Sulfapyridine

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  • Identifiers

    CAS number
    144-83-2

    Molecular formula
    C11H11N3O2S

    SMILES
    C1=CC=NC(=C1)NS(=O)(=O)C2=CC=C(C=C2)N

    Safety labels

    Acute Toxic
    Acute Toxic

    Irritant
    Irritant

    Health Hazard
    Health

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Odorless 62.4%
    Cooked 32.41%
    Meaty 30.38%
    Roasted 28.76%
    Savory 26.01%
    Burnt 23.64%
    Sulfurous 22.85%
    Grape 21.01%
    Bitter 20.25%
    Fruity 18.61%

     

    Flavor
    Bitter 77.5%
    Odorless 31.7%
    Nitrile 21.81%
    Mild 21.46%
    Bread crust 20.45%
    Taco 20.43%
    Roasted peanuts 20.06%
    Very strong 19.91%
    Indole 19.47%
    Scallion 19.36%

     

    Odor impact est.
    Odorless

  • Properties

    XLogP3-AA
    0.0

    pKa est.
    6.76 (neutral)

    Molecular weight
    249.29 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    669°C

    Melting point expt.

    • 376 to 379 °F (NTP, 1992)
    • 192 °C

    Flash point

    • 253.27 ˚C est.

    Solubility expt.

    • 33.1 [ug/mL] (The mean of the results at pH 7.4)
    • less than 1 mg/mL at 72 °F (NTP, 1992)
    • 268 mg/L (at 25 °C)
    • 2.35e-01 g/L

  • Synonyms

    • sulfapyridine
    • 144-83-2
    • Sulphapyridine
    • 2-Sulfapyridine
    • 2-Sulfanilamidopyridine
    • Sulfidin
    • Sulfidine
    • Streptosilpyridine
    • 2-Sulfanilylaminopyridine
    • Coccoclase
    • Eubasinum
    • Haptocil
    • Piridazol
    • Plurazol
    • Pyridazol
    • Dagenan
    • Eubasin
    • Relbapiridina
    • Septipulmon
    • Sulfapiridina
    • Thioseptal
    • Adiplon
    • Pyriamid
    • Trianon
    • Ronin
    • 2-Sulfanilamidopyridin
    • Solfapiridina
    • Sulfapyridinum
    • N-2-Pyridylsulfanilamide
    • N1-2-Pyridylsulfanilamide
    • 4-amino-N-pyridin-2-ylbenzenesulfonamide
    • 4-amino-N-(pyridin-2-yl)benzenesulfonamide
    • N(sup 1)-2-Pyridylsulfanilamide
    • 2-(p-Aminobenzenesulphonamido)pyridine
    • 4-amino-N-pyridin-2-yl-benzenesulfonamide
    • Benzenesulfonamide, 4-amino-N-2-pyridinyl-
    • 2-Sulfanilyl aminopyridine
    • 4-(2-Pyridinylsulfonyl)aniline
    • 2-(4-Aminobenzenesulfonamido)pyridine
    • N(1)-Pyridylsulfanilamide
    • 4-[(2-Pyridylamino)sulfonyl]aniline
    • M+B 693
    • N(sup1)-Pyridylsulfanilamide
    • N(1)-2-Pyridylsulfanilamide
    • Sulfanilamide, N1-2-pyridyl-
    • A-499
    • M&B 693
    • 4-Amino-N,2-pyridinylbenzenesulfonamide
    • M and B 693
    • Sulfapyridinum [INN-Latin]
    • NSC 4753
    • Sulfapiridina [INN-Spanish]
    • M + B 693
    • NSC 41791
    • Sulfanilamide, N(sup 1)-2-pyridyl-
    • 4-amino-N-(pyridin-2-yl)benzene-1-sulfonamide
    • CHEBI:132842
    • UNII-Y5V2N1KE8U
    • NSC-4753
    • EINECS 205-642-7
    • Y5V2N1KE8U
    • NSC-41791
    • 4-AMINO-N-2-PYRIDINYLBENZENESULFONAMIDE
    • Sulfapyridine-13C6
    • DTXSID3026067
    • 4-amino-n-(2-pyridinyl)benzenesulfonamide
    • AI3-01049
    • MLS000069725
    • DTXCID206067
    • Sulfapyridine [USP:INN:BAN]
    • Sulphapyridin
    • A 499
    • NSC4753
    • EC 205-642-7
    • NCGC00016408-01
    • Sulfanilamide, N1-2(1H)-pyridylidene-
    • CAS-144-83-2
    • SMR000058213
    • SULFAPYRIDINE MELTING POINT STANDARD
    • Solfapiridina [DCIT]
    • Sulfapyridinum (INN-Latin)
    • Sulfapiridina (INN-Spanish)
    • WLN: T6NJ BMSWR DZ
    • 4-amino-N-(2-pyridyl)benzenesulfonamide
    • SULFAPYRIDINE (MART.)
    • SULFAPYRIDINE [MART.]
    • SULFAPYRIDINE (USP-RS)
    • SULFAPYRIDINE [USP-RS]
    • Sulfapyridine (USP:INN:BAN)
    • 2-Sulfanilamidopyridin [German]
    • SULFAPYRIDINE (USP IMPURITY)
    • SULFAPYRIDINE [USP IMPURITY]
    • 4-((2-Pyridylamino)sulfonyl)aniline
    • SULFAPYRIDINE (USP MONOGRAPH)
    • SULFAPYRIDINE [USP MONOGRAPH]
    • Sulfapyridine (TN)
    • 4-Amino-n-2-pyridinyl-benzenesulfonamide
    • SULFASALAZINE IMPURITY J (EP IMPURITY)
    • SULFASALAZINE IMPURITY J [EP IMPURITY]
    • SR-01000000207
    • N'-2-Pyridylsulfanilide
    • Sulfapyridine (USP/INN)
    • ulfapyridine
    • Sulfapyridin
    • sulfapyridine III
    • SFY
    • ALBB-006215
    • MFCD00038036
    • Prestwick_1015
    • Spectrum_000996
    • Sulfapyridine (Dagenan)
    • Sulfapyridine (Standard)
    • Prestwick0_000762
    • Prestwick1_000762
    • Prestwick2_000762
    • Prestwick3_000762
    • Spectrum2_001323
    • Spectrum3_001773
    • Spectrum4_000346
    • Spectrum5_001182
    • SULFAPYRIDINE [MI]
    • CHEMBL700
    • Epitope ID:122235
    • Benzenesulfonamide, 4-amino-N-(2-pyridinyl)-
    • SULFAPYRIDINE [INN]
    • cid_5336
    • Sulfapyridine, >=99.0%
    • Oprea1_344996

