title: Privileged structure based ligands for melanocortin receptors--substituted benzylic piperazine derivatives.
abstract: Replacement of the aryl piperazine moiety in compound 1 with a variety of substituted benzylic piperazines (6) yields compounds that afford melanocortin receptor 4 (MCR4) activity. Analogs with ortho substitution on the aromatic ring afforded the highest affinity. Resolution of the stereocenter of the benzylic piperazine based privileged structure revealed that the R-enantiomer was more active.
authors.affiliation: Lilly Research Laboratories, A Division of Eli Lilly and Company, Lilly Corporate Center, Indianapolis, IN 46258, USA. fisher_matthew_j@lilly.com
authors.forename: Matthew J
authors.initials: MJ
authors.lastname: Fisher
authors.forename: Ryan T
authors.initials: RT
authors.lastname: Backer
authors.forename: Iván
authors.initials: I
authors.lastname: Collado
authors.forename: Oscar
authors.initials: O
authors.lastname: de Frutos
authors.forename: Saba
authors.initials: S
authors.lastname: Husain
authors.forename: Hansen M
authors.initials: HM
authors.lastname: Hsiung
authors.forename: Steve L
authors.initials: SL
authors.lastname: Kuklish
authors.forename: Ana I
authors.initials: AI
authors.lastname: Mateo
authors.forename: Jeffrey T
authors.initials: JT
authors.lastname: Mullaney
authors.forename: Paul L
authors.initials: PL
authors.lastname: Ornstein
authors.forename: Cristina García
authors.initials: CG
authors.lastname: Paredes
authors.forename: Thomas P
authors.initials: TP
authors.lastname: O'Brian
authors.forename: Timothy I
authors.initials: TI
authors.lastname: Richardson
authors.forename: Jikesh
authors.initials: J
authors.lastname: Shah
authors.forename: John M
authors.initials: JM
authors.lastname: Zgombick
authors.forename: Karin
authors.initials: K
authors.lastname: Briner
mesh_terms: D001555:Benzene Derivatives / Q000737:chemistry* / Q000378:metabolism*; D008024:Ligands; D015394:Molecular Structure; D000077489:Piperazine; D010879:Piperazines / Q000737:chemistry* / Q000378:metabolism*; D044101:Receptors, Melanocortin / Q000037:antagonists & inhibitors / Q000378:metabolism*; D013329:Structure-Activity Relationship
chemical_list: D001555:Benzene Derivatives; D008024:Ligands; D010879:Piperazines; D044101:Receptors, Melanocortin; D000077489:Piperazine