The discovery of rofecoxib, [MK 966, Vioxx, 4-(4'-methylsulfonylphenyl)-3-phenyl-2(5H)-furanone], an orally active cyclooxygenase-2-inhibitor.

PubWeight™: 1.30‹?› | Rank: Top 10%

🔗 View Article (PMID 10406640)

Published in Bioorg Med Chem Lett on July 05, 1999

Authors

P Prasit1, Z Wang, C Brideau, C C Chan, S Charleson, W Cromlish, D Ethier, J F Evans, A W Ford-Hutchinson, J Y Gauthier, R Gordon, J Guay, M Gresser, S Kargman, B Kennedy, Y Leblanc, S Léger, J Mancini, G P O'Neill, M Ouellet, M D Percival, H Perrier, D Riendeau, I Rodger, R Zamboni

Author Affiliations

1: Merck Frosst Centre for Therapeutic Research, Pointe Claire-Dorval, Québec, Canada.

Articles citing this

Fluorinated COX-2 inhibitors as agents in PET imaging of inflammation and cancer. Cancer Prev Res (Phila) (2011) 1.68

Downregulation of survivin expression and concomitant induction of apoptosis by celecoxib and its non-cyclooxygenase-2-inhibitory analog, dimethyl-celecoxib (DMC), in tumor cells in vitro and in vivo. Mol Cancer (2006) 1.03

[I]-Celecoxib Analogues as SPECT Tracers of Cyclooxygenase-2 in Inflammation. ACS Med Chem Lett (2010) 0.95

Synthesis and structure-activity relationship studies of urea-containing pyrazoles as dual inhibitors of cyclooxygenase-2 and soluble epoxide hydrolase. J Med Chem (2011) 0.95

Diverse methyl sulfone-containing benzo[b]thiophene library via iodocyclization and palladium-catalyzed coupling. J Comb Chem (2010) 0.94

Palladium-catalyzed three-component diaryl sulfone synthesis exploiting the sulfur dioxide surrogate DABSO. Angew Chem Int Ed Engl (2013) 0.91

Identification and characterization of carprofen as a multitarget fatty acid amide hydrolase/cyclooxygenase inhibitor. J Med Chem (2012) 0.87

COX-2 structural analysis and docking studies with gallic acid structural analogues. Springerplus (2012) 0.84

Pharmacological exploitation of an off-target antibacterial effect of the cyclooxygenase-2 inhibitor celecoxib against Francisella tularensis. Antimicrob Agents Chemother (2009) 0.81

One-pot, three-component arylalkynyl sulfone synthesis. Org Lett (2015) 0.81

QSAR and classification models of a novel series of COX-2 selective inhibitors: 1,5-diarylimidazoles based on support vector machines. J Comput Aided Mol Des (2004) 0.80

Synthesis of highly functionalized tri- and tetrasubstituted alkenes via Pd-catalyzed 1,2-hydrovinylation of terminal 1,3-dienes. J Am Chem Soc (2015) 0.78

Role of cyclooxygenase enzymes in a murine model of experimental cholera. Infect Immun (2003) 0.78

Design, synthesis and biological evaluation of new 5,5-diarylhydantoin derivatives as selective cyclooxygenase-2 inhibitors. Sci Pharm (2011) 0.77

Ameliorative Effects of a Polyphenolic Fraction of Cinnamomum zeylanicum L. Bark in Animal Models of Inflammation and Arthritis. Sci Pharm (2013) 0.77

Phenotyping drug polypharmacology via eicosanoid profiling of blood. J Lipid Res (2015) 0.77

Modeling the binding modes of stilbene analogs to cyclooxygenase-2: a molecular docking study. J Mol Model (2010) 0.77

3-D structural interactions and quantitative structural toxicity studies of tyrosine derivatives intended for safe potent inflammation treatment. Chem Cent J (2016) 0.75

Nonsteroidal Anti-Inflammatory Drugs (NSAIDs): Progress in Small Molecule Drug Development. Pharmaceuticals (Basel) (2010) 0.75

Molecular docking analysis of known flavonoids as duel COX-2 inhibitors in the context of cancer. Bioinformation (2015) 0.75

Are Cox-2 drugs the second line option in indomethacin responsive headaches? J Headache Pain (2010) 0.75

