2-methoxy-6,7-dimethyl-quinoxaline-3-carboxylic acid | 159782-01-1

• 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-methoxy-6,7-dimethyl-quinoxaline-3-carboxylic acid
• 英文别名: 3-Methoxy-6,7-dimethyl-2-quinoxalinecarboxylic acid；3-methoxy-6,7-dimethylquinoxaline-2-carboxylic acid
• CAS: 159782-01-1
• 化学式: C₁₂H₁₂N₂O₃
• 分子量: 232.239
• InChiKey: LVPIPIWJFSUYHE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  72.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  光黃素 在 水 、 sodium hydroxide 、 溶剂黄146 作用下， 以 水 为溶剂， 生成 甲醇 、 尿素 、 一氧化碳 、 光色素 、 1,2-二氢-2-酮-1,6,7-三甲基-喹喔啉-3-羧酸 、 1,6,7-trimethylquinoxaline-2,3(1H,4H)-dione 、 2-methoxy-6,7-dimethyl-quinoxaline-3-carboxylic acid
  参考文献：
  名称：

  Room temperature hydrolysis of lumiflavin in alkaline aqueous solution

  摘要：

  The degradation of lumiflavin (7,8,10-trimethyl-isoalloxazine, LF) in aqueous 1-4M sodium hydroxide solutions (pH 14-14.6) at room temperature in the dark was studied by absorption spectroscopy, fluorescence spectroscopy, and mass spectrometry. Absorption cross-section spectra, fluorescence quantum distributions, fluorescence quantum yields, and fluorescence lifetimes at certain times after sample preparation were determined. The degradation products were analyzed by combined liquid chromatography and mass spectrometry. Lumiflavin is present in anionic form (LF-). It degrades to anionic 7,8-dimethyl-isoalloxazine (DMIA(-)), anionic methyl-isoalloxazine (MIA(-)), and to the quinoxaline derivatives of 1,2-dihydro-2-keto-1,6,7-trimethyl-quinoxaline-3-carboxylic acid (QO1), 2-methoxy-6,7-dimethyl-quinoxaline-3-carboxylic acid (QO2), methyl-quinoxaline-2-ol (QO3), and 3-hydroxy-1,6,7-trimethy1-1H-quinoxaline-2-one (QO4). The rate constants of the NaOH catalyzed lumiflavin degradation are determined for the investigated samples. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jphotochem.2010.11.007

文献信息

• ANILIDE DERIVATIVES
  申请人：LABORATOIRES GLAXO SA

  公开号：EP0649410B1

  公开（公告）日：1997-05-02
• US5663179A
  申请人：——

  公开号：US5663179A

  公开（公告）日：1997-09-02
• Room temperature hydrolysis of lumiflavin in alkaline aqueous solution
  作者：A. Penzkofer、A. Tyagi、J. Kiermaier

  DOI：10.1016/j.jphotochem.2010.11.007

  日期：2011.1

  The degradation of lumiflavin (7,8,10-trimethyl-isoalloxazine, LF) in aqueous 1-4M sodium hydroxide solutions (pH 14-14.6) at room temperature in the dark was studied by absorption spectroscopy, fluorescence spectroscopy, and mass spectrometry. Absorption cross-section spectra, fluorescence quantum distributions, fluorescence quantum yields, and fluorescence lifetimes at certain times after sample preparation were determined. The degradation products were analyzed by combined liquid chromatography and mass spectrometry. Lumiflavin is present in anionic form (LF-). It degrades to anionic 7,8-dimethyl-isoalloxazine (DMIA(-)), anionic methyl-isoalloxazine (MIA(-)), and to the quinoxaline derivatives of 1,2-dihydro-2-keto-1,6,7-trimethyl-quinoxaline-3-carboxylic acid (QO1), 2-methoxy-6,7-dimethyl-quinoxaline-3-carboxylic acid (QO2), methyl-quinoxaline-2-ol (QO3), and 3-hydroxy-1,6,7-trimethy1-1H-quinoxaline-2-one (QO4). The rate constants of the NaOH catalyzed lumiflavin degradation are determined for the investigated samples. (C) 2010 Elsevier B.V. All rights reserved.