N-((1H-benzo[d]imidazol-2-yl)methyl)-4-methyl-N-(4-nitrobenzyl)aniline

• 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: N-((1H-benzo[d]imidazol-2-yl)methyl)-4-methyl-N-(4-nitrobenzyl)aniline
• 英文别名: N-(1H-benzimidazol-2-ylmethyl)-4-methyl-N-[(4-nitrophenyl)methyl]aniline
• 化学式: C₂₂H₂₀N₄O₂
• 分子量: 372.426
• InChiKey: FIKHWZYFIDUZRG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  77.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-氯甲基苯并咪唑 在 sodium carbonate 、 potassium carbonate 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 24.5h， 生成 N-((1H-benzo[d]imidazol-2-yl)methyl)-4-methyl-N-(4-nitrobenzyl)aniline
  参考文献：
  名称：

  Design, synthesis and antimicrobial evaluation of novel benzimidazole type of Fluconazole analogues and their synergistic effects with Chloromycin, Norfloxacin and Fluconazole

  摘要：

  A novel series of benzimidazole type of Fluconazole analogues were synthesized and characterized by H-1 NMR, C-13 NMR, IR, MS and HRMS spectra. All the new compounds were screened for their antimicrobial activities in vitro by two-fold serial dilution technique. The bioactive evaluation showed that 3,5-bis(trifluoromethyl)phenyl benzimidazoles gave comparable or even stronger antibacterial and antifungal efficiency in comparison with reference drugs Chloromycin, Norfloxacin and Fluconazole. The combination of 2,4-difluorobenzyl benzimidazole derivative 5m and its hydrochloride 7 respectively with antibacterial Chloromycin, Norfloxacin or antifungal Fluconazole showed better antimicrobial efficiency with less dosage and broader antimicrobial spectrum than the separated use of them alone. Notably, these combined systems were more sensitive to Fluconazole-insensitive Aspergillus flavus and methicillin-resistant MRSA. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.03.049

文献信息

• Design, synthesis and antimicrobial evaluation of novel benzimidazole type of Fluconazole analogues and their synergistic effects with Chloromycin, Norfloxacin and Fluconazole
  作者：Hui-Zhen Zhang、Guri L.V. Damu、Gui-Xin Cai、Cheng-He Zhou

  DOI：10.1016/j.ejmech.2013.03.049

  日期：2013.6

  A novel series of benzimidazole type of Fluconazole analogues were synthesized and characterized by H-1 NMR, C-13 NMR, IR, MS and HRMS spectra. All the new compounds were screened for their antimicrobial activities in vitro by two-fold serial dilution technique. The bioactive evaluation showed that 3,5-bis(trifluoromethyl)phenyl benzimidazoles gave comparable or even stronger antibacterial and antifungal efficiency in comparison with reference drugs Chloromycin, Norfloxacin and Fluconazole. The combination of 2,4-difluorobenzyl benzimidazole derivative 5m and its hydrochloride 7 respectively with antibacterial Chloromycin, Norfloxacin or antifungal Fluconazole showed better antimicrobial efficiency with less dosage and broader antimicrobial spectrum than the separated use of them alone. Notably, these combined systems were more sensitive to Fluconazole-insensitive Aspergillus flavus and methicillin-resistant MRSA. (C) 2013 Elsevier Masson SAS. All rights reserved.