2998 Tioconazole Tioconazole is an antifungal medication of the Imidazole class used to treat infections caused by a fungus or yeast. Tioconazole topical (skin) preparations are also available for ringworm, jock itch, athlete's foot, and tinea versicolor or "sun fungus". Tioconazole interacts with 14-alpha demethylase, a cytochrome P-450 enzyme that converts lanosterol to ergosterol, an essential component of the yeast membrane. In this way, tioconazole inhibits ergosterol synthesis, resulting in increased cellular permeability. 65899-73-2 5482 C16H13Cl3N2OS 385.981420 White powder. 1.65e-02 g/L Systemic absorption following a single intravaginal application of tioconazole in nonpregnant patients is negligible. Tioconazole interacts with 14-α demethylase, a cytochrome P-450 enzyme that converts lanosterol to ergosterol, an essential component of the yeast membrane. In this way, tioconazole inhibits ergosterol synthesis, resulting in increased cellular permeability. 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. Orally administered tioconazole is extensively metabolized. The major metabolites are glucuronide conjugates. No indication of carcinogenicity to humans (not listed by IARC). For the local treatment of vulvovaginal candidiasis (moniliasis). Symptoms of overdose include erythema, stinging, blistering, peeling, edema, pruritus, urticaria, burning, and general irritation of the skin, and cramps. 2009-07-21T20:28:09Z 2014-12-24T20:25:54Z Tioconazole C08082 774389 Tioconazole DB01007 true ClC1=C(COC(CN2C=CN=C2)C2=C(Cl)C=C(Cl)C=C2)C=CS1 C16H13Cl3N2OS InChI=1/C16H13Cl3N2OS/c17-12-1-2-13(14(18)7-12)15(8-21-5-4-20-10-21)22-9-11-3-6-23-16(11)19/h1-7,10,15H,8-9H2 InChIKey=QXHHHPZILQDDPS-UHFFFAOYNA-N 387.711 385.981416859 Exogenous Solid 4.4 HMDB15142 CHEMBL1200438 5282