Flurbiprofen

Flurbiprofen: 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

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)

Y(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.

References

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

v · d · eAnti-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 · eNon-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.

v · d · eTopical 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

v · d · eAnalgesics (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)

Atypical, adjuvant and potentiators,
Metabolic agents and miscellaneous
Amitryptiline • Befiradol • Bicifadine • Carisoprodol • Camphor • Cimetidine • Clonidine • Chlorzoxazone • Cyclobenzaprine • Duloxetine • Esreboxetine • Flupirtine • Gabapentin • Glafenine • Hydroxyzine • Ketamine • Menthol • Mephenoxalone • Methocarbamol • Nefopam • Orphenadrine • Pregabalin • Proglumide • Scopolamine • Tebanicline • Trazodone • Gabapentin enacarbil • Ziconotide

^#WHO-EM. ^‡Withdrawn from market. Clinical trials: ^†Phase III. ^§Never to phase III

M: CNS

anat(n/s/m/p/4/e/b/d/c/a/f/l/g)/phys/devp

noco(m/d/e/h/v/s)/cong/tumr, sysi/epon, injr

proc, drug(N1A/2AB/C/3/4/7A/B/C/D)

v · d · eThroat preparations (R02)

Antiseptics
Acriflavinium chloride • Ambazone • Benzalkonium • Benzethonium • Cetrimonium (bromide/chloride) • Cetylpyridinium • Chlorhexidine • Chlorquinaldol • Dequalinium • Dichlorobenzyl alcohol • Hexamidine • Hexylresorcinol • Myristyl-benzalkonium • Oxyquinoline • Phenol • Povidone-iodine

Antibiotics
Bacitracin • Fusafungine • Gramicidin • Neomycin • Tyrothricin

Local anesthetics
Benzocaine • Cocaine • Dyclonine • Lidocaine

Other
Flurbiprofen

M: RES

anat(n, x, l, c)/phys/devp

noco(c, p)/cong/tumr, sysi/epon, injr

proc, drug(R1/2/3/5/6/7)

This drug article relating to the respiratory system is a stub. You can help Wikipedia by expanding it.v · This drug article relating to the musculoskeletal system is a stub. You can help Wikipedia by expanding it.v · This analgesic-related article is a stub. You can help Wikipedia by expanding it.

Academic Dictionaries and Encyclopedias

Flurbiprofen

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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
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)
Y(what is this?) (verify)

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Wikipedia

Flurbiprofen

References

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