Piroxicam

Piroxicam
Clinical data
Pronunciation	/paɪˈrɒksɪˌkæm/
Trade names	Feldene, others
Other names	Piroksikam, piroxikam
AHFS/Drugs.com	Monograph
MedlinePlus	a684045
Pregnancy; category	AU: C;
Routes of; administration	By mouth
ATC code	M01AC01 (WHO) M02AA07 (WHO), S01BC06 (WHO);
Legal status
Legal status	AU: S4 (Prescription only); CA: ℞-only; UK: POM (Prescription only); US: ℞-only; EU: Rx-only;
Pharmacokinetic data
Protein binding	99%
Metabolism	Liver-mediated hydroxylation and glucuronidation
Elimination half-life	50 hours
Excretion	Urine, faeces
Identifiers
	IUPAC name 4-Hydroxy-2-methyl-N-(2-pyridinyl)-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide;
CAS Number	36322-90-4 ;
PubChem CID	54676228;
IUPHAR/BPS	7273;
DrugBank	DB00554 ;
ChemSpider	10442653 ;
UNII	13T4O6VMAM;
KEGG	D00127 ;
ChEBI	CHEBI:8249 ;
ChEMBL	ChEMBL527 ;
CompTox Dashboard (EPA)	DTXSID5021170 ;
ECHA InfoCard	100.048.144
Chemical and physical data
Formula	C15H13N3O4S
Molar mass	331.35 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES OC=2c1ccccc1S(=O)(=O)N(C)C=2C(=O)Nc3ccccn3;
	InChI InChI=1S/C15H13N3O4S/c1-18-13(15(20)17-12-8-4-5-9-16-12)14(19)10-6-2-3-7-11(10)23(18,21)22/h2-9,19H,1H3,(H,16,17,20) ; Key:QYSPLQLAKJAUJT-UHFFFAOYSA-N ;
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Piroxicam is a nonsteroidal anti-inflammatory drug (NSAID) of the oxicam class used to relieve the symptoms of painful inflammatory conditions like arthritis. Piroxicam works by preventing the production of endogenous prostaglandins which are involved in the mediation of pain, stiffness, tenderness and swelling. The medicine is available as capsules, tablets and, in some countries, as a prescription-free gel 0.5%. It is also available in a betadex formulation, which allows a more rapid absorption of piroxicam from the digestive tract. Piroxicam is one of the few NSAIDs that can be given parenteral routes.

It was patented in 1968 by Pfizer and approved for medical use in 1979. It became generic in 1992, and is marketed worldwide under many brand names.