title: Syntheses and properties of the major hydroxy metabolites in humans of blonanserin AD-5423, a novel antipsychotic agent.
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.
authors.affiliation: Pharmaceutical Research and Technology Center, Dainippon Pharmaceutical Co., Ltd, 5-51, Ebie 1-chome, Fukushima-ku, Osaka 553-0001, Japan. takeshi-ochi@dainippon-pharm.co.jp
authors.forename: Takeshi
authors.initials: T
authors.lastname: Ochi
authors.forename: Masato
authors.initials: M
authors.lastname: Sakamoto
authors.forename: Akira
authors.initials: A
authors.lastname: Minamida
authors.forename: Kenji
authors.initials: K
authors.lastname: Suzuki
authors.forename: Tomohiko
authors.initials: T
authors.lastname: Ueda
authors.forename: Teruaki
authors.initials: T
authors.lastname: Une
authors.forename: Hiroshi
authors.initials: H
authors.lastname: Toda
authors.forename: Kazuya
authors.initials: K
authors.lastname: Matsumoto
authors.forename: Yoshiaki
authors.initials: Y
authors.lastname: Terauchi
mesh_terms: D014150:Antipsychotic Agents / Q000138:chemical synthesis* / Q000378:metabolism / Q000494:pharmacology; D006801:Humans; D008862:Microsomes, Liver / Q000378:metabolism; D010879:Piperazines / Q000138:chemical synthesis* / Q000378:metabolism / Q000494:pharmacology; D010880:Piperidines / Q000138:chemical synthesis* / Q000378:metabolism / Q000494:pharmacology; D044402:Receptor, Serotonin, 5-HT2A / Q000737:chemistry / Q000378:metabolism; D017448:Receptors, Dopamine D2 / Q000737:chemistry / Q000378:metabolism; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
chemical_list: D014150:Antipsychotic Agents; D010879:Piperazines; D010880:Piperidines; D044402:Receptor, Serotonin, 5-HT2A; D017448:Receptors, Dopamine D2; C113776:dopamine D2L receptor; C079310:blonanserin