2,3,4,9-Tetrahydro-1-methyl-1H-pyrido(3,4-b)indol-7-ol

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  • Identifiers

    CAS number
    17952-75-9

    Molecular formula
    C12H14N2O

    SMILES
    CC1C2=C(CCN1)C3=C(N2)C=C(C=C3)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 58.18%
    Burnt 31.16%
    Meaty 29.7%
    Roasted 26.99%
    Animal 26.47%
    Savory 24.66%
    Phenolic 23.72%
    Cooked 22.79%
    Nutty 22.37%
    Smoky 19.95%

     

    Flavor
    Bitter 90.48%
    Odorless 23.92%
    Very strong 20.9%
    Sweet-like 20.67%
    Indole 20.55%
    Cereal 20.31%
    Alkaline 19.81%
    Cedarleaf 19.68%
    Nitrile 19.0%
    Rotten 18.93%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.5

    pKa est.
    9.29 (weak base)

    Molecular weight
    202.25 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    432°C

    Melting point expt.

    • 254 - 255 °C

    Flash point

    • 216.82 ˚C est.

  • Synonyms

    • Tetrahydroharmol
    • DHR7GV467K
    • 17952-75-9
    • 1-Methyl-1H,2H,3H,4H,9H-pyrido(3,4-b)indol-7-ol
    • 2,3,4,9-Tetrahydro-1-methyl-1H-pyrido(3,4-b)indol-7-ol
    • 1-methyl-1H,2H,3H,4H,9H-pyrido[3,4-b]indol-7-ol
    • RefChem:1059198
    • Harmalol, dihydro-
    • Tetrahydroharmol hydrochloride
    • UNII-DHR7GV467K
    • 1-methyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-7-ol
    • 1H-Pyrido(3,4-b)indol-7-ol, 2,3,4,9-tetrahydro-1-methyl-
    • Tetrahydroharmalol hydrochloride
    • 1,2-Dihydroharmaline
    • CHEMBL14122
    • SCHEMBL8321957
    • AZTMWIPCEFFOJD-UHFFFAOYSA-N
    • CHEBI:191646
    • DTXSID101027096
    • NCI60_013482
    • 1,2,3,4-Tetrahydro-7-hydroxy-1-methyl-b-carboline
    • Q15427887
    • 1-Methyl-2,3,4,9-tetrahydro-1H-beta-carbolin-7-ol #
    • 1-Methyl-2,3,4,9-tetrahydro-1H-beta-carbolin-7-ol hydrochloride
    • 2,3,4,9-Tetrahydro-1-methyl-1H-pyrido[3,4-b]indol-7-ol, 8CI
    • 17952-75-9

