Isoquinoline, 6,7-dimethoxy-1-methyl-, 2-oxide

Overview IFRA Request a quote

  • Identifiers

    CAS number
    96562-85-5

    Molecular formula
    C12H13NO3

    SMILES
    CC1=[N+](C=CC2=CC(=C(C=C12)OC)OC)[O-]

    Safety labels

  • Odor profile

    Fragrance
    Sweet 62.95%
    Phenolic 60.39%
    Vanilla 59.66%
    Spicy 48.43%
    Powdery 48.35%
    Smoky 45.9%
    Woody 41.5%
    Balsamic 39.39%
    Floral 38.28%
    Burnt 36.24%

     

    Flavor
    Bitter 83.18%
    Eugenol 22.36%
    Parsley 21.59%
    Very strong 20.82%
    Flat 20.67%
    Indole 20.47%
    Sweet-like 20.27%
    Allspice 20.27%
    Ham 20.0%
    Cedarleaf 19.99%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.5

    pKa est.
    4.43 (weak acid)

    Molecular weight
    219.24 g/mol

    Flash point

    • 159.54 ˚C est.

  • Synonyms

    • 96562-85-5
    • Isoquinoline, 6,7-dimethoxy-1-methyl-, 2-oxide
    • RefChem:1087777
    • Nigellimine N-oxide
    • 6,7-Dimethoxy-1-methylisoquinoline 2-oxide
    • SCHEMBL4655586
    • DTXSID10739874
    • CHEBI:191516
    • 6,7-dimethoxy-1-methylisoquinoline-N-oxide
    • DB-296401
    • 6,7-dimethoxy-1-methyl-isoquinoline-N-oxide
    • 6,7-dimethoxy-1-methyl-2-oxidoisoquinolin-2-ium
    • 6,7-Dimethoxy-1-methyl-2-oxo-2lambda~5~-isoquinoline
    • 96562-85-5

