Withdrawn NSAID drug used in rheumatism
Fenclofenac
Names
Preferred IUPAC name
[2-(2,4-Dichlorophenoxy)phenyl]acetic acid
Identifiers
ChEMBL
ChemSpider
ECHA InfoCard
100.047.373
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
C14 H10 Cl2 O3
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).
Chemical compound
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Due to its side effects it was withdrawn from the UK and US in the 1980s.
^ 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 .
^ 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 .
^ 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 .
^ Ferguson MM, Wiesenfeld D, MacDonald DG (1984). "Oral mucosal lichenoid eruption due to fenclofenac". J Oral Med . 39 (1): 39–40. PMID 6232357 .