Tetrahydro-beta-carboline

Overview IFRA Request a quote

  • Identifiers

    CAS number
    16502-01-5

    Molecular formula
    C11H12N2

    SMILES
    C1CNCC2=C1C3=CC=CC=C3N2

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Animal 47.98%
    Cheesy 34.81%
    Burnt 31.27%
    Odorless 29.46%
    Fishy 27.61%
    Musty 24.5%
    Roasted 24.37%
    Meaty 23.14%
    Cooked 22.9%
    Ripe 22.73%

     

    Flavor
    Bitter 83.7%
    Animal 31.44%
    Very strong 22.25%
    Indole 21.91%
    Alkaline 21.54%
    Cereal 21.49%
    Moth ball 20.14%
    Shrimp 19.7%
    Naphthelene 19.54%
    Rotten 19.13%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    1.5

    pKa est.
    7.09 (neutral)

    Molecular weight
    172.23 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    373°C

    Flash point

    • 180.52 ˚C est.

    Solubility expt.

    • >25.8 [ug/mL] (The mean of the results at pH 7.4)

  • Synonyms

    • 16502-01-5
    • Tryptoline
    • 2,3,4,9-tetrahydro-1H-Pyrido[3,4-b]indole
    • Tetrahydronorharmane
    • Tetrahydro-beta-carboline
    • Triptoline
    • DTXSID10167835
    • 65027TMI0H
    • 9H-1,2,3,4-Tetrahydropyrido(3,4-b)indole
    • 2,3,4,9-Tetrahydro-1H-pyrido(3,4-b)indole
    • RefChem:900687
    • DTXCID6090326
    • THbetaC
    • Noreleagnine
    • 1,2,3,4-Tetrahydro-9H-pyrido[3,4-b]indole
    • 1,2,3,4-Tetrahydro-beta-carboline
    • MFCD00004954
    • Tetrahydronorharman
    • 1H-Pyrido[3,4-b]indole, 2,3,4,9-tetrahydro-
    • THBC
    • 1H,2H,3H,4H,9H-Pyrido[3,4-B]Indole
    • 2,3,4,9-tetrahydro-1H-beta-carboline
    • Tetrahydro-|A-carboline
    • MLS000069483
    • CHEMBL269236
    • SMR000059115
    • 1,2,3,4-tetrahydro-9H-pyrido(3,4-B)indole
    • 2,3,4,9-tetrahydro-1~{H}-pyrido[3,4-b]indole
    • 1,2,3,4-Tetrahydro-b-carboline
    • 1,2,3,4-tetrahydrobeta-carboline
    • UNII-65027TMI0H
    • Tetrahydro-b
    • WYH
    • Tetrahydro-?-carboline
    • Spectrum_000575
    • Opera_ID_234
    • SpecPlus_000545
    • tetrahydro beta-carboline
    • Spectrum2_001379
    • Spectrum3_001413
    • Spectrum4_001858
    • Spectrum5_000396
    • Oprea1_032098
    • BSPBio_003086
    • KBioGR_002297
    • KBioSS_001055
    • MLS001076332
    • MLS001424178
    • BIDD:GT0403
    • DivK1c_006641
    • SCHEMBL103312
    • SCHEMBL103313
    • SCHEMBL171755
    • SCHEMBL219333
    • SCHEMBL223499
    • SCHEMBL615402
    • SPBio_001338
    • 1,2,3,4-tetrahydronorharmane
    • orb3031602
    • SCHEMBL1201574
    • SCHEMBL1201575
    • SCHEMBL2072294
    • SCHEMBL2072296
    • SCHEMBL9117024
    • SCHEMBL14745437
    • SCHEMBL29350043
    • CHEBI:92568
    • KBio1_001585
    • KBio2_001055
    • KBio2_003623
    • KBio2_006191
    • KBio3_002306
    • HMS2052A05
    • HMS2235E21
    • HMS3370D07
    • HMS3394A05
    • 1,2,3,4-Tetrahydro-?-carboline
    • TETRAHYDRO-.BETA.-CARBOLINE
    • ALBB-007680
    • BB_NC-01489
    • CS-B1035
    • Tetrahydro-|A-carboline (Standard)
    • BDBM50130262
    • CCG-38855
    • EBC-47289
    • HY-20696R
    • SBB048967
    • STK501720
    • AKOS004119465
    • FT52309
    • NC00329
    • 2,3,4,9-Tetrahydro-1H-beta-carbolin
    • NCGC00018148-01
    • NCGC00018148-02
    • NCGC00018148-03
    • NCGC00018148-04
    • NCGC00018148-07
    • NCGC00023426-03
    • AC-17176
    • DS-16389
    • HY-20696
    • SY007926
    • 1,2,3,4-tetrahydropyrido[3,4-b]indole
    • 2,3,4,9-Tetrahydro-1H-I(2)-carboline
    • DB-043608
    • NS00015334
    • ST50947377
    • EN300-114870
    • 1,2,3,4-Tetrahydro-9H-pyrido [3,4-b]indole
    • 1,2,3,4-tetrahydro-9H-pyrido-[3,4-b]indole
    • 1,2,3,4Tetrahydro-9H-pyrido [3,4-b] indole
    • 1,2,3,4-Tetrahydro-9H-pyrido [3,4-b] indole
    • 2,3,4,9-TETRAHYDRO-1H-.BETA.-CARBOLINE
    • 502T015
    • 9H-Pyrido(3,4-b)indole, 2,3,4,9-tetrahydro-
    • F216506
    • SR-01000000048
    • 1, 2, 3, 4-tetrahydro-9H-pyrido[3, 4-b]indole
    • Q7848801
    • SR-01000000048-4
    • 1,2,3,4-Tetrahydro-9H-pyrido[3,4-b]indole, 98%
    • F2113-0962
    • 1 pound not2 pound not3 pound not4-Tetrahydro-|A-carboline
    • InChI=1/C11H12N2/c1-2-4-10-8(3-1)9-5-6-12-7-11(9)13-10/h1-4,12-13H,5-7H
    • 16502-01-5

