Terbinafine
| Clinical data | |
|---|---|
| Trade names | Lamisil, others |
| AHFS/Drugs.com | Monograph |
| MedlinePlus | a699061 |
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| Routes of administration | By mouth, topical |
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| Pharmacokinetic data | |
| Bioavailability | Readily absorbed: 70–90% |
| Protein binding | >99% |
| Metabolism | Liver |
| Elimination half-life | Highly variable |
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| ECHA InfoCard | 100.119.605 |
| Chemical and physical data | |
| Formula | C21H25N |
| Molar mass | 291.438 g·mol−1 |
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Terbinafine, sold under the brand name Lamisil among others, is an antifungal medication used to treat pityriasis versicolor, fungal nail infections, and ringworm including jock itch and athlete's foot.[6][2][7] It is either taken by mouth or applied to the skin as a cream or ointment.[6][8]
Common side effects when taken by mouth include nausea, diarrhea, headache, cough, rash, and elevated liver enzymes.[6] Severe side effects include liver problems and allergic reactions.[6] Liver injury is, however, unusual.[9] Oral use during pregnancy is not typically recommended.[6] The cream and ointment may result in itchiness but are generally well tolerated.[2] Terbinafine is in the allylamines family of medications.[6] It works by decreasing the ability of fungi to synthesize ergosterol.[6] It appears to result in fungal cell death.[10]
Terbinafine was discovered in 1991.[11] It is on the World Health Organization's List of Essential Medicines.[8] In 2022, it was the 255th most commonly prescribed medication in the United States, with more than 1 million prescriptions.[12][13]
- ^ "Lamisil Dermgel". Healthdirect. Retrieved 3 August 2025.
- ^ a b c "Lamisil 1% w/w Cream – Summary of Product Characteristics (SPC) – (eMC)". electronic Medicines Compendium (eMC). 17 March 2016. Archived from the original on 20 December 2016. Retrieved 17 December 2016.
- ^ "Lamisil AT- terbinafine hydrochloride cream". DailyMed. Retrieved 20 April 2025.
- ^ "Lamisil AT- terbinafine hydrochloride aerosol, spray". DailyMed. Retrieved 20 April 2025.
- ^ "Lamisil AT Jock Itch- terbinafine hydrochloride cream". DailyMed. Retrieved 20 April 2025.
- ^ a b c d e f g "Terbinafine Hydrochloride". The American Society of Health-System Pharmacists. Archived from the original on 21 December 2016. Retrieved 8 December 2016.
- ^ Crawford F (July 2009). "Athlete's foot". BMJ Clinical Evidence. 2009. PMC 2907807. PMID 21696646.
- ^ a b Organization WH (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.
- ^ Yan J, Wang X, Chen S (August 2014). "Systematic review of severe acute liver injury caused by terbinafine". International Journal of Clinical Pharmacy. 36 (4): 679–683. doi:10.1007/s11096-014-9969-y. PMID 24986266. S2CID 12867807.
- ^ "Terbinafine". www.drugbank.ca. Retrieved 14 November 2017.
- ^ Ravina E (2011). The Evolution of Drug Discovery: From Traditional Medicines to Modern Drugs. John Wiley & Sons. p. 90. ISBN 978-3-527-32669-3. Archived from the original on 20 December 2016.
- ^ "The Top 300 of 2022". ClinCalc. Archived from the original on 30 August 2024. Retrieved 30 August 2024.
- ^ "Terbinafine Drug Usage Statistics, United States, 2013 - 2022". ClinCalc. Retrieved 30 August 2024.