JP2012507567A5 - - Google Patents
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- JP2012507567A5 JP2012507567A5 JP2011534828A JP2011534828A JP2012507567A5 JP 2012507567 A5 JP2012507567 A5 JP 2012507567A5 JP 2011534828 A JP2011534828 A JP 2011534828A JP 2011534828 A JP2011534828 A JP 2011534828A JP 2012507567 A5 JP2012507567 A5 JP 2012507567A5
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- Japan
- Prior art keywords
- substituted
- unsubstituted
- alkyl
- independently
- compound
- Prior art date
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- 150000001875 compounds Chemical class 0.000 claims description 143
- 125000000217 alkyl group Chemical group 0.000 claims description 63
- 125000005843 halogen group Chemical group 0.000 claims description 56
- -1 perhaloalkyl Chemical group 0.000 claims description 52
- 150000003839 salts Chemical class 0.000 claims description 40
- 229910052799 carbon Inorganic materials 0.000 claims description 39
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 39
- 125000003118 aryl group Chemical group 0.000 claims description 38
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 32
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 32
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 32
- 125000000623 heterocyclic group Chemical group 0.000 claims description 27
- 125000001072 heteroaryl group Chemical group 0.000 claims description 23
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 23
- 125000005102 carbonylalkoxy group Chemical group 0.000 claims description 22
- 125000002252 acyl group Chemical group 0.000 claims description 21
- 125000003545 alkoxy group Chemical group 0.000 claims description 20
- 125000004076 pyridyl group Chemical group 0.000 claims description 20
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 19
- 125000004423 acyloxy group Chemical group 0.000 claims description 18
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 18
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 17
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims description 15
- 125000004001 thioalkyl group Chemical group 0.000 claims description 15
- 125000000266 alpha-aminoacyl group Chemical group 0.000 claims description 14
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 14
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 14
- 125000004442 acylamino group Chemical group 0.000 claims description 13
- 125000003373 pyrazinyl group Chemical group 0.000 claims description 13
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 12
- 125000004656 alkyl sulfonylamino group Chemical group 0.000 claims description 11
- 125000003342 alkenyl group Chemical group 0.000 claims description 10
- 125000000304 alkynyl group Chemical group 0.000 claims description 10
- 125000004193 piperazinyl group Chemical group 0.000 claims description 9
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims description 9
- 125000004568 thiomorpholinyl group Chemical group 0.000 claims description 9
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 9
- 125000004104 aryloxy group Chemical group 0.000 claims description 8
- 150000003573 thiols Chemical class 0.000 claims description 8
- 125000005589 carbonylalkylenealkoxy group Chemical group 0.000 claims description 7
- 125000002541 furyl group Chemical group 0.000 claims description 7
- 125000002883 imidazolyl group Chemical group 0.000 claims description 7
- 125000000714 pyrimidinyl group Chemical group 0.000 claims description 7
- 125000000168 pyrrolyl group Chemical group 0.000 claims description 7
