Abstract
Two major metabolites in humans of blonanserin, 2-(4-ethyl-1-piperazinyl)-4-(4-fluorophenyl)-5,6,7,8,9,10-hexahydrocycloocta-[b]pyridine (code name AD-5423), were synthesized. The first, 7-hydroxylated AD-5423, was synthesized through a four-step process starting from 4-fluorobenzoylacetonitrile (1), and the second, 8-hydroxylated AD-5423, a nine-step process also from 1. The optical resolution, structures, and receptor binding properties of the metabolites were documented.
MeSH terms
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Antipsychotic Agents / chemical synthesis*
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Antipsychotic Agents / metabolism
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Antipsychotic Agents / pharmacology
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Humans
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Microsomes, Liver / metabolism
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Piperazines / chemical synthesis*
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Piperazines / metabolism
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Piperazines / pharmacology
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Piperidines / chemical synthesis*
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Piperidines / metabolism
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Piperidines / pharmacology
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Receptor, Serotonin, 5-HT2A / chemistry
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Receptor, Serotonin, 5-HT2A / metabolism
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Receptors, Dopamine D2 / chemistry
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Receptors, Dopamine D2 / metabolism
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Stereoisomerism
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Structure-Activity Relationship
Substances
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Antipsychotic Agents
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Piperazines
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Piperidines
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Receptor, Serotonin, 5-HT2A
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Receptors, Dopamine D2
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dopamine D2L receptor
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blonanserin