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{{Drugbox|
{{Drugbox|
|IUPAC_name = ''O''-(2-naphthyl) methyl(3-methylphenyl)thiocarbamate
|IUPAC_name = ''N''-methyl-''N''-(3-methylphenyl)-1-(naphthalen-2-yloxy)methanethioamide
| image=Tolnaftate.svg
| image=Tolnaftate.svg
| CAS_number= 2398-96-1
| CAS_number= 2398-96-1

Revision as of 10:33, 21 December 2008

Tolnaftate
Clinical data
ATC code
Legal status
Legal status
Identifiers
  • N-methyl-N-(3-methylphenyl)-1-(naphthalen-2-yloxy)methanethioamide
CAS Number
PubChem CID
CompTox Dashboard (EPA)
ECHA InfoCard100.017.516 Edit this at Wikidata
Chemical and physical data
FormulaC19H17NOS
Molar mass307.41 g/mol g·mol−1

Tolnaftate is a synthetic over-the-counter anti-fungal agent. It may come as a cream, powder, spray, or liquid aerosol, and is used to treat jock itch, athlete's foot and ringworm. It is sold under several brand names, most notably Tinactin (Schering-Plough Corporation) and Odor Eaters (Combe Incorporated). Other brands are Absorbine, Aftate, Desenex, Genaspor, NP 27, Scholl and Ting. It has been endorsed by John Madden.[citation needed]

Although the exact mechanism of action is not entirely known, it is believed to inhibit the squalene epoxidase, an important enzyme in the biosynthetic pathway of ergosterol (a key component of the fungal membrane) in a similar way to allylamines.[1] Tolnaftate has been found to be generally slightly less effective than azoles when used to treat tinea pedis. It is, however, useful when dealing with Ringworm, especially when passed from pets to humans.[2]

References

  1. ^ "antifung". Retrieved 2008-07-09.
  2. ^ Crawford F, Hart R, Bell-Syer S, Torgerson D, Young P, Russell I. Topical treatments for fungal infections of the skin and nails of the foot (Cochrane Review). In: The Cochrane Library, Issue 1, 2003. Oxford: Update Software.