title: Piperidinyl-nicotinamides as potent and selective somatostatin receptor subtype 5 antagonists.
abstract: Nicotinamides of benzyl-substituted 4-aminopiperidines and their seven-membered analogs of generic structure 2 and 2' have been discovered as potent and selective SST5 antagonists. The activity (K(i)) ranges from 2.4 to 436 nM. Most compounds exhibit decent physicochemical properties and follow a clear SAR pattern. Interestingly enough, the receptor is strongly enantiodiscriminating and binds in the amino-azepane-series only the (R)-enantiomer.
authors.affiliation: F. Hoffmann-La Roche Ltd, Pharmaceuticals Division, Molecular Structure Research, CH-4070 Basel, Switzerland.
authors.forename: André
authors.initials: A
authors.lastname: Alker
authors.forename: Alfred
authors.initials: A
authors.lastname: Binggeli
authors.forename: Andreas D
authors.initials: AD
authors.lastname: Christ
authors.forename: Luke
authors.initials: L
authors.lastname: Green
authors.forename: Hans Peter
authors.initials: HP
authors.lastname: Maerki
authors.forename: Rainer E
authors.initials: RE
authors.lastname: Martin
authors.forename: Peter
authors.initials: P
authors.lastname: Mohr
mesh_terms: D001593:Benzyl Compounds / Q000737:chemistry*; D009536:Niacinamide / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D010880:Piperidines / Q000737:chemistry; D017481:Receptors, Somatostatin / Q000037:antagonists & inhibitors* / Q000378:metabolism; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
chemical_list: C481395:4-aminopiperidine; D001593:Benzyl Compounds; D010880:Piperidines; D017481:Receptors, Somatostatin; D009536:Niacinamide; C094573:somatostatin receptor 5