BP253

Miconazole nitrate

British Pharmacopoeia (BP) 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
• UNSPSC Code: 41116107
• NACRES: NA.24
• EC Number: 245-256-6
• MDL number: MFCD00058161

Propriétés

• grade: pharmaceutical primary standard
• API family: miconazole
• form: solid
• shelf life: limited shelf life, expiry date on the label
• manufacturer/tradename: BP
• application(s): pharmaceutical; pharmaceutical small molecule
• format: neat
• storage temp.: 2-8°C
• SMILES string: 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)
• InChI key: MCCACAIVAXEFAL-UHFFFAOYSA-N

Description

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.

Application

Miconazole nitrate BP Reference standard, intended for use in laboratory tests only as specifically prescribed in the British Pharmacopoeia.

Also used in monographs such as:

Miconazole and Hydrocortisone Acetate Cream

Miconazole and Hydrocortisone Cream

Miconazole and Hydrocortisone Ointment

Miconazole Eye Drops

Miconazole Oromucosal Gel

Miconazole Cream

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.

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.

Packaging

Unit quantity: 100 mg. Subject to change. The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity please visit British Pharmacopoeia

Other Notes

Sales restrictions may apply.

Informations sur la sécurité

• Pictogrammes: GHS07
• Mot-clé: Warning
• Codes de danger: H302,H317
• Mentions de précaution: P280 - P301 + P312 + P330
• Hazard Classifications: Acute Tox. 4 Oral - Skin Sens. 1
• Classe de stockage: 11 - Combustible Solids
• Que se passe-t-il ?: WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable