4-Methoxy-5-hydroxycanthin-6-one

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  • Identifiers

    CAS number
    18110-86-6

    Molecular formula
    C15H10N2O3

    SMILES
    COC1=C(C(=O)N2C3=CC=CC=C3C4=C2C1=NC=C4)O

    Safety labels

  • Odor profile

    Fragrance
    Fruity 48.72%
    Odorless 36.6%
    Burnt 30.47%
    Phenolic 27.86%
    Grape 23.76%
    Bitter 23.4%
    Powdery 22.18%
    Animal 21.11%
    Vanilla 19.98%
    Sweet 19.96%

     

    Flavor
    Bitter 96.91%
    Odorless 24.5%
    Very strong 19.71%
    Indole 19.2%
    Sweet-like 19.11%
    Cedarleaf 18.92%
    Bland 18.64%
    Nitrile 18.34%
    Lovage 18.26%
    Parsley 18.04%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.0

    pKa est.
    6.29 (neutral)

    Molecular weight
    266.25 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    719°C

    Flash point

    • 266.18 ˚C est.

  • Synonyms

    • Nigakinone
    • 18110-86-6
    • 4-Methoxy-5-hydroxycanthin-6-one
    • J7E73434D2
    • 6H-Indolo[3,2,1-de][1,5]naphthyridin-6-one, 5-hydroxy-4-methoxy-
    • 6H-Indolo(3,2,1-de)(1,5)naphthyridin-6-one, 5-hydroxy-4-methoxy-
    • 3-hydroxy-4-methoxy-1,6-diazatetracyclo[7.6.1.05,16.010,15]hexadeca-3,5(16),6,8,10,12,14-heptaen-2-one
    • 3-hydroxy-4-methoxy-1,6-diazatetracyclo(7.6.1.05,16.010,15)hexadeca-3,5(16),6,8,10,12,14-heptaen-2-one
    • RefChem:165813
    • DTXCID901520832
    • DTXSID20347505
    • 5-Hydroxy-4-methoxycanthin-6-one
    • 5-Hydroxy-4-methoxy-6H-indolo[3,2,1-de][1,5]naphthyridin-6-one
    • KUMUJIAN B
    • UNII-J7E73434D2
    • MLS000574953
    • orb1296091
    • SCHEMBL5664418
    • CHEMBL1594741
    • SCHEMBL30968727
    • SCHEMBL30968728
    • SCHEMBL30968729
    • SCHEMBL30968730
    • CHEBI:81365
    • PGFKZUOYIFDMQJ-UHFFFAOYSA-N
    • HMS2269C08
    • HY-N2128
    • 4-methoxyl-5-hydroxylcanthin-6-one
    • 5-hydroxyl-4-methoxylcanthin-6-one
    • MSK168581
    • EBC-617479
    • 14-methoxy-15-hydroxy-canthin-16-one
    • AC-34395
    • DA-60447
    • MS-23755
    • SMR001215932
    • CS-0018679
    • C17879
    • E80697
    • Q27155302
    • 4-methoxy-1,6-diazatetracyclo[7.6.1.0^{5,16.0^{10,15]hexadeca-4,7,9(16),10,12,14-hexaene-2,3-dione
    • 4-methoxy-1,6-diazatetracyclo[7.6.1.0^{5,16}.0^{10,15}]hexadeca-4,7,9(16),10(15),11,13-hexaene-2,3-dione
    • 18110-86-6

