title: Synthesis and evaluation of phenylcarbamate derivatives as ligands for nicotinic acetylcholine receptors.
abstract: Phenylcarbamate derivatives were synthesized and evaluated in radioligand binding assays for different nicotinic acetylcholine receptor (nAChR) subtypes. Carbamate derivatives bearing a pyrrolidine or piperidine moiety 8-20 exhibited much lower affinity for alpha7* nAChR than the analogues in the quinuclidine series 21-25, although the same structural elements are present. Furthermore, in contrast to the quinuclidine analogues 21-25, all (S)-pyrrolidine derivatives 8-12 and the piperidine analogues 15 and 16 exhibited higher affinities for alpha4beta2* nAChR.
authors.affiliation: Department of Pharmaceutical Chemistry, Rhein. Friedr.-Wilhelm-University, Kreuzbergweg 26, D-53115 Bonn, Germany. d.guendisch@uni-bonn.de
authors.forename: Daniela
authors.initials: D
authors.lastname: Gündisch
authors.forename: Matthias
authors.initials: M
authors.lastname: Andrä
authors.forename: Lenka
authors.initials: L
authors.lastname: Munoz
authors.forename: Maria
authors.initials: M
authors.lastname: Cristina Tilotta
mesh_terms: D000818:Animals; D004353:Drug Evaluation, Preclinical / Q000379:methods; D008024:Ligands; D048448:Phenylcarbamates / Q000138:chemical synthesis* / Q000378:metabolism*; D011485:Protein Binding / Q000502:physiology; D051381:Rats; D011978:Receptors, Nicotinic / Q000378:metabolism*; D013552:Swine; D014101:Torpedo
chemical_list: D008024:Ligands; D048448:Phenylcarbamates; D011978:Receptors, Nicotinic