2-bromo-N-(4-chlorobenzyl)-N-[2-(5-nitro-1H-imidazol-1-yl)ethyl]ethanamine | 1383981-75-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-bromo-N-(4-chlorobenzyl)-N-[2-(5-nitro-1H-imidazol-1-yl)ethyl]ethanamine
• 英文别名: N-(2-bromoethyl)-N-[(4-chlorophenyl)methyl]-2-(5-nitroimidazol-1-yl)ethanamine
• CAS: 1383981-75-6
• 化学式: C₁₄H₁₆BrClN₄O₂
• 分子量: 387.664
• InChiKey: UQGCTQGXZIJWGZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  66.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-bromo-N-(4-chlorobenzyl)-N-[2-(5-nitro-1H-imidazol-1-yl)ethyl]ethanamine 、 小檗红碱 以 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 以30.3%的产率得到N-(4-chlorobenzyl)-N-(2-(5-nitro-1H-imidazol-1-yl)ethyl)-2-(2-berberinoxyethoxy)ethanamine
  参考文献：
  名称：

  Synthesis and bioactive evaluation of novel hybrids of metronidazole and berberine as new type of antimicrobial agents and their transportation behavior by human serum albumin

  摘要：

  A series of novel hybrids of metronidazole and berberine as new type of antimicrobial agents were synthesized and characterized by H-1 NMR, C-13 NMR, IR, MS and FIRMS spectra. Bioactive assay manifested that most of the prepared compounds exhibited effective antibacterial and antifungal activities and some showed comparable or superior potency against Methicillin-resistant Staphylococcus aureus to reference drugs Norfloxacin, Chloromycin and Berberine. The transportation behavior of human serum albumin (HSA) to the highly active compound 5g was evaluated and revealed that the association of imidazole derivative 5g with HSA was spontaneous and the electrostatic interactions played important roles in the transportation of HSA to 5g. The calculated parameters indicated that compound 5g could be effectively stored and carried by HSA. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.05.007
• 作为产物：
  描述：

  2,2'-(4-chlorobenzylazanediyl)diethanol 在 三溴化磷 、 potassium carbonate 作用下， 以 氯仿 、 乙腈 为溶剂， 反应 5.0h， 生成 2-bromo-N-(4-chlorobenzyl)-N-[2-(5-nitro-1H-imidazol-1-yl)ethyl]ethanamine
  参考文献：
  名称：

  Synthesis and bioactive evaluation of novel hybrids of metronidazole and berberine as new type of antimicrobial agents and their transportation behavior by human serum albumin

  摘要：

  A series of novel hybrids of metronidazole and berberine as new type of antimicrobial agents were synthesized and characterized by H-1 NMR, C-13 NMR, IR, MS and FIRMS spectra. Bioactive assay manifested that most of the prepared compounds exhibited effective antibacterial and antifungal activities and some showed comparable or superior potency against Methicillin-resistant Staphylococcus aureus to reference drugs Norfloxacin, Chloromycin and Berberine. The transportation behavior of human serum albumin (HSA) to the highly active compound 5g was evaluated and revealed that the association of imidazole derivative 5g with HSA was spontaneous and the electrostatic interactions played important roles in the transportation of HSA to 5g. The calculated parameters indicated that compound 5g could be effectively stored and carried by HSA. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.05.007

文献信息

• Synthesis and bioactive evaluation of novel hybrids of metronidazole and berberine as new type of antimicrobial agents and their transportation behavior by human serum albumin
  作者：Ling Zhang、Juan-Juan Chang、Shao-Lin Zhang、Guri L.V. Damu、Rong-Xia Geng、Cheng-He Zhou

  DOI：10.1016/j.bmc.2013.05.007

  日期：2013.7

  A series of novel hybrids of metronidazole and berberine as new type of antimicrobial agents were synthesized and characterized by H-1 NMR, C-13 NMR, IR, MS and FIRMS spectra. Bioactive assay manifested that most of the prepared compounds exhibited effective antibacterial and antifungal activities and some showed comparable or superior potency against Methicillin-resistant Staphylococcus aureus to reference drugs Norfloxacin, Chloromycin and Berberine. The transportation behavior of human serum albumin (HSA) to the highly active compound 5g was evaluated and revealed that the association of imidazole derivative 5g with HSA was spontaneous and the electrostatic interactions played important roles in the transportation of HSA to 5g. The calculated parameters indicated that compound 5g could be effectively stored and carried by HSA. (C) 2013 Elsevier Ltd. All rights reserved.