Tolnaftate

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  • Identifiers

    CAS number
    2398-96-1

    Molecular formula
    C19H17NOS

    SMILES
    CC1=CC(=CC=C1)N(C)C(=S)OC2=CC3=CC=CC=C3C=C2

    Safety labels

    Irritant
    Irritant

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Fruity 50.51%
    Floral 41.13%
    Grape 39.99%
    Tropical 30.46%
    Grapefruit 29.93%
    Fatty 29.8%
    Citrus 28.44%
    Sulfurous 27.68%
    Animal 26.87%
    Cheesy 25.64%

     

    Flavor
    Bitter 53.51%
    Fruity 26.45%
    Odorless 24.88%
    Mild 23.58%
    Nitrile 20.2%
    Broom 20.15%
    Orange flower 20.14%
    Heather 20.11%
    Orange blossom 19.8%
    Genet 19.75%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    5.5

    pKa est.
    9.94 (weak base)

    Molecular weight
    307.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    539°C

    Melting point expt.

    • 230.9 to 232.7 °F (NTP, 1992)
    • 111 °C

    Flash point

    • 200.66 ˚C est.

    Solubility expt.

    • less than 1 mg/mL at 72 °F (NTP, 1992)
    • 0.0000702 mg/mL at 25 °C

  • Synonyms

    • tolnaftate
    • 2398-96-1
    • Tolnaphthate
    • Tinactin
    • Tonoftal
    • Sporiline
    • Tolsanil
    • Dermoxin
    • Tinaderm
    • Aftate
    • Focusan
    • Pitrex
    • Tinavet
    • Naphthiomate T
    • Chinofungin
    • Phytoderm
    • Tolnaftato
    • Timoped
    • Fungistop
    • HI-Alazin
    • Tolnaftatum
    • Separin
    • Sorgoa
    • Tritin
    • Sch 10144
    • O-2-Naphthyl m,N-dimethylthiocarbanilate
    • Dungistop
    • Tniaderm
    • Naphthiomate-T
    • Hi-alarzin
    • 2-Naphthyl N-methyl-N-(3-tolyl)thionocarbamate
    • Tolnaftatum [INN-Latin]
    • Tolnaftato [INN-Spanish]
    • m,N-Dimethylthiocarbanilic acid O-2-naphthyl ester
    • Prestwick_472
    • Methyl (3-methylphenyl)carbamothioic acid O-2-naphthalenyl ester
    • Carbamothioic acid, methyl(3-methylphenyl)-, O-2-naphthalenyl ester
    • Dr. Scholl's athlete's foot spray
    • O-naphthalen-2-yl N-methyl-N-(3-methylphenyl)carbamothioate
    • O-Naphthalen-2-yl N-Methyl-N-(3-Methylphenyl)Thiocarbamate
    • NSC 233648
    • Carbanilic acid, m,N-dimethylthio-, O-2-naphthyl ester
    • Carbanilic acid, N,m-dimethylthio-, O-2-naphthyl ester
    • N-methyl-N-(3-methylphenyl)-1-naphthalen-2-yloxy-methanethioamide
    • EINECS 219-266-6
    • UNII-06KB629TKV
    • MFCD00056611
    • NSC-233648
    • BRN 2752620
    • 06KB629TKV
    • CHEBI:9620
    • MLS000028526
    • DTXSID3042477
    • SCH-10144
    • N-methyl-N-(3-methylphenyl)-1-(naphthalen-2-yloxy)methanethioamide
    • SMR000058288
    • DTXCID1022477
    • Tolnaftato [DCIT]
    • O-naphthalen-2-yl methyl(m-tolyl)carbamothioate
    • O-2-naphthyl methyl(3-methylphenyl)carbamothioate
    • NSC233648
    • Tolnaftate [USAN:USP:INN:BAN:JAN]
    • NCGC00016610-01
    • Methyl-(3-methylphenyl)carbamothioic acid O-2-naphthyl ester
    • Tinavet (Veterinary)
    • Genaspore cream
    • Tinactin powder
    • CAS-2398-96-1
    • Tinactin cream
    • Pitrex cream
    • Tolnaftatum (INN-Latin)
    • Tolnaftato (INN-Spanish)
    • Carbamothioic acid, N-methyl-N-(3-methylphenyl)-, O-2-naphthalenyl ester
    • TOLNAFTATE (MART.)
    • TOLNAFTATE [MART.]
    • TOLNAFTATE (USP-RS)
    • TOLNAFTATE [USP-RS]
    • Zeasorb-AF powder
    • Tinactin (TN)
    • Separin (TN)
    • Tinactin plus powder
    • Ting antifungal cream
    • NP-27 Powder
    • Ting antifungal powder
    • TOLNAFTATE (EP MONOGRAPH)
    • TOLNAFTATE [EP MONOGRAPH]
    • NP-27 Cream
    • Tinactin aerosol liquid
    • Tinactin aerosol powder
    • NP-27 Spray Powder
    • TOLNAFTATE (USP MONOGRAPH)
    • TOLNAFTATE [USP MONOGRAPH]
    • Tinactin jock itch cream
    • Aftate for jock itch gel
    • Tolnaftate (USAN:USP:INN:BAN:JAN)
    • Tinactin plus aerosol powder
    • Ting antifungal spray liquid
    • Ting antifungal spray powder
    • Aftate for athlete's foot gel
    • Tinactin jock itch spray powder
    • Tinactin jock itch aerosol powder
    • SR-01000003084
    • Aftate for jock itch sprinkle powder
    • tolnoftate
    • Tolmaftate
    • Absorbine
    • Fungifoam
    • O-2-Naphthyl N,N-dimethylthiocarbanilate
    • Tineacide
    • Tolnafate
    • meijerantifungal
    • TolnaftateD
    • Aftate for jock itch aerosol spray powder
    • ProClearz
    • Targetantifungal
    • Sanafitil Crema
    • sunmarkantifungal
    • Tolnaftate Oil
    • Conazolantifungal
    • Fungus Relief
    • Tinactin antifungal deodorant powder aerosol
    • Tolnaftate serum
    • Tolnaftate; O-Naphthalen-2-yl methyl(3-methylphenyl)carbamothioate
    • Nail Renew
    • Silka Antifungal
    • TM-Tolnaftate
    • Tolnaftate Spray
    • Winco Antifungal

