JP2005530722A5 - - Google Patents
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- JP2005530722A5 JP2005530722A5 JP2003582146A JP2003582146A JP2005530722A5 JP 2005530722 A5 JP2005530722 A5 JP 2005530722A5 JP 2003582146 A JP2003582146 A JP 2003582146A JP 2003582146 A JP2003582146 A JP 2003582146A JP 2005530722 A5 JP2005530722 A5 JP 2005530722A5
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- Prior art keywords
- alkyl
- substituted
- hydrogen
- halo
- compound
- 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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- -1 phenyloxy, benzyloxy, phenylthio, benzylthio Chemical group 0.000 claims description 9
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 claims description 6
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Substances C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 6
- 229910052744 lithium Inorganic materials 0.000 claims description 4
- FEYDZHNIIMENOB-UHFFFAOYSA-N 2,6-dibromopyridine Chemical compound BrC1=CC=CC(Br)=N1 FEYDZHNIIMENOB-UHFFFAOYSA-N 0.000 claims description 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 3
- 125000006239 protecting group Chemical group 0.000 claims description 3
- XVMSFILGAMDHEY-UHFFFAOYSA-N 6-(4-aminophenyl)sulfonylpyridin-3-amine Chemical compound C1=CC(N)=CC=C1S(=O)(=O)C1=CC=C(N)C=N1 XVMSFILGAMDHEY-UHFFFAOYSA-N 0.000 claims description 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims 9
- 229910052739 hydrogen Inorganic materials 0.000 claims 9
- 239000001257 hydrogen Substances 0.000 claims 9
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 7
- 125000000623 heterocyclic group Chemical group 0.000 claims 7
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 6
- 125000005843 halogen group Chemical group 0.000 claims 5
- 125000001424 substituent group Chemical group 0.000 claims 5
- 239000008194 pharmaceutical composition Substances 0.000 claims 4
- 241000124008 Mammalia Species 0.000 claims 3
- 125000003545 alkoxy group Chemical group 0.000 claims 3
- 125000000217 alkyl group Chemical group 0.000 claims 3
- 125000000753 cycloalkyl group Chemical group 0.000 claims 3
- 239000002253 acid Substances 0.000 claims 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims 2
- 150000002431 hydrogen Chemical class 0.000 claims 2
- XEDHVZKDSYZQBF-UHFFFAOYSA-N lasmiditan Chemical compound C1CN(C)CCC1C(=O)C1=CC=CC(NC(=O)C=2C(=CC(F)=CC=2F)F)=N1 XEDHVZKDSYZQBF-UHFFFAOYSA-N 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- YBTPRLDGGGYWIP-UHFFFAOYSA-N 2,4,6-trifluoro-n-[6-(1-methylpiperidine-4-carbonyl)pyridin-2-yl]benzamide;hydrochloride Chemical compound Cl.C1CN(C)CCC1C(=O)C1=CC=CC(NC(=O)C=2C(=CC(F)=CC=2F)F)=N1 YBTPRLDGGGYWIP-UHFFFAOYSA-N 0.000 claims 1
- FILKGCRCWDMBKA-UHFFFAOYSA-N 2,6-dichloropyridine Chemical compound ClC1=CC=CC(Cl)=N1 FILKGCRCWDMBKA-UHFFFAOYSA-N 0.000 claims 1
