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M3512

Sigma-Aldrich

(±)-Miconazole nitrate salt

imidazole antibiotic

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C18H14Cl4N2O · HNO3
Numero CAS:
22832-87-7
Peso molecolare:
479.14
Numero CE:
245-256-6
Numero MDL:
MFCD00058161
Codice UNSPSC:
51102829
eCl@ss:
39161001
ID PubChem:
24896848
NACRES:
NA.85

Livello qualitativo

200

Attività ottica

[α]/D ±0.10° (Specific Rotation (BP))

Colore

white to off-white

Spettro attività antibiotica

fungi
mycobacteria

Modalità d’azione

enzyme | inhibits

Stringa SMILE

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)
MCCACAIVAXEFAL-UHFFFAOYSA-N

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Categorie correlate

Descrizione generale

Chemical structure: imidazole

Applicazioni

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.

Azioni biochim/fisiol

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 sulla preparazione

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

Pittogrammi

Exclamation mark
GHS07

Avvertenze

Warning

Indicazioni di pericolo

H302,H317

Classi di pericolo

Acute Tox. 4 Oral - Skin Sens. 1

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

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

Certificati d'analisi (COA)

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Eukaryotic cell, 6(3), 533-545 (2006-11-07)
Cyanidioschyzon merolae is considered to be one of the most primitive of eukaryotic photosynthetic organisms. To obtain insights into the origin and evolution of the pathway of carotenoid biosynthesis in eukaryotic plants, the carotenoid content of C. merolae was ascertained
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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Eighty-five arylazoenamines, characterized by different types of aryl and basic moieties, have been synthesized and evaluated in cell-based assays for cytotoxicity and antiviral activity against a panel of ten RNA and DNA viruses. The most commonly affected viruses were, in
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European journal of medicinal chemistry, 45(9), 4365-4369 (2010-06-29)
A series of 3-substituted amino-4,5-tetramethylene thieno[2,3-d] [1,2,3]-triazine-4(3H)-ones have been synthesized and characterized by UV,IR, 1H NMR, elemental and mass spectral analysis. The title compounds were evaluated for their antimicrobial activity by agar diffusion method against four bacteria and three fungi
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Molecular pharmaceutics, 9(10), 2924-2932 (2012-08-22)
The use of hot-melt extrusion for preparing homogeneous API-excipient mixtures is studied for miconazole-PEG-g-PVA [poly(ethylene glycol)-poly(vinyl alcohol) graft copolymer] solid dispersions with a 5 cm(3) table-top, twin-screw corotating microcompounder (DSM Xplore). Phase behavior of PEG-g-PVA, miscibility of miconazole in PEG-g-PVA
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