Journal of Medicinal Chemistry p. 362 - 367 (1975)
Update date:2022-08-02
Topics:
McDermed
McKenzie
Phillips
A series of 2 amino 1,2,3,4 tetrahydronaphthalene compounds bearing substituents on the nitrogen and in the aromatic ring was synthesized from β tetralone intermediates. Compounds were screened in vivo for dopaminergic activity using tests in which apomorphine was especially active. It was found that apparent dopaminergic activity is inherent in 2 dialkylaminotetralins, the dipropylamine substitution being the most consistently productive amine group studied. Activity was greatly enhanced by proper substitution in the aromatic ring. The 5,6 dihydroxy group was the best potentiating group found. These data support the idea that the extended conformation for the phenylethylamine moiety of apomorphine and dopamine is favorable for dopaminergic agonist activity. They also suggest that an unetherified catechol group may not be essential for such activity.
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(1967)