Substance
ID:408
Names and Identifiers
IUPAC Traditional name
tolnaftate
IUPAC name
N-methyl-N-(3-methylphenyl)-1-(naphthalen-2-yloxy)methanethioamide
Synonyms
Tolnaftate
Brand Name
TinactinAftate for athlete's foot aerosol spray powderDr. Scholl's athlete's foot sprayDungistopHi-alarzinNP-27 CreamNP-27 SolutionTinactin powderTing antifungal spray powderZeasorb-AF powdero-(2-Naphthyl) methyl(3-methylphenyl)thiocarbamateSeparin (TN)SorgoaTimopedTinactin (TN)Tinactin creamTinactin plus aerosol powderHi-alazinNP-27 PowderO-2-Naphthyl M,N-dimethylthiocarbanilatePhytodermPrestwick_472SeparinAftateAftate for athlete's foot gelAftate for jock itch gelChinofunginDermoxinM,N-Dimethylthiocarbanilic acid O-2-naphthyl esterTinavet (veterinary)Ting antifungal spray liquidTolnaftate (JP14/USP)Tolnaftate (JP15/USP)Tolnaftate(USAN)TolsanilFungistopGenaspore creamTinactin jock itch aerosol powderTinactin jock itch spray powderTinactin plus powderTinactin solutionZeasorb-AFAftate for athlete's foot sprinkle powderAftate for jock itch aerosol spray powderCarbanilic acid, M,N-dimethylthio-, O-2-naphthyl esterFocusanTniadermTolnaftate [usan:ban:inn:jan]Tolnaftato [DCIT]Tolnaftato [inn-spanish]TolnaphthateTritinTinactin aerosol powderTinactin antifungal deodorant powder aerosolTinactin jock itch creamTinavetTing antifungal creamTing antifungal powderO-2-Naphthyl N,N-dimethylthiocarbanilatePitrexPitrex creamSporilineTinactin aerosol liquid2-Naphthyl N-methyl-N-(3-tolyl)thionocarbamateAftate for athlete's foot aerosol spray liquidAftate for jock itch sprinkle powderCarbanilic acid, N,M-dimethylthio-, O-2-naphthyl esterNaphthiomate TNP-27 Spray PowderNaphthiomate-tTinadermTing productsTolnaftatum [inn-latin]Tonoftal
Properties
Physical Property
Hydrophobicity(logP)
5.1
Solubility
7.02e-05 mg/mL at 25 oC [MEYLAN,WM et al. (1996)]
Molecule Details
Drug Groups
approved
Description
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, and Ting.
Indication
Tolnaftate topical is used to treat skin infections such as athlete's foot, jock itch, and ringworm infections. Tolnaftate is also used, along with other antifungals, to treat infections of the nails, scalp, palms, and soles of the feet. The powder and powder aerosol may be used to prevent athlete's foot.
Pharmacology
Tolnaftate is a synthetic over-the-counter anti-fungal agent.
Toxicity
Oral rat LD50: 891 mg/kg. Inhalation rat LC50: > 900 mg/m3/1hr. Irritation: skin rabbit: 500 mg/24H mild. Eye rabbit: 100 mg severe. Investigated a mutagen and reproductive effector.
Affected Organisms
Yeast and other fungi
References
•
Barrett-Bee K, Dixon G: Ergosterol biosynthesis inhibition: a target for antifungal agents. Acta Biochim Pol. 1995;42(4):465-79.
[Pubmed]
•
Ryder NS, Frank I, Dupont MC: Ergosterol biosynthesis inhibition by the thiocarbamate antifungal agents tolnaftate and tolciclate. Antimicrob Agents Chemother. 1986 May;29(5):858-60.
[Pubmed]
External Links
Molecular Spectra
No Data Available
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References
• Ryder NS, Frank I, Dupont MC: Ergosterol biosynthesis inhibition by the thiocarbamate antifungal agents tolnaftate and tolciclate. Antimicrob Agents Chemother. 1986 May;29(5):858-60. Pubmed
• Barrett-Bee K, Dixon G: Ergosterol biosynthesis inhibition: a target for antifungal agents. Acta Biochim Pol. 1995;42(4):465-79. Pubmed