1-ethyl-3-(2-phenylethyl)benzimidazole-2-one

• 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: 1-ethyl-3-(2-phenylethyl)benzimidazole-2-one
• 英文别名: 1-Ethyl-3-phenethyl-benzimidazol-2-one；1-ethyl-3-(2-phenylethyl)benzimidazol-2-one
• 化学式: C₁₇H₁₈N₂O
• 分子量: 266.343
• InChiKey: VHQKFUHHBJEOHY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  23.6
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  bis[1-ethyl-3-(2-phenylethyl)benzimidazoline-2-ylidene] 在 氧气 作用下， 以 甲苯 为溶剂， 以71%的产率得到1-ethyl-3-(2-phenylethyl)benzimidazole-2-one
  参考文献：
  名称：

  Synthesis, antibacterial and antifungal activities of electron-rich olefins derived benzimidazole compounds

  摘要：

  New benzimidazole derivatives were synthesised by electron-rich olefines (7, 8 and 9) with appropriate reagents. The compounds synthesised were identified by 1H NMR, 13C NMR, FT-IR spectroscopic techniques and elemental analysis. All compounds studied in this work were screened for their in vitro antimicrobial activities against the standard strains: Enterococcus faecalis (ATCC 29212), Staphylococcus aureus (ATCC 29213), Escherichia coli (ATCC 25922), Pseudomonas aeruginosa (ATCC 27853) and the yeasts Candida albicans and Candida tropicalis. Eleven of the compounds inhibited the growth of gram-positive bacteria (E. faecalis and S. aureus) at MIC values between 50 and 400 microg/ml. None of the compounds exhibit antimicrobial activity against Gram-negative bacteria (E. coli and P. Aeruginosa) at the concentrations studied (6.25-800 microg/ml). Nine of the tested compounds showed an antifungal activity with a range of the MICs between 50 and 400 microg/ml.

  DOI：

  10.1016/s0014-827x(03)00068-5

文献信息

• Synthesis, antibacterial and antifungal activities of electron-rich olefins derived benzimidazole compounds
  作者：Hasan Küçükbay、Riza Durmaz、Ersin Orhan、Selami Günal

  DOI：10.1016/s0014-827x(03)00068-5

  日期：2003.6

  New benzimidazole derivatives were synthesised by electron-rich olefines (7, 8 and 9) with appropriate reagents. The compounds synthesised were identified by 1H NMR, 13C NMR, FT-IR spectroscopic techniques and elemental analysis. All compounds studied in this work were screened for their in vitro antimicrobial activities against the standard strains: Enterococcus faecalis (ATCC 29212), Staphylococcus aureus (ATCC 29213), Escherichia coli (ATCC 25922), Pseudomonas aeruginosa (ATCC 27853) and the yeasts Candida albicans and Candida tropicalis. Eleven of the compounds inhibited the growth of gram-positive bacteria (E. faecalis and S. aureus) at MIC values between 50 and 400 microg/ml. None of the compounds exhibit antimicrobial activity against Gram-negative bacteria (E. coli and P. Aeruginosa) at the concentrations studied (6.25-800 microg/ml). Nine of the tested compounds showed an antifungal activity with a range of the MICs between 50 and 400 microg/ml.