6-(4-aminophenyl)-2-((4-hydroxyphenyl)carbonyl)pyrazin | 1149759-56-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-(4-aminophenyl)-2-((4-hydroxyphenyl)carbonyl)pyrazin
• 英文别名: [6-(4-Aminophenyl)pyrazin-2-yl]-(4-hydroxyphenyl)methanone
• CAS: 1149759-56-7
• 化学式: C₁₇H₁₃N₃O₂
• 分子量: 291.309
• InChiKey: ASSXTPIRUXYRJE-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：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  89.1
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  6-(4-aminophenyl)-2-((4-methoxyphenyl)carbonyl)pyrazine 在 吡啶盐酸盐 作用下， 反应 1.0h， 以78%的产率得到6-(4-aminophenyl)-2-((4-hydroxyphenyl)carbonyl)pyrazin
  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

文献信息

• Synthesis and in vitro evaluation of botryllazine B analogues as a new class of inhibitor against human aldose reductase
  作者：Ryota Saito、Mai Tokita、Keisuke Uda、Chikako Ishikawa、Mitsutoshi Satoh

  DOI：10.1016/j.tet.2009.01.020

  日期：2009.4

  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.