Itraconazole NEW

Chemical properties: 

Crystallized from toluene, melting point 166.2℃. pKa3.7. Rarely soluble in water and dilute acid solutions. Acute toxicity LD50(14 days) in mice, rats, dogs (mg/kg) : > 320, > 320, > 200 orally.

Use: 

Imidazole antifungal drug of triazole ring. By preventing the activation of cytochrome P-450 including oxidase and peroxidase, so that 14, α-methylsterol can not dehydrogenate, can not be converted into ergosterol, so that the growth and proliferation of fungi is inhibited, has a strong lipophilic, can pass through the biofilm, inhibit the membrane and fungal binding. Its antibacterial profile is similar to ketoconazole. It is effective for superficial fungal diseases such as vaginal and oral candidiasis and dermatomycosis, and is expected to become an efficient and safe drug for deep fungal infections such as cryptococcal encephalitis (AIDS). It is used for vulvovaginal candidiasis, pityriasis variegata and cutaneous mycosis caused by sensitive fungi.

Production method: 

Starting from m-dichlorobenzene, compound (I) can be obtained by a reaction exactly similar to ketoconazole. Compound (I) is then condensed with 1-acetyl -4-(4-hydroxyphenyl) piperazine, followed by water deacetylation, condensation with p-nitrochlorobenzene, hydroreduction, chlorocarbonate acylation, and then reaction with hydrazine hydrate and recyclization, alkylated to itraconazole