- NBBJYMSMWIIQGU-UHFFFAOYSA-N Propionic aldehyde Chemical compound CCC=O NBBJYMSMWIIQGU-UHFFFAOYSA-N 0.000 claims description 6
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 6
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 6
- 239000012453 solvate Substances 0.000 claims description 6
- 125000001544 thienyl group Chemical group 0.000 claims description 6
- 125000000392 cycloalkenyl group Chemical group 0.000 claims description 4
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 4
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 4
- 239000000203 mixture Substances 0.000 claims description 4
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims description 3
- 125000004493 2-methylbut-1-yl group Chemical group CC(C*)CC 0.000 claims description 3
- 125000006598 aminocarbonylamino group Chemical group 0.000 claims description 3
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 3
- 125000004482 piperidin-4-yl group Chemical group N1CCC(CC1)* 0.000 claims description 3
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 3
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 3
- 102000000543 Histamine Receptors Human genes 0.000 claims description 2
- 108010002059 Histamine Receptors Proteins 0.000 claims description 2
- 239000003937 drug carrier Substances 0.000 claims description 2
- 239000008194 pharmaceutical composition Substances 0.000 claims description 2
- 125000004648 C2-C8 alkenyl group Chemical group 0.000 claims 7
- 125000004649 C2-C8 alkynyl group Chemical group 0.000 claims 7
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 1
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- 230000003796 beauty Effects 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Substances C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 1
- 150000003222 pyridines Chemical class 0.000 claims 1
- 208000010877 cognitive disease Diseases 0.000 description 21
- 208000024891 symptom Diseases 0.000 description 19
- 208000028698 Cognitive impairment Diseases 0.000 description 18
- 208000028017 Psychotic disease Diseases 0.000 description 17
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 13
- 208000035475 disorder Diseases 0.000 description 13
- 238000000034 method Methods 0.000 description 7
- 125000001153 fluoro group Chemical group F* 0.000 description 6
- 230000007370 cognitive improvement Effects 0.000 description 4
- 239000003814 drug Substances 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 0 CC*c1c(C)cccc1 Chemical compound CC*c1c(C)cccc1 0.000 description 3
- 125000002757 morpholinyl group Chemical group 0.000 description 3
- WGCNASOHLSPBMP-UHFFFAOYSA-N Glycolaldehyde Chemical compound OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- 125000005121 aminocarbonylalkoxy group Chemical group 0.000 description 2
- 230000000561 anti-psychotic effect Effects 0.000 description 2
- 230000019771 cognition Effects 0.000 description 2
- 230000001149 cognitive effect Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 description 2
- 125000001246 bromo group Chemical group Br* 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 230000003414 procognitive effect Effects 0.000 description 1
Applications Claiming Priority (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US11052708P | 2008-10-31 | 2008-10-31 | |
| US61/110,527 | 2008-10-31 | ||
| US17396509P | 2009-04-29 | 2009-04-29 | |
| US61/173,965 | 2009-04-29 | ||
| US24525709P | 2009-09-23 | 2009-09-23 | |
| US61/245,257 | 2009-09-23 | ||
| PCT/US2009/062872 WO2010051503A1 (en) | 2008-10-31 | 2009-10-30 | Azepino [4, 5-b] indoles and methods of use |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2012507567A JP2012507567A (ja) | 2012-03-29 |
