6,7-diacetoxy-3-(carbethoxy)quinoxaline-2-carboxylic acid | 141613-53-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 6,7-diacetoxy-3-(carbethoxy)quinoxaline-2-carboxylic acid
• 英文别名: 6,7-diacetyloxy-3-ethoxycarbonylquinoxaline-2-carboxylic acid
• CAS: 141613-53-8
• 化学式: C₁₆H₁₄N₂O₈
• 分子量: 362.296
• InChiKey: QELAHMUIEUITKN-UHFFFAOYSA-N

物化性质

• 沸点：
  539.6±50.0 °C(Predicted)
• 密度：
  1.436±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.36
• 重原子数：
  26.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  141.98
• 氢给体数：
  1.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  6,7-diacetoxy-3-(carbethoxy)quinoxaline-2-carboxylic acid 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 3.0h， 以100%的产率得到6,7-dihydroxy-3-(carbethoxy)quinoxaline-2-carboxylic acid
  参考文献：
  名称：

  Synthesis and structure-activity relationships of cephalosporins with C-3' catechol-containing residues

  摘要：

  Cephalosporins with new catechol substituents at C-3' have been synthesized, including novel compounds with C-3' carbon-carbon bonds. Many of these compounds have high potency against Gram-negative bacteria, in particular against resistant strains like Pseudomonas aeruginosa. Structure-activity relationships are discussed in terms of their dependence on the pK(a) of the C-3' catechol and also in terms of steric and conformational factors of the C-3' substituent. The best overall properties were found in compounds with a bulky and/or conformationally restricted acidic C-3' catechol.

  DOI：

  10.1021/jm00092a014
• 作为产物：
  描述：

  2,3-dicarboxy-6,7-dimethoxyquinoxaline 在 三溴化硼 作用下， 反应 24.67h， 生成 6,7-diacetoxy-3-(carbethoxy)quinoxaline-2-carboxylic acid
  参考文献：
  名称：

  Synthesis and structure-activity relationships of cephalosporins with C-3' catechol-containing residues

  摘要：

  Cephalosporins with new catechol substituents at C-3' have been synthesized, including novel compounds with C-3' carbon-carbon bonds. Many of these compounds have high potency against Gram-negative bacteria, in particular against resistant strains like Pseudomonas aeruginosa. Structure-activity relationships are discussed in terms of their dependence on the pK(a) of the C-3' catechol and also in terms of steric and conformational factors of the C-3' substituent. The best overall properties were found in compounds with a bulky and/or conformationally restricted acidic C-3' catechol.

  DOI：

  10.1021/jm00092a014