I6657

Itraconazole

≥98% (HPLC)

• Sinónimos: Oriconazole, R51211, Sporanox
• Fórmula empírica (notación de Hill): C₃₅H₃₈Cl₂N₈O₄
• Número de CAS: 84625-61-6
• Peso molecular: 705.63
• Número MDL: MFCD00870168
• Código UNSPSC: 51102829
• ID de la sustancia en PubChem: 329815394
• NACRES: NA.85

Propiedades

• Ensayo: ≥98% (HPLC)
• color: white
• solubilidad: chloroform: 50 mg/mL, clear, colorless
• espectro de actividad antibiótica: fungi
• Modo de acción: enzyme | inhibits
• temp. de almacenamiento: 2-8°C
• cadena SMILES: CCC(C)N1N=CN(C1=O)c2ccc(cc2)N3CCN(CC3)c4ccc(OCC5COC(Cn6cncn6)(O5)c7ccc(Cl)cc7Cl)cc4
• InChI: 1S/C35H38Cl2N8O4/c1-3-25(2)45-34(46)44(24-40-45)29-7-5-27(6-8-29)41-14-16-42(17-15-41)28-9-11-30(12-10-28)47-19-31-20-48-35(49-31,21-43-23-38-22-39-43)32-13-4-26(36)18-33(32)37/h4-13,18,22-25,31H,3,14-17,19-21H2,1-2H3
• Clave InChI: VHVPQPYKVGDNFY-UHFFFAOYSA-N

Descripción

Aplicación

Itraconazole is a triazole antifungal agent. It is used to inhibit cytochrome P-450-dependent enzymes and ergosterol synthesis. It has been used against histoplasmosis, blastomycosis, cryptococcal meningitis, and aspergillosis. It′s different formulations are used to study Candida strains in murine invasive infections. It has been used to study proliferative changes of the forestomach mucosa in alloxan-induced diabetic rats.

Acciones bioquímicas o fisiológicas

Itraconazole inhibits cytochrome P-450-dependent enzymes which results in the inhibition of ergosterol synthesis. It does so by interacting with 14-α demethylase, which is a cytochrome P-450 enzyme necessary to convert lanosterol to ergosterol. Ergosterol is a crucial compenent of fungal cell membranes. Therefore, it′s inhibition results in increased cellular permeability causing leakage of cellular contents. Itraconazole may also inhibit endogenous respiration, interact with membrane phospholipids, inhibit the transformation of yeasts to mycelial forms, inhibit purine uptake, and impair triglyceride and phospholipid biosynthesis.

Synthetic broad-spectrum triazole antifungal agent. Mode of action: Inhibits cytochrome P450 dependent enzymes including 14α-demethylase. The inhibition results in prevention of the biosynthesis of ergosterol, a critical fungal cell wall component.

Información de seguridad

• Pictogramas: GHS07
• Palabra de señalización: Warning
• Frases de peligro: H302,H315,H319,H335
• Consejos de prudencia: P261 - P264 - P271 - P301 + P312 - P302 + P352 - P305 + P351 + P338
• Clasificaciones de peligro: Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Órganos de actuación: Respiratory system
• Código de clase de almacenamiento: 11 - Combustible Solids
• 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: dust mask type N95 (US), Eyeshields, Faceshields, Gloves