Sulfisoxazole

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  • Identifiers

    CAS number
    127-69-5

    Molecular formula
    C11H13N3O3S

    SMILES
    CC1=C(ON=C1C)NS(=O)(=O)C2=CC=C(C=C2)N

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 70.65%
    Roasted 31.65%
    Meaty 30.88%
    Cooked 29.96%
    Savory 27.27%
    Burnt 19.4%
    Grape 17.98%
    Bitter 17.86%
    Sulfurous 17.27%
    Beefy 14.88%

     

    Flavor
    Bitter 81.12%
    Odorless 31.53%
    Nitrile 20.84%
    Bland 20.75%
    Taco 20.43%
    Bread crust 20.39%
    Roasted peanuts 20.23%
    Mild 19.92%
    Very strong 19.59%
    Scallion 19.47%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.0

    pKa est.
    6.44 (neutral)

    Molecular weight
    267.31 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    778°C

    Melting point expt.

    • 383 to 388 °F (NTP, 1992)
    • 191 °C
    • 194 °C
    • MP: 191 °C
    • MP: 195-198 °C

    Flash point

    • 236.62 ˚C est.

    Solubility expt.

    • >40.1 [ug/mL] (The mean of the results at pH 7.4)
    • less than 1 mg/mL at 72.5 °F (NTP, 1992)
    • 300 mg/L (at 37 °C)
    • White to off-white, odorless, crystalline powder. Sol in alcohol; freely sol in water. /Diethanolamine salt/
    • Soluble in alcohol
    • SOL IN DIETHYL ETHER (1 IN 800); SOL IN 5% AQ SODIUM BICARBONATE (1 IN 30)
    • 1 G IN ABOUT 6700 ML WATER; SOL IN DIL HYDROCHLORIC ACID; 1 G IN ABOUT 10 ML BOILING ALCOHOL
    • In water, 300 mg/L at 37 °C, pH 4.5
    • 3.13e-01 g/L

  • Synonyms

    • sulfisoxazole
    • Sulfafurazole
    • 127-69-5
    • Sulphafurazole
    • Sulfafurazol
    • Sulfisoxazol
    • Sulfaisoxazole
    • Sulfofurazole
    • Gantrisin
    • Sulfisoxasole
    • Sulphaisoxazole
    • Sulfadimethylisoxazole
    • Alphazole
    • Amidoxal
    • Sulfalar
    • Sulfoxol
    • Sulfasoxazole
    • Sulfisonazole
    • Sulphafurazolum
    • Accuzole
    • Renosulfan
    • Soxomide
    • Sulfisoxazole dialamine
    • Sulfizin
    • Sulsoxin
    • Sosol
    • Roxosul tablets
    • Cosoxazole
    • Gantrisona
    • Gantrosan
    • Sulphafurazol
    • Sulphisoxazol
    • Sulphofurazole
    • Uritrisin
    • Chemouag
    • Entusil
    • Entusul
    • Isoxamin
    • Neazolin
    • Neoxazol
    • Soxisol
    • Stansin
    • Sulfagan
    • Sulfasol
    • Sulfazin
    • Thiasin
    • Unisulf
    • Pancid
    • Sulbio
    • Sulphadimethylisoxazole
    • Norilgan-S
    • SK-Soxazole
    • Novosaxazole
    • Sulfafurazolum
    • 4-amino-N-(3,4-dimethylisoxazol-5-yl)benzenesulfonamide
    • Dorsulfan
    • Gantrisine
    • Novazolo
    • Saxosozine
    • Sodizole
    • Soxamide
    • Soxazole
    • Soxitabs
    • Sulfapolar
    • Sulfisin
    • Sulfizol
    • Sulfizole
    • Urisoxin
    • Roxosul
    • Urogan
    • Dorsulfan warthausen
    • Koro-sulf
    • Tl-azole
    • V-Sul
    • SOXO
    • Sulfisoxazolum
    • Sulphisoxazole
    • Azo Gantrisin
    • J-Sul
    • 3,4-Dimethyl-5-sulfonamidoisoxazole
    • Benzenesulfonamide, 4-amino-N-(3,4-dimethyl-5-isoxazolyl)-
    • 3,4-Dimethyl-5-sulfanilamidoisoxazole
    • 5-Sulfanilamido-3,4-dimethylisoxazole
    • Solfafurazolo
    • 3,4-Dimethyl-5-sulphonamidoisoxazole
    • 4-Amino-N-(3,4-dimethyl-5-isoxazolyl)benzenesulfonamide
    • 3,4-Dimethylisoxazole-5-sulfanilamide
    • 3,4-Dimethyl-5-sulphanilamidoisoxazole
    • 3,4-Dimethylisoxazole-5-sulphanilamide
    • 5-Sulphanilamido-3,4-dimethyl-isoxazole
    • G-sox
    • 5-(4-Aminophenylsulfonamido)-3,4-dimethylisoxazole
    • NCI-C50022
    • 5-(p-Aminobenzenesulfonamido)-3,4-dimethylisoxazole
    • N1-(3,4-Dimethyl-5-isoxazolyl)sulfanilamide
    • 5-(p-Aminobenzenesulphonamido)-3,4-dimethylisoxazole
    • N'-(3,4)Dimethylisoxazol-5-yl-sulphanilamide
    • NU 445
    • U.S.-67
    • Sulfafurazolum [INN-Latin]
    • 4-Amino-N-(3,4-dimethyl-5-isoxazolyl)benzenesulphonamide
    • CCRIS 568
    • MFCD00003150
    • Gantrizin
    • HSDB 797
    • Pediazole
    • CHEBI:102484
    • N(Sup1)-(3,4-Dimethyl-5-isoxazolyl)sulfanilamide
    • EINECS 204-858-9
    • NSC 13120
    • NSC-13120
    • NSC 683536
    • NSC-683536
    • 4-amino-N-(3,4-dimethyl-1,2-oxazol-5-yl)benzenesulfonamide
    • BRN 0263871
    • Sulfafurazole (INN)
    • Sulfafurazole [INN]
    • DTXSID6021292
    • UNII-740T4C525W
    • N(sup 1)-(3,4-Dimethyl-5-isoxazolyl)sulfanilamide
    • AI3-24003
    • N(sup 1)-(3,4-Dimethyl-5-isoxazolyl)sulphanilamide
    • Gantrisin (TN)
    • NSC13120
    • component of Azo-Sulfizin
    • component of Azo Gantrisin
    • Sulfisoxazole [USP:JAN]
    • CHEMBL453

  • Applications

    Sulfisoxazole is a sulfonamide compound used in pharmaceuticals as an active ingredient in oral drug formulations and related dosage forms. It is commonly employed as an intermediate or building block in the chemical synthesis of other sulfonamide compounds, supporting process development and manufacturing. In research and development, it serves as a reagent and reference compound for sulfonamide chemistry and related analytical methods. In industrial settings, it may function as a chemical intermediate in synthetic routes to related drugs and as a practical standard for quality control of sulfonamide derivatives.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 5.67
    methanol 14.82
    isopropanol 4.3
    water 0.21
    ethyl acetate 18.23
    n-propanol 4.65
    acetone 55.21
    n-butanol 3.56
    acetonitrile 46.43
    DMF 394.61
    toluene 0.56
    isobutanol 2.38
    1,4-dioxane 103.04
    methyl acetate 49.52
    THF 144.35
    2-butanone 56.37
    n-pentanol 2.36
    sec-butanol 3.86
    n-hexane 0.01
    ethylene glycol 6.89
    NMP 215.18
    cyclohexane 0.07
    DMSO 133.68
    n-butyl acetate 10.71
    n-octanol 1.31
    chloroform 3.6
    n-propyl acetate 11.35
    acetic acid 29.37
    dichloromethane 5.24
    cyclohexanone 59.04
    propylene glycol 12.57
    isopropyl acetate 8.76
    DMAc 404.05
    2-ethoxyethanol 36.9
    isopentanol 3.59
    n-heptane 0.04
    ethyl formate 25.0
    1,2-dichloroethane 4.54
    n-hexanol 2.63
    2-methoxyethanol 105.4
    isobutyl acetate 5.93
    tetrachloromethane 0.28
    n-pentyl acetate 5.18
    transcutol 48.46
    n-heptanol 2.05
    ethylbenzene 0.42
    MIBK 7.96
    2-propoxyethanol 32.65
    tert-butanol 6.19
    MTBE 3.72
    2-butoxyethanol 16.26
    propionic acid 15.4
    o-xylene 0.62
    formic acid 30.46
    diethyl ether 2.33
    m-xylene 0.4
    p-xylene 1.24
    chlorobenzene 2.75
    dimethyl carbonate 25.86
    n-octane 0.03
    formamide 120.75
    cyclopentanone 140.57
    2-pentanone 14.89
    anisole 9.61
    cyclopentyl methyl ether 6.3
    gamma-butyrolactone 147.46
    1-methoxy-2-propanol 50.14
    pyridine 42.49
    3-pentanone 11.4
    furfural 123.66
    n-dodecane 0.04
    diethylene glycol 39.63
    diisopropyl ether 0.47
    tert-amyl alcohol 4.9
    acetylacetone 54.38
    n-hexadecane 0.06
    acetophenone 18.6
    methyl propionate 21.67
    isopentyl acetate 10.29
    trichloroethylene 13.79
    n-nonanol 1.56
    cyclohexanol 3.24
    benzyl alcohol 9.83
    2-ethylhexanol 1.72
    isooctanol 1.87
    dipropyl ether 1.9
    1,2-dichlorobenzene 3.59
    ethyl lactate 12.97
    propylene carbonate 51.02
    n-methylformamide 102.68
    2-pentanol 1.45
    n-pentane 0.01
    1-propoxy-2-propanol 17.93
    1-methoxy-2-propyl acetate 25.93
    2-(2-methoxypropoxy) propanol 23.13
