61318-90-9

Sulconazole (Exelderm) is a synthetic, sulfur-substituted imidazole that is structurally related to the other imidazole antifungals (ketoconazole, econazole, and miconazole). It is postulated to inhibit 14-α-demethylase for decreased ergosterol synthesis, increased cell membrane permeability, and resultant cell death. It is active against most dermatophytes, yeast, and P. orbiculare. It also displays activity against some aerobic and anaerobic gram-positive bacteria. Sulconazole is a mild inducer of the cytochrome P-450 microsomal enzymes CYP1A1 and CYP2B1 and could theoretically induce the metabolism of other drugs.

ChEBI: A member of the class of imidazoles that is 1-ethyl-1H-imidazole in which one of the hydrogens of the methyl group is replaced by a (4-chlorobenzyl)sulfanediyl group while a second is replaced by a 2,4-dichlorophenyl group.

Sulconazole (Exelderm) is a synthetic, sulfur-substituted imidazole that is structurally related to the other imidazole antifungals (ketoconazole, econazole, and miconazole). It is postulated to inhibit 14-α-demethylase for decreased ergosterol synthesis, increased cell membrane permeability, and resultant cell death. It is active against most dermatophytes, yeast, and P. orbiculare. It also displays activity against some aerobic and anaerobic gram-positive bacteria. Sulconazole is a mild inducer of the cytochrome P-450 microsomal enzymes CYP1A1 and CYP2B1 and could theoretically induce the metabolism of other drugs.

Sulconazole, 1-[2,4-dichloro-|?-[(4-chlorobenzyl)thio]phenethyl]-imidazole (35.2.9), is an analog of exonazole. It differs in the replacement of the etheral oxygen bridge (which connects the 4-chlorobenzyl part of the molecule with phenethylimidazole) for a thioether bond. The corresponding changes in the synthesis of this drug are the replacement of the hydroxyl group in 1-(2,4-dichlorophenyl)-2-(1-imidazolyl)-ethanol (35.2.6) with a chlorine atom using thionyl chloride, followed by a reaction of the resulting chloride with 4-chlorobenzylmercaptane to make sulconazole.