3-(3,4-dimethoxyphenyl)-1-[3-(4-ethylpiperazino)propyl]-4,5-dihydro-1H-1,2,4-triazole-5-thione | 1456543-25-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-(3,4-dimethoxyphenyl)-1-[3-(4-ethylpiperazino)propyl]-4,5-dihydro-1H-1,2,4-triazole-5-thione
• 英文别名: 5-(3,4-dimethoxyphenyl)-2-[3-(4-ethylpiperazin-1-yl)propyl]-1H-1,2,4-triazole-3-thione
• CAS: 1456543-25-1
• 化学式: C₁₉H₂₉N₅O₂S
• 分子量: 391.538
• InChiKey: BNLKXVNOXJTJJK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  84.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3,4-二甲氧基苯甲酸甲酯 在 盐酸 、 hydrazine hydrate 、 potassium carbonate 、 sodium hydroxide 作用下， 以 甲醇 、 水 、 乙腈 为溶剂， 反应 5.25h， 生成 3-(3,4-dimethoxyphenyl)-1-[3-(4-ethylpiperazino)propyl]-4,5-dihydro-1H-1,2,4-triazole-5-thione
  参考文献：
  名称：

  Synthesis, characterization, and anticancer studies of S and N alkyl piperazine-substituted positional isomers of 1,2,4-triazole derivatives

  摘要：

  A series of 3-[3-[4-(substituted)-1-cyclicamine]propyl]thio-5-substituted[1,2,4]triazoles (8a-m) and 2-[3-[4-(substituted)-1-cyclicamine]propyl]-5-(substituted)-2,4-dihydro-3H[1,2,4]triazole-3-thiones (9a-h) were synthesized with good yields starting from corresponding carboxylic acids using two different methods. The cytotoxicity studies of these derivatives were studied against five different human cancer cell lines. Six compounds had shown good anticancer activity. The triazole derivatives, 9d, 8j, and 8i were most potent particularly against U937 and HL-60 cells. The cytotoxic potency of the compounds varied between the cell lines suggesting that a structural property of these compounds as possible determinant of their biological activity.

  DOI：

  10.1007/s00044-013-0757-3