(+)-Glaucine

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  • Identifiers

    CAS number
    475-81-0

    Molecular formula
    C21H25NO4

    SMILES
    CN1CCC2=CC(=C(C3=C2[C@@H]1CC4=CC(=C(C=C43)OC)OC)OC)OC

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Vanilla 37.94%
    Phenolic 37.17%
    Spicy 35.05%
    Sweet 31.97%
    Powdery 31.33%
    Musk 29.09%
    Smoky 28.26%
    Woody 27.44%
    Balsamic 26.68%
    Animal 26.66%

     

    Flavor
    Bitter 93.12%
    Bland 25.6%
    Parsley 20.63%
    Cedarleaf 20.4%
    Sweet-like 20.24%
    Eugenol 18.73%
    Lovage 18.36%
    Ripe apricot 18.33%
    Very strong 18.28%
    Indole 18.21%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.4

    pKa est.
    6.79 (neutral)

    Molecular weight
    355.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    675°C

    Flash point

    • 202.75 ˚C est.

  • Synonyms

    • Glaucine
    • 475-81-0
    • Bromcholitin
    • (+)-Glaucine
    • (6aS)-1,2,9,10-tetramethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline
    • NU19306XA7
    • NSC-34396
    • (6aS)-1,2,9,10-tetramethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo(de,g)quinoline
    • RefChem:408057
    • 5,6,6a,7-Tetrahydro-1,2,9,10-tetramethoxy-6-methyl-4H-dibenzo(de,g)quinoline
    • Boldine dimethyl ether
    • d-Glaucine
    • Glauvent
    • S-(+)-Glaucine
    • Glaucine fumarate
    • 1,2,9,10-Tetramethoxy-6a-alpha-aporphine
    • NSC34396
    • 1,2,9,10-tetramethoxyaporphine
    • CHEMBL228082
    • NSC 34396
    • (S)-1,2,9,10-tetramethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline
    • Glaucine, d
    • EINECS 207-501-5
    • UNII-NU19306XA7
    • (S)-5,6,6a,7-Tetrahydro-1,2,9,10-tetramethoxy-6-methyl-4H-dibenzo(de,g)quinoline
    • 4H-Dibenzo(de,g)quinoline, 5,6,6a,7-tetrahydro-1,2,9,10-tetramethoxy-6-methyl-, (S)-
    • Tusidil (TN)
    • Boldine dimethylether
    • Glaucine (Standard)
    • GLAUCINE [MI]
    • GLAUCINE,(D)
    • GLAUCINE [MART.]
    • O,O-Dimethylisoboldine; S-(+)-Glaucine; NSC 34396
    • 6aalpha-Aporphine, 1,2,9,10-tetramethoxy-
    • GLAUCINE [WHO-DD]
    • (S)-5,6,6a7-Tetrahydro-1,2,9,10-tetramethoxy-6-methyl-4H-dibenzo(de,g)quinoline
    • Glaucine; S-(+)-Glaucine
    • SCHEMBL146441
    • 6a-alpha-APORPHINE, 1,2,9,10-TETRAMETHOXY-
    • CHEBI:5373
    • orb1301260
    • DTXSID8031100
    • SCHEMBL29735463
    • SCHEMBL30213021
    • HY-N3945R
    • GLXC-07969
    • HY-N3945
    • BDBM50197829
    • MSK159501
    • AKOS000276780
    • EBC-616585
    • FG65865
    • MD-0233
    • DA-73744
    • Glaucined-Glaucine; Bromcholitin; Glauvent
    • 6a.alpha.-Aporphine,2,9,10-tetramethoxy-
    • (s)-(+)-1,2,9,10-tetramethoxyaporphine
    • CS-0024496
    • C09446
    • D08014
    • E87122
    • Q2398298
    • (6aS,11aM)-1,2,9,10-tetramethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline
    • 4H-Dibenzo[de, 5,6,6a,7-tetrahydro-1,2,9,10-tetramethoxy-6-methyl-, (S)-
    • (6AS)-5,6,6A,7-TETRAHYDRO-1,2,9,10-TETRAMETHOXY-6-METHYL-4H-DIBENZO(DE,G)QUINOLINE
    • (9S)-4,5,15,16-tetramethoxy-10-methyl-10-azatetracyclo[7.7.1.0^{2,7}.0^{13,17}]heptadeca-1(16),2,4,6,13(17),14-hexaene
    • 08V
    • 475-81-0