  • Applications

    Sulfapyridine (CAS 144-83-2) is a sulfonamide antibiotic used as an active pharmaceutical ingredient in certain antibacterial formulations. In pharmaceutical development, it is evaluated as a lead structure and can serve as a starting point or intermediate for the synthesis of related sulfonamide drugs. It is routinely encountered in analytical and quality-control workflows as a reference compound in stability and impurity testing. In research settings, it is sometimes used to explore sulfonamide chemistry and to generate related derivatives.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.98
    methanol 11.94
    isopropanol 1.99
    water 0.19
    ethyl acetate 5.36
    n-propanol 2.79
    acetone 7.7
    n-butanol 1.89
    acetonitrile 17.56
    DMF 132.45
    toluene 0.23
    isobutanol 1.09
    1,4-dioxane 26.12
    methyl acetate 12.11
    THF 47.87
    2-butanone 15.63
    n-pentanol 1.33
    sec-butanol 1.77
    n-hexane 0.0
    ethylene glycol 8.67
    NMP 86.53
    cyclohexane 0.02
    DMSO 81.32
    n-butyl acetate 5.09
    n-octanol 0.18
    chloroform 0.16
    n-propyl acetate 4.74
    acetic acid 19.16
    dichloromethane 0.31
    cyclohexanone 21.39
    propylene glycol 14.68
    isopropyl acetate 3.21
    DMAc 166.71
    2-ethoxyethanol 26.96
    isopentanol 1.61
    n-heptane 0.02
    ethyl formate 12.17
    1,2-dichloroethane 0.49
    n-hexanol 1.33
    2-methoxyethanol 83.4
    isobutyl acetate 1.97
    tetrachloromethane 0.04
    n-pentyl acetate 1.44
    transcutol 35.61
    n-heptanol 0.62
    ethylbenzene 0.14
    MIBK 3.03
    2-propoxyethanol 22.45
    tert-butanol 2.53
    MTBE 0.7
    2-butoxyethanol 7.57
    propionic acid 10.52
    o-xylene 0.24
    formic acid 24.11
    diethyl ether 0.66
    m-xylene 0.18
    p-xylene 0.32
    chlorobenzene 0.59
    dimethyl carbonate 8.87
    n-octane 0.01
    formamide 73.59
    cyclopentanone 51.53
    2-pentanone 4.76
    anisole 2.62
    cyclopentyl methyl ether 2.16
    gamma-butyrolactone 62.28
    1-methoxy-2-propanol 38.89
    pyridine 14.59
    3-pentanone 3.9
    furfural 56.41
    n-dodecane 0.01
    diethylene glycol 33.4
    diisopropyl ether 0.16
    tert-amyl alcohol 1.74
    acetylacetone 18.54
    n-hexadecane 0.02
    acetophenone 6.62
    methyl propionate 7.58
    isopentyl acetate 4.34
    trichloroethylene 1.2
    n-nonanol 0.25
    cyclohexanol 1.39
    benzyl alcohol 4.31
    2-ethylhexanol 0.83
    isooctanol 0.57
    dipropyl ether 1.07
    1,2-dichlorobenzene 0.87
    ethyl lactate 9.13
    propylene carbonate 22.15
    n-methylformamide 53.48
    2-pentanol 0.66
    n-pentane 0.01
    1-propoxy-2-propanol 12.94
    1-methoxy-2-propyl acetate 13.91
    2-(2-methoxypropoxy) propanol 12.36
    mesitylene 0.16
