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Title: Phenazone  
Author: World Heritage Encyclopedia
Language: English
Subject: Ludwig Knorr, Propyphenazone, Morazone, Famprofazone, Polmacoxib
Collection: Analgesics, Antipyretics, Non-Steroidal Anti-Inflammatory Drugs, Pyrazolones
Publisher: World Heritage Encyclopedia


Systematic (IUPAC) name
Pharmacokinetic data
Biological half-life 12 hours
CAS Registry Number  Y
ATC code N02 S02
PubChem CID:
DrugBank  Y
ChemSpider  Y
Synonyms analgesine, antipyrine
Chemical data
Formula C11H12N2O
Molecular mass 188.2258g/mol

Phenazone (INN and BAN; also known as phenazon, antipyrine (USAN), or analgesine) is an analgesic, a non-steroidal anti-inflammatory drug and an antipyretic. It was first synthesized by Ludwig Knorr in 1887.[1][2]:26-27 Phenazone is synthesized[3] by condensation of phenylhydrazine and ethyl acetoacetate under basic conditions and methylation of the resulting intermediate compound 1-phenyl-3-methylpyrazolone[4] with dimethyl sulfate or methyl iodide. It crystallizes in needles which melt at 156 °C. Potassium permanganate oxidizes it to pyridazine tetracarboxylic acid. Phenazone has an elimination half life of about 12 hours.[5] Indication: Used to relieve pain and fever. Antipyrine is often used in testing the effects of other drugs or diseases on drug-metabolizing enzymes in the liver.[6]

Adverse effects

Possible adverse effects include:

See also


  1. ^ Brune, K (1997). "The early history of non-opioid analgesics". Acute Pain 1: 33.  
  2. ^ Enrique Ravina. The Evolution of Drug Discovery: From Traditional Medicines to Modern Drugs. John Wiley & Sons, 2011 ISBN 9783527326693
  3. ^
  4. ^
  5. ^
  6. ^
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