2-benzoyl-6-(4-methoxyphenyl)pyrazine | 1149759-58-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-benzoyl-6-(4-methoxyphenyl)pyrazine
• CAS: 1149759-58-9
• 化学式: C₁₈H₁₄N₂O₂
• 分子量: 290.321
• InChiKey: VLJMAIOTAKMSGQ-UHFFFAOYSA-N

物化性质

• 熔点：
  108-109 °C
• 沸点：
  480.1±45.0 °C(predicted)
• 密度：
  1.193±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.38
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  52.08
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-benzoyl-6-(4-methoxyphenyl)pyrazine 在 吡啶盐酸盐 作用下， 反应 1.0h， 以79%的产率得到2-benzoyl-6-(4-hydroxyphenyl)pyrazine
  参考文献：
  名称：

  Synthesis and in vitro evaluation of botryllazine B analogues as a new class of inhibitor against human aldose reductase

  摘要：

  Botryllazine B analogues of diverse substitution patterns have been prepared, and their in vitro inhibitory activities against recombinant human aldose reductase (h-ALR2) evaluated. Among the 15 compounds tested, 6-(4-aminophenyl)-2-(4-hydroxyphenyl)carbonylpyrazine (7b) proved to be the most potent inhibitor, with IC50=0.91 mu M. Kinetic analyses of 7b and botryllazine B(1) revealed that these inhibitors exhibit an unprecedented mixed-type inhibition on h-ALR2 with respect to the substrate D,L-glyceraldehyde, in the presence of NADPH at inhibitor concentrations near the IC50 values. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.01.020
• 作为产物：
  描述：

  6-benzoyl-2-chloropyrazine 、 4-甲氧基苯硼酸 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 5.0h， 以89%的产率得到2-benzoyl-6-(4-methoxyphenyl)pyrazine
  参考文献：
  名称：

  Synthesis and in vitro evaluation of botryllazine B analogues as a new class of inhibitor against human aldose reductase

  摘要：

  Botryllazine B analogues of diverse substitution patterns have been prepared, and their in vitro inhibitory activities against recombinant human aldose reductase (h-ALR2) evaluated. Among the 15 compounds tested, 6-(4-aminophenyl)-2-(4-hydroxyphenyl)carbonylpyrazine (7b) proved to be the most potent inhibitor, with IC50=0.91 mu M. Kinetic analyses of 7b and botryllazine B(1) revealed that these inhibitors exhibit an unprecedented mixed-type inhibition on h-ALR2 with respect to the substrate D,L-glyceraldehyde, in the presence of NADPH at inhibitor concentrations near the IC50 values. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.01.020