2-[(2-pyridinyl)methyl]-1-aza-bicyclo[2.2.2]octan-3-one | 852476-83-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 奎宁环
• 英文名称: 2-[(2-pyridinyl)methyl]-1-aza-bicyclo[2.2.2]octan-3-one
• 英文别名: 2-(Pyridin-2-ylmethyl)-1-azabicyclo[2.2.2]octan-3-one
• CAS: 852476-83-6
• 化学式: C₁₃H₁₆N₂O
• 分子量: 216.283
• InChiKey: LKXMIMXBWNPWEK-UHFFFAOYSA-N

物化性质

• 沸点：
  352.1±22.0 °C(Predicted)
• 密度：
  1.19±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  33.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-[(2-pyridinyl)methyl]-1-aza-bicyclo[2.2.2]octan-3-one 在 aluminum isopropoxide 作用下， 生成 (4-Bromo-phenyl)-carbamic acid (2R,3R)-2-pyridin-2-ylmethyl-1-aza-bicyclo[2.2.2]oct-3-yl ester
  参考文献：
  名称：

  2-(Arylmethyl)-3-substituted quinuclidines as selective α7 nicotinic receptor ligands

  摘要：

  A series of 2-(arylmethyl)-3-substituted quinuclidines was developed as alpha 7 neuronal nicotinic acetylcholine receptor (nAChR) agonists based on a putative pharmacophore model. The series is highly selective for the alpha 7 over other nAChRs (e.g., the alpha A beta 2 of the CNS, and the muscle and ganglionic subtypes) and is functionally tunable at alpha 7. One member of the series, (+)-N-(1-azabicyclo[2.2.2]oct-3-yl)benzo[b]furan-2-carboxamide (+)-81), has potent agonistic activity for the alpha 7 nAChR (EC50 = 33 nM, I-max = 1.0), at concentrations below those that result in desensitization. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.02.045
• 作为产物：
  描述：

  3-奎宁环酮 在 palladium on activated charcoal 氢氧化钾 、 氢气 作用下， 生成 2-[(2-pyridinyl)methyl]-1-aza-bicyclo[2.2.2]octan-3-one
  参考文献：
  名称：

  2-(Arylmethyl)-3-substituted quinuclidines as selective α7 nicotinic receptor ligands

  摘要：

  A series of 2-(arylmethyl)-3-substituted quinuclidines was developed as alpha 7 neuronal nicotinic acetylcholine receptor (nAChR) agonists based on a putative pharmacophore model. The series is highly selective for the alpha 7 over other nAChRs (e.g., the alpha A beta 2 of the CNS, and the muscle and ganglionic subtypes) and is functionally tunable at alpha 7. One member of the series, (+)-N-(1-azabicyclo[2.2.2]oct-3-yl)benzo[b]furan-2-carboxamide (+)-81), has potent agonistic activity for the alpha 7 nAChR (EC50 = 33 nM, I-max = 1.0), at concentrations below those that result in desensitization. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.02.045

文献信息

• [EN] L -DIHYDRO-2-OXOQUINOLINE COMPOUNDS A 5-HT4 RECEPTOR LIGANDS<br/>[FR] COMPOSÉS DE 1,2-DIHYDRO-2-OXOQUINOLÉINE COMME LIGANDS DES RÉCEPTEURS 5-HT4
  申请人：SUVEN LIFE SCIENCES LTD

  公开号：WO2011030349A1

  公开（公告）日：2011-03-17

  The present invention relates to novel l,2-dihydro-2-oxoquinoline compounds of the formula (I), and their derivatives, prodrugs, tautomers, stereoisomers, polymorphs, solvates, hydrates, metabolites, N-oxides, pharmaceutically acceptable salts and compositions containing them. Formula (I) The present invention also relates to a process for the preparation of above said novel compounds, and their derivatives, prodrugs, tautomers, stereoisomers, polymorphs, solvates, hydrates, metabolites, N-oxides, pharmaceutically acceptable salts and compositions containing them. The compounds of the present invention are useful in the treatment/prevention of various disorders that are mediated by 5-HT4 receptor activity.

  本发明涉及新型l,2-二氢-2-氧喹啉化合物的公式(I)，以及它们的衍生物、前药、互变异构体、立体异构体、多晶形态、溶剂合物、水合物、代谢物、N-氧化物、药学上可接受的盐和含有它们的组合物。公式(I) 本发明还涉及上述新型化合物及其衍生物、前药、互变异构体、立体异构体、多晶形态、溶剂合物、水合物、代谢物、N-氧化物、药学上可接受的盐和含有它们的组合物的制备方法。本发明的化合物在治疗/预防由5-HT4受体活性介导的各种疾病中具有用途。
• Method for producing optically active quinuclidinols having one or more substituted groups at the 2-position
  申请人：Katayama Takeaki

  公开号：US20080081911A1

  公开（公告）日：2008-04-03

  The invention provides a method for producing optically active 3-quinuclidinols having one or more substituted groups at the 2-position; wherein 3-quinuclidinones having one or more substituted groups at the 2-position are reacted with compounds providing hydrogen in the presence of a certain metal complex.

  本发明提供了一种制备在2位具有一个或多个取代基的光学活性3-喹诺啉醇的方法；其中，在特定金属配合物的存在下，将在2位具有一个或多个取代基的3-喹诺酮与提供氢的化合物反应。
• L -DIHYDRO-2-OXOQUINOLINE COMPOUNDS A 5-HT4 RECEPTOR LIGANDS
  申请人：Suven Life Sciences Limited

  公开号：EP2507225A1

  公开（公告）日：2012-10-10
• L -DIHYDRO-2-OXOQUINOLINE COMPOUNDS AS 5-HT4 RECEPTOR LIGANDS
  申请人：Suven Life Sciences Limited

  公开号：EP2507225B1

  公开（公告）日：2016-06-01
• 1,2-DIHYDRO-2-OXOQUINOLINE COMPOUNDS AS 5-HT4 RECEPTOR LIGANDS
  申请人：Nirogi Ramakrishna

  公开号：US20120277216A1

  公开（公告）日：2012-11-01

  The present invention relates to novel 1,2-dihydro-2-oxoquinoline compounds of the formula (I), and their derivatives, prodrugs, tautomers, stereoisomers, polymorphs, solvates, hydrates, metabolites, N-oxides, pharmaceutically acceptable salts and compositions containing them. The present invention also relates to a process for the preparation of above said novel compounds, and their derivatives, prodrugs, tautomers, stereoisomers, polymorphs, solvates, hydrates, metabolites, N-oxides, pharmaceutically acceptable salts and compositions containing them. The compounds of the present invention are useful in the treatment/prevention of various disorders that are mediated by 5-HT4 receptor activity.