(1R)-1,2,3,4-Tetrahydro-1-((4-hydroxyphenyl)methyl)-7-methoxy-2-methyl-8-isoquinolinol

Overview IFRA Request a quote

  • Identifiers

    CAS number
    64091-05-0

    Molecular formula
    C18H21NO3

    SMILES
    CN1CCC2=C([C@H]1CC3=CC=C(C=C3)O)C(=C(C=C2)OC)O

    Safety labels

  • Odor profile

    Fragrance
    Phenolic 48.3%
    Sweet 39.48%
    Odorless 38.04%
    Spicy 37.45%
    Vanilla 36.98%
    Smoky 35.19%
    Animal 29.98%
    Burnt 26.34%
    Balsamic 23.78%
    Savory 22.07%

     

    Flavor
    Bitter 82.95%
    Fruity 27.55%
    Odorless 21.68%
    Sweet 21.45%
    Sweet-like 21.26%
    Mild 20.89%
    Cedarleaf 20.5%
    Orange blossom 20.05%
    Orange flower 20.04%
    Very strong 19.85%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.0

    pKa est.
    9.62 (weak base)

    Molecular weight
    299.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    547°C

    Flash point

    • 201.73 ˚C est.

  • Synonyms

    • 64091-05-0
    • (1R)-1,2,3,4-Tetrahydro-1-[(4-hydroxyphenyl)methyl]-7-methoxy-2-methyl-8-isoquinolinol
    • (1R)-1,2,3,4-Tetrahydro-1-((4-hydroxyphenyl)methyl)-7-methoxy-2-methyl-8-isoquinolinol
    • RefChem:204882
    • DTXSID201126221
    • (1R)-1-[(4-hydroxyphenyl)methyl]-7-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-8-ol
    • 64091-05-0