Crystal structures of N-tert-butyl-3-(4-fluoro-phenyl)-5-oxo-4-[2-(tri-fluoro-meth-oxy)phen-yl]-2,5-di-hydro-furan-2-carboxamide and 4-(2H-1,3-benzodioxol-5-yl)-N-cyclo-hexyl-5-oxo-3-[4-(tri-fluoro-meth-yl)phen-yl]-2,5-di-hydro-furan-2-carboxamide. Acta Crystallogr E Crystallogr Commun (2015) 0.75

Articles by these authors

The sequence of the human genome. Science (2001) 101.55

The Biomolecular Interaction Network Database and related tools 2005 update. Nucleic Acids Res (2005) 12.94

Leukotriene B, a potent chemokinetic and aggregating substance released from polymorphonuclear leukocytes. Nature (1980) 9.25

Pulmonary expression of interleukin-13 causes inflammation, mucus hypersecretion, subepithelial fibrosis, physiologic abnormalities, and eotaxin production. J Clin Invest (1999) 8.38

Cereal genome evolution. Grasses, line up and form a circle. Curr Biol (1995) 8.33

Activation of cardiac gene expression by myocardin, a transcriptional cofactor for serum response factor. Cell (2001) 8.09

Effect of radiotherapy after mastectomy and axillary surgery on 10-year recurrence and 20-year breast cancer mortality: meta-analysis of individual patient data for 8135 women in 22 randomised trials. Lancet (2014) 8.04

Increased insulin sensitivity and obesity resistance in mice lacking the protein tyrosine phosphatase-1B gene. Science (1999) 7.84

Suppression of intestinal polyposis in Apc delta716 knockout mice by inhibition of cyclooxygenase 2 (COX-2). Cell (1996) 7.46

Genetic basis and molecular mechanism for idiopathic ventricular fibrillation. Nature (1998) 7.26

Algebraic reconstruction techniques (ART) for three-dimensional electron microscopy and x-ray photography. J Theor Biol (1970) 6.86

Sporadic cases of hemorrhagic colitis associated with Escherichia coli O157:H7. Clinical, epidemiologic, and bacteriologic features. Ann Intern Med (1984) 6.54

The Y-family of DNA polymerases. Mol Cell (2001) 6.49

Genetic diversity and disease control in rice. Nature (2000) 5.34

An internal control for routine diagnostic PCR: design, properties, and effect on clinical performance. J Clin Microbiol (1998) 4.58

Income inequality, primary care, and health indicators. J Fam Pract (1999) 4.54

Inducible targeting of IL-13 to the adult lung causes matrix metalloproteinase- and cathepsin-dependent emphysema. J Clin Invest (2000) 4.16

Cutting edge: a role for B lymphocyte stimulator in systemic lupus erythematosus. J Immunol (2001) 3.87

Standardization of vitreal inflammatory activity in intermediate and posterior uveitis. Ophthalmology (1985) 3.83

Cardiac hypertrophy is not a required compensatory response to short-term pressure overload. Circulation (2000) 3.82

Germline mutations in the ribonuclease L gene in families showing linkage with HPC1. Nat Genet (2002) 3.67

Vaccination with a recombinant vaccinia virus encoding a "self" antigen induces autoimmune vitiligo and tumor cell destruction in mice: requirement for CD4(+) T lymphocytes. Proc Natl Acad Sci U S A (1999) 3.66

Organ-tissue mass measurement allows modeling of REE and metabolically active tissue mass. Am J Physiol (1998) 3.65

Characterization of the human cysteinyl leukotriene CysLT1 receptor. Nature (1999) 3.57

Safety and immunogenicity trial in adult volunteers of a human papillomavirus 16 L1 virus-like particle vaccine. J Natl Cancer Inst (2001) 3.28

Mycotoxins (ochratoxin A, citrinin, and sterigmatocystin) and toxigenic fungi in grains and other agricultural products. J Agric Food Chem (1973) 3.21

Mechanism of inhibition of protein-tyrosine phosphatases by vanadate and pervanadate. J Biol Chem (1997) 3.20

Regulation of imprinted X-chromosome inactivation in mice by Tsix. Development (2001) 3.12

Requirement of a 5-lipoxygenase-activating protein for leukotriene synthesis. Nature (1990) 3.11

