4-((1H-benzimidazol-2-yl-thio)methyl)-N'-(4-(dimethylamino)benzylidene)benzohydrazide

• 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: 4-((1H-benzimidazol-2-yl-thio)methyl)-N'-(4-(dimethylamino)benzylidene)benzohydrazide
• 英文别名: 4-(1H-benzimidazol-2-ylsulfanylmethyl)-N-[[4-(dimethylamino)phenyl]methylideneamino]benzamide
• 化学式: C₂₄H₂₃N₅OS
• 分子量: 429.546
• InChiKey: FQRQYEPVUUOUBJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  98.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  methyl 4-(((1H-benzo[d]imidazol-2-yl)thio)methyl)benzoate 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 6.0h， 生成 4-((1H-benzimidazol-2-yl-thio)methyl)-N'-(4-(dimethylamino)benzylidene)benzohydrazide
  参考文献：
  名称：

  Synthesis, in vitro urease inhibitory potential and molecular docking study of Benzimidazole analogues

  摘要：

  Despite of many diverse biological activities exhibited by benzimidazole scaffold, it is rarely explored for the urease inhibitory potential. For that purpose, benzimidazole analogues 1-19 were synthesized and screened for in vitro urease inhibitory potential. Structures of all synthetic analogues were deduced by different spectroscopic techniques. All analogues revealed inhibition potential with IC50 values of 0.90 +/- 0.01 to 35.20 +/- 1.10 mu M, when compared with the standard thiourea (IC50 = 21.40 +/- 0.21 mu M). Limited SAR suggested that the variations in the inhibitory potentials of the analogues are the result of different substitutions on phenyl ring. In order to rationalize the binding interactions of most active compounds with the active site of urease enzyme, molecular docking study was conducted.

  DOI：

  10.1016/j.bioorg.2019.103024

文献信息

• Synthesis, in vitro urease inhibitory potential and molecular docking study of Benzimidazole analogues
  作者：Khalid Zaman、Fazal Rahim、Muhammad Taha、Hayat Ullah、Abdul Wadood、Mohsan Nawaz、Fahad Khan、Zainul Wahab、Syed Adnan Ali Shah、Ashfaq Ur Rehman、Abdel-Nasser Kawde、Mohammed Gollapalli

  DOI：10.1016/j.bioorg.2019.103024

  日期：2019.8

  Despite of many diverse biological activities exhibited by benzimidazole scaffold, it is rarely explored for the urease inhibitory potential. For that purpose, benzimidazole analogues 1-19 were synthesized and screened for in vitro urease inhibitory potential. Structures of all synthetic analogues were deduced by different spectroscopic techniques. All analogues revealed inhibition potential with IC50 values of 0.90 +/- 0.01 to 35.20 +/- 1.10 mu M, when compared with the standard thiourea (IC50 = 21.40 +/- 0.21 mu M). Limited SAR suggested that the variations in the inhibitory potentials of the analogues are the result of different substitutions on phenyl ring. In order to rationalize the binding interactions of most active compounds with the active site of urease enzyme, molecular docking study was conducted.