9-dehydro-6-O-demethyl-6-O-(4'-phthalimidobutyl)-galanthaminium bromide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯氮卓类
• 英文名称: 9-dehydro-6-O-demethyl-6-O-(4'-phthalimidobutyl)-galanthaminium bromide
• 英文别名: 2-[4-[[(1S,12S,14R)-14-hydroxy-4-methyl-11-oxa-4-azoniatetracyclo[8.6.1.01,12.06,17]heptadeca-4,6(17),7,9,15-pentaen-9-yl]oxy]butyl]isoindole-1,3-dione;bromide
• 化学式: Br*C₂₈H₂₉N₂O₅
• 分子量: 553.453
• InChiKey: UNZLZKQILUDDBN-LYKZGXCXSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.07
• 重原子数：
  36
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  79.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  加兰他敏 在 氢溴酸 、 碘 、 sodium acetate 、 L-Selectride 、 caesium carbonate 作用下， 以 四氢呋喃 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 45.0h， 生成 9-dehydro-6-O-demethyl-6-O-(4'-phthalimidobutyl)-galanthaminium bromide
  参考文献：
  名称：

  Potent acetylcholinesterase inhibitors: design, synthesis, and structure–Activity relationships of bis-interacting ligands in the galanthamine series

  摘要：

  New galanthamine derivatives, especially bis-interacting ligands 3-5 and 7-9 were prepared in order to interact with the catalytic and the peripheral sites of acetylcholinesterase (AChE). The synthesis, the anticholinesterase activities, and the structure-activity relationships of bis-interacting ligands are reported. Compounds 4d-e were found to be more potent than galanthamine and tacrine in inhibiting AChE. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(98)00133-3

文献信息

• Potent acetylcholinesterase inhibitors: design, synthesis, and structure–Activity relationships of bis-interacting ligands in the galanthamine series
  作者：Aude Mary、Dolor Zafiarisoa Renko、Catherine Guillou、Claude Thal

  DOI：10.1016/s0968-0896(98)00133-3

  日期：1998.10

  New galanthamine derivatives, especially bis-interacting ligands 3-5 and 7-9 were prepared in order to interact with the catalytic and the peripheral sites of acetylcholinesterase (AChE). The synthesis, the anticholinesterase activities, and the structure-activity relationships of bis-interacting ligands are reported. Compounds 4d-e were found to be more potent than galanthamine and tacrine in inhibiting AChE. (C) 1998 Elsevier Science Ltd. All rights reserved.