BP253

Miconazolnitrat

British Pharmacopoeia (BP) Reference Standard

• Synonym(e): (±)-Miconazol -nitrat (Salz), 1-(2,4-Dichlor-β-[(2,4-dichlorbenzyl)-oxy]-phenethyl)-imidazol
• Empirische Formel (Hill-System): C₁₈H₁₄Cl₄N₂O · HNO₃
• CAS-Nummer: 22832-87-7
• Molekulargewicht: 479.14
• UNSPSC Code: 41116107
• NACRES: NA.24
• EC Number: 245-256-6
• MDL number: MFCD00058161

Eigenschaften

• 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

Beschreibung

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

Antifungales Azol. Wirkungsweise: inhibiert Cytochrom P450-abhängige 14α-Demethylase, die für die Ergosterin-Biosynthese wichtig ist. Die kumulierten 14α-methylierten Sterole ändern die Membranstruktur sensitiver Pilze, was eine geänderte Permeabilität der Zellmembran zur Folge hat. Es inhibiert auch Peroxidasen, wodurch Peroxide in der Zelle angereichert werden.

Miconazol interagiert mit 14-α-Demethylase, einem Cytochrom-P-450-Enzym, das für die Ergosterin-Biosynthese notwendig ist. Die Hemmung von Ergosterol führt zu einer erhöhten zellulären Permeabilität, was zum Leckverlust zellulärer Inhalte führt. Miconazol kann auch endogene Atmung inhibieren, mit Phospholipiden der Zellmembran interagieren, die Transformation von Hefen zu Myzel Formen hemmen, die Purin-Aufnahme hemmen und in die Triglycerid und Phospholipidbiosynthese eingreifen.

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.

Sicherheitshinweise

• pictograms: GHS07
• signalword: Warning
• hcodes: H302,H317
• pcodes: P280 - P301 + P312 + P330
• Hazard Classifications: Acute Tox. 4 Oral - Skin Sens. 1
• Lagerklasse: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable