1354251

Itraconazole

United States Pharmacopeia (USP) Reference Standard

• Sinônimo(s): Oriconazole, R51211, Sporanox
• Fórmula empírica (Notação de Hill): C₃₅H₃₈Cl₂N₈O₄
• Número CAS: 84625-61-6
• Peso molecular: 705.63
• Número MDL: MFCD00870168
• Código UNSPSC: 41116107
• ID de substância PubChem: 329750213
• NACRES: NA.24

Propriedades

• grau: pharmaceutical primary standard
• família API: itraconazole
• fabricante/nome comercial: USP
• aplicação(ões): pharmaceutical (small molecule)
• formato: neat
• cadeia de caracteres 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
• chave InChI: VHVPQPYKVGDNFY-UHFFFAOYSA-N

Descrição

Descrição geral

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.
For further information and support please go to the website of the issuing Pharmacopoeia.

Aplicação

Itraconazole USP reference standard, intended for use in specified quality tests and assays as specified in the USP compendia. Also, for use with USP monographs such as:

• Itraconazole Capsules

Ações bioquímicas/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.

Nota de análise

These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.  ​

Outras notas

Sales restrictions may apply.

Informações de segurança

• Pictogramas: GHS07
• Palavra indicadora: Warning
• Frases de perigo: H302,H315,H319,H335
• Declarações de precaução: P261 - P264 - P271 - P301 + P312 - P302 + P352 - P305 + P351 + P338
• Classificações de perigo: Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Órgãos-alvo: Respiratory system
• Código de classe de armazenamento: 11 - Combustible Solids
• Classe de risco de água (WGK): WGK 3
• Ponto de fulgor (°F): Not applicable
• Ponto de fulgor (°C): Not applicable