Abstract
Two sets of new o-methoxyphenylpiperazine (MPP; series a) and 1,2,3,4-tetrahydroisoquinoline (THIQ; series b) derivatives, containing various imide moieties derived from NAN190, were synthesized and evaluated in vitro for their ability to bind to the serotonin 5-HT(1A) and 5-HT(2A) receptors. All new derivatives from series a demonstrated high 5-HT(1A) affinities, whereas THIQ analogues were much less active. With respect to 5-HT(2A) receptors, three MPP derivatives presented moderate activity but the rest of the investigated compounds were practically inactive. The influence of changes in terminus geometry on 5-HT(1A) receptor affinity was analyzed in regard to model compounds NAN190and MM199.
MeSH terms
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Animals
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Buspirone / analogs & derivatives
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Buspirone / chemistry
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Humans
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Ligands
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Piperazines / chemical synthesis
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Piperazines / chemistry*
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Piperazines / pharmacology
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Serotonin 5-HT1 Receptor Antagonists*
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Serotonin Antagonists / chemical synthesis
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Serotonin Antagonists / chemistry*
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Serotonin Antagonists / pharmacology
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Structure-Activity Relationship
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Tetrahydroisoquinolines / chemical synthesis
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Tetrahydroisoquinolines / chemistry*
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Tetrahydroisoquinolines / pharmacology
Substances
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8-(4-(2-(1,2,3,4-tetrahydroisoquinolinyl))butyl)-8-azaspiro(4.5)decane-7,9-dione
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Ligands
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Piperazines
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Serotonin 5-HT1 Receptor Antagonists
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Serotonin Antagonists
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Tetrahydroisoquinolines
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1-(2-methoxyphenyl)-4-(4-(2-phthalimido)butyl)piperazine
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1-(2-methoxyphenyl)piperazine
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Buspirone