Miconazole nitrateProduct ingredient for Miconazole
- Name
- Miconazole nitrate
- Drug Entry
- Miconazole
Miconazole is a broad-spectrum azole antifungal with some activity against Gram-positive bacteria as well.3 It is widely used to treat mucosal yeast infections, including both oral and vaginal infections; although intravenous miconazole is no longer available, a wide variety of suppositories, creams, gels, and tablet-based products are available.13,14,15,16,17 Miconazole is thought to act primarily through the inhibition of fungal CYP450 14α-lanosterol demethylase activity.3,4
Miconazole was first synthesized in 1969 and first granted FDA approval on January 8, 1974, for sale by INSIGHT Pharmaceuticals as a topical cream.12,13 It is currently available as a variety of prescription and over the counter products. Despite having been in clinical use for an extended period, resistance to miconazole among susceptible organisms is relatively low.3
- Accession Number
- DBSALT001242
- Structure
Structure for Miconazole nitrate (DBSALT001242)
- Synonyms
- Not Available
- UNII
- VW4H1CYW1K
- CAS Number
- 22832-87-7
- Weight
- Average: 479.14
Monoisotopic: 476.9816668 - Chemical Formula
- C18H15Cl4N3O4
- InChI Key
- MCCACAIVAXEFAL-UHFFFAOYSA-N
- 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)
- IUPAC Name
- 1-[2-(2,4-dichlorophenyl)-2-[(2,4-dichlorophenyl)methoxy]ethyl]-1H-imidazole; nitric acid
- SMILES
- O[N+]([O-])=O.ClC1=CC(Cl)=C(COC(CN2C=CN=C2)C2=CC=C(Cl)C=C2Cl)C=C1
- External Links
- KEGG Compound
- C08070
- ChemSpider
- 61827
- ChEMBL
- CHEMBL1559
- Wikipedia
- Miconazole
- Predicted Properties
Property Value Source Water Solubility 0.000763 mg/mL ALOGPS logP 5.86 ALOGPS logP 5.96 Chemaxon logS -5.7 ALOGPS pKa (Strongest Basic) 6.77 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 2 Chemaxon Hydrogen Donor Count 0 Chemaxon Polar Surface Area 27.05 Å2 Chemaxon Rotatable Bond Count 6 Chemaxon Refractivity 103.07 m3·mol-1 Chemaxon Polarizability 39.9 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule Yes Chemaxon