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Fluconazole P450 (e.g. CYP17) inhibitor

Cat.No.S1331

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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Quality Control

Batch: Purity: 99.94%
99.94

Solubility

In vitro
Batch:

DMSO : 61 mg/mL (199.17 mM)
(Moisture-contaminated DMSO may reduce solubility. Use fresh, anhydrous DMSO.)

Ethanol : 61 mg/mL

Water : Insoluble

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In vivo
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Method for preparing in vivo formulation: Take μL DMSO master liquid, next addμL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O, mix and clarify.

Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.

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Chemical Information, Storage & Stability

Molecular Weight 306.27 Formula

C13H12F2N6O

Storage (From the date of receipt)
CAS No. 86386-73-4 Download SDF Storage of Stock Solutions

Synonyms UK 49858 SMILES C1=CC(=C(C=C1F)F)C(CN2C=NC=N2)(CN3C=NC=N3)O

Read more about storage stability stock solution CAS number SMILES

Mechanism of Action

Targets/IC50/Ki
lanosterol 14 alpha-demethylase
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. This compound and caspofungin have an antagonistic effect against biofilms but not with planktonic cells. It-mediated membrane perturbation (due to inhibition of ergosterol biosynthesis) increases calcineurin inhibitor intracellular concentrations. This treatment significantly reduces levels of ergosterol within the cell in C. albicans planktonic cells, leading to cell membrane perturbation. Its activity is less sensitive to acidic medium than is that of ketoconazole. The compound is approximately 16-fold less active than ketoconazole against 35 representative isolates of C. albicans at physiologic pH. Fluvastatin, a cholesterol-lowering drug, exhibits minimal activity (MICs of 64 to >128 mg/mL) against Candida species and Cryptococcus neoformans. This chemical 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.

In vivo

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

References
  • [4] https://pubmed.ncbi.nlm.nih.gov/8878602/

Clinical Trial Information

(data from https://clinicaltrials.gov, updated on 2026-09-03)

NCT Number Recruitment Conditions Sponsor/Collaborators Start Date Phases
NCT07743593 NOT_YET_RECRUITING
Cryptococcal Antigenemia; HIV-1-infection; Cryptococcal Infection; Cryptococcal Meningitis
University of Minnesota
2027-01-05 PHASE3
NCT04930107 ACTIVE_NOT_RECRUITING
Candidiasis, Vulvovaginal
University of Manitoba
2021-12-07 EARLY_PHASE1
NCT06274554 RECRUITING
Crohn's Disease; Inflammatory Bowel Diseases
Weill Medical College of Cornell University
2024-10-04 PHASE3
NCT05421858 RECRUITING
Candidemia; Candidiasis, Invasive
Basilea Pharmaceutica
2024-12-11 PHASE3
NCT03828773 RECRUITING
Candidiasis; Fungal Infection; Acute Myeloid Leukemia; Genetic Predisposition; Aspergillosis
Bochud Pierre-Yves
2019-02-11
NCT07295314 NOT_YET_RECRUITING
Gut Microbiome; Healthy Adult Male; Antifungal Therapy
Academisch Medisch Centrum - Universiteit van Amsterdam (AMC-UvA)
2026-01 EARLY_PHASE1

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