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(±)-Miconazole nitrate salt

SIAL/PHR1163 - Pharmaceutical Secondary Standard; Certified Reference Material

Synonym: 1-(2,4-Dichloro-β-[(2,4-dichlorobenzyl)oxy]phenethyl)imidazole

CAS Number: 22832-87-7
Empirical Formula (Hill Notation): C18H14Cl4N2O · HNO3
Molecular Weight: 479.14
EC Number: 245-256-6
MDL Number: MFCD00058161
Linear Formula: C18H14Cl4N2O · HNO3
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-PHR1163-1G 1 g
 $188.00
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agency traceable to Ph. Eur. M1900000
  traceable to USP 1443500
API family miconazole
application(s) pharmaceutical (small molecule)
CofA current certificate can be downloaded
format neat
grade certified reference material
  pharmaceutical secondary standard
InChI 1S/C18H14Cl4N2O.HNO3/c19-13-2-1-12(16(21)7-13)10-25-18(9-24-6-5-23-11-24)15-4-3-14(20)8-17(15)22;2-1(3)4/h1-8,11,18H,9-10H2;(H,2,3,4)
InChI key MCCACAIVAXEFAL-UHFFFAOYSA-N
Quality Level 300 
SMILES string ClC1=CC(Cl)=CC=C1C(OCC2=CC=C(Cl)C=C2Cl)CN3C=CN=C3.[O-][N+](O)=O
storage temp. 2-30°C
technique(s) gas chromatography (GC): suitable
  HPLC: suitable
Analysis Note: These secondary standards offer multi-traceability to the USP and EP (PhEur) primary standards, where they are available.
Application: Miconazole nitrate may be used as a pharmaceutical reference standard for the determination of the analyte in pharmaceutical formulations by various techniques.
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: Antifungal azole. Mode of action: Inhibits cytochrome P450-dependent 14α-demethylase, which is critical to ergosterol biosynthesis. The accumulated 14α-methylated sterols change the membrane structure of sensitive fungi, resulting in an altered cell membrane permeability. Also inhibits peroxidases, which results in accumulation of peroxide within the cell.
Biochem/physiol Actions: Miconazole interacts with 14-α demethylase, a cytochrome P-450 enzyme necessary for ergosterol biosynthesis. The inhibition of ergosterol results in increased cellular permeability causing leakage of cellular contents. Miconazole may also inhibit endogenous respiration, interact with phospholipids in the cell membrane, inhibit the transformation of yeasts to mycelial forms, inhibit purine uptake, and interfere with triglyceride and phospholipid biosynthesis.
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. Miconazole nitrate is an imidazole derivative and a broad spectrum antifungal drug used in the management of fungal outbreak in humans and veterinary animals.
Other Notes: Find a digital Reference Material for this product available on our online platform ChemisTwin®  for NMR. You can use this digital equivalent on ChemisTwin®  for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here  and start your free trial .
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.
Other Notes: To see an example of a Certificate of Analysis for this material enter LRAC3325 in the slot below. This is an example certificate only and may not be the lot that you receive.
Other Notes: Values of analytes vary lot to lot.
Storage Temp. 2-30°C
UNSPSC 41116107

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