Fenclofenac

Last updated
Fenclofenac
Fenclofenac.svg
Names
Preferred IUPAC name
[2-(2,4-Dichlorophenoxy)phenyl]acetic acid
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.047.373 OOjs UI icon edit-ltr-progressive.svg
PubChem CID
UNII
  • InChI=1S/C14H10Cl2O3/c15-10-5-6-13(11(16)8-10)19-12-4-2-1-3-9(12)7-14(17)18/h1-6,8H,7H2,(H,17,18)
    Key: IDKAXRLETRCXKS-UHFFFAOYSA-N
  • InChI=1/C14H10Cl2O3/c15-10-5-6-13(11(16)8-10)19-12-4-2-1-3-9(12)7-14(17)18/h1-6,8H,7H2,(H,17,18)
    Key: IDKAXRLETRCXKS-UHFFFAOYAG
  • OC(=O)Cc1ccccc1Oc2ccc(Cl)cc2Cl
Properties
C14H10Cl2O3
Molar mass 297.1 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Fenclofenac is a nonsteroidal anti-inflammatory drug (NSAID) previously used in rheumatism. It has mild immunosuppressive effects [1] and may displace thyroid hormone from its binding protein. [2] [3] It can also cause lichen planus. [4]

Due to its side effects it was withdrawn from the UK and US in the 1980s.

References

  1. Spiers EM, Watson NT, Beck JS, Chapman IV, Dettmar PW (November 1993). "The effect of fenclofenac on the regeneration of lymphocytes in rats following total body irradiation". Int. J. Immunopharmacol. 15 (8): 865–9. doi:10.1016/0192-0561(93)90003-h. PMID   7902830.
  2. Allen PA, Taylor RT (December 1980). "Fenclofenac and thyroid function tests". Br Med J. 281 (6255): 1642. doi:10.1136/bmj.281.6255.1642. PMC   1715072 . PMID   7448557.
  3. Taylor R, Clark F, Griffiths ID, Weeke J (October 1980). "Prospective study of effect of fenclofenac on thyroid function tests". Br Med J. 281 (6245): 911–2. doi:10.1136/bmj.281.6245.911. PMC   1714224 . PMID   7427506.
  4. Ferguson MM, Wiesenfeld D, MacDonald DG (1984). "Oral mucosal lichenoid eruption due to fenclofenac". J Oral Med. 39 (1): 39–40. PMID   6232357.