1-(2-Aminoethyl)-3-methyl-8, 9-dihydropyrano [3, 2-e] indole: a rotationally restricted phenolic analog of the neurotransmitter serotonin and agonist selective for …

…, C Johnson, BK Koe, LA Lebel, SH Zorn

Index: Macor; Fox; Johnson; Koe; Lebel; Zorn Journal of Medicinal Chemistry, 1992 , vol. 35, # 20 p. 3625 - 3632

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Citation Number: 30

Abstract

A series of rotationally restricted phenolic analogs of the neurotransmitter serotonin has been synthesized with the 5-hydroxyindole portion of serotonin replaced by a dihydropyran0 [3, 2-e]-indole (1, 3, 4, and 5) and a dihydropyrano [2, 3-flindole (2). The receptor binding profile of these compounds has been studied and compared to the natural substrate serotonin. The dihydropyrano-[3, 2-e] indole derivatives (1, 3, 4, and 5) possess lower ...