Wagle, S.Vasudeva Adhikari, A.V.Suchetha Kumari, N.S.2026-02-052009European Journal of Medicinal Chemistry, 2009, 44, 3, pp. 1135-11432235234https://doi.org/10.1016/j.ejmech.2008.06.006https://idr.nitk.ac.in/handle/123456789/276564-Methyltetrazolo[1,5-a]quinoxaline (3) was prepared by the azide cyclocondensation of 2-chloro-3-methylquinoxaline (2). The reaction of 3 with aromatic aldehydes furnished 4-styryltetrazolo[1,5-a]quinoxalines (4a-f). Compound 2, on treatment with hydrazine hydrate gave 2-hydrazino-3-methylquinoxaline (5). The ring closure of 5 was achieved by the reaction of orthoesters and trifluoroacetic acid to yield 4-methyl-1-(substituted)[1,2,4]triazolo[4,3-a]quinoxalines (7a-c). Further, reaction of 7a-c with different aromatic aldehydes furnished the title compounds, 4-styryl-1-(substituted)[1,2,4]triazolo[4,3-a]quinoxalines (8a-i) in good yield. In another scheme, the hydrazino compound 5 was treated with different aromatic aldehydes to yield corresponding N-arylidenehydrazino quinoxalines (6a-d). Further, the oxidative cyclization of hydrazones by nitrobenzene yielded 1-aryl-4-methyl[1,2,4]triazolo[4,3-a]quinoxalines (7d-g), which on condensation with aromatic aldehydes gave the title compounds, 1-aryl-4-styryl[1,2,4]triazolo[4,3-a]quinoxalines (8j-u). The newly synthesized compounds have been characterized by FTIR, 1H NMR, 13C NMR and mass spectral data, followed by elemental analysis. Some of the compounds were screened for in vivo anticonvulsant activity. Few of them exhibited promising results. © 2008 Elsevier Masson SAS. All rights reserved.1,4 dimethyl[1,2,4]triazolo[4,3 a]quinoxaline2 chloro 3 methylquinoxaline2 hydrazino 3 methylquinoxaline4 methyl 1 (trifluoromethyl)[1,2,4]triazolo[4,3 a]quinoxaline4 methyl [1,2,4]triazolo[4,3 a]quinoxaline derivative4 methyl[1,2,4]triazolo[4,3 a]quinoxaline derivative4 methyltetrazolo[1,5 a]quinoxaline4 styryl[1,2,4]triazolo[4,3 a]quinoxaline derivative4 styryltetrazolo[1,5 a]quinoxaline derivative[1,2,4]triazolo[4,3 a]quinoxaline derivativediazepamquinoxaline derivativeunclassified druganimal experimentanimal modelanticonvulsant activityarticlecarbon nuclear magnetic resonancechemical reactioncontrolled studydose responsedrug potencydrug structuredrug synthesisin vivo studyinfrared spectroscopymalemousenonhumanproton nuclear magnetic resonanceseizuresubstitution reactionAnimalsAnticonvulsantsMagnetic Resonance SpectroscopyMaleMiceQuinoxalinesSpectroscopy, Fourier Transform Infrared