UC280

Ketoconazole

• Sinónimos: (±)-cis-1-Acetyl-4-(4-[(2-[2,4-dichlorophenyl]-2-[1H-imidazol-1-ylmethyl]-1,3-dioxolan-4-yl)-methoxy]phenyl)piperazine
• Fórmula empírica (notación de Hill): C₂₆H₂₈Cl₂N₄O₄
• Número de CAS: 65277-42-1
• Peso molecular: 531.43
• Número CE: 265-667-4
• Número MDL: MFCD00058579
• Código UNSPSC: 12161501
• ID de la sustancia en PubChem: 24724652
• NACRES: NA.77

Propiedades

• Ensayo: ≥99% (HPLC)
• Formulario: solid
• color: white to light yellow
• solubilidad: DMSO: soluble
• espectro de actividad antibiótica: fungi; yeast
• Modo de acción: enzyme | inhibits
• emisor: Johnson & Johnson
• temp. de almacenamiento: 2-8°C
• cadena SMILES: 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
• Clave InChI: XMAYWYJOQHXEEK-OZXSUGGESA-N
• Información sobre el 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)

Descripción

Aplicación

CYP3A4 inhibitor

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.

Acciones bioquímicas o fisiológicas

Antifungal agent

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.

Características y beneficios

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.

Envase

Bottomless glass bottle. Contents are inside inserted fused cone.

Nota de preparación

Ketoconazole is soluble in DMSO.

Información de seguridad

• Pictogramas: GHS06,GHS08,GHS09
• Palabra de señalización: Danger
• Frases de peligro: H301,H360F,H373,H410
• Consejos de prudencia: P202 - P260 - P264 - P273 - P280 - P301 + P310
• Clasificaciones de peligro: Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Repr. 1B - STOT RE 2
• Código de clase de almacenamiento: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable
• Equipo de protección personal: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges