Synthesis, analgesic and anti-inflammatory screening of novel schiff bases of 3-amino-2-methyl quinazolin 4-(3H)-one

By Govindaraj Saravanan, Perumal Pannerselvam and Chinnasamy Rajaram Prakash


Abstract

In the present study, a novel Schiff bases were synthesized by condensation of 3-amino-2-methyl quinazolin-4-(3H)-ones with different aromatic aldehydes. The 3-amino-2-methyl quinazolin-4-(3H)-one was synthesized from anthranilic acid via 2-methyl Benzoxazin-4-one. The chemical structures of the synthesized compounds were confirmed by means of IR, 1H-NMR, 13C-NMR, Mass spectral and Elemental analysis. These compounds were screened for the analgesic activity by tail-immersion method and also for anti-inflammatory activity by carrageenan induced paw oedema method in rats at a dose of 100 mg/kg body weight. Among the tested compound 3-(4-methylbenzylideneamino)-2-methyl quinazolin-4-(3H)-one (4f) exhibited better analgesic activity when compared to standard pentazocine. Out of twelve synthesized compounds 3-(4-hydroxybenzylideneamino)-2-methyl quinazolin-4-(3H)-one (4g) exhibited better anti-inflammatory activity when compared to standard indomethacin. From the above results it may concluded that compounds containing electron donating groups exhibits better analgesic activity than electron withdrawing groups. The substituted phenyl ring at 3rd position in the synthesized compounds was found to possess promising anti-inflammatory activity than unsubstituted phenyl ring.

 

Key Words : 3-amino-2-methyl quinazolin-4-(3H)-one, schiff base, analgesic and anti-inflammatory.

Click here to download the complete article in PDF Format