Tioconazole

tioconazole
IUPAC name: 1-[2-[(2-chlorothiophen-3-yl)methoxy]-2-(2,4-dichlorophenyl)ethyl]imidazole Synonyms: Tioconazol, Tioconazolum Formula: C16H13Cl3N2OS
Uses:	antifungal drug
Properties:	azole compound
Hazards:	see drug interactions
Mass (g/mol): CAS #: 387.7112 65899-73-2

Tioconazole is broad-spectrum imidazole-based antifungal drug used to treat fungus and yeast infections that is used topically to treate althlete's foot, jock itch, ringworm and tinea versicolor. Like other azole-based antifungal agents, it inhibits 14-alpha-methylase, a cytochrome P-450 enzyme that converts lanosterol to ergosterol, an essential component of the cell membrane.

Mechanism of action

Tioconazole increases cell membrane permeability by inhibiting 14-alpha-methylase and thus nterefering with the conversion of laosterol to ergosterol, an essential component of fungal cell wall membranes. "Tioconazole may also inhibit endogenous respiration, interact with membrane phospholipids, inhibit the transformation of yeasts to mycelial forms and the uptake of purine, impair triglyceride and/or phospholipid biosynthesis, and inhibit the movement of calcium and potassium ions across the cell membrane by blocking the ion transport pathway known as the Gardos channel."

Toxicity

Symptoms of overdose include erythema, stinging, blistering, peeling, edema, pruritus, urticaria, burning, and general irritation of the skin, and cramps.

Brand names

• Fungibacid®
• GyneCure®
• Gyno-trosyd®
• Monistat 1®
• Trosyd®
• Trosyd AF®
• Trosyd J®
• Trosyl®
• Tz-3®
• Vagistat®
• Vagistat-1®
• Zoniden®