(R)-Methyl 2-amino-3-(1H-imidazol-4-yl)propanoate hydrochloride

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  • Identifiers

    CAS number
    92742-29-5

    Molecular formula
    C7H12ClN3O2

    SMILES
    COC(=O)[C@@H](CC1=CN=CN1)N.Cl

    Safety labels

  • Odor profile

    Fragrance
    Odorless 64.48%
    Roasted 35.22%
    Nutty 32.92%
    Savory 28.76%
    Meaty 27.13%
    Popcorn 26.36%
    Cooked 24.63%
    Milky 18.01%
    Cocoa 17.74%
    Buttery 17.61%

     

    Flavor
    Bitter 68.7%
    Odorless 45.85%
    Bland 30.55%
    Mild 23.4%
    Sweet-like 21.74%
    Very mild 20.99%
    Yeast 19.42%
    Taco 19.19%
    Bread crust 19.18%
    Nitrile 19.16%

     

    Odor impact est.
    Low

  • Properties

    pKa est.
    5.09 (weak acid)

    Molecular weight
    205.64 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    393°C

    Flash point

    • 195.72 ˚C est.

  • Synonyms

    • 92742-29-5
    • (R)-Methyl 2-amino-3-(1H-imidazol-4-yl)propanoate hydrochloride
    • crude
    • redistilled
    • Van Aroma
    • methyl (2R)-2-amino-3-(1H-imidazol-5-yl)propanoate;hydrochloride
    • minyak daun cengkeh
    • METHYL (2R)-2-AMINO-3-(1H-IMIDAZOL-4-YL)PROPANOATE HYDROCHLORIDE
    • cengkih
    • clou
    • daun
    • kretek
    • long
    • madagascar
    • maluku
    • myrtaceae
    • unrectified
    • Pharmacopoeia
    • Eugenia
    • Girofle
    • bunga cengkeh
    • Cloves
    • cloves buds
    • pale yellow
    • raw material
    • clove fruit oil
    • laung ka tel
    • steam distillation
    • clove bud dust oil
    • minyak buah cengkeh
    • CBO
    • minyak butir cengkeh
    • Eugenia caryophyllata
    • clove leaf oil clear
    • 85% Eugenol
    • EOCLO
    • EOCLOL
    • ESCLO
    • MECLO
    • laung ke patte ka tel
    • CLORECT85
    • clove leaf oil madag ffi
    • GIROF0007
    • GIROF0020
    • orb104723
    • SCHEMBL4389612
    • CHEMBL1222273
    • CL-173
    • CL-180
    • CL-182
    • MFCD06795771
    • AKOS022184699
    • AS-57594
    • FC180200
    • D-Histidine Methyl Ester Monohydrochloride
    • F20776
    • G07702
    • G07713
    • (R)-Methyl2-amino-3-(1H-imidazol-4-yl)propanoatehydrochloride
    • (R)-METHYL 2-AMINO-3-(1H-IMIDAZOL-4-YL)PROPANOATE HCL
    • Clove Oil