- 206010015866 Extravasation Diseases 0.000 claims 1
- 208000019695 Migraine disease Diseases 0.000 claims 1
- 125000004414 alkyl thio group Chemical group 0.000 claims 1
- 125000002393 azetidinyl group Chemical group 0.000 claims 1
- 125000000499 benzofuranyl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 claims 1
- 125000001246 bromo group Chemical group Br* 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 230000036251 extravasation Effects 0.000 claims 1
- 125000001153 fluoro group Chemical group F* 0.000 claims 1
- 125000002541 furyl group Chemical group 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- 125000001041 indolyl group Chemical group 0.000 claims 1
- 230000002401 inhibitory effect Effects 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 206010027599 migraine Diseases 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 1
- 239000008024 pharmaceutical diluent Substances 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 125000003386 piperidinyl group Chemical group 0.000 claims 1
- 230000002265 prevention Effects 0.000 claims 1
- 125000004076 pyridyl group Chemical group 0.000 claims 1
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims 1
- 238000006467 substitution reaction Methods 0.000 claims 1
- 125000001984 thiazolidinyl group Chemical group 0.000 claims 1
- 125000001544 thienyl group Chemical group 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US36908802P | 2002-03-29 | 2002-03-29 | |
| PCT/US2003/008455 WO2003084949A1 (en) | 2002-03-29 | 2003-03-27 | Pyridinoylpiperidines as 5-ht1f agonists |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2010044032A Division JP2010159272A (ja) | 2002-03-29 | 2010-03-01 | ５−ｈｔ１ｆアゴニストとしてのピリジノイルピペリジン |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2005530722A JP2005530722A (ja) | 2005-10-13 |
| JP2005530722A5 true JP2005530722A5 (enExample) | 2006-05-25 |
| JP4493345B2 JP4493345B2 (ja) | 2010-06-30 |
Family
ID=28791923
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003582146A Expired - Lifetime JP4493345B2 (ja) | 2002-03-29 | 2003-03-27 | ５−ｈｔ１ｆアゴニストとしてのピリジノイルピペリジン |
| JP2010044032A Pending JP2010159272A (ja) | 2002-03-29 | 2010-03-01 | ５−ｈｔ１ｆアゴニストとしてのピリジノイルピペリジン |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2010044032A Pending JP2010159272A (ja) | 2002-03-29 | 2010-03-01 | ５−ｈｔ１ｆアゴニストとしてのピリジノイルピペリジン |
Country Status (31)
| Country | Link |
|---|---|
| US (6) | US7423050B2 (enExample) |
| EP (1) | EP1492786B1 (enExample) |
| JP (2) | JP4493345B2 (enExample) |
| KR (1) | KR100985995B1 (enExample) |
| CN (1) | CN100352817C (enExample) |
| AR (1) | AR039150A1 (enExample) |
| AT (1) | ATE341543T1 (enExample) |
| AU (1) | AU2003224719B2 (enExample) |
| BR (1) | BRPI0308495B8 (enExample) |
| CA (2) | CA2694410C (enExample) |
| CR (1) | CR7496A (enExample) |
