Flurbiprofen

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Flurbiprofen

Systematic (IUPAC) name
(RS)-2-(2-fluorobiphenyl-4-yl)propanoic acid
Clinical data
Trade names	Ansaid, Ocufen
AHFS/Drugs.com	monograph
MedlinePlus	a687005
Pregnancy cat.	C (U.S.), B2 (Au)
Legal status	POM
Routes	Oral
Pharmacokinetic data
Protein binding	> 99%
Metabolism	Hepatic (CYP2C9)
Half-life	4.7-5.7 hours
Excretion	Renal
Identifiers
CAS number	5104-49-4^Y
ATC code	M01AE09 , M02AA19, R02AX01, S01BC04
PubChem	CID 3394
DrugBank	APRD00753
ChemSpider	3277^Y
UNII	5GRO578KLP^Y
KEGG	D00330^Y
ChEBI	CHEBI:5130^Y
ChEMBL	CHEMBL563^Y
Synonyms	(±)-2-fluoro-α-methyl-(1,1'-biphenyl)-4-acetic acid
Chemical data
Formula	C₁₅H₁₃F O₂
Mol. mass	244.261 g/mol
SMILES	eMolecules & PubChem
InChI InChI=1S/C15H13FO2/c1-10(15(17)18)12-7-8-13(14(16)9-12)11-5-3-2-4-6-11/h2-10H,1H3,(H,17,18)^Y Key:SYTBZMRGLBWNTM-UHFFFAOYSA-N^Y
Physical data
Melt. point	117 °C (243 °F)
N(what is this?) (verify)

Flurbiprofen is a member of the phenylalkanoic acid derivative family of non-steroidal anti-inflammatory drugs (NSAIDs) used to treat the inflammation and pain of arthritis.^[1] It is known by the following tradenames: Urbifen marketed by General Pharmaceuticals, Ansaid, marketed by Pfizer, Flurwood by W.Woodward and Froben, by Abbott.

Flurbiprofen is also used as an active ingredient in some kinds of throat lozenges (Strepsils Intensive).

A single enantiomer of racemic flurbiprofen, tarenflurbil [(R)-flurbiprofen)], is currently in clinical trials for the treatment of metastatic prostate cancer.

[edit] References

^ "Medical Dictionary, Houghton Mifflin Company". retrieved July 21, 2010. http://medical-dictionary.thefreedictionary.com/flurbiprofen.

Anti-inflammatory products (M01A)

Pyrazolidine/Butylpyrazolidines

Ampyrone • Clofezone • Kebuzone • Metamizole • Mofebutazone • Oxyphenbutazone • Phenazone • Phenylbutazone • Sulfinpyrazone • Feprazone •

Acetic acid derivatives
and related substances

Aceclofenac • Acemetacin • Alclofenac • Bromfenac • Bumadizone • Bufexamac • Diclofenac • Difenpiramide • Etodolac • Fentiazac • Indometacin • Ketorolac • Lonazolac • Oxametacin • Proglumetacin • Sulindac • Tolmetin • Zomepirac • Amfenac

Oxicams

Ampiroxicam • Droxicam • Lornoxicam • Meloxicam • Piroxicam • Tenoxicam

Propionic acid derivatives

Alminoprofen • Benoxaprofen • Dexibuprofen • Dexketoprofen • Fenbufen • Fenoprofen • Flunoxaprofen • Flurbiprofen • Ibuprofen • Ibuproxam • Indoprofen • Ketoprofen • Naproxen • Oxaprozin • Pirprofen • Suprofen • Tiaprofenic acid

Fenamates

Flufenamic acid • Meclofenamic acid • Mefenamic acid • Tolfenamic acid • Niflumic acid • Morniflumate • Azapropazone •

Coxibs

Celecoxib • Etoricoxib • Lumiracoxib • Parecoxib • Rofecoxib • Valdecoxib

Other

Nabumetone • Glucosamine • Benzydamine • Glycosaminoglycan • Magnesium salicylate • Proquazone • Superoxide dismutase/Orgotein • Nimesulide • Diacerein • Tenidap • Oxaceprol • Chondroitin sulfate

M: MUS, DF+DRCT

anat (h/n, u, t/d, a/p, l)/phys/devp/hist

noco(m, s, c)/cong(d)/tumr, sysi/epon, injr

proc, drug (M1A/3)

v d e Non-steroidal anti-inflammatory drug (NSAID) products (primarily M01A and M02A, also N02BA)

Salicylates	Aspirin (acetylsalicylic acid) • Aloxiprin • Benorylate • Diflunisal • Ethenzamide • Magnesium salicylate • Methyl salicylate • Salsalate • Salicin • Salicylamide • Sodium salicylate

