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Fenclofenac

From Wikipedia, the free encyclopedia
Withdrawn NSAID drug used in rheumatism
Fenclofenac
Names
Preferred IUPAC name
[2-(2,4-Dichlorophenoxy)phenyl]acetic acid
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard100.047.373Edit this at Wikidata
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 mass297.1 g/mol
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
Chemical compound

Fenclofenac is anonsteroidal anti-inflammatory drug (NSAID) previously used inrheumatism. It has mildimmunosuppressive effects[1] and may displacethyroid hormone from itsbinding protein.[2][3] It can also causelichen planus.[4]

Due to its side effects it was withdrawn from the UK and US in the 1980s.

References

[edit]
  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.
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Key:underline indicates initially developed first-in-class compound of specific group;#WHO-Essential Medicines;†withdrawn drugs;‡veterinary use.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 forjoint andmuscular pain (M02)
Anti-inflammatory
preparations,
non-steroids
Pyrazolidines
Acetic acid
derivatives
Other
Capsaicin derivatives
Other
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 synthase
PGFSTooltip Prostaglandin F synthase
PGI2STooltip Prostacyclin synthase
TXASTooltip Thromboxane A synthase
Others


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