ZA200506515B - 3-substituted-2(arylalkyl)-1-azabicycloalkanes and methods of use thereof - Google Patents
3-substituted-2(arylalkyl)-1-azabicycloalkanes and methods of use thereof Download PDFInfo
- Publication number
- ZA200506515B ZA200506515B ZA200506515A ZA200506515A ZA200506515B ZA 200506515 B ZA200506515 B ZA 200506515B ZA 200506515 A ZA200506515 A ZA 200506515A ZA 200506515 A ZA200506515 A ZA 200506515A ZA 200506515 B ZA200506515 B ZA 200506515B
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- South Africa
- Prior art keywords
- azabicyclo
- pyridinyl
- oct
- methyl
- pain
- Prior art date
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| AU2003276919B2 (en) * | 2002-09-25 | 2013-05-16 | Memory Pharmaceuticals Corporation | Indazoles, benzothiazoles, and benzoisothiazoles, and preparation and uses thereof |
| WO2005016923A1 (en) | 2003-08-13 | 2005-02-24 | Neurosearch A/S | Novel quinuclidine derivatives and their pharmaceutical use |
| RS20060391A (en) * | 2003-12-22 | 2008-11-28 | Memory Pharmaceuticals Corporation, | Indoles, 1h-indazoles, 1,2-benzisoxazoles, and 1,2- benzisothiazoles, and preparation and uses thereof |
| SE0400708D0 (sv) * | 2004-03-22 | 2004-03-22 | Aprea Ab | New compounds and use thereof |
| CN103724343A (zh) | 2004-03-25 | 2014-04-16 | 记忆药物公司 | 吲唑、苯并噻唑、苯并异噻唑、苯并异噁唑及其制备和用途 |
| JP2007534692A (ja) * | 2004-04-22 | 2007-11-29 | メモリー・ファーマシューティカルズ・コーポレイション | インドール、１ｈ−インダゾール、１，２−ベンズイソキサゾール、１，２−ベンゾイソチアゾール、ならびにその調製および使用 |
| RU2386633C2 (ru) * | 2004-05-07 | 2010-04-20 | Мемори Фармасьютиклз Корпорейшн | 1h-индазолы, бензотиазолы, 1, 2-бензоизоксазолы, 1, 2-бензоизотиазолы и хромоны и их получение и применения |
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| US20070082939A1 (en) * | 2005-07-26 | 2007-04-12 | Lippa Arnold S | Methods and compositions for the treatment of neuropathies and related disorders |
| BRPI0614874A2 (pt) * | 2005-08-22 | 2011-04-19 | Targacept Inc | diazatricicloalcanos substituìdos com heteroarila, métodos para sua preparação e uso dos mesmos |
| US8106066B2 (en) * | 2005-09-23 | 2012-01-31 | Memory Pharmaceuticals Corporation | Indazoles, benzothiazoles, benzoisothiazoles, benzisoxazoles, pyrazolopyridines, isothiazolopyridines, and preparation and uses thereof |
| AU2006294579A1 (en) * | 2005-09-27 | 2007-04-05 | Myriad Genetics, Inc. | Pyrrole derivatives as therapeutic compounds |
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| TWI389889B (zh) | 2006-05-09 | 2013-03-21 | Targacept Inc | （２ｓ）-（４ｅ）-ｎ-甲基-５-〔３-（５-異丙氧基吡啶）基〕-４-戊烯-２-胺之新穎多晶型 |
| CN101534814A (zh) * | 2006-09-07 | 2009-09-16 | 美瑞德生物工程公司 | 用于疾病和病症的治疗性化合物 |
| SA08290475B1 (ar) | 2007-08-02 | 2013-06-22 | Targacept Inc | (2s، 3r)-n-(2-((3-بيردينيل)ميثيل)-1-آزا بيسيكلو[2، 2، 2]أوكت-3-يل)بنزو فيوران-2-كربوكساميد، وصور أملاحه الجديدة وطرق استخدامه |
| RU2476220C2 (ru) * | 2007-08-02 | 2013-02-27 | Таргасепт, Инк. | (2s,3r)-n-(2-((3-пиридинил)метил)-1-азабицикло[2.2.2]окт-3-ил)бензофуран-2-карбоксамид, новые солевые формы и способы их применения |
