Clotrimazole

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Clotrimazole
Systematic (IUPAC) name
1-[(2-chlorophenyl)-diphenyl-methyl]imidazole
Identifiers
CAS number 23593-75-1
ATC code A01AB18 D01AC01, G01AF02
PubChem 2812
DrugBank APRD00244
ChemSpider 2710
Chemical data
Formula C22H17ClN2 
Mol. mass 344.837 g/mol
Pharmacokinetic data
Bioavailability Poorly and erratically absorbed orally
Protein binding 90%
Metabolism hepatic
Half life 2 hours
Excretion  ?
Therapeutic considerations
Pregnancy cat.

A(AU) C (oral) & B (topical) (US)

Legal status

P(UK)

Routes topical

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.

Contents

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.

Clotrimazole 2% cream in U.K.
Clotrimazole 2% cream in U.K.

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.

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.

Clotrimazole 1% powder in U.K.
Clotrimazole 1% powder in U.K.

External links


Wikipedia content modification information:

  • This page was last modified on 8 October 2008, at 03:40.

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