Miconazole Nitrate - 10mM in DMSO , Cytochrome P450 51 inhibitor, CAS No.22832-87-7, Cytochrome P450 51 inhibitor

CAS: 22832-87-7 Cat. No.: M408858 Fórmula: C₁₈H₁₄Cl₄N₂O · HNO₃ Peso molecular: 479.14 Número EC: 245-256-6 PubChem CID: 68553

GRADE & PURITY 10mM in DMSO

Synonyms

NSC 169434 Nitrate | 1-​[2-​(2,​4-​dichlorophenyl)​-​2-​[(2,​4-​dichlorophenyl)​methoxy]​ethyl]​-1H-​imidazole,nitrate (1:1)

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Descripción general

Information

Miconazole Nitrate Miconazole (NSC 169434) Nitrate is an imidazole antifungal agent by inhibiting ergosterol biosynthesis and inducing ROS, used to treat vaginal yeast infections.
In vitro

Miconazole induces changes in the actin cytoskeleton, indicative of increased filament stability, prior to ROS induction. Miconazole disrupts steroidogenesis in Leydig and adrenal cells by inhibiting 17alpha-hydroxylase/17,20-lyase (P450c17) enzyme activity, thus reducing the conversion of progesterone to androstenedione. Miconazole reversibly inhibits (Bu)(2)cAMP-stimulated progesterone production in a dose- and time-dependent manner in MA-10 cells without affecting total protein synthesis or P450(scc) and 3beta-hydroxysteroid dehydrogenase (3beta-HSD) enzyme expression or activity. Miconazole is known to interfere with the synthesis of fungal and bacterial lipid membranes as it restrains the synthesis of Ergosterol which results in accumulation of toxic methylated sterol intermediates in membranes and subsequently in fungal cell growth arrests. Miconazole induces actin cytoskeleton stabilization in Saccharomyces cerevisiae prior to induction of reactive oxygen species, pointing to an ancillary mode of action. Miconazole treatment releases Ca(2+) from the thapsigargin (TG)-sensitive ER pool of WEHI7.2 cells. Miconazole induces apoptosis, based on morphological and biochemical criteria, and on inhibition by the Bcl-2 oncogene. Miconazole–induced intracellular Ca(2+) changes is inhibited by overexpression of Bcl-2. Miconazole induces apoptosis in the glucocorticoid sensitive and resistant human T-cell leukemia lines, CEM-C7 and CEM-C1 respectively, in normal thymocytes and in normal lymphocytes, in addition to inducing cell death in WEHI7.2 cells.

In vivo

Cell Data

cell lines：MCF-7, MCNeuA

Concentrations：

Incubation Time：

Powder Purity:≥99%

Specifications

Sinónimos

NSC 169434 Nitrate | 1-​[2-​(2,​4-​dichlorophenyl)​-​2-​[(2,​4-​dichlorophenyl)​methoxy]​ethyl]​-1H-​imidazole,nitrate (1:1)

Especificaciones y pureza

10mM in DMSO

Mecanismos bioquímicos y fisiológicos

Miconazole (NSC 169434) Nitrate is an imidazole antifungal agent by inhibiting ergosterol biosynthesis and inducing ROS, used to treat vaginal yeast infections.

Condiciones de almacenamiento de almacenamiento

Store at -80°C

Enviado en

Dry ice packs + Cold packs

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Tipo de acción

INHIBITOR

Mecanismo de acción

Cytochrome P450 51 inhibitor

Nombres e identificadores

Isómeros SMILES

C1=CC(=C(C=C1Cl)Cl)COC(CN2C=CN=C2)C3=C(C=C(C=C3)Cl)Cl.[N+](=O)(O)[O-]

WGK Alemania

3

RTECS

NI4771000

PubChem CID

68553

Peso molecular

479.14

Reaxy-Rn

4225531

Propiedades químicas y físicas

• Solubilidad: Solubility (25°C) In vitro DMSO: 100 mg/mL (155.35 mM); Ethanol: 15 mg/mL (23.3 mM); Water: Insoluble
• Punto de fusión (°C): 184 °C(dec.)