| US20100221180A1 (en) * | 2007-08-31 | 2010-09-02 | Yanming Wang | In vivo imaging of myelination |
| ES2552733T3 (es) * | 2007-11-16 | 2015-12-01 | Rigel Pharmaceuticals, Inc. | Compuestos de carboxamida, sulfonamida y amina para trastornos metabólicos |
| CA2707047C (en) | 2007-12-12 | 2017-11-28 | Rigel Pharmaceuticals, Inc. | Carboxamide, sulfonamide and amine compounds for metabolic disorders |
| WO2009089277A2 (en) * | 2008-01-08 | 2009-07-16 | The Trustees Of The University Of Pennsylvania | Rel inhibitors and methods of use thereof |
| PT2254598E (pt) * | 2008-02-13 | 2013-10-16 | Targacept Inc | Combinação de agonistas nicotínicos alfa 7 e antipsicóticos |
| US20090239901A1 (en) * | 2008-03-19 | 2009-09-24 | Merouane Bencherif | Method and compositions for treatment of cerebral malaria |
| MX2010011288A (es) | 2008-04-23 | 2010-11-09 | Rigel Pharmaceuticals Inc | Compuestos de carboxamida para el tratamiento de trastornos metabolicos. |
| EP2296640A1 (en) * | 2008-05-12 | 2011-03-23 | Targacept Inc. | Methods for preventing the development of retinopathy by the oral administration of nnr ligands |
| US9155733B2 (en) * | 2008-10-10 | 2015-10-13 | University Of Kentucky Research Foundation | Use of tris-quaternary ammonium salts as pain modulating agents |
| EP2364150A1 (en) * | 2008-11-11 | 2011-09-14 | Targacept Inc. | Treatment with alpha 7-selective ligands |
| MY159826A (en) | 2008-11-19 | 2017-02-15 | Forum Pharmaceuticals Inc | Treatment of cognitive disorders with (r)-7-chloro-n-(quinuclidin-3-yl)benzo[b]thiophene-2-carboxamide and pharmaceutically acceptable salts thereof |
| TW201031664A (en) | 2009-01-26 | 2010-09-01 | Targacept Inc | Preparation and therapeutic applications of (2S,3R)-N-2-((3-pyridinyl)methyl)-1-azabicyclo[2.2.2]oct-3-yl)-3,5-difluorobenzamide |
| JP5808319B2 (ja) * | 2009-05-11 | 2015-11-10 | フォルム ファーマシューティカルズ、インコーポレイテッド | アセチルコリンエステラーゼ阻害剤と組み合わせた特定のα７ニコチン酸受容体を用いた認知障害の治療 |
| JO3250B1 (ar) | 2009-09-22 | 2018-09-16 | Novartis Ag | إستعمال منشطات مستقبل نيكوتينيك أسيتيل كولين ألفا 7 |
| AR079724A1 (es) * | 2010-01-20 | 2012-02-15 | Abbott Lab | Metodos para el tratamiento del dolor |
| MX357614B (es) * | 2010-04-12 | 2018-07-17 | Supernus Pharmaceuticals Inc | Métodos para producir sales de viloxazina y polimorfos novedosos de las mismas. |
| US20110274628A1 (en) | 2010-05-07 | 2011-11-10 | Borschke August J | Nicotine-containing pharmaceutical compositions |
| AR081402A1 (es) | 2010-05-17 | 2012-08-29 | Envivo Pharmaceuticals Inc | Una forma cristalina de clorhidrato de (r)-7-cloro-n-(quinuclidin-3-il) benzo(b)tiofeno-2-carboxamida monohidrato |
| CN103260619A (zh) | 2010-07-26 | 2013-08-21 | 英维沃医药有限公司 | 利用某些α-7烟酸受体激动剂与乙酰胆碱酯酶抑制剂的组合治疗认知障碍 |
| EA201391091A1 (ru) | 2011-01-27 | 2013-12-30 | Новартис Аг | Применение активаторов никотиновых ацетилхолиновых рецепторов альфа-7 |
| WO2012127393A1 (en) | 2011-03-18 | 2012-09-27 | Novartis Ag | COMBINATIONS OF ALPHA 7 NICOTINIC ACETYLCHOLINE RECEPTOR ACTIVATORS AND mGluR5 ANTAGONISTS FOR USE IN DOPAMINE INDUCED DYSKINESIA IN PARKINSON'S DISEASE |
