1-(benzyloxy)-4-(3-bromophenyl)-1,8-naphthyridin-2(1H)-one | 1258547-10-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 1-(benzyloxy)-4-(3-bromophenyl)-1,8-naphthyridin-2(1H)-one
• CAS: 1258547-10-2
• 化学式: C₂₁H₁₅BrN₂O₂
• 分子量: 407.266
• InChiKey: VSQXYOVQFAWBIH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.45
• 重原子数：
  26.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  44.12
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1-(benzyloxy)-4-(3-bromophenyl)-1,8-naphthyridin-2(1H)-one 、 苯硼酸 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 乙二醇二甲醚 为溶剂， 生成
  参考文献：
  名称：

  Potent and selective HIV-1 ribonuclease H inhibitors based on a 1-hydroxy-1,8-naphthyridin-2(1H)-one scaffold

  摘要：

  Optimization studies using an HIV RNase H active site inhibitor containing a 1-hydroxy-1,8-naphthyridin-2(1H)-one core identified 4-position substituents that provided several potent and selective inhibitors. The best compound was potent and selective in biochemical assays (IC(50) = 0.045 mu M, HIV RT RNase H; 13 mu M, HIV RT-polymerase; 24 mu M, HIV integrase) and showed antiviral efficacy in a single-cycle viral replication assay in P4-2 cells (IC(50) = 0.19 mu M) with a modest window with respect to cytotoxicity (CC(50) = 3.3 mu M). (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.08.135
• 作为产物：
  描述：

  (1-benzyloxy-2-oxo-1,8-naphthyridin-4-yl) trifluoromethanesulfonate 、 3-溴苯硼酸 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 乙二醇二甲醚 为溶剂， 生成 1-(benzyloxy)-4-(3-bromophenyl)-1,8-naphthyridin-2(1H)-one
  参考文献：
  名称：

  Potent and selective HIV-1 ribonuclease H inhibitors based on a 1-hydroxy-1,8-naphthyridin-2(1H)-one scaffold

  摘要：

  Optimization studies using an HIV RNase H active site inhibitor containing a 1-hydroxy-1,8-naphthyridin-2(1H)-one core identified 4-position substituents that provided several potent and selective inhibitors. The best compound was potent and selective in biochemical assays (IC(50) = 0.045 mu M, HIV RT RNase H; 13 mu M, HIV RT-polymerase; 24 mu M, HIV integrase) and showed antiviral efficacy in a single-cycle viral replication assay in P4-2 cells (IC(50) = 0.19 mu M) with a modest window with respect to cytotoxicity (CC(50) = 3.3 mu M). (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.08.135