Clinical data
ATC code N02BB01 (WHO) S02DA03 (WHO)
Pharmacokinetic data
Biological half-life 12 hours
Synonyms analgesine, antipyrine
CAS Number 60-80-0 YesY
PubChem (CID) 2206
DrugBank DB01435 YesY
ChemSpider 2121 YesY
KEGG D01776 YesY
ChEBI CHEBI:31225 YesY
ECHA InfoCard 100.000.442
Chemical and physical data
Formula C11H12N2O
Molar mass 188.2258g/mol
3D model (Jmol) Interactive image

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


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