SYNTHESIS AND ANTICONVULSANT ACTIVITY OF SOME NEW 1, 6- DIPHENYL-10, 10a-DIHYDROPYRIDO[2, 3-d]-1, 2, 4-TRIAZOLO [4, 3-a]PYRIMIDIN-5(1H)-ONE DERIVATIVESAbstract
In this research, a new series of total twenty derivatives (39-58) of titled compound were synthesized with the help of substituted acetophenone which undergoes Aldol condensation reaction with dimethyformamidedimethylacetal (DMFDMA) to form corresponding unsaturated carbonyl compounds such as enaminones. The compound 2-thioxo-1,3-dihydropyridino[2,3-d] pyrimidin-4(1H)-one were obtained by reacting enaminones with 6-amino-2-thioxo-2, 3-dihydropyrimidin-4(1H)-one in the presence of dioxane. In this reaction, 6-amino-2-thioxo-2, 3-dihydropyrimidin-4(1H)-one acts as a nucleophilic reagent. Thus, the titled compounds were obtained by cyclizing an intermediate followed by desulphuration with the liberation of hydrogen sulphide gas in the presence of acetic acid. The homogeneity and purity of synthesized compound was ascertained by physical constant determination and chromatographic methods. The structure of the synthesized derivative was further confirmed by spectral (FTIR, NMR, MS) and elemental (C, H, N) analysis. The anticonvulsant activity of the compounds (39-58) was evaluated against Maximal Electroshock (MES)-induced seizures. The compounds, those found effective, were as well tested against subcutaneous pentylenetetrazole (scPTZ)-induced seizures model in mice. Using the rotorod procedure, the neurotoxicity was assessed. The results of anticonvulsant activity (in vivo) indicated that the compounds (46) and (57) possessed significant activity when compared with Phenytoin as a standard.
D.P. Kawade* and P.B. Khedekar
Priyadarshini J. L. College of Pharmacy, Electronic Zone Building, MIDC, Hingna Road, Nagpur-440 016, Maharashtra, India
18 February, 2014
26 April, 2014
15 June, 2014
01 August, 2014