  • Applications

    As a substituted isoquinoline derivative, Isoquinoline, 6,7-dimethoxy-1-methyl-, 2-oxide (CAS 96562-85-5) is typically used as a synthetic intermediate in pharmaceutical and fine chemicals; in drug discovery it serves as a building block for isoquinoline-based scaffolds and other heterocyclic derivatives; it can be employed as a starting material for further functionalization to access libraries of compounds in medicinal chemistry; in research and development it is used for exploring catalytic and synthetic transformations that exploit the N-oxide functionality; it may also function as a precursor in specialty dye or pigment chemistry and in materials science as a candidate building block for covalent polymers or advanced materials where heterocycles are relevant.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 8.45
    methanol 10.33
    isopropanol 5.98
    water 0.45
    ethyl acetate 51.39
    n-propanol 7.55
    acetone 49.53
    n-butanol 7.02
    acetonitrile 62.73
    DMF 80.15
    toluene 12.94
    isobutanol 6.67
    1,4-dioxane 81.75
    methyl acetate 56.42
    THF 89.07
    2-butanone 37.28
    n-pentanol 8.26
    sec-butanol 6.16
    n-hexane 2.01
    ethylene glycol 7.49
    NMP 67.96
    cyclohexane 5.3
    DMSO 105.1
    n-butyl acetate 37.88
    n-octanol 6.22
    chloroform 145.98
    n-propyl acetate 46.94
    acetic acid 50.16
    dichloromethane 248.03
    cyclohexanone 63.1
    propylene glycol 2.14
    isopropyl acetate 27.15
    DMAc 81.08
    2-ethoxyethanol 37.9
    isopentanol 8.81
    n-heptane 2.61
    ethyl formate 43.58
    1,2-dichloroethane 156.94
    n-hexanol 10.16
    2-methoxyethanol 41.65
    isobutyl acetate 22.98
    tetrachloromethane 30.04
    n-pentyl acetate 22.99
    transcutol 79.95
    n-heptanol 7.09
    ethylbenzene 16.88
    MIBK 18.88
    2-propoxyethanol 34.4
    tert-butanol 14.72
    MTBE 16.81
    2-butoxyethanol 21.58
    propionic acid 21.9
    o-xylene 17.69
    formic acid 29.77
    diethyl ether 26.87
    m-xylene 11.37
    p-xylene 25.28
    chlorobenzene 37.63
    dimethyl carbonate 36.93
    n-octane 1.48
    formamide 73.18
    cyclopentanone 71.44
    2-pentanone 26.22
    anisole 43.09
    cyclopentyl methyl ether 28.56
    gamma-butyrolactone 117.4
    1-methoxy-2-propanol 20.44
    pyridine 72.02
    3-pentanone 33.71
    furfural 139.94
    n-dodecane 1.16
    diethylene glycol 36.34
    diisopropyl ether 8.38
    tert-amyl alcohol 12.38
    acetylacetone 60.28
    n-hexadecane 1.38
    acetophenone 52.32
    methyl propionate 40.55
    isopentyl acetate 31.55
    trichloroethylene 259.0
    n-nonanol 7.38
    cyclohexanol 11.95
    benzyl alcohol 27.05
    2-ethylhexanol 11.36
    isooctanol 7.28
    dipropyl ether 18.97
    1,2-dichlorobenzene 55.08
    ethyl lactate 19.19
    propylene carbonate 60.51
    n-methylformamide 42.98
    2-pentanol 5.09
    n-pentane 1.5
    1-propoxy-2-propanol 19.87
    1-methoxy-2-propyl acetate 39.64
    2-(2-methoxypropoxy) propanol 30.2
    mesitylene 9.12
    ε-caprolactone 60.44
    p-cymene 13.42
    epichlorohydrin 144.41
    1,1,1-trichloroethane 91.53
    2-aminoethanol 8.03
    morpholine-4-carbaldehyde 101.37
    sulfolane 117.16
    2,2,4-trimethylpentane 1.34
    2-methyltetrahydrofuran 46.08
    n-hexyl acetate 24.66
    isooctane 0.9
    2-(2-butoxyethoxy)ethanol 30.57
    sec-butyl acetate 25.0
    tert-butyl acetate 31.42
    decalin 3.78
    glycerin 9.34
    diglyme 93.69
    acrylic acid 29.0
    isopropyl myristate 11.66
    n-butyric acid 24.74
    acetyl acetate 52.2
    di(2-ethylhexyl) phthalate 15.01
    ethyl propionate 43.87
    nitromethane 158.9
    1,2-diethoxyethane 38.61
    benzonitrile 40.77
    trioctyl phosphate 8.85
    1-bromopropane 33.27
    gamma-valerolactone 101.5
    n-decanol 6.04
    triethyl phosphate 30.28
    4-methyl-2-pentanol 5.13
    propionitrile 33.61
    vinylene carbonate 75.22
    1,1,2-trichlorotrifluoroethane 82.71
    DMS 48.56
    cumene 13.81
    2-octanol 5.34
    2-hexanone 32.78
    octyl acetate 14.21
    limonene 14.73
    1,2-dimethoxyethane 110.03
    ethyl orthosilicate 25.74
    tributyl phosphate 13.06
    diacetone alcohol 27.22
    N,N-dimethylaniline 33.23
    acrylonitrile 56.15
    aniline 21.93
    1,3-propanediol 12.49
    bromobenzene 38.93
    dibromomethane 116.31
    1,1,2,2-tetrachloroethane 139.21
    2-methyl-cyclohexyl acetate 34.2
    tetrabutyl urea 18.42
    diisobutyl methanol 8.48
    2-phenylethanol 26.83
    styrene 18.38
    dioctyl adipate 22.32
    dimethyl sulfate 67.67
    ethyl butyrate 38.47
    methyl lactate 17.15
    butyl lactate 14.64
    diethyl carbonate 38.85
    propanediol butyl ether 11.94
    triethyl orthoformate 29.39
    p-tert-butyltoluene 12.02
    methyl 4-tert-butylbenzoate 33.68
    morpholine 59.06
    tert-butylamine 9.2
    n-dodecanol 5.04
    dimethoxymethane 66.0
    ethylene carbonate 61.67
    cyrene 39.84
    2-ethoxyethyl acetate 41.79
    2-ethylhexyl acetate 28.37
    1,2,4-trichlorobenzene 59.3
    4-methylpyridine 46.13
    dibutyl ether 14.36
    2,6-dimethyl-4-heptanol 8.48
    DEF 42.37
    dimethyl isosorbide 70.8
    tetrachloroethylene 128.69
    eugenol 34.86
    triacetin 38.54
    span 80 18.06
    1,4-butanediol 6.77
    1,1-dichloroethane 63.0
    2-methyl-1-pentanol 10.71
    methyl formate 55.61
    2-methyl-1-butanol 7.8
    n-decane 1.87
    butyronitrile 24.86
    3,7-dimethyl-1-octanol 8.34
    1-chlorooctane 7.63
    1-chlorotetradecane 3.82
    n-nonane 1.63
    undecane 1.42
    tert-butylcyclohexane 2.77
    cyclooctane 1.83
    cyclopentanol 12.95
    tetrahydropyran 41.64
    tert-amyl methyl ether 15.06
    2,5,8-trioxanonane 63.27
    1-hexene 7.15
    2-isopropoxyethanol 25.68
    2,2,2-trifluoroethanol 46.87
    methyl butyrate 52.23

    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