Fenoprofen

Fenoprofen

Systematic (IUPAC) name
2-(3-phenoxyphenyl)propanoic acid
Clinical data
AHFS/Drugs.com	monograph
MedlinePlus	a681026
Pregnancy category	US: D (Evidence of risk) C
Legal status	UK: POM (Prescription only) US: ℞-only
Routes of administration	Oral
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
Molecular mass	242.26986 g/mol
SMILES O=C(O)C(c2cc(Oc1ccccc1)ccc2)C
InChI 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 Key:RDJGLLICXDHJDY-UHFFFAOYSA-N Y
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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.

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)

External links

• Fenoprofen info from Drugs.com