Ketoconazole molecular structure

Ketoconazole

Also known as: Nizoral, Ketomac, Danruf, Ketostar, Extina, Xolegel

CAS Number: 65277-42-1

Imidazole antifungal — topical and systemic

Pharmacopeia Standards

USPBPEPIPJPCP

Mechanism of Action

Ketoconazole inhibits fungal cytochrome P450 14-alpha-demethylase, halting conversion of lanosterol to ergosterol and increasing membrane permeability. At higher concentrations it also inhibits mammalian steroidogenic P450 enzymes including CYP17A1 and CYP11B1, the basis of its off-label endocrine use and of the hepatotoxicity that curtailed oral therapy. Topically it additionally suppresses Malassezia species implicated in seborrhoeic dermatitis and dandruff.

Technical Specifications

Generic / INN NameKetoconazole
CAS Registry Number65277-42-1
Molecular FormulaC26H28Cl2N4O4
Molecular Weight531.43 g/mol
Typical Purity99.0–101.0% (on dried basis)
Storage ConditionsStore below 25°C in tightly closed, light-resistant containers; protect from light and moisture
Shelf Life60 months from date of manufacture
CategoryAntifungals

Specifications are indicative and intended for sourcing reference only. Always confirm against the supplier's Certificate of Analysis and the applicable pharmacopeial monograph before issuing a purchase specification.

Typical Applications

Seborrhoeic dermatitis, dandruff, pityriasis versicolor, tinea corporis, cruris and pedis, cutaneous candidiasis, Cushing syndrome as endocrine adjunct

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