Y0002353

Miconazole for peak identification

European Pharmacopoeia (EP) Reference Standard

• Synonyme(s) : (±)-Miconazole nitrate salt, 1-(2,4-Dichloro-β-[(2,4-dichlorobenzyl)oxy]phenethyl)imidazole
• Formule empirique (notation de Hill) : C₁₈H₁₄Cl₄N₂O · HNO₃
• Numéro CAS: 22832-87-7
• Poids moléculaire : 479.14
• Numéro MDL: MFCD00058161
• Code UNSPSC : 12352200

Propriétés

• Qualité: pharmaceutical primary standard
• Fabricant/nom de marque: EDQM
• Application(s): pharmaceutical
• Température de stockage: 2-8°C
• Chaîne SMILES: ClC1=CC(Cl)=CC=C1C(OCC2=CC=C(Cl)C=C2Cl)CN3C=CN=C3.[O-][N+](O)=O
• 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)
• Clé InChI: MCCACAIVAXEFAL-UHFFFAOYSA-N

Description

Description générale

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.

Actions biochimiques/physiologiques

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.

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.

Conditionnement

Subject to change. The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit EDQM reference substance catalogue.

Autres remarques

EP issued certificate and SDS can be found here.

Sales restrictions may apply.

Informations sur la sécurité

• Pictogrammes: GHS07
• Mention d'avertissement: Warning
• Mentions de danger: H302,H317
• Conseils de prudence: P261 - P264 - P272 - P280 - P301 + P312 - P302 + P352
• Classification des risques: Acute Tox. 4 Oral - Skin Sens. 1
• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable