N-[3-(2-{N-[3-(N-methylpiperazinyl)aminopropyl]amino}phenylthio)phenyl]-N'-methylpiperazinylpropylenediamine

• 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-(2-{N-[3-(N-methylpiperazinyl)aminopropyl]amino}phenylthio)phenyl]-N'-methylpiperazinylpropylenediamine
• 英文别名: N-[3-(4-methylpiperazin-1-yl)propyl]-2-[3-[3-(4-methylpiperazin-1-yl)propylamino]phenyl]sulfanylaniline
• 化学式: C₂₈H₄₄N₆S
• 分子量: 496.764
• InChiKey: PQGLGGRUWMXHAL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  35
• 可旋转键数：
  12
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  62.3
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  3-氨基苯硫酚 在 镍 N-乙基哌啶 、 硼烷 、 氢气 、 sodium acetate 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 80.0 ℃ 、10.0 MPa 条件下， 反应 53.0h， 生成 N-[3-(2-{N-[3-(N-methylpiperazinyl)aminopropyl]amino}phenylthio)phenyl]-N'-methylpiperazinylpropylenediamine
  参考文献：
  名称：

  New potent inhibitors of trypanothione reductase from Trypanosoma cruzi in the 2-aminodiphenylsulfide series

  摘要：

  From a screening assay, 2-aminodiphenylsulfides were selected as leads for trypanothione reductase (TR) inhibition and studied by molecular modelling in the catalytic site of the enzyme. A series of analogues, monomers or bis-derivatives, were synthesized to improve binding energy and therefore inhibiting potency. These compounds appeared to be mixed competitive TR inhibitors and their inhibition profile could be explained when their aggregation in solution was taken into consideration. A bis-amino-diphenylsulfide with an IC50 of 0.55 mu M was revealed to be the best TR inhibitor described so far.

  DOI：

  10.1016/s0223-5234(97)84360-7

文献信息

• New potent inhibitors of trypanothione reductase from Trypanosoma cruzi in the 2-aminodiphenylsulfide series
  作者：S Girault、S Baillet、D Horvath、V Lucas、E Davioud-Charvet、A Tartar、C Sergheraert

  DOI：10.1016/s0223-5234(97)84360-7

  日期：1997.1

  From a screening assay, 2-aminodiphenylsulfides were selected as leads for trypanothione reductase (TR) inhibition and studied by molecular modelling in the catalytic site of the enzyme. A series of analogues, monomers or bis-derivatives, were synthesized to improve binding energy and therefore inhibiting potency. These compounds appeared to be mixed competitive TR inhibitors and their inhibition profile could be explained when their aggregation in solution was taken into consideration. A bis-amino-diphenylsulfide with an IC50 of 0.55 mu M was revealed to be the best TR inhibitor described so far.