1-(2-phenyl-thiazol-4-ylcarbonyl)-thiosemicarbazide | 1256585-75-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(2-phenyl-thiazol-4-ylcarbonyl)-thiosemicarbazide
• 英文别名: [(2-phenyl-1,3-thiazole-4-carbonyl)amino]thiourea
• CAS: 1256585-75-7
• 化学式: C₁₁H₁₀N₄OS₂
• 分子量: 278.359
• InChiKey: BJLYNPMPFFPYLF-UHFFFAOYSA-N

物化性质

• 密度：
  1.425±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  140
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(2-phenyl-thiazol-4-ylcarbonyl)-thiosemicarbazide 、 1,3-二氯丙酮 以 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 48.0h， 以58.63%的产率得到4-chloromethyl-2-[2-(2-phenyl-1,3-thiazolo-4-carbonyl)-hydrazino]-thiazole
  参考文献：
  名称：

  Synthesis of some p-toluenesulfonyl-hydrazinothiazoles and hydrazino-bis-thiazoles and their anticancer activity

  摘要：

  A series of novel p-toluenesulfonyl-hydrazinothiazoles and hydrazino-bis-thiazoles derivatives (2a-f,3a-f, and 5-8) were synthesized by initial condensation of p-toluenesulfonylthiosemicarbazide 1 with a series of alpha-halogenocarbonyls in acetone or dimethylformamide (DMF)/acetone, mixture. All our synthesized compounds were submitted for further acylation reaction in the presence of acetic anhydride. The structures of newly synthesized derivatives 2a-f, 3a-f and 5-8 were confirmed by IR, H-1-NMR, EIMS spectral data and elemental analysis. Compounds 2a, 2c, 2d, 2e and 3a showed significant anticancer activities (IC50 < 10 mu M) on both prostate DU-145 and hepatocarcinoma Hep-G2 cancer cell lines. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.08.017