Introduction of a putative dopaminergic prodrug moiety into a 6, 7-substitution pattern characteristic of certain 2-aminotetralin dopaminergic agonists

…, JP Long, RK Bhatnagar, P Leonard…

Index: Cannon; True; Long; Bhatnagar; Leonard; Flynn Journal of Medicinal Chemistry, 1989 ,  vol. 32,  # 9  p. 2210 - 2214

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Citation Number: 5

Abstract

On the basis of the premise that the dopaminergic agonist profile of 2-(di-n-propylamino)-5- hydroxy-6-methyltetralin (la) is due to in vivo oxidation of the 6-methyl moiety and that la may represent a novel prodrug strategy, the vicinal methyl-hydroxyl substitution pattern was incorporated inta the 6-and 7-positions of 2-(di-n-propylamino) tetralin to give the 6-methyl-7- hydroxy and 6-hydroxy-7-methyl isomers 8 and 9, respectively. A multistep synthetic ...