フェノプロフェン
- 関
- fenoprofen calcium
WordNet
- a nonsteroidal anti-inflammatory drug (trade name Nalfon) used in the treatment of arthritis and other painful inflammatory disorders (同)fenoprofen_calcium, Nalfon
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2016/08/23 13:36:09」(JST)
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Fenoprofen
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|
Systematic (IUPAC) name |
2-(3-phenoxyphenyl)propanoic acid
|
Clinical data |
AHFS/Drugs.com |
Monograph |
MedlinePlus |
a681026 |
Pregnancy
category |
|
Routes of
administration |
Oral |
Legal status |
Legal status |
- UK: POM (Prescription only)
- US: ℞-only
|
Pharmacokinetic data |
Metabolism |
Major urinary metabolites are fenoprofen glucuronide and 4′-hydroxyfenoprofen glucuronide. |
Biological half-life |
3 hours |
Excretion |
Renal (~90%) |
Identifiers |
CAS Number |
29679-58-1 Y |
ATC code |
M01AE04 (WHO) |
PubChem |
CID 3342 |
IUPHAR/BPS |
4820 |
DrugBank |
DB00573 Y |
ChemSpider |
3225 Y |
UNII |
RA33EAC7KY Y |
KEGG |
D02350 Y |
ChEBI |
CHEBI:5004 Y |
ChEMBL |
CHEMBL1297 Y |
Chemical data |
Formula |
C15H14O3 |
Molar mass |
242.26986 g/mol |
SMILES
-
O=C(O)C(c2cc(Oc1ccccc1)ccc2)C
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InChI
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InChI=1S/C15H14O3/c1-11(15(16)17)12-6-5-9-14(10-12)18-13-7-3-2-4-8-13/h2-11H,1H3,(H,16,17) Y
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Key:RDJGLLICXDHJDY-UHFFFAOYSA-N Y
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(verify) |
Fenoprofen is a non-steroidal anti-inflammatory drug. Fenoprofen calcium is used for symptomatic relief for rheumatoid arthritis, osteoarthritis, and mild to moderate pain. Fenoprofen is marketed in the USA as Nalfon.
As of 2015 the cost for a typical month of medication in the United States is 50 to 100 USD.[1]
Contents
- 1 Pharmacology
- 2 Contraindications
- 3 Drug interactions
- 4 Laboratory test interactions
- 5 Brand names
- 6 References
- 7 External links
Pharmacology
Decreases inflammation, pain, and fever, probably through inhibition of cyclooxygenase activity and prostaglandin synthesis.
Contraindications
History of significantly impaired renal function; patients with known hypersensitivity to any component of the product; patients who have experienced asthma, urticaria, or allergic-type reactions after taking aspirin or other NSAIDs; treatment of perioperative pain in the setting of coronary artery bypass graft (CABG) surgery.
Drug interactions
- Aminoglycosides (e.g. gentamicin): Plasma aminoglycoside levels may be elevated.
- Angiotensin-converting enzyme (ACE) inhibitors: Antihypertensive effect of ACE inhibitors may be diminished.
- Anticoagulants: Coadministration may prolong prothrombin time.
- Aspirin: Fenoprofen Cl may be increased; coadministration is not recommended.
- Diuretics: Patients treated with fenoprofen may be resistant to the effects of loop diuretics and thiazides.
- Hydantoins, sulfonamides, sulfonylureas: Fenoprofen may displace these drugs from their binding site.
- Lithium: Renal Cl of lithium may be reduced and plasma levels may be elevated, which may increase the risk of lithium toxicity.
- Methotrexate: May increase methotrexate levels.
- Phenobarbital: May decrease fenoprofen t ½ . Dosage adjustments of fenoprofen may be required if phenobarbital is added or withdrawn.
- SSRIs (e.g. fluoxetine, citalopram): The risk of GI effects may be increased.
Laboratory test interactions
False elevation in free and total serum T 3 as measured by Amerlex-M kit.
Brand names
- UK - Fenopron (Typharm Limited)
References
- ^ Hamilton, Richart (2015). Tarascon Pocket Pharmacopoeia 2015 Deluxe Lab-Coat Edition. Jones & Bartlett Learning. p. 8X. ISBN 9781284057560.
