N-ethyl-4-phenylpiperazine-1-carbothioamide | 431886-57-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: N-ethyl-4-phenylpiperazine-1-carbothioamide
• CAS: 431886-57-6
• 化学式: C₁₃H₁₉N₃S
• mdl: MFCD03110594
• 分子量: 249.38
• InChiKey: AMAKMKORGOYKJL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.461
• 拓扑面积：
  50.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N-苯基哌嗪 、 硫氰酸乙酯 以 1,4-二氧六环 为溶剂， 以84%的产率得到N-ethyl-4-phenylpiperazine-1-carbothioamide
  参考文献：
  名称：

  Antidepressant activity of carbamates and urea derivatives

  摘要：

  Thirteen (13) compounds of N-phenyl-O-alkyl carbamates (1 and 3), N,N-diethyl-N'-alkyl/aryl/phenylpiperazinoureas (4-6, 8-12), N-phenyl-N'-phenylpiperazino/imidazoureas (2, 7), and N-ethyl-(N'-phenylpiperazino) thioureas 13 were synthesized and tested for their antidepressant-like activity in mice. It was found that compound N-phenyl-O-heptyl carbamate 1 and N-phenyl-N'-phenylpiperazinourea 2 showed 32.5 and 27.7% antidepressant activity in the forced swim test in mice, respectively. Considering other carbamates it was found that a decrease in alkyl chain length caused a marked decline in the antidepressant activity. Compounds 1-4 show even higher activities in the forced swim test than the standard phenelzine.

  DOI：

  10.1007/s00044-011-9797-8

文献信息

• Antidepressant activity of carbamates and urea derivatives
  作者：Shahnaz Perveen、Nasreen Fatima、Muhammad Aitmaud Khan、Ahsana Dar、Khalid M. Khan、Nighat Afza、Wolfgang Voelter

  DOI：10.1007/s00044-011-9797-8

  日期：2012.9

  Thirteen (13) compounds of N-phenyl-O-alkyl carbamates (1 and 3), N,N-diethyl-N'-alkyl/aryl/phenylpiperazinoureas (4-6, 8-12), N-phenyl-N'-phenylpiperazino/imidazoureas (2, 7), and N-ethyl-(N'-phenylpiperazino) thioureas 13 were synthesized and tested for their antidepressant-like activity in mice. It was found that compound N-phenyl-O-heptyl carbamate 1 and N-phenyl-N'-phenylpiperazinourea 2 showed 32.5 and 27.7% antidepressant activity in the forced swim test in mice, respectively. Considering other carbamates it was found that a decrease in alkyl chain length caused a marked decline in the antidepressant activity. Compounds 1-4 show even higher activities in the forced swim test than the standard phenelzine.