Carprofen

Title: Carprofen
CAS Registry Number: 53716-49-7
CAS Name: 6-Chloro-a-methyl-9H-carbazole-2-acetic acid
Manufacturers' Codes: C-5720; Ro-20-5720/000
Trademarks: Imadyl (Roche); Rimadyl (Pfizer)
Molecular Formula: C15H12ClNO2
Molecular Weight: 273.71
Percent Composition: C 65.82%, H 4.42%, Cl 12.95%, N 5.12%, O 11.69%
Literature References: Prepn: L. Berger, A. J. Corraz, DE 2337340; eidem, US 3896145 (1974, 1975 both to Hoffmann-La Roche). Pharmacology: L. O. Randall, H. Baruth, Arch. Int. Pharmacodyn. 220, 94 (1976). Stereospecific assay and disposition: J. M. Kemmerer et al., J. Pharm. Sci. 68, 1274 (1979). Metabolism: F. Rubio et al., ibid. 69, 1245 (1980). Pharmacokinetic and clinical studies in gout: T. F. Yu, J. Perel, J. Clin. Pharmacol. 20, 347 (1980). Use in treatment of rheumatoid arthritis: S. Jalava, Scand. J. Rheumatol. 1983, Suppl. 48, 5-12. Review of pharmacology and clinical efficacy: W. M. O'Brien, G. F. Bagby, Pharmacotherapy 7, 16 (1987).
Properties: Cryst from chloroform, mp 197-198°. LD50 orally in mice: 400 mg/kg (Berger, Corraz).
Melting point: mp 197-198°
Toxicity data: LD50 orally in mice: 400 mg/kg (Berger, Corraz)
Therap-Cat: Anti-inflammatory.
Therap-Cat-Vet: Anti-inflammatory.
Keywords: Antigout; Anti-inflammatory (Nonsteroidal); Arylpropionic Acid Derivatives.
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Carprofen
Carprofen.svg
Systematic (IUPAC) name
(RS)-2-(6-Chloro-9H-carbazol-2-yl)propanoic acid
Clinical data
AHFS/Drugs.com FDA Professional Drug Information
Legal status Veterinary use only was rx only in humans (US)
Pharmacokinetic data
Protein binding High (99%)
Half-life Approximately 8 h (range 4.5–9.8 h) in dogs
Identifiers
CAS number 53716-49-7 YesY
ATCvet code QM01AE91
PubChem CID 2581
DrugBank DB00821
ChemSpider 2483 YesY
UNII FFL0D546HO YesY
KEGG D03410 YesY
ChEBI CHEBI:364453 YesY
ChEMBL CHEMBL1316 YesY
Chemical data
Formula C15H12ClNO2 
Mol. mass 273.714 g/mol
 YesY (what is this?)  (verify)
A 100 mg Rimadyl pill approximately 19 mm (0.75 in) wide and 8.6 mm (0.34 in) thick, sold in the United States

Carprofen (marketed as Rimadyl, Imadyl, Novox, Imafen and Rovera,[1]) is a non-steroidal anti-inflammatory drug that veterinarians prescribe as a supportive treatment for various conditions. It provides day-to-day treatment for pain and inflammation from arthritis in geriatric dogs, joint pain, osteoarthritis, hip dysplasia, and other forms of joint deterioration.

It is also used to relieve short-term post-operative pain, inflammation, and swelling after spaying, neutering, and other procedures. Carprofen reduces inflammation by inhibition of COX-2 and other sources of inflammatory prostaglandins. This is targeted protection, in that it does not interfere with COX-1 activity.