N-(4-chloro-3-fluorophenyl)-2-(5-methoxy-1H-benzo[d]imidazol-2-ylthio)acetamide | 1453501-40-0

• 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-(4-chloro-3-fluorophenyl)-2-(5-methoxy-1H-benzo[d]imidazol-2-ylthio)acetamide
• 英文别名: N-(4-chloro-3-fluorophenyl)-2-[(6-methoxy-1H-benzimidazol-2-yl)sulfanyl]acetamide
• CAS: 1453501-40-0
• 化学式: C₁₆H₁₃ClFN₃O₂S
• 分子量: 365.816
• InChiKey: CTPIBICEWNWYBJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  92.3
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-氯-3-氟苯胺 在 potassium carbonate 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 4.17h， 生成 N-(4-chloro-3-fluorophenyl)-2-(5-methoxy-1H-benzo[d]imidazol-2-ylthio)acetamide
  参考文献：
  名称：

  Synthesis and evaluation of novel benzimidazole derivatives as antimicrobial agents

  摘要：

  Benzimidazole analogs bearing electron-withdrawing as well as electron-donating substituent were synthesized to achieve bioactive molecules with significant antimicrobial property. The desired compounds were prepared by multi-step synthesis process. The formation of intermediates and their corresponding derivatives (III (1-13) ) was confirmed by spectral characterization such as H-1 NMR, C-13 NMR, mass spectra, IR, and elemental analysis. The compounds were screened for their antimicrobial properties against a broad panel of Gram-positive and Gram-negative bacteria as well as fungi. From the SAR study data, it was observed that the derivatives with electron-withdrawing functional groups were more bioactive than that with electron-donating functional groups.

  DOI：

  10.1007/s00044-013-0732-z

文献信息

• Synthesis and evaluation of novel benzimidazole derivatives as antimicrobial agents
  作者：Deepkumar Joshi、Kalpesh Parikh

  DOI：10.1007/s00044-013-0732-z

  日期：2014.3

  Benzimidazole analogs bearing electron-withdrawing as well as electron-donating substituent were synthesized to achieve bioactive molecules with significant antimicrobial property. The desired compounds were prepared by multi-step synthesis process. The formation of intermediates and their corresponding derivatives (III (1-13) ) was confirmed by spectral characterization such as H-1 NMR, C-13 NMR, mass spectra, IR, and elemental analysis. The compounds were screened for their antimicrobial properties against a broad panel of Gram-positive and Gram-negative bacteria as well as fungi. From the SAR study data, it was observed that the derivatives with electron-withdrawing functional groups were more bioactive than that with electron-donating functional groups.