title: Comparison of N,N'-diarylsquaramides and N,N'-diarylureas as antagonists of the CXCR2 chemokine receptor.
abstract: N,N'-diarylsquaramides were prepared and evaluated as antagonists of CXCR2. The compounds were found to be potent and selective antagonists of CXCR2. Significant differences in SAR was observed relative to the previously described N,N'-diarylurea series. As was the case in the N,N'-diarylurea series, placing sulfonamide substituent adjacent to the acidic phenol significantly reduced the clearance in rat pharmacokinetic studies.
authors.affiliation: GlaxoSmithKline, 709 Swedeland Road, King of Prussia, PA 19406, USA.
authors.forename: Brent W
authors.initials: BW
authors.lastname: McCleland
authors.forename: Roderick S
authors.initials: RS
authors.lastname: Davis
authors.forename: Michael R
authors.initials: MR
authors.lastname: Palovich
authors.forename: Katherine L
authors.initials: KL
authors.lastname: Widdowson
authors.forename: Michelle L
authors.initials: ML
authors.lastname: Werner
authors.forename: Miriam
authors.initials: M
authors.lastname: Burman
authors.forename: James J
authors.initials: JJ
authors.lastname: Foley
authors.forename: Dulcie B
authors.initials: DB
authors.lastname: Schmidt
authors.forename: Henry M
authors.initials: HM
authors.lastname: Sarau
authors.forename: Martin
authors.initials: M
authors.lastname: Rogers
authors.forename: Kevin L
authors.initials: KL
authors.lastname: Salyers
authors.forename: Peter D
authors.initials: PD
authors.lastname: Gorycki
authors.forename: Theresa J
authors.initials: TJ
authors.lastname: Roethke
authors.forename: Gary J
authors.initials: GJ
authors.lastname: Stelman
authors.forename: Leonard M
authors.initials: LM
authors.lastname: Azzarano
authors.forename: Keith W
authors.initials: KW
authors.lastname: Ward
authors.forename: Jakob
authors.initials: J
authors.lastname: Busch-Petersen
mesh_terms: D000818:Animals; D016466:CHO Cells; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D006224:Cricetinae; D003412:Cricetulus; D003503:Cyclobutanes / Q000138:chemical synthesis* / Q000493:pharmacokinetics* / Q000494:pharmacology*; D007202:Indicators and Reagents; D013058:Mass Spectrometry; D010636:Phenols / Q000737:chemistry; D051381:Rats; D017207:Rats, Sprague-Dawley; D023063:Receptors, Interleukin-8B / Q000037:antagonists & inhibitors*; D013329:Structure-Activity Relationship; D013449:Sulfonamides / Q000737:chemistry; D014508:Urea / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000493:pharmacokinetics* / Q000494:pharmacology*
chemical_list: D003503:Cyclobutanes; D007202:Indicators and Reagents; D010636:Phenols; D023063:Receptors, Interleukin-8B; D013449:Sulfonamides; D014508:Urea