Gold Sodium Thiomalate

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  • Identifiers

    CAS number
    12244-57-4

    Molecular formula
    C4H3AuNa2O4S

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

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 73.23%
    Savory 29.03%
    Sweet 26.77%
    Meaty 21.11%
    Cooked 18.04%
    Milky 15.82%
    Burnt 14.92%
    Buttery 14.87%
    Sulfurous 14.8%
    Clean 14.03%

     

    Flavor
    Odorless 59.63%
    Mild 27.36%
    Very mild 24.97%
    Bitter 24.15%
    Bland 24.09%
    Yeast 20.84%
    Sweet-like 20.63%
    Bread crust 19.47%
    Cooked 19.24%
    Nitrile 19.04%

     

    Odor impact est.
    Medium

  • Properties

    pKa est.
    -0.65 (strong acid)

    Molecular weight
    390.08 g/mol

    Flash point

    • 129.99 ˚C est.

    Solubility expt.

    • Very soluble in water; practically insoluble in alcohol, ether

  • Synonyms

    • Sodium aurothiomalate
    • Tauredon
    • Chrysothios
    • Myocrisin
    • GOLD SODIUM THIOMALATE
    • 12244-57-4
    • Myochrysine
    • Aurothiomalate sodium
    • Kidon
    • Aurolate
    • Butanedioic acid, mercapto-, monogold(1+) sodium salt
    • Natrii aurothiomalas
    • Sodium aurothiomalate [INN]
    • E4768ZY6GM
    • disodium 2-(auriosulfanyl)butanedioate
    • Miochrysin
    • Miocrisin
    • Myocrisine
    • Myocrysine
    • Taure(o)don
    • disodium aurothiomalate
    • Aurothiomalate Disodium
    • Aurothiomala-Natrium
    • Aurothiomalato sodico
    • Sodium Gold Thiomalate
    • Sodium Thiomalatoaurate
    • SODIUM AUROTHIOMALATE (MART.)
    • SODIUM AUROTHIOMALATE [MART.]
    • Gold Sodium Thiomalate [USAN]
    • Aurotiomalato sodico
    • SODIUM AUROTHIOMALATE (EP IMPURITY)
    • SODIUM AUROTHIOMALATE [EP IMPURITY]
    • SODIUM AUROTHIOMALATE (EP MONOGRAPH)
    • SODIUM AUROTHIOMALATE [EP MONOGRAPH]
    • Dinatrium 2-(aurothio)succinat
    • GOLD SODIUM THIOMALATE (USP MONOGRAPH)
    • GOLD SODIUM THIOMALATE [USP MONOGRAPH]
    • Aurothiomalate, Sodium
    • HSDB 7173
    • Natrii aurothiomalas [INN-Latin]
    • Aurothiomalate de sodium
    • Thiomalatoaurate, Sodium
    • Gold Thiomalate, Sodium
    • Sodium Thiomalate, Gold
    • Aurotiomalato sodico [INN-Spanish]
    • EINECS 235-479-7
    • Aurothiomalate de sodium [INN-French]
    • UNII-E4768ZY6GM
    • Miocrisina
    • Shiosol
    • Mercaptosuccinic acid, monogold(1+) sodium salt
    • Succinic acid, mercapto-, gold sodium salt
    • Gold, (1,2-dicarboxyethylthio)-, disodium salt, hydrate
    • Myochrysine (TN)
    • disodium [2-(sulfanyl-kappaS)butanedioato(3-)]aurate(2-)
    • Mercaptobutanedioic Acid Monogold(1+) Sodium Salt
    • Gold sodium thiomalate [USAN:USP]
    • MFCD00064304
    • MYOCHRYSIN
    • Aurotiomalato de sodio
    • Glod Sodium Thiomalate
    • Na2[Au(thiomalate)]
    • Sodium aurothiomalate(I)
    • sodium aurum(I) thiomalate
    • SCHEMBL8548
    • disodium thiomalato-S-gold(I)
    • Sodium aurothiomalate (JP17)
    • CHEBI:5516
    • disodium thiomalato-S-aurate(I)
    • CHEBI:35864
    • DTXSID20896942
    • M01CB01
    • GOLD SODIUM THIOMALATE [MI]
    • GOLD SODIUM THIOMALATE [HSDB]
    • GOLD SODIUM THIOMALATE [VANDF]
    • SODIUM AUROTHIOMALATE [WHO-DD]
    • 12244-57-4, Sodium Aurothiomalate
    • DB09276
    • NS00078099
    • [(1,2-dicarboxyethyl)thio]gold disodium salt
    • Mercaptobutanedioic acid gold(I) disodium salt
    • EN300-7867011
    • 235-479-7
    • R1, R2=Na, H Monogold monosodium monohydrogen (2RS)-2-sulfidobutane-1,4-dioate R1, R2=Na Monogold disodium (2RS)-2-sulfidobutane-1,4-dioate
    • R1, R2=Na, HMonogold monosodium monohydrogen (2RS)-2-sulfidobutane-1,4-dioate R1, R2=Na Monogold disodium (2RS)-2-sulfidobutane-1,4-dioate

