Fenclofenac

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]

Fenclofenac
Names
Preferred IUPAC name
[2-(2,4-Dichlorophenoxy)phenyl]acetic acid
Identifiers
CAS Number
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.047.373
PubChem CID
UNII
InChI
  • 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
SMILES
  • OC(=O)Cc1ccccc1Oc2ccc(Cl)cc2Cl
Properties
Chemical formula
 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).
Infobox references

Due to its side effects it was withdrawn from the UK and US in the 1980s.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


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