Thioxanthene

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  • Identifiers

    CAS number
    261-31-4

    Molecular formula
    C13H10S

    SMILES
    C1C2=CC=CC=C2SC3=CC=CC=C31

    Safety labels

    Irritant
    Irritant

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Sulfurous 54.52%
    Burnt 49.08%
    Meaty 48.59%
    Earthy 43.93%
    Mushroom 36.19%
    Animal 35.69%
    Phenolic 33.9%
    Floral 33.37%
    Pungent 32.54%
    Roasted 31.51%

     

    Flavor
    Animal 34.24%
    Coffee 32.36%
    Fishy 30.28%
    Floral 30.24%
    Roasted 29.71%
    Rubber 28.92%
    Earthy 28.87%
    Moth ball 27.11%
    Fecal 27.01%
    Naphthelene 26.91%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    3.9

    pKa est.
    6.53 (neutral)

    Molecular weight
    198.29 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    353°C

    Flash point

    • 165.59 ˚C est.

  • Synonyms

    • 9H-Thioxanthene
    • Thioxanthene
    • 261-31-4
    • Thioxanthine
    • Thiaxanthene
    • Thiaxanthen
    • UNII-1J3P67894A
    • EINECS 205-972-1
    • THIOXANTHENE [MI]
    • 1J3P67894A
    • CHEBI:51055
    • DTXSID20180732
    • RefChem:189677
    • THIOXANTHINE [INCI]
    • CHEBI:51056
    • DTXCID60103223
    • 205-972-1
    • InChI=1/C13H10S/c1-3-7-12-10(5-1)9-11-6-2-4-8-13(11)14-12/h1-8H,9H
    • PQJUJGAVDBINPI-UHFFFAOYSA-N
    • Thioxanthen
    • Dibenzothiapyran
    • 10H-Dibenzo(b,e)thiin
    • MFCD00046936
    • 10H-dibenzo[b,e]thiin
    • Metixene EP Impurity A
    • 9H-thioxanthen
    • Thioxanthene CRS
    • 10H-dibenzo[b,e]thiopyran
    • SCHEMBL8717
    • CHEMBL79451
    • SCHEMBL168344
    • SCHEMBL168345
    • SCHEMBL229977
    • SCHEMBL1695334
    • SCHEMBL1695335
    • SCHEMBL2747368
    • SCHEMBL2747424
    • SCHEMBL2749161
    • SCHEMBL29398766
    • Metixene Hydrochloride EP Impurity A
    • SBB059191
    • AKOS024389645
    • DB-024751
    • NS00014158
    • ST51044298
    • F87253
    • Q2628525
    • 9H-Thioxanthene; Metixene Hydrochloride Imp. A (EP); Metixene Hydrochloride Impurity A; Metixene Impurity A
    • 261-31-4

