title: 5-substituted 3,4-dihydro-3-amino-2H-1-benzopyran derivatives: synthesis and interaction with serotoninergic receptors.
abstract: A new series of 3,4-dihydro-3-amino-2H-1-benzopyran derivatives (1 and 2) bearing various substituents on the 5-position was successfully prepared via palladium-mediated cross-coupling reactions. Some of the new compounds showed high affinity for 5-HT1A and 5-HT7 receptors. The best affinity for the 5-HT1A and 5-HT7 receptors was obtained for 2b (Ki = 0.3 nM for 5-HT1A and 3.1 nM for 5-HT7). The anxiolytic activity of compound 2b was evaluated.
authors.affiliation: Institut de Chimie Organique et Analytique, UMR-CNRS 6005, Université d'Orleans, France.
authors.forename: R
authors.initials: R
authors.lastname: Rezaie
authors.forename: B
authors.initials: B
authors.lastname: Joseph
authors.forename: J B
authors.initials: JB
authors.lastname: Bremner
authors.forename: P
authors.initials: P
authors.lastname: Delagrange
authors.forename: C
authors.initials: C
authors.lastname: Kopp
authors.forename: R
authors.initials: R
authors.lastname: Misslin
authors.forename: B
authors.initials: B
authors.lastname: Pfeiffer
authors.forename: P
authors.initials: P
authors.lastname: Renard
authors.forename: G
authors.initials: G
authors.lastname: Guillaumet
mesh_terms: D000818:Animals; D014151:Anti-Anxiety Agents / Q000138:chemical synthesis* / Q000378:metabolism* / Q000494:pharmacology; D001578:Benzopyrans / Q000138:chemical synthesis* / Q000378:metabolism* / Q000494:pharmacology; D001921:Brain / Q000378:metabolism; D002417:Cattle; D003624:Darkness; D005106:Exploratory Behavior / Q000187:drug effects; D006801:Humans; D008027:Light; D051379:Mice; D011985:Receptors, Serotonin / Q000378:metabolism*; D044263:Receptors, Serotonin, 5-HT1
chemical_list: D014151:Anti-Anxiety Agents; D001578:Benzopyrans; D011985:Receptors, Serotonin; D044263:Receptors, Serotonin, 5-HT1; C104425:serotonin 7 receptor; C088154:3,4-dihydro-3-amino-2H-1-benzopyran