[3-(azepan-1-yl)-2-hydroxypropyl] N-methyl-N-[3-phenyl-3-[4-(trifluoromethyl)phenoxy]propyl]carbamodithioate | 1092361-80-2

• 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: [3-(azepan-1-yl)-2-hydroxypropyl] N-methyl-N-[3-phenyl-3-[4-(trifluoromethyl)phenoxy]propyl]carbamodithioate
• CAS: 1092361-80-2
• 化学式: C₂₇H₃₅F₃N₂O₂S₂
• 分子量: 540.714
• InChiKey: CFNBMDAXVAJPSE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  36
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.52
• 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：

  sodium;N-methyl-N-[3-phenyl-3-[4-(trifluoromethyl)phenoxy]propyl]carbamodithioate 、 1-(oxiran-2-ylmethyl)azepane 以 甲醇 为溶剂， 反应 12.0h， 以72%的产率得到[3-(azepan-1-yl)-2-hydroxypropyl] N-methyl-N-[3-phenyl-3-[4-(trifluoromethyl)phenoxy]propyl]carbamodithioate
  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

文献信息

• Carbodithioic acid esters of fluoxetine, a novel class of dual-function spermicides
  作者：S.T.V.S. Kiran Kumar、Lalit Kumar、Vishnu L. Sharma、Ashish Jain、Rajeev K. Jain、Jagdamba P. Maikhuri、Manish Kumar、Praveen K. Shukla、Gopal Gupta

  DOI：10.1016/j.ejmech.2007.10.024

  日期：2008.10

  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.