| CY (1) | CY1105899T1 (enExample) |
| DE (1) | DE60308850T2 (enExample) |
| DK (1) | DK1492786T3 (enExample) |
| EA (1) | EA007966B1 (enExample) |
| EC (1) | ECSP045317A (enExample) |
| EG (1) | EG25226A (enExample) |
| ES (1) | ES2277074T3 (enExample) |
| HR (1) | HRP20040883B1 (enExample) |
| IL (1) | IL163928A0 (enExample) |
| MX (1) | MXPA04009497A (enExample) |
| MY (1) | MY134666A (enExample) |
| NO (1) | NO330394B1 (enExample) |
| NZ (1) | NZ534952A (enExample) |
| PE (1) | PE20030976A1 (enExample) |
| PL (1) | PL210019B1 (enExample) |
| PT (1) | PT1492786E (enExample) |
| TW (1) | TWI263497B (enExample) |
| UA (1) | UA77504C2 (enExample) |
| WO (1) | WO2003084949A1 (enExample) |
| ZA (1) | ZA200407666B (enExample) |
Families Citing this family (54)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI263497B (en) | 2002-03-29 | 2006-10-11 | Lilly Co Eli | Pyridinoylpiperidines as 5-HT1F agonists |
| AU2004232799A1 (en) | 2003-04-18 | 2004-11-04 | Eli Lilly And Company | (Piperidinyloxy)phenyl, (piperidinyloxy)pyridinyl, (piperidinylsulfanyl)phenyl and (piperidinylsulfanyl)pyridinyl compounds as 5-HT1F agonists |
| AU2003903597A0 (en) * | 2003-07-11 | 2003-07-24 | Jakov Vaisman | Treatment of premature ejaculation |
| UA82711C2 (en) | 2003-09-12 | 2008-05-12 | Эли Лилли Энд Компани | Substituted 2-carbonylamino-6-piperidinaminopyridines and substituted 1-carbonylamino-3-piperidinaminobenzenes as 5-ht1f agonists |
| CA2549007A1 (en) * | 2003-12-17 | 2005-07-07 | Eli Lilly And Company | Substituted (4-aminocyclohexen-1-yl)phenyl and (4-aminocyclohexen-1-yl)pyridinyl compounds as 5-ht1f agonists |
| WO2006022442A1 (ja) * | 2004-08-24 | 2006-03-02 | Santen Pharmaceutical Co., Ltd. | ジヒドロオロテートデヒドロゲナーゼ阻害活性を有する新規複素環アミド誘導体 |
| EP1794130A1 (en) * | 2004-09-20 | 2007-06-13 | Biolipox AB | Pyrazole compounds useful in the treatment of inflammation |
| JP2008513426A (ja) * | 2004-09-20 | 2008-05-01 | バイオリポックス エービー | 炎症の治療に有用なピラゾール化合物 |
| US20060178349A1 (en) * | 2005-01-24 | 2006-08-10 | Pozen Inc. | Compositions and therapeutic methods utilizing a combination of a 5-HT1F inhibitor and an NSAID |
| TW200800911A (en) * | 2005-10-20 | 2008-01-01 | Biolipox Ab | Pyrazoles useful in the treatment of inflammation |
| TW200732320A (en) * | 2005-10-31 | 2007-09-01 | Biolipox Ab | Pyrazoles useful in the treatment of inflammation |
| EA200801108A1 (ru) * | 2005-10-31 | 2008-10-30 | Биолипокс Аб | Триазолы, пригодные для лечения воспалений |
| US20090088463A1 (en) * | 2005-11-01 | 2009-04-02 | Benjamin Pelcman | Pyrazoles Useful in the Treatment of Inflammation |
| RU2396265C2 (ru) * | 2006-02-17 | 2010-08-10 | Ф. Хоффманн-Ля Рош Аг | Производные бензоилпиперидина в качестве модуляторов рецепторов 5ht2 и d3 |
