Synthesis and antiinflammatory activity of 5-(1,2-dihydropyridyl)-tetrazol-2-acetic acids, esters and amides

摘要: Abstract A series of 5-[4-(1,2-dihydropyridyl)]-2 H -tetrazol-2-acetic acids 13–19 , esters 4–12 and amides 20–22 were synthesized in order to investigate the effect 1,2-dihydropyridyl substituents (R 1 = aryl, alkyl; R 2 phenoxycarbonyl, 4-chlorobenzoyl, hydrogen) on antiinflammatory activity carrageenan-induced rat paw edema assay. Compounds possessing a dihydropyridyl C-2 phenyl or n -butyl substituent exhibited, most cases, more potent activity. The N-1 was determinant both acetic acid ester classes compounds where relative potency 4-chlorobenzoyl > phenoxycarbonyl. difference between 3 OMe) corresponding OH) usually small. is essential for since N-unsubstituted compound 20 inactive. 2-Methyl-2-[5-[4-(1-phenoxycarbonyl-2-phenyl-1,2-dihydropyridyl)]-2 -tetrazol-2-yl} 14 agent group, reducing inflammation 75% (75 mg/kg po dose) ibuprofen's 52% inhibition (100 at 5 h.