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Propyphenazone

Chemical compound

Chemical compound

| Drugs.com =

| elimination_half-life =

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

Serious adverse events

Case reports have described acute inferior-wall myocardial infarctions characterized by low atrial rhythms (Kounis syndrome) secondary to propyphenazone use.

Excerpt from WHO comments

Banned

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

Synthesis

:[[File:Propyphenazone synthesis.svg|class=skin-invert-image|upright=2]] 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.

References

References

  1. "Isopropylantipyrine".
  2. (March 2004). "[Propyphenazone. Pharmacology and use]". Medizinische Monatsschrift für Pharmazeuten.
  3. (2006). "Analogue-based Drug Discovery". John Wiley & Sons.
  4. (February 21, 2019). "SC exempts painkiller Saridon from the banned list in India". The Economic Times.
  5. (May 2011). "Acute inferior myocardial infarction with low atrial rhythm due to propyphenazone: Kounis syndrome". International Journal of Cardiology.
  6. (2005). "Consolidated List of Products whose Consumption and/or Sale have been Banned, Withdrawn, Severely Restricted or not Approved by Governments, Twelfth Issue". Department of Economic and Social Affairs of the United Nations Secretariat.
  7. (August 2008). "Multi-Country Survey On Banned And Restricted Pharmaceuticals". [[Health Action International]] Asia Pacific.
  8. (1937). "Synthese verschiedener Pyrazolonderivate". Yakugaku Zasshi.
  9. "Propyphenazone". Thieme.
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analgesics antipyretics pyrazolones isopropyl-compounds
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