Abstract
Starting from isatoic anhydrides, several new 2,3-dihydroquinazolin-4(1H)-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.
MeSH terms
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Acetic Acid
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Analgesics / adverse effects
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Analgesics / chemical synthesis*
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Analgesics / pharmacology*
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Animals
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Anti-Inflammatory Agents / adverse effects
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Anti-Inflammatory Agents / chemical synthesis*
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Anti-Inflammatory Agents / pharmacology*
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Carrageenan
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Chalcones / adverse effects
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Chalcones / chemical synthesis
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Chalcones / pharmacology
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Drug Evaluation, Preclinical
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Edema / chemically induced
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Edema / drug therapy
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Male
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Mice
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Molecular Structure
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Pain / chemically induced
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Pain / drug therapy
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Pain Measurement
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Pyrazoles / adverse effects
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Pyrazoles / chemical synthesis
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Pyrazoles / pharmacology
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Quinazolinones / adverse effects*
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Quinazolinones / chemical synthesis*
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Quinazolinones / pharmacology*
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Rats
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Stomach Ulcer / chemically induced
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Structure-Activity Relationship
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Thiazoles / adverse effects
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Thiazoles / chemical synthesis
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Thiazoles / pharmacology
Substances
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Analgesics
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Anti-Inflammatory Agents
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Chalcones
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Pyrazoles
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Quinazolinones
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Thiazoles
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Carrageenan
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Acetic Acid