(3aS,7aS)-5-benzyl-1-[(2R)-2-phenylmethoxypropanoyl]-3,3a,4,6,7,7a-hexahydropyrrolo[3,2-c]pyridin-2-one | 1276682-91-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: (3aS,7aS)-5-benzyl-1-[(2R)-2-phenylmethoxypropanoyl]-3,3a,4,6,7,7a-hexahydropyrrolo[3,2-c]pyridin-2-one
• CAS: 1276682-91-7
• 化学式: C₂₄H₂₈N₂O₃
• 分子量: 392.498
• InChiKey: LSFSBDHYQKBDSG-COPCDDAFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  49.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (R)-(+)-2-苄氧基丙酰氯 、 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.33h， 生成 (3aS,7aS)-5-benzyl-1-[(2R)-2-phenylmethoxypropanoyl]-3,3a,4,6,7,7a-hexahydropyrrolo[3,2-c]pyridin-2-one 、
  参考文献：
  名称：

  Synthesis and Biological Evaluation of 3,7-Diazabicyclo[4.3.0]nonan-8-ones as Potential Nootropic and Analgesic Drugs

  摘要：

  A series of cis and trans 3,7-diazabicyclo[4.3.0]nonan-8-ones has been synthesized and tested for their ability to revert scopolamine-induced amnesia in the mouse passive-avoidance test. The racemates of the most potent compounds 4 and 7 were separated and tested, but no enantioselectivity was found for the nootropic activity. Compounds 4 and 7 and their enantiomers displayed interesting antihyperalgesic activity in two models of neuropathic pain (streptozotocin-induced and oxalilplatin-induced neuropathy) in comparison with pregabalin.

  DOI：

  10.1021/jm101376k

文献信息

• Synthesis and Biological Evaluation of 3,7-Diazabicyclo[4.3.0]nonan-8-ones as Potential Nootropic and Analgesic Drugs
  作者：Elisabetta Martini、Lorenzo Di Cesare Mannelli、Gianluca Bartolucci、Carlo Bertucci、Silvia Dei、Carla Ghelardini、Luca Guandalini、Dina Manetti、Serena Scapecchi、Elisabetta Teodori、Maria Novella Romanelli

  DOI：10.1021/jm101376k

  日期：2011.4.14

  A series of cis and trans 3,7-diazabicyclo[4.3.0]nonan-8-ones has been synthesized and tested for their ability to revert scopolamine-induced amnesia in the mouse passive-avoidance test. The racemates of the most potent compounds 4 and 7 were separated and tested, but no enantioselectivity was found for the nootropic activity. Compounds 4 and 7 and their enantiomers displayed interesting antihyperalgesic activity in two models of neuropathic pain (streptozotocin-induced and oxalilplatin-induced neuropathy) in comparison with pregabalin.