| ES2655881T5 (es) * | 2009-04-02 | 2021-11-25 | Colucid Pharmaceuticals Inc | 2,4,6-Trifluoro-N-[6-(1-metil-piperidin-4-carbonil)-piridin-2-il]-benzamida para el tratamiento de la migraña a través de la vía oral o intravenosa |
| US8429652B2 (en) | 2009-06-22 | 2013-04-23 | Citrix Systems, Inc. | Systems and methods for spillover in a multi-core system |
| CA2795062A1 (en) | 2010-04-02 | 2011-10-06 | Colucid Pharmaceuticals, Inc. | Compositions and methods of synthesis of pyridinoylpiperidine 5-ht1f agonists |
| US20120129842A1 (en) | 2010-11-18 | 2012-05-24 | Paul Francis Jackson | Bisthiazole inhibitors of pro-matrix metalloproteinase activation |
| CN102993086A (zh) * | 2012-10-11 | 2013-03-27 | 南通市华峰化工有限责任公司 | 一种2，6-二溴吡啶的合成方法 |
| US10669256B2 (en) * | 2016-07-15 | 2020-06-02 | Hangzhou Solipharma Co., Ltd. | Crystalline forms of lasmiditan, preparation methods, pharmaceutical compositions and uses thereof |
| KR20190066607A (ko) | 2016-09-23 | 2019-06-13 | 테바 파마슈티컬스 인터내셔널 게엠베하 | 불응성 편두통의 치료 |
| CN113416194A (zh) | 2016-10-05 | 2021-09-21 | 杭州领业医药科技有限公司 | Acp-196的晶型及其制备方法和药物组合物 |
| US11014892B2 (en) | 2016-11-02 | 2021-05-25 | Musc Foundation For Research Development | 5HT1F receptor agonists and mitochondrial biogenesis |
| MX392547B (es) * | 2016-12-06 | 2025-03-24 | Colucid Pharmaceuticals Inc | Composiciones y métodos relacionados con agonistas de piridinoilpiperidina 5-ht1f. |
| CN110430875A (zh) * | 2017-01-13 | 2019-11-08 | 大日本住友制药株式会社 | 用于与帕金森病相关的非运动症状的治疗剂 |
| WO2018148961A1 (zh) | 2017-02-20 | 2018-08-23 | 杭州领业医药科技有限公司 | Acp-196盐的晶型、其制备方法、药物组合物和用途 |
| CA3056886A1 (en) * | 2017-03-21 | 2018-09-27 | Arbutus Biopharma Corporation | Substituted dihydroindene-4-carboxamides and analogs thereof, and methods using same |
| TWI754772B (zh) | 2017-09-06 | 2022-02-11 | 美商美國禮來大藥廠 | 用於治療偏頭痛之拉米迪坦(lasmiditan)與cgrp拮抗劑之組合療法 |
| CN110386918B (zh) * | 2018-04-23 | 2020-06-09 | 新发药业有限公司 | 一种5-ht1f激动剂化合物的制备方法 |
| JP7405834B2 (ja) * | 2018-08-24 | 2023-12-26 | サンシャイン・レイク・ファーマ・カンパニー・リミテッド | ピリジニルメチレンピペリジン誘導体及びその使用 |
| TWI826514B (zh) | 2018-09-04 | 2023-12-21 | 美商美國禮來大藥廠 | 用於預防偏頭痛之拉米迪坦(lasmiditan)長期夜間投藥 |
| WO2020095171A1 (en) * | 2018-11-05 | 2020-05-14 | Glenmark Life Sciences Limited, Glenmark Pharmaceuticals Limited | Process for preparation of lasmiditan |
| ES2801774B2 (es) * | 2019-07-01 | 2022-03-30 | Moehs Iberica Sl | 2,2-dimetil-n-[6-(1-metil-piperidin-4-carbonil)-piridin-2-il]-propionamida, procedimiento para la preparacion de (6-amino-piridin-2-il)-(1-metil-piperidin-4-il)-metanona usando dicho compuesto y uso de dicho compuesto en la preparacion de lasmiditan |
| TWI776175B (zh) * | 2019-07-09 | 2022-09-01 | 美商美國禮來大藥廠 | 大規模製備2,4,6-三氟-n-[6-(1-甲基-哌啶-4-羰基)-吡啶-2-基]-苯甲醯胺半琥珀酸鹽的方法及中間體，以及2,4,6-三氟-n-[6-(1-甲基-哌啶-4-羰基)-吡啶-2-基]-苯甲醯胺醋酸鹽之製備 |
| CN110981854B (zh) * | 2019-09-10 | 2023-03-28 | 南京三元阳普医药科技有限公司 | 2-氨基-6-(1-烷基哌啶-4-羰基)吡啶类化合物的合成方法 |
