Sulfadoxine

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  • Identifiers

    CAS number
    2447-57-6

    Molecular formula
    C12H14N4O4S

    SMILES
    COC1=C(N=CN=C1OC)NS(=O)(=O)C2=CC=C(C=C2)N

    Safety labels

    Irritant
    Irritant

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Odorless 63.48%
    Roasted 29.41%
    Cooked 28.39%
    Meaty 27.36%
    Grape 26.1%
    Savory 25.7%
    Bitter 18.78%
    Fruity 18.63%
    Burnt 16.7%
    Milky 16.66%

     

    Flavor
    Bitter 85.74%
    Odorless 32.4%
    Bland 23.43%
    Nitrile 19.43%
    Bread crust 19.11%
    Taco 19.08%
    Mild 18.93%
    Roasted peanuts 18.78%
    Cedarleaf 18.76%
    Sweet-like 18.71%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.7

    pKa est.
    7.13 (neutral)

    Molecular weight
    310.33 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    783°C

    Melting point expt.

    • 190-194 °C
    • 190 - 194 °C

    Flash point

    • 250.3 ˚C est.

    Solubility expt.

    • 2.96e-01 g/L

  • Synonyms

    • SULFADOXINE
    • 2447-57-6
    • Sulphadoxine
    • Sulfadoxin
    • Sulforthomidine
    • Fanasil
    • 4-amino-N-(5,6-dimethoxypyrimidin-4-yl)benzenesulfonamide
    • Sulphormethoxine
    • Sulfadoxina
    • Sulfadoxinum
    • Solfadossina
    • Fanzil
    • Ro 4-4393
    • Benzenesulfonamide, 4-amino-N-(5,6-dimethoxy-4-pyrimidinyl)-
    • Solfadossina [DCIT]
    • Sulfadoxinum [INN-Latin]
    • Fanasulf
    • Sulfadoxina [INN-Spanish]
    • 4-Amino-N-(5,6-dimethoxy-4-pyrimidinyl)benzenesulfonamide
    • 4-Sulfanilamido-5,6-dimethoxypyrimidine
    • WR 4873
    • Sulfadoxine (Sulphadoxine)
    • EINECS 219-504-9
    • MFCD00792890
    • N'-(5,6-Dimethoxy-4-pyrimidyl)sulfanilamide
    • NSC-759319
    • Ro-4-4393
    • BRN 0625453
    • CHEBI:9329
    • 4-amino-N-(5,6-dimethoxypyrimidin-4-yl)benzene-1-sulfonamide
    • DTXSID6023608
    • Fansidar (Salt/Mix)
    • 6-(4-Aminobenzenesulfonamido)-4,5-dimethoxypyrimidine
    • SULFADOXINE [MI]
    • Sulformethoxine
    • Sulformetoxine
    • Ro-44393
    • SULFADOXINE [INN]
    • SULFADOXINE [JAN]
    • SULFADOXINE [USAN]
    • 88463U4SM5
    • SULFADOXINE [VANDF]
    • WR-4073
    • SULFADOXINE [MART.]
    • Sulfadoxine [USAN:USP:INN:BAN:JAN]
    • J21.373J
    • SULFADOXINE [USP-RS]
    • SULFADOXINE [WHO-DD]
    • SULFADOXINE [WHO-IP]
    • DTXCID703608
    • Sulphormetoxin
    • SULFADOXINE [ORANGE BOOK]
    • SULFADOXINE [EP MONOGRAPH]
    • SULFADOXINE [USP MONOGRAPH]
    • 5-25-13-00306 (Beilstein Handbook Reference)
    • FANSIDAR COMPONENT SULFADOXINE
    • NSC 759319
    • Sulphorthodimethoxine
    • NCGC00016612-01
    • Orthosulfin
    • CAS-2447-57-6
    • N1-5,6-Dimethoxy-4-pyrimidinylsulfanilamide
    • Sulfadoxinum (INN-Latin)
    • Sulfadoxina (INN-Spanish)
    • SULFADOXINE (MART.)
    • SULFADOXINE (USP-RS)
    • SULFADOXINE (EP MONOGRAPH)
    • SULFADOXINE (USP MONOGRAPH)
    • 4-amino-N-[5,6-bis(methyloxy)pyrimidin-4-yl]benzenesulfonamide
    • Sulfadoxine (USAN:USP:INN:BAN:JAN)
    • SR-05000001523
    • N1-(5,6-Dimethoxy-4-pyrimidinyl)sulfanilamide
    • Sulforthamidine
    • Sulfadoxine (JAN/USP/INN)
    • UNII-88463U4SM5
    • Sanasil: Sulfadoxine: Sulformetoxin
    • N(sup 1)-(5,6-Dimethoxy-4-pyrimidinyl)sulfanilamide
    • 1173021-35-6
    • WR 4073
    • Sulfadoxine (Standard)
    • Prestwick0_001094
    • Prestwick1_001094
    • Prestwick2_001094
    • Prestwick3_001094
    • CHEMBL1539
    • SCHEMBL41069
    • BSPBio_001168
    • MLS002154150
    • SPBio_003054
    • BPBio1_001286
    • Sulfadoxin, >=95% (TLC)
    • GTPL10173
    • HY-B0439R
    • MSK4006
    • HMS1571K10
    • HMS2090P07
    • HMS2094C19
    • HMS2098K10
    • HMS2230E05
    • HMS3371I15
    • HMS3715K10
    • Pharmakon1600-01506086
    • HY-B0439
    • SULFADOXINUM [WHO-IP LATIN]
    • Tox21_110523
    • BBL023187
    • NSC759319
    • s2511
    • STL356042
    • AKOS015897281
    • Tox21_110523_1
    • AC-8428
    • AS01376
    • CCG-213610
    • DB01299
    • KS-5334
    • SULFADOXINE COMPONENT OF FANSIDAR
    • NCGC00016612-02
    • NCGC00016612-04
    • NCGC00016612-05
    • SMR000857259
    • SY045794
    • SBI-0206941.P001
    • DB-046463
    • Sulfadoxin 1000 microg/mL in Acetonitrile
    • AB00514044
    • NS00008538
    • C07630

