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Catalog No. K1003 Name Sigma Aldrich
CAS Number 65277-42-1 Website http://www.sigmaaldrich.com
M. F. C26H28Cl2N4O4 Telephone 1-800-521-8956
M. W. 531.43092 Fax
Purity ≥98% (HPLC) Email
Storage Chembase ID: 72632


IUPAC name
IUPAC Traditional name


PubChem SID 24278176
CAS Number 65277-42-1
MDL Number MFCD00058579
EC Number 265-667-4


Purity ≥98% (HPLC)
Quality Level PREMIUM
Gene Information human ... ABCB1(5243), CYP11B1(1584), CYP11B2(1585), CYP17A1(1586), CYP19A1(1588), CYP1A2(1544), CYP24A1(1591), CYP26A1(1592), CYP3A4(1576), CYP51A1(1595), KCNH1(3756)mouse ... Abcb1a(18671), Abcb1b(18669)rat ... Alox5(25290), Cyp17a1(25146), Cyp51(25427), Cyp7a1(25428)
GHS Pictograms GHS06
GHS Pictograms GHS08
GHS Pictograms GHS09
GHS Signal Word Danger
GHS Hazard statements H301-H360F-H373-H410
European Hazard Symbols Toxic Toxic (T)
European Hazard Symbols Nature polluting Nature polluting (N)
Personal Protective Equipment Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
GHS Precautionary statements P201-P273-P301 + P310-P308 + P313-P501
RID/ADR UN 2811 6.1/PG 3
Risk Statements 60-25-48/22-50/53
RTECS TK7912300
Safety Statements 53-45-60-61
Storage Temperature 2-8°C
Hazard Class 6.1
UN Number 2811
Packing Group 3
German water hazard class 3


Description (English)
CYP3A4 inhibitor
Ketoconazole is a broad spectrum antifungal agent used to treat candidiasis, chronic mucocutaneous candidiasis, oral thrush, candiduria, blastomycosis, coccidioidomycosis, histoplasmosis, chromomycosis, and paracoccidioidomycosis. It is used to identify p-glycoprotein/CYP3A-limited bioavailability in the monkey model1, to study interleukin 1 mediated antitumor effects2, and drug interactions in vivo3
Biochem/physiol Actions
Antifungal agent
Ketoconazole interacts with 14-α demethylase, a cytochrome P-450 enzyme that is necessary for the conversion of lanosterol to ergosterol. This interaction inhibits ergosterol synthesis and results in increased fungal cellular permeability. Other possible mechanisms of action are the inhibition of endogenous respiration, interaction with membrane phospholipids, inhibition of yeast transformation to mycelial forms, inhibition of purine uptake, and impairment of triglyceride and/or phospholipid biosynthesis. Ketoconazole inhibits the synthesis of thromboxane and sterols such as aldosterone, cortisol, and testosterone .
Protocols & Applications
Antibiotic Selector for application, solubility, solution stability, working concentration, and mode of action information