2-(6-Amino-1h-indol-3-yl)acetonitrile

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  • Identifiers

    CAS number
    629662-49-3

    Molecular formula
    C10H9N3

    SMILES
    C1=CC2=C(C=C1N)NC=C2CC#N

  • Odor profile

    Fragrance
    Animal 32.3%
    Floral 31.75%
    Meaty 29.23%
    Grape 28.41%
    Fruity 27.76%
    Burnt 27.15%
    Odorless 27.08%
    Roasted 23.98%
    Cooked 23.4%
    Bitter 22.78%

     

    Flavor
    Bitter 77.47%
    Odorless 31.68%
    Mild 21.08%
    Nitrile 20.53%
    Very strong 20.16%
    Indole 19.49%
    Scallion 18.5%
    Rotten 18.34%
    Bread crust 18.23%
    Taco 18.2%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.0

    pKa est.
    5.18 (weak acid)

    Molecular weight
    171.2 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    561°C

    Flash point

    • 231.3 ˚C est.

  • Synonyms

    • 629662-49-3
    • 2-(6-amino-1h-indol-3-yl)acetonitrile
    • 6-Amino-1H-indole-3-acetonitrile
    • (6-amino-1H-indol-3-yl)acetonitrile
    • (6-amino-1H-indol-3-yl)-acetonitrile
    • SCHEMBL273402
    • ZSDQQJHSRVEGTJ-UHFFFAOYSA-N
    • (6-Amino-indol-3-yl)-acetonitrile
    • AKOS015898445
    • DB-290042
    • A1-10842

