Sulfamethazine

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  • Identifiers

    CAS number
    57-68-1

    Molecular formula
    C12H14N4O2S

    SMILES
    CC1=CC(=NC(=N1)NS(=O)(=O)C2=CC=C(C=C2)N)C

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 66.2%
    Roasted 30.52%
    Meaty 29.87%
    Cooked 29.47%
    Savory 25.19%
    Bitter 19.77%
    Grape 19.63%
    Burnt 19.58%
    Sulfurous 17.31%
    Fruity 15.15%

     

    Flavor
    Bitter 77.25%
    Odorless 32.38%
    Mild 22.78%
    Nitrile 21.1%
    Bread crust 20.8%
    Taco 20.48%
    Roasted peanuts 20.39%
    Very strong 19.88%
    Indole 19.57%
    Scallion 19.5%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.3

    pKa est.
    6.95 (neutral)

    Molecular weight
    278.33 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    855°C

    Melting point expt.

    • 387 to 392 °F (NTP, 1992)
    • 198.5 °C
    • 176 °C (also reported as mp 178-179 °C; mp 198-199 °C; mp 205-207 °C)

    Flash point

    • 247.92 ˚C est.

    Solubility expt.

    • less than 1 mg/mL at 68.9 °F (NTP, 1992)
    • 1500 mg/L (at 29 °C)
    • In water, 1.50X10+3 mg/L at 29 °C and 1.92X10+3 mg/L at 37 °C; solubility increases with increasing pH
    • Soluble in acetone; slightly soluble in alcohol; very slightly soluble in ether
    • Soluble in acid, alkali; slightly soluble in dimethylsulfoxide
    • Soluble in acetone, ether; slightly soluble in alcohol
    • 2.30e-01 g/L

  • Synonyms

    • sulfamethazine
    • Sulfadimidine
    • 57-68-1
    • Sulfamezathine
    • Sulfadimerazine
    • Sulphamethazine
    • Sulfadimethyldiazine
    • Sulfadimethylpyrimidine
    • Sulphadimidine
    • Sulfadimezine
    • Sulphamezathine
    • 4-amino-N-(4,6-dimethylpyrimidin-2-yl)benzenesulfonamide
    • Sulfamethiazine
    • Sulphadimethylpyrimidine
    • Sulphamethasine
    • Sulfadimesin
    • Sulfadimesine
    • Sulfadimezin
    • Sulfadimidin
    • Sulfadimidina
    • Sulfadimidinum
    • Sulfadine
    • Sulfametazyny
    • Sulphamidine
    • Sulphodimezine
    • Cremomethazine
    • Kelametazine
    • Sulfametazina
    • Sulfodimesin
    • Sulfodimezine
    • Azolmetazin
    • Dimezathine
    • Pirmazin
    • Spanbolet
    • Superseptil
    • Superseptyl
    • Vertolan
    • Diazil
    • Mermeth
    • Neasina
    • Neazina
    • Sulfa-Isodimerazine
    • Intradine
    • Diazyl
    • Calfspan Tablets
    • Dimidin-R
    • Hava-Span
    • Sa III
    • Sulfamidine
    • 4,6-Dimethyl-2-sulfanilamidopyrimidine
    • SulfaSURE SR Bolus
    • 2-Sulfanilamido-4,6-dimethylpyrimidine
