(4S)-4-Amino-5-((2-(1H-imidazol-4-yl)ethyl)amino)-5-oxopentanoic acid

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  • Identifiers

    CAS number
    169283-81-2

    Molecular formula
    C10H16N4O3

    SMILES
    C1=C(NC=N1)CCNC(=O)[C@H](CCC(=O)O)N

    Safety labels

  • Odor profile

    Fragrance
    Odorless 72.71%
    Savory 43.33%
    Meaty 38.28%
    Cooked 24.41%
    Fishy 23.91%
    Roasted 21.3%
    Cooling 20.63%
    Popcorn 16.63%
    Milky 15.53%
    Cheesy 15.43%

     

    Flavor
    Odorless 63.96%
    Bitter 59.63%
    Bland 33.81%
    Mild 32.19%
    Sweet-like 23.68%
    Very mild 23.48%
    Yeast 22.0%
    Faint 21.25%
    Nitrile 20.14%
    Taco 19.36%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -3.6

    pKa est.
    6.18 (neutral)

    Molecular weight
    240.26 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    523°C

    Flash point

    • 291.01 ˚C est.

  • Synonyms

    • glutamylamidoethyl imidazole
    • 169283-81-2
    • Imudilin
    • C9XLI5CE7N
    • DTXSID401021766
    • Pentanoic acid, 4-amino-5-((2-(1H-imidazol-4-yl)ethyl)amino)-5-oxo-, (4S)-
    • (4S)-4-Amino-5-((2-(1H-imidazol-4-yl)ethyl)amino)-5-oxopentanoic acid
    • (4S)-4-Amino-5-[[2-(1H-imidazol-4-yl)ethyl]amino]-5-oxopentanoic acid
    • RefChem:1050514
    • DTXCID601506734
    • (4S)-4-amino-5-[2-(1H-imidazol-5-yl)ethylamino]-5-oxopentanoic acid
    • (4S)-4-amino-4-{[2-(1H-imidazol-5-yl)ethyl]carbamoyl}butanoic acid
    • glutamyl histamine
    • UNII-C9XLI5CE7N
    • SCHEMBL2930648
    • SCHEMBL31339184
    • FLEVPMVPMJVEDN-QMMMGPOBSA-N
    • Glutamylamidoethyl imidazole [INCI]
    • Q27275367
    • 169283-81-2

