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Merck

F8929

Fluconazole

≥98% (HPLC), powder, fungal cytochrome P-450 sterol C-14 α-demethyllation inhibitor

Sinónimos:

2-(2,4-Difluorophenyl)-1,3-bis(1H-1,2,4-triazol-1-yl)propan-2-ol

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About This Item

Fórmula empírica (notación de Hill):
C13H12F2N6O
Número CAS:
86386-73-4
Peso molecular:
306.27
UNSPSC Code:
12352200
PubChem Substance ID:
24724485
NACRES:
NA.77
MDL number:
MFCD00274549

Nombre del producto

Fluconazole, ≥98% (HPLC), powder

SMILES string

FC1=CC(F)=C(C(CN2N=CN=C2)(O)CN3N=CN=C3)C=C1

InChI key

RFHAOTPXVQNOHP-UHFFFAOYSA-N

InChI

1S/C13H12F2N6O/c14-10-1-2-11(12(15)3-10)13(22,4-20-8-16-6-18-20)5-21-9-17-7-19-21/h1-3,6-9,22H,4-5H2

assay

≥98% (HPLC)

form

powder

solubility

DMSO: 5 mg/mL

antibiotic activity spectrum

fungi

mode of action

enzyme | inhibits

storage temp.

room temp

Quality Level

100

Gene Information

human ... CYP1A2(1544)

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Categorías relacionadas

Application

Fluconazole has been used to assess minimum inhibitory concentration (MIC)-fungal assay. It has also been used as a positive control in antifungal assay of plants.

Biochem/physiol Actions

Fluconazole is an antifungal agent. It is highly selective inhibitor of fungal cytochrome P-450 sterol C-14 α-demethyllation. Fluconazole is a potent inhibitor of CYP2C9. Fluconazole interferes with fungal ergosterol synthesis and downregulates the metallothionein gene.
Fluconazole is an antifungal agent; highly selctive inhibitor of fungal cytochrome P-450 sterol C-14 α-demethyllation. Potent inhibitor of CYP2C9. Interferes with fungal ergosterol synthesis; downregulates metallothionein gene.

Features and Benefits

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

General description

Fluconazole is used to treat adult neutropenic patients with invasive candidiasis (IC).

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3 - Lact. - Repr. 1B

Clase de almacenamiento

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
0000486160
0000486160
0000453563
0000453563
0000409287

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Current antifungal drugs and immunotherapeutic approaches as promising strategies to treatment of fungal diseases
Nami S, et al.
Biomedicine and Pharmacotherapy, 110, 857-868 (2019)
Screening of selected medicinal plants for their antifungal properties
Aboh MI, et al.
African Journal of Clinical and Experimental Microbiolog, 20(1), 54-59 (2019)
Maiken Cavling Arendrup et al.
Antimicrobial agents and chemotherapy, 53(4), 1628-1629 (2009-02-04)
The fluconazole MIC distributions for Candida glabrata from testing 34 different clinical isolates and performing 51 tests on a single isolate mirrored each other. Since what is perceived as biological variation in isolates without resistance mechanisms is mainly methodological variation
Synthesis, structures and antimicrobial activity of novel NHC-and Ph3P-Ag (I)-Benzoate derivatives
O Beirne C, et al.
Inorgorganica Chimica Acta, 486, 294-303 (2019)
H M H N Bandara et al.
Scientific reports, 10(1), 7769-7769 (2020-05-10)
Microorganisms employ quorum sensing (QS) mechanisms to communicate with each other within microbial ecosystems. Emerging evidence suggests that intraspecies and interspecies QS plays an important role in antimicrobial resistance in microbial communities. However, the relationship between interkingdom QS and antimicrobial
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