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Merck

PZ0005

Sigma-Aldrich

Voriconazol

≥98% (HPLC), powder, ergosterol synthesis inhibitor

Synonym(e):

(2R,3S)-2-(2,4-Difluorphenyl)-3-(5-fluorpyrimidin-4-yl)-1-(1H-1,2,4-triazol-1-yl)-butan-2-ol, UK-109496

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About This Item

Empirische Formel (Hill-System):
C16H14F3N5O
CAS-Nummer:
Molekulargewicht:
349.31
MDL-Nummer:
UNSPSC-Code:
12352200
PubChem Substanz-ID:
NACRES:
NA.77

product name

Voriconazol, ≥98% (HPLC)

Assay

≥98% (HPLC)

Form

powder

Farbe

white

Löslichkeit

DMSO: >20 mg/mL

Lagertemp.

room temp

SMILES String

C[C@@H](c1ncncc1F)[C@](O)(Cn2cncn2)c3ccc(F)cc3F

InChI

1S/C16H14F3N5O/c1-10(15-14(19)5-20-7-22-15)16(25,6-24-9-21-8-23-24)12-3-2-11(17)4-13(12)18/h2-5,7-10,25H,6H2,1H3/t10-,16+/m0/s1

InChIKey

BCEHBSKCWLPMDN-MGPLVRAMSA-N

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Allgemeine Beschreibung

Voriconazole is a triazole and a synthetic derivative of fluconazole.

Anwendung

Voriconazole has been used:
  • as a control and Erg11 inhibitor in YPD medium
  • as a reference drug to test the activity of essential oils against clinical strains of Candida sp.
  • as an antifungal agent to test its interactions with valproic acid (VPA)
  • to compare its in vitro antifungal activity with essential oils and its components against Cryptococcus neoformans azole-susceptible and not-susceptible clinical isolates

Biochem./physiol. Wirkung

Voriconazole is an antifungal used to treat serious fungal infections. Voriconazole inhibits ergosterol synthesis by inhibiting CYP450-dependent 14-α sterol demethylase resulting in a depletion of ergosterol in fungal cell membranes.
Voriconazole is used to treat invasive aspergillosis (IA). It is vigorous against Candida species, including the strains of Candida albicans, which shows resistance to fluconazole.

Piktogramme

Skull and crossbonesHealth hazard

Signalwort

Danger

Gefahreneinstufungen

Acute Tox. 3 Oral - Aquatic Chronic 3 - Carc. 2 - Muta. 2 - Repr. 2 - STOT RE 1 - STOT RE 2 Oral - STOT SE 2 Oral

Zielorgane

Eyes, Liver,Kidney

Lagerklassenschlüssel

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

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


Analysenzertifikate (COA)

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Die Dokumentenbibliothek aufrufen

Identification and evaluation of novel acetolactate synthase inhibitors as antifungal agents
Richie D L, et al.
Antimicrobial agents and chemotherapy, 57(5), 2272-2280 (2013)
pH-dependant antifungal activity of valproic acid against the human fungal pathogen Candida albicans
Chaillot J, et al.
Frontiers in Microbiology, 8, 1956-1956 (2017)
Voriconazole: a new triazole antifungal agent
Saravolatz L D, et al.
Clinical Infectious Diseases, 36(5), 630-637 (2003)
Narcisa Mandras et al.
Molecules (Basel, Switzerland), 26(16) (2021-08-28)
The epidemiology of yeast infections and resistance to available antifungal drugs are rapidly increasing, and non-albicans Candida species and rare yeast species are increasingly emerging as major opportunistic pathogens. In order to identify new strategies to counter the threat of
Use of Pinus sylvestris L.(Pinaceae), Origanum vulgare L.(Lamiaceae), and Thymus vulgaris L.(Lamiaceae) essential oils and their main components to enhance itraconazole activity against azole susceptible/not-susceptible Cryptococcus neoformans strains
Scalas D, et al.
BMC Complementary and Alternative Medicine, 18(1), 143-143 (2018)

Artikel

Bioactive small molecules for immune system signaling target identification/validation and antibiotics, antivirals, and antifungals offered.

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