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Synthesis of New 2,3‐Dihydroquinazolin‐4(1 H )‐one Derivatives for Analgesic and Anti‐inflammatory Evaluation
Author(s) -
ElSabbagh Osama I.,
Ibrahim Samy M.,
Baraka Mohamed M.,
Kothayer Hend
Publication year - 2010
Publication title -
archiv der pharmazie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.468
H-Index - 61
eISSN - 1521-4184
pISSN - 0365-6233
DOI - 10.1002/ardp.200900220
Subject(s) - chemistry , diclofenac sodium , chalcone , carrageenan , celecoxib , analgesic , thiazole , acetic acid , pyrazole , anti inflammatory , diclofenac , cyclooxygenase , stereochemistry , pharmacology , organic chemistry , enzyme , biochemistry , chromatography , medicine
Starting from isatoic anhydrides, several new 2,3‐dihydroquinazolin‐4(1 H )‐one derivatives bearing chalcone or pyrazole or thiazole moieties at the third position were synthesized. The analgesic and anti‐inflammatory activities for most compounds were studied at a dose level of 50 mg/kg via the acetic‐acid‐induced writhing‐response method and carrageenan‐induced edema method, respectively. The study showed that the chalcones bearing a 4‐chlorophenyl group 4c or 4‐nitrophenyl group 4b were the most active ones as analgesics. Both chalcone 4c and N ‐phenyl pyrazole bearing 4‐methoxy phenyl group 5b showed a higher anti‐inflammatory activity than celecoxib but still lower than that of diclofenac sodium. Moreover, the chalcone 4c has nearly the same ulcerogenic index as the selective cyclooxygenase‐2 inhibitor celecoxib.