    ε-caprolactone 18.57
    p-cymene 0.4
    epichlorohydrin 25.4
    1,1,1-trichloroethane 0.23
    2-aminoethanol 13.37
    morpholine-4-carbaldehyde 77.8
    sulfolane 61.33
    2,2,4-trimethylpentane 0.01
    2-methyltetrahydrofuran 6.93
    n-hexyl acetate 0.99
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 13.86
    sec-butyl acetate 2.39
    tert-butyl acetate 3.73
    decalin 0.02
    glycerin 43.46
    diglyme 31.99
    acrylic acid 15.91
    isopropyl myristate 0.84
    n-butyric acid 9.25
    acetyl acetate 6.99
    di(2-ethylhexyl) phthalate 3.08
    ethyl propionate 4.0
    nitromethane 81.41
    1,2-diethoxyethane 4.81
    benzonitrile 6.74
    trioctyl phosphate 1.37
    1-bromopropane 0.1
    gamma-valerolactone 109.84
    n-decanol 0.25
    triethyl phosphate 3.75
    4-methyl-2-pentanol 0.55
    propionitrile 7.2
    vinylene carbonate 18.5
    1,1,2-trichlorotrifluoroethane 29.01
    DMS 4.86
    cumene 0.14
    2-octanol 0.23
    2-hexanone 4.49
    octyl acetate 1.09
    limonene 0.54
    1,2-dimethoxyethane 38.83
    ethyl orthosilicate 2.86
    tributyl phosphate 1.86
    diacetone alcohol 12.35
    N,N-dimethylaniline 1.69
    acrylonitrile 17.59
    aniline 1.83
    1,3-propanediol 19.07
    bromobenzene 0.32
    dibromomethane 0.11
    1,1,2,2-tetrachloroethane 1.1
    2-methyl-cyclohexyl acetate 4.9
    tetrabutyl urea 3.85
    diisobutyl methanol 0.66
    2-phenylethanol 4.85
    styrene 0.22
    dioctyl adipate 2.96
    dimethyl sulfate 18.01
    ethyl butyrate 5.22
    methyl lactate 25.17
    butyl lactate 4.63
    diethyl carbonate 4.63
    propanediol butyl ether 6.83
    triethyl orthoformate 4.66
    p-tert-butyltoluene 0.38
    methyl 4-tert-butylbenzoate 6.69
    morpholine 34.78
    tert-butylamine 0.49
    n-dodecanol 0.24
    dimethoxymethane 29.41
    ethylene carbonate 14.0
    cyrene 23.49
    2-ethoxyethyl acetate 5.57
    2-ethylhexyl acetate 3.16
    1,2,4-trichlorobenzene 1.76
    4-methylpyridine 5.73
    dibutyl ether 0.38
    2,6-dimethyl-4-heptanol 0.66
    DEF 12.2
    dimethyl isosorbide 26.61
    tetrachloroethylene 0.57
    eugenol 9.32
    triacetin 6.46
    span 80 6.93
    1,4-butanediol 6.06
    1,1-dichloroethane 0.14
    2-methyl-1-pentanol 1.31
    methyl formate 35.45
    2-methyl-1-butanol 1.26
    n-decane 0.01
    butyronitrile 4.59
    3,7-dimethyl-1-octanol 0.44
    1-chlorooctane 0.06
    1-chlorotetradecane 0.06
    n-nonane 0.01
    undecane 0.01
    tert-butylcyclohexane 0.01
    cyclooctane 0.01
    cyclopentanol 3.7
    tetrahydropyran 4.43
    tert-amyl methyl ether 0.71
    2,5,8-trioxanonane 26.66
    1-hexene 0.04
    2-isopropoxyethanol 9.18
    2,2,2-trifluoroethanol 9.15
    methyl butyrate 7.16

    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