2,3-dicarboxy-6,7-dimethoxyquinoxaline | 1770-39-4

• 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: 2,3-dicarboxy-6,7-dimethoxyquinoxaline
• 英文别名: 6,7-dimethoxy-quinoxaline-2,3-dicarboxylic acid；6.7-Dimethoxyquinoxaline-2.3-dicarboxylic acid；6,7-Dimethoxy-2,3-quinoxalinedicarboxylic acid；6,7-dimethoxyquinoxaline-2,3-dicarboxylic acid
• CAS: 1770-39-4
• 化学式: C₁₂H₁₀N₂O₆
• 分子量: 278.221
• InChiKey: YOFPBZFXJKTOKY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  119
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  酒石酸 、 1,2-二氨基-4,5-二甲氧基苯 以 水 为溶剂， 反应 0.17h， 以13%的产率得到2,3-dicarboxy-6,7-dimethoxyquinoxaline
  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

文献信息

• US5019570A
  申请人：——

  公开号：US5019570A

  公开（公告）日：1991-05-28
• US5232918A
  申请人：——

  公开号：US5232918A

  公开（公告）日：1993-08-03
• US5371220A
  申请人：——

  公开号：US5371220A

  公开（公告）日：1994-12-06
• Synthesis and structure-activity relationships of cephalosporins with C-3' catechol-containing residues
  作者：J. C. Arnould、A. Bertrandie、T. G. C. Bird、D. Boucherot、F. Jung、J. J. Lohmann、A. Olivier、J. P. Bailey、W. Bell、G. M. Davies

  DOI：10.1021/jm00092a014

  日期：1992.7

  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.

表征谱图