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Meloxicam
Systematic (IUPAC) name
4-hydroxy-2-methyl-N-(5-methyl-2-thiazolyl)-2H-1,2-benzothiazine-3-carboxamide-1,1-dioxide.
Identifiers
CAS number 71125-38-7
ATC code M01AC06
PubChem 5281106
DrugBank APRD00529
ChemSpider 10442740
Chemical data
Formula C14H13N3O4S2 
Mol. mass 351.403 g/mol
SMILES eMolecules & PubChem
Pharmacokinetic data
Bioavailability 89%
Protein binding 99.4%
Metabolism Hepatic (CYP2C9 and 3A4-mediated)
Half life 15 to 20 hours
Excretion Urine and faeces equally
Therapeutic considerations
Pregnancy cat. C(US) D in third trimester
Legal status POM (UK) -only (US)
Routes Oral
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Meloxicam is a nonsteroidal anti-inflammatory drug used as an analgesic, fever reducer and anti-inflammatory. It is a derivative of oxicam, closely related to piroxicam, and falls in the enolic acid group of NSAIDs.[1] It was developed by Boehringer-Ingelheim.

Contents

Availability

In Europe it is marketed under the brand names Movalis, Melox, and Recoxa. In the Philippines it is generally marketed as the brand name Moxen. In the UK, U.S., Middle East and Australia it is generally marketed under the brand name Mobic, in Germany as Mobec, and in Canada as Mobicox. In Latin America, the drug is marketed as Tenaron, Ilacox, Mavicam, or Melocam. A veterinary formulation of the drug is marketed as Metacam or Petcam.

Box and strip of Meloxicam (Mobic) 7.5mg

Mechanism of action

Meloxicam inhibits cyclooxygenase (COX), the enzyme responsible for converting arachidonic acid into prostaglandin H2—the first step in the synthesis of prostaglandins, which are mediators of inflammation. Meloxicam has been shown, especially at its low therapeutic dose, selectively to inhibit COX-2 over COX-1.

Adverse effects

Meloxicam use can result in gastrointestinal toxicity and bleeding, tinnitus, blinding headaches, rash, very dark or black stool (sign of intestinal bleeding). The risk of adverse side effects is lower than with piroxicam, diclofenac, or naproxen. Although meloxicam does inhibit thromboxane A, it does not appear to do so at levels that would interfere with platelet function.

Two Meloxicam pills, showing either side

Uses

Meloxicam is licensed in Europe for treatment of rheumatoid arthritis, for short term use in osteoarthritis and for ankylosing spondylitis. In the USA it is used for these three conditions as well as juvenile rheumatoid arthritis.[2] It is used to relieve the symptoms of arthritis, primary dysmenorrhea, fever; and as an analgesic, especially where there is an inflammatory component.

Veterinary use

Under the brand name Metacam, meloxicam is also used in the veterinary field, most commonly in dogs and cattle, but also in other animals such as cats and exotics; in the U.S. is indicated for management of pain and inflammation associated with osteoarthritis in dogs (FDA.gov), and in Europe, where the product has been available since the early 1990s, it is also prescribed and licensed for other anti-inflammatory benefits including relief from both acute and chronic pain in dogs and cats. Side effects in animals are similar to those found in humans; the principal side effect is gastrointestinal irritation (vomiting, diarrhea and ulceration). Rarer but important side effects include liver and kidney toxicity.

For many years, both injectable and oral (liquid and tablet) formulations of meloxicam have been licensed for use in dogs, and injectable ones for use in cats. In June 2007, a new oral version of Metacam was licensed in Europe for the long-term relief of pain in cats. As of June 2008, Meloxicam is registered for long term use in cats in Australia, New Zealand, and throughout Europe.

References

External links








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