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Miconazole nitrate (R18134 nitrate) is an 14-α demethylase inhibitor and potential glucocorticoid receptor antagonist that inhibits ergosterol synthesis and fungal cell wall formation. It is used to treat fungal infections and is especially active against Candida. It also decreases expression of HIF-1α and VEGF in breast cancer and glioma cells.
ln Vitro |
Developed by Janssen Pharmaceutica, miconazole nitrate (R18134 nitrate) is an imidazole antifungal that is usually administered topically to the skin or mucous membranes to treat fungal infections. By preventing the creation of ergosterol, a crucial part of fungal cell membranes, it puts you to sleep. Some species of Leishmania, a single-celled parasite with ergocystis in its cell membrane, use it. It has some antibacterial qualities in addition to antifungal and antiparasitic ones. In Ektachrome films, formaldehyde is substituted by miconazole nitrate (R18134 Nitrate) in the last rinse of the Kodak E-6 process and comparable Fuji CR-56 procedures. As a final rinse ingredient, Fuji Hunt incorporates miconazole into their C-41RA Quick Access Color Negative Process formulation. from the Wikipedia.
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References |
[1]. http://en.wikipedia.org/wiki/Miconazole
[2]. Nenoff P, et al. New insights on the antibacterial efficacy of miconazole in vitro. Mycoses. 2017 Aug;60(8):552-557. |
Molecular Formula |
C18H15CL4N3O4
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Molecular Weight |
479.13
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Exact Mass |
476.9817
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CAS # |
22832-87-7
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Related CAS # |
Miconazole;22916-47-8;Miconazole-d5 nitrate (2,4-Dichlorobenzyloxy-d5);1398065-80-9
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SMILES |
ClC1=CC=C(C(Cl)=C1)COC(C2=CC=C(Cl)C=C2Cl)CN3C=CN=C3.O[N+]([O-])=O
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InChi Key |
MCCACAIVAXEFAL-UHFFFAOYSA-N
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InChi Code |
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)222-1(3)4/h1-8,11,18H,9-10H2(H,2,3,4)
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Chemical Name |
1-(2-((2,4-dichlorobenzyl)oxy)-2-(2,4-dichlorophenyl)ethyl)-1H-imidazole nitrate
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Synonyms |
Andergin Deralbine Florid Micatin R 14889 R14889 R-14889
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Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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Solubility (In Vitro) |
DMSO : ~50 mg/mL (~104.35 mM)
H2O : ~0.1 mg/mL (~0.21 mM) |
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Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (5.22 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.5 mg/mL (5.22 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. View More
Solubility in Formulation 3: ≥ 2.5 mg/mL (5.22 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. |
Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
1 mM | 2.0871 mL | 10.4356 mL | 20.8712 mL | |
5 mM | 0.4174 mL | 2.0871 mL | 4.1742 mL | |
10 mM | 0.2087 mL | 1.0436 mL | 2.0871 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration: mg/mL;
Method for preparing DMSO stock solution: mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation::Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.