Bifonazole

  • IUPAC: (RS ) -1 - (4- Phenylbenzhydryl ) imidazole
  • Latin: Bifonazolum

D01AC10

Antifungal

Inhibition of the biosynthesis of ergosterol for fungi

142 ° C

Attention

57 mg · kg -1 ( LD50, mouse, i.v.)

Template: Infobox chemical / molecular formula search available

Bifonazole is a synthetic mixture of two isomeric chemical compounds from the group of imidazoles, which is used for their antifungal effect as a drug for treatment of fungal infections of the skin and nails ( dermatophytosis ). In addition to its broad spectrum of activity is bifonazole is characterized by a long persistence on the skin. The operation of the bifonazole based on the inhibition of the enzyme Lanosteroldemethylase, which plays an important role in the synthesis of ergosterol, an important component of cell membranes of fungi. Because of the caused thereby inhibiting the development of the fungi is called the effect of bifonazole as fungistatic.

Stereoisomerism

Bifonazole is chiral, there are two enantiomers: (R) -1 - (4- Phenylbenzhydryl ) imidazole [= ( R)-form ], and (S) -1 - (4- Phenylbenzhydryl ) imidazole [= ( S)-form ]. As a drug racemic bifonazole is used, ie, a 1:1 mixture of (R) -1 - (4- Phenylbenzhydryl ) imidazole and (S) -1 - (4- Phenylbenzhydryl ) imidazole.

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