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: WARNINGRx-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 ;
	(verify)

Piroxicam is a nonsteroidal anti-inflammatory drug (NSAID) of the oxicam class used to relieve the symptoms of painful inflammatory conditions like arthritis.^[4]^[5] Piroxicam works by preventing the production of endogenous prostaglandins which are involved in the mediation of pain, stiffness, tenderness and swelling.^[4] The medicine is available as capsules, tablets and, in some countries, as a prescription-free gel 0.5%.^[6] It is also available in a betadex formulation, which allows a more rapid absorption of piroxicam from the digestive tract.^[4] Piroxicam is one of the few NSAIDs that can be given parenteral routes.^{[citation needed]}

It was patented in 1968 by Pfizer and approved for medical use in 1979.^[7] It became generic in 1992,^[8] and is marketed worldwide under many brand names.^[1]

^ ^a ^b Cite error: The named reference drugsInternat was invoked but never defined (see the help page).
^ "FDA-sourced list of all drugs with black box warnings (Use Download Full Results and View Query links.)". nctr-crs.fda.gov. FDA. Retrieved 22 Oct 2023.
^ "Active substance: piroxicam" (PDF). List of nationally authorised medicinal products. European Medicines Agency. 10 December 2020.
^ ^a ^b ^c ^d ^e ^f Brayfield A, ed. (14 January 2014). "Piroxicam". Martindale: The Complete Drug Reference. London, UK: Pharmaceutical Press. Archived from the original on 28 August 2021. Retrieved 24 June 2014.
^ "TGA Approved Terminology for Medicines, Section 1 – Chemical Substances" (PDF). Therapeutic Goods Administration, Department of Health and Ageing. Australian Government. July 1999. p. 97.
^ Cite error: The named reference BNF was invoked but never defined (see the help page).
^ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 519. ISBN 9783527607495.
^ Cite error: The named reference NRDD was invoked but never defined (see the help page).

[drugsInternat-1] Cite error: The named reference drugsInternat was invoked but never defined (see the help page).

[FDA-AllBoxedWarnings-2] "FDA-sourced list of all drugs with black box warnings (Use Download Full Results and View Query links.)". nctr-crs.fda.gov. FDA. Retrieved 22 Oct 2023.

[3] "Active substance: piroxicam" (PDF). List of nationally authorised medicinal products. European Medicines Agency. 10 December 2020.

[MD-4] ^ ^a ^b ^c ^d ^e ^f Brayfield A, ed. (14 January 2014). "Piroxicam". Martindale: The Complete Drug Reference. London, UK: Pharmaceutical Press. Archived from the original on 28 August 2021. Retrieved 24 June 2014.

[5] "TGA Approved Terminology for Medicines, Section 1 – Chemical Substances" (PDF). Therapeutic Goods Administration, Department of Health and Ageing. Australian Government. July 1999. p. 97.

[BNF-6] Cite error: The named reference BNF was invoked but never defined (see the help page).

[Fis2006-7] Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 519. ISBN 9783527607495.

[NRDD-8] Cite error: The named reference NRDD was invoked but never defined (see the help page).

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Piroxicam

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