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
Clinical data
Trade names Feldene
AHFS/Drugs.com monograph
MedlinePlus a684045
Pregnancy cat. C, D if used in the third trimester or near delivery
Legal status POM
Routes PO
Pharmacokinetic data
Metabolism 4 to 10% renal
Half-life 30 to 86 hours
Excretion 4 to 10% renal
Identifiers
CAS number 36322-90-4 YesY
ATC code M01AC01 M02AA07, S01BC06
PubChem CID 5280452
DrugBank APRD01187
ChemSpider 10442653 YesY
UNII 13T4O6VMAM YesY
KEGG D00127 YesY
ChEBI CHEBI:8249 YesY
ChEMBL CHEMBL527 YesY
Chemical data
Formula C15H13N3O4S 
Mol. mass 331.348 g/mol
SMILES eMolecules & PubChem
 N (what is this?)  (verify)

Piroxicam is a non-steroidal anti-inflammatory drug of the oxicam class 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 UK, Spain, Portugal, Australia, Italy, Brazil and the United States. It is also manufactured by Bosnalijek under the tradename Roxam, and is available in Eastern Europe, Africa, and the Middle East. In India, it is available by the tradename Dolonex.

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", "Faxiden", "Felden", "Feldoral", "Flamexin", "Hotemin", "Lubor", "Mobilis", "Pirox von ct", "Proponol", "Reumador", "Roxam", "Sinartrol", "Toricam", "Tracam", "Ugesic", "Veral" and "Vurdon".

Contents

[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] Dosage and Administration[1]

For adults, it is 20–40 mg daily as a single or in divided doses. In children, the maximum daily dose is 1/3 mg per kg of body weight (should not be used below 6 yrs of age). Apart from oral, Piroxicam is available in injectable and ointment forms also.

[edit] Adverse effects

Piroxicam use can result in gastrointestinal toxicity, tinnitus, dizziness, headache, rash, and pruritus. The most severe adverse reactions are peptic ulceration, gastrointestinal bleeding, and severe skin reactions including Stevens–Johnson syndrome and toxic epidermal necrolysis. Approximately 30% of all patients receiving daily doses of 20 mg of piroxicam experience side effects.[2]

Piroxicam may cause skin to become more sensitive to sunlight.[3] Avoidance of sunlight and use of sunscreen is recommended.[citation needed]

[edit] References

Notes
  1. ^ CIMS-104, march.2009, ISSN 0970-2393
  2. ^ New Zealand Medicines and Medical Devices Safety Authority. "Candyl Medicines datasheet". http://www.medsafe.govt.nz. Retrieved 2006-09-10. 
  3. ^ Mammen L, Schmidt CP (August 1995). "Photosensitivity reactions: a case report involving NSAIDs". Am Fam Physician 52 (2): 575–9. PMID 7625330. 


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