| RU2645675C2 (ru) | 2011-03-18 | 2018-02-27 | Джензим Корпорейшн | Ингибиторы глюкозилцерамид-синтазы |
| WO2012129262A1 (en) | 2011-03-23 | 2012-09-27 | Targacept, Inc. | Treatment of attention deficit/hyperactivity disease |
| WO2012177263A1 (en) * | 2011-06-24 | 2012-12-27 | Intra-Cellular Therapies, Inc. | Compounds and methods of prophylaxis and treatment regarding nictonic receptor antagonists |
| JO3766B1 (ar) | 2011-10-20 | 2021-01-31 | Novartis Ag | منشط مستقبل أسيتيل كولين الفا - 7 النيكوتيني |
| AU2013259871A1 (en) | 2012-05-08 | 2014-11-20 | Forum Pharmaceuticals Inc. | Methods of maintaining, treating or improving cognitive function |
| US20130317054A1 (en) | 2012-05-24 | 2013-11-28 | Abbvie Inc. | Neuronal nicotinic agonist and methods of use |
| US20130317055A1 (en) | 2012-05-24 | 2013-11-28 | Abbvie Inc. | Neuronal nicotinic agonist and methods of use |
| JOP20130273B1 (ar) * | 2012-09-11 | 2021-08-17 | Genzyme Corp | مثبطات انزيم (سينثاز) غلوكوسيل سيراميد |
| JPWO2014051055A1 (ja) * | 2012-09-28 | 2016-08-22 | 東レ株式会社 | キヌクリジンウレア誘導体及びその医薬用途 |
| JPWO2014069554A1 (ja) * | 2012-10-31 | 2016-09-08 | 東レ株式会社 | キヌクリジンアミド誘導体及びその医薬用途 |
| KR102043309B1 (ko) | 2012-12-11 | 2019-11-11 | 노파르티스 아게 | 알파 7 니코틴성 아세틸콜린 수용체 활성화제 치료에 대한 반응성의 예측 바이오마커 |
| CA2898080C (en) | 2013-01-15 | 2018-01-09 | Novartis Ag | Use of alpha 7 nicotinic acetylcholine receptor agonists |
| MX2015009153A (es) | 2013-01-15 | 2016-03-04 | Novartis Ag | Uso de agonistas del receptor nicotinico de acetilcolina alfa 7. |
| BR112015016994A8 (pt) | 2013-01-15 | 2018-01-23 | Novartis Ag | uso de agonistas do receptor alfa 7 nicotínico de acetilcolina |
| WO2015168616A1 (en) * | 2014-05-02 | 2015-11-05 | Abbvie Inc. | Neuronal nicotinic agonists and methods of use |
| JP6612874B2 (ja) * | 2014-12-16 | 2019-11-27 | アクソファント サイエンシーズ ゲーエムベーハー | α７−ニコチン性アセチルコリン受容体のアゴニストとしてのジェミナル置換キヌクリジンアミド化合物 |
| EP3291813A4 (en) | 2015-05-06 | 2019-01-02 | The Regents of The University of California | K-ras modulators |
| US9724340B2 (en) | 2015-07-31 | 2017-08-08 | Attenua, Inc. | Antitussive compositions and methods |
| CN106243103B (zh) * | 2016-07-14 | 2017-11-03 | 广西师范大学 | 萘并[1，2‑h] [1，6]萘啶‑3(4H) ‑酮类化合物及其制备方法和应用 |
| CN106588926B (zh) * | 2016-12-28 | 2018-10-09 | 华东师范大学 | 一种2,7-二氮杂[3,2,1]二环辛烷及其衍生物及其合成方法和应用 |
| CN108727416B (zh) * | 2017-04-20 | 2021-03-09 | 北京大学 | 三环杂芳香体系酰胺衍生物及其制备和用途 |
| TW201900638A (zh) | 2017-04-20 | 2019-01-01 | 加州大學董事會 | Ｋ－ｒａｓ調節劑 |
| US11491150B2 (en) | 2017-05-22 | 2022-11-08 | Intra-Cellular Therapies, Inc. | Organic compounds |
| US20220402909A1 (en) * | 2019-11-15 | 2022-12-22 | Yuhan Corporation | Novel derivatives having 1,2,3,4-tetrahydronaphthalene moiety or pharmaceutically acceptable salt thereof and pharmaceutical compositions comprising the same |
| KR20210059632A (ko) * | 2019-11-15 | 2021-05-25 | 주식회사유한양행 | 신규의 2,3-다이하이드로-1h-인덴 또는 2,3-다이하이드로벤조퓨란 모이어티를 갖는 유도체 또는 이의 약학적으로 허용가능한 염, 이의 제조방법, 및 이를 포함하는 약학 조성물 |
