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Firocoxib

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COX-2 selective NSAID veterinary drug

Pharmaceutical compound
Firocoxib
Firocoxib molecule
Clinical data
Trade namesEquioxx, Previcox
AHFS/Drugs.com
License data
Routes of
administration		By mouth
ATCvet code
Legal status
Legal status
Identifiers
IUPAC name
  • 3-(Cyclopropylmethoxy)-5,5-dimethyl-4-(4-methylsulfonylphenyl)furan-2-one
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC17H20O5S
Molar mass336.40 g·mol
3D model (JSmol)
SMILES
  • O=C2OC(C(=C2\OCC1CC1)\c3ccc(cc3)S(=O)(=O)C)(C)C
InChI
  • InChI=1S/C17H20O5S/c1-17(2)14(12-6-8-13(9-7-12)23(3,19)20)15(16(18)22-17)21-10-11-4-5-11/h6-9,11H,4-5,10H2,1-3H3
  • Key:FULAPETWGIGNMT-UHFFFAOYSA-N
  (what is this?)  (verify)

Firocoxib, sold under the brand names Equioxx and Previcox among others, is a nonsteroidal anti-inflammatory drug of the COX-2 inhibitor (coxib) class, approved for use in horses (Equioxx) and for use in dogs (Previcox). Firocoxib was the first COX-2 inhibitor approved by the U.S. Food and Drug Administration for horses. Firocoxib is not intended or approved for use in human medicine.

Firocoxib, manufactured by Merial, was approved for veterinary use in the United States for dogs in July 2004, and for horses in July 2007, as an oral paste (Equioxx) and July 2016, as tablets.

Firocoxib is also available as a generic medication for horses and for dogs.

References

  1. "Product information". Health Canada. 22 October 2009. Retrieved 9 February 2024.
  2. ^ "Equioxx- firocoxib tablet, chewable". DailyMed. 14 July 2020. Archived from the original on 3 August 2022. Retrieved 2 August 2022.
  3. "Equioxx- firocoxib paste". DailyMed. 24 February 2022. Archived from the original on 3 August 2022. Retrieved 2 August 2022.
  4. ^ "Previcox- firocoxib tablet, chewable". DailyMed. 23 July 2020. Archived from the original on 3 August 2022. Retrieved 2 August 2022.
  5. ^ "Equioxx EPAR". European Medicines Agency (EMA). Archived from the original on 25 April 2022. Retrieved 2 August 2022.
  6. ^ "Previcox EPAR". European Medicines Agency (EMA). Archived from the original on 31 July 2021. Retrieved 2 August 2022.
  7. "Coxatab EPAR". European Medicines Agency (EMA). 17 June 2022. Retrieved 9 February 2024.
  8. "Previcox PI". Union Register of medicinal products. 15 September 2004. Retrieved 26 December 2024.
  9. Rangel-Nava A, Ramírez-Uribe JM, Recillas-Morales S, Ibancovichi-Camarillo JA, Venebra-Muñoz A, Sánchez-Aparicio P (June 2019). "Pharmacological Regulation in the USA and Pharmacokinetics Parameters of Firocoxib, a Highly Selective Cox-2, by Pain Management in Horses". Journal of Equine Veterinary Science. 77: 36–42. doi:10.1016/j.jevs.2019.02.007. PMID 31133314. S2CID 86530623.
  10. "New NSAID Equioxx (firocoxib) Approved by USEF". The Horse. 2 July 2007. Archived from the original on 18 May 2011. Retrieved 18 April 2008.
  11. Equioxx Archived 21 December 2014 at the Wayback Machine, European Medicines Agency (EMA)
  12. ^ "FDA Approves the First Generic Firocoxib Tablets for Dogs". U.S. Food and Drug Administration. 7 June 2022. Archived from the original on 3 August 2022. Retrieved 2 August 2022.
  13. "Merial launches first firocoxib for horses". DVM 360. 1 July 2007. Retrieved 3 October 2023.
  14. ^ "FDA Approves the First Generic Firocoxib Tablets for Horses". U.S. Food and Drug Administration (FDA). 1 August 2022. Archived from the original on 3 August 2022. Retrieved 2 August 2022.
Non-steroidal anti-inflammatory drugs (NSAIDs) (primarily M01A and M02A, also N02BA)
pyrazolones /
pyrazolidines
salicylates
acetic acid derivatives
and related substances
oxicams
propionic acid
derivatives (profens)
n-arylanthranilic
acids (fenamates)
COX-2 inhibitors
(coxibs)
other
NSAID
combinations
Key: underline indicates initially developed first-in-class compound of specific group; WHO-Essential Medicines; withdrawn drugs; veterinary use.
Prostanoid signaling modulators
Receptor
(ligands)
DP (D2)Tooltip Prostaglandin D2 receptor
DP1Tooltip Prostaglandin D2 receptor 1
DP2Tooltip Prostaglandin D2 receptor 2
EP (E2)Tooltip Prostaglandin E2 receptor
EP1Tooltip Prostaglandin EP1 receptor
EP2Tooltip Prostaglandin EP2 receptor
EP3Tooltip Prostaglandin EP3 receptor
EP4Tooltip Prostaglandin EP4 receptor
Unsorted
FP (F2α)Tooltip Prostaglandin F receptor
IP (I2)Tooltip Prostacyclin receptor
TP (TXA2)Tooltip Thromboxane receptor
Unsorted
Enzyme
(inhibitors)
COX
(PTGS)
PGD2STooltip Prostaglandin D synthase
PGESTooltip Prostaglandin E synthaseHQL-79
PGFSTooltip Prostaglandin F synthaseBimatoprost
PGI2STooltip Prostacyclin synthaseTranylcypromine
TXASTooltip Thromboxane A synthase
Others
See also
Receptor/signaling modulators
Leukotriene signaling modulators
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