1,3,6-Trihydroxy-5-methoxy-10-methyl-2-(3-methyl-2-buten-1-yl)-9(10H)-acridinone

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  • Identifiers

    CAS number
    119116-85-7

    Molecular formula
    C20H21NO5

    SMILES
    CC(=CCC1=C(C=C2C(=C1O)C(=O)C3=C(N2C)C(=C(C=C3)O)OC)O)C

    Safety labels

  • Odor profile

    Fragrance
    Phenolic 53.66%
    Spicy 40.97%
    Smoky 32.9%
    Woody 32.73%
    Burnt 31.95%
    Odorless 31.14%
    Dry 28.33%
    Fruity 25.49%
    Medicinal 25.34%
    Leathery 23.51%

     

    Flavor
    Bitter 89.99%
    Odorless 23.46%
    Bland 21.31%
    Cedarleaf 20.46%
    Parsley 20.25%
    Lovage 19.62%
    Sweet-like 19.4%
    Eugenol 19.26%
    Nitrile 18.99%
    Broom 18.78%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    4.5

    pKa est.
    9.9 (weak base)

    Molecular weight
    355.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1145°C

    Melting point expt.

    • 247 - 249 °C

    Flash point

    • 270.02 ˚C est.

  • Synonyms

    • Buntanine
    • 119116-85-7
    • DTXSID80415198
    • 1,3,6-trihydroxy-5-methoxy-10-methyl-2-(3-methylbut-2-enyl)acridin-9-one
    • 1,3,6-TRIHYDROXY-5-METHOXY-10-METHYL-2-(3-METHYLBUT-2-EN-1-YL)-9,10-DIHYDROACRIDIN-9-ONE
    • RefChem:1052626
    • DTXCID70366049
    • 1,3,6-Trihydroxy-5-methoxy-10-methyl-2-(3-methyl-2-buten-1-yl)-9(10H)-acridinone
    • CHEBI:3214
    • MEGxp0_001428
    • SCHEMBL30414015
    • Q27105995
    • 1,3,6-Trihydroxy-5-methoxy-10-methyl-2-prenylacridone
    • 1,3,6-Trihydroxy-5-methoxy-10-methyl-2-(3-methylbut-2-en-1-yl)acridin-9(10H)-one
    • 119116-85-7

