2-Amino-8-p-tolylazo-1,9-dihydro-purin-6-one | 79953-01-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: 2-Amino-8-p-tolylazo-1,9-dihydro-purin-6-one
• 英文别名: 6H-Purin-6-one, 2-amino-1,7-dihydro-8-((4-methylphenyl)azo)-；2-amino-8-[(4-methylphenyl)diazenyl]-1,7-dihydropurin-6-one
• CAS: 79953-01-8
• 化学式: C₁₂H₁₁N₇O
• 分子量: 269.266
• InChiKey: MUHHRJPYXLEUDL-UHFFFAOYSA-N

物化性质

• 密度：
  1.66±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  121
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  鸟嘌呤 、 4-methylbenzenediazonium tetrafluoroborate 以 sodium hydroxide 为溶剂， 反应 0.25h， 以61%的产率得到2-Amino-8-p-tolylazo-1,9-dihydro-purin-6-one
  参考文献：
  名称：

  Reactions of benzenediazonium ions with guanine and its derivatives

  摘要：

  DOI：

  10.1021/jo00342a014

文献信息

• Different Patterns of Mutagenicity of Arenediazonium Ions in V79 Cells and Salmonella typhimurium TA102: Evidence for Different Mechanisms of Action
  作者：Terence Lawson、Peter M. Gannett、Wai-Ming Yau、Nar S. Dalal、Bela Toth

  DOI：10.1021/jf00058a014

  日期：1995.10

  The edible mushroom Agaricus bisporus contains several arylhydrazines and arenediazonium ions that are genotoxins. The mechanism whereby arylhydrazines and arenediazonium ions are genotoxic is unknown and may be due to the arenediazonium ion itself or to aryl radicals. The reactions of four arenediazonium ions (p-X-C6H5N2+, X = -CH3, -CH2OH, -CH2OCH3, -CO2H) with purine bases, their mutagenicity, their ability to cause DNA damage, and their tendency toward free radical formation have been studied to elucidate the genotoxic species. It is suggested that either the arenediazonium or aryl radical can act as the ultimate genotoxin. Which species is dominant is dependent upon the arenediazonium ion reduction potential. This relationship may be useful in designing future studies of arenediazonium ion genotoxicity.