N-(5-benzyl-1,3,4-thiadiazol-2-yl)-1H-benzimidazol-2-amine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: N-(5-benzyl-1,3,4-thiadiazol-2-yl)-1H-benzimidazol-2-amine
• 英文别名: N-(1H-benzimidazol-2-yl)-5-benzyl-1,3,4-thiadiazol-2-amine
• 化学式: C₁₆H₁₃N₅S
• 分子量: 307.379
• InChiKey: XJDBOYLJHJCRDL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  94.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  S,S-dimethyl 5-benzyl-1,3,4-thiadiazol-2-yldithioimidocarbonate 、 邻苯二胺 以 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 以72%的产率得到N-(5-benzyl-1,3,4-thiadiazol-2-yl)-1H-benzimidazol-2-amine
  参考文献：
  名称：

  Dimethyldithioimidocarbonates-Mediated Heterocyclizations: Synthesis of Imidazolidines and Benzheterocycles as Potent Antitubercular Agents

  摘要：

  A new series of thiadiazolylimidazolidines, thiadiazolylbenzimidazoles, thiadiazolylbenzoxazoles, and thiadiazolylbenzothiazoles were synthesized by heterocyclization reactions of dimethyldithioimidocarbonate of properly substituted thiadiazoles with various binucleophiles. The structures of all the newly synthesized compounds were elucidated and they were screened for antitubercular activity against Mycobacterium tuberculosis H(37)Rv using the BACTEC 460 radiometric system, where few compounds have shown more than 90% inhibition at MIC of < 6.25 mu g/mL in the preliminary screening level. They were also screened for their, antibacterial activity against Escherichia coli and Bacillus cirrhosis, and antifungal activity against Aspergillus niger and Penicillium worthmanni. Some of the compounds have shown promising in vitro antibacterial and antifungal activities.

  DOI：

  10.1080/10426500601088721

文献信息

• Dimethyldithioimidocarbonates-Mediated Heterocyclizations: Synthesis of Imidazolidines and Benzheterocycles as Potent Antitubercular Agents
  作者：Vinayak S. Hegde、Gundurao D. Kolavi、Ravi S. Lamani、Imtiyaz Ahmed M. Khazi

  DOI：10.1080/10426500601088721

  日期：2007.2.15

  A new series of thiadiazolylimidazolidines, thiadiazolylbenzimidazoles, thiadiazolylbenzoxazoles, and thiadiazolylbenzothiazoles were synthesized by heterocyclization reactions of dimethyldithioimidocarbonate of properly substituted thiadiazoles with various binucleophiles. The structures of all the newly synthesized compounds were elucidated and they were screened for antitubercular activity against Mycobacterium tuberculosis H(37)Rv using the BACTEC 460 radiometric system, where few compounds have shown more than 90% inhibition at MIC of < 6.25 mu g/mL in the preliminary screening level. They were also screened for their, antibacterial activity against Escherichia coli and Bacillus cirrhosis, and antifungal activity against Aspergillus niger and Penicillium worthmanni. Some of the compounds have shown promising in vitro antibacterial and antifungal activities.