2-[2-{1-(2-mercapto-4-methyl-1-phenyl-1H-imidazol-5-yl)ethylidene}hydrazino]-4-methyl-5-acetylthiazole | 1423128-87-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-[2-{1-(2-mercapto-4-methyl-1-phenyl-1H-imidazol-5-yl)ethylidene}hydrazino]-4-methyl-5-acetylthiazole
• CAS: 1423128-87-3
• 化学式: C₁₈H₁₉N₅OS₂
• 分子量: 385.514
• InChiKey: ZFOGRKNNGLUHMQ-SRZZPIQSSA-N

物化性质

• 沸点：
  528.3±60.0 °C(predicted)
• 密度：
  1.36±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.27
• 重原子数：
  26.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  72.17
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  5-acetyl-2-mercapto-4-methyl-1-phenylimidazole 在 盐酸 作用下， 以 1,4-二氧六环 、 乙醇 为溶剂， 反应 24.0h， 生成 2-[2-{1-(2-mercapto-4-methyl-1-phenyl-1H-imidazol-5-yl)ethylidene}hydrazino]-4-methyl-5-acetylthiazole
  参考文献：
  名称：

  Synthetic Utility of Ethylidenethiosemicarbazide: Synthesis and Anticancer Activity of 1,3-Thiazines and Thiazoles with Imidazole Moiety

  摘要：

  Reactions of ethylidenethiosemicarbazide 3 with DMAD 4 or substituted methylenemalononitriles 8 gave thiazolidin-4-one 6 or 1,3-thiazine derivatives (10, 11), respectively. Also, treatment of 3 with hydrazonoyl halides 12a-i, alpha-haloketones 15a-d, and chloroacetic acid 18 afforded the corresponding arylazothiazoles 14a-i, thiazoles 17a-d, and thiazolin-4-one derivative 20, respectively. The structures of the synthesized products were confirmed by IR, H-1 NMR, C-13 NMR and mass spectral techniques. The anticancer activity of the selected products against the colon carcinoma cell line (HCT-116) was determined and the results revealed promising activity of compound 6.

  DOI：

  10.3987/com-12-12625