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Piroxicam
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Systematic (IUPAC) name
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(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
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Identifiers
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CAS number
| 36322-90-4
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ATC code
| M01AC01 M02AA07, S01BC06
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PubChem
| 5280452
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DrugBank
| APRD01187
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Chemical data
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Formula | C15H13N3O4S
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Mol. mass | 331.348 g/mol
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Pharmacokinetic data
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Bioavailability | ?
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Metabolism | 4 to 10% renal
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Half life | 30 to 86 hours
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Excretion | 4 to 10% renal
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Therapeutic considerations
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Pregnancy cat.
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C, D if used in the third trimester or near delivery
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Legal status
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Routes
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Piroxicam (marketed in the U.S. under the trade name Feldene) 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 also used in veterinary medicine to treat certain neoplasias expressing cyclooxygenase (COX) receptors, such as bladder, colon, and prostate cancers.
Additional recommended knowledge
Other brand names for Piroxicam include "Brexin," "Erazon," "Felden", "Feldoral," "Hotemin," "Pirox von ct," "Proponol," "Reumador," "Veral," and "Vurdon."
Mechanism of action
Main article: Non-steroidal anti-inflammatory drug
Piroxicam is an NSAID and, as such, is a non-selective COX inhibitor possessing both analgesic and antipyretic properties. It undergoes entero-hepatic circulation.
Adverse effects
Main article: Non-steroidal anti-inflammatory drug
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. Avoidance of sunlight and use of sunscreen is recommended.[citation needed]
Anti-inflammatory and antirheumatic products (M01) |
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Anti-inflammatory and antirheumatic products, non-steroids | Butylpyrazolidines (Phenylbutazone, Mofebutazone, Oxyphenbutazone, Clofezone, Kebuzone)
Acetic acid derivatives and related substances (Indometacin, Sulindac, Tolmetin, Zomepirac, Diclofenac, Alclofenac, Bumadizone, Etodolac, Lonazolac, Fentiazac, Acemetacin, Difenpiramide, Oxametacin, Proglumetacin, Ketorolac, Aceclofenac, Bufexamac)
Oxicams (Piroxicam, Tenoxicam, Droxicam, Lornoxicam, Meloxicam)
Propionic acid derivatives (Ibuprofen, Naproxen, Ketoprofen, Fenoprofen, Fenbufen, Benoxaprofen, Suprofen, Pirprofen, Flurbiprofen, Indoprofen, Tiaprofenic acid, Oxaprozin, Ibuproxam, Dexibuprofen, Flunoxaprofen, Alminoprofen, Dexketoprofen)
Fenamates (Mefenamic acid, Tolfenamic acid, Flufenamic acid, Meclofenamic acid)
Coxibs (Celecoxib, Rofecoxib, Valdecoxib, Parecoxib, Etoricoxib, Lumiracoxib)
other anti-inflammatory and antirheumatic agents, non-steroids (Nabumetone, Niflumic acid, Azapropazone, Glucosamine, Benzydamine, Glucosaminoglycan polysulfate, Proquazone, Orgotein, Nimesulide, Feprazone, Diacerein, Morniflumate, Tenidap, Oxaceprol, Chondroitin sulfate) |
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Specific antirheumatic agents | Quinolines (Oxycinchophen) - Gold preparations (Sodium aurothiomalate, Sodium aurothiosulfate, Auranofin, Aurothioglucose, Aurotioprol) - Penicillamine/Bucillamine |
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Topical products for joint and muscular pain (M02) |
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Anti-inflammatory preparations, non-steroids | Butylpyrazolidines: Phenylbutazone - Mofebutazone - Clofezone - Oxyphenbutazone
Propionic acid derivatives: Tolmetin - Diclofenac - Fentiazac
other: Benzydamine - Etofenamate - Piroxicam - Felbinac - Bufexamac - Ketoprofen - Bendazac - Naproxen - Ibuprofen - Feprazone - Niflumic acid - Meclofenamic acid - Flurbiprofen - Suxibuzone - Indometacin - Nifenazone |
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Other | Tolazoline - Dimethyl sulfoxide |
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