Deracoxib

NSAID analgesic veterinary drug
  • QM01AH94 (WHO)
Legal statusLegal status
  • Veterinary use only
Pharmacokinetic dataProtein bindingHigh (more than 90%)MetabolismHepatic biotransformationElimination half-life3 hours at 2–3 mg/kgExcretionIn fecesIdentifiers
  • 4-[3-(Difluoromethyl)-5-(3-fluoro-4-methoxyphenyl)-1H-pyrazole-1-yl] benzenesulfonamide
CAS Number
  • 169590-41-4 ☒N
PubChem CID
  • 3058754
ChemSpider
  • 2319853 checkY
UNII
  • VX29JB5XWV
ChEBI
  • CHEBI:73032 ☒N
ChEMBL
  • ChEMBL28636 checkY
CompTox Dashboard (EPA)
  • DTXSID4045975 Edit this at Wikidata
ECHA InfoCard100.234.875 Edit this at WikidataChemical and physical dataFormulaC17H14F3N3O3SMolar mass397.37 g·mol−13D model (JSmol)
  • Interactive image
  • O=S(=O)(c3ccc(n1nc(cc1c2ccc(OC)c(F)c2)C(F)F)cc3)N
InChI
  • InChI=1S/C17H14F3N3O3S/c1-26-16-7-2-10(8-13(16)18)15-9-14(17(19)20)22-23(15)11-3-5-12(6-4-11)27(21,24)25/h2-9,17H,1H3,(H2,21,24,25) checkY
  • Key:WAZQAZKAZLXFMK-UHFFFAOYSA-N checkY
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Deracoxib (trade name Deramaxx) is a nonsteroidal anti-inflammatory drug (NSAID) of the coxib class, used in dogs to treat pain associated with osteoarthritis, or to prevent pain following orthopedic or dental surgery. It is available as beef-flavored tablets.[1]

Medical uses

Deracoxib is used in dogs for the control of pain and inflammation associated with osteoarthritis and for the prevention of pain following orthopedic surgery or dental procedures.[2]

In cats, the use of deracoxib is not recommended.[3]

Contraindications

Deracoxib is contraindicated for treatment of dogs with hypersensitivity to deracoxib or other NSAIDs, and dogs with gastro-intestinal ulcers, renal disease, hepatic disorders, hypoproteinemia, dehydration, or cardiac disease.

Dogs with renal disease may need dose adjustment (if the benefits of the medication outweigh the risks), while those on concurrent diuretic therapy are at increased risk for NSAID toxicity and should not be given this medication.

The concurrent use of deracoxib with steroids or other NSAIDs should be avoided. The safety of deracoxib has not been established in pregnant or nursing dogs or in dogs younger than 4 months of age.

Adverse effects

The most common adverse effects of treatment with deracoxib are vomiting, anorexia, lethargy and depression.[4] Other adverse effects of deracoxib are caused by its effects on the gastrointestinal tract, and include erosions or ulcerations of the lining of the stomach or intestines.[5]

Serious adverse effects, including ulcers which perforate the gastrointestinal tract, have occurred in dogs administered higher than recommended doses of deracoxib, or dogs administered deracoxib at the same time as (or soon after) other NSAIDs or corticosteroid medications.[4]

Documented adverse side effects include serious and sometimes fatal organ system damage or failure.[6] Other side effects include increase in drinking or urination, jaundice, bloody or black stools, pale gums, hot spots, increased respiration (fast or heavy breathing), incoordination, and behavior changes.[citation needed]

Pharmacology

Deracoxib is a coxib class nonsteroidal anti-inflammatory drug (NSAID).[3] Like other NSAIDs, its effects are caused by inhibition of cyclooxygenase (COX) enzymes.[7] At the doses used to treat dogs, deracoxib causes greater inhibition of COX-2 than of COX-1,[3] but at doses twice those recommended for use in dogs, deracoxib significantly inhibits COX-1 as well.[8]

In dogs, the half-life of deracoxib at the recommended dose is three hours.[8]

Society and culture

In the U.S., deracoxib was first approved for use in dogs in 2002, under the trade name Deramaxx chewable tablets, sold by Novartis Animal Health.[1]

References

  1. ^ a b "Deramaxx tablets approved by the FDA as the first coxib class drug for veterinary use". dvm360.com. 1 October 2002. Archived from the original on 13 August 2017. Retrieved 2017-08-12.
  2. ^ Budsberg SC (2015). "Chapter 8: Nonsteroidal anti-inflammatory drugs". In Gaynor JS, Muir WW (eds.). Handbook of Veterinary Pain Management (3rd ed.). Elsevier Mosby. pp. 142–160. ISBN 9780323222143.
  3. ^ a b c Khan SA, McLean MK (March 2012). "Toxicology of frequently encountered nonsteroidal anti-inflammatory drugs in dogs and cats". The Veterinary Clinics of North America. Small Animal Practice. 42 (2): 289–306, vi–vii. doi:10.1016/j.cvsm.2012.01.003. PMID 22381180.
  4. ^ a b Peterson ME, Talcott PA (2013). "Chapter 65: Nonsteroidal antiinflammatories. Deracoxib". Small animal toxicology (3rd ed.). St. Louis, Mo.: Elsevier. pp. 700–701. ISBN 9781455707171.
  5. ^ Papich M (2015). "Deracoxib". Saunders Handbook of Veterinary Drugs: Small and Large Animal (4th ed.). Elsevier Health Sciences. p. 211. ISBN 9780323244862.
  6. ^ "DERAMAXX (deracoxib)" (PDF). Novartis Animal Health US, Inc. Archived from the original (PDF) on 2011-04-08. Retrieved 2011-06-23.
  7. ^ Lees P (2013). "Chapter 19: Analgesic, antiinflammatory, antipyretic drugs". In Riviere JE, Papich M (eds.). Veterinary Pharmacology and Therapeutics (9th ed.). John Wiley & Sons. pp. 457–492. ISBN 9781118685907.
  8. ^ a b Hanson PD, Maddison JE (2008). "Chapter 13: Nonsteroidal anti-inflammatory drugs and chondroprotective agents". In Maddison JE, Page SW, Church DB (eds.). Small animal clinical pharmacology (2nd ed.). Edinburgh: Saunders/Elsevier. pp. 287–308. ISBN 9780702028588.
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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
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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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Enzyme
(inhibitors)
COX
(PTGS)
PGD2STooltip Prostaglandin D synthase
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HQL-79
PGFSTooltip Prostaglandin F synthase
PGI2STooltip Prostacyclin synthase
TXASTooltip Thromboxane A synthase
Others
See also
Receptor/signaling modulators
Leukotriene signaling modulators