6,7-Dimethoxy-1-methylisoquinoline

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  • Identifiers

    CAS number
    4594-02-9

    Molecular formula
    C12H13NO2

    SMILES
    CC1=NC=CC2=CC(=C(C=C12)OC)OC

    Safety labels

  • Odor profile

    Fragrance
    Sweet 60.35%
    Phenolic 48.22%
    Vanilla 47.18%
    Spicy 42.74%
    Smoky 41.66%
    Powdery 39.99%
    Earthy 39.78%
    Floral 38.3%
    Leathery 34.58%
    Woody 34.5%

     

    Flavor
    Bitter 69.04%
    Musty 23.74%
    Eugenol 23.69%
    Smoky 23.17%
    Parsley 23.15%
    Spice 21.87%
    Earthy 21.69%
    Soybean 21.26%
    Allspice 21.17%
    Flat 21.05%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.4

    pKa est.
    4.92 (weak acid)

    Molecular weight
    203.24 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    353°C

    Melting point expt.

    • 118 - 119 °C

    Flash point

    • 141.61 ˚C est.

  • Synonyms

    • 6,7-Dimethoxy-1-methylisoquinoline
    • 4594-02-9
    • ISOQUINOLINE, 6,7-DIMETHOXY-1-METHYL-
    • DTXSID70196661
    • RefChem:1073600
    • DTXCID10119152
    • Isosalsolidine
    • Nigellimine
    • 4722-12-7
    • 1-methyl-6,7-dimethoxyisoquinoline
    • BRN 0148112
    • orb1989860
    • SCHEMBL3974591
    • SCHEMBL30458203
    • CHEBI:196004
    • 1-Methyl-6,7-dimethoxyisochinolin
    • AKOS024015288
    • 6,7-Dimethoxy-1-methylisoquinoline, 9CI
    • DB-333309
    • 5-21-05-00151 (Beilstein Handbook Reference)
    • AE-641/01100050
    • InChI=1/C12H15NO2/c1-8-10-7-12(15-3)11(14-2)6-9(10)4-5-13-8/h5-8H,4H2,1-3H
    • 4594-02-9

