Tiaprofenic acid

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Tiaprofenic acid
Tiaprofenic acid.svg
Systematic (IUPAC) name
(RS)-2-(5-benzoyl-2-thienyl)propanoic acid
Clinical data
AHFS/Drugs.com Micromedex Detailed Consumer Information
Pregnancy cat.
  • C
Legal status
  • POM
Routes oral
Pharmacokinetic data
Bioavailability 90%
Metabolism 10% hepatic
Half-life 1.5-2.5h
Excretion 50-80% urine
Identifiers
CAS number 33005-95-7 YesY
ATC code M01AE11
PubChem CID 5468
DrugBank DB01600
ChemSpider 5269 YesY
UNII 1LS1T6R34C YesY
KEGG D01325 YesY
ChEBI CHEBI:32221 YesY
ChEMBL CHEMBL365795 YesY
Synonyms 5-Benzoyl-α-methyl-2-thiopheneacetic acid
Chemical data
Formula C14H12O3S 
Mol. mass 260.309
 YesY (what is this?)  (verify)

Tiaprofenic acid is a non-steroidal 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 isomer with Suprofen.

References[edit]

  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 pages = 535-7). 

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