New derivatives of 2-chromanone-4 as potential antiinflammatory drugs. II. 2-Carboxymethyl-3,6-diacetoxybenzo-(b)-furan and its amido derivatives.
The action of acetyl chloride on 2-carboxy-7-hydroxychromanone-4 (I) gives rise to a compound with structure 2-chlorocarbonylmethane-3,6-diacetoxybenzo-(b)-furan (II). Chloride (II) was used to obtain amides IV--XI. Pharmacologic screening of chromanone derivatives showed strongest anti-inflammatory activity of 2-(2,4-dichloroanilido)- and 2-cyclohexylamido-3,6-diacetoxybenzo-(b)-furan (compounds 9 and 10), and much weaker anti-inflammatory activity of the remaining compounds.
D000577:Amides / Q000627:therapeutic use; D000818:Animals; D000893:Anti-Inflammatory Agents / Q000627:therapeutic use*; D001572:Benzofurans / Q000627:therapeutic use; D002351:Carrageenan / Q000494:pharmacology; D002867:Chromones / Q000627:therapeutic use*; D007928:Lethal Dose 50; D051379:Mice; D051381:Rats; D014992:Xylenes / Q000494:pharmacology
D000577:Amides; D000893:Anti-Inflammatory Agents; D001572:Benzofurans; D002867:Chromones; D014992:Xylenes; D002351:Carrageenan