benzyl-methyl-amino-1-carbodithioic acid 2-hydroxy-3-{methyl-[3-phenyl-3-(4-trifluoromethyl-phenoxy)-propyl]-amino}-propyl ester | 1092361-87-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: benzyl-methyl-amino-1-carbodithioic acid 2-hydroxy-3-{methyl-[3-phenyl-3-(4-trifluoromethyl-phenoxy)-propyl]-amino}-propyl ester
• 英文别名: [2-hydroxy-3-[methyl-[3-phenyl-3-[4-(trifluoromethyl)phenoxy]propyl]amino]propyl] N-benzyl-N-methylcarbamodithioate
• CAS: 1092361-87-9
• 化学式: C₂₉H₃₃F₃N₂O₂S₂
• 分子量: 562.72
• InChiKey: RRXLVZYMIDIHBC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  38
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  93.3
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  N-oxiranylmethyl-N-[3-phenyl-3-(4-trifluoromethylphenoxy)propyl]methylamine 、 N-benzyl-N-methylcarbamodithioate sodium salt 以 甲醇 为溶剂， 反应 6.0h， 以66%的产率得到benzyl-methyl-amino-1-carbodithioic acid 2-hydroxy-3-{methyl-[3-phenyl-3-(4-trifluoromethyl-phenoxy)-propyl]-amino}-propyl ester
  参考文献：
  名称：

  Carbodithioic acid esters of fluoxetine, a novel class of dual-function spermicides

  摘要：

  Carbodithioic acid esters of fluoxetine have been prepared by replacing the methylamino function in aminopropane chain with carbodithioic acid ester group and by adding various S-2-hydroxypropyl ester of dialkyl carbodithioic acid at 3-methylamino group. Some of these compounds showed spermicidal, antifungal and anti-Trichomonas activities. The study revealed that incorporation of carbodithioic acid residue directly into fluoxetine structure leads to compounds with better antifungal and anti-Trichomonas activities, and N-methyl-[3-phenyl-3-(4-trifluoromethylphenoxy)-propyl]carbodithioic acid S-(2-pyrrolidino-ethyl) ester (14) has shown better profile than both fluoxetine and nonoxynol-9. Further lead optimization may yield a potent dual-function spermicide. (C) 2007 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2007.10.024