Structure via PubChem · Public domain (PubChem)
miconazole
Sign in to saveAlso known as florid(nitrate), Monistat®, R-14889, 1-(2,4-Dichloro-beta-((2,4-dichlorobenzyl)oxy)phenethyl)imidazole, 1-[2-(2,4-Dichloro-benzyloxy)-2-(2,4-dichloro-phenyl)-ethyl]-1H-imidazole, Monistat iv (tn), Daktarin iv
Miconazole, sold under the brand name Monistat among others, is an antifungal medication used to treat ring worm, pityriasis versicolor, and yeast infections of the skin or vagina. It is used for ring worm of the body, groin (jock itch), and feet (athlete's foot). It is applied to the skin or vagina as a cream or ointment.
Key facts
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 461740624
- Drug.image
- Miconazole.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 200
- Drug.image2
- Miconazole ball-and-stick.png
- Drug.image_class2
- bg-transparent
- Drug.width2
- 200
- Drug.chirality
- Racemic mixture
- Drug.tradename
- Monistat, others
- Drug.MedlinePlus
- a601203
- Drug.DailyMedID
- Miconazole
- Drug.routes_of_administration
- Topical, vaginal, sublabial
- Drug.ATC_prefix
- A01
- Drug.ATC_suffix
- AB09
- Drug.legal_AU
- S2
- Drug.legal_AU_comment
- Schedule 2 for topical formulations, schedule 3 for vaginal use and for oral candidiasis, otherwise schedule 4
- Drug.legal_UK
- POM
via Wikipedia infobox
Chemical data
- Formula
- C18H14Cl4N2O
- Molecular weight
- 416.1 g/mol
- IUPAC name
- 1-[2-(2,4-dichlorophenyl)-2-[(2,4-dichlorophenyl)methoxy]ethyl]imidazole
- SMILES
- C1=CC(=C(C=C1Cl)Cl)COC(CN2C=CN=C2)C3=C(C=C(C=C3)Cl)Cl
- InChIKey
- BYBLEWFAAKGYCD-UHFFFAOYSA-N
- XLogP
- 5.3
- Polar surface area
- 27.1 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Wikidata facts
- Mass
- 413.986023788
Show 3 more facts
- chemical formula
- C₁₈H₁₄Cl₄N₂O
- canonical SMILES
- C1=CC(=C(C=C1Cl)Cl)COC(CN2C=CN=C2)C3=C(C=C(C=C3)Cl)Cl
- Commons category
- Miconazole
via Wikidata · CC0
~5 min read
Article
11 sectionsContents
- Medical uses
- Side effects
- Interactions
- Contraindications
- Pharmacology
- Mechanism of action
- Pharmacokinetics
- Chemistry
- Other uses
- Brands and formulations
- References
Miconazole, sold under the brand name Monistat among others, is an antifungal medication used to treat ring worm, pityriasis versicolor, and yeast infections of the skin or vagina. It is used for ring worm of the body, groin (jock itch), and feet (athlete's foot). It is applied to the skin or vagina as a cream or ointment.
Common side effects include itchiness or irritation of the area in which it was applied. Use in pregnancy is believed to be safe for the baby. Miconazole is in the imidazole family of medications. It works by decreasing the ability of fungi to make ergosterol, an important part of their cell membrane.