L-Tryptophanamide

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  • Identifiers

    CAS number
    20696-57-5

    Molecular formula
    C11H13N3O

    SMILES
    C1=CC=C2C(=C1)C(=CN2)C[C@@H](C(=O)N)N

    Safety labels

  • Odor profile

    Fragrance
    Odorless 63.72%
    Savory 34.09%
    Meaty 27.51%
    Cooked 25.75%
    Fishy 22.1%
    Bitter 21.48%
    Cooling 20.93%
    Animal 20.88%
    Cheesy 20.46%
    Burnt 20.02%

     

    Flavor
    Bitter 73.24%
    Odorless 47.89%
    Mild 26.26%
    Bland 25.31%
    Nitrile 20.87%
    Sweet-like 20.32%
    Very strong 19.35%
    Indole 19.22%
    Scallion 19.1%
    Yeast 18.92%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.6

    pKa est.
    4.97 (weak acid)

    Molecular weight
    203.24 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    499°C

    Flash point

    • 239.66 ˚C est.

  • Synonyms

    • L-Tryptophanamide
    • Tryptophanamide
    • 20696-57-5
    • S-Tryptophanamide
    • Tryptophanamide, L-
    • L-tryptophan amide
    • (2S)-2-amino-3-(1H-indol-3-yl)propanamide
    • 0K2B9SB26H
    • CHEBI:16533
    • DTXSID801316507
    • 1H-Indole-3-propanamide, alpha-amino-, (S)-
    • (2S)-2-azanyl-3-(1H-indol-3-yl)propanamide
    • RefChem:900690
    • DTXCID001746352
    • 243-977-0
    • alpha-Amino-1H-indole-3-propanamide
    • (S)-2-Amino-3-(1H-indol-3-yl)propanamide
    • (S)-alpha-Amino-1H-indole-3-propionamide
    • CHEMBL227123
    • 1H-Indole-3-propanamide, .alpha.-amino-, (.alpha.S)-
    • LTN
    • UNII-0K2B9SB26H
    • trytophan amide
    • tryptophan amide
    • tryptophan imine
    • EINECS 243-977-0
    • Trp-NH2
    • H-Trp-NH2
    • 1H-Indole-3-propanamide, .alpha.-amino-, (S)-
    • SCHEMBL358778
    • orb1701503
    • SCHEMBL5496743
    • SCHEMBL29382126
    • BDBM50518653
    • MFCD11111547
    • AKOS010390584
    • DB04537
    • DB-344940
    • CS-0059645
    • NS00068198
    • (2S)-2-amino-3-(1H-indol-3-yl)propionamide
    • C00977
    • Q27095301
    • 20696-57-5

