Miconazole

File:(±)-Miconazole Enantiomers Structural Formulae.png

Miconazole Enantiomers Structural Formulae

Miconazole is an antifungal medication used to treat ring worm, pityriasis versicolor, and yeast infections of the skin or vagina. It is applied to the skin or vagina as a cream or ointment.

Uses

Miconazole is mainly used externally for the treatment of athlete's foot, ringworm, and jock itch. Internal vaginal applications are used for the treatment of vaginal yeast infections.

Side effects

Side effects when used on the skin are generally few. It may cause skin irritation. If ingested by mouth it may result in nausea, vomiting, diarrhea, abdominal pain, or allergic reactions including anaphylaxis.

Mechanism of action

Miconazole works by inhibiting the synthesis of ergosterol, a critical component of fungal cell membranes. It does this by interacting with 14-α demethylase, a cytochrome P-450 enzyme necessary to convert lanosterol to ergosterol. This inhibition of enzyme activity results in the accumulation of 14-α-methyl sterols and a decrease in the amount of ergosterol within the cell membrane.

History

Miconazole was invented in 1969 and approved for medical use in 1971. It is on the World Health Organization's List of Essential Medicines, the safest and most effective medicines needed in a health system.

External links

• Miconazole at Drugs.com