Human moricizine metabolism. I. Isolation and identification of metabolites in human urine

Abstract

1. Using synthetic standards and or spectral data, seven moricizine metabolites were structurally identified in human urine. Two novel metabolites were identified as phenothiazine-2-carbamic acid and ethyl [10-(3-aminopropionyl) phenothiazin-2-yl] carbamate. Two novel human moricizine metabolites, 2-amino-10-(3-morpholinopropionyl) phenothiazine, a previously identified dog metabolite, and 2-aminophenothiazine, a previously identified rat metabolite, were also identified. Three additional human metabolites, phenothiazine-2-carbamic acid ethyl ester sulphoxide (P2CAEES), moricizine sulphoxide, and ethyl {10-[N-(2′-hydroxyethyl)3-aminopropionyl] phenothiazin-2-yl} carbamate, all previously described in the literature, were observed. 2. Both 2-amino-10-(3-morpholinopropionyl) phenothiazine and ethyl [10-(3- aminopropionyl) phenothiazin-2-yl] carbamate, and possibly ethyl {10-[N-(2′-hydroxyethyl)3-aminopropionyl]phenothiazin-2-yl} carbamate, possess the structural characteristics thought to be necessary for class 1 antiarrhythmic activity.