  • Applications

    6,7-Dimethoxy-1-methylisoquinoline (CAS 4594-02-9) is primarily used as a synthetic intermediate and building block in pharmaceutical chemistry, enabling access to isoquinoline-containing actives and heterocyclic derivatives. It is also explored as a precursor in agrochemical research for new pesticide and herbicide candidates. In addition, its heteroaromatic framework makes it a useful starting material in organic synthesis for diversely substituted compounds, and it serves as a precursor for dyes and polymer-related materials. The compound may also function as a ligand or scaffold in metal-catalyzed processes and related electronic/material applications, subject to formulation limits and local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 23.67
    methanol 22.1
    isopropanol 16.51
    water 0.49
    ethyl acetate 58.41
    n-propanol 23.72
    acetone 43.34
    n-butanol 22.54
    acetonitrile 51.51
    DMF 89.09
    toluene 18.26
    isobutanol 20.3
    1,4-dioxane 107.75
    methyl acetate 53.89
    THF 122.64
    2-butanone 39.43
    n-pentanol 22.22
    sec-butanol 16.08
    n-hexane 3.68
    ethylene glycol 11.5
    NMP 65.59
    cyclohexane 10.32
    DMSO 104.36
    n-butyl acetate 49.51
    n-octanol 12.06
    chloroform 239.22
    n-propyl acetate 50.11
    acetic acid 65.92
    dichloromethane 343.76
    cyclohexanone 82.15
    propylene glycol 4.08
    isopropyl acetate 28.31
    DMAc 69.55
    2-ethoxyethanol 63.65
    isopentanol 22.2
    n-heptane 6.47
    ethyl formate 59.92
    1,2-dichloroethane 216.48
    n-hexanol 28.25
    2-methoxyethanol 74.74
    isobutyl acetate 30.91
    tetrachloromethane 52.95
    n-pentyl acetate 31.32
    transcutol 89.25
    n-heptanol 16.45
    ethylbenzene 21.92
    MIBK 21.47
    2-propoxyethanol 62.8
    tert-butanol 29.8
    MTBE 23.32
    2-butoxyethanol 38.73
    propionic acid 31.29
    o-xylene 23.89
    formic acid 34.53
    diethyl ether 38.34
    m-xylene 18.35
    p-xylene 31.56
    chlorobenzene 49.86
    dimethyl carbonate 28.98
    n-octane 3.44
    formamide 70.93
    cyclopentanone 83.82
    2-pentanone 29.39
    anisole 42.46
    cyclopentyl methyl ether 48.72
    gamma-butyrolactone 134.75
    1-methoxy-2-propanol 34.14
    pyridine 94.02
    3-pentanone 34.12
    furfural 154.9
    n-dodecane 2.39
    diethylene glycol 57.18
    diisopropyl ether 11.24
    tert-amyl alcohol 22.97
    acetylacetone 47.84
    n-hexadecane 2.77
    acetophenone 50.15
    methyl propionate 44.15
    isopentyl acetate 43.93
    trichloroethylene 331.29
    n-nonanol 12.96
    cyclohexanol 27.68
    benzyl alcohol 39.33
    2-ethylhexanol 23.81
    isooctanol 15.39
    dipropyl ether 33.2
    1,2-dichlorobenzene 67.76
    ethyl lactate 22.57
    propylene carbonate 68.64
    n-methylformamide 57.26
    2-pentanol 12.44
    n-pentane 3.49
    1-propoxy-2-propanol 33.78
    1-methoxy-2-propyl acetate 43.59
    2-(2-methoxypropoxy) propanol 33.61
    mesitylene 13.73
    ε-caprolactone 75.16
    p-cymene 20.68
    epichlorohydrin 187.46
    1,1,1-trichloroethane 135.5
    2-aminoethanol 18.1
    morpholine-4-carbaldehyde 102.99
    sulfolane 121.36
    2,2,4-trimethylpentane 2.69
    2-methyltetrahydrofuran 76.36
    n-hexyl acetate 32.39
    isooctane 1.81
    2-(2-butoxyethoxy)ethanol 41.95
    sec-butyl acetate 27.43
    tert-butyl acetate 31.46
    decalin 6.73
    glycerin 14.58
    diglyme 107.36
    acrylic acid 34.37
    isopropyl myristate 14.97
    n-butyric acid 45.8
    acetyl acetate 43.82
    di(2-ethylhexyl) phthalate 18.87
    ethyl propionate 45.04
    nitromethane 131.33
    1,2-diethoxyethane 46.19
    benzonitrile 49.2
    trioctyl phosphate 12.84
    1-bromopropane 61.01
    gamma-valerolactone 120.03
    n-decanol 10.64
    triethyl phosphate 33.41
    4-methyl-2-pentanol 10.16
    propionitrile 47.27
    vinylene carbonate 84.43
    1,1,2-trichlorotrifluoroethane 102.77
    DMS 42.29
    cumene 20.06
    2-octanol 10.61
    2-hexanone 35.95
    octyl acetate 18.73
    limonene 23.84
    1,2-dimethoxyethane 129.42
    ethyl orthosilicate 31.5
    tributyl phosphate 17.36
    diacetone alcohol 32.19
    N,N-dimethylaniline 38.25
    acrylonitrile 63.88
    aniline 33.09
    1,3-propanediol 30.48
    bromobenzene 52.46
    dibromomethane 180.72
    1,1,2,2-tetrachloroethane 194.93
    2-methyl-cyclohexyl acetate 42.4
    tetrabutyl urea 23.35
    diisobutyl methanol 14.89
    2-phenylethanol 41.86
    styrene 22.19
    dioctyl adipate 25.54
    dimethyl sulfate 52.46
    ethyl butyrate 47.43
    methyl lactate 16.73
    butyl lactate 20.17
    diethyl carbonate 42.93
    propanediol butyl ether 17.11
    triethyl orthoformate 36.5
    p-tert-butyltoluene 17.93
    methyl 4-tert-butylbenzoate 40.4
    morpholine 92.45
    tert-butylamine 18.93
    n-dodecanol 8.94
    dimethoxymethane 76.06
    ethylene carbonate 69.53
    cyrene 46.47
    2-ethoxyethyl acetate 47.42
    2-ethylhexyl acetate 38.35
    1,2,4-trichlorobenzene 69.86
    4-methylpyridine 61.1
    dibutyl ether 22.36
    2,6-dimethyl-4-heptanol 14.89
    DEF 46.46
    dimethyl isosorbide 78.4
    tetrachloroethylene 190.23
    eugenol 41.85
    triacetin 37.06
    span 80 23.86
    1,4-butanediol 14.02
    1,1-dichloroethane 104.09
    2-methyl-1-pentanol 22.86
    methyl formate 59.29
    2-methyl-1-butanol 19.97
    n-decane 3.87
    butyronitrile 41.17
    3,7-dimethyl-1-octanol 14.24
    1-chlorooctane 14.08
    1-chlorotetradecane 6.56
    n-nonane 3.47
    undecane 2.95
    tert-butylcyclohexane 5.28
    cyclooctane 3.64
    cyclopentanol 31.14
    tetrahydropyran 73.48
    tert-amyl methyl ether 20.89
    2,5,8-trioxanonane 68.64
    1-hexene 12.57
    2-isopropoxyethanol 40.64
    2,2,2-trifluoroethanol 46.71
    methyl butyrate 57.31

    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