10-N-demethyl-10-N-(4'-phthalimidobutyl)-galanthamine N-oxide | 187796-01-6

• 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'-phthalimidobutyl)-galanthamine N-oxide
• CAS: 187796-01-6
• 化学式: C₂₈H₃₀N₂O₆
• 分子量: 490.556
• InChiKey: YJMCXZBEHOGPCC-DLPMNZBUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.31
• 重原子数：
  36.0
• 可旋转键数：
  6.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  99.13
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  三氟乙酸酐 、 10-N-demethyl-10-N-(4'-phthalimidobutyl)-galanthamine N-oxide 以 二氯甲烷 为溶剂， 反应 6.0h， 以44%的产率得到9-dehydro-10-N-demethyl-10-N-(4'-phthalimidobutyl)-galanthaminium trifluoroacetate
  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
• 作为产物：
  描述：

  N-去甲基加兰它敏氢溴酸盐 在 三乙胺 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 25.5h， 生成 10-N-demethyl-10-N-(4'-phthalimidobutyl)-galanthamine N-oxide
  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