N-[3-{4-(1H-indol-2-yl)phenoxy}propyl]-2-chlorophenylamine | 1574324-22-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: N-[3-{4-(1H-indol-2-yl)phenoxy}propyl]-2-chlorophenylamine
• 英文别名: 2-chloro-N-[3-[4-(1H-indol-2-yl)phenoxy]propyl]aniline
• CAS: 1574324-22-3
• 化学式: C₂₃H₂₁ClN₂O
• 分子量: 376.886
• InChiKey: OGLHOMQQLOADLP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  37
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-(1-(2-phenylhydrazono)ethyl)phenol 在 磷酸 、 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 25.0h， 生成 N-[3-{4-(1H-indol-2-yl)phenoxy}propyl]-2-chlorophenylamine
  参考文献：
  名称：

  Synthesis, docking and pharmacological evaluation of novel indole based potential atypical antipsychotics

  摘要：

  A series of substituted indole derivatives have been synthesized and the target compounds evaluated for atypical antipsychotic activity in apomorphine induced mesh climbing and stereotypy assays in mice. The compounds 11 and 12 have emerged as important lead compounds showing potential atypical antipsychotic profile. In silico (docking studies) have been carried out to postulate a hypothetical binding model for the target compounds with respect to the dopaminergic D-2 and 5-HT2A receptors. Theoretical ADME profiling of the compounds based on selected physicochemical parameters has suggested an excellent compliance with Lipinski's rules. The potential of these compounds to penetrate the blood brain barrier (log BB) was computed through an online software program and the values obtained for the compounds suggest good potential for brain permeation. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.09.020

文献信息

• Synthesis, docking and pharmacological evaluation of novel indole based potential atypical antipsychotics
  作者：Alka Bali、Umesh Sen、Tania Peshin

  DOI：10.1016/j.ejmech.2013.09.020

  日期：2014.3

  A series of substituted indole derivatives have been synthesized and the target compounds evaluated for atypical antipsychotic activity in apomorphine induced mesh climbing and stereotypy assays in mice. The compounds 11 and 12 have emerged as important lead compounds showing potential atypical antipsychotic profile. In silico (docking studies) have been carried out to postulate a hypothetical binding model for the target compounds with respect to the dopaminergic D-2 and 5-HT2A receptors. Theoretical ADME profiling of the compounds based on selected physicochemical parameters has suggested an excellent compliance with Lipinski's rules. The potential of these compounds to penetrate the blood brain barrier (log BB) was computed through an online software program and the values obtained for the compounds suggest good potential for brain permeation. (C) 2013 Elsevier Masson SAS. All rights reserved.