  • Applications

    (1R)-1,2,3,4-Tetrahydro-1-((4-hydroxyphenyl)methyl)-7-methoxy-2-methyl-8-isoquinolinol (CAS 64091-05-0) is used as a chiral building block and synthetic intermediate in pharmaceutical and medicinal chemistry workflows, particularly for isoquinoline-based scaffolds. It serves as a scaffold for SAR studies and library generation in drug discovery, and its enantioenriched (1R) configuration supports use in asymmetric synthesis as a starting material for enantioselective transformations to access chiral isoquinolinol derivatives. The compound may also be employed as an intermediate in the synthesis of dyes, fluorescent probes, or other functional materials, where its phenolic and methoxy functionalities offer handles for further derivatization. Regulatory and formulation limits apply in any practical use.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 29.43
    methanol 67.82
    isopropanol 26.48
    water 0.12
    ethyl acetate 44.18
    n-propanol 40.18
    acetone 31.46
    n-butanol 40.37
    acetonitrile 18.13
    DMF 42.07
    toluene 10.87
    isobutanol 21.82
    1,4-dioxane 111.53
    methyl acetate 36.76
    THF 116.23
    2-butanone 39.17
    n-pentanol 20.94
    sec-butanol 16.19
    n-hexane 0.1
    ethylene glycol 17.46
    NMP 9.5
    cyclohexane 0.67
    DMSO 174.89
    n-butyl acetate 15.81
    n-octanol 7.09
    chloroform 71.03
    n-propyl acetate 19.52
    acetic acid 63.18
    dichloromethane 56.92
    cyclohexanone 47.48
    propylene glycol 20.59
    isopropyl acetate 22.4
    DMAc 72.87
    2-ethoxyethanol 109.25
    isopentanol 28.48
    n-heptane 0.47
    ethyl formate 32.57
    1,2-dichloroethane 43.53
    n-hexanol 17.55
    2-methoxyethanol 211.75
    isobutyl acetate 13.14
    tetrachloromethane 6.16
    n-pentyl acetate 13.06
    transcutol 186.91
    n-heptanol 11.24
    ethylbenzene 4.14
    MIBK 20.55
    2-propoxyethanol 84.39
    tert-butanol 34.73
    MTBE 11.49
    2-butoxyethanol 41.2
    propionic acid 27.39
    o-xylene 7.07
    formic acid 44.78
    diethyl ether 15.21
    m-xylene 8.39
    p-xylene 5.28
    chlorobenzene 14.59
    dimethyl carbonate 22.45
    n-octane 0.33
    formamide 92.12
    cyclopentanone 43.59
    2-pentanone 31.43
    anisole 15.47
    cyclopentyl methyl ether 23.78
    gamma-butyrolactone 49.54
    1-methoxy-2-propanol 100.22
    pyridine 48.87
    3-pentanone 21.83
    furfural 68.23
    n-dodecane 0.38
    diethylene glycol 99.09
    diisopropyl ether 3.64
    tert-amyl alcohol 19.64
    acetylacetone 44.64
    n-hexadecane 0.44
    acetophenone 20.37
    methyl propionate 33.17
    isopentyl acetate 17.55
    trichloroethylene 94.65
    n-nonanol 8.53
    cyclohexanol 20.56
    benzyl alcohol 26.15
    2-ethylhexanol 8.7
    isooctanol 10.3
    dipropyl ether 8.26
    1,2-dichlorobenzene 15.62
    ethyl lactate 17.59
    propylene carbonate 23.75
    n-methylformamide 43.27
    2-pentanol 14.42
    n-pentane 0.19
    1-propoxy-2-propanol 38.77
    1-methoxy-2-propyl acetate 35.86
    2-(2-methoxypropoxy) propanol 34.48
    mesitylene 4.59
    ε-caprolactone 34.34
    p-cymene 4.84
    epichlorohydrin 111.28
    1,1,1-trichloroethane 25.24
    2-aminoethanol 36.92
    morpholine-4-carbaldehyde 63.86
    sulfolane 56.56
    2,2,4-trimethylpentane 0.32
    2-methyltetrahydrofuran 25.47
    n-hexyl acetate 13.7
    isooctane 0.32
    2-(2-butoxyethoxy)ethanol 53.2
    sec-butyl acetate 12.79
    tert-butyl acetate 23.52
    decalin 0.52
    glycerin 56.13
    diglyme 114.59
    acrylic acid 27.33
    isopropyl myristate 6.88
    n-butyric acid 51.35
    acetyl acetate 27.39
    di(2-ethylhexyl) phthalate 10.79
    ethyl propionate 16.86
    nitromethane 115.61
    1,2-diethoxyethane 38.72
    benzonitrile 21.18
    trioctyl phosphate 7.05
    1-bromopropane 9.22
    gamma-valerolactone 96.89
    n-decanol 6.55
    triethyl phosphate 11.71
    4-methyl-2-pentanol 10.19
    propionitrile 21.7
    vinylene carbonate 32.33
    1,1,2-trichlorotrifluoroethane 89.88
    DMS 20.02
    cumene 3.37
    2-octanol 5.95
    2-hexanone 16.27
    octyl acetate 8.64
    limonene 5.28
    1,2-dimethoxyethane 112.76
    ethyl orthosilicate 11.75
    tributyl phosphate 8.5
    diacetone alcohol 39.31
    N,N-dimethylaniline 10.05
    acrylonitrile 33.89
    aniline 24.36
    1,3-propanediol 95.01
    bromobenzene 12.86
    dibromomethane 24.17
    1,1,2,2-tetrachloroethane 71.93
    2-methyl-cyclohexyl acetate 15.24
    tetrabutyl urea 11.78
    diisobutyl methanol 6.77
    2-phenylethanol 24.15
    styrene 4.81
    dioctyl adipate 12.91
    dimethyl sulfate 32.09
    ethyl butyrate 13.62
    methyl lactate 28.05
    butyl lactate 15.12
    diethyl carbonate 12.96
    propanediol butyl ether 27.68
    triethyl orthoformate 14.7
    p-tert-butyltoluene 4.69
    methyl 4-tert-butylbenzoate 22.67
    morpholine 113.94
    tert-butylamine 8.91
    n-dodecanol 4.88
    dimethoxymethane 92.17
    ethylene carbonate 29.35
    cyrene 31.59
    2-ethoxyethyl acetate 34.77
    2-ethylhexyl acetate 11.79
    1,2,4-trichlorobenzene 20.09
    4-methylpyridine 29.53
    dibutyl ether 7.34
    2,6-dimethyl-4-heptanol 6.77
    DEF 25.27
    dimethyl isosorbide 54.22
    tetrachloroethylene 43.23
    eugenol 26.46
    triacetin 24.75
    span 80 21.63
    1,4-butanediol 27.13
    1,1-dichloroethane 22.82
    2-methyl-1-pentanol 17.27
    methyl formate 37.88
    2-methyl-1-butanol 21.24
    n-decane 0.58
    butyronitrile 17.61
    3,7-dimethyl-1-octanol 8.71
    1-chlorooctane 2.96
    1-chlorotetradecane 1.5
    n-nonane 0.41
    undecane 0.46
    tert-butylcyclohexane 0.45
    cyclooctane 0.33
    cyclopentanol 15.28
    tetrahydropyran 48.42
    tert-amyl methyl ether 8.61
    2,5,8-trioxanonane 79.12
    1-hexene 0.75
    2-isopropoxyethanol 52.58
    2,2,2-trifluoroethanol 27.23
    methyl butyrate 21.11

    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