Abstract
The agonistic/antagonistic profile of a series of 10 N4-substituted 1-(2,3-dihydro-1,4-benzodioxin-5-yl)piperazines is evaluated in the in vitro adenylyl cyclase assay. The profile is severely affected by the characteristics of the N4-substituents ranging from full agonism (benzamidoethyl derivative 1), mixed agonism/antagonism (phthalimidobutyl derivative 7) to predominantly antagonism (saccharinbutyl derivate 9). A novel full antagonist 10, as potent as WAY 100635, is obtained by substitution of Cl at C-7 of the benzodioxinyl moiety in 9.
MeSH terms
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8-Hydroxy-2-(di-n-propylamino)tetralin / metabolism
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Adenylyl Cyclases / metabolism
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Animals
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CHO Cells
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Cricetinae
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Frontal Lobe / metabolism
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Humans
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Ligands
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Models, Chemical
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Piperazines / chemistry*
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Piperazines / metabolism*
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Pyridines / metabolism
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Pyrimidines / metabolism
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Rats
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Receptors, Serotonin / metabolism*
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Receptors, Serotonin, 5-HT1
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Serotonin Antagonists / metabolism
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Serotonin Receptor Agonists / chemical synthesis*
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Serotonin Receptor Agonists / metabolism
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Structure-Activity Relationship
Substances
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Ligands
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Piperazines
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Pyridines
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Pyrimidines
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Receptors, Serotonin
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Receptors, Serotonin, 5-HT1
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Serotonin Antagonists
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Serotonin Receptor Agonists
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flesinoxan
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eltoprazine
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ipsapirone
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N-(2-(4-(2-methoxyphenyl)-1-piperazinyl)ethyl)-N-(2-pyridinyl)cyclohexanecarboxamide
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8-Hydroxy-2-(di-n-propylamino)tetralin
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Adenylyl Cyclases