3-methylthio-5-(p-tolyl)-6-(4-nitrophenyl)-1,2,4-triazine | 1616468-97-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-methylthio-5-(p-tolyl)-6-(4-nitrophenyl)-1,2,4-triazine
• CAS: 1616468-97-3
• 化学式: C₁₇H₁₄N₄O₂S
• 分子量: 338.39
• InChiKey: PRPJYOAPNAQKEW-UHFFFAOYSA-N

物化性质

• 熔点：
  108-110 °C
• 沸点：
  533.000±42.00 °C(Press: 760.00 Torr)(predicted)
• 密度：
  1.378±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.14
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  81.81
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  N-(2-氨基乙基)吗啉 、 3-methylthio-5-(p-tolyl)-6-(4-nitrophenyl)-1,2,4-triazine 以 neat (no solvent) 为溶剂， 以66%的产率得到N-(2-morpholinoethyl)-6-(4-nitrophenyl)-5-(p-tolyl)-1,2,4-triazin-3-amine
  参考文献：
  名称：

  Design, green synthesis and pharmacological evaluation of novel 5,6-diaryl-1,2,4-triazines bearing 3-morpholinoethylamine moiety as potential antithrombotic agents

  摘要：

  The aim of this research work was to investigate a series of novel 5,6-diaryl-1,2,4-triazines (3a-3q) containing 3-morpholinoethylamine side chain, and to address their antiplatelet activity by in vitro, ex vivo and in vivo methods. All compounds were synthesized by environment benign route and their structures were unambiguously confirmed by spectral data. Compounds (3l) and (3m) were confirmed by their single crystal X-ray structures. Out of all the synthesized compounds, 10 were found to be more potent in vitro than aspirin; six of them were found to be prominent in ex vivo assays and one compound (3d) was found to have the most promising antithrombotic profile in vivo. Moreover, compound (3d) demonstrated less ulcerogenicity in rats as compared to aspirin. The selectivity of the most promising compound (3d) for COX-1 and COX-2 enzymes was determined with the help of molecular docking studies and the results were correlated with the biological activity.

  DOI：

  10.3109/14756366.2015.1060480
• 作为产物：
  描述：

  1-(4'-nitrophenyl)-2-(4'-methylphenyl)ethanedione 、 氨基硫脲 、 碘甲烷 在 1,3-bis-n-butylimidazolium bromide 作用下， 以 二甲基亚砜 为溶剂， 反应 0.17h， 生成 3-methylthio-5-(p-tolyl)-6-(4-nitrophenyl)-1,2,4-triazine 、 3-methylthio-5-(4-nitrophenyl)-6-(p-tolyl)-1,2,4-triazine
  参考文献：
  名称：

  室温离子液体-DMSO 促进和改进 5,6-二芳基-1,2,4-三嗪的一锅法合成

  摘要：

  摘要 在室温离子液体溴化 1,3-二丁基咪唑鎓 [Bbim]+Br− 和二甲亚砜 (DMSO) 的混合物中改进和快速一锅法合成 5,6-二芳基取代的-1,2,4-三嗪是无需任何添加的催化剂进行描述。与离子液体一起筛选了不同的极性非质子溶剂，并发现了与 DMSO 的协同效应。还研究了在不同反应温度下一种区域异构体优于另一种区域异构体的情况。通过简单的后处理程序实现了在短时间内获得出色分离产量的一锅法。离子液体被有效回收并重复使用3次而没有失去催化作用。所有化合物均通过红外、核磁共振、质谱和元素分析进行​​表征。图形概要

  DOI：

  10.1080/00397911.2014.891040