| JP2012507567A5 true JP2012507567A5 (enExample) | 2012-12-20 |
| JP5551708B2 JP5551708B2 (ja) | 2014-07-16 |
Family
ID=42129314
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2011534828A Expired - Fee Related JP5551708B2 (ja) | 2008-10-31 | 2009-10-30 | アゼピノ［４，５−ｂ］インドール化合物およびその使用方法 |
Country Status (10)
| Country | Link |
|---|---|
| US (4) | US8569287B2 (enExample) |
| EP (1) | EP2348847A4 (enExample) |
| JP (1) | JP5551708B2 (enExample) |
| CN (1) | CN102316732B (enExample) |
| AR (1) | AR073924A1 (enExample) |
| AU (1) | AU2009308708B2 (enExample) |
| BR (1) | BRPI0921798A2 (enExample) |
| CA (1) | CA2742322A1 (enExample) |
| TW (1) | TWI482773B (enExample) |
| WO (1) | WO2010051503A1 (enExample) |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2007139634A (ru) | 2007-10-25 | 2009-04-27 | Сергей Олегович Бачурин (RU) | Новые тиазол-, триазол- или оксадиазол-содержащие тетрациклические соединения |
| RU2544856C2 (ru) | 2008-01-25 | 2015-03-20 | Сергей Олегович Бачурин | НОВЫЕ ПРОИЗВОДНЫЕ 2,3,4,5-ТЕТРАГИДРО-1-ПИРИДО[4,3-b]ИНДОЛА И СПОСОБЫ ИХ ПРИМЕНЕНИЯ |
| TWI450900B (zh) | 2008-03-24 | 2014-09-01 | Medivation Technologies Inc | 橋聯雜環化合物及使用方法 |
| TWI443098B (zh) | 2008-03-24 | 2014-07-01 | Medivation Technologies Inc | 吡啶并〔３，４－ｂ〕吲哚及使用方法 |
| AR073923A1 (es) * | 2008-10-31 | 2010-12-09 | Medivation Technologies Inc | Pirido( 4,3-b) indoles que contienen restos rigidos |
| CN102316732B (zh) | 2008-10-31 | 2015-04-01 | 梅迪维新技术公司 | 氮杂*并[4,5-b]吲哚以及使用方法 |
| CA2742306A1 (en) * | 2008-11-03 | 2010-05-06 | Chemocentryx, Inc. | Compounds for the treatment of osteoporosis and cancers |
| US9962368B2 (en) | 2009-01-09 | 2018-05-08 | Board Of Regents Of The University Of Texas System | Pro-neurogenic compounds |
| US9095572B2 (en) * | 2009-01-09 | 2015-08-04 | Board Of Regents Of The University Of Texas System | Pro-neurogenic compounds |
| US8362277B2 (en) | 2009-01-09 | 2013-01-29 | Board Of Regents Of The University Of Texas System | Pro-neurogenic compounds |
| CA2748813C (en) | 2009-01-09 | 2018-07-10 | Board Of Regents Of The University Of Texas System | Pro-neurogenic compounds |
| US9162980B2 (en) | 2009-01-09 | 2015-10-20 | Board Of Regents Of The University Of Texas System | Anti-depression compounds |
| AU2010214101A1 (en) | 2009-02-11 | 2011-09-01 | Sunovion Pharmaceuticals Inc. | Histamine H3 inverse agonists and antagonists and methods of use thereof |
| WO2010127177A1 (en) | 2009-04-29 | 2010-11-04 | Medivation Technologies, Inc. | Pyrido [4,3-b] indoles and methods of use |
| WO2011019417A1 (en) | 2009-04-29 | 2011-02-17 | Medivation Technologies, Inc. | Pyrido [4, 3-b] indoles and methods of use |
| JP2013504580A (ja) * | 2009-09-11 | 2013-02-07 | スノヴィオン ファーマシューティカルズ インコーポレイテッド | ヒスタミンｈ３インバースアゴニストおよびアンタゴニストとその使用方法 |
| WO2011038161A1 (en) | 2009-09-23 | 2011-03-31 | Medivation Technologies, Inc. | Pyrido[4,3-b]indoles and methods of use |
| CN102711466A (zh) | 2009-09-23 | 2012-10-03 | 梅迪维新技术公司 | 桥连杂环化合物及其使用方法 |
| AU2010298168B2 (en) | 2009-09-23 | 2015-11-19 | Medivation Technologies, Inc. | Pyrido(3,4-b)indoles and methods of use |
| US9193728B2 (en) | 2010-02-18 | 2015-11-24 | Medivation Technologies, Inc. | Fused tetracyclic pyrido [4,3-B] indole and pyrido [3,4-B] indole derivatives and methods of use |
| US9034865B2 (en) | 2010-02-18 | 2015-05-19 | Medivation Technologies, Inc. | Pyrido [4,3-B] indole and pyrido [3,4-B] indole derivatives and methods of use |
| US9040519B2 (en) | 2010-02-18 | 2015-05-26 | Medivation Technologies, Inc. | Fused tetracyclic pyrido [4,3-B] indole and pyrido [3,4-B] indole derivatives and methods of use |