  • Applications

    The compound 2,3,4,9-Tetrahydro-1-methyl-1H-pyrido(3,4-b)indol-7-ol (CAS 17952-75-9) finds use as a pharmaceutical intermediate and drug-scaffold in medicinal chemistry, enabling the synthesis of drug-like molecules; it also serves as a versatile building block in organic synthesis for expanding into more complex ring systems and active compounds; it may serve as a precursor in specialized manufacturing routes, including potential dye-related materials and coating substrates; it is used as a research reagent and screening scaffold in industrial and academic R&D; and it can act as an analytical reference material to support method development for this class of heterocyclic compounds.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 6.68
    methanol 14.15
    isopropanol 4.07
    water 0.5
    ethyl acetate 6.54
    n-propanol 6.19
    acetone 9.06
    n-butanol 6.31
    acetonitrile 1.67
    DMF 12.37
    toluene 0.92
    isobutanol 6.21
    1,4-dioxane 6.0
    methyl acetate 5.87
    THF 31.57
    2-butanone 11.45
    n-pentanol 6.79
    sec-butanol 4.61
    n-hexane 0.14
    ethylene glycol 9.76
    NMP 61.14
    cyclohexane 0.11
    DMSO 53.7
    n-butyl acetate 18.31
    n-octanol 3.68
    chloroform 3.96
    n-propyl acetate 10.61
    acetic acid 23.25
    dichloromethane 3.97
    cyclohexanone 21.02
    propylene glycol 8.82
    isopropyl acetate 6.77
    DMAc 47.04
    2-ethoxyethanol 33.25
    isopentanol 10.38
    n-heptane 0.26
    ethyl formate 7.67
    1,2-dichloroethane 3.7
    n-hexanol 11.59
    2-methoxyethanol 39.17
    isobutyl acetate 10.43
    tetrachloromethane 2.29
    n-pentyl acetate 13.76
    transcutol 88.97
    n-heptanol 8.15
    ethylbenzene 1.01
    MIBK 9.85
    2-propoxyethanol 46.82
    tert-butanol 7.55
    MTBE 3.48
    2-butoxyethanol 31.31
    propionic acid 13.88
    o-xylene 1.49
    formic acid 33.23
    diethyl ether 1.6
    m-xylene 1.68
    p-xylene 1.84
    chlorobenzene 2.5
    dimethyl carbonate 7.71
    n-octane 0.14
    formamide 36.41
    cyclopentanone 40.31
    2-pentanone 9.33
    anisole 4.49
    cyclopentyl methyl ether 9.09
    gamma-butyrolactone 52.34
    1-methoxy-2-propanol 25.82
    pyridine 6.03
    3-pentanone 6.82
    furfural 49.46
    n-dodecane 0.14
    diethylene glycol 58.0
    diisopropyl ether 1.53
    tert-amyl alcohol 8.49
    acetylacetone 17.52
    n-hexadecane 0.16
    acetophenone 11.29
    methyl propionate 8.37
    isopentyl acetate 21.27
    trichloroethylene 10.44
    n-nonanol 4.11
    cyclohexanol 5.5
    benzyl alcohol 9.49
    2-ethylhexanol 8.05
    isooctanol 7.85
    dipropyl ether 3.41
    1,2-dichlorobenzene 4.45
    ethyl lactate 14.5
    propylene carbonate 28.39
    n-methylformamide 15.03
    2-pentanol 3.86
    n-pentane 0.1
    1-propoxy-2-propanol 28.03
    1-methoxy-2-propyl acetate 27.57
    2-(2-methoxypropoxy) propanol 30.06
    mesitylene 1.45
    ε-caprolactone 25.52
    p-cymene 2.97
    epichlorohydrin 36.6
    1,1,1-trichloroethane 4.3
    2-aminoethanol 14.8
    morpholine-4-carbaldehyde 45.58
    sulfolane 85.19
    2,2,4-trimethylpentane 0.24
    2-methyltetrahydrofuran 15.55
    n-hexyl acetate 11.98
    isooctane 0.23
    2-(2-butoxyethoxy)ethanol 36.72
    sec-butyl acetate 7.75
    tert-butyl acetate 11.03
    decalin 0.28
    glycerin 29.02
    diglyme 56.56
    acrylic acid 16.0
    isopropyl myristate 4.65
    n-butyric acid 18.86
    acetyl acetate 7.07
    di(2-ethylhexyl) phthalate 11.21
    ethyl propionate 7.52
    nitromethane 28.54
    1,2-diethoxyethane 11.36
    benzonitrile 6.57
    trioctyl phosphate 8.21
    1-bromopropane 1.17
    gamma-valerolactone 57.16
    n-decanol 3.3
    triethyl phosphate 10.72
    4-methyl-2-pentanol 5.09
    propionitrile 2.34
    vinylene carbonate 19.96
    1,1,2-trichlorotrifluoroethane 52.93
    DMS 15.23
    cumene 1.69
    2-octanol 4.42
    2-hexanone 10.27
    octyl acetate 7.02
    limonene 3.33
    1,2-dimethoxyethane 22.46
    ethyl orthosilicate 9.48
    tributyl phosphate 9.45
    diacetone alcohol 23.03
    N,N-dimethylaniline 4.73
    acrylonitrile 4.13
    aniline 3.98
    1,3-propanediol 21.73
    bromobenzene 1.91
    dibromomethane 1.89
    1,1,2,2-tetrachloroethane 10.19
    2-methyl-cyclohexyl acetate 13.56
    tetrabutyl urea 11.75
    diisobutyl methanol 4.47
    2-phenylethanol 15.7
    styrene 0.84
    dioctyl adipate 8.72
    dimethyl sulfate 26.03
    ethyl butyrate 11.05
    methyl lactate 17.89
    butyl lactate 22.36
    diethyl carbonate 9.56
    propanediol butyl ether 25.83
    triethyl orthoformate 10.73
    p-tert-butyltoluene 2.9
    methyl 4-tert-butylbenzoate 18.03
    morpholine 9.16
    tert-butylamine 2.55
    n-dodecanol 2.46
    dimethoxymethane 10.89
    ethylene carbonate 16.09
    cyrene 33.58
    2-ethoxyethyl acetate 24.7
    2-ethylhexyl acetate 15.74
    1,2,4-trichlorobenzene 6.8
    4-methylpyridine 5.85
    dibutyl ether 2.33
    2,6-dimethyl-4-heptanol 4.47
    DEF 9.41
    dimethyl isosorbide 44.79
    tetrachloroethylene 10.34
    eugenol 24.11
    triacetin 18.4
    span 80 20.39
    1,4-butanediol 12.3
    1,1-dichloroethane 2.08
    2-methyl-1-pentanol 10.28
    methyl formate 12.72
    2-methyl-1-butanol 8.93
    n-decane 0.2
    butyronitrile 3.02
    3,7-dimethyl-1-octanol 5.66
    1-chlorooctane 1.18
    1-chlorotetradecane 0.57
    n-nonane 0.15
    undecane 0.16
    tert-butylcyclohexane 0.33
    cyclooctane 0.09
    cyclopentanol 10.14
    tetrahydropyran 4.06
    tert-amyl methyl ether 4.07
    2,5,8-trioxanonane 39.2
    1-hexene 0.56
    2-isopropoxyethanol 22.88
    2,2,2-trifluoroethanol 19.25
    methyl butyrate 10.97

    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