Naftifine

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Naftifine
Naftifine.svg
Names
Trade namesNaftin,[1] Exoderil, others
  • (2E)-N-methyl-N-(1-naphthylmethyl)-3-phenylprop-2-en-1-amine
Clinical data
Drug classAntifungal
Main usesAthlete's foot, joke itch, ring worm[2]
Side effectsIrritation, redness, itching, burning, allergic reaction[1]
External links
AHFS/Drugs.comMonograph
US NLMNaftifine
MedlinePlusa688020
Chemical and physical data
FormulaC21H21N
Molar mass287.406 g·mol−1

Naftifine sold under the brand name Naftin among others, is an antifungal medication used to treat athlete's foot, joke itch, and ring worm.[2] While it has some benefit against candidiasis other medications are better.[2] It is applied to the skin as a cream or gel.[2]

Side effects occur in less than 5% of people.[1] These may include irritation, redness, itching, burning, and allergic reaction.[1] There is no evidence of harm in pregnancy, though such use is not well studied.[3] It is similar to terbinafine and is believed to work by blocking sterol biosynthesis.[4][2]

Naftifine was approved for medical use in the United States in 1988.[2] In the United States a 45 gram tube costs about 85 USD as of 2021.[5] It is not available in the United Kingdom.[4]

Mechanism of action

Its precise mechanism of action is unknown, but may involve selectively blocking sterol biosynthesis via inhibition of the squalene 2,3-epoxidase enzyme.[6][7] It is also an anti-inflammatory.[2]

Chemistry

The half-life is approximately 2–3 days.[7] The metabolites are excreted in the urine and feces.[8]

References

  1. 1.0 1.1 1.2 1.3 Gupta, Aditya K.; Mays, Rachel R.; Folley, Kelly A. (2019). "42. Topical antifungal agents". In Wolverton, Stephen E.; Wu, Jashin J. (eds.). Comprehensive Dermatologic Drug Therapy (4th ed.). Elsevier. p. 486. ISBN 978-0-323-61211-1. Archived from the original on 2021-10-09. Retrieved 2021-10-07.
  2. 2.0 2.1 2.2 2.3 2.4 2.5 2.6 "Naftifine Monograph for Professionals". Drugs.com. Archived from the original on 19 July 2021. Retrieved 11 November 2021.
  3. "Naftifine topical Use During Pregnancy". Drugs.com. Archived from the original on 23 November 2020. Retrieved 11 November 2021.
  4. 4.0 4.1 Ritter, James M.; Flower, Rod; Henderson, Graeme; Loke, Yoon Kong; Rang, Humphrey P. (2020). "54. Antifungal drugs". Rang & Dale's Pharmacology. Elsevier. pp. 690–695. ISBN 978-0-7020-7448-6. Archived from the original on 2021-08-28. Retrieved 2021-10-07.
  5. "Naftifine Prices, Coupons & Savings Tips". GoodRx. Retrieved 11 November 2021.
  6. Robertson Dirk B, Maibach Howard I, "Chapter 61. Dermatologic Pharmacology" (Chapter). Bertram G. Katzung, Susan B. Masters, Anthony J. Trevor: Basic & Clinical Pharmacology, 11e: http://www.accesspharmacy.com/content.aspx?aID=4517257 Archived 2012-03-03 at the Wayback Machine.
  7. 7.0 7.1 Micromedex DRUGDEX Drug Point: Naftifine Hydrochloride. Accessed at www.thomsonhc.com/../BeginWith#secN10184 Archived 2019-12-17 at the Wayback Machine, February 18, 2010.
  8. AccessPharmacy: Drug Monographs: Naftifine. Accessed at http://www.accesspharmacy.com/drugContentPopup.aspx?mid=6620&section=10 Archived 2012-03-03 at the Wayback Machine, February 18, 2010.

External links

Identifiers: