title: 4-[(8-Alkyl-8-azabicyclo[3.2.1]octyl-3-yl)-3-arylanilino]-N,N-diethylbenzamides: high affinity, selective ligands for the delta opioid receptor illustrate factors important to antagonist activity.
abstract: The tropane derived compounds, 4-[(8-alkyl-8-azabicyclo[3.2.1]octyl-3-yl)-3-arylanilino]-N,N-d iethylbenzamides (5a-d), were synthesized and found to have high affinity and selectivity for the delta receptor. Compounds 5a-d are structurally similar to the full agonist (-)-RTI-5989-54 (3); yet, efficacy studies for compounds in this series (5a-d) reveal greatly diminished agonist activity as well as antagonism not found in piperidine-based compounds like 3.
authors.affiliation: Chemistry and Life Sciences, Research Triangle Institute, Research Triangle Park, NC 27709, USA.
authors.forename: J B
authors.initials: JB
authors.lastname: Thomas
authors.forename: R N
authors.initials: RN
authors.lastname: Atkinson
authors.forename: R B
authors.initials: RB
authors.lastname: Rothman
authors.forename: J P
authors.initials: JP
authors.lastname: Burgess
authors.forename: S W
authors.initials: SW
authors.lastname: Mascarella
authors.forename: C M
authors.initials: CM
authors.lastname: Dersch
authors.forename: H
authors.initials: H
authors.lastname: Xu
authors.forename: F I
authors.initials: FI
authors.lastname: Carroll
mesh_terms: D001549:Benzamides / Q000378:metabolism / Q000494:pharmacology*; D008024:Ligands; D011869:Radioligand Assay; D017465:Receptors, Opioid, delta / Q000037:antagonists & inhibitors* / Q000378:metabolism
chemical_list: D001549:Benzamides; D008024:Ligands; D017465:Receptors, Opioid, delta