2-(3,4-Difluoro-phenyl)-1H-benzoimidazole-5-carboxylic acid ethyl ester | 870114-84-4

• 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-(3,4-Difluoro-phenyl)-1H-benzoimidazole-5-carboxylic acid ethyl ester
• 英文别名: ethyl 2-(3,4-difluorophenyl)-3H-benzimidazole-5-carboxylate
• CAS: 870114-84-4
• 化学式: C₁₆H₁₂F₂N₂O₂
• 分子量: 302.28
• InChiKey: WUFZUKPUVUIJMI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  55
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(3,4-Difluoro-phenyl)-1H-benzoimidazole-5-carboxylic acid ethyl ester 在 sodium hydroxide 、 氯化亚砜 作用下， 以 乙醇 、 氯仿 、 苯 为溶剂， 反应 3.5h， 生成 2-(3,4-Dichloro-phenyl)-1H-benzoimidazole-5-carboxylic acid isopropylamide
  参考文献：
  名称：

  Synthesis and potent antibacterial activity against MRSA of some novel 1,2-disubstituted-1H-benzimidazole-N-alkylated-5-carboxamidines

  摘要：

  A series of 28 novel 1,2-disubstituted-1H-benzimidazole-N-alkylated-5-carboxamidine derivatives were synthesized and evaluated for in vitro antibacterial activities against Staphylococcus aureus and methicillin resistant S. aureus (MRSA) by the tube dilution method. The results showed that compounds 45-46 and 55-57, having 3,4-dichloro substituted phenyl at the position C-2, of N-bulky alkyl substituted benzimidazolecarboxamidines exhibited the greatest activity with MIC values of 1.56-0.39 mu g/ml. (c) 2005 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2005.05.002
• 作为产物：
  描述：

  Sodium; (3,4-difluoro-phenyl)-hydroxy-methanesulfonate 、 3,4-二氨基苯甲酸乙酯 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以88%的产率得到2-(3,4-Difluoro-phenyl)-1H-benzoimidazole-5-carboxylic acid ethyl ester
  参考文献：
  名称：

  Synthesis and potent antibacterial activity against MRSA of some novel 1,2-disubstituted-1H-benzimidazole-N-alkylated-5-carboxamidines

  摘要：

  A series of 28 novel 1,2-disubstituted-1H-benzimidazole-N-alkylated-5-carboxamidine derivatives were synthesized and evaluated for in vitro antibacterial activities against Staphylococcus aureus and methicillin resistant S. aureus (MRSA) by the tube dilution method. The results showed that compounds 45-46 and 55-57, having 3,4-dichloro substituted phenyl at the position C-2, of N-bulky alkyl substituted benzimidazolecarboxamidines exhibited the greatest activity with MIC values of 1.56-0.39 mu g/ml. (c) 2005 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2005.05.002

文献信息

• Synthesis and potent antibacterial activity against MRSA of some novel 1,2-disubstituted-1H-benzimidazole-N-alkylated-5-carboxamidines
  作者：Hakan Göker、Seçkin Özden、Sulhiye Yıldız、David W. Boykin

  DOI：10.1016/j.ejmech.2005.05.002

  日期：2005.10

  A series of 28 novel 1,2-disubstituted-1H-benzimidazole-N-alkylated-5-carboxamidine derivatives were synthesized and evaluated for in vitro antibacterial activities against Staphylococcus aureus and methicillin resistant S. aureus (MRSA) by the tube dilution method. The results showed that compounds 45-46 and 55-57, having 3,4-dichloro substituted phenyl at the position C-2, of N-bulky alkyl substituted benzimidazolecarboxamidines exhibited the greatest activity with MIC values of 1.56-0.39 mu g/ml. (c) 2005 Elsevier SAS. All rights reserved.