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Bioorg Med Chem ; 14(11): 3672-80, 2006 Jun 01.
Article in English | MEDLINE | ID: mdl-16464601

ABSTRACT

Treatment of 2-bromoacetylbenzofuran with 1H-benzotriazole afforded 1-(benzofuran-2-yl)-2-(benzotriazol-1-yl)ethanone which reacted with phenylisothiocyanate to give the corresponding thioacetanilide derivatives. Treatment of the latter ethanone and thioacetanilide derivatives with hydrazonoyl chlorides afforded the corresponding pyrazole and 1,3,4-thiadiazole derivatives. The thioacetanilide derivative reacted with alpha-haloketones and alpha-halodiketones to afford thiophene and thiazole derivatives, respectively. The newly synthesized compounds were found to possess anticonvulsant and anti-inflammatory activities with the same mechanism of action of selective COX-2 inhibitors.


Subject(s)
Anti-Inflammatory Agents, Non-Steroidal/chemical synthesis , Anti-Inflammatory Agents, Non-Steroidal/pharmacology , Anticonvulsants/chemical synthesis , Anticonvulsants/pharmacology , Heterocyclic Compounds/chemical synthesis , Heterocyclic Compounds/pharmacology , Animals , Anti-Inflammatory Agents, Non-Steroidal/chemistry , Anticonvulsants/chemistry , Benzofurans/chemistry , Cyclooxygenase 2 Inhibitors/chemical synthesis , Cyclooxygenase 2 Inhibitors/chemistry , Cyclooxygenase 2 Inhibitors/pharmacology , Drug Evaluation, Preclinical , Heterocyclic Compounds/chemistry , Mice , Molecular Structure , Stereoisomerism , Structure-Activity Relationship , Triazoles/chemistry
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