title: trans-3,4-dimethyl-4-(3-carboxamidophenyl)piperidines: a novel class of micro-selective opioid antagonists.
abstract: trans-3,4-Dimethyl-4-(3-carboxamidophenyl)piperidines constitute a novel class of micro opioid receptor antagonists. The CONH(2) group was found to be an effective isostere of the phenolic OH moiety. Structure-activity relationships at the piperidine nitrogen position led to the identification of several ligands displaying high affinity toward the cloned human micro opioid receptors, good selectivity micro/delta, micro/kappa, and potent in vitro antagonist activity.
authors.affiliation: Department of Chemistry, Adolor Corporation, 700 Pennsylvania Drive, Exton, PA 19341, USA. blebourdonnec@adolor.com
authors.forename: Bertrand
authors.initials: B
authors.lastname: Le Bourdonnec
authors.forename: Serge
authors.initials: S
authors.lastname: Belanger
authors.forename: Joel A
authors.initials: JA
authors.lastname: Cassel
authors.forename: Gabriel J
authors.initials: GJ
authors.lastname: Stabley
authors.forename: Robert N
authors.initials: RN
authors.lastname: DeHaven
authors.forename: Roland E
authors.initials: RE
authors.lastname: Dolle
mesh_terms: D001667:Binding, Competitive; D003001:Cloning, Molecular; D004174:Diprenorphine / Q000378:metabolism; D006801:Humans; D007700:Kinetics; D008958:Models, Molecular; D008968:Molecular Conformation; D010880:Piperidines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D017450:Receptors, Opioid, mu / Q000037:antagonists & inhibitors*; D011994:Recombinant Proteins / Q000037:antagonists & inhibitors; D013329:Structure-Activity Relationship
chemical_list: D010880:Piperidines; D017450:Receptors, Opioid, mu; D011994:Recombinant Proteins; D004174:Diprenorphine