Chemistry:Felbinac

Felbinac
Clinical data
AHFS/Drugs.com	International Drug Names
Routes of; administration	Topical
ATC code	M02AA08 (WHO) ;
Legal status
Legal status	UK: P (Pharmacy medicines) ;
Identifiers
	IUPAC name biphenyl-4-ylacetic acid;
CAS Number	5728-52-9;
PubChem CID	3332;
DrugBank	DB07477 ;
ChemSpider	3215 ;
UNII	94WNJ5U8L7;
KEGG	D01675 ;
ChEBI	CHEBI:31597 ;
ChEMBL	ChEMBL413965 ;
Chemical and physical data
Formula	C14H12O2
Molar mass	212.248 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C(O)Cc1ccc(cc1)c2ccccc2;
	InChI InChI=1S/C14H12O2/c15-14(16)10-11-6-8-13(9-7-11)12-4-2-1-3-5-12/h1-9H,10H2,(H,15,16) ; Key:QRZAKQDHEVVFRX-UHFFFAOYSA-N ;
	(verify)

Short description: Topical NSAID medication

Felbinac (INN, or biphenylylacetic acid) is a topical medicine,^[1] belonging to the family of medicines known as nonsteroidal anti-inflammatory drugs (NSAIDs) of the arylacetic acid (not arylpropionic acid) class, which is used to treat muscle inflammation and arthritis.^[2] It is an active metabolite of fenbufen.^[3]

Related compounds

The α-methyl acid of felbinac is called biprofen and is used to prepare bifepramide. The α-ethyl acid is called xenbucin which is used to make xenthiorate.

References

↑ The Merck Index, 12th Edition. 3989
↑ Description of Felbinac on Tiscali [1]
↑ "A review of the effects of fenbufen and a metabolite, biphenylacetic acid, on platelet biochemistry and function". Arzneimittelforschung 30 (4A): 702–707. 1980. PMID 6254545.

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[1] The Merck Index, 12th Edition. 3989

[2] Description of Felbinac on Tiscali [1]

[KTWE1980-3] "A review of the effects of fenbufen and a metabolite, biphenylacetic acid, on platelet biochemistry and function". Arzneimittelforschung 30 (4A): 702–707. 1980. PMID 6254545.

[1]

[2]

[3]

v t e 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.

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Clinical data

AHFS/Drugs.com	International Drug Names
Routes of administration	Topical
ATC code	M02AA08 (WHO)
Legal status
Legal status	UK: P (Pharmacy medicines)
Identifiers
IUPAC name biphenyl-4-ylacetic acid
CAS Number	5728-52-9
PubChem CID	3332
DrugBank	DB07477^Y
ChemSpider	3215^Y
UNII	94WNJ5U8L7
KEGG	D01675^Y
ChEBI	CHEBI:31597^Y
ChEMBL	ChEMBL413965^Y
Chemical and physical data
Formula	C₁₄H₁₂O₂
Molar mass	212.248 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES O=C(O)Cc1ccc(cc1)c2ccccc2
InChI InChI=1S/C14H12O2/c15-14(16)10-11-6-8-13(9-7-11)12-4-2-1-3-5-12/h1-9H,10H2,(H,15,16)^Y Key:QRZAKQDHEVVFRX-UHFFFAOYSA-N^Y
(verify)

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