Aceclofenac

Aceclofenac
Systematic (IUPAC) name
2-[2-[2-[(2,6-dichlorophenyl)amino]phenyl]acetyl]oxyacetic acid
Clinical data
Trade names Hifenac, Cincofen, Nacsiv, Acenac
AHFS/Drugs.com International Drug Names
Routes of
administration
oral, topical
Legal status
Legal status
  • UK: POM (Prescription only)
Identifiers
CAS Number 89796-99-6 N
ATC code M01AB16 (WHO) M02AA25 (WHO)
PubChem CID 71771
ChemSpider 64809 YesY
UNII RPK779R03H YesY
KEGG D01545 YesY
ChEBI CHEBI:31159 N
ChEMBL CHEMBL93645 YesY
Chemical data
Formula C16H13Cl2NO4
Molar mass 353.02161 g/mol
 NYesY (what is this?)  (verify)

Aceclofenac is a non-steroidal anti-inflammatory drug (NSAID) analog of Diclofenac. It is used for the relief of pain and inflammation in rheumatoid arthritis, osteoarthritis and ankylosing spondylitis. The dose is 100 mg twice daily.

It should not be given to people with porphyria or breast-feeding mothers, and is not recommended for children.

It is a cytokine inhibitor. Aceclofenac works by blocking the action of a substance in the body called cyclo-oxygenase. Cyclo-oxygenase is involved in the production of prostaglandins (chemicals in the body) which cause pain, swelling and inflammation. Aceclofenac is the glycolic acid ester of diclofenac. The incidence of gastric ulcerogenicity of aceclofenac has been reported to be significantly lower than that of the other frequently prescribed NSAIDs, for instance, 2-folds lesser than naproxen, 4-folds lesser than diclofenac, and 7-folds lesser than indomethacin. Aceclofenac is a crystalline powder with a molecular weight of 354.19. It is practically insoluble in water with good permeability. It is metabolized in human hepatocytes and human microsomes to form [2-(2',6'-dichloro-4'-hydroxy- phenylamino)phenyl] acetoxyacetic acid as the major metabolite, which is then further conjugated.[1]

Synthesis

Aceclofenac synthesis.[2]

References

  1. Karmoker, J.R.; Sarkar, S.; Joydhar, P.; Chowdhury, S.F. (2016). "Comparative in vitro equivalence evaluation of some Aceclofenac generic tablets marketed in Bangladesh" (PDF). The Pharma Innovation Journal 5: 03–07. Retrieved 2016-03-06.
  2. http://drugsynthesis.blogspot.co.uk/2012/03/synthesis-of-aceclofenac.html
Sources


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