Nonsteroidal anti-inflammatory medication
Celecoxib Pronunciation SEL -i-KOK -sib Trade names Celebrex, Onsenal, Elyxyb, others AHFS /Drugs.com Monograph MedlinePlus a699022 License data
Pregnancy category Routes of administration By mouth Drug class Cyclooxygenase-2 (COX-2) inhibitor ATC code Legal status
AU : S4 (Prescription only)
BR : Class C1 (Other controlled substances)[ 3]
CA : ℞-only
NZ : Prescription only
UK : POM (Prescription only)[ 4]
US : WARNING [ 2] Rx-only[ 5]
In general: ℞ (Prescription only)
Bioavailability Unknown[ 6] Protein binding 97% (mainly to serum albumin )[ 6] Metabolism Liver (mainly CYP2C9 )[ 6] Elimination half-life 7.8 hours; 11 hours (mild hepatic impairment); 13 hours (moderate-severe hepatic impairment)[ 6] Excretion Faeces (57%), urine (27%)[ 6]
4-[5-(4-Methylphenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide
CAS Number PubChem CID IUPHAR/BPS DrugBank ChemSpider UNII KEGG ChEBI ChEMBL PDB ligand CompTox Dashboard (EPA ) ECHA InfoCard 100.211.644 Formula C 17 H 14 F 3 N 3 O 2 S Molar mass 381.37 g·mol−1 3D model (JSmol )
c1cc(C)ccc1c2cc(C(F)(F)F)nn2c3ccc(cc3)S(=O)(=O)N
InChI=1S/C17H14F3N3O2S/c1-11-2-4-12(5-3-11)15-10-16(17(18,19)20)22-23(15)13-6-8-14(9-7-13)26(21,24)25/h2-10H,1H3,(H2,21,24,25)
Y Key:RZEKVGVHFLEQIL-UHFFFAOYSA-N
Y
(verify)
Celecoxib , sold under the brand name Celebrex among others, is a COX-2 inhibitor and nonsteroidal anti-inflammatory drug (NSAID).[ 7] It is used to treat the pain and inflammation in osteoarthritis , acute pain in adults, rheumatoid arthritis , psoriatic arthritis , ankylosing spondylitis , painful menstruation , and juvenile rheumatoid arthritis .[ 7] It may also be used to decrease the risk of colorectal adenomas in people with familial adenomatous polyposis .[ 7] It is taken by mouth .[ 7] Benefits are typically seen within an hour.[ 7]
Common side effects include abdominal pain , nausea, and diarrhea .[ 7] Serious side effects may include heart attacks , strokes , gastrointestinal perforation , gastrointestinal bleeding , kidney failure , and anaphylaxis .[ 8] [ 7] Use is not recommended in people at high risk for heart disease.[ 9] [ 10] The risks are similar to other NSAIDs, such as ibuprofen and naproxen .[ 11] Use in the later part of pregnancy or during breastfeeding is not recommended.[ 7] [ 1]
Celecoxib was patented in 1993 and came into medical use in 1999.[ 12] It is available as a generic medication .[ 13] In 2021, it was the 98th most commonly prescribed medication in the United States, with more than 7 million prescriptions.[ 14] [ 15]
^ a b "Celecoxib (Celebrex) Use During Pregnancy" . Drugs.com . 4 May 2020. Archived from the original on 25 January 2021. Retrieved 5 May 2020 .
^ "FDA-sourced list of all drugs with black box warnings (Use Download Full Results and View Query links.)" . nctr-crs.fda.gov . FDA . Retrieved 22 October 2023 .
^ Anvisa (31 March 2023). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 4 April 2023). Archived from the original on 3 August 2023. Retrieved 16 August 2023 .
^ "Celebrex 100mg capsule - Summary of Product Characteristics (SmPC)" . (emc) . 13 January 2020. Archived from the original on 6 August 2020. Retrieved 5 May 2020 .
^ Cite error: The named reference Celebrex FDA label
was invoked but never defined (see the help page ).
^ a b c d e McCormack PL (December 2011). "Celecoxib: a review of its use for symptomatic relief in the treatment of Osteoarthritis, Rheumatoid Arthritis, Psoriatic Arthritis and Ankylosing Spondylitis". Drugs . 71 (18): 2457–89. doi :10.2165/11208240-000000000-00000 . PMID 22141388 . S2CID 71357689 .
^ a b c d e f g h "Celecoxib Monograph for Professionals" . Drugs.com . American Society of Health-System Pharmacists. 11 November 2019. Archived from the original on 20 May 2019. Retrieved 5 May 2020 .
^ Cite error: The named reference Coxib2013
was invoked but never defined (see the help page ).
^ Antman EM, Bennett JS, Daugherty A, Furberg C, Roberts H, Taubert KA (March 2007). "Use of nonsteroidal antiinflammatory drugs: an update for clinicians: a scientific statement from the American Heart Association" . Circulation . 115 (12): 1634–42. doi :10.1161/circulationaha.106.181424 . PMID 17325246 .
^ "Should you still take Celebrex?" . Consumer Reports . August 2009. Archived from the original on 18 December 2015. Retrieved 27 December 2015 .
^ Stein R (25 April 2018). "FDA Panel Affirms Safety Of Painkiller Celebrex" . NPR . Archived from the original on 20 May 2018. Retrieved 19 May 2018 .
^ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery . John Wiley & Sons. p. 522. ISBN 9783527607495 . Archived from the original on 27 April 2021. Retrieved 13 October 2020 .
^ British national formulary : BNF 76 (76 ed.). Pharmaceutical Press. 2018. pp. 1097–1098. ISBN 9780857113382 .
^ "The Top 300 of 2021" . ClinCalc . Archived from the original on 15 January 2024. Retrieved 14 January 2024 .
^ "Celecoxib - Drug Usage Statistics" . ClinCalc . Retrieved 14 January 2024 .