10-N-demethyl-10-N-(4'-phthalimidobutyl)-galanthamine | 187795-99-9

• 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
• 英文别名: 2-{4-[(1S,12S,14R)-14-hydroxy-9-methoxy-11-oxa-4-azatetracyclo[8.6.1.0^{1,12}.0^{6,17}]heptadeca-6(17),7,9,15-tetraen-4-yl]butyl}-2,3-dihydro-1H-isoindole-1,3-dione；2-[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]butyl]isoindole-1,3-dione
• CAS: 187795-99-9
• 化学式: C₂₈H₃₀N₂O₅
• 分子量: 474.557
• InChiKey: ZZSASQDHMTTXGO-AMAALNMCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  35
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  79.3
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  10-N-demethyl-10-N-(4'-phthalimidobutyl)-galanthamine 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 以86%的产率得到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
• 作为产物：
  描述：

  N-(4-溴丁基)邻苯二甲酰亚胺 、 N-去甲基加兰它敏氢溴酸盐 在 三乙胺 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以88%的产率得到10-N-demethyl-10-N-(4'-phthalimidobutyl)-galanthamine
  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