3-{[4-(2-methoxyphenyl)piperazinyl]methyl}-1-(pyridin-2-yl)-1H-indole | 1579961-76-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 3-{[4-(2-methoxyphenyl)piperazinyl]methyl}-1-(pyridin-2-yl)-1H-indole
• 英文别名: 3-[[4-(2-Methoxyphenyl)piperazin-1-yl]methyl]-1-pyridin-2-ylindole；3-[[4-(2-methoxyphenyl)piperazin-1-yl]methyl]-1-pyridin-2-ylindole
• CAS: 1579961-76-4
• 化学式: C₂₅H₂₆N₄O
• 分子量: 398.508
• InChiKey: HTIRPQWYEXSGRF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  33.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-氟吡啶 在 copper(I) oxide 、 sodium cyanoborohydride 、 potassium carbonate 、 溶剂黄146 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 90.0h， 生成 3-{[4-(2-methoxyphenyl)piperazinyl]methyl}-1-(pyridin-2-yl)-1H-indole
  参考文献：
  名称：

  New 1-arylindoles based serotonin 5-HT7 antagonists. Synthesis and binding evaluation studies

  摘要：

  Based on 5-HT1A and 5-HT7 ligand MR25003 scaffold, a new series of 1-aryl indole analogues were prepared and evaluated against 5-HT7 receptors. Modulations of aryl moieties provided a large number of new indolic derivatives. Most of compounds tested have displayed 5-HT7 affinity in the nanomolar range. Among them, 1-(naphthyl)indole derivative 3p (Ki (5-HT7) = 4.5 nM) showed also a good selectivity over 5-HT1A, 5-HT2A and 5-HT6 receptors. This compound was pharmacology characterized as an antagonist. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.01.055

文献信息

• New 1-arylindoles based serotonin 5-HT7 antagonists. Synthesis and binding evaluation studies
  作者：Charlène Sagnes、Guy Fournet、Grzegorz Satala、Andrzej J. Bojarski、Benoît Joseph

  DOI：10.1016/j.ejmech.2014.01.055

  日期：2014.3

  Based on 5-HT1A and 5-HT7 ligand MR25003 scaffold, a new series of 1-aryl indole analogues were prepared and evaluated against 5-HT7 receptors. Modulations of aryl moieties provided a large number of new indolic derivatives. Most of compounds tested have displayed 5-HT7 affinity in the nanomolar range. Among them, 1-(naphthyl)indole derivative 3p (Ki (5-HT7) = 4.5 nM) showed also a good selectivity over 5-HT1A, 5-HT2A and 5-HT6 receptors. This compound was pharmacology characterized as an antagonist. (C) 2014 Elsevier Masson SAS. All rights reserved.