Propyphenazone

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File:Saridon von Hoffmann-La Roche.jpg
Saridon (Combination drug with Propyphenazone) from Hoffman-La Roche, ca. 1950/60

Propyphenazone (known as isopropylantipyrine in Japan)[1] is a derivative of phenazone[2] with similar analgesic and antipyretic effects. Originally patented in 1931,[3] propyphenazone is marketed as a combination formulation with paracetamol and caffeine for treatment of primary headache disorder.[4]

Serious adverse events

Case reports have described acute inferior-wall myocardial infarctions characterized by low atrial rhythmsScript error: No such module "Unsubst". (Kounis syndrome) secondary to propyphenazone use.[5]

Excerpt from WHO comments

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Banned

Propyphenazone is banned in some countries including Sri Lanka,[6] Malaysia,[6] and Thailand.[6]

Synthesis

File:Propyphenazone synthesis.svg

Ethyl 2-isopropylacetoacetate (1) and phenylhydrazine (2) are combined to form the pyrazolone ring in the intermediate (3), which is alkylated with methyl iodide to yield propyphenazone.[7][8]

See also

References

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