3-(4-ethylpiperazino)propyl[5-(4-methylphenyl)-4H-1,2,4-triazol-3-yl] sulfide | 1363773-41-4

• 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-(4-ethylpiperazino)propyl[5-(4-methylphenyl)-4H-1,2,4-triazol-3-yl] sulfide
• 英文别名: 1-ethyl-4-[3-[[5-(4-methylphenyl)-1H-1,2,4-triazol-3-yl]sulfanyl]propyl]piperazine
• CAS: 1363773-41-4
• 化学式: C₁₈H₂₇N₅S
• 分子量: 345.512
• InChiKey: JALMAYHQPAPKAV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  73.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  对甲基苯甲酸甲酯 在 盐酸 、 一水合肼 、 三乙胺 、 sodium hydroxide 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 5.25h， 生成 3-(4-ethylpiperazino)propyl[5-(4-methylphenyl)-4H-1,2,4-triazol-3-yl] sulfide
  参考文献：
  名称：

  Synthesis of New S-alkylated-3-mercapto-1,2,4-triazole Derivatives Bearing Cyclic Amine Moiety as Potent Anticancer Agents

  摘要：

  一系列3-[3-[4-(取代)-1-环胺]丙基]硫-5-取代[1,2,4]三唑(8a-j)，从相应的羧酸出发，以良好的收率被合成。这些衍生物对五种不同的人类癌细胞系进行了细胞毒性研究。三种化合物显示出良好的抗癌活性。三唑衍生物，8i和8j，对U937和HL-60细胞尤其有效。化合物的细胞毒性效力在不同细胞系之间有所变化，这表明这些化合物的结构特性可能是其生物活性的可能决定因素。

  DOI：

  10.2174/157018012799129882

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.
• Synthesis of New S-alkylated-3-mercapto-1,2,4-triazole Derivatives Bearing Cyclic Amine Moiety as Potent Anticancer Agents
  作者：M. S.R. Murty、Kesur R. Ram、Rayudu Venkateswara Rao、J. S. Yadav、Janapala Venkateswara Rao、L. R. Velatooru

  DOI：10.2174/157018012799129882

  日期：2012.3.1

  A series of 3-[3-[4-(Substituted)-1-cyclicamine]propyl]thio-5-substituted[1,2,4]triazoles (8a-j) were synthesized with good yields starting from corresponding carboxylic acids. The cytotoxicity studies of these derivatives were studied against five different human cancer cell lines. Three compounds had shown good anticancer activity. The triazole derivatives, 8i and 8j 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 determinants of their biological activity.

  一系列3-[3-[4-(取代)-1-环胺]丙基]硫-5-取代[1,2,4]三唑(8a-j)，从相应的羧酸出发，以良好的收率被合成。这些衍生物对五种不同的人类癌细胞系进行了细胞毒性研究。三种化合物显示出良好的抗癌活性。三唑衍生物，8i和8j，对U937和HL-60细胞尤其有效。化合物的细胞毒性效力在不同细胞系之间有所变化，这表明这些化合物的结构特性可能是其生物活性的可能决定因素。