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Product Details:

  • CAS No: 15307-86-5
  • AHFC code: 28:08.04.08, 28:08.04.92
  • Synonyms: 2-((2,6-Dichlorophenyl)amino)benzeneacetic acid, BRN 2146636, Dichlofenac, Diclofenac, Diclofenac acid, Diclofenaco, Diclofenaco [INN-Spanish], Diclofenacum, Diclofenacum [INN-Latin], Diclophenac, EC 239-348-5, EINECS 239-348-5, HSDB 7234, Olfen, ProSorb-D, UNII-144O8QL0L1, Zorovolex, Zorvolex
  • ATC Code: D11AX18" M01AB05" M02AA15" S01BC03
  • Chemical Formula: C14-H11-Cl2-N-O2
  • Molecular Weight: 296.1519
  • Assay/Purity: Typically NLT 98%
  • DrugBank: DB00586
  • SMILES: c1ccc(c(c1)CC(=O)O)Nc2c(cccc2Cl)Cl
  • InChl: 1S/C14H11Cl2NO2/c15-10-5-3-6-11(16)14(10)17-12-7-2-1-4-9(12)8-13(18)19/h1-7,17H,8H2,(H,18,19)
  • PubChem: 3033
  • IUPAC: 2-{2-[(2,6-dichlorophenyl)amino]phenyl}acetic acid

Additional Details

Indication:
For the acute and chronic treatment of signs and symptoms of osteoarthritis and rheumatoid arthritis.
Pharmacodynamics:
Diclofenac is an acetic acid nonsteroidal antiinflammatory drug (NSAID) with analgesic and antipyretic properties. Diclofenac is used to treat pain, dysmenorrhea, ocular inflammation, osteoarthritis, rheumatoid arthritis, ankylosing spondylitis, and actinic keratosis
Mode of Action:
The antiinflammatory effects of diclofenac are believed to be due to inhibition of both leukocyte migration and the enzyme cylooxygenase (COX-1 and COX-2), leading to the peripheral inhibition of prostaglandin synthesis. As prostaglandins sensitize pain receptors, inhibition of their synthesis is responsible for the analgesic effects of diclofenac. Antipyretic effects may be due to action on the hypothalamus, resulting in peripheral dilation, increased cutaneous blood flow, and subsequent heat dissipation.
Metabolism:
Hepatic
Toxicity:
Symptoms of overdose include loss of consciousness, increased intracranial pressure, and aspiration pneumonitis. LD50=390mg/kg (orally in mice)
General Reference:
Kearney PM, Baigent C, Godwin J, Halls H, Emberson JR, Patrono C: Do selective cyclo-oxygenase-2 inhibitors and traditional non-steroidal anti-inflammatory drugs increase the risk of atherothrombosis? Meta-analysis of randomised trials. BMJ. 2006 Jun 3;332(7553):1302-8. PubmedSolomon DH, Avorn J, Sturmer T, Glynn RJ, Mogun H, Schneeweiss S: Cardiovascular outcomes in new users of coxibs and nonsteroidal antiinflammatory drugs: high-risk subgroups and time course of risk. Arthritis Rheum. 2006 May;54(5):1378-89. PubmedFitzGerald GA, Patrono C: The coxibs, selective inhibitors of cyclooxygenase-2. N Engl J Med. 2001 Aug 9;345(6):433-42. PubmedGraham DJ: COX-2 inhibitors, other NSAIDs, and cardiovascular risk: the seduction of common sense. JAMA. 2006 Oct 4;296(13):1653-6. Epub 2006 Sep 12. PubmedBrater DC: Renal effects of cyclooxygyenase-2-selective inhibitors. J Pain Symptom Manage. 2002 Apr;23(4 Suppl):S15-20; discussion S21-3. PubmedSigma Aldrich LinkGan TJ: Diclofenac: an update on its mechanism of action and safety profile. Curr Med Res Opin. 2010 Jul;26(7):1715-31. Pubmed
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