By preventing the activation of cytochrome P-450, including oxidase and peroxidase, Itraconazole can prevent 14,α-methylsterol from being dehydrogenated and cannot be converted into ergosterol, thereby inhibiting the growth and proliferation of fungi and having strong lipophilicity. It can pass through the biofilm to inhibit the binding of the membrane to the fungus. Its antibacterial spectrum is similar to ketoconazole. Itraconazole is effective for superficial fungal diseases such as vaginal and oral candidiasis, skin mycosis, etc., and is expected to be an effective and safe drug for deep fungal infections such as cryptococcal encephalitis (AIDS). Itraconazole is used for vulvovaginal candidiasis, pityriasis and dermatophytosis caused by sensitive fungi.
Itraconazole is a compound (I) which is derived from m-dichlorobenzene and is completely similar to ketoconazole. Compound (I) is further condensed with 1-acetyl-4-(4-hydroxyphenyl)piperazine, followed by hydrolysis to remove acetyl, condensation with p-nitrochlorobenzene, hydrogenation reduction, acylation of chloroformate, and then After reacting with hydrazine hydrate, it is cyclized and alkylated to obtain itraconazole. The intermediate 1-acetyl-4-(4-hydroxyphenyl)piperazine can be prepared from piperazine as the starting material by the following reaction.
Use of Itraconazole and production method
