benzofurazan-4-carboxylic acid methyl ester | 408502-47-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶二唑类
• 英文名称: benzofurazan-4-carboxylic acid methyl ester
• 英文别名: Methyl benzo[c][1,2,5]oxadiazole-4-carboxylate；methyl 2,1,3-benzoxadiazole-4-carboxylate
• CAS: 408502-47-6
• 化学式: C₈H₆N₂O₃
• 分子量: 178.147
• InChiKey: YQSWAPPOVLNWGR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  65.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  benzofurazan-4-carboxylic acid methyl ester 在 氨 作用下， 以 甲醇 为溶剂， 以53%的产率得到2,1,3-苯并恶二唑-4-甲酰胺
  参考文献：
  名称：

  Nitroanilines are the reduction products of benzofuroxan system by oxyhemoglobin (HbO22+)

  摘要：

  Benzofuroxans are interesting compounds which display several biochemical and pharmacological properties. Recent studies from our laboratory demonstrate that they are reduced by ferrous salts at room temperature and that the principal reaction products are o-nitroanilines. This paper shows that simple benzofuroxan derivatives are also able to oxidise HbO(2)(2+) to methemoglobin (MetHb(3+)) (UV detection) and to form o-nitroanilines (HPLC detection). From a toxicological point of view this reaction is interesting, since it indicates that the blood is a site for metabolism of these compounds with consequent methemoglobinemia and formation of toxic compounds. (C) 2001 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(01)01139-9
• 作为产物：
  描述：

  benzofurazan-4-carboxylic acid 在 氯化亚砜 、 N,N-二甲基甲酰胺 作用下， 反应 0.5h， 生成 benzofurazan-4-carboxylic acid methyl ester
  参考文献：
  名称：

  Nitroanilines are the reduction products of benzofuroxan system by oxyhemoglobin (HbO22+)

  摘要：

  Benzofuroxans are interesting compounds which display several biochemical and pharmacological properties. Recent studies from our laboratory demonstrate that they are reduced by ferrous salts at room temperature and that the principal reaction products are o-nitroanilines. This paper shows that simple benzofuroxan derivatives are also able to oxidise HbO(2)(2+) to methemoglobin (MetHb(3+)) (UV detection) and to form o-nitroanilines (HPLC detection). From a toxicological point of view this reaction is interesting, since it indicates that the blood is a site for metabolism of these compounds with consequent methemoglobinemia and formation of toxic compounds. (C) 2001 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(01)01139-9