Phenyl-(2-trifluoromethyl-1H-benzoimidazol-5-yl)-methanone

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Phenyl-(2-trifluoromethyl-1H-benzoimidazol-5-yl)-methanone
• 英文别名: 5-Benzoyl-2-(trifluoromethyl)-3H-1,3-benzodiazole；phenyl-[2-(trifluoromethyl)-3H-benzimidazol-5-yl]methanone
• 化学式: C₁₅H₉F₃N₂O
• mdl: MFCD12034893
• 分子量: 290.244
• InChiKey: PRRJCRTZIOAXCP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  45.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Phenyl-(2-trifluoromethyl-1H-benzoimidazol-5-yl)-methanone 、 alkaline earth salt of/the/ methylsulfuric acid 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以70%的产率得到ethyl 2-(5-benzoyl-2-(trifluoromethyl)-1H-benzimidazole-1-yl)acetate
  参考文献：
  名称：

  Design and synthesis of positional isomers of 1-alkyl-2-trifluoromethyl-5 or 6-substituted benzimidazoles and their antimicrobial activity

  摘要：

  A series of novel positional isomers of 1-alkyl-2-trifluoromethyl benzimidazole derivatives 3a-j and 4a-j have been synthesized and screened for antibacterial activity against gram positive bacteria viz, Bacillus subtilis, Staphylococcus aureus and gram negative bacteria viz., Escherichia coli, Pseudomonas aeruginosa and antifungal activity against Candida albicans, Aspergillus niger, Rhizopus oryzae and Saccharomyces cerevisiae. Results indicate that compounds 3b, 4b were having promising antibacterial and antifungal activity.

  DOI：

  10.1007/s00044-012-0131-x
• 作为产物：
  描述：

  4-氨基-3-硝基二苯甲酮 在 盐酸 、 tin(ll) chloride 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 Phenyl-(2-trifluoromethyl-1H-benzoimidazol-5-yl)-methanone
  参考文献：
  名称：

  Synthesis and antiparasitic activity of albendazole and mebendazole analogues

  摘要：

  Albendazole (Abz) and Mebendazole (Mbz) analogues have been synthesized and in vitro tested against the protozoa Giardia lamblia, Trichomonas vaginalis and the helminths Trichinella spiralis and Caenorhabditis elegans. Results indicate that compounds 4a, 4b (Abz analogues), 12b and 20 (Mbz analogues) are as active as antiprotozoal agents as Metronidazole against G. lamblia. Compound 9 was 58 times more active than Abz against T. vaginalis. Compounds 8 and 4a also shown high activity against this protozoan. Compounds 4b and 5a were as active as Abz. None of the Mbz analogues showed activity against T. vaginalis. The anthelmintic activity presented by these compounds was poor. (C) 2003 Published by Elsevier Ltd.

  DOI：

  10.1016/s0968-0896(03)00497-8