  • Applications

    Gold Sodium Thiomalate (CAS 12244-57-4) is a gold(I) thiolate complex used as a pharmaceutical-grade gold-containing preparation in historical chrysotherapy and commonly employed as a precursor for synthesizing other gold-thiolate species in inorganic and medicinal chemistry; it also serves as a gold(I) source in catalysis research for preparing Au(I)-based catalysts and related systems. In nanomaterials and electronics, it is used as a gold precursor to form nanoparticles and to prepare conductive inks and coatings. In coatings and surface functionalization, gold-thiolate materials derived from such salts enable surface modification and protective coatings under regulatory constraints. Use and handling are subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 381.26
    methanol 690.71
    isopropanol 211.76
    water 276.69
    ethyl acetate 152.14
    n-propanol 206.97
    acetone 489.14
    n-butanol 145.51
    acetonitrile 397.64
    DMF 1328.14
    toluene 58.21
    isobutanol 114.89
    1,4-dioxane 619.4
    methyl acetate 328.55
    THF 388.76
    2-butanone 296.25
    n-pentanol 124.5
    sec-butanol 166.44
    n-hexane 16.19
    ethylene glycol 236.48
    NMP 661.39
    cyclohexane 19.37
    DMSO 1467.76
    n-butyl acetate 61.72
    n-octanol 74.56
    chloroform 82.8
    n-propyl acetate 117.57
    acetic acid 237.1
    dichloromethane 202.36
    cyclohexanone 176.07
    propylene glycol 106.11
    isopropyl acetate 84.32
    DMAc 1123.34
    2-ethoxyethanol 585.57
    isopentanol 119.25
    n-heptane 10.99
    ethyl formate 198.75
    1,2-dichloroethane 219.06
    n-hexanol 60.8
    2-methoxyethanol 787.42
    isobutyl acetate 39.33
    tetrachloromethane 19.55
    n-pentyl acetate 52.83
    transcutol 665.68
    n-heptanol 47.93
    ethylbenzene 60.01
    MIBK 90.82
    2-propoxyethanol 193.35
    tert-butanol 271.57
    MTBE 192.58
    2-butoxyethanol 129.85
    propionic acid 133.07
    o-xylene 74.96
    formic acid 446.94
    diethyl ether 229.74
    m-xylene 43.23
    p-xylene 62.4
    chlorobenzene 47.98
    dimethyl carbonate 187.43
    n-octane 8.53
    formamide 962.47
    cyclopentanone 246.39
    2-pentanone 169.67
    anisole 258.6
    cyclopentyl methyl ether 150.94
    gamma-butyrolactone 324.15
    1-methoxy-2-propanol 348.4
    pyridine 232.38
    3-pentanone 154.4
    furfural 417.86
    n-dodecane 8.37
    diethylene glycol 263.75
    diisopropyl ether 50.21
    tert-amyl alcohol 215.24
    acetylacetone 233.06
    n-hexadecane 8.99
    acetophenone 212.23
    methyl propionate 183.2
    isopentyl acetate 46.64
    trichloroethylene 200.15
    n-nonanol 69.76
    cyclohexanol 86.26
    benzyl alcohol 164.8
    2-ethylhexanol 37.57
    isooctanol 37.99
    dipropyl ether 65.3
    1,2-dichlorobenzene 55.9
    ethyl lactate 74.75
    propylene carbonate 119.18
    n-methylformamide 641.72
    2-pentanol 96.84
    n-pentane 18.97
    1-propoxy-2-propanol 103.05
    1-methoxy-2-propyl acetate 84.57
    2-(2-methoxypropoxy) propanol 177.79
    mesitylene 32.33
    ε-caprolactone 164.84
    p-cymene 26.91
