(R)-Norisocorydine

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  • Identifiers

    CAS number
    194923-28-9

    Molecular formula
    C19H21NO4

    SMILES
    COC1=C(C2=C(C[C@@H]3C4=C2C(=C(C=C4CCN3)OC)OC)C=C1)O

    Safety labels

  • Odor profile

    Fragrance
    Phenolic 42.28%
    Vanilla 40.84%
    Spicy 37.9%
    Odorless 32.65%
    Smoky 31.55%
    Sweet 31.21%
    Powdery 29.0%
    Balsamic 28.17%
    Burnt 26.55%
    Animal 25.09%

     

    Flavor
    Bitter 93.55%
    Bland 24.55%
    Sweet-like 20.8%
    Cedarleaf 20.22%
    Parsley 20.04%
    Eugenol 18.75%
    Very strong 18.54%
    Indole 18.54%
    Lovage 18.36%
    Cereal 18.34%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.6

    pKa est.
    7.32 (neutral)

    Molecular weight
    327.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    739°C

    Melting point expt.

    • 200 - 203 °C

    Flash point

    • 215.3 ˚C est.

  • Synonyms

    • (R)-Norisocorydine
    • (6aR)-1,2,10-trimethoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-11-ol
    • CHEBI:175179
    • DTXSID301144656
    • (6aR)-5,6,6a,7-Tetrahydro-1,2,10-trimethoxy-4H-dibenzo[de,g]quinolin-11-ol
    • 194923-28-9
    • 194923-28-9

