Tiaprofenic acid

Tiaprofenic acid

Systematic (IUPAC) name
(RS)-2-(5-benzoyl-2-thienyl)propanoic acid
Clinical data
AHFS/Drugs.com	Micromedex Detailed Consumer Information
Pregnancy category	C
Legal status	POM
Routes of administration	oral
Pharmacokinetic data
Bioavailability	90%
Metabolism	10% hepatic
Half-life	1.5-2.5h
Excretion	50-80% urine
Identifiers
CAS Registry Number	33005-95-7 Y
ATC code	M01AE11
PubChem	CID 5468
DrugBank	DB01600 Y
ChemSpider	5269 Y
UNII	1LS1T6R34C Y
KEGG	D01325 Y
ChEBI	CHEBI:32221 Y
ChEMBL	CHEMBL365795 Y
Synonyms	5-Benzoyl-α-methyl-2-thiopheneacetic acid
Chemical data
Formula	C14H12O3S
Molecular mass	260.309
SMILES O=C(c1sc(cc1)C(C(=O)O)C)c2ccccc2
InChI InChI=1S/C14H12O3S/c1-9(14(16)17)11-7-8-12(18-11)13(15)10-5-3-2-4-6-10/h2-9H,1H3,(H,16,17)  Y Key:GUHPRPJDBZHYCJ-UHFFFAOYSA-N  Y
Y (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

External links

• Manufacturer Data Sheet