1-benzhydryl-4-(2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethyl)piperazine | 1600532-56-6

• 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: 1-benzhydryl-4-(2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethyl)piperazine
• 英文别名: 1-Benzhydryl-4-[2-(2-methyl-5-nitroimidazol-1-yl)ethyl]piperazine；1-benzhydryl-4-[2-(2-methyl-5-nitroimidazol-1-yl)ethyl]piperazine
• CAS: 1600532-56-6
• 化学式: C₂₃H₂₇N₅O₂
• 分子量: 405.5
• InChiKey: OQSOKBTVLGPPBU-UHFFFAOYSA-N

物化性质

• 熔点：
  40-43 °C
• 沸点：
  585.097±50.00 °C(Press: 760.00 Torr)(predicted)
• 密度：
  1.228±0.14 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  70.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  甲硝唑 在 potassium carbonate 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成 1-benzhydryl-4-(2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethyl)piperazine
  参考文献：
  名称：

  Synthesis, molecular docking and biological evaluation of metronidazole derivatives containing piperazine skeleton as potential antibacterial agents

  摘要：

  Metronidazole has a broad-spectrum antibacterial activity. Hereby a series of novel metronidazole derivatives were designed and synthesized based on nitroimidazole scaffold in order to find some more potent antibacterial drugs. For these compounds which were reported for the first time, their antibacterial activities against Escherichia coli, Pseudomonas aeruginosa, Bacillus subtilis and Staphylococcus aureus were tested. These compounds showed good antibacterial activities against Gram-positive strains. Compound 4m represented the most potent antibacterial activity against S. aureus ATCC 25923 with MIC of 0.003 mu g/mL and it showed the most potent activity against S. aureus TyrRS with IC50 of 0.0024 mu M. Molecular docking of 4m into S. aureus tyrosyl-tRNA synthetase active site were also performed to determine the probable binding mode. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2014.03.004

文献信息

• Synthesis, molecular docking and biological evaluation of metronidazole derivatives containing piperazine skeleton as potential antibacterial agents
  作者：She-Feng Wang、Yong Yin、Fang Qiao、Xun Wu、Shao Sha、Li Zhang、Hai-Liang Zhu

  DOI：10.1016/j.bmc.2014.03.004

  日期：2014.4

  Metronidazole has a broad-spectrum antibacterial activity. Hereby a series of novel metronidazole derivatives were designed and synthesized based on nitroimidazole scaffold in order to find some more potent antibacterial drugs. For these compounds which were reported for the first time, their antibacterial activities against Escherichia coli, Pseudomonas aeruginosa, Bacillus subtilis and Staphylococcus aureus were tested. These compounds showed good antibacterial activities against Gram-positive strains. Compound 4m represented the most potent antibacterial activity against S. aureus ATCC 25923 with MIC of 0.003 mu g/mL and it showed the most potent activity against S. aureus TyrRS with IC50 of 0.0024 mu M. Molecular docking of 4m into S. aureus tyrosyl-tRNA synthetase active site were also performed to determine the probable binding mode. (C) 2014 Elsevier Ltd. All rights reserved.