Phenazone

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Phenazone
Phenazone2DCSD.svg
Systematic (IUPAC) name
1,2-Dihydro-1,5-dimethyl-2-phenyl-3H-pyrazol-3-one
Pharmacokinetic data
Biological half-life 12 hours
Identifiers
CAS Registry Number 60-80-0 YesY
ATC code N02BB01 S02DA03
PubChem CID: 2206
DrugBank DB01435 YesY
ChemSpider 2121 YesY
UNII T3CHA1B51H YesY
KEGG D01776 YesY
ChEBI CHEBI:31225 YesY
ChEMBL CHEMBL277474 YesY
Synonyms analgesine, antipyrine
Chemical data
Formula C11H12N2O
Molecular mass 188.2258g/mol
 YesY (what is this?)  (verify)

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[edit]

Possible adverse effects include:[citation needed]

See also[edit]

References[edit]