2-methyl-3-quinoxaline 1-oxide | 112158-56-2

• 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-methyl-3-quinoxaline 1-oxide
• 英文别名: 3-(N-(2-hydroxyethyl)carbamoyl)-2-methylquinoxaline 1-oxide；1-deoxyolaquindox；N-(2-Hydroxyethyl)-3-methyl-4-oxo-4lambda~5~-quinoxaline-2-carboxamide；N-(2-hydroxyethyl)-3-methyl-4-oxidoquinoxalin-4-ium-2-carboxamide
• CAS: 112158-56-2
• 化学式: C₁₂H₁₃N₃O₃
• 分子量: 247.254
• InChiKey: QFFQXLHNEPZDOE-UHFFFAOYSA-N

物化性质

• 熔点：
  138-140.5 °C
• 密度：
  1.37±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  87.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  喹乙醇 在 维生素 C 作用下， 以 水 为溶剂， 反应 5.0h， 以37%的产率得到2-methyl-3-quinoxaline 1-oxide
  参考文献：
  名称：

  Novacek, Libor; Nechvatal, Miloslav, Collection of Czechoslovak Chemical Communications, 1988, vol. 53, # 6, p. 1302 - 1306

  摘要：

  DOI：

文献信息

• Stumm, G.; Niclas, H.-J., Journal fur praktische Chemie (Leipzig 1954), 1989, vol. 331, # 5, p. 736 - 744
  作者：Stumm, G.、Niclas, H.-J.

  DOI：——

  日期：——
• OH˙ loss and molecular rearrangements of quinoxalineN-oxides studied by interpretation of mass spectra and application of linear discriminant analysis
  作者：M. Bartoszek、D. Salzwedel、G. Stumm、H.-J. Niclas

  DOI：10.1002/oms.1210220507

  日期：1987.5

  AbstractQuinoxaline N‐oxides substituted at the ortho position to the NO group give characteristic [M – OH]+ fragments. With the di‐N‐oxides the peak intensities depend on the electron‐withdrawing strength of the 2‐ and 3‐substituents. Linear discriminant analysis was used to study the fragmentation of quinoxaline N‐oxides as determined by the number of NO groups. Results of peak selection and discriminant analysis (Fisher quotients and discriminant vector coefficients) were interpreted with regard to the mass spectrometric decomposition of quinoxaline and quinoxaline N‐oxide molecules. For the substituted quinoxaline TV‐oxides, fragmentations involving molecular rearrangements like those observed for unsubstituted quinoxaline N‐oxidles were also found. For these compounds, partial rearrangement to quinoxalinones is confirmed.
• Stumm, Gerhard; Niclas, Hans-Joachim, Zeitschrift fur Chemie, 1989, vol. 29, # 6, p. 208 - 209
  作者：Stumm, Gerhard、Niclas, Hans-Joachim

  DOI：——

  日期：——
• Structural elucidation of degradation products of olaquindox under stressed conditions by accurate mass measurements using electrospray ionization hybrid ion trap/time-of-flight mass spectrometry
  作者：Zhao-Ying Liu、Hua-Hai Zhang、Xiao-Jun Chen、Xiao-Ni Zhou、Leren Wan、Zhi-Liang Sun

  DOI：10.1016/j.ijms.2011.01.004

  日期：2011.6

  In this study, the stress degradation of olaquindox under conditions of hydrolysis (neutral, acidic and basic), oxidation and photolytic stress was investigated. In order to characterize each degradation product, we developed a rapid, sensitive and reliable high-performance liquid chromatography combined with hybrid ion trap/time-of-flight mass spectrometry (LC/MS-IT-TOF) method. The degradation products formed under different forced conditions were separated using an ODS-C18 column with gradient elution. Multiple scans of degradation products in MS and MS/MS modes and accurate mass measurements were performed through data-dependent acquisition. The structural elucidations of degradation products were performed by comparing the changes in the accurate molecular masses and fragment ions generated from precursor ions with those of parent drug. The present results showed that maximum degradation was observed in hydrolysis, especially in the acidic condition. The drug was also degraded significantly under photolytic conditions. A total of 12 degradation products of olaquindox were detected and characterized using the developed method. The main degradation product was formed by the complete cleavage of side chain to form 3-methyl-2-hydroxylquinoxaline-4-oxide. A degradation pathway of olaquindox was also tentatively proposed for the first time based on these characterized structures. (C) 2011 Elsevier B.V. All rights reserved.
• NOVACEK, LIBOR;NECHVATAL, MILOSLAV, COLLECT. CZECHOSL. CHEM. COMMUN., 53,(1988) N 6, 1302-1306
  作者：NOVACEK, LIBOR、NECHVATAL, MILOSLAV

  DOI：——

  日期：——