Synthesis and dopaminergic activity of a new oxygen isostere of the 2-aminotetralins: N, N-dipropyl-8-hydroxy-3-chromanamine

AS Horn, B Kaptein, NA Vermue, JB De Vries…

Index: Horn, Alan S.; Kaptein, Bernard; Vermue, Niek A.; Vries, Jan B. De; Mulder, Theo B. A. European Journal of Medicinal Chemistry, 1988 , vol. 23, p. 325 - 328

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Citation Number: 13

Abstract

Abstract The synthesis of N, N-dipropyl-8-hydroxy-3-chromanamine from 8-methoxy-4- chromanone oxime in seven steps is described. This compound is an oxygen isostere of the dopamine (DA) receptor agonist N, N-dipropyl-5-hydroxy-2-aminotetralin. In in vitro and in vivo tests of dopaminergic activity N, N-dipropyl-8-hydroxy-3-chromanamine was found to be a more potent DA agonist than apomorphine.