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Itraconazole

SIAL/I7000000 - European Pharmacopoeia (EP) Reference Standard

Synonym: Oriconazole; R51211; Sporanox

CAS Number: 84625-61-6
Empirical Formula (Hill Notation): C35H38Cl2N8O4
Molecular Weight: 705.63
MDL Number: MFCD00870168
Linear Formula: C35H38Cl2N8O4
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-I7000000 20 mg
 $153.00
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API family itraconazole
application(s) pharmaceutical (small molecule)
format neat
grade pharmaceutical primary standard
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
InChI key VHVPQPYKVGDNFY-UHFFFAOYSA-N
manufacturer/tradename EDQM
SMILES string CCC(C)N1N=CN(C1=O)c2ccc(cc2)N3CCN(CC3)c4ccc(OCC5COC(Cn6cncn6)(O5)c7ccc(Cl)cc7Cl)cc4
storage temp. 2-8°C
Application: Itraconazole EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.
Biochem/physiol Actions: 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.
General description: 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 .
Other Notes: Sales restrictions may apply.
Packaging: The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue .
Storage Temp. 2-8°C
UNSPSC 41116107

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