  • Applications

    Tetrahydro-beta-carboline, CAS 16502-01-5, is primarily used as an intermediate and building block in the synthesis of beta-carboline derivatives and related heterocyclic compounds for medicinal chemistry research; it often serves as a starting point or scaffold for the preparation of drug-like molecules in industrial chemical manufacturing. In pharmaceutical R&D, it is commonly evaluated as a scaffold for new pharmacophores and can participate in library synthesis for exploring structure-activity relationships. In laboratory settings, it is employed as a reagent for structural modification reactions and as a basis for developing novel medicinal compounds. Additionally, it may be considered for materials-related applications as a precursor to specialty dyes or color-forming compounds, with use constrained by local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 23.06
    methanol 33.65
    isopropanol 15.15
    water 0.59
    ethyl acetate 27.5
    n-propanol 22.66
    acetone 57.58
    n-butanol 21.63
    acetonitrile 16.75
    DMF 169.32
    toluene 8.61
    isobutanol 18.88
    1,4-dioxane 58.91
    methyl acetate 29.01
    THF 93.2
    2-butanone 37.01
    n-pentanol 23.46
    sec-butanol 12.66
    n-hexane 1.04
    ethylene glycol 20.22
    NMP 113.15
    cyclohexane 1.69
    DMSO 171.57
    n-butyl acetate 30.77
    n-octanol 19.18
    chloroform 66.13
    n-propyl acetate 28.95
    acetic acid 41.5
    dichloromethane 79.35
    cyclohexanone 65.36
    propylene glycol 13.74
    isopropyl acetate 19.35
    DMAc 103.93
    2-ethoxyethanol 47.93
    isopentanol 20.23
    n-heptane 3.04
    ethyl formate 41.33
    1,2-dichloroethane 45.41
    n-hexanol 30.63
    2-methoxyethanol 60.67
    isobutyl acetate 26.18
    tetrachloromethane 11.14
    n-pentyl acetate 28.47
    transcutol 76.19
    n-heptanol 23.15
    ethylbenzene 7.42
    MIBK 24.07
    2-propoxyethanol 61.0
    tert-butanol 17.15
    MTBE 10.39
    2-butoxyethanol 40.62
    propionic acid 28.34
    o-xylene 8.92
    formic acid 25.91
    diethyl ether 13.31
    m-xylene 10.07
    p-xylene 11.63
    chlorobenzene 23.76
    dimethyl carbonate 28.44
    n-octane 2.41
    formamide 35.83
    cyclopentanone 99.03
    2-pentanone 32.47
    anisole 19.83
    cyclopentyl methyl ether 31.92
    gamma-butyrolactone 114.76
    1-methoxy-2-propanol 41.27
    pyridine 46.23
    3-pentanone 25.97
    furfural 100.49
    n-dodecane 2.44
    diethylene glycol 61.76
    diisopropyl ether 6.28
    tert-amyl alcohol 13.07
    acetylacetone 47.51
    n-hexadecane 2.73
    acetophenone 29.78
    methyl propionate 32.66
    isopentyl acetate 30.21
    trichloroethylene 80.96
    n-nonanol 19.1
    cyclohexanol 18.69
    benzyl alcohol 28.2
    2-ethylhexanol 21.53
    isooctanol 19.57
    dipropyl ether 18.03
    1,2-dichlorobenzene 26.46
    ethyl lactate 25.08
    propylene carbonate 60.31
    n-methylformamide 63.62
    2-pentanol 11.9
    n-pentane 1.15
    1-propoxy-2-propanol 38.0
    1-methoxy-2-propyl acetate 38.2
    2-(2-methoxypropoxy) propanol 35.04
    mesitylene 7.88
    ε-caprolactone 52.1
    p-cymene 11.52
    epichlorohydrin 91.89
    1,1,1-trichloroethane 25.97
    2-aminoethanol 22.61
    morpholine-4-carbaldehyde 98.93
    sulfolane 128.52
    2,2,4-trimethylpentane 1.24
    2-methyltetrahydrofuran 40.86
    n-hexyl acetate 30.45
    isooctane 1.39
    2-(2-butoxyethoxy)ethanol 45.2
    sec-butyl acetate 17.67
    tert-butyl acetate 19.28
    decalin 2.26
    glycerin 30.33
    diglyme 77.19
    acrylic acid 33.18
    isopropyl myristate 15.25
    n-butyric acid 38.7
    acetyl acetate 24.17
    di(2-ethylhexyl) phthalate 21.07
    ethyl propionate 23.8
    nitromethane 76.99
    1,2-diethoxyethane 32.69
    benzonitrile 28.94
    trioctyl phosphate 18.32
    1-bromopropane 16.92
    gamma-valerolactone 108.86
    n-decanol 15.84
    triethyl phosphate 18.47
    4-methyl-2-pentanol 11.45
    propionitrile 19.31
    vinylene carbonate 60.15
    1,1,2-trichlorotrifluoroethane 65.67
    DMS 29.42
    cumene 8.8
    2-octanol 14.88
    2-hexanone 28.89
    octyl acetate 20.42
    limonene 13.57
    1,2-dimethoxyethane 68.38
    ethyl orthosilicate 17.2
    tributyl phosphate 18.49
    diacetone alcohol 29.84
    N,N-dimethylaniline 19.23
    acrylonitrile 30.09
    aniline 19.42
    1,3-propanediol 28.73
    bromobenzene 21.42
    dibromomethane 39.69
    1,1,2,2-tetrachloroethane 59.23
    2-methyl-cyclohexyl acetate 25.21
    tetrabutyl urea 27.02
    diisobutyl methanol 13.03
    2-phenylethanol 32.92
    styrene 8.46
    dioctyl adipate 22.1
    dimethyl sulfate 51.46
    ethyl butyrate 26.15
    methyl lactate 29.02
    butyl lactate 28.3
    diethyl carbonate 19.7
    propanediol butyl ether 30.54
    triethyl orthoformate 21.01
    p-tert-butyltoluene 10.33
    methyl 4-tert-butylbenzoate 31.53
    morpholine 49.61
    tert-butylamine 9.16
    n-dodecanol 13.29
    dimethoxymethane 75.54
    ethylene carbonate 47.9
    cyrene 47.59
    2-ethoxyethyl acetate 38.38
    2-ethylhexyl acetate 24.88
    1,2,4-trichlorobenzene 30.83
    4-methylpyridine 34.85
    dibutyl ether 15.88
    2,6-dimethyl-4-heptanol 13.03
    DEF 43.66
    dimethyl isosorbide 55.48
    tetrachloroethylene 47.09
    eugenol 37.29
    triacetin 32.79
    span 80 31.18
    1,4-butanediol 22.65
    1,1-dichloroethane 27.91
    2-methyl-1-pentanol 21.79
    methyl formate 62.56
    2-methyl-1-butanol 17.98
    n-decane 3.39
    butyronitrile 22.07
    3,7-dimethyl-1-octanol 16.18
    1-chlorooctane 11.71
    1-chlorotetradecane 6.34
    n-nonane 2.96
    undecane 2.8
    tert-butylcyclohexane 2.3
    cyclooctane 1.21
    cyclopentanol 26.95
    tetrahydropyran 31.96
    tert-amyl methyl ether 10.35
    2,5,8-trioxanonane 58.91
    1-hexene 4.63
    2-isopropoxyethanol 35.95
    2,2,2-trifluoroethanol 24.85
    methyl butyrate 34.35

    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