title: Synthesis and preliminary in vivo evaluation of new 2-Aryl-6-methyl-1,2-dihydro-1H-pyridin-4-ones and 2-Aryl-6-methylpiperidin-4-ols, as potential anti-amnesiant agents.
abstract: A revisited synthesis of 2-aryl-6-methyl-1,2-dihydro-1H-pyridin-4-ones and their saturated analogues 2-aryl-6-methylpiperidin-4-ols is described. A five steps procedure, using the sulfinimine chemistry, to prepare a key intermediate beta-(6-chloronicotinic)-beta-amino ester is also reported. In vivo spontaneous working memory activity of these compounds has been investigated in the mouse. Results obtained with 2-(3-chlorophenyl)-6-methyl-1,2-dihydro-1H-pyridin-4-one 9b, the most effective derivative in this model, have been reported.
authors.affiliation: Centre d'Etudes et de Recherche sur le Médicament de Normandie, 1 rue Vaubénard 14032, Caen Cedex, France.
authors.forename: Nicolas
authors.initials: N
authors.lastname: Leflemme
authors.forename: Thomas
authors.initials: T
authors.lastname: Freret
authors.forename: Michel
authors.initials: M
authors.lastname: Boulouard
authors.forename: Patrick
authors.initials: P
authors.lastname: Dallemagne
authors.forename: Sylvain
authors.initials: S
authors.lastname: Rault
mesh_terms: D000647:Amnesia / Q000517:prevention & control*; D000818:Animals; D004305:Dose-Response Relationship, Drug; D004353:Drug Evaluation, Preclinical; D008297:Male; D008570:Memory, Short-Term / Q000187:drug effects; D051379:Mice; D015394:Molecular Structure; D010880:Piperidines / Q000008:administration & dosage / Q000138:chemical synthesis* / Q000494:pharmacology*; D011728:Pyridones / Q000008:administration & dosage / Q000138:chemical synthesis* / Q000494:pharmacology*; D012601:Scopolamine / Q000494:pharmacology; D013237:Stereoisomerism
chemical_list: D010880:Piperidines; D011728:Pyridones; D012601:Scopolamine