Fluconazole

Licensed by Pfizer Catalog No.S1331 Synonyms: UK 49858

Fluconazole Chemical Structure

Molecular Weight(MW): 306.27

Fluconazole is a fungal lanosterol 14 alpha-demethylase inhibitor, which thereby prevents the formation of ergosterol,used in the treatment and prevention of superficial and systemic fungal infections.

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Biological Activity

Description Fluconazole is a fungal lanosterol 14 alpha-demethylase inhibitor, which thereby prevents the formation of ergosterol,used in the treatment and prevention of superficial and systemic fungal infections.
Targets
lanosterol 14 alpha-demethylase [1]
In vitro

Fluconazole in combination with amphotericin B (AmB) has a synergistic effect on C. albicans planktonic cells but does not alter AmB activity against biofilms. Fluconazole and caspofungin have an antagonistic effect against biofilms but not with planktonic cells. Fluconazole-mediated membrane perturbation (due to inhibition of ergosterol biosynthesis) increases calcineurin inhibitor intracellular concentrations. Fluconazole treatment significantly reduces levels of ergosterol within the cell in C. albicans planktonic cells, leading to cell membrane perturbation. [1] Fluconazole activity is less sensitive to acidic medium than is that of ketoconazole. Fluconazole is approximately 16-fold less active than ketoconazole against 35 representative isolates of C. albicans at physiologic pH. [2] Fluvastatin, a cholesterol-lowering drug, exhibits minimal activity (MICs of 64 to >128 mg/mL) against Candida species and Cryptococcus neoformans. Fluconazole combined with itraconazole exhibits potent activities against C. albicans, C. tropicalis, C. parapsilosis, and C. neoformans, including flucon- azole-resistant strains of C. albicans and C. tropicalis. [3]

In vivo Fluconazole is very effective in prolonging survival of rats infected with a representative candidal strain. [3] Fluconazole has a dramatic effect on the fungicidal activity of flucytosine in murine cryptococcal meningitis. Fluconazole combined with flucytosine and amphotericin B have significantly improved activity against cryptococcal meningitis compared with the activity of each drug used alone. [4]

Protocol

Solubility (25°C)

In vitro DMSO 61 mg/mL (199.17 mM)
Ethanol 61 mg/mL (199.17 mM)
Water Insoluble
In vivo Add solvents to the product individually and in order(Data is from Selleck tests instead of citations):
2% DMSO+30% PEG 300+2% Tween 80+ddH2O
For best results, use promptly after mixing.
12mg/mL

* Please note that Selleck tests the solubility of all compounds in-house, and the actual solubility may differ slightly from published values. This is normal and is due to slight batch-to-batch variations.

Chemical Information

Molecular Weight 306.27
Formula

C13H12F2N6O

CAS No. 86386-73-4
Storage powder
in solvent
Synonyms UK 49858

Bio Calculators

Molarity Calculator

Molarity Calculator

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Dilution Calculator

Dilution Calculator

Calculate the dilution required to prepare a stock solution. The Selleck dilution calculator is based on the following equation:

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Definitions of molecular mass, molecular weight, molar mass and molar weight:

Molecular mass (molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.

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Clinical Trial Information

NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT04122560 Not yet recruiting Drug: Fluconazole 200mg tab|Drug: Fluconazole 2 MG/ML Fluconazole|Candidiasis|Invasive Fungal Infections|Obesity Radboud University|St. Antonius Hospital November 1 2019 Phase 4
NCT04038008 Not yet recruiting Drug: Fluconazole|Drug: Diflucan® Bioequivalence Pharmtechnology LLC|Altasciences Company Inc. July 2019 Phase 1
NCT03659162 Not yet recruiting Drug: Azole Antifungal Fungal Infection Assiut University February 17 2019 --
NCT03821480 Completed Drug: Test drug|Drug: Reference drug Bioequivalence Pfizer January 28 2019 Phase 1
NCT03610945 Completed Drug: Fluconazole|Drug: Quinidine|Drug: EDP-305 NASH - Nonalcoholic Steatohepatitis Enanta Pharmaceuticals July 19 2018 Phase 1

Tech Support

Answers to questions you may have can be found in the inhibitor handling instructions. Topics include how to prepare stock solutions, how to store inhibitors, and issues that need special attention for cell-based assays and animal experiments.

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Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID