Fenazona

 
Fenazona
Nombre IUPAC
1,2-dihidro-1,5-dimetil-2-fenil-3H-pirazol-3-ona
General
Fórmula estructural Ver imagen
Fórmula molecular C11H12N2O
Identificadores
Número CAS 60-80-0[1]
ChEBI 31225
ChEMBL CHEMBL277474
ChemSpider 2121
DrugBank DB01435
PubChem 2206
UNII T3CHA1B51H
KEGG D01776 C13244, D01776
Propiedades físicas
Densidad 119 kg/; 119 g/cm³
Masa molar 18 823 g/mol
Punto de fusión 384/−388 K (111/−661 °C)
Punto de ebullición 592 K (319 °C)
Propiedades químicas
Solubilidad en agua 1700 g/L a 20 °C
Valores en el SI y en condiciones estándar
(25 y 1 atm), salvo que se indique lo contrario.

La fenazona es un analgésico derivado de la pirazolona. Fue sintetizado por primera vez por Ludwig Knorr en 1883. Se prepara reduciendo el diorto-dinitrofenilo con amalgama de sodio y metanol, o calentando difenilen-orto-dihidrazina con ácido clorhídrico a 150 °C.

Propiedades

La fenazona es un polvo blanco, cristalino e inodoro muy soluble en agua (1700 g/L a 20 °C) Funde entre 111 y 114 °C, y hierve a 319 °C. Al calentarlo sobre los 360 °C, comienza a descomponerse.[2]

Usos

La fenazona es un antiinflamatorio del grupo de las pirazolonas. Es el más antiguo analgésico de acción débil y posee además una acción antipirética y propiedades espasmolíticas sobre órganos de tejido muscular liso.

Forma parte de la composición de algunos medicamentos como Epistaxol.

Referencias

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