Firocoxib

COX-2 selective NSAID veterinary drug

  • Veterinary Use
  • Veterinary Use
License data
  • US DailyMed: Firocoxib
Routes of
administrationBy mouthATCvet code
  • QM01AH90 (WHO)
Legal statusLegal status
Identifiers
  • 3-(Cyclopropylmethoxy)-5,5-dimethyl-4-(4-methylsulfonylphenyl)furan-2-one
CAS Number
  • 189954-96-9 checkY
PubChem CID
  • 208910
DrugBank
  • DB09217 checkY
ChemSpider
  • 181008 checkY
UNII
  • Y6V2W4S4WT
KEGG
  • D03712 checkY
ChEBI
  • CHEBI:76136 ☒N
ChEMBL
  • ChEMBL69998 checkY
CompTox Dashboard (EPA)
  • DTXSID40870188 Edit this at Wikidata
Chemical and physical dataFormulaC17H20O5SMolar mass336.40 g·mol−13D model (JSmol)
  • Interactive image
  • O=C2OC(C(=C2\OCC1CC1)\c3ccc(cc3)S(=O)(=O)C)(C)C
  • 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 checkY
  • Key:FULAPETWGIGNMT-UHFFFAOYSA-N checkY
 ☒NcheckY (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).[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, 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. ^ a b c "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. ^ a b c "Previcox- firocoxib tablet, chewable". DailyMed. 23 July 2020. Archived from the original on 3 August 2022. Retrieved 2 August 2022.
  5. ^ a b "Equioxx EPAR". European Medicines Agency (EMA). Archived from the original on 25 April 2022. Retrieved 2 August 2022.
  6. ^ a b "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. ^ a b "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. ^ a b "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.
  • v
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Non-steroidal anti-inflammatory drugs (NSAIDs) (primarily M01A and M02A, also N02BA)
pyrazolones /
pyrazolidinessalicylatesacetic acid derivatives
and related substancesoxicamspropionic acid
derivatives (profens)n-arylanthranilic
acids (fenamates)COX-2 inhibitors
(coxibs)otherNSAID
combinations
Key: underline indicates initially developed first-in-class compound of specific group; #WHO-Essential Medicines; withdrawn drugs; veterinary use.
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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
  • Antagonists: AH-6809
  • ONO-8130
  • SC-19220
  • SC-51089
  • SC-51322
EP2Tooltip Prostaglandin EP2 receptor
  • Antagonists: AH-6809
  • PF-04418948
  • TG 4-155
EP3Tooltip Prostaglandin EP3 receptor
  • Antagonists: L-798106
EP4Tooltip Prostaglandin EP4 receptor
  • Antagonists: Grapiprant
  • GW-627368
  • L-161982
  • ONO-AE3-208
Unsorted
  • Agonists: 16,16-Dimethyl Prostaglandin E2
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FP (F)Tooltip Prostaglandin F receptor
IP (I2)Tooltip Prostacyclin receptor
  • Antagonists: RO1138452
TP (TXA2)Tooltip Thromboxane receptor
  • Agonists: Carbocyclic thromboxane A2
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PGD2STooltip Prostaglandin D synthase
PGESTooltip Prostaglandin E synthase
HQL-79
PGFSTooltip Prostaglandin F synthase
PGI2STooltip Prostacyclin synthase
TXASTooltip Thromboxane A synthase
Others
See also
Receptor/signaling modulators
Leukotriene signaling modulators
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