URINARY-EXCRETION OF PHENOLIC METABOLITES OF N-(NORMAL-PROPYL) AMPHETAMINE IN MAN

Abstract

In vivo metabolism of (.+-.)-N-(n-propyl)amphetamine (NPA) in man (2 subjects) produced, among other products, 2 conjugated phenolic metabolites which are identified as 1-(4-hydroxyphenyl)-2-(n-propylamino)propane and 1-(4-hydroxy-3-methoxyphenyl)-2-n-propylamino)propane. [Compounds similar in structure to these compounds are reported to be hallucinogens.] In a 24 h urine sample (pH uncontrolled), 13.4% of the NPA administered was excreted as the former, and 3.5% as the latter metabolite. [The hydroxylated metabolites of amphetamine are thought to be involved in the development of psychosis of chronic amphetamine abusers.].