フルルビプロフェン
WordNet
- a nonsteroidal anti-inflammatory drug (trade name Ansaid) that is administered only orally (同)Ansaid
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2014/05/14 14:40:59」(JST)
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Flurbiprofen
|
Systematic (IUPAC) name |
(RS)-2-(2-fluorobiphenyl-4-yl)propanoic acid |
Clinical data |
Trade names |
Ansaid, Ocufen, Strepfen |
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 |
IUPHAR ligand |
4194 |
DrugBank |
DB00712 |
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 |
PDB ligand ID |
FLP (PDBe, RCSB PDB) |
Chemical data |
Formula |
C15H13FO2 |
Mol. mass |
244.261 g/mol |
SMILES
- Fc2cc(ccc2c1ccccc1)C(C(=O)O)C
|
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 as "Ansaid" marketed by Pfizer and "Froben" by Abbott.
Flurbiprofen is also used as an active ingredient in some kinds of throat lozenges (Strepsils Intensive).
A single enantiomer of 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.
Topical products for joint and muscular pain (M02)
|
|
Anti-inflammatory
preparations,
non-steroids |
Pyrazolidines
|
- Phenylbutazone
- Mofebutazone
- Clofezone
- Oxyphenbutazone
|
|
Acetic acid
derivatives
|
- Tolmetin
- Diclofenac
- Fentiazac
|
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Other
|
- Benzydamine
- Etofenamate
- Piroxicam
- Felbinac
- Bufexamac
- Ketoprofen
- Bendazac
- Naproxen
- Ibuprofen
- Feprazone
- Niflumic acid
- Meclofenamic acid
- Flurbiprofen
- Suxibuzone
- Indometacin
- Nifenazone
|
|
|
Capsaicin derivatives |
|
|
Other |
- Tolazoline
- Dimethyl sulfoxide
- Idrocilamide
|
|
Throat 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
|
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Local anesthetics |
- Benzocaine
- Cocaine
- Dyclonine
- Lidocaine
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Other |
|
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anat (n, x, l, c)/phys/devp
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noco (c, p)/cong/tumr, sysi/epon, injr
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proc, drug (R1/2/3/5/6/7)
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UpToDate Contents
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English Journal
- Separation efficiency of dual-selector systems in capillary electrophoresis.
- Müllerová L1, Dubský P2, Gaš B1.Author information 1Charles University in Prague, Faculty of Science, Department of Physical and Macromolecular Chemistry, Prague, Czech Republic.2Charles University in Prague, Faculty of Science, Department of Physical and Macromolecular Chemistry, Prague, Czech Republic. Electronic address: pavel.dubsky@natur.cuni.cz.AbstractWe introduce an easy but highly descriptive model of separation efficiency of dual-selector systems in capillary electrophoresis. The model expresses effective mobilities of analytes in dual-selector mixtures as a function of mixture composition and total concentration. The effective mobility follows the pattern familiar from single-selector systems, while complexation constant and mobility of the complex are replaced by the same but "overall" parameters and a total concentration of the mixture takes the role of a selector concentration. The overall parameters can be either calculated from the individual ones (an arbitrary mixture) or measured directly (a particular mixture). We inspected two model dual-selector systems consisting of heptakis(2,6-di-O-methyl)-β-CD and β-CD and of heptakis(2,6-di-O-methyl)-β-CD and 6-O-α-maltosyl-β-CD, and ibuprofen and flurbiprofen as model analytes (pH 8.2, non-enantioselective separation). Adopting any optimization strategy typically used in single-selector systems and finding an optimal mixture composition and total concentration is perhaps the prime benefit of the model. We demonstrate this approach on the selectivity parameter and show that the model is precise enough to be used in analytical practice. It also results that an electromigration order (reversal) of analytes can exhibit a rather curious dependency on the mixture composition and concentration. Last, the model can be used for better understanding of separation principles in dual-selector systems in general.
- Journal of chromatography. A.J Chromatogr A.2014 Feb 21;1330:82-8. doi: 10.1016/j.chroma.2014.01.006. Epub 2014 Jan 13.
- We introduce an easy but highly descriptive model of separation efficiency of dual-selector systems in capillary electrophoresis. The model expresses effective mobilities of analytes in dual-selector mixtures as a function of mixture composition and total concentration. The effective mobility follow
- PMID 24462466
- Development of flurbiprofen-loaded nanoparticles with a narrow size distribution using sucrose.
- Oh DH, Yan YD, Kim DW, Kim JO, Yong CS, Choi HG.Author information College of Pharmacy, Yeungnam University , Dae-Dong, Gyongsan , South Korea .AbstractAbstract Objective: A novel flurbiprofen-loaded nanoemulsion which gave uniform emulsion droplets with a narrow size distribution was previously reported to be prepared using membrane emulsification method. The purpose of this study is to develop a novel flurbiprofen-loaded nanoparticle with a narrow size distribution and improved bioavailability. Method: The nanoparticle was prepared by solidifying nanoemulsion using sucrose as a carrier via spray drying method. Its physicochemical properties were investigated using SEM, DSC and PXRD. Furthermore, dissolution and bioavailability in rats were evaluated compared to a flurbiprofen-loaded commercial product. Results: The flurbiprofen-loaded nanoparticles with flurbiprofen/sucrose/surfactant mixture (1/20/2, weight ratio) gave good solidification and no stickiness. They associated with about 70 000-fold improved drug solubility and had a mean size of about 300 nm with a narrow size distribution. Flurbiprofen was present in a changed amorphous state in these nanoparticles. Moreover, the nanoparticles gave significantly shorter Tmax, and higher AUC and Cmax of the drug compared to the commercial product (p < 0.05). In particular, they showed about nine-fold higher AUC of the drug than did the commercial product Conclusion: These flurbiprofen-loaded nanoparticles prepared with sucrose by the membrane emulsification and spray drying method would be a potential candidate for orally delivering poorly water-soluble flurbiprofen with enhanced bioavailability.
