4-{[2-(2,4-Diamino-6-oxo-1,6-dihydro-pyrimidin-5-yl)-ethylamino]-methyl}-benzoic acid methyl ester | 292048-16-9

• 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: 4-{[2-(2,4-Diamino-6-oxo-1,6-dihydro-pyrimidin-5-yl)-ethylamino]-methyl}-benzoic acid methyl ester
• CAS: 292048-16-9
• 化学式: C₁₅H₁₉N₅O₃
• 分子量: 317.348
• InChiKey: BGIFJNRQTVJNHK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.05
• 重原子数：
  23.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  136.12
• 氢给体数：
  4.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  1,5-二氟-2,4-二硝基苯 、 4-{[2-(2,4-Diamino-6-oxo-1,6-dihydro-pyrimidin-5-yl)-ethylamino]-methyl}-benzoic acid methyl ester 在 2,6-二甲基吡啶 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 4-{[[2-(2,4-Diamino-6-oxo-1,6-dihydro-pyrimidin-5-yl)-ethyl]-(5-fluoro-2,4-dinitro-phenyl)-amino]-methyl}-benzoic acid methyl ester
  参考文献：
  名称：

  Design, synthesis, and biological evaluation of fluoronitrophenyl substituted folate analogues as potential inhibitors of GAR transformylase and AICAR transformylase

  摘要：

  The examination results of a novel series of potential inhibitors of glycinamide ribonucleotide transformylase (GAR Tfase) and aminoimidazole carboxamide transformylase (AICAR Tfase) are reported. These agents incorporate an electrophilic fluoronitrophenyl group that can potentially react with an active site nucleophile or the substrate GAR/AICAR amine via nucleophilic aromatic substitution. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00271-7
• 作为产物：
  描述：

  在 palladium on activated charcoal 氢气 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 14.0h， 生成 4-{[2-(2,4-Diamino-6-oxo-1,6-dihydro-pyrimidin-5-yl)-ethylamino]-methyl}-benzoic acid methyl ester
  参考文献：
  名称：

  Design, synthesis, and biological evaluation of fluoronitrophenyl substituted folate analogues as potential inhibitors of GAR transformylase and AICAR transformylase

  摘要：

  The examination results of a novel series of potential inhibitors of glycinamide ribonucleotide transformylase (GAR Tfase) and aminoimidazole carboxamide transformylase (AICAR Tfase) are reported. These agents incorporate an electrophilic fluoronitrophenyl group that can potentially react with an active site nucleophile or the substrate GAR/AICAR amine via nucleophilic aromatic substitution. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00271-7