methyl 1-(4-chlorobenzyl)-2-(3,4-dichlorophenyl)-1H-benzimidazole-5-carboxylate | 1393711-18-6

• 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: methyl 1-(4-chlorobenzyl)-2-(3,4-dichlorophenyl)-1H-benzimidazole-5-carboxylate
• CAS: 1393711-18-6
• 化学式: C₂₂H₁₅Cl₃N₂O₂
• 分子量: 445.732
• InChiKey: LONDOKBUFWBQQA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  29.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  44.12
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  methyl 1-(4-chlorobenzyl)-2-(3,4-dichlorophenyl)-1H-benzimidazole-5-carboxylate 在 盐酸 、 氯化亚砜 、 三乙胺 、 sodium hydroxide 作用下， 以 乙醇 、 氯仿 、 水 、 苯 为溶剂， 反应 6.5h， 生成 1-(4-chlorobenzyl)-2-(3,4-dichlorophenyl)-N-[3-(butylamino)-3-iminopropyl]-1H-benzimidazole-5-carboxamide
  参考文献：
  名称：

  Synthesis and Potent In vitro Activity of Novel 1H-Benzimidazoles as Anti-MRSA Agents

  摘要：

  A new class of 1H‐benzimidazolecarboxamidines was synthesized and evaluated for in vitro antibacterial and antifungal activities, including drug‐resistant bacterial strains. The most potent compound (32) has the same ratio of anti‐MRSA activity as Vancomycin (minimal inhibitory concentrations value 0.78 μg/mL). The mechanism of action for 1H‐benzimidazolecarboxamidine appears to be different from existing antibacterial agents. These compounds have potential for development as a new class of potent anti‐MRSA agent.

  DOI：

  10.1111/j.1747-0285.2012.01393.x
• 作为产物：
  描述：

  3,4-二氯苯甲醛 在 sodium hydrogensulfite 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 methyl 1-(4-chlorobenzyl)-2-(3,4-dichlorophenyl)-1H-benzimidazole-5-carboxylate
  参考文献：
  名称：

  Synthesis and Potent In vitro Activity of Novel 1H-Benzimidazoles as Anti-MRSA Agents

  摘要：

  A new class of 1H‐benzimidazolecarboxamidines was synthesized and evaluated for in vitro antibacterial and antifungal activities, including drug‐resistant bacterial strains. The most potent compound (32) has the same ratio of anti‐MRSA activity as Vancomycin (minimal inhibitory concentrations value 0.78 μg/mL). The mechanism of action for 1H‐benzimidazolecarboxamidine appears to be different from existing antibacterial agents. These compounds have potential for development as a new class of potent anti‐MRSA agent.

  DOI：

  10.1111/j.1747-0285.2012.01393.x