2,3-dicarboxy-6,7-dihydroxyquinoxaline | 122234-55-3

• 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-dihydroxyquinoxaline
• 英文别名: 6,7-Dihydroxyquinoxaline-2,3-dicarboxylic acid
• CAS: 122234-55-3
• 化学式: C₁₀H₆N₂O₆
• 分子量: 250.167
• InChiKey: DUGIZJOYDWKQEF-UHFFFAOYSA-N

物化性质

• 沸点：
  563.9±50.0 °C(Predicted)
• 密度：
  1.896±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  141
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2,3-dicarboxy-6,7-dihydroxyquinoxaline 反应 0.67h， 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：

  2,3-dicarboxy-6,7-dimethoxyquinoxaline 在 三溴化硼 作用下， 反应 24.0h， 以80%的产率得到2,3-dicarboxy-6,7-dihydroxyquinoxaline
  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

• Heteroaroylhydrazide derivatives of monocyclic beta-lactam antibiotics
  申请人：E. R. Squibb & Sons, Inc.

  公开号：US04904775A1

  公开（公告）日：1990-02-27

  Compounds having the formula ##STR1## and pharmaceutically acceptable salts thereof and possessing antibacterial activity, and intermediates to compounds of formula I having the formula

  具有公式##STR1##和其药学上可接受的盐，并具有抗菌活性的化合物，以及具有公式I的化合物的中间体，其具有以下公式。
• 6,7-dihydroxyquinoxalines as intermediates to beta-lactam antibiotics
  申请人：E. R. Squibb & Sons, Inc.

  公开号：US05037983A1

  公开（公告）日：1991-08-06

  Compounds having the formula ##STR1## and pharmaceutically acceptable salts thereof and possessing antibacterial activiy, and intermediates to compounds of formula I having the formula ##STR2##

  具有公式##STR1##的化合物及其药学上可接受的盐，并具有抗菌活性，以及具有公式I的化合物的中间体，其具有公式##STR2##。
• Heterocyclic hydrazide derivatives of monocyclic beta-lactam antibiotics
  申请人：E.R. SQUIBB & SONS, INC.

  公开号：EP0420069A2

  公开（公告）日：1991-04-03

  Antibacterial activity has been found in compounds of the formula and pharmaceutically acceptable salts thereof, wherein: A is a bond or alkylene; Q completes a 5- or 6-membered saturated or aromatic heterocyclic ring optionally having an oxo substituent and and comprising up to two heteroatoms independently selected from N, NRs, S, O. Y is hydrogen, amino, hydroxy, carboxyl (provided that when Y is carboxyl the heterocyclic ring is not part of a quinoxaline or quinoline group), halogen, carboxamide, or nitrile; M⊕ is hydrogen or a cation; and the remaining symbols are as defined in the specification.

  式中的化合物及其药物可接受盐具有抗菌活性。 及其药学上可接受的盐，其中 A 是键或亚烷基； Q 完成一个 5 或 6 元饱和或芳香杂环，任选具有一个氧代基，并包含最多两个独立选自 N、NRs、S、O 的杂原子。 Y 是氢、氨基、羟基、羧基（条件是当 Y 是羧基时，杂环不是喹喔啉或喹啉基团的一部分）、卤素、羧酰胺或腈； M⊕ 是氢或阳离子；其余符号如说明书中所定义。
• US4904775A
  申请人：——

  公开号：US4904775A

  公开（公告）日：1990-02-27
• US5019570A
  申请人：——

  公开号：US5019570A

  公开（公告）日：1991-05-28