UC280

Ketoconazol

• Synonym(e): (±)-cis-1-Acetyl-4-{4-{[2-(2,4-dichlorphenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]-methoxy}-phenyl}-piperazin
• Empirische Formel (Hill-System): C₂₆H₂₈Cl₂N₄O₄
• CAS-Nummer: 65277-42-1
• Molekulargewicht: 531.43
• EG-Nummer: 265-667-4
• MDL-Nummer: MFCD00058579
• UNSPSC-Code: 12161501
• PubChem Substanz-ID: 24724652
• NACRES: NA.77

Eigenschaften

• Assay: ≥99% (HPLC)
• Form: solid
• Farbe: white to light yellow
• Löslichkeit: DMSO: soluble
• Wirkungsspektrum von Antibiotika: fungi; yeast
• Wirkungsweise: enzyme | inhibits
• Ersteller: Johnson & Johnson
• Lagertemp.: 2-8°C
• SMILES String: CC(=O)N1CCN(CC1)c2ccc(OC[C@H]3CO[C@@](Cn4ccnc4)(O3)c5ccc(Cl)cc5Cl)cc2
• InChI: 1S/C26H28Cl2N4O4/c1-19(33)31-10-12-32(13-11-31)21-3-5-22(6-4-21)34-15-23-16-35-26(36-23,17-30-9-8-29-18-30)24-7-2-20(27)14-25(24)28/h2-9,14,18,23H,10-13,15-17H2,1H3/t23-,26-/m0/s1
• InChIKey: XMAYWYJOQHXEEK-OZXSUGGESA-N
• Angaben zum Gen: 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)

Beschreibung

Anwendung

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

Biochem./physiol. Wirkung

Ketoconazole is an imidazole derivative. It plays an important role in inhibiting the conversion of lanosterol to ergosterol in the cell wall of fungi. Ketoconazole has therapeutic effects against dermatophytosis, superficial candidiasis, and paracoccidioidomycosis.

Antifungales Mittel

Leistungsmerkmale und Vorteile

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.

Verpackung

Bottomless glass bottle. Contents are inside inserted fused cone.

Angaben zur Herstellung

Ketoconazole is soluble in DMSO.

Sicherheitshinweise

• Piktogramme: GHS06,GHS08,GHS09
• Signalwort: Danger
• H-Sätze: H301,H360F,H373,H410
• P-Sätze: P202 - P260 - P264 - P273 - P280 - P301 + P310
• Gefahreneinstufungen: Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Repr. 1B - STOT RE 2
• 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
• Persönliche Schutzausrüstung: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges