Synthesis and anti-inflammatory activity of newer quinazolin-4-one derivatives

2-Methyl-3-aminosubstituted-3H-quinazolin-4-ones (1–2), 2-methyl-3-(substituted-arylidene-amino)-substituted-3H-quinazolin-4-ones (3–10), 2-bromomethyl-3-(substituted-arylidene-amino)-substituted-3H-quinazolin-4-ones (11–18), 2-(5′-pyridin-4-yl-[1,3,4]-oxadiazol-2-yl-sulfanylmethyl)-3-(substituted-arylidene-amino)-substituted-3H-quinazolin-4-ones (19–26), 3-(3-chloro-2-oxo-4-substituted-aryl-azetidin-1-yl)-2-(5-pyridin-4-yl-[1,3,4]-oxadiazol-2-yl-sulfanylmethyl)-substituted-3H-quinazolin-4-ones (27–34) and 3-(4-oxo-2-substituted-aryl-thiazolidin-3-yl)-2-(5-pyridin-4-yl-[1,3,4]-oxadiazol-2-yl-sulfanylmethyl)-substituted-3H-quinazolin-4-ones (35–42) were synthesized in present study. All the compounds exhibited anti-inflammatory activity at the dose 50 mg/kg p.o. varying degree from 16.3 to 36.3% inhibition of oedema. Compound 40 showed same activity at 25, 50 and 100 mg/kg p.o. like standard drugs. The structure of all these newly synthesized compounds was confirmed by their analytical (C, H, N) and spectral (IR and 1H NMR) data.

Graphical abstractIn the present study, we have synthesized new substituted-quinazolin-4-one derivatives and screened for their anti-inflammatory activity. The compound 40 has shown almost equipotent activity to that of standard drug.Figure optionsDownload full-size imageDownload as PowerPoint slide