A simple, economical and practical synthetic procedure has developed for synthesizing various 2-substituted methyl-3-substituted phenylquinazolin-4(3H)-one derivatives 4(a,b)-8(a,b) in good yields from anthranilic acid (1). The developed procedure is very effective in respect of handling, yields and economic point of view. The structural characterization of synthesized products was elucidated by FT-IR, 1H NMR, 13C NMR, mass spectral data and elemental analysis. Anti-inflammatory activity of the synthesized quinazolin-4(3H)-one derivatives was screened after the acute toxicology studies examined on the title compounds. The results revealed that 5a, 8a compounds exhibited potential activity and remaining compounds were shown moderate anti-inflammatory activity on tested animals.