4-(4-methylthiophenyl)-5-(phenyl)-2-(methylthio)-thiazole | 1455272-61-3

• 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-methylthiophenyl)-5-(phenyl)-2-(methylthio)-thiazole
• CAS: 1455272-61-3
• 化学式: C₁₇H₁₅NS₃
• 分子量: 329.511
• InChiKey: UEAVRUWEFPDYJG-UHFFFAOYSA-N

物化性质

• 熔点：
  89-90 °C
• 沸点：
  476.7±47.0 °C(predicted)
• 密度：
  1.30±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.92
• 重原子数：
  21.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  12.89
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  2-phenyl-4'-(methylthio)acetophenone 在 溴 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 26.0h， 生成 4-(4-methylthiophenyl)-5-(phenyl)-2-(methylthio)-thiazole
  参考文献：
  名称：

  Synthesis, cytotoxic evaluation, and molecular docking study of 4,5-diaryl-thiazole-2-thione analogs of combretastatin A-4 as microtubule-binding agents

  摘要：

  A series of combretastatin A-4 analogs in which cis-olefinic bond replaced by thiazole ring were prepared by reaction of alpha-bromo-1,2-(p-substituted)diaryl-1-ethanones and dithiocarbamate derivatives. The cytotoxicity of these compounds was determined against three cancer cell lines (HT-29), (MCF-7), (AGS) as well as fibroblastic cell line (NIH-3T3) using MTT assay. Inhibition of tubulin polymerization for some potent compounds was evaluated. These biological studies proved that 6j and 6o were the most potent compounds in this series. Furthermore 2-(methylthio)-substituted compounds show moderate or no activity. Docking studies involving 6j and 6o demonstrated that this analogs could be successfully docked in the colchicine binding site of alpha,beta-tubulin.

  DOI：

  10.1007/s00044-013-0754-6