Firocoxib

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).^[2][4][8] Firocoxib was the first COX-2 inhibitor approved by the U.S. Food and Drug Administration for horses.^[9] Firocoxib is not intended or approved for use in human medicine.^{[2][4][5][6][10]}

Firocoxib

Clinical data
Trade names	Equioxx, Previcox
AHFS/Drugs.com	Veterinary Use Veterinary Use
License data	US DailyMed: Firocoxib
Routes of administration	By mouth
ATCvet code	QM01AH90 (WHO)
Legal status
Legal status	AU: S4 (Prescription only) CA: ℞-only[1] UK: POM (Prescription only) US: ℞-only[2][3][4] EU: Rx-only[5][6][7]
Identifiers
IUPAC name 3-(Cyclopropylmethoxy)-5,5-dimethyl-4-(4-methylsulfonylphenyl)furan-2-one
CAS Number	189954-96-9 Y
PubChem CID	208910
DrugBank	DB09217 Y
ChemSpider	181008 Y
UNII	Y6V2W4S4WT
KEGG	D03712 Y
ChEBI	CHEBI:76136 N
ChEMBL	ChEMBL69998 Y
CompTox Dashboard (EPA)	DTXSID40870188
Chemical and physical data
Formula	C17H20O5S
Molar mass	336.40 g·mol−1
3D model (JSmol)	Interactive image
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 Y Key:FULAPETWGIGNMT-UHFFFAOYSA-N Y
NY (what is this?)  (verify)

Firocoxib, manufactured by Merial, was approved for veterinary use in the United States for dogs in July 2004,^[11] and for horses in July 2007, as an oral paste (Equioxx) and July 2016, as tablets.^[12][13]

Firocoxib is also available as a generic medication for horses^[13] and for dogs.^[11]

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. 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.
9. "New NSAID Equioxx (firocoxib) Approved by USEF". The Horse. 2 July 2007. Archived from the original on 18 May 2011. Retrieved 18 April 2008.
10. Equioxx Archived 21 December 2014 at the Wayback Machine, European Medicines Agency (EMA)
11. "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.
12. "Merial launches first firocoxib for horses". DVM 360. 1 July 2007. Retrieved 3 October 2023.
13. "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.