3-(4-chlorophenyl)-1-3-[4-(3-chlorophenyl)piperazino]propyl-4,5-dihydro-1H-1,2,4-triazole-5-thione | 1456543-22-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 3-(4-chlorophenyl)-1-3-[4-(3-chlorophenyl)piperazino]propyl-4,5-dihydro-1H-1,2,4-triazole-5-thione
• 英文别名: 5-(4-chlorophenyl)-2-[3-[4-(3-chlorophenyl)piperazin-1-yl]propyl]-1H-1,2,4-triazole-3-thione
• CAS: 1456543-22-8
• 化学式: C₂₁H₂₃Cl₂N₅S
• 分子量: 448.419
• InChiKey: JQVDXLWXJFLHEV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  66.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-(3-氯苯基)哌嗪 在 potassium carbonate 、 锌 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 6.25h， 生成 3-(4-chlorophenyl)-1-3-[4-(3-chlorophenyl)piperazino]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

文献信息

• Synthesis, characterization, and anticancer studies of S and N alkyl piperazine-substituted positional isomers of 1,2,4-triazole derivatives
  作者：M. S. R. Murty、Kesur R. Ram、B. Ramalingeswara Rao、Rayudu Venkateswara Rao、Mohana Rao Katiki、Janapala Venkateswara Rao、R. Pamanji、L. R. Velatooru

  DOI：10.1007/s00044-013-0757-3

  日期：2014.4

  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.