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Celecoxib

Celecoxib
Skeletal formula of celecoxib
Space-filling model of the celecoxib molecule
Clinical data
Pronunciation /sɛlˈkɒksɪb/ SE-lə-KOK-sib
Trade names Celebrex
AHFS/Drugs.com Monograph
MedlinePlus a699022
License data
Pregnancy
category
  • AU: B3
  • US: C (Risk not ruled out)
Routes of
administration
Oral
ATC code
Legal status
Legal status
Pharmacokinetic data
Bioavailability Unknown
Protein binding 97% (mainly to serum albumin)
Metabolism Hepatic (mainly CYP2C9)
Biological half-life 7.8 hours; 11 hours (mild hepatic impairment); 13 hours (moderate-severe hepatic impairment)
Excretion Faeces (57%), urine (27%)
Identifiers
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
PDB ligand
ECHA InfoCard 100.211.644
Chemical and physical data
Formula C17H14F3N3O2S
Molar mass 381.373 g/mol
3D model (Jmol)
  

Celecoxib is a COX-2 selective nonsteroidal anti-inflammatory drug (NSAID). It is used to treat the pain and inflammation of osteoarthritis, rheumatoid arthritis, ankylosing spondylitis, acute pain in adults, painful menstruation, and juvenile rheumatoid arthritis in people two years or older.

Side effects include a 37% increase in incidence of major vascular events, which include nonfatal myocardial infarction, nonfatal stroke, or death from a blood vessel-related cause. Additionally, an 81% increase in incidence of upper gastrointestinal complications occurs, which include perforations, obstructions, or gastrointestinal bleeding as in all NSAIDs. In July 2015 the FDA strengthened the warning that non-aspirin nonsteroidal anti-inflammatory drugs (NSAIDs) can cause heart attacks or strokes.

It is marketed by Pfizer under the brand names Celebrex and Celebra for arthritis and Onsenal for polyps. Celecoxib is available by prescription in capsule form. Despite the American Heart Association warning that people at high risk for heart disease should only use celecoxib if there are not other possible treatments and that celecoxib costs about five times more than acetaminophen, ibuprofen, or naproxen — which are equally effective for pain relief, 11 million prescriptions of celebrex are filled each year. Celebrex was one of Pfizer's "best-selling drugs, amounting to more than $2.5 billion in sales [by 2012], and was prescribed to 2.4 million" people in 2011. By 2012, 33 million Americans had taken Celebrex. As of 2015, the cost for a typical month of medication in the United States is more than $200.


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