| CN111187252B (zh) * | 2019-11-22 | 2023-06-09 | 广东东阳光药业有限公司 | 吡啶酰基氮杂螺庚烷衍生物及其用途 |
| CN114728929A (zh) * | 2019-11-22 | 2022-07-08 | 广东东阳光药业有限公司 | 吡啶亚甲基哌啶衍生物及其用途 |
| CN110845402B (zh) * | 2019-11-22 | 2023-05-09 | 广东东阳光药业有限公司 | 吡啶亚甲基哌嗪衍生物及其用途 |
| CN111187251B (zh) * | 2019-11-22 | 2023-06-09 | 广东东阳光药业有限公司 | 吡啶酰基哌啶衍生物及其用途 |
| IT201900023937A1 (it) * | 2019-12-13 | 2021-06-13 | Olon Spa | Procedimento per la preparazione di Lasmiditan e di un intermedio di sintesi |
| CN113045540B (zh) * | 2019-12-27 | 2024-02-13 | 上海天慈国际药业有限公司 | 一种拉司米地坦的制备方法 |
| US12378217B2 (en) * | 2020-01-31 | 2025-08-05 | Alivus Life Sciences Limited | Process for the preparation of lasmiditan |
| CN113637003B (zh) * | 2020-05-11 | 2024-03-19 | 鲁南制药集团股份有限公司 | 一种制备2-氨基-6-（哌啶-4-酰基）吡啶衍生物的方法 |
| CN111943930B (zh) * | 2020-08-25 | 2022-11-01 | 南京三元阳普医药科技有限公司 | Lasmiditan的合成工艺 |
| WO2022079591A1 (en) * | 2020-10-14 | 2022-04-21 | Alembic Pharmaceuticals Limited | Pharmaceutical composition of lasmiditan and process of preparation thereof |
| CN114573555A (zh) * | 2020-11-30 | 2022-06-03 | 上海天慈国际药业有限公司 | 一种用于治疗偏头痛的化合物的制备方法 |
| CN114685439B (zh) * | 2020-12-30 | 2025-07-22 | 鲁南制药集团股份有限公司 | 一种拉司米地坦的制备方法 |
| CN117355294A (zh) | 2021-05-07 | 2024-01-05 | 伊莱利利公司 | 2,4,6-三氟-n-[6-(1-甲基-哌啶-4-羰基)-吡啶-2-基]-苯甲酰胺半琥珀酸盐的味道掩蔽组合物和包含该组合物的口服崩解片剂 |
| CN115594665A (zh) * | 2021-07-08 | 2023-01-13 | 北京万全德众医药生物技术有限公司（Cn） | 拉司米地坦的新制备方法 |
| IT202100023861A1 (it) | 2021-09-16 | 2023-03-16 | Procos Spa | Processo per la preparazione di (6-alopiridin-2-il)(1-metilpiperidin-4-il)metanone |
| CN113866318B (zh) * | 2021-10-21 | 2023-07-04 | 佛山奕安赛医药科技有限公司 | 一种(6-氨基吡啶-2-基)(1-甲基哌啶-4-基)甲酮双盐酸盐的检测方法 |
| CN116239569B (zh) * | 2021-12-07 | 2025-11-21 | 山东新时代药业有限公司 | 一种半琥珀酸拉司米地坦晶型及其制备方法 |
| CN116239570B (zh) * | 2021-12-08 | 2025-11-25 | 山东新时代药业有限公司 | 一种半琥珀酸拉司米地坦新晶型 |
| WO2023152081A1 (en) | 2022-02-09 | 2023-08-17 | Inke, S.A. | Process for preparing pyridinoylpiperidines 5-ht1f agonists and salts thereof |
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-
2003
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- 2003-03-25 PE PE2003000301A patent/PE20030976A1/es active IP Right Grant
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- 2003-03-27 CN CNB038073633A patent/CN100352817C/zh not_active Expired - Lifetime
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- 2003-03-27 AT AT03721402T patent/ATE341543T1/de active
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- 2003-03-27 UA UA20040907833A patent/UA77504C2/uk unknown
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- 2003-03-27 EA EA200401282A patent/EA007966B1/ru unknown
- 2003-03-27 US US10/509,770 patent/US7423050B2/en active Active
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- 2003-03-27 DE DE60308850T patent/DE60308850T2/de not_active Expired - Lifetime
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