Phenazone

ATC CodeN02BB01, S02DA03
CAS number60-80-0
PUB number2206
Drugbank IDDB01435
Empirical formulaC11H12N2O
Molar mass (g·mol−1)188,23
Physical statesolid
Density (g·cm−3)1,19
Melting point (°C)111–114
Boiling point (°C)319
PKS value1.4

Basics

Phenazone is an analgesic, a non-steroidal anti-inflammatory drug (NSAID) and an antipyretic. It is taken by mouth or in the form of ear drops. Phenazone, also called antipyrine, is now rarely used to treat pain and fever. However, it is often used in testing the effects of other drugs or diseases on drug-degrading enzymes in the liver.

Pharmacology

Pharmacodynamics

The anti-inflammatory, analgesic, and antipyretic effects of phenazone are due to inhibition of the enzymes cyclooxygenase-1 and -2 (COX-1/COX-2), enzymes involved in prostaglandin synthesis via the arachidonic acid pathway. This results in decreased levels of prostaglandins, which mediate pain, fever and inflammation.

Toxicity

Side effects

Possible adverse effects include:

  • allergy to pyrazolones
  • Nausea
  • Agranulocytosis
  • Hepatotoxicity

Toxicological data

LD50 (rat, oral): 1705 mg-kg-1

Sources

  • Aktories, Förstermann, Hofmann, Starke: Allgemeine und spezielle Pharmakologie und Toxikologie, Elsvier, 2017 
  • Drugbank
  • PubChem
Markus Falkenstätter, BSc

Markus Falkenstätter, BSc

Mag. pharm. Stefanie Lehenauer

Mag. pharm. Stefanie Lehenauer



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