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Neuroleptic activity in 5-aryltetrahydro-.gamma.-carbolines

A series of 5-aryltetrahydro-gamma-carbolines was prepared by a novel N-arylation procedure and tested for neuroleptic activity in a rat antiamphetamine model. The systematic exploration of structural parameters leading to 8-fluoro-5-(4-fluorophenyl)-2-[4-hydroxy-4-(4-fluorophenyl)butyl]-2,3,5-tetra...

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Published in:	Journal of medicinal chemistry 1980-06, Vol.23 (6), p.635-643
Main Authors:	Harbert, Charles A, Plattner, Jacob J, Welch, Willard M, Weissman, Albert, Koe, B. Kenneth
Format:	Article
Language:	English
Subjects:	Animals Antipsychotic Agents - chemical synthesis Binding, Competitive Carbolines - chemical synthesis Carbolines - metabolism Carbolines - pharmacology Corpus Striatum - metabolism Dextroamphetamine - antagonists & inhibitors Humans In Vitro Techniques Indoles - chemical synthesis Male Rats Receptors, Dopamine - metabolism Solubility Spiperone - metabolism Stereotyped Behavior - drug effects Structure-Activity Relationship Time Factors
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cited_by	cdi_FETCH-LOGICAL-a354t-1b38bc8ecb06035b68ae98caaf0beccde0ddad6910a0a4d0a56a4e489937b5643
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container_end_page	643
container_issue	6
container_start_page	635
container_title	Journal of medicinal chemistry
container_volume	23
creator	Harbert, Charles A Plattner, Jacob J Welch, Willard M Weissman, Albert Koe, B. Kenneth
description	A series of 5-aryltetrahydro-gamma-carbolines was prepared by a novel N-arylation procedure and tested for neuroleptic activity in a rat antiamphetamine model. The systematic exploration of structural parameters leading to 8-fluoro-5-(4-fluorophenyl)-2-[4-hydroxy-4-(4-fluorophenyl)butyl]-2,3,5-tetrahydro-1H-pyrido[4,3-b]indole (CP-36,584, flutroline), a potent and long-acting neuroleptic compound, is described. These semirigid compounds provide a new, structurally distinct series with which to probe the conformational requirements for potent activity at the dopamine receptor.
doi_str_mv	10.1021/jm00180a011
format	article
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subjects	Animals Antipsychotic Agents - chemical synthesis Binding, Competitive Carbolines - chemical synthesis Carbolines - metabolism Carbolines - pharmacology Corpus Striatum - metabolism Dextroamphetamine - antagonists & inhibitors Humans In Vitro Techniques Indoles - chemical synthesis Male Rats Receptors, Dopamine - metabolism Solubility Spiperone - metabolism Stereotyped Behavior - drug effects Structure-Activity Relationship Time Factors
title	Neuroleptic activity in 5-aryltetrahydro-.gamma.-carbolines
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