N-[3-[4-(2-aminoethyl)piperazin-1-yl]propyl]-5-chloro-2-phenylsulfanylaniline | 180145-13-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: N-[3-[4-(2-aminoethyl)piperazin-1-yl]propyl]-5-chloro-2-phenylsulfanylaniline
• CAS: 180145-13-5
• 化学式: C₂₁H₂₉ClN₄S
• 分子量: 405.007
• InChiKey: ZXZWUXRTSZKUPR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  27
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  69.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  苯甲酰氯 、 N-[3-[4-(2-aminoethyl)piperazin-1-yl]propyl]-5-chloro-2-phenylsulfanylaniline 在 吡啶 作用下， 反应 1.0h， 以74%的产率得到
  参考文献：
  名称：

  2-Amino diphenylsulfides as inhibitors of trypanothione reductase: modification of the side chain

  摘要：

  A molecular modeling study meant to detect pharmacophore-like patterns in the active site of trypanothione reductase (TR) offered hints about the opportunity of synthesizing and testing diphenylsulfide derivatives with prolonged or branched polyamino side chains as putative TR inhibitors. The inhibition results within the synthesized series confirmed the main working hypothesis inspired by the molecular modeling study. The different compounds were tested in vitro on the enzyme and on Trypanosoma cruzi and Trypanosoma brucei trypomastigotes as well as in vivo in infected mice. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0968-0896(96)00083-1
• 作为产物：
  描述：

  (5-Chloro-2-phenylsulfanyl-phenyl)-(3-chloro-propyl)-amine 在 一水合肼 作用下， 以 乙醇 、 苯 为溶剂， 反应 25.0h， 生成 N-[3-[4-(2-aminoethyl)piperazin-1-yl]propyl]-5-chloro-2-phenylsulfanylaniline
  参考文献：
  名称：

  2-Amino diphenylsulfides as inhibitors of trypanothione reductase: modification of the side chain

  摘要：

  A molecular modeling study meant to detect pharmacophore-like patterns in the active site of trypanothione reductase (TR) offered hints about the opportunity of synthesizing and testing diphenylsulfide derivatives with prolonged or branched polyamino side chains as putative TR inhibitors. The inhibition results within the synthesized series confirmed the main working hypothesis inspired by the molecular modeling study. The different compounds were tested in vitro on the enzyme and on Trypanosoma cruzi and Trypanosoma brucei trypomastigotes as well as in vivo in infected mice. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0968-0896(96)00083-1

文献信息

• 2-Amino diphenylsulfides as inhibitors of trypanothione reductase: modification of the side chain
  作者：Stéphanie Baillet、Eric Buisine、Dragos Horvath、Louis Maes、Beatrice Bonnet、Christian Sergheraert

  DOI：10.1016/0968-0896(96)00083-1

  日期：1996.6

  A molecular modeling study meant to detect pharmacophore-like patterns in the active site of trypanothione reductase (TR) offered hints about the opportunity of synthesizing and testing diphenylsulfide derivatives with prolonged or branched polyamino side chains as putative TR inhibitors. The inhibition results within the synthesized series confirmed the main working hypothesis inspired by the molecular modeling study. The different compounds were tested in vitro on the enzyme and on Trypanosoma cruzi and Trypanosoma brucei trypomastigotes as well as in vivo in infected mice. Copyright (C) 1996 Elsevier Science Ltd