| IL295255A (en) | 2020-02-03 | 2022-10-01 | Genzyme Corp | Methods for treating neurological symptoms associated with lysosomal storage diseases |
| CA3186766A1 (en) | 2020-07-24 | 2022-01-27 | Danielle Combessis | Pharmaceutical compositions comprising venglustat |
| CA3216293A1 (en) * | 2021-05-11 | 2022-11-17 | Dong-Hoon Kim | Novel compounds having inhibitory activity against glucosylceramide synthase or pharmaceutically acceptable salt thereof, processes for preparing the same, and pharmaceutical compositions comprising the sam |
| WO2023213740A1 (en) * | 2022-05-05 | 2023-11-09 | Philip Morris Products S.A. | Nicotinic acetylcholine receptor ligands |
| KR20240057364A (ko) * | 2022-10-24 | 2024-05-02 | 주식회사유한양행 | 다이메틸-2,3-다이하이드로-1h-인덴 유도체의 신규 염 및 이의 제조방법 |
Family Cites Families (37)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4203990A (en) * | 1979-04-30 | 1980-05-20 | G. D. Searle & Co. | Anti-diarrheal 2-substituted quinuclidines |
| DE58906678D1 (de) * | 1988-07-28 | 1994-02-24 | Ciba Geigy | Kupfer- und Nickeldihalogenidkomplexe, Verfahren zu deren Herstellung und deren Verwendung. |
| EP0402056A3 (en) * | 1989-06-06 | 1991-09-04 | Beecham Group p.l.c. | Azabicyclic compounds, process for their preparation and pharmaceutical compositions containing them |
| JPH03135978A (ja) * | 1989-08-08 | 1991-06-10 | Merck Sharp & Dohme Ltd | 置換ピリジン、その製法、処方並びに痴呆症における使用法 |
| IN173570B (ja) | 1989-11-23 | 1994-06-04 | Pfizer | |
| DK40890D0 (da) | 1990-02-16 | 1990-02-16 | Ferrosan As | Substituerede urinstofforbindelser, deres fremstilling og anvendelse |
| EP0492903A1 (en) * | 1990-12-21 | 1992-07-01 | MERCK SHARP & DOHME LTD. | Substituted pyrazines, pyrimidines and pyridazines for use in the treatment of glaucoma |
| US5212188A (en) * | 1992-03-02 | 1993-05-18 | R. J. Reynolds Tabacco Company | Method for treatment of neurodegenerative diseases |
| US5276043A (en) * | 1992-04-10 | 1994-01-04 | R. J. Reynolds Tobacco Company | Method for treatment of neurodegenerative diseases |
| IL107184A (en) | 1992-10-09 | 1997-08-14 | Abbott Lab | Heterocyclic ether compounds that enhance cognitive function |
| US5852041A (en) * | 1993-04-07 | 1998-12-22 | Sibia Neurosciences, Inc. | Substituted pyridines useful as modulators of acethylcholine receptors |
| WO1995003306A1 (en) | 1993-07-22 | 1995-02-02 | E.I. Du Pont De Nemours And Company | Arthropodicidal azacyclic heterocycles |
| US5510355A (en) * | 1994-09-06 | 1996-04-23 | Bencherif; Merouane | Depolarizing skeletal muscle relaxants |
| US5998404A (en) | 1994-10-24 | 1999-12-07 | Eli Lilly And Company | Heterocyclic compounds and their use |
| US5616707A (en) * | 1995-01-06 | 1997-04-01 | Crooks; Peter A. | Compounds which are useful for prevention and treatment of central nervous system disorders |
| US5597919A (en) * | 1995-01-06 | 1997-01-28 | Dull; Gary M. | Pyrimidinyl or Pyridinyl alkenyl amine compounds |
| US5824692A (en) * | 1995-01-06 | 1998-10-20 | Lippiello; Patrick Michael | Pharmaceutical compositions for prevention and treatment of central nervous system disorders |