  • Applications

    Thioxanthene (CAS 261-31-4) is primarily used as a core scaffold in pharmaceutical synthesis, notably as the basis for thioxanthene-class antipsychotics such as thiothixene and chlorprothixene; it serves as a chemical intermediate and building block in the preparation of related heterocyclic compounds and active pharmaceutical ingredients; in medicinal chemistry research it supports lead optimization and structure-activity relationship studies within the thioxanthene framework; and it functions as a precursor in pilot-scale and industrial manufacturing of thioxanthene-based APIs under appropriate regulatory controls.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 10.61
    methanol 6.51
    isopropanol 6.14
    water 0.0
    ethyl acetate 101.66
    n-propanol 11.38
    acetone 131.08
    n-butanol 9.64
    acetonitrile 27.55
    DMF 417.99
    toluene 131.87
    isobutanol 8.27
    1,4-dioxane 307.93
    methyl acetate 114.91
    THF 466.54
    2-butanone 134.98
    n-pentanol 12.33
    sec-butanol 7.37
    n-hexane 4.6
    ethylene glycol 3.13
    NMP 454.25
    cyclohexane 16.31
    DMSO 165.28
    n-butyl acetate 114.48
    n-octanol 16.19
    chloroform 277.42
    n-propyl acetate 93.36
    acetic acid 25.04
    dichloromethane 384.58
    cyclohexanone 299.59
    propylene glycol 4.69
    isopropyl acetate 72.49
    DMAc 331.0
    2-ethoxyethanol 34.93
    isopentanol 10.86
    n-heptane 12.43
    ethyl formate 79.28
    1,2-dichloroethane 291.58
    n-hexanol 22.23
    2-methoxyethanol 44.89
    isobutyl acetate 75.44
    tetrachloromethane 35.37
    n-pentyl acetate 75.02
    transcutol 200.87
    n-heptanol 15.28
    ethylbenzene 71.56
    MIBK 63.26
    2-propoxyethanol 51.94
    tert-butanol 11.3
    MTBE 30.0
    2-butoxyethanol 34.81
    propionic acid 27.26
    o-xylene 69.44
    formic acid 3.56
    diethyl ether 49.28
    m-xylene 66.08
    p-xylene 79.13
    chlorobenzene 164.19
    dimethyl carbonate 95.05
    n-octane 7.16
    formamide 15.19
    cyclopentanone 503.85
    2-pentanone 95.17
    anisole 155.36
    cyclopentyl methyl ether 138.32
    gamma-butyrolactone 484.45
    1-methoxy-2-propanol 29.81
    pyridine 364.06
    3-pentanone 117.31
    furfural 397.97
    n-dodecane 6.16
    diethylene glycol 30.97
    diisopropyl ether 23.37
    tert-amyl alcohol 10.96
    acetylacetone 197.68
    n-hexadecane 7.63
    acetophenone 159.8
    methyl propionate 108.29
    isopentyl acetate 102.47
    trichloroethylene 643.99
    n-nonanol 18.84
    cyclohexanol 19.56
    benzyl alcohol 61.45
    2-ethylhexanol 28.71
    isooctanol 16.98
    dipropyl ether 75.33
    1,2-dichlorobenzene 164.53
    ethyl lactate 33.2
    propylene carbonate 220.22
    n-methylformamide 72.65
    2-pentanol 7.11
    n-pentane 3.06
    1-propoxy-2-propanol 42.12
    1-methoxy-2-propyl acetate 138.25
    2-(2-methoxypropoxy) propanol 59.11
    mesitylene 45.83
    ε-caprolactone 227.98
    p-cymene 50.74
    epichlorohydrin 456.33
    1,1,1-trichloroethane 168.22
    2-aminoethanol 6.24
    morpholine-4-carbaldehyde 389.94
    sulfolane 457.18
    2,2,4-trimethylpentane 3.13
    2-methyltetrahydrofuran 191.93
    n-hexyl acetate 81.9
    isooctane 3.01
    2-(2-butoxyethoxy)ethanol 68.29
    sec-butyl acetate 67.12
    tert-butyl acetate 87.74
    decalin 14.82
    glycerin 9.21
    diglyme 201.08
    acrylic acid 31.51
    isopropyl myristate 48.21
    n-butyric acid 35.81
    acetyl acetate 99.34
    di(2-ethylhexyl) phthalate 46.57
    ethyl propionate 86.83
    nitromethane 121.86
    1,2-diethoxyethane 148.71
    benzonitrile 127.18
    trioctyl phosphate 28.96
    1-bromopropane 81.19
    gamma-valerolactone 498.27
    n-decanol 16.55
    triethyl phosphate 63.63
    4-methyl-2-pentanol 8.61
    propionitrile 39.1
    vinylene carbonate 227.26
    1,1,2-trichlorotrifluoroethane 165.95
    DMS 152.47
    cumene 45.31
    2-octanol 11.99
    2-hexanone 93.27
    octyl acetate 50.51
    limonene 63.17
    1,2-dimethoxyethane 165.22
    ethyl orthosilicate 56.49
    tributyl phosphate 39.65
    diacetone alcohol 60.19
    N,N-dimethylaniline 99.77
    acrylonitrile 69.68
    aniline 75.16
    1,3-propanediol 10.44
    bromobenzene 217.56
    dibromomethane 204.19
    1,1,2,2-tetrachloroethane 349.6
    2-methyl-cyclohexyl acetate 93.96
    tetrabutyl urea 64.04
    diisobutyl methanol 24.22
    2-phenylethanol 71.26
    styrene 100.76
    dioctyl adipate 74.76
    dimethyl sulfate 177.91
    ethyl butyrate 108.22
    methyl lactate 35.56
    butyl lactate 40.86
    diethyl carbonate 83.68
    propanediol butyl ether 25.0
    triethyl orthoformate 79.67
    p-tert-butyltoluene 46.76
    methyl 4-tert-butylbenzoate 97.7
    morpholine 201.94
    tert-butylamine 7.65
    n-dodecanol 14.99
    dimethoxymethane 176.11
    ethylene carbonate 161.76
    cyrene 104.18
    2-ethoxyethyl acetate 131.01
    2-ethylhexyl acetate 99.2
    1,2,4-trichlorobenzene 210.87
    4-methylpyridine 250.04
    dibutyl ether 64.38
    2,6-dimethyl-4-heptanol 24.22
    DEF 159.18
    dimethyl isosorbide 205.64
    tetrachloroethylene 218.45
    eugenol 84.9
    triacetin 115.92
    span 80 48.53
    1,4-butanediol 6.61
    1,1-dichloroethane 129.5
    2-methyl-1-pentanol 15.76
    methyl formate 97.67
    2-methyl-1-butanol 9.65
    n-decane 9.52
    butyronitrile 33.66
    3,7-dimethyl-1-octanol 23.16
    1-chlorooctane 34.89
    1-chlorotetradecane 18.01
    n-nonane 8.49
    undecane 7.44
    tert-butylcyclohexane 11.46
    cyclooctane 9.16
    cyclopentanol 29.9
    tetrahydropyran 175.58
    tert-amyl methyl ether 32.0
    2,5,8-trioxanonane 141.55
    1-hexene 19.69
    2-isopropoxyethanol 31.5
    2,2,2-trifluoroethanol 15.09
    methyl butyrate 112.6

    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