(E)-(1-(2-(2-(4-chlorostyryl)-5-nitro-1H-imidazol-1-yl)ethyl)-1H-1,2,3-triazol-4-yl)methanol

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (E)-(1-(2-(2-(4-chlorostyryl)-5-nitro-1H-imidazol-1-yl)ethyl)-1H-1,2,3-triazol-4-yl)methanol
• 英文别名: [1-[2-[2-[(E)-2-(4-chlorophenyl)ethenyl]-5-nitroimidazol-1-yl]ethyl]triazol-4-yl]methanol
• 化学式: C₁₆H₁₅ClN₆O₃
• 分子量: 374.786
• InChiKey: CYPBGMOTOUVSHU-ZZXKWVIFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  115
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  甲硝唑 在 吡啶 、 sodium azide 、 copper(ll) sulfate pentahydrate 、 sodium methylate 、 sodium ascorbate 作用下， 以 甲醇 、 水 、 二甲基亚砜 、 N,N-二甲基甲酰胺 、 叔丁醇 为溶剂， 反应 25.0h， 生成 (E)-(1-(2-(2-(4-chlorostyryl)-5-nitro-1H-imidazol-1-yl)ethyl)-1H-1,2,3-triazol-4-yl)methanol
  参考文献：
  名称：

  Synthesis, antiamoebic activity and docking studies of metronidazole-triazole-styryl hybrids

  摘要：

  A series of 22 novel metronidazole-triazole-styryl hybrids were synthesized and evaluated for their in vitro antiamoebic activity against HM1: IMSS strain of Entamoeba histolytica. Some of the hybrids were found to be more active (IC50 = 0.12-035 mu M) than the reference drug metronidazole (IC50=1.79 mu M). The most active compounds were found to be non-toxic (up to 50 mu M) against the Vero cells showing a good safety profile of these hybrids. The docking and ADMET studies were also conducted to investigate the probable mode of action. Docking studies showed significant binding affinity in the active site of E. histolytica thioredoxin reductase (EhTrR) protein. (C) 2018 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2018.03.033

文献信息

• Synthesis, antiamoebic activity and docking studies of metronidazole-triazole-styryl hybrids
  作者：Beena Negi、Prija Poonan、Mohammad Fawad Ansari、Deepak Kumar、Sakshi Aggarwal、Ramandeep Singh、Amir Azam、Diwan S. Rawat

  DOI：10.1016/j.ejmech.2018.03.033

  日期：2018.4

  A series of 22 novel metronidazole-triazole-styryl hybrids were synthesized and evaluated for their in vitro antiamoebic activity against HM1: IMSS strain of Entamoeba histolytica. Some of the hybrids were found to be more active (IC50 = 0.12-035 mu M) than the reference drug metronidazole (IC50=1.79 mu M). The most active compounds were found to be non-toxic (up to 50 mu M) against the Vero cells showing a good safety profile of these hybrids. The docking and ADMET studies were also conducted to investigate the probable mode of action. Docking studies showed significant binding affinity in the active site of E. histolytica thioredoxin reductase (EhTrR) protein. (C) 2018 Elsevier Masson SAS. All rights reserved.