6-Substituted 1,3,4,5-tetrahydrobenz[cd]indol-4-amines: potent serotonin agonists
- 1 September 1988
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Medicinal Chemistry
- Vol. 31 (9), 1746-1753
- https://doi.org/10.1021/jm00117a013
Abstract
A series of 6-substituted tricyclic ergoline partial structures has been synthesized and found to possess very strong serotonin agonist activity. A methoxy group at the 6-position greatly enhances activity, but at the expense of compound stability. Substituting the 6-position with protophyllic groups that are also electron-withdrawing in character enhances both activity and stability.This publication has 7 references indexed in Scilit:
- Ergoline synthons. 2. Synthesis of 1,5-dihydrobenz[cd]indol-4(3H)-ones and 1,3,4,5-tetrahydrobenz[cd]indol-4-aminesThe Journal of Organic Chemistry, 1984
- LIGAND: A versatile computerized approach for characterization of ligand-binding systemsAnalytical Biochemistry, 1980
- Bicyclic and tricyclic ergoline partial structures. Rigid 3-(2-aminoethyl)pyrroles and 3- and 4-(2-aminoethyl)pyrazoles as dopamine agonistsJournal of Medicinal Chemistry, 1980
- Serotonin receptor binding affinities of tryptamine analogsJournal of Medicinal Chemistry, 1979
- MULTIPLE SEROTONIN RECEPTORS - DIFFERENTIAL BINDING OF [5-HYDROXYTRYPTAMINE-H-3, [LYSERGIC-H-3 ACID DIETHYLAMIDE AND [H-3]SPIROPERIDOL1979
- SEROTONIN AND LYSERGIC-ACID DIETHYLAMIDE BINDING IN RAT-BRAIN MEMBRANES - RELATIONSHIP TO POSTSYNAPTIC SEROTONIN RECEPTORS1976
- 4-SUBSTITUTED INDOLES AS ANTAGONISTS TO 5-HYDROXYTRYPTAMINE AND TO THE VERATRINE RESPONSE1960