Miconazole nitrate

Miconazole nitrate

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Miconazole nitrate
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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