2-[1-(4-chlorophenylamino)-4,5-dimethyl-1H-imidazol-2-ylthio]-N-(4-methylthiazol-2-yl)acetamide | 1418010-89-5

• 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-[1-(4-chlorophenylamino)-4,5-dimethyl-1H-imidazol-2-ylthio]-N-(4-methylthiazol-2-yl)acetamide
• CAS: 1418010-89-5
• 化学式: C₁₇H₁₈ClN₅OS₂
• 分子量: 407.948
• InChiKey: QSTMOMJSRVLUJP-UHFFFAOYSA-N

物化性质

• 熔点：
  201-203 °C
• 密度：
  1.43±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.52
• 重原子数：
  26.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  71.84
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  4-氯苯肼 在 potassium carbonate 、 溶剂黄146 作用下， 以 丙酮 为溶剂， 反应 24.0h， 生成 2-[1-(4-chlorophenylamino)-4,5-dimethyl-1H-imidazol-2-ylthio]-N-(4-methylthiazol-2-yl)acetamide
  参考文献：
  名称：

  Synthesis of 2-[4,5-dimethyl-1-(phenylamino)-1H-imidazol-2-ylthio]-N-(thiazole-2-yl)acetamide derivatives and their anticancer activities

  摘要：

  In this work, 2-(4,5-dimethyl-1-(phenylamino)-1H-imidazol-2-ylthio)-N-(thiazol-2-yl) acetamide derivatives were synthesized by reacting 4,5-dimethyl-1-(phenylamino)-1H-imidazole-2(3H)-thione derivatives with some 2-chloro-N-(thiazol-2-yl)acetamide compounds. The structure of synthesized compounds was confirmed by IR, H-1 NMR, and mass spectra. Anticancer activities of the compounds selected by the National Cancer Institute were investigated by testing against a panel of 60 different human tumor cell lines derived from nine neoplastic cancer types. Compounds 7, 13, and 23 exhibited reasonable anticancer activity against the screened cancer types with relatively low GI(50) values. The compounds showed high activity against melanoma-type cell lines.

  DOI：

  10.1007/s00044-012-0411-5