Syntheses of N-substituted 2(3,4)-pyridylcarboxylic acid hydrazides with analgesic and antiinflammatory activity.
A group of N-substituted 2(3,4)-pyridylcarboxylic acid hydrazides were synthesized to investigate the effects that changes in functionality on the terminal hydrazide nitrogen 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 paw edema up to 5 h. Pyridylcarbonylhydrazides 5a, 8, and 10c exhibited analgesic activity similar to dextropropoxyphene. Although 10b was an inactive analgesic agent, it exhibited antiinflammatory activity similar to 10a.
D000818:Animals; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000138:chemical synthesis*; D005260:Female; D006834:Hydrazines / Q000138:chemical synthesis* / Q000494:pharmacology; D008297:Male; D051379:Mice; D011725:Pyridines / Q000138:chemical synthesis* / Q000494:pharmacology; D051381:Rats; D013329:Structure-Activity Relationship
D000894:Anti-Inflammatory Agents, Non-Steroidal; D006834:Hydrazines; D011725:Pyridines