Tiaprofenic acid

Tiaprofenic acid
Clinical data
Synonyms 5-Benzoyl-α-methyl-2-thiopheneacetic acid
AHFS/Drugs.com Micromedex Detailed Consumer Information
Pregnancy
category
  • C
Routes of
administration
oral
ATC code
Legal status
Legal status
  • UK: POM (Prescription only)
Pharmacokinetic data
Bioavailability 90%
Metabolism 10% hepatic
Elimination half-life 1.5-2.5h
Excretion 50-80% urine
Identifiers
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
ECHA InfoCard 100.046.649 Edit this at Wikidata
Chemical and physical data
Formula C14H12O3S
Molar mass 260.309
3D model (JSmol)
Chirality Racemic mixture
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Tiaprofenic acid is a nonsteroidal anti-inflammatory drug (NSAID) of the arylpropionic acid (profen) class, used to treat pain, especially arthritic pain. The typical adult dose is 300 mg twice daily. It is not recommended in children.

It is sparingly metabolised in the liver to two inactive metabolites. Most of the drug is eliminated unchanged in the urine. Renal disease impairs excretion, and it should be used with caution in renal disease.

Long-term use of tiaprofenic acid is associated with severe cystitis, roughly 100 times more commonly than other NSAIDs.[1] It is contraindicated in patients with cystitis and urinary tract infections.

The earliest reports of clinical use are from France in 1975 [2]

It is marketed under the trade names Surgam, Surgamyl and Tiaprofen, and in generic formulations. A sustained-release preparation is available. It is an isomer of Suprofen.

References

  1. Crawford MLA, Waller PC, Wood SM (1997). "Severe cystitis associated with tiaprofenic acid". British Journal of Urology. 79 (4): 578–584. doi:10.1046/j.1464-410X.1997.00094.x. PMID 9126086.
  2. Pons J, Pasturel A (1975). "[How to improve postoperative complications in stomatological, maxillofacial and plastic surgery: evaluation of tiaprofenic acid]. [French]". Revue d Odonto-Stomatologie. 4 (6): 535–7.
  • Manufacturer Data Sheet


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