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Merck

M3512

Sigma-Aldrich

(±)-Miconazole nitrate salt

imidazole antibiotic

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C18H14Cl4N2O · HNO3
Número de CAS:
Peso molecular:
479.14
Número CE:
Número MDL:
Código UNSPSC:
51102829
eCl@ss:
39161001
ID de la sustancia en PubChem:
NACRES:
NA.85

Nivel de calidad

actividad óptica

[α]/D ±0.10° (Specific Rotation (BP))

color

white to off-white

espectro de actividad antibiótica

fungi
mycobacteria

Modo de acción

enzyme | inhibits

cadena 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)

Clave InChI

MCCACAIVAXEFAL-UHFFFAOYSA-N

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Descripción general

Chemical structure: imidazole

Aplicación

Miconazole is an imidazole antifungal agent that is used topically and by intravenous infusion. It is used to inhibit cytochrome P450 and to study automated luminescence-based cytochrome P450 profiling.

Acciones bioquímicas o fisiológicas

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.

Nota de preparación

Sparingly soluble in methanol, slightly soluble in ethanol. Very slightly soluble in water.

Pictogramas

Exclamation mark

Palabra de señalización

Warning

Frases de peligro

Clasificaciones de peligro

Acute Tox. 4 Oral - Skin Sens. 1

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


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Automated Luminescence-Based Cytochrome P450 Profiling Using a Simple, Elegant Robotic Platform
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Journal of the Association for Laboratory Automation, 16, 47-55 (2011)
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Twelve new arborinane-type triterpenoids (1-12) and four new anthraquinones (13-16), together with 50 known compounds, were isolated from the roots of Rubia yunnanensis. The structures of 1-16 were elucidated by spectroscopic data analysis and chemical methods. All compounds were evaluated

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