6-[1-(2,6-difluorophenyl)-ethyl]-5-methyl-2-nitroamino-3H-pyrimidin-4-one | 1364318-41-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 6-[1-(2,6-difluorophenyl)-ethyl]-5-methyl-2-nitroamino-3H-pyrimidin-4-one
• 英文别名: N-[4-[1-(2,6-difluorophenyl)ethyl]-5-methyl-6-oxo-1H-pyrimidin-2-yl]nitramide
• CAS: 1364318-41-1
• 化学式: C₁₃H₁₂F₂N₄O₃
• 分子量: 310.26
• InChiKey: VYNUYNWWAFVWBV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  99.3
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-甲基正丙胺 、 6-[1-(2,6-difluorophenyl)-ethyl]-5-methyl-2-nitroamino-3H-pyrimidin-4-one 反应 5.0h， 以72.6%的产率得到6-[1-(2,6-difluorophenyl)-ethyl]-5-methyl-2-(methyl-n-propyl-amino)-3H-pyrimidin-4-one
  参考文献：
  名称：

  2-(Alkyl/Aryl)Amino-6-Benzylpyrimidin-4(3H)-ones as Inhibitors of Wild-Type and Mutant HIV-1: Enantioselectivity Studies

  摘要：

  The single enantiomers of two pyrimidine-based HIV-1 non-nucleoside reverse transcriptase inhibitors, 1 (MC1501) and 2 (MC2082), were tested in both cellular and enzyme assays. In general, the R forms were more potent than their S counterparts and racemates and (R)-2 was more efficient than (R)-1 and the reference compounds, with some exceptions. Interestingly, (R)-2 displayed a faster binding to K103N RT with respect to WT RT, while (R)-1 showed the opposite behavior.

  DOI：

  10.1021/jm201308v
• 作为产物：
  描述：

  硝基胍 、 ethyl 4-(2,6-difluorophenyl)-2,4-dimethyl-3-oxobutanoate 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 以62.5%的产率得到6-[1-(2,6-difluorophenyl)-ethyl]-5-methyl-2-nitroamino-3H-pyrimidin-4-one
  参考文献：
  名称：

  2-(Alkyl/Aryl)Amino-6-Benzylpyrimidin-4(3H)-ones as Inhibitors of Wild-Type and Mutant HIV-1: Enantioselectivity Studies

  摘要：

  The single enantiomers of two pyrimidine-based HIV-1 non-nucleoside reverse transcriptase inhibitors, 1 (MC1501) and 2 (MC2082), were tested in both cellular and enzyme assays. In general, the R forms were more potent than their S counterparts and racemates and (R)-2 was more efficient than (R)-1 and the reference compounds, with some exceptions. Interestingly, (R)-2 displayed a faster binding to K103N RT with respect to WT RT, while (R)-1 showed the opposite behavior.

  DOI：

  10.1021/jm201308v