2,5-dimethyl-8-(methylsulfonyl)-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole hydrochloride | 1215657-99-0

• 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: 2,5-dimethyl-8-(methylsulfonyl)-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole hydrochloride
• 英文别名: 2,5-dimethyl-8-methylsulfonyl-3,4-dihydro-1H-pyrido[4,3-b]indole;hydrochloride
• CAS: 1215657-99-0
• 化学式: C₁₄H₁₈N₂O₂S*ClH
• 分子量: 314.836
• InChiKey: HOJRDOZUDCCLIR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.99
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  50.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  甲烷磺酸 、 8-bromo-2,5-dimethyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole 在 copper(l) iodide 、 N,N-二异丙基乙胺 、 N,N'-二甲基乙二胺 、 盐酸 作用下， 以 水 、 二甲基亚砜 、 1,4-二氧六环 、 丙酮 为溶剂， 反应 24.0h， 以54%的产率得到2,5-dimethyl-8-(methylsulfonyl)-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole hydrochloride
  参考文献：
  名称：

  8-Sulfonyl-substituted tetrahydro-1 H -pyrido[4,3- b ]indoles as 5-HT 6 receptor antagonists

  摘要：

  A series of novel 8-sulfonyl-substituted 2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indoles (THPI) has been synthesized and their ability to interact with 5-HT6 receptors evaluated in cell-based and radioligand binding assays. Amongst evaluated THPIs, compounds 9 center dot HCl and 20 center dot HCl have been identified as the most potent 5-HT6 receptor antagonists with K-i values equal to 2.1 nM and 5.7 nM and IC50 values (functional assay) equal to 15 nM and 78 nM, respectively. Affinities of these two compounds for several serotonin receptors in the competitive radioligand binding assays as well as their specificity profiles against a panel of therapeutic targets have been determined. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.10.035