External links
- Fenoprofen info from Drugs.com
Prostanoid signaling
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Receptor
(ligands) |
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Enzyme
(inhibitors) |
COX (PTGS) |
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PGD2 synthase |
- Retinoids
- Selenium (selenium tetrachloride, sodium selenite, selenium disulfide)
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PGE synthase |
HQL-79
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PGF synthase |
Bimatoprost
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PGI2 synthase |
Tranylcypromine
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TXA synthase |
- Camonagrel
- Dazmegrel
- Dazoxiben
- Furegrelate
- Isbogrel
- Midazogrel
- Nafagrel
- Nicogrelate
- Ozagrel
- Picotamide
- Pirmagrel
- Ridogrel
- Rolafagrel
- Samixogrel
- Terbogrel
- U63557A
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|
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Others |
- Precursors: Linoleic acid
- γ-Linolenic acid (gamolenic acid)
- Dihomo-γ-linolenic acid
- Diacylglycerol
- Arachidonic acid
- Prostaglandin G2
- Prostaglandin H2
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|
See also: Leukotrienergics
|
UpToDate Contents
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English Journal
- Separation and On-line Preconcentration of Nonsteroidal Anti-inflammatory Drugs by Microemulsion Electrokinetic Chromatography.
- Chang CW1, Chen YC1, Liu CY1.
- Electrophoresis.Electrophoresis.2015 Aug 8. doi: 10.1002/elps.201500160. [Epub ahead of print]
- The MEEKC separation and on-line preconcentration of nonsteroidal anti- inflammatory drugs (NSAIDs) were investigated. In this work, two microemulsion (ME) systems were employed. Complete separation could be achieved at a pH of 5.5 with octane as the oil phase (ME I). The LODs for the determination
- PMID 26257197
- Albumin Supplement Affects the Metabolism and Metabolism-Related Drug-Drug Interaction of Fenoprofen Enantiomers.
- Wang N1, Wang F2, Meng Y1, Yang GH1, Chen JW1, Wang JX3.
- Chirality.Chirality.2015 Jul;27(7):436-40. doi: 10.1002/chir.22462. Epub 2015 Jun 3.
- The influence of albumin towards the metabolism behavior of fenoprofen enantiomers and relevant drug-drug interaction was investigated in the present study. The metabolic behavior of fenoprofen enantiomers was compared in a phase II metabolic incubation system with and without bovine serum albumin (
- PMID 26037509
- Combined use of L-Alanine Tert Butyl Ester Lactate and Trimethyl-β-Cyclodextrin for the enantiomeric separations of 2-arylpropionic acids non-steroidal anti-inflammatory drugs.
- Mavroudi MC1, Kapnissi-Christodoulou CP1.
- Electrophoresis.Electrophoresis.2015 Jun 17. doi: 10.1002/elps.201500143. [Epub ahead of print]
- In this study, a new CE method, employing a binary system of trimethyl-β-CD (TM-β-CD) and a chiral amino acid ester-based ionic liquid (AAIL), was developed for the chiral separation of seven 2-arylpropionic acid non-steroidal anti-inflammatory drugs (NSAIDs). In particular, the enantioseparation
- PMID 26080944
Japanese Journal
- 不斉エステル化反応によるキラルな非ステロイド性抗炎症剤(NSAIDs)の新規供給法の開発
- Biodegradation Characteristics of Pharmaceutical Substances by Whole Fungal Culture Trametes versicolor and its Laccase
- Automated Analysis of Non-steroidal Anti-inflammatory Drugs in Environmental Water by On-line In-tube Solid-phase Microextraction Coupled with Liquid Chromatography-Tandem Mass Spectrometry
- 環境化学 : journal of environmental chemistry 18(4), 511-520, 2008-12-16
- NAID 10023990940
Related Links
- Fenoprofen comes as a capsule and a tablet to take by mouth. It is usually taken with a full glass of water three or four times a day for arthritis or every 4 to 6 hours as needed for pain. Fenoprofen can be taken with meals ...
- Fenoprofen official prescribing information for healthcare professionals. Includes: indications, dosage, adverse reactions, pharmacology and more. ... CONTRAINDICATIONS Fenoprofen calcium tablets are contraindicated in patients ...
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