  • Applications

    Applications of (R)-Norisocorydine (CAS 194923-28-9) include its use as a chiral building block and synthetic intermediate in pharmaceutical synthesis and medicinal chemistry, enabling access to isoquinoline alkaloid derivatives. It is employed in chemical research as an intermediate for the preparation of more complex alkaloids and as a substrate in asymmetric synthesis. In analytical and preparative settings, it may serve as a reference material or intermediate standard for method development and characterization. In academic R&D, it is often explored as a starting point for route scouting and structure-activity investigations within the isoquinoline alkaloid scaffold.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 5.46
    methanol 6.71
    isopropanol 3.24
    water 0.18
    ethyl acetate 10.65
    n-propanol 4.57
    acetone 8.2
    n-butanol 4.64
    acetonitrile 3.52
    DMF 32.83
    toluene 1.57
    isobutanol 3.58
    1,4-dioxane 10.94
    methyl acetate 8.34
    THF 16.67
    2-butanone 7.03
    n-pentanol 4.43
    sec-butanol 2.21
    n-hexane 0.18
    ethylene glycol 7.35
    NMP 46.24
    cyclohexane 0.46
    DMSO 35.29
    n-butyl acetate 11.28
    n-octanol 3.59
    chloroform 23.62
    n-propyl acetate 9.96
    acetic acid 33.19
    dichloromethane 25.58
    cyclohexanone 21.93
    propylene glycol 2.45
    isopropyl acetate 8.24
    DMAc 39.98
    2-ethoxyethanol 18.08
    isopentanol 5.11
    n-heptane 0.38
    ethyl formate 13.19
    1,2-dichloroethane 16.86
    n-hexanol 6.09
    2-methoxyethanol 25.24
    isobutyl acetate 7.55
    tetrachloromethane 5.18
    n-pentyl acetate 12.02
    transcutol 31.08
    n-heptanol 6.16
    ethylbenzene 1.76
    MIBK 6.66
    2-propoxyethanol 24.94
    tert-butanol 3.98
    MTBE 2.11
    2-butoxyethanol 19.9
    propionic acid 11.87
    o-xylene 2.25
    formic acid 24.97
    diethyl ether 3.46
    m-xylene 2.04
    p-xylene 2.41
    chlorobenzene 6.08
    dimethyl carbonate 16.7
    n-octane 0.29
    formamide 35.89
    cyclopentanone 24.01
    2-pentanone 7.7
    anisole 4.58
    cyclopentyl methyl ether 7.25
    gamma-butyrolactone 39.27
    1-methoxy-2-propanol 15.5
    pyridine 12.54
    3-pentanone 6.32
    furfural 47.59
    n-dodecane 0.31
    diethylene glycol 33.31
    diisopropyl ether 1.62
    tert-amyl alcohol 3.05
    acetylacetone 14.98
    n-hexadecane 0.36
    acetophenone 11.81
    methyl propionate 11.7
    isopentyl acetate 11.49
    trichloroethylene 36.11
    n-nonanol 4.31
    cyclohexanol 5.71
    benzyl alcohol 9.25
    2-ethylhexanol 5.0
    isooctanol 5.45
    dipropyl ether 4.37
    1,2-dichlorobenzene 10.01
    ethyl lactate 11.25
    propylene carbonate 26.54
    n-methylformamide 20.46
    2-pentanol 2.57
    n-pentane 0.22
    1-propoxy-2-propanol 13.14
    1-methoxy-2-propyl acetate 18.57
    2-(2-methoxypropoxy) propanol 15.21
    mesitylene 1.8
    ε-caprolactone 25.62
    p-cymene 3.64
    epichlorohydrin 33.44
    1,1,1-trichloroethane 9.34
    2-aminoethanol 7.26
    morpholine-4-carbaldehyde 48.25
    sulfolane 56.51
    2,2,4-trimethylpentane 0.25
    2-methyltetrahydrofuran 7.14
    n-hexyl acetate 9.98
    isooctane 0.19
    2-(2-butoxyethoxy)ethanol 19.27
    sec-butyl acetate 6.66
    tert-butyl acetate 8.26
    decalin 0.49
    glycerin 14.03
    diglyme 35.81
    acrylic acid 19.72
    isopropyl myristate 4.75
    n-butyric acid 16.32
    acetyl acetate 13.92
    di(2-ethylhexyl) phthalate 8.8
    ethyl propionate 8.44
    nitromethane 42.24
    1,2-diethoxyethane 9.61
    benzonitrile 10.09
    trioctyl phosphate 6.69
    1-bromopropane 4.2
    gamma-valerolactone 48.42
    n-decanol 3.28
    triethyl phosphate 9.88
    4-methyl-2-pentanol 2.66
    propionitrile 4.79
    vinylene carbonate 32.52
    1,1,2-trichlorotrifluoroethane 60.06
    DMS 16.01
    cumene 2.08
    2-octanol 3.14
    2-hexanone 7.06
    octyl acetate 6.34
    limonene 4.39
    1,2-dimethoxyethane 20.02
    ethyl orthosilicate 8.73
    tributyl phosphate 7.44
    diacetone alcohol 13.0
    N,N-dimethylaniline 5.59
    acrylonitrile 9.34
    aniline 5.69
    1,3-propanediol 11.65
    bromobenzene 5.08
    dibromomethane 12.17
    1,1,2,2-tetrachloroethane 28.49
    2-methyl-cyclohexyl acetate 11.8
    tetrabutyl urea 9.76
    diisobutyl methanol 3.35
    2-phenylethanol 12.01
    styrene 1.96
    dioctyl adipate 9.08
    dimethyl sulfate 32.32
    ethyl butyrate 9.73
    methyl lactate 17.06
    butyl lactate 12.77
    diethyl carbonate 9.52
    propanediol butyl ether 10.92
    triethyl orthoformate 9.44
    p-tert-butyltoluene 3.31
    methyl 4-tert-butylbenzoate 16.57
    morpholine 14.02
    tert-butylamine 1.9
    n-dodecanol 2.53
    dimethoxymethane 24.08
    ethylene carbonate 25.6
    cyrene 27.13
    2-ethoxyethyl acetate 20.57
    2-ethylhexyl acetate 9.81
    1,2,4-trichlorobenzene 13.03
    4-methylpyridine 9.06
    dibutyl ether 3.38
    2,6-dimethyl-4-heptanol 3.35
    DEF 17.18
    dimethyl isosorbide 29.55
    tetrachloroethylene 27.66
    eugenol 17.96
    triacetin 16.81
    span 80 12.68
    1,4-butanediol 6.04
    1,1-dichloroethane 6.7
    2-methyl-1-pentanol 4.76
    methyl formate 20.68
    2-methyl-1-butanol 4.05
    n-decane 0.46
    butyronitrile 4.77
    3,7-dimethyl-1-octanol 3.98
    1-chlorooctane 2.22
    1-chlorotetradecane 1.09
    n-nonane 0.34
    undecane 0.36
    tert-butylcyclohexane 0.36
    cyclooctane 0.26
    cyclopentanol 5.94
    tetrahydropyran 6.12
    tert-amyl methyl ether 2.43
    2,5,8-trioxanonane 27.08
    1-hexene 0.79
    2-isopropoxyethanol 12.14
    2,2,2-trifluoroethanol 27.18
    methyl butyrate 11.17

    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