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UC280 Sigma-Aldrich

Ketoconazole

Synonym: (±)-cis-1-Acetyl-4-(4-[(2-[2,4-dichlorophenyl]-2-[1H-imidazol-1-ylmethyl]-1,3-dioxolan-4-yl)-methoxy]phenyl)piperazine

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Properties

Related Categories Antibiotics, Antibiotics A to Z, Antibiotics G-M, Approved Therapeutics/Drug Candidates, Bioactive Small Molecule Alphabetical Index,
InChI Key   XMAYWYJOQHXEEK-OZXSUGGESA-N
assay   ≥99% (HPLC)
color   white to light yellow
solubility   DMSO: soluble
Mode of action   enzyme | inhibits
antibiotic activity spectrum   fungi
  yeast
originator   Johnson & Johnson
storage temp.   2-8°C
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)

Description

General description

Chemical structure: imidazole

Application

Ketoconazole has been used as a cytochrome P450 (CYP) inhibitor to study its functions in embryonic testes of rats. Ketoconazole has also been used for the screening of antimicrobial agents against nonreplicating M. tuberculosis. Furthermore, studies have used ketoconazole for antifungal susceptibility testing and also as a standard antifungal agent.

CYP3A4 inhibitor

Packaging

5, 10 mg in glass bottle

Biochem/physiol Actions

Antifungal agent

Features and Benefits

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.

This compound was developed by Johnson & Johnson. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Preparation Note

Ketoconazole is soluble in DMSO.

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN2811 - class 6.1 - PG 3 - EHS - Toxic solids, organic, n.o.s., HI: all
WGK Germany 
3
RTECS 
TK7912300

Documents

Certificate of Analysis

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Milli-Q® Water Purification Solutions
Protocols & Articles

Articles

Discover Bioactive Small Molecules for ADME/Tox

A significant number of drugs that fail in clinical trials have been associated with safety issues, including unexpected drug-drug interactions (DDI) or lack of efficacy due to poor pharmacokinetics....
Keywords: Absorption, Bioactive small molecules, Clinical, Metabolism

HPLC Analysis of Triazole Antifungal Agent Enantiomers on Astec® CYCLOBOND® I 2000 HP-RSP

From our library of Articles, Sigma-Aldrich presents HPLC Analysis of Triazole Antifungal Agent Enantiomers on Astec® CYCLOBOND® I 2000 HP-RSP
Keywords: Antibiotics, Antifungals, Antimicrobials, Chromatography, High performance liquid chromatography, Pharmaceutical

Peer-Reviewed Papers
15

References

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