Piroxicam

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Piroxicam
Systematic (IUPAC) name
(8E)-8-[hydroxy-(pyridin-2-ylamino)methylidene]-
9-methyl-10,10-dioxo-10λ6-thia-9-azabicyclo[4.4.0]
deca-1,3,5-trien-7-one
Identifiers
CAS number 36322-90-4
ATC code M01AC01 M02AA07, S01BC06
PubChem 5280452
DrugBank APRD01187
ChemSpider 10442653
Chemical data
Formula C15H13N3O4S 
Mol. mass 331.348 g/mol
Pharmacokinetic data
Bioavailability  ?
Metabolism 4 to 10% renal
Half life 30 to 86 hours
Excretion 4 to 10% renal
Therapeutic considerations
Pregnancy cat.

C, D if used in the third trimester or near delivery

Legal status

POM

Routes PO
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Piroxicam is a non-steroidal anti-inflammatory drug used to relieve the symptoms of rheumatoid and osteoarthritis, primary dysmenorrhoea, postoperative pain; and act as an analgesic, especially where there is an inflammatory component. It is manufactured by Pfizer under the tradename Feldene, and is available in the  United Kingdom,  Australia,  Italy and  United States. It is also manufactured by Bosnalijek under the tradename Roxam, and is available in Eastern Europe, Africa, and the Middle East.

It is also used in veterinary medicine to treat certain neoplasias expressing cyclooxygenase (COX) receptors, such as bladder, colon, and prostate cancers.

Other brand names for Piroxicam include "Brexidol", "Brexin", "Erazon", "Exipan", "Felden", "Feldoral", "Hotemin", "Pirox von ct", "Proponol", "Reumador", "Tracam", "Veral", "Mobilis" and "Vurdon", "Roxam".

[edit] Mechanism of action

Piroxicam is an NSAID and, as such, is a non-selective COX inhibitor possessing both analgesic and antipyretic properties. It undergoes enterohepatic circulation.

[edit] Adverse effects

Piroxicam use can result in gastrointestinal toxicity, tinnitus, dizziness, headache, rash, and pruritus. The most severe adverse reactions are peptic ulceration and gastrointestinal bleeding. Approximately 30% of all patients receiving daily doses of 20 mg of piroxicam experience side effects.[1]

Piroxicam may cause skin to become more sensitive to sunlight.[2] Avoidance of sunlight and use of sunscreen is recommended.[citation needed]

[edit] Footnotes

  1. ^ New Zealand Medicines and Medical Devices Safety Authority. "Candyl Medicines datasheet". http://www.medsafe.govt.nz. Retrieved 2006-09-10. 
  2. ^ Mammen L, Schmidt CP (August 1995). "Photosensitivity reactions: a case report involving NSAIDs". Am Fam Physician 52 (2): 575–9. PMID 7625330.