Aceclofenac
Verifiedfieldschanged
Watchedfieldschanged
Verifiedrevid477237875
Drug nameAceclofenac
TradenameHifenac, Clanza CR, Preservex, others[1]
Licence euyes
DailymedidAceclofenac
Routes of administrationBy mouth, topical
Atc prefixM01
Atc suffixAB16
Legal ukPOM
Legal usRx-only
Legal us comment[2]
Legal euRx-only
Legal eu comment[3]
Cas number89796-99-6
Pubchem71771
DrugbankDB06736
Chemspiderid64809
Chebi31159
UniiRPK779R03H
KeggD01545
Chembl93645
Iupac name2-[2-[2-[(2,6-dichlorophenyl)amino]phenyl]acetyl]oxyacetic acid
C16
H13
Cl2
N1
O4
SmilesClc2cccc(Cl)c2Nc1ccccc1CC(=O)OCC(=O)O
Stdinchi1S/C16H13Cl2NO4/c17-11-5-3-6-12(18)16(11)19-13-7-2-1-4-10(13)8-15(22)23-9-14(20)21/h1-7,19H,8-9H2,(H,20,21)
StdinchikeyMNIPYSSQXLZQLJ-UHFFFAOYSA-N

Aceclofenac is a nonsteroidal anti-inflammatory drug (NSAID) analog of diclofenac. It is used for the relief of pain and inflammation in rheumatoid arthritis, osteoarthritis and ankylosing spondylitis.

It was patented in 1983 and approved for medical use in 1992.[4]

Side effects

Aceclofenac should not be given to people with porphyria or breast-feeding mothers, and is not recommended for children. It should be avoided near term in a pregnant woman because of the risk of having a premature closure of ductus arteriosus leading to fetal hydrops in the neonate.

Chemistry

Aceclofenac (C16H13Cl2NO4), chemically [(2-{2, 6-dichlorophenyl) amino} phenylacetooxyacetic acid], 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. According to the Biopharmaceutical Classification System (BCS) drug substances are classified to four classes upon their solubility and permeability. Aceclofenac falls under the BCS Class II, poorly soluble and highly permeable drug.[5]

Aceclofenac works by inhibiting the action of cyclooxygenase (COX) that is involved in the production of prostaglandins (PG) which is accountable for pain, swelling, inflammation and fever. 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-fold less than naproxen, 4-fold less than diclofenac, and 7-fold less than indomethacin.[5]

Society and culture

Economics

Aceclofenac is available in Hungary as a prescription only medicine. The cost of the drug is low, around US$0.14 per 100 mg tablet (as of 2019). In UAE, the cost of the drug is about US$0.61 per 100 mg tablet (as of 2025).

Brand names

Aceclofenac is available in Europe, CIS countries, Asia and the Middle East. Known trades names include: Acecgen (Generics UK), Aflamin, Airtal/Biofenac (Gedeon Richter Plc.), AklofEP (ExtractumPharma), Flemac (Aramis Pharma), Hifenac-P (Intas Pharmaceuticals, India) and Aceflam (Julphar, UAE).

References

Citations

  1. ^ "Aceclofenac international". Drugs.com. 2 November 2020. Retrieved 4 December 2020.
  2. ^ "Clanza CR- aceclofenac tablet, film coated". DailyMed. 2 November 2011. Retrieved 4 December 2020.
  3. ^ "List of nationally authorised medicinal products. Active substance: aceclofenac". European Medicines Agency. 26 November 2020. Archived 4 November 2021 at the Wayback Machine. Retrieved 31 October 2022.
  4. ^ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 517. ISBN 9783527607495.
  5. ^ Karmoker JR, Sarkar S, Joydhar P, Chowdhury SF (March 2016). "Comparative in vitro equivalence evaluation of some Aceclofenac generic tablets marketed in Bangladesh". The Pharma Innovation Journal. 5: 3–7. Retrieved 2016-09-01.

General and cited sources

  • British National Formulary 55, March 2008; ISBN 978-0-85369-776-3, p. 537