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Clotrimazole information


Clotrimazole
Clinical data
Trade namesDesenex, CalmYourself, others
AHFS/Drugs.comMonograph
MedlinePlusa682753
Pregnancy
category
  • AU: A
Routes of
administration
Topical, throat lozenge
ATC code
  • A01AB18 (WHO) D01AC01 (WHO) G01AF02 (WHO) QJ02AB90 (WHO)
Legal status
Legal status
  • US: OTC (topical), Rx-only (by mouth)
Pharmacokinetic data
BioavailabilityPoor absorption by mouth (lozenge), negligible absorption through intact skin (topical)
Protein binding90%
MetabolismLiver
Elimination half-life2 hours
Identifiers
IUPAC name
  • 1-[(2-Chlorophenyl)(diphenyl)methyl]-1H-imidazole
CAS Number
  • 23593-75-1 checkY
PubChem CID
  • 2812
IUPHAR/BPS
  • 2330
DrugBank
  • DB00257 checkY
ChemSpider
  • 2710 checkY
UNII
  • G07GZ97H65
KEGG
  • D00282 checkY
ChEBI
  • CHEBI:3764 checkY
ChEMBL
  • ChEMBL104 checkY
CompTox Dashboard (EPA)
  • DTXSID7029871 Edit this at Wikidata
ECHA InfoCard100.041.589 Edit this at Wikidata
Chemical and physical data
FormulaC22H17ClN2
Molar mass344.84 g·mol−1
3D model (JSmol)
  • Interactive image
Melting point147 to 149 °C (297 to 300 °F)
SMILES
  • Clc1ccccc1C(c2ccccc2)(c3ccccc3)n4ccnc4
InChI
  • InChI=1S/C22H17ClN2/c23-21-14-8-7-13-20(21)22(25-16-15-24-17-25,18-9-3-1-4-10-18)19-11-5-2-6-12-19/h1-17H checkY
  • Key:VNFPBHJOKIVQEB-UHFFFAOYSA-N checkY
  (verify)

Clotrimazole, sold under the brand name Lotrimin, among others, is an antifungal medication.[1] It is used to treat vaginal yeast infections, oral thrush, diaper rash, tinea versicolor, and types of ringworm including athlete's foot and jock itch.[1] It can be taken by mouth or applied as a cream to the skin or in the vagina.[1]

Common side effects when taken by mouth include nausea and itchiness.[1] When applied to the skin, common side effects include redness and a burning sensation.[1] In pregnancy, use on the skin or in the vagina is believed to be safe.[1] There is no evidence of harm when used by mouth during pregnancy but this has been less well studied.[1] When used by mouth, greater care should be taken in those with liver problems.[1] It is in the azole class of medications and works by disrupting the fungal cell membrane.[1]

Clotrimazole was discovered in 1969.[2] It is on the World Health Organization's List of Essential Medicines.[3] It is available as a generic medication.[1] In 2021, it was the 273rd most commonly prescribed medication in the United States, with more than 900,000 prescriptions.[4][5]

  1. ^ a b c d e f g h i j American Society of Health-System Pharmacists (8 February 2016). "Clotrimazole Monograph for Professionals". www.drugs.com. Archived from the original on 28 October 2016. Retrieved 28 October 2016.
  2. ^ Walker SR (2012). Trends and Changes in Drug Research and Development. Springer Science & Business Media. p. 109. ISBN 9789400926592. Archived from the original on 14 September 2016.
  3. ^ World Health Organization (2019). World Health Organization model list of essential medicines: 21st list 2019. Geneva: World Health Organization. hdl:10665/325771. WHO/MVP/EMP/IAU/2019.06. License: CC BY-NC-SA 3.0 IGO.
  4. ^ "The Top 300 of 2021". ClinCalc. Archived from the original on 15 January 2024. Retrieved 14 January 2024.
  5. ^ "Clotrimazole - Drug Usage Statistics". ClinCalc. Archived from the original on 18 January 2024. Retrieved 14 January 2024.

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Clotrimazole

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Clotrimazole, sold under the brand name Lotrimin, among others, is an antifungal medication. It is used to treat vaginal yeast infections, oral thrush...

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Antifungal

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used for is candida vulvovaginitis which is treated with intravaginal Clotrimazole This is sometimes indicated when there's a fungal infection on the skin...

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Topical antifungal

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lanosterol into ergosterol. Common examples of azole antifungals include clotrimazole, econazole, ketoconazole, miconazole, and tioconazole. The only polyene...

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Tinea versicolor

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anti-inflammatory properties. Other topical antifungal agents such as clotrimazole, miconazole, terbinafine, or zinc pyrithione can lessen symptoms in some...

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personal items. Treatment is typically with antifungal creams such as clotrimazole or miconazole. If the scalp is involved, antifungals by mouth such as...

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betamethasone dipropionate, clotrimazole) contains both a corticosteroid (betamethasone) and anti-fungal agent (clotrimazole) and is used to treat fungal...

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interfering with DNA activities. A number of substituted imidazoles, including clotrimazole, are selective inhibitors of nitric oxide synthase, which makes them...

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foot and vaginal infections, isoconazole has a similar effectiveness to clotrimazole. Isoconazole nitrate may be used in combination with corticosteroid diflucortolone...

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Climbazole

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properties are similar to other azole fungicides such as ketoconazole, clotrimazole and miconazole. It is most commonly found as an active ingredient in...

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Betamethasone

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needed] In the United States and Canada, betamethasone is mixed with clotrimazole and sold as Lotrisone and Lotriderm. It is also available in combination...

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Vaginal yeast infection

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with an antifungal medication. This may be either as a cream such as clotrimazole or with oral medications such as fluconazole. Despite the lack of evidence...

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Marbofloxacin

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Marbo vet and Zeniquin. A formulation of marbofloxacin combined with clotrimazole and dexamethasone is available under the name Aurizon (CAS number 115550-35-1)...

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Candidiasis

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vaginal infections. For infections of the mouth, treatment with topical clotrimazole or nystatin is usually effective. Oral or intravenous fluconazole, itraconazole...

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Metronidazole

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treatment option for mixed infectious vaginitis is a combination of clotrimazole and metronidazole. The 5-nitroimidazole drugs (metronidazole and tinidazole)...

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Mometasone

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mometasone furoate and clotrimazole and gentamicin for veterinary use as Mometamax and Mometavet mometasone furoate and clotrimazole and mupirocin as Derma...

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Vaginitis

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treatment option for mixed infectious vaginitis is a combination of clotrimazole and metronidazole. Vulvovaginitis in children may be "nonspecific", or...

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Fentanyl

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Tinea cruris

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are a quicker but more expensive form of treatment compared to azoles (clotrimazole, econazole, ketoconazole, oxiconazole, miconazole, sulconazole). If the...

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Fenbendazole

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Example of these medications include clindamycin, terconazole, miconazole, clotrimazole, when used as a vaginal cream or vaginal suppository, as well as butoconazole...

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Paracetamol

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fructose, sucrose; indirectly) Thio-BCTC WS-12 Blockers AMG-333 Capsazepine Clotrimazole DCDPC Elismetrep Flufenamic acid Meclofenamic acid Mefenamic acid...

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Cradle cap

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such as tinea capitis, doctors may recommend a treatment application of clotrimazole (commonly prescribed for jock itch or athlete's foot) or miconazole (commonly...

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