M3512
(±)-ミコナゾール 硝酸塩
imidazole antibiotic
別名:
1-(2,4-ジクロロ-β-[(2,4-ジクロロベンジル)オキシ]フェネチル)イミダゾール
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この商品について
実験式（ヒル表記法）:
C18H14Cl4N2O · HNO3
CAS番号:
分子量:
479.14
PubChem Substance ID:
eCl@ss:
39161001
UNSPSC Code:
51102829
NACRES:
NA.85
EC Number:
245-256-6
MDL number:
製品名
(±)-ミコナゾール 硝酸塩, imidazole antibiotic
InChI key
MCCACAIVAXEFAL-UHFFFAOYSA-N
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)
SMILES string
ClC1=CC(Cl)=CC=C1C(OCC2=CC=C(Cl)C=C2Cl)CN3C=CN=C3.[O-][N+](O)=O
optical activity
[α]/D ±0.10° (Specific Rotation (BP))
color
white to off-white
antibiotic activity spectrum
fungi
mycobacteria
mode of action
enzyme | inhibits
Quality Level
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関連するカテゴリー
Biochem/physiol Actions
アゾール系抗真菌薬です。作用の様態:エルゴステロール生合成に重要な、シトクロムP450依存性14α-デメチラーゼを阻害します。蓄積した14α-メチル化ステロールは、感受性を有する真菌の膜構造を変化させ、細胞膜透過性を変化させます。細胞内の過酸化物蓄積をもたらす、ペルオキシダーゼも阻害します。
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.
Application
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.
General description
Chemical structure: imidazole
Preparation Note
Sparingly soluble in methanol, slightly soluble in ethanol. Very slightly soluble in water.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Skin Sens. 1
保管分類
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
Francis X Cunningham et al.
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
Brad Larson, Peter Banks, et al.
Journal of the Association for Laboratory Automation, 16, 47-55 (2011)
Michele Tonelli et al.
Bioorganic & medicinal chemistry, 16(18), 8447-8465 (2008-09-02)
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
Janardhanan Saravanan et al.
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
V M Litvinov et al.
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
ライフサイエンス、有機合成、材料科学、クロマトグラフィー、分析など、あらゆる分野の研究に経験のあるメンバーがおります。.
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