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10-SEPTEMBER-2008 16:47:15 - Flufenamic acid This article may require cleanup to meet 's quality standards. Please improve this article if you can. June 2008 Flufenamic acid Systematic IUPAC name 2- 3-trifluoromethylphenylaminobenzoic acid Identifiers CAS number 530-78-9 ATC code M01AG03 PubChem 3371 Chemical data Formula C14H10F3NO2 Mol. mass 281.22991 g/mol Pharmacokinetic data Bioavailability ? Metabolism ? Half life ? Excretion ? Therapeutic considerations Pregnancy cat. ? Legal status Routes ? Flufenamic acid is a non-steroidal anti-inflammatory drug. Proprietary names.Achless; Ansatin; Arlef; Dignodolin; Fullsafe; Meralen; Paraflu; Parlef; Rheuma Lindofluid; Sastridex; Surika; Tecramine. 2-3-Trifluoromethylphenylaminobenzoic acid C14H10F3NO2=281.2 CAS-530-78-9 A pale yellow crystalline powder. M.p. 124° to 125°, with resolidification and remelting at 134° to 136°. Practically insoluble in water; soluble 1 in 4 of ethanol, 1 in 7 of chloroform and 1 in 3 of ether. Dissociation Constant.pKa3.9. Partition Coefficient.Log Poctanol/water, 5.2. Thin-layer Chromatography.System TA-Rf 96; system TE-Rf 18; system TG-Rf 37; system TAE-Rf 84; system TAJ-Rf 55; system TAK-Rf 78; system TAL-Rf 95. Chromic acid solution, blue. Gas Chromatography.System GA-RI 1950; system GD-RRT of methyl derivative 1.26 relative to n-C16H34; system GL-flufenamic acid-Me RI 1875, M OH--Me2 RI 2115. High Performance Liquid Chromatography.System HD-k 19.7; system HV-RRT 1.00 relative to meclofenamic acid; system HX-RI 671; system HY-RI 667. Ultraviolet Spectrum.Methanol-288 nm A11=593a, 339 nm. Infra-red Spectrum.Principal peaks at wavenumbers 1115, 1176, 1653, 1284, 1265, 1600 cm-1 KBr disk. Five polymorphic forms occur. Mass Spectrum.Principal ions at m/z 263, 281, 166, 92, 145, 167, 235, 139; flufenamic acid-Me m/z 263, 295, 235, 166, 264, 92; M OH--Me2m/z 325, 293, 278, 250, 223, 202. Quantification High performance liquid chromatography.In plasma: flufenamic acid and mefenamic acid, limit of detection 1 mg/L, UV detection-C. K. Lin et al., J. Pharm. Sci., 1980, 69, 95-97. In urine: flufenamic acid, mefenamic acid and tolfenamic acid, limit of detection for flufenamic acid about 3.5 ng, UV detection-E. Mikami et al., J.Chromatogr. B. Biomed. Sci. Appl., 2000, 744, 81-89. Disposition in the Body.Readily absorbed after oral administration. Metabolised by hydroxylation and glucuronic acid conjugation. About 50% of a dose is excreted in the urine in 72 h and about 36% is eliminated in the faeces. The material excreted in the urine consists mainly of conjugated flufenamic acid and free and conjugated 4'-hydroxyflufenamic acid with smaller amounts of the 5'-hydroxy and dihydroxy derivatives. Therapeutic concentration Following oral administration of 200 mg three times daily for 4 days to 10 subjects, plasma concentrations of 0.3 to 17 mg/L mean 6.4 were reported 2 h after the morning dose R. A. Buchanan et al., Curr. Ther. Res., 1969, 11, 533-538. Half-life.Plasma half-life, about 3 h. Protein binding.In plasma, extensively bound. Dose.400 to 600 mg daily. Tablets This pharmacology-related article is a stub. v d e Anti-inflammatory and antirheumatic products M01 Anti-inflammatory and antirheumatic products, non-steroids See also: NSAIDs Pyrazolidine/Butylpyrazolidines: · Ampyrone · Clofezone · Kebuzone · Metamizole · Mofebutazone · Oxyphenbutazone · Phenazone · Phenylbutazone · Sulfinpyrazone · Acetic acid derivatives and related substances: · Aceclofenac · Acemetacin · Alclofenac · Bromfenac · Bumadizone · Bufexamac · Diclofenac · Difenpiramide · Etodolac · Fentiazac · Indometacin · Ketorolac · Lonazolac · Oxametacin · Proglumetacin · Sulindac · Tolmetin · Zomepirac · 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 · Coxibs: · Celecoxib · Etoricoxib · Lumiracoxib · Parecoxib · Rofecoxib · Valdecoxib · other anti-inflammatory and antirheumatic agents, non-steroids: · Nabumetone · Niflumic acid · Azapropazone · Glucosamine · Benzydamine · Glycosaminoglycan · Magnesium salicylate · Proquazone · Superoxide dismutase/Orgotein · Nimesulide · Feprazone · Diacerein · Morniflumate · Tenidap · Oxaceprol · Chondroitin sulfate · Specific antirheumatic agents Quinolines: · Oxycinchophen · Gold preparations: · Sodium aurothiomalate · Sodium aurothiosulfate · Auranofin · Aurothioglucose · Aurotioprol · Penicillamine/Bucillamine 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† Sulphonanilides Nimesulide Topically used products Bendazac · Diclofenac · Etofenamate · Felbinac · Flurbiprofen · Ibuprofen · Indometacin · Ketoprofen · Naproxen · Piroxicam · Suprofen Others Fluproquazone · COX-inhibiting nitric oxide donator Items listed in bold indicate initially developed compounds of specific groups. †Withdrawn drugs. ‡Veterinary use medications. Retrieved from http://en..org/wiki/Flufenamic_acid Categories: Pharmacology stubs | Benzoic acids | Aromatic aminesHidden categories: Cleanup from June 2008 | All pages needing cleanup Views Article Discussion this page History Personal tools Log in / create account Navigation Main page Contents Featured content Current events Random article Search Go Search Interaction Community portal Recent changes Contact Donate to Help Toolbox What links here Related changes Upload file Special pages Printable version Permanent link Cite this page Languages Türkçe This page was last modified on 9 June 2008, at 18:26
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