    epichlorohydrin 418.35
    1,1,1-trichloroethane 68.87
    2-aminoethanol 272.52
    morpholine-4-carbaldehyde 867.42
    sulfolane 388.37
    2,2,4-trimethylpentane 8.48
    2-methyltetrahydrofuran 232.11
    n-hexyl acetate 77.04
    isooctane 5.04
    2-(2-butoxyethoxy)ethanol 228.57
    sec-butyl acetate 62.49
    tert-butyl acetate 102.47
    decalin 12.27
    glycerin 190.01
    diglyme 532.52
    acrylic acid 151.68
    isopropyl myristate 41.8
    n-butyric acid 92.78
    acetyl acetate 98.84
    di(2-ethylhexyl) phthalate 40.81
    ethyl propionate 110.61
    nitromethane 797.25
    1,2-diethoxyethane 197.74
    benzonitrile 111.38
    trioctyl phosphate 30.46
    1-bromopropane 89.28
    gamma-valerolactone 451.23
    n-decanol 57.35
    triethyl phosphate 48.5
    4-methyl-2-pentanol 53.19
    propionitrile 157.33
    vinylene carbonate 138.31
    1,1,2-trichlorotrifluoroethane 241.04
    DMS 96.18
    cumene 41.37
    2-octanol 40.99
    2-hexanone 137.13
    octyl acetate 54.49
    limonene 33.53
    1,2-dimethoxyethane 946.19
    ethyl orthosilicate 43.08
    tributyl phosphate 35.15
    diacetone alcohol 161.26
    N,N-dimethylaniline 204.6
    acrylonitrile 248.9
    aniline 112.25
    1,3-propanediol 282.15
    bromobenzene 38.72
    dibromomethane 109.18
    1,1,2,2-tetrachloroethane 152.36
    2-methyl-cyclohexyl acetate 53.7
    tetrabutyl urea 72.39
    diisobutyl methanol 28.93
    2-phenylethanol 85.57
    styrene 75.92
    dioctyl adipate 67.38
    dimethyl sulfate 338.93
    ethyl butyrate 63.11
    methyl lactate 130.95
    butyl lactate 46.87
    diethyl carbonate 54.96
    propanediol butyl ether 129.47
    triethyl orthoformate 52.04
    p-tert-butyltoluene 26.14
    methyl 4-tert-butylbenzoate 111.93
    morpholine 537.25
    tert-butylamine 136.62
    n-dodecanol 46.05
    dimethoxymethane 684.97
    ethylene carbonate 115.28
    cyrene 181.62
    2-ethoxyethyl acetate 106.54
    2-ethylhexyl acetate 38.28
    1,2,4-trichlorobenzene 68.89
    4-methylpyridine 219.19
    dibutyl ether 75.73
    2,6-dimethyl-4-heptanol 28.93
    DEF 328.39
    dimethyl isosorbide 228.06
    tetrachloroethylene 119.96
    eugenol 122.95
    triacetin 111.61
    span 80 90.04
    1,4-butanediol 163.19
    1,1-dichloroethane 96.25
    2-methyl-1-pentanol 108.5
    methyl formate 535.96
    2-methyl-1-butanol 114.7
    n-decane 12.75
    butyronitrile 112.76
    3,7-dimethyl-1-octanol 58.48
    1-chlorooctane 35.42
    1-chlorotetradecane 18.6
    n-nonane 12.29
    undecane 10.34
    tert-butylcyclohexane 9.76
    cyclooctane 10.23
    cyclopentanol 99.06
    tetrahydropyran 199.31
    tert-amyl methyl ether 169.95
    2,5,8-trioxanonane 399.29
    1-hexene 45.25
    2-isopropoxyethanol 288.55
    2,2,2-trifluoroethanol 191.73
    methyl butyrate 145.09

    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
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Category 2
Products applied to the axillae
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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
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