10-N-demethyl-10-N-(4-(4-(pyrrolidine-1-carbonyl)phenoxy)butan-1-yl)galanthamine | 913380-67-3

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 石蒜科生物碱
• 英文名称: 10-N-demethyl-10-N-(4-(4-(pyrrolidine-1-carbonyl)phenoxy)butan-1-yl)galanthamine
• 英文别名: [4-[4-[(1S,12S,14R)-14-hydroxy-9-methoxy-11-oxa-4-azatetracyclo[8.6.1.01,12.06,17]heptadeca-6(17),7,9,15-tetraen-4-yl]butoxy]phenyl]-pyrrolidin-1-ylmethanone
• CAS: 913380-67-3
• 化学式: C₃₁H₃₈N₂O₅
• 分子量: 518.653
• InChiKey: APUBMOASBJGFEG-OIZHIJAMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  38
• 可旋转键数：
  8
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  71.5
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (4-(4-bromobutoxy)phenyl)(pyrrolidin-1-yl)methanone 、 N-去甲基加兰它敏氢溴酸盐 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以54.3%的产率得到10-N-demethyl-10-N-(4-(4-(pyrrolidine-1-carbonyl)phenoxy)butan-1-yl)galanthamine
  参考文献：
  名称：

  Design, synthesis and evaluation of galanthamine derivatives as acetylcholinesterase inhibitors

  摘要：

  A new series of galanthamine derivatives have been designed, synthesized and evaluated as acetylcholinesterase inhibitors. All of the new compounds prepared showed high AChE inhibitory activities, with compound 3e that has an N-hexyl-benzyl piperidine substituent on the nitrogen atom reaching the best inhibitory activity for AChE (IC50 = 5.62 nM). The docking study performed with AutoDock demonstrated that 3e was nicely accommodated by AChE. (c) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.04.018

文献信息

• Design, synthesis and evaluation of galanthamine derivatives as acetylcholinesterase inhibitors
  作者：Ping Jia、Rong Sheng、Jing Zhang、Liang Fang、Qiaojun He、Bo Yang、Yongzhou Hu

  DOI：10.1016/j.ejmech.2008.04.018

  日期：2009.2

  A new series of galanthamine derivatives have been designed, synthesized and evaluated as acetylcholinesterase inhibitors. All of the new compounds prepared showed high AChE inhibitory activities, with compound 3e that has an N-hexyl-benzyl piperidine substituent on the nitrogen atom reaching the best inhibitory activity for AChE (IC50 = 5.62 nM). The docking study performed with AutoDock demonstrated that 3e was nicely accommodated by AChE. (c) 2008 Elsevier Masson SAS. All rights reserved.