  • Applications

    2-(6-Amino-1h-indol-3-yl)acetonitrile (CAS 629662-49-3) is primarily used as a versatile synthetic intermediate in medicinal chemistry, serving as a building block for indol-based drug candidates and for diversification of heterocycles via functionalization of the nitrile and aminoindol moieties. It is also employed as a general organic-synthesis building block to access substituted indole frameworks, enabling routes to aryl amines and amide/urea linkages. The compound may be evaluated as a precursor in agrochemical research for indole-derived leads, and as a functionalized starting material in materials-related applications such as dyes, coatings, or organic electronics where the nitrile group supports coupling and electronic interactions. Its use is typically context- and regulation-dependent, and it is handled as a chemical intermediate within appropriate formulation and safety constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 4.55
    methanol 12.86
    isopropanol 2.88
    water 3.18
    ethyl acetate 13.04
    n-propanol 3.88
    acetone 28.37
    n-butanol 3.06
    acetonitrile 10.78
    DMF 122.9
    toluene 0.47
    isobutanol 3.22
    1,4-dioxane 14.13
    methyl acetate 18.05
    THF 55.76
    2-butanone 15.62
    n-pentanol 4.51
    sec-butanol 2.31
    n-hexane 0.04
    ethylene glycol 17.79
    NMP 96.92
    cyclohexane 0.04
    DMSO 92.08
    n-butyl acetate 8.34
    n-octanol 2.99
    chloroform 1.75
    n-propyl acetate 10.65
    acetic acid 44.71
    dichloromethane 2.26
    cyclohexanone 17.31
    propylene glycol 14.29
    isopropyl acetate 6.35
    DMAc 124.36
    2-ethoxyethanol 34.72
    isopentanol 3.88
    n-heptane 0.19
    ethyl formate 15.62
    1,2-dichloroethane 1.74
    n-hexanol 6.3
    2-methoxyethanol 54.68
    isobutyl acetate 8.34
    tetrachloromethane 0.61
    n-pentyl acetate 6.53
    transcutol 41.61
    n-heptanol 5.28
    ethylbenzene 0.43
    MIBK 6.86
    2-propoxyethanol 36.06
    tert-butanol 4.46
    MTBE 1.57
    2-butoxyethanol 21.1
    propionic acid 18.36
    o-xylene 0.51
    formic acid 62.2
    diethyl ether 1.31
    m-xylene 0.66
    p-xylene 0.98
    chlorobenzene 1.69
    dimethyl carbonate 24.02
    n-octane 0.12
    formamide 75.63
    cyclopentanone 54.37
    2-pentanone 10.39
    anisole 4.81
    cyclopentyl methyl ether 6.76
    gamma-butyrolactone 88.78
    1-methoxy-2-propanol 34.97
    pyridine 8.11
    3-pentanone 6.37
    furfural 62.84
    n-dodecane 0.14
    diethylene glycol 55.08
    diisopropyl ether 0.66
    tert-amyl alcohol 3.25
    acetylacetone 30.37
    n-hexadecane 0.16
    acetophenone 10.62
    methyl propionate 18.41
    isopentyl acetate 8.4
    trichloroethylene 5.5
    n-nonanol 3.42
    cyclohexanol 2.11
    benzyl alcohol 7.94
    2-ethylhexanol 3.91
    isooctanol 4.6
    dipropyl ether 3.4
    1,2-dichlorobenzene 2.44
    ethyl lactate 15.99
    propylene carbonate 35.98
    n-methylformamide 57.06
    2-pentanol 1.62
    n-pentane 0.03
    1-propoxy-2-propanol 19.93
    1-methoxy-2-propyl acetate 17.96
    2-(2-methoxypropoxy) propanol 22.71
    mesitylene 0.53
    ε-caprolactone 21.16
    p-cymene 1.09
    epichlorohydrin 37.91
    1,1,1-trichloroethane 1.84
    2-aminoethanol 18.98
    morpholine-4-carbaldehyde 71.02
    sulfolane 85.2
    2,2,4-trimethylpentane 0.05
    2-methyltetrahydrofuran 12.96
    n-hexyl acetate 6.68
    isooctane 0.06
    2-(2-butoxyethoxy)ethanol 27.06
    sec-butyl acetate 5.78
    tert-butyl acetate 7.16
    decalin 0.08
    glycerin 46.28
    diglyme 45.44
    acrylic acid 26.82
    isopropyl myristate 3.54
    n-butyric acid 17.13
    acetyl acetate 12.97
    di(2-ethylhexyl) phthalate 8.04
    ethyl propionate 9.2
    nitromethane 130.66
    1,2-diethoxyethane 8.97
    benzonitrile 7.0
    trioctyl phosphate 5.88
    1-bromopropane 0.48
    gamma-valerolactone 78.78
    n-decanol 2.84
    triethyl phosphate 7.02
    4-methyl-2-pentanol 2.05
    propionitrile 5.78
    vinylene carbonate 28.65
    1,1,2-trichlorotrifluoroethane 46.62
    DMS 13.88
    cumene 0.61
    2-octanol 2.67
    2-hexanone 9.61
    octyl acetate 5.41
    limonene 1.27
    1,2-dimethoxyethane 36.52
    ethyl orthosilicate 5.41
    tributyl phosphate 5.84
    diacetone alcohol 19.36
    N,N-dimethylaniline 4.02
    acrylonitrile 13.21
    aniline 2.52
    1,3-propanediol 17.73
    bromobenzene 1.14
    dibromomethane 0.83
    1,1,2,2-tetrachloroethane 4.05
    2-methyl-cyclohexyl acetate 8.97
    tetrabutyl urea 9.69
    diisobutyl methanol 2.25
    2-phenylethanol 9.06
    styrene 0.54
    dioctyl adipate 7.7
    dimethyl sulfate 51.0
    ethyl butyrate 8.04
    methyl lactate 29.3
    butyl lactate 11.74
    diethyl carbonate 7.4
    propanediol butyl ether 18.14
    triethyl orthoformate 7.07
    p-tert-butyltoluene 0.99
    methyl 4-tert-butylbenzoate 13.9
    morpholine 18.0
    tert-butylamine 1.16
    n-dodecanol 2.25
    dimethoxymethane 39.56
    ethylene carbonate 21.54
    cyrene 36.71
    2-ethoxyethyl acetate 15.11
    2-ethylhexyl acetate 6.03
    1,2,4-trichlorobenzene 3.85
    4-methylpyridine 6.09
    dibutyl ether 2.07
    2,6-dimethyl-4-heptanol 2.25
    DEF 15.61
    dimethyl isosorbide 35.21
    tetrachloroethylene 3.02
    eugenol 19.48
    triacetin 17.26
    span 80 16.4
    1,4-butanediol 14.94
    1,1-dichloroethane 1.25
    2-methyl-1-pentanol 4.72
    methyl formate 56.5
    2-methyl-1-butanol 2.99
    n-decane 0.18
    butyronitrile 4.87
    3,7-dimethyl-1-octanol 3.13
    1-chlorooctane 0.78
    1-chlorotetradecane 0.52
    n-nonane 0.14
    undecane 0.16
    tert-butylcyclohexane 0.1
    cyclooctane 0.03
    cyclopentanol 6.87
    tetrahydropyran 3.96
    tert-amyl methyl ether 1.68
    2,5,8-trioxanonane 38.79
    1-hexene 0.26
    2-isopropoxyethanol 22.28
    2,2,2-trifluoroethanol 34.13
    methyl butyrate 13.51

    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