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F8929

Sigma-Aldrich

Fluconazole

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

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C13H12F2N6O
Numéro CAS:
86386-73-4
Poids moléculaire :
306.27
Numéro MDL:
MFCD00274549
Code UNSPSC :
12352200
ID de substance PubChem :
24724485
Nomenclature NACRES :
NA.77

product name

Fluconazole, ≥98% (HPLC), powder

Pureté

≥98% (HPLC)

Forme

powder

Solubilité

DMSO: 5 mg/mL

Spectre d'activité de l'antibiotique

fungi

Mode d’action

enzyme | inhibits

Température de stockage

room temp

Chaîne SMILES 

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

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

Clé InChI

RFHAOTPXVQNOHP-UHFFFAOYSA-N

Informations sur le gène

human ... CYP1A2(1544)

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Description générale

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

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.

Actions biochimiques/physiologiques

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.

Caractéristiques et avantages

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.

Pictogrammes

Health hazardExclamation mark
GHS08,GHS07

Mention d'avertissement

Danger

Mentions de danger

H302,H360D,H362,H412

Classification des risques

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

Code de la classe de stockage

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

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

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
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)
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)
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)
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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