    • 4-Amino-N-(4,6-dimethyl-2-pyrimidinyl)benzenesulfonamide
    • Primazin
    • N-(4,6-Dimethyl-2-pyrimidyl)sulfanilamide
    • Benzenesulfonamide, 4-amino-N-(4,6-dimethyl-2-pyrimidinyl)-
    • 4,6-Dimethylsulfadiazine
    • 2-(p-Aminobenzenesulfonamido)-4,6-dimethylpyrimidine
    • Diazil (the sulfanilamide)
    • Sulmet
    • A-502
    • NCI-C56600
    • 6-(4'-Aminobenzol-sulfonamido)-2,4-dimethylpyrimidin
    • N(1)-(4,6-Dimethyl-2-pyrimidyl)sulfanilamide
    • N(1)-(4,6-Dimethyl-2-pyrimidinyl)sulfanilamide
    • 4-Amino-N-(2,6-dimethyl-4-pyrimidinyl)benzenesulfonamide
    • sulfamethazone
    • Diazilsulfadine
    • Calfspan
    • (p-Aminobenzolsulfonyl)-2-amino-4,6-dimethylpyrimidin
    • BN 2409
    • Sulka k boluses
    • CHEBI:102265
    • S-Dimidine
    • N(sup 1)-(4,6-Dimethyl-2-pyrimidinyl)sulfanilamide
    • 2-(4-Aminobenzenesulfonamido)-4,6-dimethylpyrimidine
    • Sulfadimidine;Sulfadimerazine
    • MFCD00006066
    • NSC-67457
    • NSC-683529
    • Sulfadimidine (INN)
    • DTXSID6021290
    • Sulfamethazine (USP)
    • Sulfamethazine [USP]
    • Sulfadimezinum
    • 4-Amino-N-(4,6-dimethyl-pyrimidin-2-yl)-benzenesulfonamide
    • 4-amino-N-(4,6-dimethylpyrimidin-2-yl)benzene-1-sulfonamide
    • 48U51W007F
    • BN-2409
    • N(Sup1)-(4,6-Dimethyl-2-pyrimidinyl)sulfanilamide
    • Sulfanilamide, N(sup1)-(4,6-dimethyl-2-pyrimidinyl)-
    • MLS000069711
    • DTXCID201290
    • Solfadimidina
    • n(sup1)-(2,6-Dimethylpyrimid-4-yl)sulfanilamide
    • N(Sup1)-(4,6-Dimethyl-2-pyrimidyl)sulfanilamide
    • NSC67457
    • Sulfanilamide, N1-(4,6-dimethyl-2-pyrimidinyl)-
    • Sulka S Boluses
    • NSC683529
    • SULFOSE COMPONENT SULFAMETHAZINE
    • SMZ
    • TERFONYL COMPONENT SULFAMETHAZINE
    • LANTRISUL COMPONENT SULFAMETHAZINE
    • NCGC00018243-07
    • SULFALOID COMPONENT SULFAMETHAZINE
    • NEOTRIZINE COMPONENT SULFAMETHAZINE
    • SMR000017409
    • TRISULFAPYRIMIDINES (SULFAMETHAZINE)
    • Solfadimidina [DCIT]
    • N1-(4,6-Dimethyl-2-pyrimidyl)sulfanilamide
    • Sulfametazyny [Polish]
    • Sulfamethazine 100 microg/mL in Acetonitrile
    • TRIPLE SULFOID COMPONENT SULFAMETHAZINE
    • N1-(4,6-Dimethyl-2-pyrimidinyl)sulfanilamide
    • SULFADIMIDINE [INN]
    • SULFAMETHAZINE (IARC)
    • SULFAMETHAZINE [IARC]
    • SULFADIMIDINE (MART.)
    • SULFADIMIDINE [MART.]
    • Sulfadimidinum [INN-Latin]
    • Sulfadimidina [INN-Spanish]
    • SULFAMETHAZINE (USP-RS)
    • SULFAMETHAZINE [USP-RS]
    • Sulfametazina [Italian]
    • SULFADIMIDINE (EP IMPURITY)
    • SULFADIMIDINE [EP IMPURITY]
    • HSDB 4157

