cyclopropyl((3aR,5r,6aS)-octahydrocyclopenta[c]pyrrol-5-yl)methanone | 1069112-73-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: cyclopropyl((3aR,5r,6aS)-octahydrocyclopenta[c]pyrrol-5-yl)methanone
• CAS: 1069112-73-7
• 化学式: C₁₁H₁₇NO
• 分子量: 179.262
• InChiKey: VHNSVCKCMBYGSB-OWUUHHOZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.21
• 重原子数：
  13.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  29.1
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  diethyl 2-allyl-2-iodomalonate 在 盐酸 、 六正丁基二锡 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 cyclopropyl((3aR,5r,6aS)-octahydrocyclopenta[c]pyrrol-5-yl)methanone
  参考文献：
  名称：

  Novel nicotinic acetylcholine receptor agonists containing carbonyl moiety as a hydrogen bond acceptor

  摘要：

  A novel series of alpha 4 beta 2 nAChR agonists lacking common pyridine or its bioisosteric heterocycle have been disclosed. Essential pharmacophoric elements of the series are exocyclic carbonyl moiety as a hydrogen bond acceptor and secondary amino group within diaza- or azabicyclic scaffold. Computer modeling studies suggested that molecular shape of the ligand also contributes to promotion of agonism. Proof of concept for improving working memory performance in a novel object recognition task has been demonstrated on a representative of the series, 3-propionyl-3,7-diazabicyclo[3.3.0]octane (34). (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.04.058

文献信息

• Novel nicotinic acetylcholine receptor agonists containing carbonyl moiety as a hydrogen bond acceptor
  作者：Anatoly A. Mazurov、David C. Kombo、Srinivasa Akireddy、Srinivasa Murthy、Terry A. Hauser、Kristen G. Jordan、Gregory J. Gatto、Daniel Yohannes

  DOI：10.1016/j.bmcl.2013.04.058

  日期：2013.7

  A novel series of alpha 4 beta 2 nAChR agonists lacking common pyridine or its bioisosteric heterocycle have been disclosed. Essential pharmacophoric elements of the series are exocyclic carbonyl moiety as a hydrogen bond acceptor and secondary amino group within diaza- or azabicyclic scaffold. Computer modeling studies suggested that molecular shape of the ligand also contributes to promotion of agonism. Proof of concept for improving working memory performance in a novel object recognition task has been demonstrated on a representative of the series, 3-propionyl-3,7-diazabicyclo[3.3.0]octane (34). (c) 2013 Elsevier Ltd. All rights reserved.