Itraconazole
SIAL/PHR1834 - Pharmaceutical Secondary Standard; Certified Reference Material
Synonym: Itraconazole; 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
| agency | traceable to Ph. Eur. I7000000 |
| traceable to USP 1354251 | |
| API family | itraconazole |
| application(s) | pharmaceutical (small molecule) |
| CofA | current certificate can be downloaded |
| format | neat |
| grade | certified reference material |
| pharmaceutical secondary standard | |
| InChI | 1S/C35H38Cl2N8O4/c1-3-25( |
| InChI key | VHVPQPYKVGDNFY-UHFFFAOYSA |
| packaging | pkg of 200 mg |
| Quality Level | 300  |
| SMILES string | CCC(C)N1N=CN(C1=O)c2ccc(c |
| storage temp. | 2-30°C |
| technique(s) | gas chromatography (GC): suitable |
| HPLC: suitable |
| Analysis Note: | These secondary standards offer multi-traceability to the USP, EP and BP primary standards, where they are available. |
| Application: | These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements. |
| 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. |
| Footnote: | To see an example of a Certificate of Analysis for this material enter LRAC0395 in the Documents slot below. This is an example certificate only and may not be the lot that you receive. |
| General description: | Pharmaceutical secondary standards for application in quality control provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards |
| Other Notes: | This Certified Reference Material (CRM) is produced and certified in accordance with ISO 17034 and ISO/IEC 17025. All information regarding the use of this CRM can be found on the certificate of analysis. |
| Symbol |  GHS07 |
| 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 |
| Storage Temp. | 2-30°C |
| UNSPSC | 41116107 |