Fluconazole molecular structure

Fluconazole

Also known as: Diflucan, Forcan, Zocon, Flucos, Syscan, Fungone

CAS Number: 86386-73-4

Triazole antifungal — systemic

Pharmacopeia Standards

USPBPEPIPJPCP

Mechanism of Action

Fluconazole selectively inhibits fungal cytochrome P450 14-alpha-demethylase (CYP51, ERG11), blocking the oxidative removal of the 14-alpha methyl group from lanosterol. The resulting depletion of ergosterol and accumulation of 14-alpha-methylated sterol precursors disrupts membrane fluidity and the function of membrane-bound enzymes. Its high water solubility and low protein binding give it unusually good CSF and urinary penetration for an azole.

Technical Specifications

Generic / INN NameFluconazole
CAS Registry Number86386-73-4
Molecular FormulaC13H12F2N6O
Molecular Weight306.27 g/mol
Typical Purity98.0–102.0% (on anhydrous basis)
Storage ConditionsStore in tightly closed, light-resistant HDPE or fibre drums with double LDPE liner below 25°C in a dry, well-ventilated area
Shelf Life60 months from date of manufacture (retest at 60 months)
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

Oropharyngeal and oesophageal candidiasis, vulvovaginal candidiasis, invasive candidaemia, cryptococcal meningitis, coccidioidomycosis, antifungal prophylaxis in neutropenic and transplant patients, dermatophytoses

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