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Key Documents

F8929

Sigma-Aldrich

Fluconazole

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

Sinônimo(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

Fórmula empírica (Notação de Hill):
C13H12F2N6O
Número CAS:
Peso molecular:
306.27
Número MDL:
Código UNSPSC:
12352200
ID de substância PubChem:
NACRES:
NA.77

product name

Fluconazole, ≥98% (HPLC), powder

Nível de qualidade

Ensaio

≥98% (HPLC)

forma

powder

solubilidade

DMSO: 5 mg/mL

espectro de atividade do antibiótico

fungi

Modo de ação

enzyme | inhibits

temperatura de armazenamento

room temp

cadeia de caracteres 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

chave InChI

RFHAOTPXVQNOHP-UHFFFAOYSA-N

Informações sobre genes

human ... CYP1A2(1544)

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Descrição geral

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

Aplicação

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.

Ações bioquímicas/fisiológicas

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.

Características e benefícios

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.

Pictogramas

Health hazardExclamation mark

Palavra indicadora

Danger

Frases de perigo

Classificações de perigo

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

Código de classe de armazenamento

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

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves


Certificados de análise (COA)

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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)
T Brosh-Nissimov et al.
Clinical microbiology and infection : the official publication of the European Society of Clinical Microbiology and Infectious Diseases, 21(11), 1011-1017 (2015-07-18)
Targeting fluconazole therapy to achieve predefined pharmacodynamic goals has been suggested as a means of optimizing the treatment of patients with candidaemia. However, data regarding species-specific dosing targets are inconclusive. We retrospectively analysed a cohort of 75 adult patients with
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)

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