5, 6, 7 AND N-DI-N-PROPYLAMINO)-1,2,3,4-TETRAHYDRONAPHTHALENES - CENTRALLY ACTING DA AND 5-HT(1A) AGONISTS

5-, 6-, 7- and NN-di-n-propylamino)-1,2,3,4-tetrahydronaphthalene were synthesized and compared with the corresponding phenolic compounds in vivo and in vitro for their effects on central serotonergic (5-HT1A) and dopaminergic (D2) systems. The 5- and 8-amino isomers surprisingly showed a 100-fold lower affinity for D2 and 5-HT1A receptors, respect ively, than their corresponding phenols. This was also reflected in vi vo. The 6-amino- and hydroxy-isomers were equipotent, while the 7-amin o compound showed in vivo effects both on dopaminergic and serotonergi c systems, the latter not being noticed in vitro. Intermediates ,N-di- n-propylamino)-1,2,3,4-tetrahydronaphthalene and lamino)-1,2,3,4-tetra hydronaphthalene-8-carboxylic acid methyl ester were also tested and f ound to be quite potent 5-HT1A agonists.