From Wikipedia, the free encyclopedia
Jump to: navigation, search
Systematic (IUPAC) name
O-2-naphthyl methyl(3-methylphenyl)thiocarbamate
Clinical data
Trade names Tinactin
AHFS/ Monograph
MedlinePlus a682617
Legal status
Legal status
  • OTC
CAS Number 2398-96-1 YesY
ATC code D01AE18 (WHO)
PubChem CID 5510
DrugBank DB00525 YesY
ChemSpider 5309 YesY
KEGG D00381 YesY
Chemical data
Formula C19H17NOS
Molar mass 307.41 g/mol
Physical data
Melting point 110 to 111.5 °C (230.0 to 232.7 °F)
 NYesY (what is this?)  (verify)

Tolnaftate is a synthetic thiocarbamate used as an anti-fungal agent that may be sold without medical prescription in most jurisdictions. It is supplied as a cream, powder, spray, and liquid aerosol. Tolnaftate is used to treat fungal conditions such as jock itch, athlete's foot and ringworm.


Although the exact mechanism of action is not entirely known, it is believed to inhibit squalene epoxidase,[1] an important enzyme in the biosynthetic pathway of ergosterol (a key component of the fungal membrane) in a similar way to allylamines.[2]


Tolnaftate has been found to be generally slightly less effective than azoles when used to treat tinea pedis (athlete's foot). It is, however, useful when dealing with ringworm, especially when passed from pets to humans.[3]


  1. ^ Ryder NS, Frank I, Dupont MC (May 1986). "Ergosterol biosynthesis inhibition by the thiocarbamate antifungal agents tolnaftate and tolciclate". Antimicrob. Agents Chemother. 29 (5): 858–60. doi:10.1128/aac.29.5.858. PMC 284167free to read. PMID 3524433. 
  2. ^ "antifung". Retrieved 2008-07-09. 
  3. ^ 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.

External links[edit]