The possible relationship between metabolism and psychotomimetic activity among the methoxylated 1-phenyl-2-aminopropanes led to our investigation of the in vitro O-demethylation of 1-(2,5-dimethoxy-4-methylphenyl)-2-aminopropane (1, DOM, STP). Employing a sensitive and highly selective stable isotope dilution assay, we observed that rabbit liver homogenates biotransform the amine 1 to its 2-O-demethyl, 5-O-demethyl, and bis (O-demethyl) metabolite metabolites. Both monophenolic metabolites are enriched in their S enantiomers. The bis(O-demethyl) metabolite has structural, chemical, and electrochemical similarites to the sympatholytic agent "6-hydroxydopamine". The possible significance of metabolic O-demethylation in terms of the psychotomimetic properties of amine 1 is discussed.

No abstract

No abstract

No abstract

SummaryThis article describes the development of the application of capillary column GLC methods to steroids, prostaglandins and especially drugs and their metabolites in samples of biological origin. The wide variety -in terms of structures and pharmacological properties -of drugs now analyzed by capillary column GLC is made evident. Reasons for use of capillary rather than packed columns are given. The frequent use of and need for derivatization procedures prior to chromatography is emphasized. A bibliography of 83 references is included in the manuscript.