041743A (ja) | 2012-07-03 | 2015-11-10 | Ｃ型肝炎ウイルスの阻害剤 |
| JP2018111786A Withdrawn JP2018154651A (ja) | 2012-07-03 | 2018-06-12 | Ｃ型肝炎ウイルスの阻害剤 |
| JP2020085702A Pending JP2020143107A (ja) | 2012-07-03 | 2020-05-15 | Ｃ型肝炎ウイルスの阻害剤 |
Country Status (40)
Families Citing this family (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI568722B (zh) | 2012-06-15 | 2017-02-01 | 葛蘭馬克製藥公司 | 作爲ｍＰＧＥＳ－１抑制劑之三唑酮化合物 |
| UA119315C2 (uk) | 2012-07-03 | 2019-06-10 | Гіліад Фармассет Елелсі | Інгібітори вірусу гепатиту с |
| EA025560B1 (ru) | 2012-10-19 | 2017-01-30 | Бристол-Майерс Сквибб Компани | Ингибиторы вируса гепатита с |
| EP2914613B1 (en) | 2012-11-02 | 2017-11-22 | Bristol-Myers Squibb Company | Hepatitis c virus inhibitors |
| US9643999B2 (en) | 2012-11-02 | 2017-05-09 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| US9334279B2 (en) | 2012-11-02 | 2016-05-10 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| US9409943B2 (en) | 2012-11-05 | 2016-08-09 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| EP2950786B1 (en) | 2013-01-31 | 2019-11-27 | Gilead Pharmasset LLC | Combination formulation of two antiviral compounds |
| JP6342922B2 (ja) | 2013-03-07 | 2018-06-13 | ブリストル−マイヤーズ スクイブ カンパニーＢｒｉｓｔｏｌ−Ｍｙｅｒｓ Ｓｑｕｉｂｂ Ｃｏｍｐａｎｙ | Ｃ型肝炎ウイルス阻害剤 |
| WO2014145095A1 (en) * | 2013-03-15 | 2014-09-18 | Gilead Sciences, Inc. | Macrocyclic and bicyclic inhibitors of hepatitis c virus |
| PT3038601T (pt) | 2013-08-27 | 2020-06-30 | Gilead Pharmasset Llc | Formulação combinada de dois compostos antivirais |
| JP6568541B2 (ja) | 2013-12-23 | 2019-08-28 | ギリアド ファーマセット エルエルシー | 大環状ｈｃｖ ｎｓ３阻害トリペプチドの結晶形態 |
| AU2014370125B2 (en) * | 2013-12-23 | 2017-11-16 | Gilead Sciences, Inc. | Synthesis of a macrocyclic HCV NS3 inhibiting tripeptide |
| US10059969B1 (en) | 2014-10-03 | 2018-08-28 | Abbvie Inc. | Process for the preparation of (S)-2-amino-non-8-enoic acid |
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| CN107250097B (zh) * | 2015-02-16 | 2020-08-07 | 中央硝子株式会社 | 含氟α-酮羧酸酯类的实用制造方法 |
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| EA201892375A1 (ru) | 2016-05-27 | 2019-08-30 | Джилид Сайэнс, Инк. | Способы лечения инфекций, вызываемых вирусом гепатита b |
| JOP20170127A1 (ar) * | 2016-06-02 | 2017-12-02 | Gilead Pharmasset Llc | صيغة مشتركة مكونة من ثلاث مركبات مضادة للفيروسات |
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| CN111018795B (zh) * | 2019-12-25 | 2023-03-28 | 上海彩迩文生化科技有限公司 | 一种碱性条件下合成喹喔啉-3-酮的方法 |
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