2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethyl-5-methyl-2-(2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethoxy)benzoate | 1194667-55-4

• 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: 2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethyl-5-methyl-2-(2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethoxy)benzoate
• 英文别名: 2-(2-Methyl-5-nitroimidazol-1-yl)ethyl 5-methyl-2-[2-(2-methyl-5-nitroimidazol-1-yl)ethoxy]benzoate
• CAS: 1194667-55-4
• 化学式: C₂₀H₂₂N₆O₇
• 分子量: 458.431
• InChiKey: BUOVATMIKBDNCS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  33
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  163
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  5-甲基水杨酸 、 2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethyl 4-methylbenzenesulfonate 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethyl-5-methyl-2-(2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethoxy)benzoate
  参考文献：
  名称：

  Synthesis, molecular docking and biological evaluation of metronidazole derivatives as potent Helicobacter pylori urease inhibitors

  摘要：

  Fourteen metronidazole derivatives (compounds 3a-f and 4b-h) have been synthesized by coupling of metronidazole and salicylic acid derivatives. All of them are reported for the first time. Their chemical structures are characterized by H-1 NMR, MS, and elemental analysis. The inhibitory activities against Helicobacter pylori urease have been investigated in vitro and many compounds have showed promising potential inhibitory activities of H. pylori urease. The effect of compounds 4b (IC50 = 26 mu M) and 4g (IC50 = 12 mu M) was comparable with that of acetohydroxamic acid, a well known H. pylori urease inhibitor used as a positive control. The experimental values of IC50 showed that inhibitor was potent urease inhibitor. A docking analysis using the AUTODOCK 4.0 program could explain the inhibitory activities of compound 4g against H. pylori urease. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.09.018

文献信息

• Synthesis, molecular docking and biological evaluation of metronidazole derivatives as potent Helicobacter pylori urease inhibitors
  作者：Wen-Jun Mao、Peng-Cheng Lv、Lei Shi、Huan-Qiu Li、Hai-Liang Zhu

  DOI：10.1016/j.bmc.2009.09.018

  日期：2009.11

  Fourteen metronidazole derivatives (compounds 3a-f and 4b-h) have been synthesized by coupling of metronidazole and salicylic acid derivatives. All of them are reported for the first time. Their chemical structures are characterized by H-1 NMR, MS, and elemental analysis. The inhibitory activities against Helicobacter pylori urease have been investigated in vitro and many compounds have showed promising potential inhibitory activities of H. pylori urease. The effect of compounds 4b (IC50 = 26 mu M) and 4g (IC50 = 12 mu M) was comparable with that of acetohydroxamic acid, a well known H. pylori urease inhibitor used as a positive control. The experimental values of IC50 showed that inhibitor was potent urease inhibitor. A docking analysis using the AUTODOCK 4.0 program could explain the inhibitory activities of compound 4g against H. pylori urease. (C) 2009 Elsevier Ltd. All rights reserved.