4-(4-ethoxyphenyl)-2,4-dihydro-5-[(pyridin-4-yl)methyl]-3H-1,2,4-triazol-3-one | 1370340-20-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(4-ethoxyphenyl)-2,4-dihydro-5-[(pyridin-4-yl)methyl]-3H-1,2,4-triazol-3-one
• 英文别名: 4-(4-ethoxyphenyl)-3-(pyridin-4-ylmethyl)-1H-1,2,4-triazol-5-one
• CAS: 1370340-20-7
• 化学式: C₁₆H₁₆N₄O₂
• 分子量: 296.329
• InChiKey: IGQBDINFDNUXBA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 20.0h， 以71%的产率得到4-(4-ethoxyphenyl)-2,4-dihydro-5-[(pyridin-4-yl)methyl]-3H-1,2,4-triazol-3-one
  参考文献：
  名称：

  Synthesis and RP HPLC studies of biologically active semicarbazides and their cyclic analogues 1,2,4-triazol-3-ones

  摘要：

  The retention behaviour of semicarbazides and their cyclic analogues 1,2,4-triazol-3-ones, has been investigated by RP-8, RP-18 and IAM HPLC. The structures of new derivatives were proved by elemental analyses, IR, H-1 NMR and C-13 NMR spectroscopy. The compounds showed regular retention behaviour in three chromatographic systems; their log k values decreased linearly with the increasing concentration of an organic modifier in the mobile phase. The ratio of the intercept (log k (w)) to the slope of compounds is constant and the same for both groups of compounds on C18 and IAM stationary phases. Differences between log k (w) values from the octadecyl stationary phase of corresponding cyclic and linear derivatives are constant, and they are related to the mechanism of synthesis of 1,2,4-triazol-3-ones from linear substrate semicarbazides, which was confirmed by modelling studies. Good correlations between log k (w) parameters obtained by RP-8 or RP-18 and determined by the computational approach log P were found.

  DOI：

  10.1007/s00706-011-0715-z