Aurothiomalate

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  • Identifiers

    CAS number
    33796-26-8

    Molecular formula
    C4H5AuO4S

    SMILES
    C(C(C(=O)O)[S-])C(=O)O.[Au+]

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 67.63%
    Sulfurous 41.41%
    Meaty 36.22%
    Savory 34.99%
    Roasted 25.77%
    Cooked 24.57%
    Sour 23.31%
    Cheesy 20.06%
    Burnt 17.91%
    Milky 16.07%

     

    Flavor
    Odorless 72.39%
    Mild 34.51%
    Very mild 30.47%
    Sour 28.0%
    Bland 26.62%
    Yeast 24.32%
    Faint 23.08%
    Sweet-like 21.15%
    Nutty 20.87%
    Mousy 19.85%

     

    Odor impact est.
    Medium

  • Properties

    pKa est.
    4.6 (weak acid)

    Molecular weight
    346.11 g/mol

    Flash point

    • 161.6 ˚C est.

  • Synonyms

    • Aurothiomalate
    • 33796-26-8
    • aurothiomalic acid
    • Sodium aurothiomalate
    • 1,4-dihydroxy-1,4-dioxobutane-2-thiolate;gold(1+)
    • NSC-147828
    • AuTM
    • SCHEMBL17874
    • (1,2-dicarboxyethylthio)gold
    • 1,2-dicarboxyethylsulfanylgold
    • CHEBI:38722
    • 1,2-dicarboxyethanethiolatogold(I)
    • NSC147828
    • gold(1+) 1,2-dicarboxyethanethiolate
    • mercaptobutanedioic acid, monogold(1+) salt
    • (1-carboxy-3-hydroxy-3-oxo-propyl)sulfanylgold

