Oxiconazole

Oxiconazole
Names
Trade namesOxistat, Oxizole, others
IUPAC name
  • (E)-[1-(2,4-Dichlorophenyl)-2-(1H-imidazol-1-yl)ethylidene][(2,4-dichlorophenyl)methoxy]amine
Clinical data
Drug classAntifungal
Main usesAthlete's foot, jock itch, ringworm, tinea versicolor, yeast infections[1]
Side effectsIrritation, burning, itching[1]
WHO AWaReUnlinkedWikibase error: ⧼unlinkedwikibase-error-statements-entity-not-set⧽
External links
AHFS/Drugs.comMonograph
MedlinePlusa689004
Chemical and physical data
FormulaC18H13Cl4N3O
Molar mass429.12 g·mol−1
3D model (JSmol)
SMILES
  • Clc3ccc(/C(=N\OCc1ccc(Cl)cc1Cl)Cn2ccnc2)c(Cl)c3
InChI
  • InChI=1S/C18H13Cl4N3O/c19-13-2-1-12(16(21)7-13)10-26-24-18(9-25-6-5-23-11-25)15-4-3-14(20)8-17(15)22/h1-8,11H,9-10H2/b24-18- checkY
  • Key:QRJJEGAJXVEBNE-MOHJPFBDSA-N checkY

Oxiconazole, sold under the brand name Oxistat among others, is an antifungal medication used to treat athlete's foot, jock itch, ringworm, tinea versicolor, and yeast infections.[1] It is typically applied to the skin as a cream or lotion.[1]

Common side effects include irritation, burning, and itching.[1] Other side effects may include contact dermatitis.[1] Use appears to be safe in pregnancy, though has not been well studied.[2] It is in the azole family of medications.[1] It is believed to work by increasing the permeability of the cellular membrane.[1]

Oxiconazole was patented in 1975 and approved for medical use in 1983.[3] It is available as a generic medication.[4] In the United States a tube of 30 grams costs about 110 USD.[4]

See also

References

  1. 1 2 3 4 5 6 7 8 "Oxiconazole Monograph for Professionals". Drugs.com. Archived from the original on 18 January 2021. Retrieved 10 November 2021.
  2. "Oxiconazole topical (Oxistat) Use During Pregnancy". Drugs.com. Archived from the original on 25 January 2021. Retrieved 10 November 2021.
  3. Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 503. ISBN 9783527607495. Archived from the original on 2017-09-10. Retrieved 2020-09-20.
  4. 1 2 "Oxiconazole Prices, Coupons & Savings Tips - GoodRx". GoodRx. Archived from the original on 5 May 2016. Retrieved 10 November 2021.
Identifiers:
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