Synthesis, Analgesic, Anti-inflammatory and Antibacterial Activities of Some Novel 2-Phenyl-3-substituted Quinazolin-4(3H) Ones.

Abstract

A series of novel 2-phenyl-3-substituted quinazolin-4(3H)-ones have been synthesized by treating methyl-N-(2-phenyl quinazolin-3-yl-4(3H)-one) dithiocarbamate with different amines, the starting material dithiocarbamate was synthesized from anthranilic acid. The title compounds were investigated for analgesic, anti-inflammatory and antibacterial activities. All the test compounds exhibited significant activity, the compounds A1, A2 and A3 shown more potent analgesic activity, and the compound A3 shown more potent anti-inflammatory activity than the reference standard diclofenac sodium.

Synthesis, Analgesic, Anti-inflammatory and Antibacterial Activities of Some Novel 2-Butyl-3-substituted Quinazolin-4-(3H)-ones

“…Quinazolines and condensed quinazolines exhibit potent antimicrobial 1) and central nervous system (CNS) activities like analgesic, 2) anti-inflammatory 3) and anticonvulsant 4) activities. In view of these facts and to develop our earlier reported 2-phenyl-3-substituted quinazolines, 5) 2,3-disubstituted quinazolines, 6) 2-methyl-3-substituted quinazolin-4-(3H)-ones 7) and 2-methylthio-3-substituted quinazolin-4-(3H)-ones 8) that exhibited good analgesic and anti-inflammatory activities, in the present study we aimed to synthesize some 2-butyl-3-substituted quinazolin-4(3H)-ones. The title compounds were synthesized by nucleophilic substitution of (2-butyl-4-oxo-3H-quinazolin-3-yl)dithiocarbamic acid methyl ester with different amines.…”

Synthesis and Pharmacological Evaluation of Some 3-(4-Methoxyphenyl)-2-substitutedamino-quinazolin-4(3H)-ones as Analgesic and Anti-inflammatory Agents

“…In our earlier studies [10][11][12][13] we observed that the presence of alkyl groups exhibited more analgesic and anti-inflammatory activities over aryl groups at the N-3 position. Hence in the C-2 position also we made a substitution in such a way to increase lipophilicity of the molecule.…”

“…6) Quinazolin-4(3H)-ones with 2,3-disubstitution is reported to possess significant analgesic, anti-inflammatory 7,8) and anticonvulsant activities. 9) Earlier we have documented 2-phenyl-3-substituted quinazolines, 10) 2-methyl-3-substituted quinazolines, 11) 2-methylthio-3-substituted quinazolines, 12) 2,3-disubstituted quinazolines 13) they exhibited good analgesic and anti-inflammatory activities. The present work is an extension of our ongoing efforts towards the development and identification of new molecules for analgesic and anti-inflammatory activities with minimal gastrointestinal ulceration side effects.…”

Antibacterial Activity of Some 3-(Arylideneamino)-2-phenylquinazoline-4(3H)-ones: Synthesis and Preliminary QSAR Studies

“…Thus, anthranilic acid was treated with benzoyl chloride in the presence of pyridine to undergo cyclization forming 2-phenyl-4H-benzo [d] [1,3]oxazin-4-one (1), which on condensation with hydrazine hydrate yielded 3-amino-2-phenylquinazolin-4(3H)-one (2). The syntheses of the compounds 1 and 2 have been reported by earlier authors [15]. Compound 2 was then treated with different substituted benzaldehydes in the presence of ethanol to form the corresponding 3-(arylideneamino)-2-phenylquinazolin-4(3H)-ones 3a-j.…”