Resorcinol congeners of dopamine derived from benzocycloheptene and indan.
Series of N-alkylated derivatives of 2-amino-4,6-dihydroxyindan 3 and 6-amino-1,3-dihydroxybenzocycloheptene 2 were prepared for pharmacological testing as congeners of 2-amino-5,7-dihydroxytetralin, which elicits dopaminergic effects in a variety of assays. All of the subject compounds demonstrated a lower order of dopamine-like activity than the tetralin derivatives. Some of the subject compounds showed weak interactions with alpha 1- and beta 1-adrenoceptors, but the major determinant of activity seemed to be the nature of the N-alkyl substituent rather than ring size.
D000818:Animals; D001567:Benzocycloheptenes; D002415:Cats; D055598:Chemical Phenomena; D002621:Chemistry; D006339:Heart Rate / Q000187:drug effects; D007189:Indans; D007192:Indenes; D009068:Movement / Q000187:drug effects; D011817:Rabbits; D011942:Receptors, Adrenergic, alpha / Q000187:drug effects; D011943:Receptors, Adrenergic, beta / Q000187:drug effects; D011954:Receptors, Dopamine / Q000187:drug effects*; D012118:Resorcinols / Q000494:pharmacology*; D012399:Rotation; D013329:Structure-Activity Relationship; D013764:Tetrahydronaphthalenes
D001567:Benzocycloheptenes; D007189:Indans; D007192:Indenes; D011942:Receptors, Adrenergic, alpha; D011943:Receptors, Adrenergic, beta; D011954:Receptors, Dopamine; D012118:Resorcinols; D013764:Tetrahydronaphthalenes; C006561:2-aminotetralin; C040365:6-amino-1,3-dihydroxybenzocycloheptene; C040366:2-amino-4,6-dihydroxyindan