  • Applications

    Aurothiomalate (CAS 33796-26-8) is primarily used as a disease-modifying antirheumatic drug (DMARD) for rheumatoid arthritis, typically administered parenterally. It also features in biomedical research as a gold-thiolate complex used to study mechanisms of action and pharmacology of metal-based therapies. In inorganic/organometallic chemistry, Aurothiomalate serves as a representative gold(I) thiolate complex for investigations of structure, properties, and reactivity. In pharmaceutical manufacturing and quality control, its production, formulation, and stability assessment are conducted under GMP frameworks. In analytical and educational settings, it may function as a reference material for developing and validating methods to analyze gold-containing thiolate complexes, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 485.03
    methanol 816.06
    isopropanol 329.76
    water 934.34
    ethyl acetate 76.24
    n-propanol 312.98
    acetone 376.43
    n-butanol 253.69
    acetonitrile 169.1
    DMF 1945.9
    toluene 23.15
    isobutanol 167.83
    1,4-dioxane 395.03
    methyl acetate 128.79
    THF 458.67
    2-butanone 171.0
    n-pentanol 143.27
    sec-butanol 218.65
    n-hexane 11.28
    ethylene glycol 648.17
    NMP 434.45
    cyclohexane 10.44
    DMSO 1588.02
    n-butyl acetate 33.1
    n-octanol 64.42
    chloroform 37.72
    n-propyl acetate 54.66
    acetic acid 134.33
    dichloromethane 77.55
    cyclohexanone 114.96
    propylene glycol 312.73
    isopropyl acetate 44.07
    DMAc 932.41
    2-ethoxyethanol 574.12
    isopentanol 160.51
    n-heptane 9.55
    ethyl formate 229.03
    1,2-dichloroethane 102.3
    n-hexanol 82.05
    2-methoxyethanol 1096.2
    isobutyl acetate 18.62
    tetrachloromethane 20.26
    n-pentyl acetate 30.35
    transcutol 226.15
    n-heptanol 58.56
    ethylbenzene 22.86
    MIBK 63.88
    2-propoxyethanol 257.91
    tert-butanol 340.66
    MTBE 127.2
    2-butoxyethanol 151.74
    propionic acid 102.63
    o-xylene 32.12
    formic acid 503.82
    diethyl ether 146.0
    m-xylene 22.93
    p-xylene 22.16
    chlorobenzene 14.33
    dimethyl carbonate 133.31
    n-octane 5.96
    formamide 730.24
    cyclopentanone 191.52
    2-pentanone 128.89
    anisole 92.87
    cyclopentyl methyl ether 119.26
    gamma-butyrolactone 197.63
    1-methoxy-2-propanol 512.52
    pyridine 90.34
    3-pentanone 92.59
    furfural 244.8
    n-dodecane 5.5
    diethylene glycol 427.65
    diisopropyl ether 28.2
    tert-amyl alcohol 226.27
    acetylacetone 121.41
    n-hexadecane 5.76
    acetophenone 74.56
    methyl propionate 110.3
    isopentyl acetate 24.85
    trichloroethylene 69.6
    n-nonanol 56.93
    cyclohexanol 101.38
    benzyl alcohol 100.11
    2-ethylhexanol 36.21
    isooctanol 38.68
    dipropyl ether 52.46
    1,2-dichlorobenzene 17.97
    ethyl lactate 71.46
    propylene carbonate 73.38
    n-methylformamide 800.32
    2-pentanol 129.14
    n-pentane 14.01
    1-propoxy-2-propanol 131.84
    1-methoxy-2-propyl acetate 55.98
    2-(2-methoxypropoxy) propanol 123.05
    mesitylene 19.41
    ε-caprolactone 90.27
    p-cymene 14.08
    epichlorohydrin 279.64
    1,1,1-trichloroethane 33.36
    2-aminoethanol 595.86
    morpholine-4-carbaldehyde 576.41
    sulfolane 297.62
    2,2,4-trimethylpentane 5.33
    2-methyltetrahydrofuran 174.6
    n-hexyl acetate 43.48
    isooctane 4.01
    2-(2-butoxyethoxy)ethanol 155.67
    sec-butyl acetate 27.51
    tert-butyl acetate 50.41
    decalin 6.03
    glycerin 520.11
    diglyme 339.81
    acrylic acid 102.21
    isopropyl myristate 21.89
    n-butyric acid 96.63
    acetyl acetate 36.52
    di(2-ethylhexyl) phthalate 26.79
    ethyl propionate 59.84
    nitromethane 335.62
    1,2-diethoxyethane 79.62
    benzonitrile 41.15
    trioctyl phosphate 26.52
    1-bromopropane 46.41
    gamma-valerolactone 294.63
    n-decanol 45.78
    triethyl phosphate 30.63
    4-methyl-2-pentanol 58.87
    propionitrile 104.8
    vinylene carbonate 79.01
    1,1,2-trichlorotrifluoroethane 220.15
    DMS 32.54
    cumene 18.43
    2-octanol 39.14
    2-hexanone 75.87
    octyl acetate 32.05
    limonene 18.06
    1,2-dimethoxyethane 811.32
    ethyl orthosilicate 28.27
    tributyl phosphate 23.42
    diacetone alcohol 140.43
    N,N-dimethylaniline 100.2
    acrylonitrile 140.43
    aniline 62.3
    1,3-propanediol 551.15
    bromobenzene 10.6
    dibromomethane 44.42
    1,1,2,2-tetrachloroethane 75.43
    2-methyl-cyclohexyl acetate 26.6
    tetrabutyl urea 56.17
    diisobutyl methanol 26.57
    2-phenylethanol 60.93
    styrene 22.33
    dioctyl adipate 31.11
    dimethyl sulfate 252.35
    ethyl butyrate 36.07
    methyl lactate 152.76
    butyl lactate 39.75
    diethyl carbonate 27.73
    propanediol butyl ether 124.98
    triethyl orthoformate 32.09
    p-tert-butyltoluene 15.53
    methyl 4-tert-butylbenzoate 74.3
    morpholine 419.26
    tert-butylamine 162.82
    n-dodecanol 37.23
    dimethoxymethane 815.56
    ethylene carbonate 71.26
    cyrene 127.2
    2-ethoxyethyl acetate 44.62
    2-ethylhexyl acetate 17.76
    1,2,4-trichlorobenzene 19.72
    4-methylpyridine 97.64
    dibutyl ether 38.59
    2,6-dimethyl-4-heptanol 26.57
    DEF 286.63
    dimethyl isosorbide 141.88
    tetrachloroethylene 64.32
    eugenol 94.44
    triacetin 37.36
    span 80 70.61
    1,4-butanediol 280.8
    1,1-dichloroethane 48.84
    2-methyl-1-pentanol 91.31
    methyl formate 632.1
    2-methyl-1-butanol 149.34
    n-decane 7.81
    butyronitrile 104.9
    3,7-dimethyl-1-octanol 40.08
    1-chlorooctane 20.78
    1-chlorotetradecane 10.98
    n-nonane 7.65
    undecane 6.4
    tert-butylcyclohexane 5.56
    cyclooctane 5.9
    cyclopentanol 159.05
    tetrahydropyran 153.44
    tert-amyl methyl ether 105.54
    2,5,8-trioxanonane 261.36
    1-hexene 26.49
    2-isopropoxyethanol 237.12
    2,2,2-trifluoroethanol 160.62
    methyl butyrate 93.5

    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