  • Applications

    This compound is a non-natural amino acid derivative used primarily as an intermediate in pharmaceutical research and development, serving as a building block for histidine-like peptidomimetics and other drug candidates bearing an imidazole functionality. It is also employed in biochemical and enzymology research as a model substrate and ligand for histidine-recognizing enzymes and as a tool in enzyme assay design. In peptide synthesis, it can be incorporated as a functionalized amino acid derivative to introduce imidazole-bearing side chains. Additionally, the imidazole ring provides potential metal-binding capability, making it useful in coordination chemistry, catalyst development, and certain polymer or material formulations. Its use is typically governed by local regulations and formulation constraints. CAS 169283-81-2.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.73
    methanol 5.39
    isopropanol 0.34
    water 266.99
    ethyl acetate 0.21
    n-propanol 0.58
    acetone 0.38
    n-butanol 0.52
    acetonitrile 0.22
    DMF 103.28
    toluene 0.1
    isobutanol 0.5
    1,4-dioxane 0.41
    methyl acetate 0.23
    THF 1.07
    2-butanone 0.53
    n-pentanol 0.36
    sec-butanol 0.52
    n-hexane 0.09
    ethylene glycol 14.1
    NMP 122.04
    cyclohexane 0.05
    DMSO 99.48
    n-butyl acetate 0.19
    n-octanol 0.1
    chloroform 0.18
    n-propyl acetate 0.18
    acetic acid 17.14
    dichloromethane 0.26
    cyclohexanone 1.74
    propylene glycol 10.95
    isopropyl acetate 0.18
    DMAc 83.99
    2-ethoxyethanol 4.99
    isopentanol 0.55
    n-heptane 0.06
    ethyl formate 0.89
    1,2-dichloroethane 0.22
    n-hexanol 0.28
    2-methoxyethanol 13.34
    isobutyl acetate 0.11
    tetrachloromethane 0.12
    n-pentyl acetate 0.17
    transcutol 6.24
    n-heptanol 0.24
    ethylbenzene 0.09
    MIBK 0.37
    2-propoxyethanol 2.7
    tert-butanol 0.56
    MTBE 0.16
    2-butoxyethanol 1.61
    propionic acid 3.4
    o-xylene 0.22
    formic acid 194.53
    diethyl ether 0.18
    m-xylene 0.14
    p-xylene 0.15
    chlorobenzene 0.08
    dimethyl carbonate 1.22
    n-octane 0.02
    formamide 124.58
    cyclopentanone 2.89
    2-pentanone 0.48
    anisole 0.22
    cyclopentyl methyl ether 0.73
    gamma-butyrolactone 5.11
    1-methoxy-2-propanol 5.91
    pyridine 0.8
    3-pentanone 0.68
    furfural 11.99
    n-dodecane 0.01
    diethylene glycol 9.9
    diisopropyl ether 0.08
    tert-amyl alcohol 0.88
    acetylacetone 0.89
    n-hexadecane 0.01
    acetophenone 0.6
    methyl propionate 0.74
    isopentyl acetate 0.24
    trichloroethylene 0.48
    n-nonanol 0.12
    cyclohexanol 0.79
    benzyl alcohol 0.69
    2-ethylhexanol 0.2
    isooctanol 0.21
    dipropyl ether 0.27
    1,2-dichlorobenzene 0.15
    ethyl lactate 1.35
    propylene carbonate 2.29
    n-methylformamide 23.53
    2-pentanol 0.37
    n-pentane 0.06
    1-propoxy-2-propanol 1.52
    1-methoxy-2-propyl acetate 0.81
    2-(2-methoxypropoxy) propanol 2.77
    mesitylene 0.12
    ε-caprolactone 1.98
    p-cymene 0.11
    epichlorohydrin 1.58
    1,1,1-trichloroethane 0.11
    2-aminoethanol 11.77
    morpholine-4-carbaldehyde 31.9
    sulfolane 31.36
    2,2,4-trimethylpentane 0.04
    2-methyltetrahydrofuran 0.5
    n-hexyl acetate 0.16
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 2.69
    sec-butyl acetate 0.13
    tert-butyl acetate 0.29
    decalin 0.03
    glycerin 67.45
    diglyme 4.86
    acrylic acid 9.29
    isopropyl myristate 0.07
    n-butyric acid 2.39
    acetyl acetate 0.23
    di(2-ethylhexyl) phthalate 0.37
    ethyl propionate 0.28
    nitromethane 11.39
    1,2-diethoxyethane 0.29
    benzonitrile 0.3
    trioctyl phosphate 0.22
    1-bromopropane 0.1
    gamma-valerolactone 11.75
    n-decanol 0.09
    triethyl phosphate 0.5
    4-methyl-2-pentanol 0.27
    propionitrile 0.26
    vinylene carbonate 2.18
    1,1,2-trichlorotrifluoroethane 14.54
    DMS 0.42
    cumene 0.1
    2-octanol 0.13
    2-hexanone 0.28
    octyl acetate 0.1
    limonene 0.14
    1,2-dimethoxyethane 3.35
    ethyl orthosilicate 0.47
    tributyl phosphate 0.28
    diacetone alcohol 2.15
    N,N-dimethylaniline 0.54
    acrylonitrile 0.64
    aniline 0.53
    1,3-propanediol 5.93
    bromobenzene 0.06
    dibromomethane 0.13
    1,1,2,2-tetrachloroethane 0.55
    2-methyl-cyclohexyl acetate 0.32
    tetrabutyl urea 0.59
    diisobutyl methanol 0.17
    2-phenylethanol 0.39
    styrene 0.08
    dioctyl adipate 0.19
    dimethyl sulfate 8.41
    ethyl butyrate 0.3
    methyl lactate 5.98
    butyl lactate 1.02
    diethyl carbonate 0.24
    propanediol butyl ether 2.63
    triethyl orthoformate 0.45
    p-tert-butyltoluene 0.1
    methyl 4-tert-butylbenzoate 1.19
    morpholine 1.2
    tert-butylamine 0.23
    n-dodecanol 0.07
    dimethoxymethane 3.96
    ethylene carbonate 1.18
    cyrene 8.2
    2-ethoxyethyl acetate 0.34
    2-ethylhexyl acetate 0.19
    1,2,4-trichlorobenzene 0.22
    4-methylpyridine 0.69
    dibutyl ether 0.1
    2,6-dimethyl-4-heptanol 0.17
    DEF 3.91
    dimethyl isosorbide 3.86
    tetrachloroethylene 0.58
    eugenol 1.92
    triacetin 0.71
    span 80 1.79
    1,4-butanediol 3.18
    1,1-dichloroethane 0.09
    2-methyl-1-pentanol 0.41
    methyl formate 9.55
    2-methyl-1-butanol 0.72
    n-decane 0.02
    butyronitrile 0.23
    3,7-dimethyl-1-octanol 0.12
    1-chlorooctane 0.03
    1-chlorotetradecane 0.02
    n-nonane 0.02
    undecane 0.01
    tert-butylcyclohexane 0.02
    cyclooctane 0.03
    cyclopentanol 1.14
    tetrahydropyran 0.28
    tert-amyl methyl ether 0.35
    2,5,8-trioxanonane 4.6
    1-hexene 0.15
    2-isopropoxyethanol 1.61
    2,2,2-trifluoroethanol 14.42
    methyl butyrate 0.53

    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