6-(4-chlorophenylthio)-8-methyl-3-phenethylthiomethylimidazo[1,2-a]pyridine | 1076691-19-4

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 6-(4-chlorophenylthio)-8-methyl-3-phenethylthiomethylimidazo[1,2-a]pyridine
• 英文别名: 6-(4-chlorophenyl)sulfanyl-8-methyl-3-(2-phenylethylsulfanylmethyl)imidazo[1,2-a]pyridine
• CAS: 1076691-19-4
• 化学式: C₂₃H₂₁ClN₂S₂
• 分子量: 425.018
• InChiKey: OXQVCINHNHFCKY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  67.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  6-Iodo-8-methyl-3-(phenethylsulfanylmethyl)imidazo[1,2-a]pyridine 、 4-氯苯硫酚 在 copper(l) iodide 、 potassium carbonate 、 N,N'-二甲基乙二胺 作用下， 以 异丙醇 为溶剂， 反应 24.0h， 以96%的产率得到6-(4-chlorophenylthio)-8-methyl-3-phenethylthiomethylimidazo[1,2-a]pyridine
  参考文献：
  名称：

  Influence of 6- or 8-substitution on the antiviral activity of 3-arylalkylthiomethylimidazo[1,2-a]pyridine against human cytomegalovirus (CMV) and varicella-zoster virus (VZV): Part II

  摘要：

  The synthesis of original imidazo[1,2-a]pyridines bearing a thioether side chain at the 3 position and diversely substituted on the 6 or 8 position, and their antiviral activities are reported. From the synthesized compounds, the imidazo[1,2-a]pyridines bearing a 5 membered heterocycle (thiophene, furane or pyrrole) in the 6 position or a phenylthio group in the 6 or 8 position (14, 16, 21, 28, 45) were the most potent against human cytomegalovirus (CMV) and varicella-zoster virus (VZV), whereas several other congeners (i. e., 22, 29 and 39), while less potent, were more selective in their inhibitory activity against VZV and CMV. These compounds showed similar activity against thymidine kinase competent (TK+) and deficient (TK ) VZV strains, demonstrating a mechanism of action independent of the viral thymidine kinase. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.09.027