The syntheses of five metabolites of the antiinflammatory drug etodolac (1, 8-diethyl-1, 3, 4, 9-tetrahydropyrano-[3, 4-b] indole-l-acetic acid) are described, viz. 6-hydroxyetodolac, N- methyletodolac, 4-ureidoetodolac, 8-(1'-hydroxy) etodolac, and 4-oxoetodolac. These syntheses were used to confirm the identities of the metabolites. The metabolites themselves, as well as the previously reported metabolite 7-hydroxyet~ dolac, were tested ...