Comparison of biological effects of N-alkylated congeners of beta-phenethylamine derived from 2-aminotetralin, 2-aminoindan, and 6-aminobenzocycloheptene.
Three series of bicyclic, semirigid congeners of beta-phenethylamine have been prepared for evaluation of the effect of ring size (and of concomitant conformational variation) on biological activity in a variety of assays for adrenergic and dopaminergic actions. Pharmacologic activity was associated with 2-aminotetralin and 2-aminoindan derivateves, but was not found with 6-aminobenzocycloheptene derivatives. Noteworthy is the ability of several aminotetralins and aminoindans to increase the hot-plate reaction time without eliciting dopaminergic effects. This action was not blocked by pretreatment with naloxone.
D000588:Amines / Q000138:chemical synthesis / Q000494:pharmacology; D000700:Analgesics / Q000138:chemical synthesis; D000818:Animals; D001567:Benzocycloheptenes / Q000138:chemical synthesis* / Q000494:pharmacology; D001794:Blood Pressure / Q000187:drug effects; D002415:Cats; D004285:Dogs; D005106:Exploratory Behavior / Q000187:drug effects; D006801:Humans; D007189:Indans / Q000138:chemical synthesis* / Q000494:pharmacology; D007192:Indenes / Q000138:chemical synthesis*; D008297:Male; D051379:Mice; D009281:Naphthalenes / Q000138:chemical synthesis*; D010627:Phenethylamines / Q000138:chemical synthesis / Q000494:pharmacology*; D051381:Rats; D012018:Reflex / Q000187:drug effects; D013239:Stereotyped Behavior / Q000187:drug effects; D013329:Structure-Activity Relationship; D013764:Tetrahydronaphthalenes / Q000138:chemical synthesis* / Q000494:pharmacology
D000588:Amines; D000700:Analgesics; D001567:Benzocycloheptenes; D007189:Indans; D007192:Indenes; D009281:Naphthalenes; D010627:Phenethylamines; D013764:Tetrahydronaphthalenes