7-methoxy-N-(pent-4-enyl)-1,2,3,4-tetrahydroacridin-9-amine | 1344032-23-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 7-methoxy-N-(pent-4-enyl)-1,2,3,4-tetrahydroacridin-9-amine
• 英文别名: 9-amino-7-methoxy-N-(pent-4-enyl)-1,2,3,4-tetrahydroacridine；7-methoxy-N-pent-4-enyl-1,2,3,4-tetrahydroacridin-9-amine
• CAS: 1344032-23-0
• 化学式: C₁₉H₂₄N₂O
• 分子量: 296.412
• InChiKey: SUYXUDHQNHYYJQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  34.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1,5-二碘戊烷 、 7-MEOTA 在 potassium hydroxide 作用下， 以 二甲基亚砜 为溶剂， 反应 50.0h， 以6%的产率得到7-methoxy-N-(pent-4-enyl)-1,2,3,4-tetrahydroacridin-9-amine
  参考文献：
  名称：

  Synthesis and in vitro evaluation of 7-methoxy-N-(pent-4-enyl)-1,2,3,4-tetrahydroacridin-9-amine—new tacrine derivate with cholinergic properties

  摘要：

  Cholinesterase inhibitors are, so far, the only successful strategy for the symptomatic treatment of Alzheimer's disease. Tacrine (THA) is a potent acetylcholinesterase inhibitor that was used in the treatment of Alzheimer's disease for a long time. However, the clinical use of THA was hampered by its low therapeutic index, short half-life and liver toxicity. 7-Methoxytacrine (7-MEOTA) is equally pharmacological active compound with lower toxicity compared to THA. In this Letter, the synthesis, biological activity and molecular modelling of elimination by-product isolated during synthesis of 7-MEOTA based bis-alkylene linked compound is described. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.08.042