PMID: 6104732Jun 1, 1980Paper

Neuroleptic activity in 5-aryltetrahydro-gamma-carbolines

Journal of Medicinal Chemistry
C A HarbertB K Koe

Abstract

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.

Citations

Jan 1, 1983·Neuroscience and Biobehavioral Reviews·J N Joyce
Sep 17, 2011·Organic Letters·Yunmi LeeEric N Jacobsen
Jul 25, 2015·Journal of Enzyme Inhibition and Medicinal Chemistry·Can ChenQinglin Jiang
Sep 23, 2014·European Journal of Medicinal Chemistry·Robert OttoChristoph Enzensperger
Nov 27, 2009·European Journal of Medicinal Chemistry·Alexandre V IvachtchenkoVolodymyr M Kysil
May 16, 2009·Bioorganic & Medicinal Chemistry Letters·Alexandre V IvachtchenkoSergey E Tkachenko
Sep 26, 2002·Journal of the American Chemical Society·Jon C AntillaStephen L Buchwald
Jul 6, 2021·Beilstein Journal of Organic Chemistry·Premansh DudheVenkatesh Chelvam
Aug 17, 2004·The Journal of Organic Chemistry·Jon C AntillaStephen L Buchwald
Feb 14, 2006·The Journal of Organic Chemistry·Olga Soares do Rêgo BarrosGilson Zeni

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