Fenclofenac

Fenclofenac
Names
	Preferred IUPAC name [2-(2,4-Dichlorophenoxy)phenyl]acetic acid
Identifiers
CAS Number	34645-84-6;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL15677;
ChemSpider	58860;
ECHA InfoCard	100.047.373
PubChem CID	65394;
UNII	Y01JW64D01 ;
CompTox Dashboard (EPA)	DTXSID6048830 ;
	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

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Due to its side effects it was withdrawn from the UK and US in the 1980s.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

^ 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.

[pmid7902830-1] 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.

[pmid7448557-2] 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.

[pmid7427506-3] 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.

[pmid6232357-4] Ferguson MM, Wiesenfeld D, MacDonald DG (1984). "Oral mucosal lichenoid eruption due to fenclofenac". J Oral Med. 39 (1): 39–40. PMID 6232357.

[1]

[2]

[3]

[4]

Non-steroidal anti-inflammatory drugs (NSAIDs) (primarily M01A and M02A, also N02BA)
pyrazolones / pyrazolidines	Aminophenazone Ampyrone Azapropazone Clofezone Difenamizole Famprofazone Feprazone Kebuzone Metamizole Mofebutazone Morazone Nifenazone Oxyphenbutazone Phenazone Phenylbutazone Propyphenazone Sulfinpyrazone Suxibuzone^‡
salicylates	Aspirin (acetylsalicylic acid)^# Aloxiprin Benorylate Carbasalate calcium Diflunisal Dipyrocetyl Ethenzamide Guacetisal Magnesium salicylate Methyl salicylate Salsalate Salicin Salicylamide Salicylic acid (salicylate) Sodium salicylate
acetic acid derivatives and related substances	Aceclofenac Acemetacin Alclofenac Amfenac Bendazac Bromfenac Bufexamac Bumadizone Diclofenac Difenpiramide Etodolac Felbinac Fenclozic acid Fentiazac Indometacin Indometacin farnesil Isoxepac Ketorolac Lonazolac Mofezolac Oxametacin Prodolic acid Proglumetacin Sulindac Tiopinac Tolmetin Zomepirac^†
oxicams	Ampiroxicam Droxicam Isoxicam Lornoxicam Meloxicam Piroxicam Pivoxicam Tenoxicam
propionic acid derivatives (profens)	Alminoprofen Benoxaprofen^† Carprofen^‡ Dexibuprofen Dexketoprofen Fenbufen Fenoprofen Flunoxaprofen Flurbiprofen Ibuprofen^# Ibuproxam Indoprofen^† Ketoprofen Loxoprofen Miroprofen Naproxen Oxaprozin Pelubiprofen Piketoprofen Pirprofen Suprofen Tarenflurbil Tepoxalin^‡ Tiaprofenic acid Vedaprofen^‡ Zaltoprofen COX-inhibiting nitric oxide donator: Naproxcinod
n-arylanthranilic acids (fenamates)	Azapropazone Clonixin Etofenamate Floctafenine Flufenamic acid Flunixin Flutiazin Glafenine^† Meclofenamic acid Mefenamic acid Morniflumate Niflumic acid Tolfenamic acid
COX-2 inhibitors (coxibs)	Apricoxib Celecoxib (+tramadol) Cimicoxib^‡ Deracoxib^‡ Etoricoxib Firocoxib^‡ Lumiracoxib^† Mavacoxib^‡ Parecoxib Robenacoxib^‡ Rofecoxib^† Valdecoxib^†
other	Aminopropionitrile Benzydamine Chondroitin sulfate Diacerein Fluproquazone Glucosamine Glycosaminoglycan Hyperforin Nabumetone Nimesulide Oxaceprol Proquazone Superoxide dismutase / orgotein Tenidap
NSAID combinations	Ibuprofen/famotidine Ibuprofen/hydrocodone Ibuprofen/oxycodone Ibuprofen/paracetamol Meloxicam/bupivacaine Meloxicam/rizatriptan Naproxen/diphenhydramine Naproxen/esomeprazole
Key: underline indicates initially developed first-in-class compound of specific group; ^#WHO-Essential Medicines; ^†withdrawn drugs; ^‡veterinary use.
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