| US9187471B2 (en) | 2010-02-19 | 2015-11-17 | Medivation Technologies, Inc. | Pyrido [4,3-b] indole and pyrido [3,4-b] indole derivatives and methods of use |
| US20140155384A1 (en) | 2011-02-18 | 2014-06-05 | Medivation Technologies, Inc. | Compounds and methods of treating diabetes |
| WO2012112965A1 (en) * | 2011-02-18 | 2012-08-23 | Medivation Technologies, Inc. | Compounds and methods of treating diabetes |
| WO2012112964A2 (en) * | 2011-02-18 | 2012-08-23 | Medivation Technologies, Inc. | PYRIDO[4,3-b]INDOLE AND PYRIDO[3,4-b]INDOLE DERIVATIVES AND METHODS OF USE |
| CA2829045A1 (en) * | 2011-02-18 | 2012-08-23 | Medivation Technologies, Inc. | Compounds and methods for treatment of hypertension |
| WO2014031167A1 (en) * | 2012-08-22 | 2014-02-27 | Medivation Technologies, Inc. | Compounds and methods for treatment of hypertension |
| EP2887803A4 (en) | 2012-08-24 | 2016-08-03 | Univ Texas | PRO-NEUROGENIC COMPOUNDS |
| EP2746258A1 (en) | 2012-12-21 | 2014-06-25 | Basf Se | Substituted [1,2,4]triazole and imidazole compounds |
| EP2746257A1 (en) | 2012-12-21 | 2014-06-25 | Basf Se | Substituted [1,2,4]triazole and imidazole compounds |
| EP3068388A4 (en) | 2013-11-11 | 2017-04-12 | Board of Regents of the University of Texas System | Neuroprotective compounds and use thereof |
| WO2015070237A1 (en) | 2013-11-11 | 2015-05-14 | Board Of Regents Of The University Of Texas System | Neuroprotective chemicals and methods for identifying and using same |
| CN105037298B (zh) * | 2015-07-08 | 2017-09-26 | 华南理工大学 | 一种含三氟甲基取代连续季碳中心环氧丙烷衍生物及合成方法 |
| EP3519816A4 (en) | 2016-09-29 | 2020-05-06 | The Regents of the University of California | CONNECTIONS FOR INCREASING NEURONAL PLASTICITY |
| US12636291B2 (en) * | 2019-02-13 | 2026-05-26 | Centre For Addiction And Mental Health | Compositions and methods relating to use of agonists of ALPHA5-containing GABAA receptors |
| KR102946120B1 (ko) * | 2019-02-27 | 2026-03-30 | 더 리젠츠 오브 더 유니버시티 오브 캘리포니아 | 뇌 장애를 치료하기 위한 아제피노-인돌 및 다른 헤테로사이클 |
| CN110526935A (zh) * | 2019-09-04 | 2019-12-03 | 天津理工大学 | 一种双硼氮杂菲及其衍生物的合成方法 |
| WO2022221415A2 (en) | 2021-04-13 | 2022-10-20 | The Regents Of The University Of California | Tetracyclic compounds for treating brain disorders |
| JP2025502615A (ja) | 2021-12-15 | 2025-01-28 | デリックス セラピューティクス，インク． | フェノキシおよびベンジルオキシ置換サイコプラストゲンならびにその使用 |
| CN117510403A (zh) * | 2022-07-29 | 2024-02-06 | 阿里生物新材料（常州）有限公司 | 一种3-乙基-吡啶-2-甲脒盐酸盐的合成方法 |
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-
2009
- 2009-10-30 CN CN200980153432.3A patent/CN102316732B/zh not_active Expired - Fee Related
- 2009-10-30 US US12/610,152 patent/US8569287B2/en not_active Expired - Fee Related
- 2009-10-30 EP EP09824200A patent/EP2348847A4/en not_active Withdrawn
- 2009-10-30 CA CA2742322A patent/CA2742322A1/en not_active Abandoned
- 2009-10-30 JP JP2011534828A patent/JP5551708B2/ja not_active Expired - Fee Related
- 2009-10-30 WO PCT/US2009/062872 patent/WO2010051503A1/en not_active Ceased
- 2009-10-30 AR ARP090104221A patent/AR073924A1/es unknown
- 2009-10-30 TW TW098137049A patent/TWI482773B/zh not_active IP Right Cessation
- 2009-10-30 BR BRPI0921798A patent/BRPI0921798A2/pt not_active IP Right Cessation
- 2009-10-30 AU AU2009308708A patent/AU2009308708B2/en not_active Ceased
-
2013
- 2013-03-08 US US13/791,648 patent/US9409910B2/en not_active Expired - Fee Related
- 2013-03-08 US US13/791,867 patent/US20130190295A1/en not_active Abandoned
- 2013-10-08 US US14/048,656 patent/US9481676B2/en not_active Expired - Fee Related
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