title: Conformationally defined adrenergic agents I: potentiation of levarterenol in rat vas deferens by endo- and exo- 2- aminobenzobicyclo[2.2.2]octenes, conformationally defined analogs of amphetamine.
abstract: Four conformationally defined analogs of amphetamine were synthesized and studied for their ability to potentiate the action of levarterenol on the isolated vas deferens from reserpine-treated rats. The compunds also were studied for indirect adrenergic agonist activity in the same test system. A definite stereochemical correlation was demonstrated in each case, the exo-isomers being considerably more active than their endo-counterparts both in potentiation and in indirect activity. The more active isomers of each pair correspond to an anti-periplanar conformation of amphetamine. The compounds are probably acting by inhibition of the neuronal amine uptake mechanism, since none of the compounds was a direct-acting agonist itself. These results are discussed in relationship to other previously reported, conformationally defined, amphetamine analogs.
mesh_terms: D000588:Amines / Q000494:pharmacology; D000662:Amphetamines / Q000494:pharmacology*; D000818:Animals; D001643:Bridged Bicyclo Compounds / Q000494:pharmacology*; D001952:Bridged-Ring Compounds / Q000494:pharmacology*; D004357:Drug Synergism; D066298:In Vitro Techniques; D008297:Male; D008968:Molecular Conformation; D009119:Muscle Contraction / Q000187:drug effects; D009638:Norepinephrine / Q000494:pharmacology*; D051381:Rats; D012110:Reserpine / Q000494:pharmacology; D013329:Structure-Activity Relationship; D014649:Vas Deferens / Q000187:drug effects
chemical_list: D000588:Amines; D000662:Amphetamines; D001643:Bridged Bicyclo Compounds; D001952:Bridged-Ring Compounds; D012110:Reserpine; D009638:Norepinephrine