(2-(4-amino-6-(pyridin-3-yl)-1,3,5-triazin-2-yloxy)ethoxy)methylphosphonic acid ammonium salt

• 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: (2-(4-amino-6-(pyridin-3-yl)-1,3,5-triazin-2-yloxy)ethoxy)methylphosphonic acid ammonium salt
• 英文别名: 2-[(4-Amino-6-pyridin-3-yl-1,3,5-triazin-2-yl)oxy]ethoxymethylphosphonic acid;azane
• 化学式: C₁₁H₁₄N₅O₅P*(x)H₃N
• 分子量: 344.26
• InChiKey: MKYXSDGVKKVZGR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.21
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  155
• 氢给体数：
  4
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  烟酸甲酯 在 三甲基溴硅烷 、 sodium methylate 、 caesium carbonate 作用下， 以 甲醇 、 二甲基亚砜 、 乙腈 为溶剂， 反应 11.0h， 生成 (2-(4-amino-6-(pyridin-3-yl)-1,3,5-triazin-2-yloxy)ethoxy)methylphosphonic acid ammonium salt
  参考文献：
  名称：

  Synthesis of O2- and N3-(2-Phosphonomethoxy)ethyl Derivatives of 6-Phenyl- and 6-Pyridinyl-5-azacytosine

  摘要：

  A series of hydrolytically stable O-2- and N-3-(2-phosphonomethoxy)ethyl (PME) derivatives of 6-phenyl, pyridin-2, -3 and -4-yl-5-azacytosines was prepared by their alkylation with diisopropyl (2-chloroethoxy)methylphosphonate followed by the deprotection. No antitumor or antiviral activity was found except for 6-(pyridin-4-yl)-1,3,5-triazine-2,4-diamine (13d) which exhibited slight activity against feline herpesvirus in CrFK cell cultures with IC50 = 6.7 mu g/mL.

  DOI：

  10.3987/com-11-12137

文献信息

• Synthesis of O2- and N3-(2-Phosphonomethoxy)ethyl Derivatives of 6-Phenyl- and 6-Pyridinyl-5-azacytosine
  作者：Miroslav Otmar、Martin Dracinsky、Marcela Krecmerova、Jan Balzarini、Graciela Andrei、Robert Snoeck

  DOI：10.3987/com-11-12137

  日期：——

  A series of hydrolytically stable O-2- and N-3-(2-phosphonomethoxy)ethyl (PME) derivatives of 6-phenyl, pyridin-2, -3 and -4-yl-5-azacytosines was prepared by their alkylation with diisopropyl (2-chloroethoxy)methylphosphonate followed by the deprotection. No antitumor or antiviral activity was found except for 6-(pyridin-4-yl)-1,3,5-triazine-2,4-diamine (13d) which exhibited slight activity against feline herpesvirus in CrFK cell cultures with IC50 = 6.7 mu g/mL.