  • Applications

    (R)-Methyl 2-amino-3-(1H-imidazol-4-yl)propanoate hydrochloride is widely used as a protected histidine derivative in peptide synthesis, enabling incorporation of histidine residues via solid-phase or solution-phase coupling with the carboxyl group masked as a methyl ester and the amine present as the hydrochloride salt to improve solubility. It also serves as a pharmaceutical intermediate for histidine-containing drug candidates and as a biochemical research reagent for enzyme assays and protein studies that model histidine-related interactions. In coordination chemistry and catalysis, its imidazole side chain provides a useful ligand/chelating function, and as a chiral building block it supports asymmetric synthesis and library generation of histidine-containing compounds. Additionally, it is used in protective-group strategies in organic synthesis as a versatile precursor for downstream functionalization, subject to local formulation and regulatory constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 38.94
    methanol 166.87
    isopropanol 14.45
    water 482.44
    ethyl acetate 3.31
    n-propanol 20.57
    acetone 7.17
    n-butanol 15.82
    acetonitrile 8.81
    DMF 562.8
    toluene 2.07
    isobutanol 13.78
    1,4-dioxane 19.7
    methyl acetate 4.54
    THF 32.28
    2-butanone 6.43
    n-pentanol 8.06
    sec-butanol 11.14
    n-hexane 0.18
    ethylene glycol 90.44
    NMP 286.97
    cyclohexane 0.63
    DMSO 262.35
    n-butyl acetate 1.73
    n-octanol 1.24
    chloroform 4.98
    n-propyl acetate 2.23
    acetic acid 228.42
    dichloromethane 9.16
    cyclohexanone 25.31
    propylene glycol 61.18
    isopropyl acetate 1.92
    DMAc 306.46
    2-ethoxyethanol 69.57
    isopentanol 11.12
    n-heptane 0.31
    ethyl formate 21.47
    1,2-dichloroethane 5.61
    n-hexanol 3.88
    2-methoxyethanol 193.78
    isobutyl acetate 1.4
    tetrachloromethane 1.4
    n-pentyl acetate 1.62
    transcutol 41.94
    n-heptanol 2.74
    ethylbenzene 0.94
    MIBK 3.05
    2-propoxyethanol 22.4
    tert-butanol 13.37
    MTBE 2.62
    2-butoxyethanol 13.72
    propionic acid 33.95
    o-xylene 2.77
    formic acid 1101.69
    diethyl ether 2.27
    m-xylene 2.04
    p-xylene 1.87
    chlorobenzene 2.38
    dimethyl carbonate 7.33
    n-octane 0.14
    formamide 817.82
    cyclopentanone 37.34
    2-pentanone 4.72
    anisole 3.71
    cyclopentyl methyl ether 8.5
    gamma-butyrolactone 60.58
    1-methoxy-2-propanol 55.73
    pyridine 21.87
    3-pentanone 4.3
    furfural 113.74
    n-dodecane 0.08
    diethylene glycol 57.23
    diisopropyl ether 0.63
    tert-amyl alcohol 12.03
    acetylacetone 7.25
    n-hexadecane 0.09
    acetophenone 6.95
    methyl propionate 6.56
    isopentyl acetate 2.1
    trichloroethylene 11.35
    n-nonanol 1.37
    cyclohexanol 12.17
    benzyl alcohol 12.56
    2-ethylhexanol 1.92
    isooctanol 2.27
    dipropyl ether 1.68
    1,2-dichlorobenzene 2.56
    ethyl lactate 7.57
    propylene carbonate 24.06
    n-methylformamide 235.2
    2-pentanol 4.87
    n-pentane 0.33
    1-propoxy-2-propanol 8.5
    1-methoxy-2-propyl acetate 4.62
    2-(2-methoxypropoxy) propanol 13.08
    mesitylene 1.36
    ε-caprolactone 23.63
    p-cymene 0.98
    epichlorohydrin 36.58
    1,1,1-trichloroethane 2.05
    2-aminoethanol 121.72
    morpholine-4-carbaldehyde 165.24
    sulfolane 111.1
    2,2,4-trimethylpentane 0.23
    2-methyltetrahydrofuran 15.33
    n-hexyl acetate 1.82
    isooctane 0.11
    2-(2-butoxyethoxy)ethanol 16.47
    sec-butyl acetate 1.27
    tert-butyl acetate 2.37
    decalin 0.23
    glycerin 161.17
    diglyme 33.07
    acrylic acid 61.9
    isopropyl myristate 0.79
    n-butyric acid 33.98
    acetyl acetate 3.75
    di(2-ethylhexyl) phthalate 3.52
    ethyl propionate 2.23
    nitromethane 154.21
    1,2-diethoxyethane 3.26
    benzonitrile 7.0
    trioctyl phosphate 1.94
    1-bromopropane 1.72
    gamma-valerolactone 98.3
    n-decanol 1.06
    triethyl phosphate 3.07
    4-methyl-2-pentanol 2.63
    propionitrile 5.46
    vinylene carbonate 26.59
    1,1,2-trichlorotrifluoroethane 80.01
    DMS 3.23
    cumene 0.87
    2-octanol 1.19
    2-hexanone 2.47
    octyl acetate 1.31
    limonene 1.45
    1,2-dimethoxyethane 41.96
    ethyl orthosilicate 2.86
    tributyl phosphate 1.97
    diacetone alcohol 11.28
    N,N-dimethylaniline 4.66
    acrylonitrile 13.33
    aniline 10.48
    1,3-propanediol 112.21
    bromobenzene 1.44
    dibromomethane 3.98
    1,1,2,2-tetrachloroethane 7.88
    2-methyl-cyclohexyl acetate 3.08
    tetrabutyl urea 3.83
    diisobutyl methanol 1.29
    2-phenylethanol 6.12
    styrene 1.09
    dioctyl adipate 2.23
    dimethyl sulfate 26.68
    ethyl butyrate 2.3
    methyl lactate 21.53
    butyl lactate 4.74
    diethyl carbonate 2.09
    propanediol butyl ether 14.63
    triethyl orthoformate 2.93
    p-tert-butyltoluene 0.9
    methyl 4-tert-butylbenzoate 7.05
    morpholine 42.91
    tert-butylamine 4.19
    n-dodecanol 0.81
    dimethoxymethane 39.24
    ethylene carbonate 17.09
    cyrene 32.95
    2-ethoxyethyl acetate 3.78
    2-ethylhexyl acetate 1.56
    1,2,4-trichlorobenzene 4.19
    4-methylpyridine 15.56
    dibutyl ether 0.85
    2,6-dimethyl-4-heptanol 1.29
    DEF 28.11
    dimethyl isosorbide 18.96
    tetrachloroethylene 7.38
    eugenol 11.2
    triacetin 5.05
    span 80 10.35
    1,4-butanediol 42.63
    1,1-dichloroethane 2.25
    2-methyl-1-pentanol 7.14
    methyl formate 122.85
    2-methyl-1-butanol 12.23
    n-decane 0.13
    butyronitrile 7.16
    3,7-dimethyl-1-octanol 1.4
    1-chlorooctane 0.36
    1-chlorotetradecane 0.19
    n-nonane 0.12
    undecane 0.1
    tert-butylcyclohexane 0.16
    cyclooctane 0.27
    cyclopentanol 22.06
    tetrahydropyran 8.63
    tert-amyl methyl ether 3.17
    2,5,8-trioxanonane 23.99
    1-hexene 0.6
    2-isopropoxyethanol 21.02
    2,2,2-trifluoroethanol 111.49
    methyl butyrate 5.12

    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