22832-87-7 Miconazole nitrate AKSci J10381
 
 
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  J10381    AKSci Reference Standard
Miconazole nitrate, >98% (HPLC)
 
1-(2,4-Dichloro-beta-[(2,4-dichlorobenzyl)oxy]phenethyl)imidazole
IDENTITY
CAS Number:22832-87-7
MDL Number:MFCD00058161
MF:C18H15Cl4N3O4
MW:479.14
EINECS:245-256-6
SPECIFICATIONS & PROPERTIES
Min. Purity Spec:>98% (HPLC)
Physical Form (at 20°C):Solid
Melting Point:170-185°C
Long-Term Storage:Store long-term in a cool, dry place
DOT/IATA TRANSPORT INFORMATION
Not hazardous material

BIOLOGICAL INFO
Solubility:DMSO: 96mg/mL; H2O: <1mg/mL; EtOH: 1mg/mL
Application(s):Antifungal; 14-alpha Demethylase Inhibitor
Form:Nitrate

REVIEW
 Miconazole interacts with 14-a demethylase, a cytochrome P-450 enzyme necessary to convert lanosterol to ergosterol. As ergosterol is an essential component of the fungal cell membrane, inhibition of its synthesis results in increased cellular permeability causing leakage of cellular contents. Miconazole may also inhibit endogenous respiration, interact with membrane phospholipids, inhibit the transformation of yeasts to mycelial forms, inhibit purine uptake, and impair triglyceride and/or phospholipid biosynthesis.

REFERENCES
[1]Vandenbosch D, Bink A, Govaert G, Cammue BP, Nelis HJ, Thevissen K, Coenye T (2012). Phytosphingosine-1-phosphate is a signaling molecule involved in miconazole resistance in sessile Candida albicans cells. Antimicrob Agents Chemother. 56(5):2290-4. PMID 22354293.
[2] Jerner?n F, Oliw EH (2012). The fatty acid 8,11-diol synthase of Aspergillus fumigatus is inhibited by imidazole derivatives and unrelated to PpoB. Lipids. 47(7):707-17. PMID 22544380.

GLOBALLY HARMONIZED SYSTEM (GHS)

Pictograms

Signal Word
Warning

Hazard Statements
H302; H317

Precautionary Statements
P261; P264; P270; P272; P280; P301+P312; P302+P352; P321; P330; P333+P313; P363; P501

Current as of April 23, 2024

AKSci Reference Standards are high-purity, low-impurity compounds suitable for use as standards.


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CATEGORIES
 APIs and Bioactives > Fungicides


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