title: Novel nonsteroidal selective estrogen receptor modulators. Carbon and heteroatom replacement of oxygen in the ethoxypiperidine region of raloxifene.
abstract: Compounds were synthesized where oxygen in the ethoxypiperidine region of raloxifene is replaced with carbon, sulfur, or nitrogen linkages. Thia- and aza-substituted compounds were prepared by novel methodology. The compounds were evaluated in vitro as selective estrogen receptor modulators (SERMs). Calculations suggested the compounds exhibit an ER-alpha binding affinity/conformational energy relationship.
authors: Lilly Research Laboratories, A Division of Eli Lilly and Company, Lilly Corporate Center, Indianapolis, IN 46285, USA.
authors: C R
authors: CR
authors: Schmid
authors: J P
authors: JP
authors: Sluka
authors: K M
authors: KM
authors: Duke
authors: A W
authors: AW
authors: Glasebrook
mesh_terms: D001667:Binding, Competitive; D002244:Carbon / Q000737:chemistry*; D002455:Cell Division / Q000187:drug effects; D002460:Cell Line; D018360:Crystallography, X-Ray; D006801:Humans; D010100:Oxygen / Q000737:chemistry*; D010880:Piperidines / Q000737:chemistry* / Q000378:metabolism / Q000494:pharmacology*; D020849:Raloxifene Hydrochloride; D011960:Receptors, Estrogen / Q000187:drug effects* / Q000378:metabolism; D013329:Structure-Activity Relationship
chemical_list: D010880:Piperidines; D011960:Receptors, Estrogen; D020849:Raloxifene Hydrochloride; D002244:Carbon; D010100:Oxygen