Azapropazone

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An non-steroidal anti-inflammatory drug that is used only for the treatment of rheumatoid arthritis, ankylosing spondylitis (a type of arthritis that affects the spine), and acute gout, but only when these conditions have failed to respond to other non-steroidal anti-inflammatory drugs. It is available as capsules on prescription only.

Side effects:
azapropazone is more likely than other non-steroidal anti-inflammatory drugs to cause severe gastrointestinal bleeding and ulceration. Other side effects include rashes, sensitivity to sunlight (people taking azapropazone should avoid exposure to sunlight or use a sunblock), fluid retention, and (rarely) inflammation of the lungs and blood disorders. See also non-steroidal anti-inflammatory drugs.

Precautions:
azapropazone must not be taken by people with a history of peptic ulcers, inflammatory bowel disease, or blood disorders. See also non-steroidal anti-inflammatory drugs.

Interactions with other drugs:
see non-steroidal anti-inflammatory drugs. In addition:
Clozapine there is an increased risk of agranulocytosis (a blood disorder), and clozapine should not be taken with azapropazone.
Methotrexate should not be taken with azapropazone, as its excretion is reduced by azapropazone, causing amounts of methotrexate to build up and have adverse effects.
Phenytoin should not be taken with azapropazone as its effects are enhanced by azapropazone.
Tolbutamide its effects are enhanced by azapropazone and these two drugs should not be taken together.
Warfarin: should not be taken with azapropazone as its anticoagulant effects are greatly enhanced by azapropazone.

Proprietary preparation:
Rheumox.

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Azapropazone
Systematic (IUPAC) name
(RS)-5-dimethylamino-9-methyl-2-prop-2-enylpyrazolo[1,2-a][1,2,4]benzotriazine-1,3-dione
Clinical data
AHFS/Drugs.com International Drug Names
Pregnancy cat.  ?
Legal status POM (UK)
Pharmacokinetic data
Half-life 20 hours
Identifiers
CAS number 13539-59-8 N
ATC code M01AX04
PubChem CID 26098
ChemSpider 24310 YesY
UNII K2VOT966ZI YesY
KEGG D02966 YesY
ChEBI CHEBI:38010 YesY
ChEMBL CHEMBL1231131 N
Chemical data
Formula C16H18N4O2 
Mol. mass 298.33972 g/mol
SMILES eMolecules & PubChem
 N(what is this?)  (verify)

Azapropazone is a non-steroidal anti-inflammatory drug. It is manufacturered by Goldshield under the tradename Rheumox.[1]

It was available in the UK as a prescription-only drug, with restrictions due to certain contra-indications and side-effects.[2] Azopropazone has now been discontinued in the BNF 60 (British National Formulary).

Azapropazone has a half-life of approximately 20 hours in humans and is not extensively metabolized.[3]

References

  1. ^ http://home.intekom.com/pharm/cont_eth/rheumox.html
  2. ^ http://www.patient.co.uk/showdoc/30002267/
  3. ^ Jones CJ (1976). "The pharmacology and pharmacokinetics of azapropazone - a review". Curr Med Res Opin 4 (1): 3–16. doi:10.1185/03007997609109361. PMID 770078. 

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