5-((3-(((4-methylpiperazin-1-yl)imino)methyl)-2-phenyl-1H-indol-1-yl)sulfonyl)-N,N-dimethylnaphthalene-1-amine

• 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: 5-((3-(((4-methylpiperazin-1-yl)imino)methyl)-2-phenyl-1H-indol-1-yl)sulfonyl)-N,N-dimethylnaphthalene-1-amine
• 英文别名: 5-((3-((4-methylpiperazin-1-ylimino)methyl)-2-phenyl-1H-indol-1-yl)sulfonyl)-N,N-dimethylnaphthalen-1-amine
• 化学式: C₃₂H₃₃N₅O₂S
• 分子量: 551.712
• InChiKey: QXWPFTKGGUFTQA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.35
• 重原子数：
  40.0
• 可旋转键数：
  6.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  61.15
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  1-氨基-4-甲基哌嗪 在 potassium hydride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 5-((3-(((4-methylpiperazin-1-yl)imino)methyl)-2-phenyl-1H-indol-1-yl)sulfonyl)-N,N-dimethylnaphthalene-1-amine
  参考文献：
  名称：

  Design and synthesis of novel series of 5-HT6 receptor ligands having indole, a central aromatic core and 1-amino-4 methyl piperazine as a positive ionizable group

  摘要：

  The exclusive distribution of 5-HT6 receptor in the brain regions and high affinity for antipsychotic and antidepressant drugs makes 5-HT6 receptor a promising target in treatment of CNS diseases. Based on a pharmacophore model reported in the literature, we designed and synthesized a novel series of 5-HT6 receptor ligands having indole as a central aromatic core and 1-amino-4-methyl piperazine as positive ionizable group. Out of 32 compounds we have successfully identified 10 new compounds as 5-HT6 receptor antagonists. The structure-activity relationship (SAR) studies have been carried out by mapping the compounds with the 3D QSAR model. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.05.051

文献信息

• Design and synthesis of novel series of 5-HT6 receptor ligands having indole, a central aromatic core and 1-amino-4 methyl piperazine as a positive ionizable group
  作者：Faisal Hayat、Sungjin Cho、Hyewhon Rhim、Ambily Nath Indu Viswanath、Ae Nim Pae、Jae Yeol Lee、Dong Joon Choo、Hea-Young Park Choo

  DOI：10.1016/j.bmc.2013.05.051

  日期：2013.9

  The exclusive distribution of 5-HT6 receptor in the brain regions and high affinity for antipsychotic and antidepressant drugs makes 5-HT6 receptor a promising target in treatment of CNS diseases. Based on a pharmacophore model reported in the literature, we designed and synthesized a novel series of 5-HT6 receptor ligands having indole as a central aromatic core and 1-amino-4-methyl piperazine as positive ionizable group. Out of 32 compounds we have successfully identified 10 new compounds as 5-HT6 receptor antagonists. The structure-activity relationship (SAR) studies have been carried out by mapping the compounds with the 3D QSAR model. (C) 2013 Elsevier Ltd. All rights reserved.