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 Summenformel: C18H14Cl4N2O · HNO3 Molekulargewicht: 479.14 EG-Nummer: 245-256-6 PubChem CID: 68553
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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
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Size
Deutschland (EU)
USA*
Price
Qty
1ml
M408858-1ml
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2 Auf Lager
43,30€
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Why this grade

10mM in DMSO for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Store at -80°C Ships Dry ice packs + Cold packs Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

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Literature proof

Cited in 4 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Übersicht

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

Synonyme
NSC 169434 Nitrate | 1-​[2-​(2,​4-​dichlorophenyl)​-​2-​[(2,​4-​dichlorophenyl)​methoxy]​ethyl]​-1H-​imidazole,nitrate (1:1)
Spezifikationen & Reinheit
10mM in DMSO
Biochemische und physiologische Mechanismen
Miconazole (NSC 169434) Nitrate is an imidazole antifungal agent by inhibiting ergosterol biosynthesis and inducing ROS, used to treat vaginal yeast infections.
Storage
Store at -80°C
Verschickt in
Dry ice packs + Cold packs
Dieses Produkt erfordert Kühlkettenversand. Grundversand und andere Economy-Optionen sind nicht verfügbar.
Aktionsart
INHIBITOR
Mechanismus der Wirkung
Cytochrome P450 51 inhibitor
Namen und Kennungen
Isomere SMILES C1=CC(=C(C=C1Cl)Cl)COC(CN2C=CN=C2)C3=C(C=C(C=C3)Cl)Cl.[N+](=O)(O)[O-]
WGK Deutschland 3
RTECS NI4771000
PubChem CID 68553
Molekulargewicht 479.14
Reaxy-Rn 4225531

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Zertifikate (CoA, COO, BSE/TSE und Analyse-Diagramm)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Chemische und physikalische Eigenschaften
LöslichkeitSolubility (25°C) In vitro DMSO: 100 mg/mL (155.35 mM); Ethanol: 15 mg/mL (23.3 mM); Water: Insoluble;
Schmelzpunkt (°C)184 °C(dec.)
Citations of This Product
Referenzen
1. Yu Xu, Ang Li, Song Xue, Sihui Ding, Qi Zhang.  (2023)  Chiral separation by capillary electrokinetic chromatography with hydrophobic deep eutectic solvents as pseudo-stationary phases.  TALANTA,      [PMID:37121143] [10.1016/j.talanta.2023.124556]
2. Ang Li, Song Xue, Yu Xu, Sihui Ding, Di Wen, Qi Zhang.  (2022)  A feasibility study on the use of hydrophobic eutectic solvents as pseudo-stationary phases in capillary electrophoresis for chiral separations.  ANALYTICA CHIMICA ACTA,      [PMID:36628761] [10.1016/j.aca.2022.340693]
3. Changwei Zhang, Hua Yuan, Hong Shen, Chuan Li, Jianzhong Ye, Huaxing Zhang, Chengzhang Wang.  (2024)  Physicochemical properties and antibacterial activity evaluation of new indigo extract from Baphicacanthus cusia (Nees) Bremek prepared by chemical conversion method.  Arabian Journal of Chemistry,      [PMID:] [10.1016/j.arabjc.2024.105801]
4. Chang-Wei Zhang, Ming-Fei Li, Ran Tao, Mi-Jun Peng, Zhi-Hong Wang, Zhi-Wen Qi, Xing-Ying Xue, Cheng-Zhang Wang.  (2020)  Physiochemical property and antibacterial activity of formulation containing polyprenol extracted from Ginkgo biloba leaves.  INDUSTRIAL CROPS AND PRODUCTS,      [PMID:] [10.1016/j.indcrop.2020.112213]
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