  • Applications

    (+)-Glaucine, CAS 475-81-0, is an aporphine alkaloid primarily encountered as a synthetic intermediate in pharmaceutical and natural product synthesis, typically used as a structural scaffold or starting material for medicinal chemistry and complex organic synthesis. In analytical chemistry, it may serve as a reference standard or analytical reagent for laboratory methods. As a specialized chemical, it is typically handled in research settings and laboratories, and may be explored as a potential chiral building block in asymmetric synthesis. Use in other domains is governed by local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 10.42
    methanol 10.12
    isopropanol 6.36
    water 0.47
    ethyl acetate 29.59
    n-propanol 9.54
    acetone 17.7
    n-butanol 9.62
    acetonitrile 12.53
    DMF 40.04
    toluene 3.73
    isobutanol 8.61
    1,4-dioxane 23.19
    methyl acetate 24.41
    THF 19.9
    2-butanone 17.99
    n-pentanol 10.66
    sec-butanol 5.91
    n-hexane 0.84
    ethylene glycol 9.5
    NMP 49.96
    cyclohexane 1.76
    DMSO 45.3
    n-butyl acetate 28.86
    n-octanol 6.13
    chloroform 111.1
    n-propyl acetate 27.09
    acetic acid 54.89
    dichloromethane 106.76
    cyclohexanone 36.96
    propylene glycol 3.52
    isopropyl acetate 20.51
    DMAc 59.09
    2-ethoxyethanol 35.92
    isopentanol 11.3
    n-heptane 1.14
    ethyl formate 35.09
    1,2-dichloroethane 61.76
    n-hexanol 13.21
    2-methoxyethanol 37.86
    isobutyl acetate 19.3
    tetrachloromethane 29.94
    n-pentyl acetate 25.01
    transcutol 54.81
    n-heptanol 10.94
    ethylbenzene 4.46
    MIBK 15.84
    2-propoxyethanol 41.42
    tert-butanol 7.85
    MTBE 6.15
    2-butoxyethanol 34.64
    propionic acid 23.95
    o-xylene 5.94
    formic acid 32.96
    diethyl ether 9.81
    m-xylene 4.6
    p-xylene 6.86
    chlorobenzene 16.97
    dimethyl carbonate 30.85
    n-octane 0.82
    formamide 41.77
    cyclopentanone 33.19
    2-pentanone 17.27
    anisole 10.6
    cyclopentyl methyl ether 11.92
    gamma-butyrolactone 59.79
    1-methoxy-2-propanol 21.93
    pyridine 20.58
    3-pentanone 16.69
    furfural 75.36
    n-dodecane 0.74
    diethylene glycol 51.4
    diisopropyl ether 4.78
    tert-amyl alcohol 7.82
    acetylacetone 32.31
    n-hexadecane 0.85
    acetophenone 24.66
    methyl propionate 26.81
    isopentyl acetate 27.77
    trichloroethylene 113.24
    n-nonanol 7.38
    cyclohexanol 11.94
    benzyl alcohol 18.63
    2-ethylhexanol 11.69
    isooctanol 10.77
    dipropyl ether 8.99
    1,2-dichlorobenzene 30.53
    ethyl lactate 23.55
    propylene carbonate 50.04
    n-methylformamide 30.65
    2-pentanol 5.95
    n-pentane 0.9
    1-propoxy-2-propanol 23.13
    1-methoxy-2-propyl acetate 36.68
    2-(2-methoxypropoxy) propanol 27.04
    mesitylene 4.24