    mesitylene 0.34
    ε-caprolactone 47.38
    p-cymene 0.82
    epichlorohydrin 90.17
    1,1,1-trichloroethane 2.55
    2-aminoethanol 12.0
    morpholine-4-carbaldehyde 218.31
    sulfolane 126.24
    2,2,4-trimethylpentane 0.03
    2-methyltetrahydrofuran 27.93
    n-hexyl acetate 5.33
    isooctane 0.02
    2-(2-butoxyethoxy)ethanol 23.92
    sec-butyl acetate 6.07
    tert-butyl acetate 11.1
    decalin 0.05
    glycerin 34.33
    diglyme 62.44
    acrylic acid 22.77
    isopropyl myristate 2.81
    n-butyric acid 14.1
    acetyl acetate 17.46
    di(2-ethylhexyl) phthalate 6.87
    ethyl propionate 9.09
    nitromethane 220.67
    1,2-diethoxyethane 12.09
    benzonitrile 16.18
    trioctyl phosphate 3.53
    1-bromopropane 0.59
    gamma-valerolactone 277.33
    n-decanol 1.27
    triethyl phosphate 7.87
    4-methyl-2-pentanol 1.29
    propionitrile 15.1
    vinylene carbonate 46.18
    1,1,2-trichlorotrifluoroethane 55.94
    DMS 16.31
    cumene 0.38
    2-octanol 1.16
    2-hexanone 11.99
    octyl acetate 3.99
    limonene 1.13
    1,2-dimethoxyethane 90.72
    ethyl orthosilicate 6.04
    tributyl phosphate 4.55
    diacetone alcohol 25.41
    N,N-dimethylaniline 5.05
    acrylonitrile 36.53
    aniline 4.38
    1,3-propanediol 20.21
    bromobenzene 1.66
    dibromomethane 1.46
    1,1,2,2-tetrachloroethane 10.41
    2-methyl-cyclohexyl acetate 9.98
    tetrabutyl urea 8.75
    diisobutyl methanol 1.22
    2-phenylethanol 11.03
    styrene 0.73
    dioctyl adipate 7.35
    dimethyl sulfate 51.15
    ethyl butyrate 9.31
    methyl lactate 31.67
    butyl lactate 8.9
    diethyl carbonate 9.05
    propanediol butyl ether 13.21
    triethyl orthoformate 8.72
    p-tert-butyltoluene 0.77
    methyl 4-tert-butylbenzoate 14.83
    morpholine 99.23
    tert-butylamine 1.26
    n-dodecanol 0.99
    dimethoxymethane 77.52
    ethylene carbonate 35.5
    cyrene 46.49
    2-ethoxyethyl acetate 15.9
    2-ethylhexyl acetate 7.4
    1,2,4-trichlorobenzene 7.37
    4-methylpyridine 23.52
    dibutyl ether 1.59
    2,6-dimethyl-4-heptanol 1.22
    DEF 35.21
    dimethyl isosorbide 49.36
    tetrachloroethylene 4.17
    eugenol 17.85
    triacetin 17.37
    span 80 13.82
    1,4-butanediol 7.18
    1,1-dichloroethane 2.18
    2-methyl-1-pentanol 2.63
    methyl formate 88.46
    2-methyl-1-butanol 2.6
    n-decane 0.06
    butyronitrile 9.83
    3,7-dimethyl-1-octanol 1.82
    1-chlorooctane 0.36
    1-chlorotetradecane 0.25
    n-nonane 0.04
    undecane 0.05
    tert-butylcyclohexane 0.04
    cyclooctane 0.02
    cyclopentanol 8.27
    tetrahydropyran 16.3
    tert-amyl methyl ether 2.86
    2,5,8-trioxanonane 45.45
    1-hexene 0.11
    2-isopropoxyethanol 16.92
    2,2,2-trifluoroethanol 18.94
    methyl butyrate 17.05

    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