Syntheses of N-substituted 2(3,4)-pyridylcarboxylic acid hydrazides with analgesic and antiinflammatory activity

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Abstract
N-substituted 2(3,4)-pyridylcarboxylic acid hydrazides were synthesized to study the effects that changes in functionality on the terminal hydrazide N have on analgesic and antiinflammatory activities. The most active analgesic-antiinflammatory compound was 1-(2-pyridylcarbonyl)-2-(2-pyridyl)hydrazine (10a), which was much more potent than dextropropoxyphene and caused a 100% inhibition of carrageenan-induced [rat] paw edema up to 5 h. Pyridylcarbonylhydrazides N-[(3-pyridylcarbonyl)amino]pyridine, N-[(4-pyridylcarbonyl)amino]-1,2,3,4-tetrahydroiso-quinoline and 1,2-bis-(4-pyridylcarbonyl)-1-phenylhydrazine exhibited analgesic activity similar to dextropropoxyphene. Although 1-(4-pyridylcarbonyl)-2-(2-pyridyl)hydrazine was an inactive analgesic agent, it exhibited antiinflammatory activity similar to 10a.

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