Miconazole nitrate
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| Category | Enzyme inhibitors |
| Catalog number | BBF-04480 |
| CAS | 22832-87-7 |
| Molecular Weight | 479.14 |
| Molecular Formula | C18H15Cl4N3O4 |
| Purity | >98% |
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Description
Miconazole nitrate is an imidazole antifungal agent that blocks ergosterol biosynthesis. It is commonly used as a topical drug for skin infections. It promotes the differentiation of mature oligodendrocytes from progenitor cells.
Specification
| Related CAS | 22916-47-8 (free base) 75319-48-1 (Deleted CAS) |
| Synonyms | Albistat; Andergin; Aflorix; 1-[2-(2,4-dichlorophenyl)-2-[(2,4-dichlorophenyl)methoxy]ethyl]imidazole nitrate; [2,4-Dichloro-β-(2,4-dichlorobenzyloxy)phenethyl]imidazole Nitrate; Brentan; Conoderm; Conofite; Daktacort; Florid; Fungiderm; Fungisdin; Micatin; Miconal; Zimycan |
| Storage | Store at -20°C under inert atmosphere |
| IUPAC Name | 1-[2-(2,4-dichlorophenyl)-2-[(2,4-dichlorophenyl)methoxy]ethyl]imidazole;nitric acid |
| Canonical SMILES | C1=CC(=C(C=C1Cl)Cl)COC(CN2C=CN=C2)C3=C(C=C(C=C3)Cl)Cl.[N+](=O)(O)[O-] |
| InChI | 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) |
| InChI Key | MCCACAIVAXEFAL-UHFFFAOYSA-N |
Properties
| Appearance | Off-white Solid |
| Application | 14-alpha Demethylase Inhibitors |
| Antibiotic Activity Spectrum | Fungi |
| Boiling Point | 555.1°C at 760 mmHg |
| Melting Point | 174-176°C |
| Flash Point | 289.5°C |
| Density | 1.451 g/cm3 |
| Solubility | Soluble in DMSO (Slightly), Methanol (Slightly) |
Reference Reading
1.Prolonged effects of miconazole oral gel on warfarin anticoagulation even after treatment withdrawal.
Murakami S, Tanaka A, Ido K, Tanaka M, Araki H. Int J Clin Pharmacol Ther. 2016 Apr 27. [Epub ahead of print]
OBJECTIVE: We investigated the effect of terminating miconazole oral gel (MOG) treatment on the anticoagulant activity of warfarin by evaluating changes in international normalized ratio levels (INR).
2.Imipramine alters the sterol profile in Leishmania amazonensis and increases its sensitivity to miconazole.
Andrade-Neto VV1, Pereira TM1, Canto-Cavalheiro Md1, Torres-Santos EC2. Parasit Vectors. 2016 Mar 31;9(1):183. doi: 10.1186/s13071-016-1467-8.
BACKGROUND: Imipramine, a tricyclic antidepressant widely used clinically, has other pharmacological effects, such as antileishmanial activity. Tricyclic antidepressants interact with lipid bilayers, and some studies have shown that imipramine inhibits methyltransferases. Leishmania spp. produces compounds with an ergostane skeleton instead of a cholesterol skeleton, and the inhibition of enzymes of the sterol biosynthesis pathway is an interesting therapeutic target. Among these enzymes, C-24 methyltransferase has been suggested to play an essential role, as its inhibition kills the parasites. In this context, we investigated whether imipramine alters the biosynthesis of sterols in L. amazonensis and evaluated the efficacy of imipramine alone and in combination with miconazole, a classical inhibitor of another step in this pathway.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
