6-p-tolyl-4-thioxo-3,4-dihydro-1,3,5-triazin-2(1H)-one | 32622-41-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: 6-p-tolyl-4-thioxo-3,4-dihydro-1,3,5-triazin-2(1H)-one
• 英文别名: 6-(4-methylphenyl)-4-sulfanylidene-1H-1,3,5-triazin-2-one
• CAS: 32622-41-6
• 化学式: C₁₀H₉N₃OS
• 分子量: 219.267
• InChiKey: PJXGJLBNKDITLR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  85.6
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-甲基苯甲脒盐酸盐 、 异硫氰酰甲酸乙酯 在 sodium hydroxide 作用下， 以 水 、 甲苯 为溶剂， 反应 1.5h， 以62%的产率得到6-p-tolyl-4-thioxo-3,4-dihydro-1,3,5-triazin-2(1H)-one
  参考文献：
  名称：

  The Synthesis of Novel 2,4,6-Trisubstituted 1,3,5-Triazines: A Search for Potential MurF Enzyme Inhibitors

  摘要：

  A series of new 2,4,6-trisubstituted 1,3,5-triazines, possessing a variety of substituents (-OH, -SH, -OMe, -Cl, -HNR, -SR and amino acid moieties), were synthesized and evaluated for the inhibition of the bacterial peptidoglycan biosynthesis enzyme MurF. Ethoxycarbonyl isothiocyanate successfully reacted with a variety of amidines, enabling an approach to 6-substituted-4-thioxo-1,3,5-triazin-2-ones. Also, a representative set of 2-thio-, 2-amino-, and 2-oxo-substituted 1,3,5-triazines was synthesized by the SNAr reaction, employing 2,4,6-trichloro-1,3,5-triazine and 2-chloro-4,6-dimethoxy-1,3,5-triazine as the starting materials. One compound displayed notable inhibitory activity against MurF from Escherichia coli.

  DOI：

  10.3987/com-09-11839

文献信息

• BASYOUNI M. N.; EL-KHAMRY A.-M., BULL. CHEM. SOC. JAP., 1979, 52, NO 12, 3728-3732
  作者：BASYOUNI M. N.、 EL-KHAMRY A.-M.

  DOI：——

  日期：——
• The Synthesis of Novel 2,4,6-Trisubstituted 1,3,5-Triazines: A Search for Potential MurF Enzyme Inhibitors
  作者：Bogdan Štefane、Stanislav Gobec、Izidor Sosič、Andreja Kovač、Samo Turk、Didier Blanot

  DOI：10.3987/com-09-11839

  日期：——

  A series of new 2,4,6-trisubstituted 1,3,5-triazines, possessing a variety of substituents (-OH, -SH, -OMe, -Cl, -HNR, -SR and amino acid moieties), were synthesized and evaluated for the inhibition of the bacterial peptidoglycan biosynthesis enzyme MurF. Ethoxycarbonyl isothiocyanate successfully reacted with a variety of amidines, enabling an approach to 6-substituted-4-thioxo-1,3,5-triazin-2-ones. Also, a representative set of 2-thio-, 2-amino-, and 2-oxo-substituted 1,3,5-triazines was synthesized by the SNAr reaction, employing 2,4,6-trichloro-1,3,5-triazine and 2-chloro-4,6-dimethoxy-1,3,5-triazine as the starting materials. One compound displayed notable inhibitory activity against MurF from Escherichia coli.