Arylalkanoic acids	Diclofenac • Aceclofenac • Acemetacin • Alclofenac • Bromfenac • Etodolac • Indometacin • Indometacin farnesil • Nabumetone • Oxametacin • Proglumetacin • Sulindac • Tolmetin

2-Arylpropionic acids (profens)	Ibuprofen • Alminoprofen • Benoxaprofen • Carprofen • Dexibuprofen • Dexketoprofen • Fenbufen • Fenoprofen • Flunoxaprofen • Flurbiprofen • Ibuproxam • Indoprofen^† • Ketoprofen • Ketorolac • Loxoprofen • Miroprofen • Naproxen • Oxaprozin • Pirprofen • Suprofen • Tarenflurbil • Tiaprofenic acid

N-Arylanthranilic acids (fenamic acids)	Mefenamic acid • Flufenamic acid • Meclofenamic acid • Tolfenamic acid

Pyrazolidine derivatives	Phenylbutazone • Ampyrone • Azapropazone • Clofezone • Kebuzone • Metamizole • Mofebutazone • Oxyphenbutazone • Phenazone • Sulfinpyrazone

Oxicams	Piroxicam • Droxicam • Lornoxicam • Meloxicam • Tenoxicam • Ampiroxicam

COX -2 inhibitors	Celecoxib • Deracoxib^‡ • Etoricoxib • Firocoxib^‡ • Lumiracoxib^† • Parecoxib • Rofecoxib^† • Valdecoxib^†

Sulfonanilides	Nimesulide

Topically used products	Bendazac • Diclofenac • Etofenamate • Felbinac • Flurbiprofen • Ibuprofen • Indometacin • Ketoprofen • Naproxen • Piroxicam • Suprofen

COX-inhibiting nitric oxide donators	Naproxcinod

Others	Fluproquazone

Items listed in bold indicate initially developed compounds of specific groups. ^†Withdrawn drugs. ^‡Veterinary use medications.

Topical products for joint and muscular pain (M02)

Anti-inflammatory preparations,
non-steroids

Butylpyrazolidines	Phenylbutazone • Mofebutazone • Clofezone • Oxyphenbutazone

Acetic acid derivatives	Tolmetin • Diclofenac • Fentiazac

Other	Benzydamine • Etofenamate • Piroxicam • Felbinac • Bufexamac • Ketoprofen • Bendazac • Naproxen • Ibuprofen • Feprazone • Niflumic acid • Meclofenamic acid • Flurbiprofen • Suxibuzone • Indometacin • Nifenazone

Capsaicin derivatives

Zucapsaicin

Other

Tolazoline • Dimethyl sulfoxide • Idrocilamide

Analgesics (N02A, N02B)

Opioids
See also: Opioids template

Opium & alkaloids thereof	Codeine^# • Morphine^# • Opium • Laudanum • Paregoric

Semi-synthetic opium derivatives	Acetyldihydrocodeine • Benzylmorphine • Buprenorphine • Desomorphine • Dihydrocodeine • Dihydromorphine • Ethylmorphine • Diamorphine • Hydrocodone • Hydromorphinol • Hydromorphone • Nicocodeine • Nicodicodeine • Nicomorphine • Oxycodone • Oxymorphone

Synthetic opioids	Alphaprodine • Anileridine • Butorphanol • Dextromoramide • Dextropropoxyphene • Dezocine • Fentanyl • Ketobemidone • Levorphanol • Methadone • Meptazinol • Nalbuphine • Pentazocine • Propoxyphene • Propiram • Pethidine • Phenazocine • Piminodine • Piritramide • Tapentadol • Tilidine • Tramadol

Pyrazolones

Ampyrone/Aminophenazone • Metamizole • Phenazone • Propyphenazone

Cannabinoids

Ajulemic acid • AM404 • Cannabidiol • Cannabis • Nabilone • Nabiximols • Tetrahydrocannabinol

Anilides

Paracetamol (acetaminophen)^# • Phenacetin • Propacetamol

Non-steroidal
anti-inflammatories
See also: NSAIDs template

Propionic acid class	Fenoprofen • Flurbiprofen • Ibuprofen^# • Ketoprofen • Naproxen • Oxaprozin

Oxicam class	Meloxicam • Piroxicam

Acetic acid class	Diclofenac • Indometacin • Ketorolac • Nabumetone • Sulindac • Tolmetin

COX-2 inhibitors	Celecoxib • Rofecoxib • Valdecoxib • Parecoxib • Lumiracoxib

Anthranilic acid (fenamate) class	Meclofenamate • Mefenamic acid

Salicylates	Aspirin (Acetylsalicylic acid)^# • Benorylate • Diflunisal • Ethenzamide • Magnesium salicylate • Salicin • Salicylamide • Salsalate • Trisalate • Wintergreen (Methyl salicylate)