- Drug development and industrial pharmacy.Drug Dev Ind Pharm.2014 Feb;40(2):172-7. doi: 10.3109/03639045.2012.752501. Epub 2013 Apr 19.
- Abstract Objective: A novel flurbiprofen-loaded nanoemulsion which gave uniform emulsion droplets with a narrow size distribution was previously reported to be prepared using membrane emulsification method. The purpose of this study is to develop a novel flurbiprofen-loaded nanoparticle with a narro
- PMID 23600652
- Onset of action of a lozenge containing flurbiprofen 8.75mg: A randomized, double-blind, placebo-controlled trial with a new method for measuring onset of analgesic activity.
- Schachtel B1, Aspley S2, Shephard A2, Shea T2, Smith G2, Sanner K3, Savino L3, Rezuke J3, Schachtel E3.Author information 1Department of Epidemiology and Public Health, Yale University School of Medicine, New Haven, CT, USA; Schachtel Research Company, Jupiter, FL, USA. Electronic address: bschachtel@SRCresearch.net.2Reckitt Benckiser Healthcare International Ltd, Hull, UK.3Schachtel Research Company, Jupiter, FL, USA.AbstractA new onset-of-action model was utilized to distinguish the pharmacologic activity of flurbiprofen 8.75mg delivered in a lozenge from the demulcent effect of the lozenge base. In a randomized, double-blind, placebo-controlled trial, patients with sore throat rated pain on a Sore Throat Pain Intensity Scale before taking one flurbiprofen or placebo lozenge and at frequent (2-minute) intervals over the first hour after treatment. Further ratings of the Sore Throat Pain Intensity Scale and other patient-reported outcomes (difficulty swallowing, swollen throat, pain relief) were obtained at varying intervals over 6hours. Onset of pharmacologic activity was defined as the median time of first perceived pain reduction if a patient reported clinically meaningful (at least moderate) relief. The conventional method of comparing mean treatment responses at each time point was also implemented. Demulcent action was detected at the first 2-minute assessment. By the new method, 102 flurbiprofen-treated patients were identified as first perceiving pain relief at 12minutes, compared with >120minutes by 102 patients using placebo (P<0.001). By the conventional method, mean percentage pain reduction for flurbiprofen 8.75mg was first significantly differentiated from placebo at 26minutes (P<0.05). Efficacy of flurbiprofen lozenge was demonstrated for 3.5-4hours on the 4 patient-reported outcomes (all P<0.05 compared with placebo). There were no serious adverse events. This patient-centered onset-of-action model identifies the initiation of pain relief in patients who are definite drug responders, here demonstrating that a flurbiprofen 8.75-mg lozenge provides early relief of sore throat.
- Pain.Pain.2014 Feb;155(2):422-8. doi: 10.1016/j.pain.2013.11.001. Epub 2013 Nov 12.
- A new onset-of-action model was utilized to distinguish the pharmacologic activity of flurbiprofen 8.75mg delivered in a lozenge from the demulcent effect of the lozenge base. In a randomized, double-blind, placebo-controlled trial, patients with sore throat rated pain on a Sore Throat Pain Intensit
- PMID 24231654
Japanese Journal
- 腸間膜牽引症候群に対するフルルビプロフェンアキセチルの発症予防効果
- Particle Condition Change in Emulsion Admixture Evaluated by in Situ Flow Particle Imaging Analysis
- Ohkawa Tomoyo,Uchino Tomonobu,Sasakura Daisuke [他],Miyazaki Yasunori,Kagawa Yoshiyuki
- Chemical and Pharmaceutical Bulletin 61(3), 333-339, 2013
- … Ropion® intravenous (flurbiprofen axetil: Ropion®) served as the model emulsion formulation. … The effect of storage on pH change and the chemical stability of flurbiprofen axetil were also investigated. … however, these values were dramatically increased beyond 6 h in the Ropion®/Primperan®/NS system, corresponding to a decrease in measured pH. The decomposition of flurbiprofen axetil due to incompatibility was not observed in all systems. …
- NAID 130003360742
- Statistical modeling, optimization and characterization of spray-dried solid self-microemulsifying drug delivery system using design of experiments
- Marasini Nirmal,Tran Tuan Hiep,Poudel Bijay Kumar [他],Choi Han-Gon,Yong Chul Soon,Kim Jong Oh
- Chemical and Pharmaceutical Bulletin 61(2), 184-193, 2013
- … Flurbiprofen-loaded liquid-SMEDDS was dispersed in dextran and spray-dried. … Furthermore, optimized parameters resulted a highly crystalline flurbiprofen changed to an amorphous form. …
- NAID 130003360726
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