title: 3,4-Diaryl-5-hydroxyfuranones: highly selective inhibitors of cyclooxygenase-2 with aqueous solubility.
abstract: The introduction of a hydroxyl group into the 5-position of the diaryl furanone system provides highly selective inhibitors of cyclooxygenase-2. These molecules can be converted into their sodium salts which are water soluble, facilitating intravenous formulation. These salts show excellent potency in rat models of pain, fever and inflammation.
authors.affiliation: Merck Frosst Centre for Therapeutic Research, PO Box 1005, Pointe-Claire-Dorval, Quebec, Canada H9R 4P8. blackc@merck.com
authors.forename: W Cameron
authors.initials: WC
authors.lastname: Black
authors.forename: Christine
authors.initials: C
authors.lastname: Brideau
authors.forename: Chi Chung
authors.initials: CC
authors.lastname: Chan
authors.forename: Stella
authors.initials: S
authors.lastname: Charleson
authors.forename: Wanda
authors.initials: W
authors.lastname: Cromlish
authors.forename: Robert
authors.initials: R
authors.lastname: Gordon
authors.forename: Erich L
authors.initials: EL
authors.lastname: Grimm
authors.forename: Gregory
authors.initials: G
authors.lastname: Hughes
authors.forename: Serge
authors.initials: S
authors.lastname: Leger
authors.forename: Chun Sing
authors.initials: CS
authors.lastname: Li
authors.forename: Denis
authors.initials: D
authors.lastname: Riendeau
authors.forename: Michel
authors.initials: M
authors.lastname: Thérien
authors.forename: Zhaoyin
authors.initials: Z
authors.lastname: Wang
authors.forename: Li Jing
authors.initials: LJ
authors.lastname: Xu
authors.forename: Petpiboon
authors.initials: P
authors.lastname: Prasit
mesh_terms: D000818:Animals; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000138:chemical synthesis / Q000494:pharmacology; D001169:Arthritis, Experimental / Q000188:drug therapy; D016466:CHO Cells; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D006224:Cricetinae; D051546:Cyclooxygenase 2; D052246:Cyclooxygenase 2 Inhibitors; D016861:Cyclooxygenase Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology*; D004487:Edema / Q000139:chemically induced / Q000517:prevention & control; D005334:Fever / Q000139:chemically induced / Q000188:drug therapy; D005663:Furans / Q000138:chemical synthesis* / Q000494:pharmacology*; D006801:Humans; D007527:Isoenzymes / Q000378:metabolism*; D008565:Membrane Proteins; D010146:Pain / Q000139:chemically induced / Q000188:drug therapy; D011451:Prostaglandin-Endoperoxide Synthases / Q000378:metabolism*; D051381:Rats; D012995:Solubility; D013329:Structure-Activity Relationship; D013379:Substrate Specificity
chemical_list: D000894:Anti-Inflammatory Agents, Non-Steroidal; D052246:Cyclooxygenase 2 Inhibitors; D016861:Cyclooxygenase Inhibitors; D005663:Furans; D007527:Isoenzymes; D008565:Membrane Proteins; D051546:Cyclooxygenase 2; C496540:PTGS2 protein, human; D011451:Prostaglandin-Endoperoxide Synthases