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Fenclofenac

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Withdrawn NSAID drug used in rheumatism
Fenclofenac
Names
Preferred IUPAC name acetic acid
Identifiers
CAS Number
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.047.373 Edit this at Wikidata
PubChem CID
UNII
CompTox Dashboard (EPA)
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 , 100 kPa). Infobox references
Chemical compound

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

Due to its side effects it was withdrawn from the UK and US in the 1980s.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.
Non-steroidal anti-inflammatory drugs (NSAIDs) (primarily M01A and M02A, also N02BA)
pyrazolones /
pyrazolidines
salicylates
acetic acid derivatives
and related substances
oxicams
propionic acid
derivatives (profens)
n-arylanthranilic
acids (fenamates)
COX-2 inhibitors
(coxibs)
other
NSAID
combinations
Key: underline indicates initially developed first-in-class compound of specific group; WHO-Essential Medicines; withdrawn drugs; veterinary use.
Topical products for joint and muscular pain (M02)
Anti-inflammatory
preparations,
non-steroids
Pyrazolidines
Acetic acid
derivatives
Other
Capsaicin derivatives
Other
Prostanoid signaling modulators
Receptor
(ligands)
DP (D2)Tooltip Prostaglandin D2 receptor
DP1Tooltip Prostaglandin D2 receptor 1
DP2Tooltip Prostaglandin D2 receptor 2
EP (E2)Tooltip Prostaglandin E2 receptor
EP1Tooltip Prostaglandin EP1 receptor
EP2Tooltip Prostaglandin EP2 receptor
EP3Tooltip Prostaglandin EP3 receptor
EP4Tooltip Prostaglandin EP4 receptor
Unsorted
FP (F2α)Tooltip Prostaglandin F receptor
IP (I2)Tooltip Prostacyclin receptor
TP (TXA2)Tooltip Thromboxane receptor
Unsorted
Enzyme
(inhibitors)
COX
(PTGS)
PGD2STooltip Prostaglandin D synthase
PGESTooltip Prostaglandin E synthaseHQL-79
PGFSTooltip Prostaglandin F synthaseBimatoprost
PGI2STooltip Prostacyclin synthaseTranylcypromine
TXASTooltip Thromboxane A synthase
Others
See also
Receptor/signaling modulators
Leukotriene signaling modulators


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