Abstract
Compounds containing a 5-carbamoyl-8-fluoro-3-amino-3,4-dihydro-2H-1-benzopyran and a 3-alkylindole moiety linked through a common basic nitrogen were prepared and evaluated for 5-HT1A affinity, serotonin rat transporter affinity, and functional antagonist activity in vitro. 26a was found to be the most potent and selective compound in this series and was shown to possess neurochemical activity in vivo by producing acute and rapid increases in 5-HT in the rat frontal cortex.
MeSH terms
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Animals
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Antidepressive Agents / chemical synthesis*
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Antidepressive Agents / chemistry
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Antidepressive Agents / pharmacology
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Benzopyrans / chemical synthesis*
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Benzopyrans / chemistry
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Benzopyrans / pharmacology
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CHO Cells
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Chromans / chemical synthesis*
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Chromans / chemistry
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Chromans / pharmacology
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Cricetinae
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Cricetulus
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Frontal Lobe / drug effects
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Frontal Lobe / metabolism
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Humans
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Indoles / chemical synthesis*
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Indoles / chemistry
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Indoles / pharmacology
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Microdialysis
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Radioligand Assay
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Rats
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Selective Serotonin Reuptake Inhibitors / chemical synthesis*
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Selective Serotonin Reuptake Inhibitors / chemistry
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Selective Serotonin Reuptake Inhibitors / pharmacology
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Serotonin / biosynthesis
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Serotonin 5-HT1 Receptor Agonists
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Serotonin 5-HT1 Receptor Antagonists*
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Serotonin Plasma Membrane Transport Proteins / metabolism*
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Stereoisomerism
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Structure-Activity Relationship
Substances
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3-(cyclobutyl(3-(5-fluoro-1H-indol-3-yl)propyl)amino)-8-fluorochromane-5-carboxamide
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Antidepressive Agents
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Benzopyrans
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Chromans
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Indoles
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Serotonin 5-HT1 Receptor Agonists
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Serotonin 5-HT1 Receptor Antagonists
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Serotonin Plasma Membrane Transport Proteins
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Serotonin Uptake Inhibitors
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Serotonin