| US5604231A (en) * | 1995-01-06 | 1997-02-18 | Smith; Carr J. | Pharmaceutical compositions for prevention and treatment of ulcerative colitis |
| AU4712696A (en) * | 1995-02-17 | 1996-09-04 | Novo Nordisk A/S | The use of heterocyclic compounds |
| US5583140A (en) * | 1995-05-17 | 1996-12-10 | Bencherif; Merouane | Pharmaceutical compositions for the treatment of central nervous system disorders |
| US6022868A (en) | 1995-06-29 | 2000-02-08 | Novo Nordisk Als | Substituted azacyclic or azabicyclic compounds |
| EP0853621A1 (en) | 1995-09-22 | 1998-07-22 | Novo Nordisk A/S | Novel substituted azacyclic or azabicyclic compounds |
| US5616716A (en) * | 1996-01-06 | 1997-04-01 | Dull; Gary M. | (3-(5-ethoxypyridin)yl)-alkenyl 1 amine compounds |
| US5663356A (en) * | 1996-04-23 | 1997-09-02 | Ruecroft; Graham | Method for preparation of aryl substituted alefinic secondary amino compounds |
| MX9706944A (es) * | 1996-09-12 | 1998-08-30 | Pfizer | Quinuclidinas sustituidas con tetrazolilo como antagonistas de la sustancia p. |
| ZA9711092B (en) | 1996-12-11 | 1999-07-22 | Smithkline Beecham Corp | Novel compounds. |
| US5811442A (en) * | 1997-02-21 | 1998-09-22 | Bencherif; Merouane | Pharmaceutical compositions for the treatment of conditions associated with decreased blood flow |
| US5861423A (en) * | 1997-02-21 | 1999-01-19 | Caldwell; William Scott | Pharmaceutical compositions incorporating aryl substituted olefinic amine compounds |
| ATE267199T1 (de) | 1997-05-30 | 2004-06-15 | Neurosearch As | 8-azabicyclo(3,2,1)oct-2-en- und octanderivate als liganden der nicotinergen ach rezeptoren |
| CA2294990C (en) | 1997-06-30 | 2007-03-06 | William Scott Caldwell | Pharmaceutical compositions and methods for effecting dopamine release |
| WO1999051602A1 (en) | 1998-04-02 | 1999-10-14 | R.J. Reynolds Tobacco Company | Azatricyclo[3.3.1.1] decane derivatives and pharmaceutical compositions containing them |
| US5952339A (en) * | 1998-04-02 | 1999-09-14 | Bencherif; Merouane | Pharmaceutical compositions and methods of using nicotinic antagonists for treating a condition or disorder characterized by alteration in normal neurotransmitter release |
| US6953855B2 (en) * | 1998-12-11 | 2005-10-11 | Targacept, Inc. | 3-substituted-2(arylalkyl)-1-azabicycloalkanes and methods of use thereof |
| US6432975B1 (en) | 1998-12-11 | 2002-08-13 | Targacept, Inc. | Pharmaceutical compositions and methods for use |
| GB0010955D0 (en) | 2000-05-05 | 2000-06-28 | Novartis Ag | Organic compounds |
| AU2001282874A1 (en) * | 2000-08-18 | 2002-03-04 | Pharmacia And Upjohn Company | Quinuclidine-substituted aryl moieties for treatment of disease (nicotinic acetylcholine receptor ligands) |
| SA08290475B1 (ar) * | 2007-08-02 | 2013-06-22 | Targacept Inc | (2s، 3r)-n-(2-((3-بيردينيل)ميثيل)-1-آزا بيسيكلو[2، 2، 2]أوكت-3-يل)بنزو فيوران-2-كربوكساميد، وصور أملاحه الجديدة وطرق استخدامه |
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