ICCAS OpenIR
Electron impact mass spectrometric analysis of a class of 2(1H)-quinoxalin-2-one derivatives
Yang, XB; Ding, ST; Wang, AB; Yang, YS
2002-02-01
Source PublicationCHINESE JOURNAL OF ANALYTICAL CHEMISTRY
ISSN0253-3820
Volume30Issue:2Pages:148-151
AbstractA class of 2(1H)-quinoxalin-2-one derivatives: 1-alkyl-3-methyl-2(1H)-quinoxalin-2- one(AMQ,alkyl = H,CH3, Et,n-C3H5, n-C3H11, n-C-16,H-33) were synthesized from o-phenylenediamine. They may be used as highly active fungicides, compounds inhibiting the growth of plants, neuroprotectant for cerebral ischemia, new fluorescent probes, selective antagonists to the non-N-methyl-D-asparate (NMDA) or alpha-amino-3-hydroxy-5-methyl-4-isoxazole propionic acid (AMPA) etc. Their structures have been identified by H-1-nuclear magnetic resonance (NMR) and electron impact mass spectrometry (EI-MS). The effect of different substituents on the EI-MS spectra has been studied. The results show that the mass spectra of all samples contains the characterization of aromatic compounds, such as the series of fragments CnHn+ m/z 78,65,52,39 and/or m/z 77,76,64,63,51,50,38,37. The molecular ion fragments were observed with different abundance in the mass spectra. The samples with substituent which containing carbon atom no more than 2 have the molecular ion peak as base peak. The samples with substituent which containing carbon atom more than 2 also show molecular ion peak, but the base peak is not the molecular ion; as the length of the alkyl chain at the nitrogen on the 1-position increases, the abundance of the molecular ions decreases. Decarbonylation of these compounds may easily generate 1-alkyl-2-methyl-benzimidazole, which resulted from the structure rearrangement upon electron impact. Other fragments appeared in the mass spectra are also discussed. This research work is valuble in many regions, such as the synthesis of quinoxalinone derivatives, as well as the discussion of the pharmacodynamic action and relationship between structural features and biological activity.
KeywordQuinoxalinone Derivatives Electron Impact Mass Spectrometry Effect Of Different Substituents
Indexed BySCI
Language英语
WOS IDWOS:000174372200005
PublisherSCIENCE CHINA PRESS
Citation statistics
Cited Times:2[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.iccas.ac.cn/handle/121111/78426
Collection中国科学院化学研究所
Corresponding AuthorYang, XB
Affiliation1.Inst Chem Def, Res Ctr 1, Beijing 100083, Peoples R China
2.Chinese Acad Sci, Inst Chem, Beijing Ctr Mass Spectrometry, Beijing 100080, Peoples R China
Recommended Citation
GB/T 7714
Yang, XB,Ding, ST,Wang, AB,et al. Electron impact mass spectrometric analysis of a class of 2(1H)-quinoxalin-2-one derivatives[J]. CHINESE JOURNAL OF ANALYTICAL CHEMISTRY,2002,30(2):148-151.
APA Yang, XB,Ding, ST,Wang, AB,&Yang, YS.(2002).Electron impact mass spectrometric analysis of a class of 2(1H)-quinoxalin-2-one derivatives.CHINESE JOURNAL OF ANALYTICAL CHEMISTRY,30(2),148-151.
MLA Yang, XB,et al."Electron impact mass spectrometric analysis of a class of 2(1H)-quinoxalin-2-one derivatives".CHINESE JOURNAL OF ANALYTICAL CHEMISTRY 30.2(2002):148-151.
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