  • Applications

    Sulfamethazine (CAS 57-68-1) is used as a sulfonamide antimicrobial in veterinary medicine to treat bacterial infections in animals. In agriculture, in some markets it is used as a feed additive to help control disease in livestock and poultry. In pharmaceutical manufacturing, sulfamethazine can serve as an intermediate or building block for the synthesis of other sulfonamide drugs. In research and analytical contexts, it is used as a reference standard or analytical standard for pharmaceutical analysis.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.17
    methanol 0.15
    isopropanol 0.16
    water 0.23
    ethyl acetate 1.14
    n-propanol 0.24
    acetone 0.1
    n-butanol 0.24
    acetonitrile 5.48
    DMF 24.94
    toluene 0.08
    isobutanol 0.21
    1,4-dioxane 3.6
    methyl acetate 2.39
    THF 8.22
    2-butanone 1.0
    n-pentanol 0.23
    sec-butanol 0.27
    n-hexane 0.0
    ethylene glycol 3.16
    NMP 139.28
    cyclohexane 0.01
    DMSO 25.05
    n-butyl acetate 2.47
    n-octanol 0.28
    chloroform 0.4
    n-propyl acetate 1.68
    acetic acid 8.47
    dichloromethane 0.53
    cyclohexanone 4.14
    propylene glycol 8.1
    isopropyl acetate 0.83
    DMAc 59.12
    2-ethoxyethanol 5.19
    isopentanol 0.34
    n-heptane 0.01
    ethyl formate 2.37
    1,2-dichloroethane 0.34
    n-hexanol 0.34
    2-methoxyethanol 15.23
    isobutyl acetate 1.21
    tetrachloromethane 0.06
    n-pentyl acetate 1.15
    transcutol 22.18
    n-heptanol 0.4
    ethylbenzene 0.06
    MIBK 0.69
    2-propoxyethanol 9.75
    tert-butanol 0.38
    MTBE 0.15
    2-butoxyethanol 4.64
    propionic acid 4.71
    o-xylene 0.11
    formic acid 13.39
    diethyl ether 0.08
    m-xylene 0.09
    p-xylene 0.15
    chlorobenzene 0.39
    dimethyl carbonate 5.1
    n-octane 0.01
    formamide 24.44
    cyclopentanone 12.66
    2-pentanone 0.44
    anisole 0.78
    cyclopentyl methyl ether 0.87
    gamma-butyrolactone 41.56
    1-methoxy-2-propanol 10.08
    pyridine 3.69
    3-pentanone 0.56
    furfural 48.24
    n-dodecane 0.01
    diethylene glycol 18.3
    diisopropyl ether 0.05
    tert-amyl alcohol 0.45
    acetylacetone 3.32
    n-hexadecane 0.01
    acetophenone 2.72
    methyl propionate 2.2
    isopentyl acetate 2.56
    trichloroethylene 1.52
    n-nonanol 0.31
    cyclohexanol 0.42
    benzyl alcohol 1.43
    2-ethylhexanol 0.38
    isooctanol 0.41
    dipropyl ether 0.37
    1,2-dichlorobenzene 0.75
    ethyl lactate 5.82
    propylene carbonate 22.06
    n-methylformamide 8.81
    2-pentanol 0.15
    n-pentane 0.0
    1-propoxy-2-propanol 6.38
    1-methoxy-2-propyl acetate 8.72
    2-(2-methoxypropoxy) propanol 9.9
    mesitylene 0.07
    ε-caprolactone 9.88
    p-cymene 0.24
    epichlorohydrin 14.22
    1,1,1-trichloroethane 0.31
    2-aminoethanol 3.19
    morpholine-4-carbaldehyde 73.67
    sulfolane 77.24
    2,2,4-trimethylpentane 0.01
    2-methyltetrahydrofuran 2.24
    n-hexyl acetate 1.15
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 8.99
    sec-butyl acetate 1.01
    tert-butyl acetate 1.51
    decalin 0.01
    glycerin 29.9
    diglyme 18.75
    acrylic acid 11.74
    isopropyl myristate 0.6
    n-butyric acid 3.04
    acetyl acetate 2.54
    di(2-ethylhexyl) phthalate 2.51
    ethyl propionate 1.63
    nitromethane 36.98
    1,2-diethoxyethane 1.74
    benzonitrile 3.12
    trioctyl phosphate 1.17
    1-bromopropane 0.06
    gamma-valerolactone 54.72
    n-decanol 0.25
    triethyl phosphate 3.12
    4-methyl-2-pentanol 0.19
    propionitrile 1.52
    vinylene carbonate 17.45
    1,1,2-trichlorotrifluoroethane 30.94
    DMS 4.77
    cumene 0.08
    2-octanol 0.22
    2-hexanone 0.96
    octyl acetate 0.89
    limonene 0.29
    1,2-dimethoxyethane 7.38
    ethyl orthosilicate 2.18
    tributyl phosphate 1.58
    diacetone alcohol 5.47
    N,N-dimethylaniline 0.73
    acrylonitrile 4.94
    aniline 0.61
    1,3-propanediol 3.3
    bromobenzene 0.27
    dibromomethane 0.19
    1,1,2,2-tetrachloroethane 1.28
    2-methyl-cyclohexyl acetate 3.4
    tetrabutyl urea 2.71
    diisobutyl methanol 0.31
    2-phenylethanol 2.13
    styrene 0.09
    dioctyl adipate 2.25
    dimethyl sulfate 20.85
    ethyl butyrate 2.58
    methyl lactate 14.75
    butyl lactate 3.96
    diethyl carbonate 3.09
    propanediol butyl ether 5.62
    triethyl orthoformate 2.87
    p-tert-butyltoluene 0.22
    methyl 4-tert-butylbenzoate 5.32
    morpholine 5.78
    tert-butylamine 0.1
    n-dodecanol 0.19
    dimethoxymethane 4.1
    ethylene carbonate 10.69
    cyrene 24.96
    2-ethoxyethyl acetate 4.18
    2-ethylhexyl acetate 1.92
    1,2,4-trichlorobenzene 1.88
    4-methylpyridine 2.05
    dibutyl ether 0.27
    2,6-dimethyl-4-heptanol 0.31
    DEF 3.1
    dimethyl isosorbide 28.07
    tetrachloroethylene 0.55
    eugenol 6.88
    triacetin 6.48
    span 80 5.97
    1,4-butanediol 1.45
    1,1-dichloroethane 0.15
    2-methyl-1-pentanol 0.36
    methyl formate 6.61
    2-methyl-1-butanol 0.32
    n-decane 0.01
    butyronitrile 0.91
    3,7-dimethyl-1-octanol 0.35
    1-chlorooctane 0.07
    1-chlorotetradecane 0.05
    n-nonane 0.01
    undecane 0.01
    tert-butylcyclohexane 0.01
    cyclooctane 0.0
    cyclopentanol 1.21
    tetrahydropyran 0.59
    tert-amyl methyl ether 0.26
    2,5,8-trioxanonane 17.46
    1-hexene 0.02
    2-isopropoxyethanol 2.79
    2,2,2-trifluoroethanol 8.31
    methyl butyrate 2.55

    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