SYNTHESIS, CHARACTERIZATION AND BIOLOGICAL EVALUATION OF NOVEL QUINAZOLINONE DERIVATIVES AS ANTI-INFLAMMATORY AGENTSAbstract
A series of quinazolinone derivatives were synthesized and screened for anti-inflammatory activity. 5-chloro anthranilic acid undergoes acetylation in the presence of acetic anhydride and anhydrous sodium acetate to give 5-chloro-N-acetyl anthranilic acid as intermediate-I which upon cyclization in the presence of phosphorous pentaoxide, glacial acetic acid, and para aminobenzoic acid to yield 4-[6-chloro-2- methyl-4-oxoquinazolin -3(4H)-yl] benzoic acid as intermediate-II. This resulted in intermediate-II undergo mannich base reaction to produce novel quinazolinone derivatives (Q1 – Q16) on the reaction of formaldehyde with different aromatic amines. Sixteen different quinazolinone derivatives were synthesized. Structural assignments of these compounds have been made by elemental analysis, FTIR, 1H NMR, and mass spectral data. Among the synthesized compounds Q3, Q8, and Q 15 showed high anti-inflammatory activity against standard drug Diclofenac sodium. A majority of the tested compounds had shown good consequence to moderate anti-inflammatory activity.