  • Applications

    Tolnaftate (CAS 2398-96-1) is used as the active antifungal ingredient in topical pharmaceutical products and in consumer health care and personal care lines. It is formulated in creams, ointments, gels, sprays, and medicated powders for skin applications, including OTC foot-care products and dermatology-focused cosmetic formulations. In formulation development and manufacturing, tolnaftate is commonly evaluated as an active ingredient in dermatological dosage forms, with standard excipient systems designed for topical delivery.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 6.59
    methanol 6.0
    isopropanol 3.86
    water 0.01
    ethyl acetate 43.49
    n-propanol 6.55
    acetone 48.52
    n-butanol 6.68
    acetonitrile 17.58
    DMF 85.6
    toluene 28.23
    isobutanol 4.2
    1,4-dioxane 108.63
    methyl acetate 50.21
    THF 248.54
    2-butanone 53.62
    n-pentanol 9.97
    sec-butanol 5.09
    n-hexane 0.85
    ethylene glycol 0.5
    NMP 60.57
    cyclohexane 1.19
    DMSO 57.32
    n-butyl acetate 44.75
    n-octanol 5.83
    chloroform 324.52
    n-propyl acetate 44.54
    acetic acid 25.63
    dichloromethane 392.13
    cyclohexanone 80.75
    propylene glycol 1.26
    isopropyl acetate 29.33
    DMAc 124.08
    2-ethoxyethanol 25.72
    isopentanol 7.86
    n-heptane 1.73
    ethyl formate 24.43
    1,2-dichloroethane 202.99
    n-hexanol 11.36
    2-methoxyethanol 22.47
    isobutyl acetate 32.3
    tetrachloromethane 9.33
    n-pentyl acetate 25.86
    transcutol 123.43
    n-heptanol 8.28
    ethylbenzene 15.55
    MIBK 27.05
    2-propoxyethanol 37.42
    tert-butanol 6.7
    MTBE 16.08
    2-butoxyethanol 24.64
    propionic acid 12.88
    o-xylene 11.45
    formic acid 4.27
    diethyl ether 25.38
    m-xylene 12.42
    p-xylene 21.08
    chlorobenzene 59.59
    dimethyl carbonate 32.02
    n-octane 1.07
    formamide 12.48
    cyclopentanone 121.88
    2-pentanone 39.6
    anisole 48.19
    cyclopentyl methyl ether 42.04
    gamma-butyrolactone 122.86
    1-methoxy-2-propanol 20.07
    pyridine 104.96
    3-pentanone 36.05
    furfural 110.46
    n-dodecane 1.16
    diethylene glycol 17.28
    diisopropyl ether 6.96
    tert-amyl alcohol 7.3
    acetylacetone 71.33
    n-hexadecane 1.36
    acetophenone 47.86
    methyl propionate 36.57
    isopentyl acetate 39.69
    trichloroethylene 410.2
    n-nonanol 7.54
    cyclohexanol 8.06
    benzyl alcohol 25.67
    2-ethylhexanol 12.18
    isooctanol 8.61
    dipropyl ether 25.83
    1,2-dichlorobenzene 57.83
    ethyl lactate 17.63
    propylene carbonate 61.91
    n-methylformamide 19.88
    2-pentanol 4.91
    n-pentane 0.48
    1-propoxy-2-propanol 27.35
    1-methoxy-2-propyl acetate 57.23
    2-(2-methoxypropoxy) propanol 34.42
    mesitylene 6.61
    ε-caprolactone 66.46
    p-cymene 11.32
    epichlorohydrin 249.17
    1,1,1-trichloroethane 80.9
    2-aminoethanol 2.14
    morpholine-4-carbaldehyde 93.49
    sulfolane 105.0
    2,2,4-trimethylpentane 0.8
    2-methyltetrahydrofuran 74.27
    n-hexyl acetate 25.01
    isooctane 0.56
    2-(2-butoxyethoxy)ethanol 39.48
    sec-butyl acetate 30.26
    tert-butyl acetate 32.13
    decalin 1.81
    glycerin 3.3
    diglyme 101.42
    acrylic acid 14.15
    isopropyl myristate 15.73
    n-butyric acid 22.48
    acetyl acetate 39.2
    di(2-ethylhexyl) phthalate 17.2
    ethyl propionate 36.83
    nitromethane 74.31
    1,2-diethoxyethane 61.11
    benzonitrile 36.04
