title: Preparation of oxime dual NK(1)/NK(2) antagonists with reduced NK(3) affinity.
abstract: By employing a stereosimplification approach, a thorough SAR exploration of the piperidine region of Sch 206272 was possible through a practical and efficient synthesis of substituted cyclic ureas. This SAR study led to the identification of a benzimidazolinone series of compounds which display single digit nanomolar NK(1)/NK(2) affinity and near micromolar binding for the NK(3) receptor.
authors.affiliation: Schering-Plough Research Institute, Kenilworth, NJ 07033, USA. gregory.reichard@spcorp.com
authors.forename: Gregory A
authors.initials: GA
authors.lastname: Reichard
authors.forename: Cheryl A
authors.initials: CA
authors.lastname: Grice
authors.forename: Neng-Yang
authors.initials: NY
authors.lastname: Shih
authors.forename: James
authors.initials: J
authors.lastname: Spitler
authors.forename: Sapna
authors.initials: S
authors.lastname: Majmundar
authors.forename: Steven D
authors.initials: SD
authors.lastname: Wang
authors.forename: Sunil
authors.initials: S
authors.lastname: Paliwal
authors.forename: John C
authors.initials: JC
authors.lastname: Anthes
authors.forename: John J
authors.initials: JJ
authors.lastname: Piwinski
mesh_terms: D001562:Benzimidazoles / Q000737:chemistry / Q000494:pharmacology; D064729:Neurokinin-1 Receptor Antagonists; D010091:Oximes / Q000737:chemistry* / Q000494:pharmacology; D018041:Receptors, Neurokinin-2 / Q000037:antagonists & inhibitors; D018042:Receptors, Neurokinin-3 / Q000037:antagonists & inhibitors; D018039:Receptors, Tachykinin / Q000037:antagonists & inhibitors*; D012680:Sensitivity and Specificity; D013329:Structure-Activity Relationship
chemical_list: D001562:Benzimidazoles; D064729:Neurokinin-1 Receptor Antagonists; D010091:Oximes; D018041:Receptors, Neurokinin-2; D018042:Receptors, Neurokinin-3; D018039:Receptors, Tachykinin