  • Applications

    CAS 119116-85-7, the compound 1,3,6-Trihydroxy-5-methoxy-10-methyl-2-(3-methyl-2-buten-1-yl)-9(10H)-acridinone is viewed as an intermediate and building block for specialty chemical applications. In pharmaceuticals, it is commonly used as a synthetic intermediate and scaffold for acridinone-based drug candidates. Owing to its conjugated acridinone system, it is considered a precursor for colorants and fluorophores used in analytical and imaging applications. In coatings and inks, it can serve as a color precursor for paint and printed media. It is also studied for advanced materials and organic electronics, as a potential component in optoelectronic or OLED-type systems based on an extended aromatic framework. Finally, it is often used as a building block in chemical libraries for research and development of novel compounds.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 6.64
    methanol 7.62
    isopropanol 4.83
    water 0.03
    ethyl acetate 5.59
    n-propanol 7.18
    acetone 13.34
    n-butanol 5.46
    acetonitrile 4.96
    DMF 43.53
    toluene 1.34
    isobutanol 4.82
    1,4-dioxane 14.7
    methyl acetate 9.22
    THF 42.28
    2-butanone 13.41
    n-pentanol 6.8
    sec-butanol 4.48
    n-hexane 0.14
    ethylene glycol 8.09
    NMP 60.58
    cyclohexane 0.18
    DMSO 75.0
    n-butyl acetate 5.95
    n-octanol 2.76
    chloroform 8.9
    n-propyl acetate 6.77
    acetic acid 28.96
    dichloromethane 9.27
    cyclohexanone 25.34
    propylene glycol 7.54
    isopropyl acetate 4.1
    DMAc 63.46
    2-ethoxyethanol 22.23
    isopentanol 5.47
    n-heptane 0.16
    ethyl formate 6.94
    1,2-dichloroethane 7.82
    n-hexanol 5.67
    2-methoxyethanol 40.39
    isobutyl acetate 5.04
    tetrachloromethane 1.31
    n-pentyl acetate 6.24
    transcutol 20.97
    n-heptanol 4.62
    ethylbenzene 1.24
    MIBK 5.27
    2-propoxyethanol 26.04
    tert-butanol 6.65
    MTBE 1.89
    2-butoxyethanol 16.66
    propionic acid 11.27
    o-xylene 1.24
    formic acid 19.99
    diethyl ether 1.99
    m-xylene 1.24
    p-xylene 2.08
    chlorobenzene 3.02
    dimethyl carbonate 9.76
    n-octane 0.12
    formamide 28.06
    cyclopentanone 39.62
    2-pentanone 8.39
    anisole 3.38
    cyclopentyl methyl ether 6.12
    gamma-butyrolactone 44.3
    1-methoxy-2-propanol 24.34
    pyridine 15.59
    3-pentanone 6.78
    furfural 31.52
    n-dodecane 0.12
    diethylene glycol 35.99
    diisopropyl ether 0.58
    tert-amyl alcohol 5.28
    acetylacetone 12.53
    n-hexadecane 0.14
    acetophenone 8.5
    methyl propionate 9.79
    isopentyl acetate 6.34
    trichloroethylene 16.98
    n-nonanol 3.17
    cyclohexanol 6.11
    benzyl alcohol 8.94
    2-ethylhexanol 3.38
    isooctanol 3.94
    dipropyl ether 2.44
    1,2-dichlorobenzene 3.53
    ethyl lactate 8.86
    propylene carbonate 17.56
    n-methylformamide 18.86
    2-pentanol 2.72
    n-pentane 0.1
    1-propoxy-2-propanol 13.39
    1-methoxy-2-propyl acetate 10.6
    2-(2-methoxypropoxy) propanol 13.02
    mesitylene 0.75
    ε-caprolactone 22.14
    p-cymene 1.56
    epichlorohydrin 36.94
    1,1,1-trichloroethane 4.47
    2-aminoethanol 10.84
    morpholine-4-carbaldehyde 43.69
    sulfolane 71.04
    2,2,4-trimethylpentane 0.11
    2-methyltetrahydrofuran 12.26
    n-hexyl acetate 5.66
    isooctane 0.06
    2-(2-butoxyethoxy)ethanol 15.62
    sec-butyl acetate 4.16
    tert-butyl acetate 5.11
    decalin 0.18
    glycerin 24.1
    diglyme 23.48
    acrylic acid 16.59
    isopropyl myristate 2.68
    n-butyric acid 12.0
    acetyl acetate 5.12
    di(2-ethylhexyl) phthalate 6.12
    ethyl propionate 5.53
    nitromethane 38.29
    1,2-diethoxyethane 6.37
    benzonitrile 7.63
    trioctyl phosphate 4.3
    1-bromopropane 2.56
    gamma-valerolactone 57.55
    n-decanol 2.45
    triethyl phosphate 4.99
    4-methyl-2-pentanol 2.33
    propionitrile 6.45
    vinylene carbonate 16.21
    1,1,2-trichlorotrifluoroethane 45.55
    DMS 9.24
    cumene 1.12
    2-octanol 2.62
    2-hexanone 9.05
    octyl acetate 3.93
    limonene 1.72
    1,2-dimethoxyethane 21.35
    ethyl orthosilicate 4.33
    tributyl phosphate 4.41
    diacetone alcohol 14.94
    N,N-dimethylaniline 3.46
    acrylonitrile 11.33
    aniline 4.91
    1,3-propanediol 16.01
    bromobenzene 2.17
    dibromomethane 4.97
    1,1,2,2-tetrachloroethane 13.46
    2-methyl-cyclohexyl acetate 6.91
    tetrabutyl urea 6.91
    diisobutyl methanol 1.97
    2-phenylethanol 9.8
    styrene 1.24
    dioctyl adipate 5.34
    dimethyl sulfate 22.42
    ethyl butyrate 4.69
    methyl lactate 14.75
    butyl lactate 8.7
    diethyl carbonate 4.02
    propanediol butyl ether 12.66
    triethyl orthoformate 4.67
    p-tert-butyltoluene 1.28
    methyl 4-tert-butylbenzoate 10.48
    morpholine 23.29
    tert-butylamine 1.95
    n-dodecanol 1.81
    dimethoxymethane 21.87
    ethylene carbonate 13.12
    cyrene 23.96
    2-ethoxyethyl acetate 10.47
    2-ethylhexyl acetate 5.03
    1,2,4-trichlorobenzene 5.82
    4-methylpyridine 10.11
    dibutyl ether 1.77
    2,6-dimethyl-4-heptanol 1.97
    DEF 13.63
    dimethyl isosorbide 22.25
    tetrachloroethylene 9.79
    eugenol 13.21
    triacetin 9.68
    span 80 11.13
    1,4-butanediol 8.67
    1,1-dichloroethane 4.23
    2-methyl-1-pentanol 6.22
    methyl formate 16.18
    2-methyl-1-butanol 4.98
    n-decane 0.18
    butyronitrile 4.93
    3,7-dimethyl-1-octanol 2.66
    1-chlorooctane 0.93
    1-chlorotetradecane 0.52
    n-nonane 0.14
    undecane 0.15
    tert-butylcyclohexane 0.15
    cyclooctane 0.07
    cyclopentanol 9.73
    tetrahydropyran 7.92
    tert-amyl methyl ether 2.12
    2,5,8-trioxanonane 19.4
    1-hexene 0.77
    2-isopropoxyethanol 14.01
    2,2,2-trifluoroethanol 14.52
    methyl butyrate 8.43

    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
 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