  • Applications

    Sulfadoxine (CAS 2447-57-6) is a sulfonamide antibacterial used in pharmaceutical formulations as the active ingredient, typically within sulfonamide product families. It also serves as a chemical intermediate or precursor for the synthesis of other sulfonamide derivatives. In laboratory and analytical contexts, sulfadoxine is commonly employed as a reference standard for analytical method development and quality control. It is also explored in medicinal chemistry research as a scaffold for the design of sulfonamide-based compounds.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.86
    methanol 4.14
    isopropanol 0.81
    water 0.07
    ethyl acetate 3.05
    n-propanol 1.32
    acetone 5.45
    n-butanol 0.85
    acetonitrile 6.44
    DMF 38.4
    toluene 0.17
    isobutanol 0.59
    1,4-dioxane 2.4
    methyl acetate 4.42
    THF 10.44
    2-butanone 6.41
    n-pentanol 0.57
    sec-butanol 0.97
    n-hexane 0.01
    ethylene glycol 3.5
    NMP 98.58
    cyclohexane 0.04
    DMSO 76.96
    n-butyl acetate 2.26
    n-octanol 0.22
    chloroform 1.57
    n-propyl acetate 1.97
    acetic acid 22.9
    dichloromethane 3.26
    cyclohexanone 10.23
    propylene glycol 4.36
    isopropyl acetate 1.4
    DMAc 65.38
    2-ethoxyethanol 8.27
    isopentanol 0.66
    n-heptane 0.05
    ethyl formate 5.72
    1,2-dichloroethane 2.33
    n-hexanol 0.62
    2-methoxyethanol 25.84
    isobutyl acetate 0.65
    tetrachloromethane 0.19
    n-pentyl acetate 1.06
    transcutol 11.0
    n-heptanol 0.49
    ethylbenzene 0.11
    MIBK 1.15
    2-propoxyethanol 8.07
    tert-butanol 0.81
    MTBE 0.34
    2-butoxyethanol 3.62
    propionic acid 6.58
    o-xylene 0.26
    formic acid 35.95
    diethyl ether 0.52
    m-xylene 0.16
    p-xylene 0.24
    chlorobenzene 0.64
    dimethyl carbonate 5.73
    n-octane 0.02
    formamide 68.02
    cyclopentanone 20.89
    2-pentanone 2.61
    anisole 0.83
    cyclopentyl methyl ether 1.3
    gamma-butyrolactone 36.42
    1-methoxy-2-propanol 10.98
    pyridine 6.31
    3-pentanone 2.57
    furfural 39.36
    n-dodecane 0.01
    diethylene glycol 13.49
    diisopropyl ether 0.11
    tert-amyl alcohol 0.93
    acetylacetone 7.63
    n-hexadecane 0.01
    acetophenone 2.88
    methyl propionate 4.81
    isopentyl acetate 1.72
    trichloroethylene 6.3
    n-nonanol 0.25
    cyclohexanol 0.98
    benzyl alcohol 1.83
    2-ethylhexanol 0.47
    isooctanol 0.37
    dipropyl ether 0.72
    1,2-dichlorobenzene 1.01
    ethyl lactate 4.51
    propylene carbonate 14.33
    n-methylformamide 23.26
    2-pentanol 0.39
    n-pentane 0.02
    1-propoxy-2-propanol 4.6
    1-methoxy-2-propyl acetate 5.91
    2-(2-methoxypropoxy) propanol 5.06
    mesitylene 0.12
    ε-caprolactone 10.16
