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Identification of urinary metabolites of p-phenoxyphenol methanesulfonate in rat and man.

Abstract The urinary metabolites of p -phenoxyphenol methanesulfonate (I) in rat and man were characterized. The drug was extensively metabolized in both species and excreted mainly in the form of conjugated phenolic compounds. The major metabolite of I in both species was identified as the conjugated monohydroxylated compound, p -(4-hydroxyphenoxy)phenol methanesulfonate (II). Three minor metabolites were also characterized and tentatively identified as: (a) a dihydroxylaled derivative, probably p -(3,4-dihydroxyphenoxy)phenol methanesulfonate (III); (b) a hydroxy and methoxy derivative, probably p -(4-hydroxy-3-methoxyphenoxy)phenol methanesulfonate (IV); and (c) a dihydroxy and methoxy derivative (V). The exact positions of the aromatic substituents in these three compounds were not rigorously established. Compounds II and IV were found in both free and conjugated forms, but Compounds III and V were found in the conjugated form only. Qualitatively, the metabolites of I found in rat and human urine were similar. The hypolipidemic activity of II was equivalent to that of the parent compound.