Fenbufen

Fenbufen
Clinical data
AHFS/Drugs.com	International Drug Names
Routes of; administration	Oral
ATC code	M01AE05 (WHO) ;
Legal status
Legal status	UK: POM (Prescription only) ;
Identifiers
	IUPAC name 4-(4-Biphenylyl)-4-oxobutanoic acid; or; 4-Oxo-4-(4-phenylphenyl)butanoic acid;
CAS Number	36330-85-5 ;
PubChem CID	3335;
DrugBank	DB08981 ;
ChemSpider	3218 ;
UNII	9815R1WR9B;
KEGG	D01344 ;
ChEBI	CHEBI:31599 ;
ChEMBL	CHEMBL277522 ;
ECHA InfoCard	100.048.148
Chemical and physical data
Formula	C16H14O3
Molar mass	254.2854
3D model (JSmol)	Interactive image;
	SMILES O=C(O)CCC(=O)c2ccc(c1ccccc1)cc2;
	InChI InChI=1S/C16H14O3/c17-15(10-11-16(18)19)14-8-6-13(7-9-14)12-4-2-1-3-5-12/h1-9H,10-11H2,(H,18,19) ; Key:ZPAKPRAICRBAOD-UHFFFAOYSA-N ;
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Fenbufen is a nonsteroidal anti-inflammatory drug in the propionic acid derivatives class.^[1]

It was introduced by American Cyanamid under the trade name Lederfen in the 1980s and was withdrawn from markets in the developed world due to liver toxicity in 2010.^[2]^[3]^{:370, 383-384}

As of 2015 it was available in Taiwan and Thailand under several brand names.^[4]

References

↑ Brogden RN. Non-steroidal anti-inflammatory analgesics other than salicylates. Drugs. 1986;32 Suppl 4:27-45. Review. PMID 3552584
↑ Monthly Index of Medical Specialities Deleted products 2010
↑ Lewis JH and Stine JG. Nonsteroidal Antiinflammatory Drugs and Leukotriene Receptor Antagonists. Chapter 22 in Drug-Induced Liver Disease, 3rd Edition. Eds Neil Kaplowitz N and DeLeve LD. Academic Press, 2013 ISBN 9780123878182
↑ Drugs.com Drugs.com international listings for fenbufen Page accessed June 25, 2015

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[1] Brogden RN. Non-steroidal anti-inflammatory analgesics other than salicylates. Drugs. 1986;32 Suppl 4:27-45. Review. PMID 3552584

[2] Monthly Index of Medical Specialities Deleted products 2010

[3] Lewis JH and Stine JG. Nonsteroidal Antiinflammatory Drugs and Leukotriene Receptor Antagonists. Chapter 22 in Drug-Induced Liver Disease, 3rd Edition. Eds Neil Kaplowitz N and DeLeve LD. Academic Press, 2013 ISBN 9780123878182

[4] Drugs.com Drugs.com international listings for fenbufen Page accessed June 25, 2015

Nonsteroidal 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 Bumadizone Bufexamac Diclofenac Difenpiramide Etodolac Felbinac Fenclozic acid Fentiazac Indometacin Indometacin farnesil Isoxepac Ketorolac Lonazolac Oxametacin Prodolic acid Proglumetacin Sulindac Tiopinac Tolmetin Zomepirac^†
Oxicams	Ampiroxicam Droxicam Isoxicam Lornoxicam Meloxicam Piroxicam Tenoxicam
Propionic acid derivatives (profens)	Alminoprofen Benoxaprofen^† Carprofen^‡ Dexibuprofen Dexketoprofen Fenbufen Fenoprofen Flunoxaprofen Flurbiprofen Ibuprofen^# Ibuproxam Indoprofen^† Ketoprofen Loxoprofen Miroprofen Naproxen Oxaprozin Pirprofen Suprofen Tarenflurbil Tepoxalin^‡ Tiaprofenic acid Vedaprofen^‡ Zaltoprofen COX-inhibiting nitric oxide donator: Naproxcinod
N-Arylanthranilic acids (fenamates)	Azapropazone Clonixin Etofenamate Flufenamic acid Flunixin Meclofenamic acid Mefenamic acid Morniflumate Niflumic acid Tolfenamic acid Flutiazin
Coxibs	Apricoxib Celecoxib 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
Items listed in bold indicate initially developed compounds of specific groups. ^#WHO-EM ^†Withdrawn drugs. ^‡Veterinary use medications.

Clinical data


AHFS/Drugs.com	International Drug Names
Routes of administration	Oral
ATC code	M01AE05 (WHO)
Legal status
Legal status	UK: POM (Prescription only)
Identifiers
IUPAC name 4-(4-Biphenylyl)-4-oxobutanoic acid or 4-Oxo-4-(4-phenylphenyl)butanoic acid
CAS Number	36330-85-5^Y
PubChem CID	3335
DrugBank	DB08981^N
ChemSpider	3218^Y
UNII	9815R1WR9B
KEGG	D01344^Y
ChEBI	CHEBI:31599^Y
ChEMBL	CHEMBL277522^Y
ECHA InfoCard	100.048.148
Chemical and physical data
Formula	C₁₆H₁₄O₃
Molar mass	254.2854
3D model (JSmol)	Interactive image
SMILES O=C(O)CCC(=O)c2ccc(c1ccccc1)cc2
InChI InChI=1S/C16H14O3/c17-15(10-11-16(18)19)14-8-6-13(7-9-14)12-4-2-1-3-5-12/h1-9H,10-11H2,(H,18,19)^Y Key:ZPAKPRAICRBAOD-UHFFFAOYSA-N^Y
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