title: Inhibition of synaptosomal accumulation of l-norepinephrine II: N-aryloxyalkylphentermines, quaternary d-amphetamines, and 3-aryloxypropylamines.
abstract: 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-dimenthyl-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.
mesh_terms: D000662:Amphetamines / Q000138:chemical synthesis / Q000494:pharmacology*; D000818:Animals; D001921:Brain / Q000648:ultrastructure; D003864:Depression, Chemical; D008297:Male; D009638:Norepinephrine / Q000378:metabolism*; D010645:Phentermine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D011437:Propylamines / Q000138:chemical synthesis / Q000494:pharmacology*; D051381:Rats; D013329:Structure-Activity Relationship; D013574:Synaptosomes / Q000378:metabolism*
chemical_list: D000662:Amphetamines; D011437:Propylamines; D010645:Phentermine; D009638:Norepinephrine