title: Structure-activity relationship studies on a series of piperazinebenzylalcohols and their ketone and amine analogs as melanocortin-4 receptor ligands.
abstract: A series of piperazinebenzylalcohols were prepared and studied to compare with their ketone and amine analogs as MC4R antagonists. Several benzylalcohols such as 14a and 14g displayed low nanomolar binding affinities (K(i)<10 nM), and high selectivities over other melanocortin receptor subtypes.
authors.affiliation: Department of Medicinal Chemistry, Neurocrine Biosciences, Inc., 12790 El Camino Real, San Diego, CA 92121, USA.
authors.forename: Dragan
authors.initials: D
authors.lastname: Marinkovic
authors.forename: Fabio C
authors.initials: FC
authors.lastname: Tucci
authors.forename: Joe A
authors.initials: JA
authors.lastname: Tran
authors.forename: Beth A
authors.initials: BA
authors.lastname: Fleck
authors.forename: Jenny
authors.initials: J
authors.lastname: Wen
authors.forename: Chen
authors.initials: C
authors.lastname: Chen
mesh_terms: D000588:Amines / Q000138:chemical synthesis / Q000737:chemistry / Q000378:metabolism*; D019943:Amino Acid Substitution; D000818:Animals; D001592:Benzyl Alcohols / Q000138:chemical synthesis / Q000737:chemistry / Q000378:metabolism*; D001667:Binding, Competitive; D002460:Cell Line; D006801:Humans; D007659:Ketones / Q000138:chemical synthesis / Q000737:chemistry / Q000378:metabolism*; D008024:Ligands; D053486:Melanocortins / Q000037:antagonists & inhibitors / Q000378:metabolism; D010879:Piperazines / Q000138:chemical synthesis / Q000737:chemistry / Q000378:metabolism*; D011485:Protein Binding; D051381:Rats; D044105:Receptor, Melanocortin, Type 4 / Q000737:chemistry / Q000378:metabolism*; D013329:Structure-Activity Relationship
chemical_list: D000588:Amines; D001592:Benzyl Alcohols; D007659:Ketones; D008024:Ligands; D053486:Melanocortins; D010879:Piperazines; D044105:Receptor, Melanocortin, Type 4