7-benzyl-1,2-dimethoxy-xanthen-9-one | 500732-59-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 7-benzyl-1,2-dimethoxy-xanthen-9-one
• 英文别名: 7-Benzyl-1,2-dimethoxyxanthen-9-one
• CAS: 500732-59-2
• 化学式: C₂₂H₁₈O₄
• 分子量: 346.383
• InChiKey: RAYYACUWPQXGNP-UHFFFAOYSA-N

物化性质

• 沸点：
  534.0±50.0 °C(Predicted)
• 密度：
  1.232±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  7-benzyl-1,2-dimethoxy-xanthen-9-one 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 0.67h， 以77%的产率得到7-Benzyl-1,2-dihydroxy-xanthen-9-one
  参考文献：
  名称：

  Design and Synthesis of 8-Hydroxy-[1,6]Naphthyridines as Novel Inhibitors of HIV-1 Integrase in Vitro and in Infected Cells

  摘要：

  Naphthyridine 7 inhibits the strand transfer of the integration process catalyzed by integrase with an IC50 of 10 nM and inhibits 95% of the spread of HIV-1 infection in cell culture at 0.39 muM. It does not exhibit cytotoxicity in cell culture at less than or equal to 12.5 muM and shows a good pharmacokinetic profile when dosed orally to rats. The antiviral activity of 7 and its effect on integration were confirmed using viruses with specific integrase mutations.

  DOI：

  10.1021/jm025553u
• 作为产物：
  描述：

  2,3-二甲氧基苯甲酸 在 草酰氯 、 四甲基乙二胺 、 仲丁基锂 、 sodium hydride 、 N,N-二甲基甲酰胺 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 二氯甲烷 、 环己烷 为溶剂， 反应 5.0h， 生成 7-benzyl-1,2-dimethoxy-xanthen-9-one
  参考文献：
  名称：

  Design and Synthesis of 8-Hydroxy-[1,6]Naphthyridines as Novel Inhibitors of HIV-1 Integrase in Vitro and in Infected Cells

  摘要：

  Naphthyridine 7 inhibits the strand transfer of the integration process catalyzed by integrase with an IC50 of 10 nM and inhibits 95% of the spread of HIV-1 infection in cell culture at 0.39 muM. It does not exhibit cytotoxicity in cell culture at less than or equal to 12.5 muM and shows a good pharmacokinetic profile when dosed orally to rats. The antiviral activity of 7 and its effect on integration were confirmed using viruses with specific integrase mutations.

  DOI：

  10.1021/jm025553u