    trioctyl phosphate 10.29
    1-bromopropane 53.87
    gamma-valerolactone 148.17
    n-decanol 6.31
    triethyl phosphate 25.42
    4-methyl-2-pentanol 5.29
    propionitrile 17.71
    vinylene carbonate 62.92
    1,1,2-trichlorotrifluoroethane 76.79
    DMS 44.72
    cumene 10.52
    2-octanol 5.71
    2-hexanone 44.78
    octyl acetate 17.49
    limonene 13.21
    1,2-dimethoxyethane 92.77
    ethyl orthosilicate 24.65
    tributyl phosphate 15.05
    diacetone alcohol 27.74
    N,N-dimethylaniline 28.02
    acrylonitrile 27.61
    aniline 23.09
    1,3-propanediol 5.44
    bromobenzene 69.67
    dibromomethane 180.41
    1,1,2,2-tetrachloroethane 218.15
    2-methyl-cyclohexyl acetate 36.0
    tetrabutyl urea 20.82
    diisobutyl methanol 8.64
    2-phenylethanol 28.34
    styrene 21.24
    dioctyl adipate 27.09
    dimethyl sulfate 52.99
    ethyl butyrate 42.06
    methyl lactate 15.24
    butyl lactate 19.81
    diethyl carbonate 32.22
    propanediol butyl ether 13.14
    triethyl orthoformate 33.12
    p-tert-butyltoluene 9.85
    methyl 4-tert-butylbenzoate 37.66
    morpholine 81.83
    tert-butylamine 3.91
    n-dodecanol 5.43
    dimethoxymethane 72.0
    ethylene carbonate 45.93
    cyrene 39.48
    2-ethoxyethyl acetate 51.15
    2-ethylhexyl acetate 33.54
    1,2,4-trichlorobenzene 67.84
    4-methylpyridine 73.44
    dibutyl ether 18.39
    2,6-dimethyl-4-heptanol 8.64
    DEF 45.76
    dimethyl isosorbide 82.94
    tetrachloroethylene 108.15
    eugenol 38.49
    triacetin 41.81
    span 80 24.27
    1,4-butanediol 3.16
    1,1-dichloroethane 103.8
    2-methyl-1-pentanol 12.67
    methyl formate 23.45
    2-methyl-1-butanol 6.86
    n-decane 1.77
    butyronitrile 18.92
    3,7-dimethyl-1-octanol 8.61
    1-chlorooctane 8.2
    1-chlorotetradecane 4.21
    n-nonane 1.36
    undecane 1.39
    tert-butylcyclohexane 1.8
    cyclooctane 0.51
    cyclopentanol 10.14
    tetrahydropyran 67.26
    tert-amyl methyl ether 16.15
    2,5,8-trioxanonane 71.91
    1-hexene 7.74
    2-isopropoxyethanol 22.61
    2,2,2-trifluoroethanol 10.46
    methyl butyrate 46.79

    Scent© AI

1 4

IFRA standard 51

Recommendation
No restriction
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 No restriction Category 7A
Rinse-off products applied to the hair with some hand contact
 No restriction
Category 2
Products applied to the axillae
 No restriction Category 7B
Leave-on products applied to the hair with some hand contact
 No restriction
Category 3
Products applied to the face/body using fingertips
 No restriction Category 8
Products with significant anogenital exposure
 No restriction
Category 4
Products related to fine fragrance
 No restriction Category 9
Products with body and hand exposure, primarily rinse off
 No restriction
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 No restriction Category 10A
Household care products with mostly hand contact
 No restriction
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 No restriction Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 No restriction
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 No restriction Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 No restriction
Category 5D
Baby Creams, baby Oils and baby talc
 No restriction Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 No restriction
Category 6
Products with oral and lip exposure
 No restriction Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 No restriction