2-(4-phenyl-2-imidazolylsulfanyl)heptanoic acid

• 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-(4-phenyl-2-imidazolylsulfanyl)heptanoic acid
• 英文别名: 2-[(5-phenyl-1H-imidazol-2-yl)sulfanyl]heptanoic acid
• 化学式: C₁₆H₂₀N₂O₂S
• 分子量: 304.413
• InChiKey: MMVFBSVZCQKEMA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  91.3
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-bromoheptanal 在 盐酸 作用下， 以 丙酮 为溶剂， 反应 2.0h， 生成 2-(4-phenyl-2-imidazolylsulfanyl)heptanoic acid
  参考文献：
  名称：

  6-Thienyl and 6-phenylimidazo[2,1-b]thiazoles as inhibitors of mitochondrial NADH dehydrogenase

  摘要：

  Starting from the potent inhibitory effect of the previously described 2 methyl-6-(2-thienyl)imidazo[2,1-b]thiazol on mitochondrial complex I, we prepared a series of derivatives in order to study the effect of a different substitution at the positions 2, 5 and 6. The replacement of the thienyl group at position 6 with a phenyl group does not modify the biological behaviour of the lead compound, whereas the shift of the methyl group from position 2 to position 5 yields a compound devoid of inhibitory effects. In both the 6-thienyl and 6-phenyl series, the lengthening of the chain at position 2 has provided useful information to outline the structural determinants of the ubiquinone antagonist action in imidazothiazole derivatives. (C) 1999 Editions scientifiques et medicales Elsevier SAS.

  DOI：

  10.1016/s0223-5234(99)00203-2