Conformationally restricted congeners of dopamine derived from octahydrobenzo[g]quinoline and octahydrobenzo[f]quinoline.
Series of N-alkylated derivatives of trans-octahydrobenzo[g]quinoline and of cis- and trans-octahydrobenzo[f]quinoline were prepared for pharmacological testing as congeners of 2-amino-5,7-dihydroxytetralin, which elicits dopaminergic effects in a variety of assays. Trans-fused compounds bearing N-ethyl or N-n-propyl displayed high potency/activity in inhibition of effect of stimulation of the cat cardioaccelerator nerve. Certain N-alkyl homologues in the octahydrobenzo[f]quinoline series showed high potency in binding studies in rat caudate homogenate.
D000818:Animals; D001667:Binding, Competitive; D001794:Blood Pressure / Q000187:drug effects; D002415:Cats; D003342:Corpus Striatum / Q000378:metabolism; D004298:Dopamine / Q000378:metabolism; D006321:Heart / Q000294:innervation; D006339:Heart Rate / Q000187:drug effects; D006912:Hydroxyquinolines / Q000138:chemical synthesis / Q000494:pharmacology*; D008968:Molecular Conformation; D010616:Phenanthrenes / Q000138:chemical synthesis / Q000494:pharmacology*; D051381:Rats; D011954:Receptors, Dopamine / Q000187:drug effects* / Q000378:metabolism; D012118:Resorcinols / Q000494:pharmacology; D013134:Spiperone / Q000378:metabolism; D013329:Structure-Activity Relationship
D006912:Hydroxyquinolines; D010616:Phenanthrenes; D011954:Receptors, Dopamine; D012118:Resorcinols; D013134:Spiperone; C040368:6,8-dihydroxy-1,2,3,4,4a,5,10,10a-octahydrobenzo(g)quinoline; C040367:7,9-dihydroxy-1,2,3,4,4a,5,6,10b-octahydrobenzo(f)quinoline; D004298:Dopamine