    ε-caprolactone 45.56
    p-cymene 8.58
    epichlorohydrin 63.65
    1,1,1-trichloroethane 48.19
    2-aminoethanol 9.82
    morpholine-4-carbaldehyde 64.9
    sulfolane 68.8
    2,2,4-trimethylpentane 0.95
    2-methyltetrahydrofuran 13.51
    n-hexyl acetate 19.14
    isooctane 0.65
    2-(2-butoxyethoxy)ethanol 31.95
    sec-butyl acetate 17.62
    tert-butyl acetate 19.63
    decalin 1.76
    glycerin 14.6
    diglyme 62.71
    acrylic acid 33.12
    isopropyl myristate 9.32
    n-butyric acid 33.51
    acetyl acetate 38.84
    di(2-ethylhexyl) phthalate 17.17
    ethyl propionate 23.51
    nitromethane 78.72
    1,2-diethoxyethane 21.05
    benzonitrile 21.89
    trioctyl phosphate 12.19
    1-bromopropane 16.22
    gamma-valerolactone 65.63
    n-decanol 5.94
    triethyl phosphate 24.56
    4-methyl-2-pentanol 6.21
    propionitrile 13.74
    vinylene carbonate 61.92
    1,1,2-trichlorotrifluoroethane 104.48
    DMS 33.36
    cumene 5.83
    2-octanol 5.8
    2-hexanone 17.59
    octyl acetate 12.38
    limonene 9.49
    1,2-dimethoxyethane 39.55
    ethyl orthosilicate 21.46
    tributyl phosphate 15.14
    diacetone alcohol 24.99
    N,N-dimethylaniline 11.44
    acrylonitrile 21.82
    aniline 10.69
    1,3-propanediol 17.03
    bromobenzene 15.87
    dibromomethane 56.83
    1,1,2,2-tetrachloroethane 88.69
    2-methyl-cyclohexyl acetate 26.78
    tetrabutyl urea 18.63
    diisobutyl methanol 7.51
    2-phenylethanol 23.91
    styrene 4.8
    dioctyl adipate 18.64
    dimethyl sulfate 54.19
    ethyl butyrate 25.15
    methyl lactate 25.26
    butyl lactate 24.08
    diethyl carbonate 25.61
    propanediol butyl ether 16.88
    triethyl orthoformate 23.02
    p-tert-butyltoluene 7.03
    methyl 4-tert-butylbenzoate 30.3
    morpholine 25.6
    tert-butylamine 4.35
    n-dodecanol 4.68
    dimethoxymethane 34.78
    ethylene carbonate 52.42
    cyrene 42.33
    2-ethoxyethyl acetate 43.36
    2-ethylhexyl acetate 24.78
    1,2,4-trichlorobenzene 34.93
    4-methylpyridine 16.73
    dibutyl ether 6.67
    2,6-dimethyl-4-heptanol 7.51
    DEF 34.06
    dimethyl isosorbide 51.37
    tetrachloroethylene 82.89
    eugenol 32.84
    triacetin 32.98
    span 80 20.02
    1,4-butanediol 10.76
    1,1-dichloroethane 30.14
    2-methyl-1-pentanol 12.32
    methyl formate 36.58
    2-methyl-1-butanol 10.05
    n-decane 1.09
    butyronitrile 13.46
    3,7-dimethyl-1-octanol 7.56
    1-chlorooctane 4.75
    1-chlorotetradecane 2.68
    n-nonane 0.87
    undecane 0.86
    tert-butylcyclohexane 1.31
    cyclooctane 0.8
    cyclopentanol 10.68
    tetrahydropyran 12.83
    tert-amyl methyl ether 6.85
    2,5,8-trioxanonane 47.57
    1-hexene 2.96
    2-isopropoxyethanol 26.92
    2,2,2-trifluoroethanol 55.28
    methyl butyrate 30.07

    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