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oxiconazole
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oxiconazole

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Also known as Oxiconazol, Oxiconazolum, Ro 13-8996, 2',4'-Dichloro-2-imidazol-1-ylacetophenone (Z)-[O-(2,4-dichlorobenzyl)oxime]

Oxiconazole (trade names Oxistat in the US, Oxizole in Canada) is an antifungal medication typically administered in a cream or lotion to treat skin infections, such as athlete's foot, jock itch and ringworm. It can also be prescribed to treat the skin rash known as tinea versicolor, caused by systemic yeast overgrowth (Candida spp.).

Wikidata facts

Subclass of
azole
Mass
426.981272756
Has use
medication
Show 7 more facts
Commons category
Oxiconazole
chemical formula
C₁₈H₁₃Cl₄N₃O
medical condition treated
tinea cruris
canonical SMILES
C1=CC(=C(C=C1Cl)Cl)CON=C(CN2C=CN=C2)C3=C(C=C(C=C3)Cl)Cl
isomeric SMILES
C1=CC(=C(C=C1Cl)Cl)CO/N=C(\CN2C=CN=C2)/C3=C(C=C(C=C3)Cl)Cl
subject has role
antifungal
World Health Organisation international non-proprietary name
oxiconazole
Sources (4)

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Encyclopedic overview

4 sections
Contents
  • Synthesis
  • See also
  • References
  • External links

Oxiconazole (trade names Oxistat in the US, Oxizole in Canada) is an antifungal medication typically administered in a cream or lotion to treat skin infections, such as athlete's foot, jock itch and ringworm. It can also be prescribed to treat the skin rash known as tinea versicolor, caused by systemic yeast overgrowth (Candida spp.).

It was patented in 1975 and approved for medical use in 1983. ==Synthesis== upright=2 Treatment of the ketone (1) with hydroxylamine gives the oxime (2), which is alkylated with 2,4-dichlorobenzyl chloride (3) in the presence of the strong base sodium hydride to give oxiconazole.

Excerpted from Wikipedia’s “oxiconazole” article, available under the CC BY-SA 4.0 licence.