  • Applications

    4-Methoxy-5-hydroxycanthin-6-one (CAS 18110-86-6) is used primarily as a synthetic intermediate for the preparation of canthinone-type alkaloids and related heterocyclic compounds in pharmaceutical and chemical research. It serves as a building block for library generation and structure-activity relationship studies in medicinal chemistry, enabling diversification of the canthinone scaffold. In research contexts, the compound may be explored as a precursor for functionalized derivatives with potential applications as fluorescent markers or analytical probes in chemical sensing and materials research. It is also considered as an entry point in industrial manufacturing pathways to access heteroaromatic materials, subject to applicable regulatory and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.26
    methanol 1.2
    isopropanol 0.86
    water 0.02
    ethyl acetate 3.63
    n-propanol 1.06
    acetone 3.84
    n-butanol 1.3
    acetonitrile 1.74
    DMF 13.48
    toluene 2.25
    isobutanol 1.02
    1,4-dioxane 4.74
    methyl acetate 3.43
    THF 11.81
    2-butanone 4.21
    n-pentanol 1.43
    sec-butanol 0.85
    n-hexane 0.06
    ethylene glycol 1.61
    NMP 22.37
    cyclohexane 0.19
    DMSO 11.8
    n-butyl acetate 4.19
    n-octanol 1.87
    chloroform 2.95
    n-propyl acetate 3.35
    acetic acid 4.6
    dichloromethane 5.93
    cyclohexanone 11.12
    propylene glycol 0.7
    isopropyl acetate 3.18
    DMAc 17.95
    2-ethoxyethanol 5.07
    isopentanol 2.01
    n-heptane 0.18
    ethyl formate 3.57
    1,2-dichloroethane 6.36
    n-hexanol 2.46
    2-methoxyethanol 8.77
    isobutyl acetate 2.62
    tetrachloromethane 0.84
    n-pentyl acetate 5.49
    transcutol 10.8
    n-heptanol 2.78
    ethylbenzene 1.54
    MIBK 3.61
    2-propoxyethanol 8.53
    tert-butanol 1.56
    MTBE 0.98
    2-butoxyethanol 7.64
    propionic acid 2.28
    o-xylene 2.23
    formic acid 4.83
    diethyl ether 1.23
    m-xylene 1.99
    p-xylene 2.16
    chlorobenzene 3.58
    dimethyl carbonate 6.13
    n-octane 0.14
    formamide 8.34
    cyclopentanone 12.8
    2-pentanone 4.08
    anisole 2.97
    cyclopentyl methyl ether 4.03
    gamma-butyrolactone 14.21
    1-methoxy-2-propanol 5.06
    pyridine 9.97
    3-pentanone 3.49
    furfural 22.03
    n-dodecane 0.17
    diethylene glycol 11.9
    diisopropyl ether 0.6
    tert-amyl alcohol 1.47
    acetylacetone 7.49
    n-hexadecane 0.2
    acetophenone 6.6
    methyl propionate 4.38
    isopentyl acetate 5.21
    trichloroethylene 12.15
    n-nonanol 2.12
    cyclohexanol 2.5
    benzyl alcohol 4.91
    2-ethylhexanol 2.44
    isooctanol 2.56
    dipropyl ether 1.61
    1,2-dichlorobenzene 4.86
    ethyl lactate 3.68
    propylene carbonate 8.56
    n-methylformamide 5.52
    2-pentanol 0.91
    n-pentane 0.07
    1-propoxy-2-propanol 4.9
    1-methoxy-2-propyl acetate 6.98
    2-(2-methoxypropoxy) propanol 6.91
    mesitylene 1.3
    ε-caprolactone 9.48
    p-cymene 2.38
    epichlorohydrin 16.84
    1,1,1-trichloroethane 2.61
    2-aminoethanol 1.61
    morpholine-4-carbaldehyde 18.62
    sulfolane 22.94
    2,2,4-trimethylpentane 0.11
    2-methyltetrahydrofuran 5.42
    n-hexyl acetate 4.86
    isooctane 0.07
    2-(2-butoxyethoxy)ethanol 8.52
    sec-butyl acetate 2.68
    tert-butyl acetate 3.66
    decalin 0.22
    glycerin 4.01
    diglyme 16.03
    acrylic acid 3.84
    isopropyl myristate 2.43
    n-butyric acid 3.87
    acetyl acetate 3.93
    di(2-ethylhexyl) phthalate 4.39
    ethyl propionate 3.44
    nitromethane 8.58
    1,2-diethoxyethane 3.98
    benzonitrile 6.4
    trioctyl phosphate 3.24
    1-bromopropane 1.73
    gamma-valerolactone 18.69
    n-decanol 1.69
    triethyl phosphate 3.93
    4-methyl-2-pentanol 1.18
    propionitrile 2.3
    vinylene carbonate 10.02
    1,1,2-trichlorotrifluoroethane 17.36
    DMS 6.42
    cumene 1.41
    2-octanol 1.72
    2-hexanone 3.67
    octyl acetate 3.37
    limonene 2.49
    1,2-dimethoxyethane 8.76
    ethyl orthosilicate 3.67
    tributyl phosphate 3.24
    diacetone alcohol 6.65
    N,N-dimethylaniline 3.31
    acrylonitrile 4.76
    aniline 3.92
    1,3-propanediol 3.18
    bromobenzene 3.18
    dibromomethane 2.99
    1,1,2,2-tetrachloroethane 8.06
    2-methyl-cyclohexyl acetate 4.96
    tetrabutyl urea 5.48
    diisobutyl methanol 1.74
    2-phenylethanol 7.03
    styrene 1.52
    dioctyl adipate 3.9
    dimethyl sulfate 11.71
    ethyl butyrate 3.68
    methyl lactate 5.53
    butyl lactate 5.58
    diethyl carbonate 3.33
    propanediol butyl ether 4.79
    triethyl orthoformate 3.7
    p-tert-butyltoluene 1.96
    methyl 4-tert-butylbenzoate 8.21
    morpholine 5.99
    tert-butylamine 0.78
    n-dodecanol 1.34
    dimethoxymethane 8.36
    ethylene carbonate 7.17
    cyrene 11.01
    2-ethoxyethyl acetate 7.83
    2-ethylhexyl acetate 4.39
    1,2,4-trichlorobenzene 6.66
    4-methylpyridine 7.25
    dibutyl ether 1.66
    2,6-dimethyl-4-heptanol 1.74
    DEF 7.17
    dimethyl isosorbide 13.64
    tetrachloroethylene 7.83
    eugenol 9.65
    triacetin 5.91
    span 80 5.34
    1,4-butanediol 1.55
    1,1-dichloroethane 2.13
    2-methyl-1-pentanol 2.14
    methyl formate 5.75
    2-methyl-1-butanol 1.52
    n-decane 0.23
    butyronitrile 2.24
    3,7-dimethyl-1-octanol 2.0
    1-chlorooctane 1.09
    1-chlorotetradecane 0.6
    n-nonane 0.17
    undecane 0.2
    tert-butylcyclohexane 0.17
    cyclooctane 0.1
    cyclopentanol 2.61
    tetrahydropyran 3.35
    tert-amyl methyl ether 1.33
    2,5,8-trioxanonane 12.71
    1-hexene 0.36
    2-isopropoxyethanol 3.86
    2,2,2-trifluoroethanol 4.68
    methyl butyrate 4.65

    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