2-amino-3-(4-acetylphenyl)-5-(4-hydroxyphenyl)-1,4-pyrazine | 1178890-06-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-amino-3-(4-acetylphenyl)-5-(4-hydroxyphenyl)-1,4-pyrazine
• 英文别名: 1-[4-[3-Amino-6-(4-hydroxyphenyl)pyrazin-2-yl]phenyl]ethanone；1-[4-[3-amino-6-(4-hydroxyphenyl)pyrazin-2-yl]phenyl]ethanone
• CAS: 1178890-06-6
• 化学式: C₁₈H₁₅N₃O₂
• 分子量: 305.336
• InChiKey: QRERMBFDQRMTHO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  89.1
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-amino-3-(4-acetylphenyl)-5-(4-hydroxyphenyl)-1,4-pyrazine 、 丙酮醛 在 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 4.0h， 以85%的产率得到2-methyl-6-(4-hydroxyphenyl)-8-(4-acetylphenyl)-3,7-dihydroimidazo[1,2-a]pyrazin-3-one hydrochloride
  参考文献：
  名称：

  In vitro and in vivo studies of 6,8-(diaryl)imidazo[1,2-a]pyrazin-3(7H)-ones as new antioxidants

  摘要：

  A series of 5-aryl and 3,5-diaryl-2-amino-1,4-pyrazines and the derived imidazopyrazinones has been synthesized to study the chemical oxidative degradation of the bicyclic systems in vitro. Imidazopyrazinones mainly degraded following two independent pathways producing their precursors, namely aminopyrazines, and the corresponding amidopyrazines, respectively. Despite the fact that there is no influence of the substituent of the 3-aryl group on the ratio of the products aminopyrazine/amidopyrazine, diarylimidazopyrazinones and diarylaminopyrazines are good antioxidants in vivo. They protected against microvascular damages in ischemia/reperfusion with similar efficiencies. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.05.025
• 作为产物：
  描述：

  在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 3.17h， 以165 mg的产率得到2-amino-3-(4-acetylphenyl)-5-(4-hydroxyphenyl)-1,4-pyrazine
  参考文献：
  名称：

  In vitro and in vivo studies of 6,8-(diaryl)imidazo[1,2-a]pyrazin-3(7H)-ones as new antioxidants

  摘要：

  A series of 5-aryl and 3,5-diaryl-2-amino-1,4-pyrazines and the derived imidazopyrazinones has been synthesized to study the chemical oxidative degradation of the bicyclic systems in vitro. Imidazopyrazinones mainly degraded following two independent pathways producing their precursors, namely aminopyrazines, and the corresponding amidopyrazines, respectively. Despite the fact that there is no influence of the substituent of the 3-aryl group on the ratio of the products aminopyrazine/amidopyrazine, diarylimidazopyrazinones and diarylaminopyrazines are good antioxidants in vivo. They protected against microvascular damages in ischemia/reperfusion with similar efficiencies. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.05.025

文献信息

• In vitro and in vivo studies of 6,8-(diaryl)imidazo[1,2-a]pyrazin-3(7H)-ones as new antioxidants
  作者：Frederic De Wael、Paul Jeanjot、Cédric Moens、Tony Verbeuren、Alex Cordi、Eliete Bouskela、Jean-François Rees、Jacqueline Marchand-Brynaert

  DOI：10.1016/j.bmc.2009.05.025

  日期：2009.7

  A series of 5-aryl and 3,5-diaryl-2-amino-1,4-pyrazines and the derived imidazopyrazinones has been synthesized to study the chemical oxidative degradation of the bicyclic systems in vitro. Imidazopyrazinones mainly degraded following two independent pathways producing their precursors, namely aminopyrazines, and the corresponding amidopyrazines, respectively. Despite the fact that there is no influence of the substituent of the 3-aryl group on the ratio of the products aminopyrazine/amidopyrazine, diarylimidazopyrazinones and diarylaminopyrazines are good antioxidants in vivo. They protected against microvascular damages in ischemia/reperfusion with similar efficiencies. (C) 2009 Elsevier Ltd. All rights reserved.