    p-cymene 0.31
    epichlorohydrin 18.1
    1,1,1-trichloroethane 0.8
    2-aminoethanol 4.52
    morpholine-4-carbaldehyde 39.42
    sulfolane 70.29
    2,2,4-trimethylpentane 0.02
    2-methyltetrahydrofuran 3.16
    n-hexyl acetate 0.84
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 4.74
    sec-butyl acetate 0.84
    tert-butyl acetate 1.52
    decalin 0.02
    glycerin 18.22
    diglyme 11.85
    acrylic acid 12.13
    isopropyl myristate 0.39
    n-butyric acid 5.64
    acetyl acetate 3.59
    di(2-ethylhexyl) phthalate 1.31
    ethyl propionate 1.88
    nitromethane 64.65
    1,2-diethoxyethane 1.45
    benzonitrile 2.66
    trioctyl phosphate 0.77
    1-bromopropane 0.45
    gamma-valerolactone 42.89
    n-decanol 0.2
    triethyl phosphate 2.35
    4-methyl-2-pentanol 0.23
    propionitrile 2.83
    vinylene carbonate 12.47
    1,1,2-trichlorotrifluoroethane 36.85
    DMS 2.98
    cumene 0.11
    2-octanol 0.23
    2-hexanone 1.71
    octyl acetate 0.63
    limonene 0.45
    1,2-dimethoxyethane 8.99
    ethyl orthosilicate 1.63
    tributyl phosphate 1.03
    diacetone alcohol 5.76
    N,N-dimethylaniline 0.83
    acrylonitrile 7.4
    aniline 1.22
    1,3-propanediol 5.62
    bromobenzene 0.44
    dibromomethane 1.19
    1,1,2,2-tetrachloroethane 3.94
    2-methyl-cyclohexyl acetate 2.08
    tetrabutyl urea 1.8
    diisobutyl methanol 0.3
    2-phenylethanol 2.29
    styrene 0.15
    dioctyl adipate 1.34
    dimethyl sulfate 21.26
    ethyl butyrate 2.67
    methyl lactate 13.15
    butyl lactate 2.32
    diethyl carbonate 2.56
    propanediol butyl ether 2.88
    triethyl orthoformate 2.22
    p-tert-butyltoluene 0.27
    methyl 4-tert-butylbenzoate 3.51
    morpholine 5.58
    tert-butylamine 0.22
    n-dodecanol 0.15
    dimethoxymethane 9.9
    ethylene carbonate 7.87
    cyrene 14.69
    2-ethoxyethyl acetate 2.89
    2-ethylhexyl acetate 1.26
    1,2,4-trichlorobenzene 1.91
    4-methylpyridine 3.23
    dibutyl ether 0.25
    2,6-dimethyl-4-heptanol 0.3
    DEF 7.73
    dimethyl isosorbide 13.12
    tetrachloroethylene 2.52
    eugenol 4.18
    triacetin 3.77
    span 80 2.97
    1,4-butanediol 1.77
    1,1-dichloroethane 0.73
    2-methyl-1-pentanol 0.54
    methyl formate 18.36
    2-methyl-1-butanol 0.68
    n-decane 0.02
    butyronitrile 1.87
    3,7-dimethyl-1-octanol 0.27
    1-chlorooctane 0.09
    1-chlorotetradecane 0.04
    n-nonane 0.02
    undecane 0.01
    tert-butylcyclohexane 0.01
    cyclooctane 0.02
    cyclopentanol 2.06
    tetrahydropyran 1.36
    tert-amyl methyl ether 0.5
    2,5,8-trioxanonane 9.18
    1-hexene 0.06
    2-isopropoxyethanol 3.08
    2,2,2-trifluoroethanol 13.46
    methyl butyrate 3.31

    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