  • Applications

    L-Tryptophanamide (CAS 20696-57-5) is typically used as a building block in pharmaceutical and peptide chemistry, serving as a C-terminal amide amino acid derivative for the synthesis of peptide drugs and peptidomimetics. In laboratory research, it acts as a substrate or building unit for peptide library generation and method development. It is also evaluated as a precursor for indole-containing compounds in fragrance and cosmetic research, and may serve as an intermediate in the synthesis of specialty chemicals in industrial manufacturing. Use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.86
    methanol 9.66
    isopropanol 0.45
    water 30.56
    ethyl acetate 0.49
    n-propanol 0.75
    acetone 0.81
    n-butanol 0.54
    acetonitrile 0.42
    DMF 27.23
    toluene 0.06
    isobutanol 0.52
    1,4-dioxane 0.68
    methyl acetate 0.6
    THF 3.49
    2-butanone 0.92
    n-pentanol 0.66
    sec-butanol 0.5
    n-hexane 0.03
    ethylene glycol 18.13
    NMP 37.48
    cyclohexane 0.02
    DMSO 14.32
    n-butyl acetate 0.56
    n-octanol 0.06
    chloroform 0.11
    n-propyl acetate 0.58
    acetic acid 18.62
    dichloromethane 0.15
    cyclohexanone 1.38
    propylene glycol 9.09
    isopropyl acetate 0.4
    DMAc 39.58
    2-ethoxyethanol 13.57
    isopentanol 0.62
    n-heptane 0.04
    ethyl formate 1.48
    1,2-dichloroethane 0.14
    n-hexanol 0.67
    2-methoxyethanol 24.24
    isobutyl acetate 0.39
    tetrachloromethane 0.09
    n-pentyl acetate 0.3
    transcutol 9.19
    n-heptanol 0.37
    ethylbenzene 0.08
    MIBK 0.56
    2-propoxyethanol 8.33
    tert-butanol 0.61
    MTBE 0.21
    2-butoxyethanol 3.94
    propionic acid 3.12
    o-xylene 0.1
    formic acid 148.44
    diethyl ether 0.19
    m-xylene 0.08
    p-xylene 0.16
    chlorobenzene 0.08
    dimethyl carbonate 1.62
    n-octane 0.02
    formamide 104.78
    cyclopentanone 4.67
    2-pentanone 0.66
    anisole 0.38
    cyclopentyl methyl ether 0.71
    gamma-butyrolactone 8.71
    1-methoxy-2-propanol 8.11
    pyridine 1.01
    3-pentanone 0.58
    furfural 13.9
    n-dodecane 0.01
    diethylene glycol 27.97
    diisopropyl ether 0.1
    tert-amyl alcohol 0.78
    acetylacetone 1.6
    n-hexadecane 0.01
    acetophenone 1.03
    methyl propionate 1.06
    isopentyl acetate 0.72
    trichloroethylene 0.33
    n-nonanol 0.09
    cyclohexanol 0.41
    benzyl alcohol 1.12
    2-ethylhexanol 0.4
    isooctanol 0.37
    dipropyl ether 0.38
    1,2-dichlorobenzene 0.13
    ethyl lactate 2.82
    propylene carbonate 4.08
    n-methylformamide 15.35
    2-pentanol 0.32
    n-pentane 0.02
    1-propoxy-2-propanol 3.24
    1-methoxy-2-propyl acetate 2.01
    2-(2-methoxypropoxy) propanol 4.44
    mesitylene 0.07
    ε-caprolactone 2.1
    p-cymene 0.11
    epichlorohydrin 2.82
    1,1,1-trichloroethane 0.09
    2-aminoethanol 14.11
    morpholine-4-carbaldehyde 18.84
    sulfolane 17.15
    2,2,4-trimethylpentane 0.02
    2-methyltetrahydrofuran 1.04
    n-hexyl acetate 0.18
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 4.58
    sec-butyl acetate 0.43
    tert-butyl acetate 0.61
    decalin 0.02
    glycerin 57.01
    diglyme 8.01
    acrylic acid 7.39
    isopropyl myristate 0.12
    n-butyric acid 3.03
    acetyl acetate 0.53
    di(2-ethylhexyl) phthalate 0.69
    ethyl propionate 0.64
    nitromethane 15.25
    1,2-diethoxyethane 0.56
    benzonitrile 0.45
    trioctyl phosphate 0.31
    1-bromopropane 0.06
    gamma-valerolactone 11.8
    n-decanol 0.08
    triethyl phosphate 1.01
    4-methyl-2-pentanol 0.35
    propionitrile 0.29
    vinylene carbonate 2.68
    1,1,2-trichlorotrifluoroethane 13.78
    DMS 0.9
    cumene 0.09
    2-octanol 0.13
    2-hexanone 0.67
    octyl acetate 0.16
    limonene 0.13
    1,2-dimethoxyethane 6.99
    ethyl orthosilicate 0.93
    tributyl phosphate 0.42
    diacetone alcohol 3.15
    N,N-dimethylaniline 0.48
    acrylonitrile 0.79
    aniline 0.37
    1,3-propanediol 9.47
    bromobenzene 0.05
    dibromomethane 0.07
    1,1,2,2-tetrachloroethane 0.3
    2-methyl-cyclohexyl acetate 0.88
    tetrabutyl urea 0.71
    diisobutyl methanol 0.26
    2-phenylethanol 1.04
    styrene 0.08
    dioctyl adipate 0.32
    dimethyl sulfate 5.06
    ethyl butyrate 0.68
    methyl lactate 6.66
    butyl lactate 1.64
    diethyl carbonate 0.63
    propanediol butyl ether 3.24
    triethyl orthoformate 0.93
    p-tert-butyltoluene 0.1
    methyl 4-tert-butylbenzoate 1.65
    morpholine 1.5
    tert-butylamine 0.19
    n-dodecanol 0.07
    dimethoxymethane 4.27
    ethylene carbonate 1.58
    cyrene 11.95
    2-ethoxyethyl acetate 1.01
    2-ethylhexyl acetate 0.52
    1,2,4-trichlorobenzene 0.22
    4-methylpyridine 0.56
    dibutyl ether 0.1
    2,6-dimethyl-4-heptanol 0.26
    DEF 2.52
    dimethyl isosorbide 7.73
    tetrachloroethylene 0.42
    eugenol 3.85
    triacetin 1.31
    span 80 2.6
    1,4-butanediol 5.91
    1,1-dichloroethane 0.06
    2-methyl-1-pentanol 0.82
    methyl formate 8.48
    2-methyl-1-butanol 0.66
    n-decane 0.01
    butyronitrile 0.34
    3,7-dimethyl-1-octanol 0.12
    1-chlorooctane 0.02
    1-chlorotetradecane 0.02
    n-nonane 0.01
    undecane 0.01
    tert-butylcyclohexane 0.02
    cyclooctane 0.01
    cyclopentanol 1.11
    tetrahydropyran 0.29
    tert-amyl methyl ether 0.33
    2,5,8-trioxanonane 6.85
    1-hexene 0.1
    2-isopropoxyethanol 4.74
    2,2,2-trifluoroethanol 13.82
    methyl butyrate 1.09

    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