Inhibition of synaptosomal accumulation of l norepinephrine II: N aryloxyalkylphentermines, quaternary d amphetamines, and 3 aryloxypropylamines

Article abstract of DOI:10.1002/jps.2600650128

The inhibitory potencies of a series of N substituted phentermines on the synaptosomal uptake of l norepinephrine were found to be similar to those of the corresponding amphetamines. Quaternization of N,N dimethyl d amphetamine diminished, but did not abolish, its inhibitory potency, indicating that a permanently charged cation is also effective. Since the addition of an aromatic moiety at the end of a four atom chain originating at the nitrogen of amphetamine or phentermine significantly increased inhibitor strength, several 3 aryloxypropylamines and 4 phenylbutylamine were tested, but they were much weaker inhibitors than dl amphetamine. Thus, the observed increase in inhibitor potency apparently was not simply the result of a specific interaction of the 'nonmimic' portion of the N substituted amphetamines or phentermines.