(3aS,8aR)-3a,8-dimethyl-1-(2-(piperidin-1-yl)ethyl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-ol | 1221447-65-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: (3aS,8aR)-3a,8-dimethyl-1-(2-(piperidin-1-yl)ethyl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-ol
• CAS: 1221447-65-9
• 化学式: C₁₉H₂₉N₃O
• 分子量: 315.459
• InChiKey: ZTJMCGJZSLFKCU-OALUTQOASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.62
• 重原子数：
  23.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  29.95
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (3aS,8aR)-3a,8-dimethyl-1-(2-(piperidin-1-yl)ethyl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-ol 、 4-异丙基苯异氰酸酯 在 sodium 作用下， 以 乙醚 为溶剂， 反应 0.08h， 生成 [(3aR,8bS)-4,8b-dimethyl-3-(2-piperidin-1-ylethyl)-2,3a-dihydro-1H-pyrrolo[2,3-b]indol-7-yl] N-(4-propan-2-ylphenyl)carbamate
  参考文献：
  名称：

  Design, synthesis, evaluation and QSAR analysis of N1-substituted norcymserine derivatives as selective butyrylcholinesterase inhibitors

  摘要：

  We synthesized a series of N-1-substituted norcymserine derivatives 7a-p and evaluated their anti-cholinesterase activities. In vitro evaluation showed that the pyridinylethyl derivatives 7m-o and the piperidinylethyl derivative 7p improved the anti-butyrylcholinesterase activity by approximately threefold compared to N-1-phenethylnorcymserine (PEC, 2). A quantitative structure-activity relationship (QSAR) study indicated that logS might be a key feature of the improved compounds. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.01.057
• 作为产物：
  描述：

  1-(2-氨乙基)哌啶 、 毒扁豆碱 在 potassium hydroxide 、 碘甲烷 作用下， 以 二甲基亚砜 为溶剂， 反应 4.0h， 生成 (3aS,8aR)-5-methoxy-3a,8-dimethyl-1-(2-(piperidin-1-yl)ethyl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indole 、 (3aS,8aR)-3a,8-dimethyl-1-(2-(piperidin-1-yl)ethyl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-ol
  参考文献：
  名称：

  Design, synthesis, evaluation and QSAR analysis of N1-substituted norcymserine derivatives as selective butyrylcholinesterase inhibitors

  摘要：

  We synthesized a series of N-1-substituted norcymserine derivatives 7a-p and evaluated their anti-cholinesterase activities. In vitro evaluation showed that the pyridinylethyl derivatives 7m-o and the piperidinylethyl derivative 7p improved the anti-butyrylcholinesterase activity by approximately threefold compared to N-1-phenethylnorcymserine (PEC, 2). A quantitative structure-activity relationship (QSAR) study indicated that logS might be a key feature of the improved compounds. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.01.057