6,7-Isoquinolinediol, 1,2,3,4-tetrahydro-1-methyl-, hydrobromide (1:1), (1S)-

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  • Identifiers

    CAS number
    38221-21-5

    Molecular formula
    C10H14BrNO2

    SMILES
    C[C@H]1C2=CC(=C(C=C2CCN1)O)O.Br

    Safety labels

  • Odor profile

    Fragrance
    Odorless 62.1%
    Phenolic 41.37%
    Burnt 34.55%
    Smoky 31.21%
    Savory 24.29%
    Meaty 22.74%
    Vanilla 21.68%
    Animal 21.45%
    Spicy 20.74%
    Medicinal 17.16%

     

    Flavor
    Bitter 72.7%
    Fruity 31.38%
    Sweet 29.4%
    Odorless 24.07%
    Mild 23.07%
    Sweet-like 22.53%
    Alkaline 20.78%
    Orange flower 20.19%
    Very strong 19.99%
    Naphthalic 19.92%

     

    Odor impact est.
    Low

  • Properties

    pKa est.
    9.85 (weak base)

    Molecular weight
    260.13 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    369°C

    Flash point

    • 169.68 ˚C est.

  • Synonyms

    • Salsolinol hydrobromide
    • 38221-21-5
    • DTXSID60191600
    • RefChem:913693
    • DTXCID60114091
    • 6,7-Isoquinolinediol, 1,2,3,4-tetrahydro-1-methyl-, hydrobromide (1:1), (1S)-
    • (1S)-1-methyl-1,2,3,4-tetrahydroisoquinoline-6,7-diol;hydrobromide
    • (S)-1-Methyl-1,2,3,4-tetrahydroisoquinoline-6,7-diol hydrobromide
    • 6,7-DIHYDROXY-1-METHYL-1,2,3,4-TETRAHYDROISOQUINOLINE HYDROBROMIDE
    • Prestwick_563
    • Norsalsolin hydrobromide
    • L-Salsolinol hydrobromide
    • 6,7-Isoquinolinediol, 1,2,3,4-tetrahydro-1-methyl-, hydrobromide, (S)-
    • MLS002153918
    • CHEMBL553751
    • HMS1569N18
    • BB_NC-03334
    • CCG-208333
    • FS65847
    • SMR001233265
    • NS00076350
    • (S)-1,2,3,4-Tetrahydro-1-methyl-6,7-Isoquinolinediol hydrobromide
    • (1S)-1-Methyl-1,2,3,4-tetrahydroisoquinoline-6,7-diol--hydrogen bromide (1/1)
    • (1S)-6,7-Isoquinolinediol-1,2,3,4-tetrahydro-1-methyl hydrobromide; (S)-(-)-Salsolinol hydrobromide
    • 38221-21-5

