Ketoconazole, 98%
Ketoconazole, 98%
Ketoconazole, 98%
Thermo Scientific Chemicals

Ketoconazole, 98%

Ketoconazole, CAS # 65277-42-1, is a synthetic, broad-spectrum antifungal agent with the ability to inhibit a variety of fungal infections. | CAS: 65277-42-1 | C26H28Cl2N4O4 | 531.44 g/mol
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Catalog number 455470050
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5 g
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Price (EUR)
140,00
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Chemical Identifiers
CAS65277-42-1
IUPAC Name1-[4-(4-{[(2S,4R)-2-(2,4-dichlorophenyl)-2-[(1H-imidazol-1-yl)methyl]-1,3-dioxolan-4-yl]methoxy}phenyl)piperazin-1-yl]ethan-1-one
Molecular FormulaC26H28Cl2N4O4
InChI KeyXMAYWYJOQHXEEK-ZEQKJWHPSA-N
SMILESCC(=O)N1CCN(CC1)C1=CC=C(OC[C@@H]2CO[C@](CN3C=CN=C3)(O2)C2=CC=C(Cl)C=C2Cl)C=C1
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SpecificationsSpecification SheetSpecification Sheet
Appearance (Form)Powder
HPLC>=97.5 %
Infrared spectrumConforms
Appearance (Color)White to light brown
Melting point148°C to 152°C
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This Thermo Scientific Chemicals brand product was originally part of the Acros Organics product portfolio. Some documentation and label information may refer to the legacy brand. The original Acros Organics product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

General Description

  • Ketoconazole is an imidazole antifungal agent
  • It functions by inhibiting synthesis of ergosterol, which is the fungal equivalent of cholesterol

Applications

  • Ketoconazole shows fungicide activity against a variety of yeast infections
  • It is an inhibitor of CYP3A4, which is necessary for the conversion of lanosterol to ergosterol
  • It increases fungal cellular permeability
  • It also inhibits endogenous respiration by disrupting membrane phospholipids
  • Ketoconazole can also inhibit the synthesis of thromboxane and sterols such as aldosterone, cortisol, and testosterone
RUO – Research Use Only

General References:

  1. Takano, M.; Hasegawa, R.; Fukuda, T.; Yumoto, R.; Nagai, J.; Murakami, T. Interaction with P-glycoprotein and transport of erythromycin, midazolam and ketoconazole in Caco-2 cells. European Journal of Pharmacology.1998, 358 (3), 289-294.
  2. Goeders, N. E.; Peltier, R. L.; Guerin, G. F. Ketoconazole reduces low dose cocaine self-administration in rats. Drug and Alcohol Dependence.1998, 53 (1), 67-77.