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| IUPAC_name = 1-[(2-chlorophenyl)-diphenyl-methyl]imidazole
| IUPAC_name = 1-[(2-chlorophenyl)-diphenyl-methyl]imidazole

Revision as of 20:05, 12 April 2008

Clotrimazole
Clinical data
Pregnancy
category
  • AU: A
  • C (oral) & B (topical) (US)
Routes of
administration
topical
ATC code
Legal status
Legal status
Pharmacokinetic data
BioavailabilityPoorly and erratically absorbed orally
Protein binding90%
Metabolismhepatic
Elimination half-life2 hours
Identifiers
  • 1-[(2-chlorophenyl)-diphenyl-methyl]imidazole
CAS Number
PubChem CID
DrugBank
CompTox Dashboard (EPA)
ECHA InfoCard100.041.589 Edit this at Wikidata
Chemical and physical data
FormulaC22H17ClN2
Molar mass344.837 g/mol g·mol−1

Clotrimazole is an antifungal medication commonly used in the treatment of fungal infections of both humans and animals such as vaginal yeast infections and ringworm. It is also used to treat athlete's foot and jock itch.

Indications and formulations

It is commonly available as an over-the-counter substance in various dosage forms, such as a cream, and also (especially in the case of ear infection) as a combination medicine. In the latter case, it typically includes an antibiotic such as Marbofloxacin, and is applied in liquid form, as ear drops.

Fungal infections can be slow to clear up, so the usual course for an anti-fungal agent is generally longer than the typical 3-7 days of an antibiotic.

Women who suffer from vaginal yeast infections, such as candidiasis, can buy clotrimazole at a pharmacy. In the UK, Australia, Austria, Canada, Germany, and parts of Latin America and the Caribbean the drug is marketed under the name Canesten. In the US it is marketed as MyCelex and Lotrimin or Lotrimin AF; in Israel, as Agisten, Clotrimaderm, or Clotrimazole-Teva.

In Australia, sufferers can use 'Clonea Antifungal Skin Cream' which contains 10mg/g of clotrimazole, and should be applied sparingly to the affected area 2-3 times daily. Furthermore it is essential to continue using the cream two weeks after the infection is disappeared to avoid reinfection.

File:DSC000881.JPG
Clotrimazole 2% cream in U.K.
File:DSC000884.JPG
Clotrimazole 1% powder in U.K.

Drug interactions

There is the potential for drug interactions with Clotrimazole if taken orally, as it is a potent, specific inhibitor of cytochrome P450 oxidase enzymes and so may alter the metabolism of other drugs.

Mechanism of Action

Clotrimazole inhibits fungal cytochrome P-450 synthesis of ergosterol, which decreases fungal cell wall integrity.

Side effects

Occasionally may cause localised irritation of the skin with a mild burning sensation, redness and itching.


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