Drug/Small Molecule:

piroxicam

Overview

Generic Names:	AK1015; piroxicam
IUPAC Name:	(3E)-3-[hydroxy-(pyridin-2-ylamino)methylidene]-2-methyl-1,1-dioxobenzo[e]thiazin-4-one
Trade Names:	Akten; Apo-Piroxicam; Artroxicam; Baxo; Bruxicam; Caliment; Erazon; Feldene; Flogobene; Geldene; Improntal; Larapam; Pipoxicam; Pirkam; Piroflex; Reudene; Riacen; Roxicam; Roxiden; Sasulen; Solocalm; Zunden; piroxicam usp
PharmGKB Accession Id:	PA450985

Description

A cyclooxygenase inhibiting, non-steroidal anti-inflammatory agent (NSAID) that is well established in treating rheumatoid arthritis and osteoarthritis and used for musculoskeletal disorders, dysmenorrhea, and postoperative pain. Its long half-life enables it to be administered once daily. [PubChem]

Indication

For treatment of osteoarthritis and rheumatoid arthritis.

ATC Therapeutic Categories

• M01AC:Oxicams
• M02AA:Antiinflammatory preparations, non-steroids for topical use
• S01BC:Antiinflammatory agents, non-steroids

Pharmacology and Interactions

Mechanism Of Action

The antiinflammatory effect of Piroxicam may result from the reversible inhibition of cyclooxygenase, causing the peripheral inhibition of prostaglandin synthesis. The prostaglandins are produced by an enzyme called Cox-1. Piroxicam blocks the Cox-1 enzyme, resulting into the disruption of production of prostaglandins. Piroxicam also inhibits the migration of leukocytes into sites of inflammation and prevents the formation of thromboxane A2, an aggregating agent, by the platelets.

Pharmacology

Piroxicam is in a class of drugs called nonsteroidal anti-inflammatory drugs (NSAIDs). Piroxicam works by reducing hormones that cause inflammation and pain in the body. Piroxicam is used to reduce the pain, inflammation, and stiffness caused by rheumatoid arthritis and osteoarthritis.

Food Interactions

Take with food. Avoid alcohol.

Absorption, Distribution, Metabolism, Elimination & Toxicity

Biotransformation

Renal

Absorption

Well absorbed following oral administration.

Half Life

30 to 86 hours

Toxicity

Symptoms of overdose include drowsiness, nausea, stomach pain, and/or vomiting.

Chemical Properties

Chemical Formula:

C₁₅H₁₃N₃O₄S

SMILES Code:

CN1C(=C(c2ccccc2S1(=O)=O)O)C(=O)Nc3ccccn3

(Format: OpenEye Isomeric)

Molecular Weight ( average / monoisotopic )

331.346 / 331.0627

Curated Information

The following genes are in curated knowledge about this drug.

Non-Curated Information

A list of non-curated publications that mention this drug along with other genes is available.

Drug Targets

• PTGS1

PharmGKB Curated Pathways

• Celecoxib Pathway

Non-Curated Information

A list of non-curated publications that mention this drug along with other drugs is available.

Drug Interactions

Curated Information

The following diseases are in curated knowledge about this drug.

	Disease	Relationship	Evidence
	Adenomatous Polyposis Coli	PD PK	Pathways
	Arthritis, Rheumatoid	PD PK	Pathways
	Asthma	PD PK	Pathways
	Colonic Neoplasms	PD PK	Pathways
	Dysmenorrhea	PD PK	Pathways
	Fever	PD PK	Pathways
	Hemorrhage	CO          GN	Publications
	Inflammation	PD PK	Pathways
	Osteoarthritis	PD PK	Pathways
	Pain	PD PK	Pathways
	Spondylitis, Ankylosing	PD PK	Pathways

Non-Curated Information

A list of non-curated publications that mention this drug along with other diseases is available.

Curated Phenotype Datasets

These datasets are sorted alphabetically by title.

1. CYP2C9 Variants and Piroxicam Metabolism

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   • FA

   Submitted by Timothy S. Tracy, PhD involving CYP2C9, and piroxicam

Additional Datasets

These datasets are minimally curated and are sorted alphabetically by title.

1. The Connectivity Map: using gene-expression signatures to connect small molecules, genes, and disease

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LinkOuts

Common Searches

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Non-Curated Publications

A list of non-curated publications that mention this drug is available.