Integrated human genome-wide maps constructed using the CEPH reference panel. Nat Genet (1994) 3.06

Cereblon is a direct protein target for immunomodulatory and antiproliferative activities of lenalidomide and pomalidomide. Leukemia (2012) 3.04

A multifactorial system for equitable selection of cadaver kidney recipients. JAMA (1987) 3.01

Characterization of the human cysteinyl leukotriene 2 receptor. J Biol Chem (2000) 2.89

Tumoricidal activity of a novel anti-human DR5 monoclonal antibody without hepatocyte cytotoxicity. Nat Med (2001) 2.87

Phenobarbital compared with phenytoin for the treatment of neonatal seizures. N Engl J Med (1999) 2.84

HMGB1-induced autophagy promotes chemotherapy resistance in leukemia cells. Leukemia (2010) 2.83

Rho GTPase function in tumorigenesis. Biochim Biophys Acta (2009) 2.81

Dentinogenesis imperfecta 1 with or without progressive hearing loss is associated with distinct mutations in DSPP. Nat Genet (2001) 2.75

Expression of prostaglandin G/H synthase-1 and -2 protein in human colon cancer. Cancer Res (1995) 2.74

Different training procedures recruit either one or two critical periods for contextual memory consolidation, each of which requires protein synthesis and PKA. Learn Mem (1999) 2.72

Total-body skeletal muscle mass: development and cross-validation of anthropometric prediction models. Am J Clin Nutr (2000) 2.71

A new model of autoimmune disease. Experimental autoimmune uveoretinitis induced in mice with two different retinal antigens. J Immunol (1988) 2.68

Localization of a domain on the paramyxovirus attachment protein required for the promotion of cellular fusion by its homologous fusion protein spike. Virology (1995) 2.67

Patient knowledge of anaesthesia and peri-operative care. Anaesthesia (1994) 2.61

Different forms of TFIIH for transcription and DNA repair: holo-TFIIH and a nucleotide excision repairosome. Cell (1995) 2.58

The retinoblastoma gene product protects E2F-1 from degradation by the ubiquitin-proteasome pathway. Genes Dev (1996) 2.58

Unique TATA-binding protein-containing complexes and cofactors involved in transcription by RNA polymerases II and III. EMBO J (1993) 2.56

Loss of transcriptional silencing causes sterility in old mother cells of S. cerevisiae. Cell (1996) 2.53

Hormonal changes in the grains of rice subjected to water stress during grain filling. Plant Physiol (2001) 2.52

Autophagy and chemotherapy resistance: a promising therapeutic target for cancer treatment. Cell Death Dis (2013) 2.52

Comparison of invasive and noninvasive tests for detecting Helicobacter pylori infection in bleeding peptic ulcers. Gastrointest Endosc (1999) 2.51

A randomized trial of primary liver transplantation under immunosuppression with FK 506 vs cyclosporine. Transplant Proc (1991) 2.49

Diabetes is related to cerebral infarction but not to AD pathology in older persons. Neurology (2006) 2.48

p53 modulation of TFIIH-associated nucleotide excision repair activity. Nat Genet (1995) 2.47

Induction of cyclooxygenase-2 and activation of nuclear factor-kappaB in myocardium of patients with congestive heart failure. Circulation (1998) 2.46

Conjunctival lesions in adults. A clinical and histopathologic review. Cornea (1987) 2.43

Protection against Fas-dependent Th1-mediated apoptosis by antigen receptor engagement in B cells. Nature (1995) 2.43

Expression of mRNA for cyclooxygenase-1 and cyclooxygenase-2 in human tissues. FEBS Lett (1993) 2.41

Ionic remodeling underlying action potential changes in a canine model of atrial fibrillation. Circ Res (1997) 2.38

Loss of DNA mismatch repair in acquired resistance to cisplatin. Cancer Res (1996) 2.37

Fire and flood management of coastal swamp enabled first rice paddy cultivation in east China. Nature (2007) 2.36

Shedding of syndecan-1 and -4 ectodomains is regulated by multiple signaling pathways and mediated by a TIMP-3-sensitive metalloproteinase. J Cell Biol (2000) 2.33

Proximal sequence element-binding transcription factor (PTF) is a multisubunit complex required for transcription of both RNA polymerase II- and RNA polymerase III-dependent small nuclear RNA genes. Mol Cell Biol (1995) 2.33