  • Applications

    Applications for 6,7-Isoquinolinediol, 1,2,3,4-tetrahydro-1-methyl-, hydrobromide (1:1), (1S)- (CAS 38221-21-5) include its use as a chiral building block in pharmaceutical and agrochemical synthesis, where the N-methyl isoquinoline diol scaffold serves as an intermediate for the construction of optically active amines and heterocycles. It is used as a ligand precursor in asymmetric catalysis and coordination chemistry, enabling enantioselective transformations. The diol functionality provides a handle for further derivatization, allowing conversion to protected derivatives, cross-coupling partners, or other functionalized scaffolds. In medicinal chemistry research, it is evaluated as an intermediate in small-molecule library generation, supporting structure-activity exploration. The hydrobromide salt form improves solubility in organic and aqueous media, facilitating use in multi-step synthesis, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 3.56
    methanol 8.38
    isopropanol 3.26
    water 1.02
    ethyl acetate 5.94
    n-propanol 3.02
    acetone 9.61
    n-butanol 3.2
    acetonitrile 5.12
    DMF 35.61
    toluene 1.31
    isobutanol 2.88
    1,4-dioxane 17.58
    methyl acetate 5.15
    THF 31.81
    2-butanone 4.95
    n-pentanol 2.81
    sec-butanol 1.9
    n-hexane 0.05
    ethylene glycol 8.02
    NMP 39.74
    cyclohexane 0.15
    DMSO 96.23
    n-butyl acetate 7.73
    n-octanol 5.53
    chloroform 3.03
    n-propyl acetate 4.53
    acetic acid 15.07
    dichloromethane 6.33
    cyclohexanone 16.19
    propylene glycol 4.01
    isopropyl acetate 4.85
    DMAc 36.43
    2-ethoxyethanol 16.96
    isopentanol 4.84
    n-heptane 0.46
    ethyl formate 9.08
    1,2-dichloroethane 5.68
    n-hexanol 7.83
    2-methoxyethanol 33.08
    isobutyl acetate 3.38
    tetrachloromethane 1.53
    n-pentyl acetate 6.95
    transcutol 34.32
    n-heptanol 7.65
    ethylbenzene 1.23
    MIBK 5.51
    2-propoxyethanol 28.82
    tert-butanol 8.16
    MTBE 2.47
    2-butoxyethanol 18.28
    propionic acid 5.83
    o-xylene 2.54
    formic acid 20.64
    diethyl ether 1.38
    m-xylene 2.78
    p-xylene 1.86
    chlorobenzene 3.03
    dimethyl carbonate 6.19
    n-octane 0.32
    formamide 27.13
    cyclopentanone 29.88
    2-pentanone 5.95
    anisole 3.87
    cyclopentyl methyl ether 7.37
    gamma-butyrolactone 42.75
    1-methoxy-2-propanol 20.12
    pyridine 6.71
    3-pentanone 3.67
    furfural 37.17
    n-dodecane 0.39
    diethylene glycol 37.6
    diisopropyl ether 1.15
    tert-amyl alcohol 4.61
    acetylacetone 15.13
    n-hexadecane 0.44
    acetophenone 7.56
    methyl propionate 6.45
    isopentyl acetate 8.01
    trichloroethylene 11.85
    n-nonanol 5.94
    cyclohexanol 3.98
    benzyl alcohol 6.38
    2-ethylhexanol 5.94
    isooctanol 6.68
    dipropyl ether 3.81
    1,2-dichlorobenzene 5.14
    ethyl lactate 6.81
    propylene carbonate 16.53
    n-methylformamide 18.64
    2-pentanol 1.95
    n-pentane 0.07
    1-propoxy-2-propanol 18.12
    1-methoxy-2-propyl acetate 14.28
    2-(2-methoxypropoxy) propanol 16.78
    mesitylene 2.38
    ε-caprolactone 14.92
    p-cymene 3.78
    epichlorohydrin 34.39
    1,1,1-trichloroethane 4.0
    2-aminoethanol 7.96
    morpholine-4-carbaldehyde 42.18
    sulfolane 66.67
    2,2,4-trimethylpentane 0.17
    2-methyltetrahydrofuran 10.0
    n-hexyl acetate 8.17
    isooctane 0.2
    2-(2-butoxyethoxy)ethanol 21.97
    sec-butyl acetate 3.01
    tert-butyl acetate 7.28
    decalin 0.28
    glycerin 18.64
    diglyme 36.65
    acrylic acid 7.34
    isopropyl myristate 4.33
    n-butyric acid 9.72
    acetyl acetate 6.73
    di(2-ethylhexyl) phthalate 7.46
    ethyl propionate 4.2
    nitromethane 36.12
    1,2-diethoxyethane 9.53
    benzonitrile 7.22
    trioctyl phosphate 6.27
    1-bromopropane 1.02
    gamma-valerolactone 45.88
    n-decanol 4.9
    triethyl phosphate 6.11
    4-methyl-2-pentanol 2.74
    propionitrile 3.2
    vinylene carbonate 15.59
    1,1,2-trichlorotrifluoroethane 28.14
    DMS 8.0
    cumene 1.67
    2-octanol 4.32
    2-hexanone 4.13
    octyl acetate 5.9
    limonene 4.21
    1,2-dimethoxyethane 22.34
    ethyl orthosilicate 5.93
    tributyl phosphate 5.8
    diacetone alcohol 16.26
    N,N-dimethylaniline 4.56
    acrylonitrile 7.84
    aniline 3.62
    1,3-propanediol 14.39
    bromobenzene 2.69
    dibromomethane 2.33
    1,1,2,2-tetrachloroethane 9.21
    2-methyl-cyclohexyl acetate 7.94
    tetrabutyl urea 9.71
    diisobutyl methanol 4.6
    2-phenylethanol 10.98
    styrene 0.96
    dioctyl adipate 6.89
    dimethyl sulfate 18.66
    ethyl butyrate 6.27
    methyl lactate 10.41
    butyl lactate 9.02
    diethyl carbonate 5.06
    propanediol butyl ether 13.41
    triethyl orthoformate 6.2
    p-tert-butyltoluene 3.69
    methyl 4-tert-butylbenzoate 14.67
    morpholine 15.74
    tert-butylamine 2.58
    n-dodecanol 3.86
    dimethoxymethane 19.16
    ethylene carbonate 12.47
    cyrene 22.33
    2-ethoxyethyl acetate 11.97
    2-ethylhexyl acetate 5.91
    1,2,4-trichlorobenzene 7.01
    4-methylpyridine 6.36
    dibutyl ether 3.05
    2,6-dimethyl-4-heptanol 4.6
    DEF 10.77
    dimethyl isosorbide 31.57
    tetrachloroethylene 7.76
    eugenol 15.12
    triacetin 11.09
    span 80 13.92
    1,4-butanediol 6.43
    1,1-dichloroethane 2.22
    2-methyl-1-pentanol 3.65
    methyl formate 18.82
    2-methyl-1-butanol 3.06
    n-decane 0.5
    butyronitrile 3.79
    3,7-dimethyl-1-octanol 5.68
    1-chlorooctane 2.23
    1-chlorotetradecane 1.24
    n-nonane 0.38
    undecane 0.44
    tert-butylcyclohexane 0.29
    cyclooctane 0.18
    cyclopentanol 6.56
    tetrahydropyran 4.62
    tert-amyl methyl ether 2.44
    2,5,8-trioxanonane 30.24
    1-hexene 0.23
    2-isopropoxyethanol 11.25
    2,2,2-trifluoroethanol 11.9
    methyl butyrate 5.77

    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