N(2)-[2-(2-hydroxyethyl)phenyl]-2-amino-4-chloro-6-(4-methoxybenzylamino)-1,3,5-triazine | 1214259-05-8

• 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: N(2)-[2-(2-hydroxyethyl)phenyl]-2-amino-4-chloro-6-(4-methoxybenzylamino)-1,3,5-triazine
• 英文别名: 2-[2-[[4-Chloro-6-[(4-methoxyphenyl)methylamino]-1,3,5-triazin-2-yl]amino]phenyl]ethanol；2-[2-[[4-chloro-6-[(4-methoxyphenyl)methylamino]-1,3,5-triazin-2-yl]amino]phenyl]ethanol
• CAS: 1214259-05-8
• 化学式: C₁₉H₂₀ClN₅O₂
• 分子量: 385.853
• InChiKey: DFRWKEIUZGKVHB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  92.2
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  N-[2-(2-hydroxyethyl)phenyl]-2-amino-4,6-dichloro-1,3,5-triazine 、 4-甲氧基苄胺 在 三乙胺 作用下， 以 乙腈 为溶剂， 反应 3.0h， 以64%的产率得到N(2)-[2-(2-hydroxyethyl)phenyl]-2-amino-4-chloro-6-(4-methoxybenzylamino)-1,3,5-triazine
  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

• 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.