Cloning, expression and chromosome locations of the human DNMT3 gene family. Gene (1999) 2.33

Oxytocin is required for nursing but is not essential for parturition or reproductive behavior. Proc Natl Acad Sci U S A (1996) 2.31

Mice devoid of all known thyroid hormone receptors are viable but exhibit disorders of the pituitary-thyroid axis, growth, and bone maturation. Genes Dev (1999) 2.31

Cyclosporin A therapy in the treatment of intraocular inflammatory disease resistant to systemic corticosteroids and cytotoxic agents. Am J Ophthalmol (1983) 2.30

Clinical course after liver transplantation in patients with sarcoidosis. Ann Intern Med (1993) 2.29

Regional specialization in human nuclei: visualization of discrete sites of transcription by RNA polymerase III. EMBO J (1999) 2.28

Effects of angiotensin-converting enzyme inhibition on the development of the atrial fibrillation substrate in dogs with ventricular tachypacing-induced congestive heart failure. Circulation (2001) 2.27

Error-free and error-prone lesion bypass by human DNA polymerase kappa in vitro. Nucleic Acids Res (2000) 2.25

Activator-dependent transcription from chromatin in vitro involving targeted histone acetylation by p300. Mol Cell (2000) 2.25

The role of arachidonic acid oxygenation products in pain and inflammation. Annu Rev Immunol (1984) 2.25

Identification and isolation of a membrane protein necessary for leukotriene production. Nature (1990) 2.20

Endoscopic sclerotherapy compared with percutaneous transjugular intrahepatic portosystemic shunt after initial sclerotherapy in patients with acute variceal hemorrhage. A randomized, controlled trial. Ann Intern Med (1997) 2.17

Eukaryotic DNA polymerases: proposal for a revised nomenclature. J Biol Chem (2001) 2.15

Dual-energy X-ray absorptiometry body composition model: review of physical concepts. Am J Physiol (1996) 2.15

MK886, a potent and specific leukotriene biosynthesis inhibitor blocks and reverses the membrane association of 5-lipoxygenase in ionophore-challenged leukocytes. J Biol Chem (1990) 2.14

Leukotriene B: a potential mediator of inflammation. J Pharm Pharmacol (1980) 2.13

Inhibition of S-antigen induced experimental autoimmune uveoretinitis by oral induction of tolerance with S-antigen. J Immunol (1990) 2.13

Specificity of DNA lesion bypass by the yeast DNA polymerase eta. J Biol Chem (2000) 2.12

Acquisition of sensitivity of stress-activated protein kinases to the p38 inhibitor, SB 203580, by alteration of one or more amino acids within the ATP binding pocket. J Biol Chem (1998) 2.12

Ophthalmic involvement in acquired immunodeficiency syndrome. Ophthalmology (1984) 2.12

Morphometric and electron-microscopic analyses of the effects of gonadotropin-releasing hormone agonists on uterine leiomyomas. Arch Pathol Lab Med (1998) 2.11

Evolution of HIV-1 coreceptor usage through interactions with distinct CCR5 and CXCR4 domains. Proc Natl Acad Sci U S A (1997) 2.11

One hundred ten consecutive primary orthotopic liver transplants under FK 506 in adults. Transplant Proc (1991) 2.10

The human REV1 gene codes for a DNA template-dependent dCMP transferase. Nucleic Acids Res (1999) 2.10

Expression of chemokine receptors by subsets of neurons in the central nervous system. J Immunol (1997) 2.10

Intraocular lymphoma. Clinical and histopathologic diagnosis. Ophthalmology (1993) 2.10

A genomic-systems biology map for cardiovascular function. Science (2001) 2.09

Urokinase receptors promote beta1 integrin function through interactions with integrin alpha3beta1. Mol Biol Cell (2001) 2.09

Preferential incorporation of G opposite template T by the low-fidelity human DNA polymerase iota. Mol Cell Biol (2000) 2.08

Pendrin: an apical Cl-/OH-/HCO3- exchanger in the kidney cortex. Am J Physiol Renal Physiol (2001) 2.08

Error-prone lesion bypass by human DNA polymerase eta. Nucleic Acids Res (2000) 2.07