title: Estrogen receptor beta-subtype selective tetrahydrofluorenones: use of a fused pyrazole as a phenol bioisostere.
abstract: Synthesis of a series of fused pyrazole tetrahydrofluorenone analogs which are potent, ERbeta subtype selective ligands is described. Analogs possessing subnanomolar ERbeta binding, greater than 100-fold ERbeta-selectivity, and oral bioavailability are reported.
authors.affiliation: Department of Medicinal Chemistry, Merck Research Laboratories, PO Box 2000, 800-B116 Rahway, NJ 07065, USA. robert_wilkening@merck.com
authors.forename: R R
authors.initials: RR
authors.lastname: Wilkening
authors.forename: R W
authors.initials: RW
authors.lastname: Ratcliffe
authors.forename: A K
authors.initials: AK
authors.lastname: Fried
authors.forename: D
authors.initials: D
authors.lastname: Meng
authors.forename: W
authors.initials: W
authors.lastname: Sun
authors.forename: L
authors.initials: L
authors.lastname: Colwell
authors.forename: S
authors.initials: S
authors.lastname: Lambert
authors.forename: M
authors.initials: M
authors.lastname: Greenlee
authors.forename: S
authors.initials: S
authors.lastname: Nilsson
authors.forename: A
authors.initials: A
authors.lastname: Thorsell
authors.forename: M
authors.initials: M
authors.lastname: Mojena
authors.forename: C
authors.initials: C
authors.lastname: Tudela
authors.forename: K
authors.initials: K
authors.lastname: Frisch
authors.forename: W
authors.initials: W
authors.lastname: Chan
authors.forename: E T
authors.initials: ET
authors.lastname: Birzin
authors.forename: S P
authors.initials: SP
authors.lastname: Rohrer
authors.forename: M L
authors.initials: ML
authors.lastname: Hammond
mesh_terms: D000818:Animals; D019540:Area Under Curve; D001682:Biological Availability; D003500:Cyclization; D047629:Estrogen Receptor beta / Q000187:drug effects* / Q000378:metabolism; D005449:Fluorenes / Q000097:blood / Q000737:chemistry* / Q000378:metabolism; D011720:Pyrazoles / Q000737:chemistry*; D051381:Rats
chemical_list: D047629:Estrogen Receptor beta; D005449:Fluorenes; D011720:Pyrazoles