Studies on heterocyclic compounds. 6. Synthesis and analgesic and antiinflammatory activities of 3,4-dimethylpyrano[2,3-c]pyrazol-6-one derivatives.
A series of new 1- and 2-substituted 3,4-dimethylpyrano[2,3-c]pyrazol-6-one derivatives and 1-substituted 1,6-dihydro-4-methyl-6-oxopyrano[2,3-c]pyrazole-3-acetic acids were synthesized and examined for their analgesic and antiinflammatory activities. Most of these compounds showed more prominent analgesic activities than antiinflammatory activities, and this result was similar to that of aminopyrine. Among these compounds, 1,3,4-trimethylpyrano[2,3-c]pyrazol-6(1H)-one and 2,3,4-trimethylpyrano[2,3-c]pyrazol-6(2H)-one showed more potent analgesic activity than aminopyrine.
D000698:Analgesia; D000700:Analgesics / Q000138:chemical synthesis*; D000818:Animals; D000893:Anti-Inflammatory Agents / Q000138:chemical synthesis*; D001681:Biological Assay; D005260:Female; D007202:Indicators and Reagents; D007536:Isomerism; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D051379:Mice; D008815:Mice, Inbred Strains; D011714:Pyrans / Q000138:chemical synthesis*; D011720:Pyrazoles / Q000138:chemical synthesis*; D013053:Spectrophotometry; D013329:Structure-Activity Relationship
D000700:Analgesics; D000893:Anti-Inflammatory Agents; D007202:Indicators and Reagents; D011714:Pyrans; D011720:Pyrazoles