Itraconazole
USP/1354251 - United States Pharmacopeia (USP) 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
API family | itraconazole |
application(s) | pharmaceutical (small molecule) |
format | neat |
grade | pharmaceutical primary standard |
InChI | 1S/C35H38Cl2N8O4/c1-3-25( |
InChI key | VHVPQPYKVGDNFY-UHFFFAOYSA |
manufacturer/tradename | USP |
SMILES string | CCC(C)N1N=CN(C1=O)c2ccc(c |
Analysis Note: | 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. |
Application: | Itraconazole USP reference standard, intended for use in specified quality tests and assays as specified in the USP compendia. |
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. |
Symbol | ![]() |
Signal word | Warning |
Hazard statements | H302 - H315 - H319 - H335 |
Precautionary statements | P261 - P264 - P270 - P301 + P312 - P302 + P352 - P305 + P351 + P338 |
RIDADR | NONH for all modes of transport |
WGK Germany | WGK 3 |
Flash Point(F) | Not applicable |
Flash Point(C) | Not applicable |
UNSPSC | 41116107 |