4-(5-氨基-2-吡嗪基)-1,2-苯二酚 | 350819-14-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 4-(5-氨基-2-吡嗪基)-1,2-苯二酚
• 英文名称: 2-amino-5-(3',4'-dihydroxyphenyl)-1,4-pyrazine
• 英文别名: 4-(5-Aminopyrazin-2-yl)benzene-1,2-diol
• CAS: 350819-14-6
• 化学式: C₁₀H₉N₃O₂
• 分子量: 203.2
• InChiKey: BWRSLDFWGUWWJN-UHFFFAOYSA-N

物化性质

• 沸点：
  456.9±45.0 °C(Predicted)
• 密度：
  1.448±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  92.3
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1,1-二羟基丙烷-2-酮 、 4-(5-氨基-2-吡嗪基)-1,2-苯二酚 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以61%的产率得到2-methyl-6-(3',4'-dihydroxyphenyl)-3,7-dihydroimidazolo[1,2-a]pyrazin-3-one hydrochloride
  参考文献：
  名称：

  Catechol derivatives of aminopyrazine and cell protection against uvb-induced mortality

  摘要：

  A series of 5-aryl- and 3,5-bis-aryl-7-amino- 1,4-pyrazine: derivatives 4 acid 6, and related imidazolopyrazinones 7, has been synthesized, the aryl groups of which are catechol and or phenol substituents. These compounds, tested against human keratinocyte cells stressed by UVB irradiation, showed high antioxidative properties. One compound (6f) was more active than EGCG; ECG (green tea extract) in reducing cell mortality. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00321-7
• 作为产物：
  描述：

  2-amino-5-(3',4'-methylenedioxyphenyl)-1,4-pyrazine 在 三氯化铝 、 乙硫醇 作用下， 反应 18.0h， 以29%的产率得到4-(5-氨基-2-吡嗪基)-1,2-苯二酚
  参考文献：
  名称：

  Catechol derivatives of aminopyrazine and cell protection against uvb-induced mortality

  摘要：

  A series of 5-aryl- and 3,5-bis-aryl-7-amino- 1,4-pyrazine: derivatives 4 acid 6, and related imidazolopyrazinones 7, has been synthesized, the aryl groups of which are catechol and or phenol substituents. These compounds, tested against human keratinocyte cells stressed by UVB irradiation, showed high antioxidative properties. One compound (6f) was more active than EGCG; ECG (green tea extract) in reducing cell mortality. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00321-7

文献信息

• Aryl-substituted n, n-heterocyclic compounds, method for their preparationand their use in therapeutics and diagnostics
  申请人：——

  公开号：US20040034225A1

  公开（公告）日：2004-02-19

  The present invention relates to an aryl substituted pyrazine compound of the general formula I, II, III or IV with the exception of a) 2-amino-3,5-bis(p-methoxyphenyl)-1,4-pyrazine (CD29), 2-amino-5-phenyl-1,4-pyrazine (CD12), 2-amino-5-(4-methoxyphenyl)-1,4-pyrazine (CD17) and 2-amino-5-(4-hydroxyphenyl)-1,4-pyrazine (CD22) and of b) their corresponding imidazolopyrazinone compounds. Another aspect of the invention relates to anti-oxidant compounds of formula V. Another aspect of the invention is a compound which upon oxidation results via a cascade in a second anti-oxidant compound and a third compound.

  本发明涉及通式 I、II、III 或 IV 的芳基取代的吡嗪化合物，但 a) 2-氨基-3,5-双(对甲氧基苯基)-1,4-吡嗪(CD29)除外、2-氨基-5-苯基-1,4-吡嗪(CD12)、2-氨基-5-(4-甲氧基苯基)-1,4-吡嗪(CD17)和 2-氨基-5-(4-羟基苯基)-1,4-吡嗪(CD22)，以及 b) 它们相应的咪唑吡嗪酮化合物。本发明的另一个方面涉及式 V 的抗氧化化合物。本发明的另一个方面是一种化合物，该化合物在氧化时通过级联反应生成第二种抗氧化化合物和第三种化合物。
• PYRAZINE AND IMIDAZOPYRAZINE DERIVATIVES AS ANTIOXIDANTS
  申请人：UNIVERSITE CATHOLIQUE DE LOUVAIN

  公开号：EP1292580A1

  公开（公告）日：2003-03-19
• [EN] ARYL-SUBSTITUTED N,N-HETEROCYCLIC COMPOUNDS, METHOD FOR THEIR PREPARATION AND THEIR USE IN THERAPEUTICS AND DIAGNOSTICS<br/>[FR] DERIVES DE PYRAZINE ET D'IMIDAZOPYRAZINE COMME ANTIOXYDANTS
  申请人：UNIV LOUVAIN

  公开号：WO2001087853A1

  公开（公告）日：2001-11-22

  The present invention relates to an aryl substituted pyrazine compound of the general formula I, II, III or IV with the exception of a) 2-amino-3,5-bis(p-methoxyphenyl)-1,4-pyrazine (CD29), 2-amino-5-phenyl-1,4-pyrazine (CD12), 2-amino-5-(4-methoxyphenyl)-1,4-pyrazine (CD17) and 2-amino-5-(4-hydroxyphenyl)-1,4-pyrazine (CD22) and of b) their corresponding imidazolopyrazinone compounds.Another aspect of the invention relates to anti-oxidant compounds of formula V.Another aspect of the invention is a compound which upon oxidation results via a cascade in a second anti-oxidant compound and a third compound.