5-羟基-1,3-二甲基-2(1H)-喹喔啉酮 | 184423-25-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 中文名称: 5-羟基-1,3-二甲基-2(1H)-喹喔啉酮
• 英文名称: 5-hydroxy-1,3-dimethyl-2(1H)-quinoxalinone
• 英文别名: 5-Hydroxy-1,3-dimethylquinoxalin-2(1H)-one；5-hydroxy-1,3-dimethylquinoxalin-2-one
• CAS: 184423-25-4
• 化学式: C₁₀H₁₀N₂O₂
• 分子量: 190.202
• InChiKey: IXULCLXVOCXASM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  52.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  D-葡萄糖 、 聚甘氨酸 以 水 为溶剂， 反应 0.13h， 生成 5-羟基-1,3-二甲基-2(1H)-喹喔啉酮
  参考文献：
  名称：

  Glycine Specific Novel Maillard Reaction Products:  5-Hydroxy-1,3-dimethyl-2(1H)-quinoxalinone and Related Compounds

  摘要：

  A major product of the reaction of D-glucose with excess glycine was detected by Py/GC/MS analysis and subsequently synthesized and isolated using focused microwave irradiation at atmospheric pressure conditions. Spectroscopic analyses by NMR, FTIR, MS, and UV in conjunction with labeling studies have indicated the unknown compound to be 5-hydroxy-1,3-dimethyl-2(1H)-quinoxalinone. Analysis of the mass spectra of the unknown compound obtained by reacting separately labeled [C-13]-D-glucoses with unlabeled glycines and reacting separately labeled [N-15]- and [C-13]glycines with unlabeled D-glucoses indicated the incorporation of 10 carbon atoms (six from sugar, one C-1 atom of glycine, and three C-2 atoms of glycine) and two nitrogens. In addition, other derivatives of quinoxalinone formed in D-glucose/glycine and D-glucose/L-alanine mixtures were also tentatively identified based on similar amino acid incorporation patterns and mass spectroscopic analysis.

  DOI：

  10.1021/jf960528g

文献信息

• Glycine Specific Novel Maillard Reaction Products:  5-Hydroxy-1,3-dimethyl-2(1<i>H</i>)-quinoxalinone and Related Compounds
  作者：Anahita Keyhani、Varoujan A. Yaylayan

  DOI：10.1021/jf960528g

  日期：1997.3.1

  A major product of the reaction of D-glucose with excess glycine was detected by Py/GC/MS analysis and subsequently synthesized and isolated using focused microwave irradiation at atmospheric pressure conditions. Spectroscopic analyses by NMR, FTIR, MS, and UV in conjunction with labeling studies have indicated the unknown compound to be 5-hydroxy-1,3-dimethyl-2(1H)-quinoxalinone. Analysis of the mass spectra of the unknown compound obtained by reacting separately labeled [C-13]-D-glucoses with unlabeled glycines and reacting separately labeled [N-15]- and [C-13]glycines with unlabeled D-glucoses indicated the incorporation of 10 carbon atoms (six from sugar, one C-1 atom of glycine, and three C-2 atoms of glycine) and two nitrogens. In addition, other derivatives of quinoxalinone formed in D-glucose/glycine and D-glucose/L-alanine mixtures were also tentatively identified based on similar amino acid incorporation patterns and mass spectroscopic analysis.