2-Chloro-1-(4-chloro-benzyl)-1H-benzoimidazole-5-carboxylic acid methyl ester | 214903-71-6

• 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: 2-Chloro-1-(4-chloro-benzyl)-1H-benzoimidazole-5-carboxylic acid methyl ester
• CAS: 214903-71-6
• 化学式: C₁₆H₁₂Cl₂N₂O₂
• 分子量: 335.189
• InChiKey: WGJKOXLTPMODPB-UHFFFAOYSA-N

物化性质

• 沸点：
  511.184±60.00 °C(Press: 760.00 Torr)(predicted)
• 密度：
  1.387±0.14 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.18
• 重原子数：
  22.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 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：

  2-Chloro-1-(4-chloro-benzyl)-1H-benzoimidazole-5-carboxylic acid methyl ester 在 sodium hydroxide 、 氯化亚砜 、 水 作用下， 以 乙醇 、 氯仿 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 3.5h， 生成 1-[(4-chlorophenyl)methyl]-N-[2-(dimethylamino)ethyl]-2-(4-methylpiperazin-1-yl)benzimidazole-5-carboxamide
  参考文献：
  名称：

  Synthesis of some new benzimidazolecarboxamides and evaluation of their antimicrobial activity

  摘要：

  A series of 1,2-disubstituted benzimidazole-5(6)-carboxamides was prepared and evaluated in vitro for antimicrobial activity against Staphyloccus aureus, Escherichia coli and Candida albicans. The precursor benzimidazolecarboxylic acids 4a-c and 9a-c were prepared via oxidative condensation of diaminobenzoic acids with aldehydes and via several steps over the 2(1H)-benzimidazolones, respectively. All acids were converted to their acyl chlorides with SOCI2, then amidified with several N,N'-dialkylaminoethyl derivatives. Compounds 8a-c, 20 and 22 exhibited the best activity. (C) 1998 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(98)00045-7
• 作为产物：
  描述：

  methyl 4-(4-chlorobenzylamine)-3-nitrobenzoic acid ester 在 盐酸 、 nickel dichloride 、 锌 、 三氯氧磷 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 6.0h， 生成 2-Chloro-1-(4-chloro-benzyl)-1H-benzoimidazole-5-carboxylic acid methyl ester
  参考文献：
  名称：

  Synthesis of some new benzimidazolecarboxamides and evaluation of their antimicrobial activity

  摘要：

  A series of 1,2-disubstituted benzimidazole-5(6)-carboxamides was prepared and evaluated in vitro for antimicrobial activity against Staphyloccus aureus, Escherichia coli and Candida albicans. The precursor benzimidazolecarboxylic acids 4a-c and 9a-c were prepared via oxidative condensation of diaminobenzoic acids with aldehydes and via several steps over the 2(1H)-benzimidazolones, respectively. All acids were converted to their acyl chlorides with SOCI2, then amidified with several N,N'-dialkylaminoethyl derivatives. Compounds 8a-c, 20 and 22 exhibited the best activity. (C) 1998 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(98)00045-7