4,4'-(Diselane-1,2-diyl)bis[5-(4-methoxyphenyl)-1-methyl-1H-imidazole] | 519155-01-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4,4'-(Diselane-1,2-diyl)bis[5-(4-methoxyphenyl)-1-methyl-1H-imidazole]
• 英文别名: 5-(4-methoxyphenyl)-4-[[5-(4-methoxyphenyl)-1-methylimidazol-4-yl]diselanyl]-1-methylimidazole
• CAS: 519155-01-2
• 化学式: C₂₂H₂₂N₄O₂Se₂
• 分子量: 532.362
• InChiKey: WIPMXENIBPRNAR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.78
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  54.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-[cyano-(4-methoxyphenyl)methyl]-N-methylformamide 在 三氟甲磺酸三甲基硅酯 、 selenium 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 4,4'-(Diselane-1,2-diyl)bis[5-(4-methoxyphenyl)-1-methyl-1H-imidazole]
  参考文献：
  名称：

  Design, synthesis and glutathione peroxidase-Like properties of ovothiol-Derived diselenides

  摘要：

  Eleven imidazole diselenides derived from the naturally occurring family of antioxidants, the ovothiols, were synthetised by cyclisation of selenoamides with trimethylsilyltrifluoromethanesulfonate or refluxing of cyanoamines in a selenium/sodium borohydride mixture. These compounds were assayed for their glutathione peroxidase-like (GSH Px-like) activity and their capacity to be reduced by glutathione. The most active molecules of the series were 4 times more potent in the GSH Px-like test than the widely known reference compound, ebselen. This catalytic activity was mediated by the formation of the antioxidant selenol intermediate upon partial but significant exchange reaction with glutathione. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00504-2