2-(N-methyl)-acetylamino-5-iso-propyl-mercapto-1,3,4-thiadiazole

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-(N-methyl)-acetylamino-5-iso-propyl-mercapto-1,3,4-thiadiazole
• 英文别名: N-methyl-N-(5-propan-2-ylsulfanyl-1,3,4-thiadiazol-2-yl)acetamide
• 化学式: C₈H₁₃N₃OS₂
• 分子量: 231.343
• InChiKey: BIVFIEWBQAUGTI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  99.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5-(异丙基硫基)-1,3,4-噻二唑-2-胺 在 potassium carbonate 、 溶剂黄146 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 生成 2-(N-methyl)-acetylamino-5-iso-propyl-mercapto-1,3,4-thiadiazole
  参考文献：
  名称：

  Synthesis of 2-Amino-5-sulfanyl-1,3,4-thiadiazole Derivatives and Evaluation of Their Antidepressant and Anxiolytic Activity

  摘要：

  Recently a series of 2-amino-5-sulfanyl-1,3,4-thiadiazole derivatives bearing different substituents were synthesized and screened pharmacologically in order to evaluate their central nervous system activity. The purpose of this study was to evaluate the effects of the title compounds on CNS activity by varying the substituents in the thiadiazole moiety. It was found that some of these compounds possess marked antidepressant and anxiolytic properties comparable in efficiency to the reference drugs Imipramine and Diazepam. The most potent compound 3k was further investigated to complete its pharmacological profile with respect to undesired side effects. Behavioral results showed that 3k is a very promising compound, characterized by a mixed antidepressant-anxiolytic activity accompanied by a therapeutic dose range that is essentially 2 orders of magnitude less than that at which side effects such as sedation and amnesia are evident.

  DOI：

  10.1021/jm001027w

文献信息

• Thiadiazole derivatives for the treatment of depressive states
  申请人：LABORATORIO FARMACEUTICO C.T. S.r.l.

  公开号：EP0579129B1

  公开（公告）日：1997-03-05
• Synthesis of 2-Amino-5-sulfanyl-1,3,4-thiadiazole Derivatives and Evaluation of Their Antidepressant and Anxiolytic Activity
  作者：Francesca Clerici、Donato Pocar、Maddalena Guido、Antonella Loche、Vincenzo Perlini、Mario Brufani

  DOI：10.1021/jm001027w

  日期：2001.3.1

  Recently a series of 2-amino-5-sulfanyl-1,3,4-thiadiazole derivatives bearing different substituents were synthesized and screened pharmacologically in order to evaluate their central nervous system activity. The purpose of this study was to evaluate the effects of the title compounds on CNS activity by varying the substituents in the thiadiazole moiety. It was found that some of these compounds possess marked antidepressant and anxiolytic properties comparable in efficiency to the reference drugs Imipramine and Diazepam. The most potent compound 3k was further investigated to complete its pharmacological profile with respect to undesired side effects. Behavioral results showed that 3k is a very promising compound, characterized by a mixed antidepressant-anxiolytic activity accompanied by a therapeutic dose range that is essentially 2 orders of magnitude less than that at which side effects such as sedation and amnesia are evident.