[2-Hydroxy-3-[methyl-[3-phenyl-3-[4-(trifluoromethyl)phenoxy]propyl]amino]propyl] 4-methylpiperazine-1-carbodithioate | 1092361-88-0

• 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: [2-Hydroxy-3-[methyl-[3-phenyl-3-[4-(trifluoromethyl)phenoxy]propyl]amino]propyl] 4-methylpiperazine-1-carbodithioate
• CAS: 1092361-88-0
• 化学式: C₂₆H₃₄F₃N₃O₂S₂
• 分子量: 541.702
• InChiKey: ZCDDSAFCVJQEDO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  36
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  96.6
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  N-oxiranylmethyl-N-[3-phenyl-3-(4-trifluoromethylphenoxy)propyl]methylamine 、 sodium 4-methyl-1-piperazinecarbodithioate 以 甲醇 为溶剂， 反应 6.0h， 以71%的产率得到[2-Hydroxy-3-[methyl-[3-phenyl-3-[4-(trifluoromethyl)phenoxy]propyl]amino]propyl] 4-methylpiperazine-1-carbodithioate
  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.