Details
Stereochemistry | ACHIRAL |
Molecular Formula | C16H14O3 |
Molecular Weight | 254.2806 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
OC(=O)CCC(=O)C1=CC=C(C=C1)C2=CC=CC=C2
InChI
InChIKey=ZPAKPRAICRBAOD-UHFFFAOYSA-N
InChI=1S/C16H14O3/c17-15(10-11-16(18)19)14-8-6-13(7-9-14)12-4-2-1-3-5-12/h1-9H,10-11H2,(H,18,19)
DescriptionSources: www.ncbi.nlm.nih.gov/pubmed/6356910Curator's Comment: description was created based on several sources, including, http://scialert.net/fulltext/?doi=ajb.2007.50.57
Sources: www.ncbi.nlm.nih.gov/pubmed/6356910
Curator's Comment: description was created based on several sources, including, http://scialert.net/fulltext/?doi=ajb.2007.50.57
Fenbufen is a nonsteroidal anti-inflammatory drug, developed for the treatment of symptoms associated with such disease as rheumatoid arthritis. Fenbufen acts through its active metabolite, 4-biphenylacetic acid which is a potent inhibitor of COX1 and COX2 enzymes. Fenbufen was found to cause skin rash and liver toxicity and was withdrawn from the market.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: P23219|||Q5T7T7 Gene ID: 5742.0 Gene Symbol: PTGS1 Target Organism: Homo sapiens (Human) Sources: http://www.ncbi.nlm.nih.gov/pubmed/6356910 |
3.9 µM [IC50] | ||
Target ID: P35354 Gene ID: 5743.0 Gene Symbol: PTGS2 Target Organism: Homo sapiens (Human) Sources: http://www.ncbi.nlm.nih.gov/pubmed/6356910 |
8.1 µM [IC50] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Palliative | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
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Aplastic anaemia associated with a non-steroidal anti-inflammatory drug: relapse after exposure to another such drug. | 1990 Jul 7 |
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Assessment of temafloxacin neurotoxicity in rodents. | 1991 Dec 30 |
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Hippocampus and frontal cortex are the potential mediatory sites for convulsions induced by new quinolones and non-steroidal anti-inflammatory drugs. | 1991 Jun |
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Interaction of the new quinolone antibacterial agent levofloxacin with fenbufen in mice. | 1992 Mar |
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[Effects of drugs on the convulsions induced by the combination of a new quinolone antimicrobial, enoxacin, and a nonsteroidal anti-inflammatory drug, fenbufen, in mice]. | 1992 Oct |
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Circadian variation in enoxacin-induced convulsions in mice coadministered with fenbufen. | 1997 Feb |
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Role of nitric oxide in the convulsions following the coadministration of enoxacin with fenbufen in mice. | 1998 Apr |
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Determination of nonsteroidal anti-inflammatory drugs in biological fluids by automatic on-line integration of solid-phase extraction and capillary electrophoresis. | 2001 Feb |
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Screening procedure for detection of non-steroidal anti-inflammatory drugs and their metabolites in urine as part of a systematic toxicological analysis procedure for acidic drugs and poisons by gas chromatography-mass spectrometry after extractive methylation. | 2001 May-Jun |
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[Surveillance on concurrent administration of quinolones and anti-inflammatory drugs in a community hospital]. | 2003 Aug |
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Pharmacological evaluation of garenoxacin, a novel des-F(6)-quinolone antimicrobial agent: effects on the central nervous system. | 2003 Feb |
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Risk of cancer in a large cohort of nonaspirin NSAID users: a population-based study. | 2003 Jun 2 |
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The stereospecificity of flobufen metabolism in isolated guinea pig hepatocytes. | 2003 Jun 5 |
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Practical synthesis of fenbufen ethanolamide. | 2004 Oct |
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1H-NMR study of the inclusion processes for alpha- and gamma-cyclodextrin with fenbufen. | 2005 Apr 15 |
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In-tube solid phase microextraction using a beta-cyclodextrin coated capillary coupled to high performance liquid chromatography for determination of non-steroidal anti-inflammatory drugs in urine samples. | 2005 Jan 15 |
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Applications of derivative UV spectrophotometry for the determinations of fenbufen and ketoprofen in pharmaceutical preparations. | 2005 May-Jun |
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Long-term use of non-steroidal anti-inflammatory drugs and the risk of myocardial infarction in the general population. | 2005 Nov 29 |
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Changes in brain interleukin-1beta following the coadministration of norfloxacin with biphenylacetic acid in rats. | 2006 Aug 14 |
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Anti-inflammatory and immune therapy for Alzheimer's disease: current status and future directions. | 2007 Dec |
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6-aryl-4-oxohexanoic acids: synthesis, effects on eicosanoid biosynthesis, and anti-inflammatory in vivo-activities. | 2007 Sep |
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Ionic liquid-based dynamic liquid-phase microextraction: application to the determination of anti-inflammatory drugs in urine samples. | 2008 Aug 15 |
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Combination of solid-phase extraction and large-volume stacking with polarity switching in micellar electrokinetic capillary chromatography for the determination of traces of nonsteroidal anti-inflammatory drugs in saliva. | 2008 Jul |
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Thermodynamic studies of Fenbufen, Diflunisal, and Flurbiprofen: sublimation, solution and solvation of biphenyl substituted drugs. | 2008 Jun 5 |
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A seizure attributed to ofloxacine in a woman undergoing detoxification for alcohol dependence. | 2009 |
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Effects of nonsteroidal anti-inflammatory drugs on the expression and function of P-glycoprotein/MDR1 in Caco-2 cells. | 2009 |
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Phenylacetic acids and the structurally related non-steroidal anti-inflammatory drug diclofenac bind to specific gamma-hydroxybutyric acid sites in rat brain. | 2009 Apr |
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Combining a solution-phase derived library with in-situ cellular bioassay: prompt screening of amide-forming minilibraries using MTT assay. | 2009 Jul |
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Photoreactivity of biologically active compounds. XIX: excited states and free radicals from the antimalarial drug primaquine. | 2009 Mar 3 |
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In vitro genotoxic assessment of xenobiotic diacylglycerols in an in vitro micronucleus assay. | 2009 May |
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Differences in the interaction between aryl propionic acid derivatives and poly(vinylpyrrolidone) K30: A multi-methodological approach. | 2009 Nov |
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Single dose oral fenbufen for acute postoperative pain in adults. | 2009 Oct 7 |
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Fenbufen based 3-[5-(substituted aryl)-1,3,4-oxadiazol-2-yl]-1-(biphenyl-4-yl)propan-1-ones as safer antiinflammatory and analgesic agents. | 2009 Sep |
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Risk of Upper Gastrointestinal Bleeding in a Cohort of New Users of Low-Dose ASA for Secondary Prevention of Cardiovascular Outcomes. | 2010 |
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Inclusion and release of fenbufen in mesoporous silica. | 2010 Aug |
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Development of a list of potentially inappropriate drugs for the korean elderly using the delphi method. | 2010 Dec |
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Synthesis and structure-activity relationships of fenbufen amide analogs. | 2010 Dec 2 |
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Bismuth(III) complexes derived from non-steroidal anti-inflammatory drugs and their activity against Helicobacter pylori. | 2010 Mar 21 |
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Influence of relative humidity on the interaction between different aryl propionic acid derivatives and poly(vinylpyrrolydone) K30: evaluation of the effect on drug bioavailability. | 2010 Oct 15 |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: http://www.drugfuture.com/mt/fenbufen.pdf
900 mg daily
Route of Administration:
Oral
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C257
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ACTIVE MOIETY