alpha-Amino-3,4-dioxo-1,5-cyclohexadiene-1-propanoic acid

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  • Identifiers

    CAS number
    4430-97-1

    Molecular formula
    C9H9NO4

    SMILES
    C1=CC(=O)C(=O)C=C1CC(C(=O)O)N

    Safety labels

  • Odor profile

    Fragrance
    Odorless 49.75%
    Caramellic 43.17%
    Sweet 39.84%
    Burnt 34.53%
    Savory 28.41%
    Roasted 25.26%
    Nutty 23.98%
    Buttery 21.49%
    Cooked 19.63%
    Meaty 18.02%

     

    Flavor
    Bitter 52.09%
    Odorless 40.19%
    Very mild 26.94%
    Nitrile 20.25%
    Taco 19.88%
    Yeast 19.86%
    Sweet-like 19.74%
    Fenugreek 19.58%
    Bread crust 19.53%
    Basil 19.19%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -3.4

    pKa est.
    6.66 (neutral)

    Molecular weight
    195.17 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    429°C

    Flash point

    • 204.77 ˚C est.

  • Synonyms

    • 4430-97-1
    • 2-amino-3-(3,4-dioxocyclohexa-1,5-dien-1-yl)propanoic acid
    • 5P7FHT9NL7
    • 1,5-Cyclohexadiene-1-propanoic acid, alpha-amino-3,4-dioxo-
    • 2-AMINO-3-(3,4-DIOXO-1-CYCLOHEXA-1,5-DIENYL)-PROPANOIC ACID
    • alpha-Amino-3,4-dioxo-1,5-cyclohexadiene-1-propanoic acid
    • 1,5-CYCLOHEXADIENE-1-ALANINE, 3,4-DIOXO-
    • .ALPHA.-AMINO-3,4-DIOXO-1,5-CYCLOHEXADIENE-1-PROPANOIC ACID
    • 1,5-CYCLOHEXADIENE-1-PROPANOIC ACID, .ALPHA.-AMINO-3,4-DIOXO-
    • RefChem:199437
    • DOPAQUINONE, (+-)-
    • L-dopaquinone
    • DL-dopaquinone
    • Dopaquinone Impurity 2
    • UNII-5P7FHT9NL7
    • SCHEMBL1640222
    • CHEMBL1743218
    • DOPAQUINONE, (+/-)-
    • DTXSID50897220
    • FD182618
    • CS-0491545
    • 3-(3,4-Dioxocyclohexa-1,5-dien-1-yl)alanine
    • 1,5-Cyclohexadiene-1-propanoic acid, |A-amino-3,4-dioxo-
    • 2-amino-3-(3,4-dioxocyclohexa-1,5-dien-1-yl) propanoic acid
    • 4430-97-1

  • Applications

    alpha-Amino-3,4-dioxo-1,5-cyclohexadiene-1-propanoic acid (CAS 4430-97-1) is primarily regarded as a synthetic building block in pharmaceutical and agrochemical development, commonly used as a scaffold for intermediates and candidate compounds in these fields. It is also explored as a platform for constructing heterocyclic structures and peptidomimetics in organic synthesis. Additionally, its versatile functional groups enable it to serve as a precursor for applications in polymer chemistry and advanced materials research. Practical applications depend on local regulations and formulation constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.15
    methanol 0.63
    isopropanol 0.12
    water 1.63
    ethyl acetate 0.31
    n-propanol 0.07
    acetone 0.41
    n-butanol 0.09
    acetonitrile 0.12
    DMF 3.23
    toluene 0.31
    isobutanol 0.07
    1,4-dioxane 0.33
    methyl acetate 0.21
    THF 0.68
    2-butanone 0.27
    n-pentanol 0.12
    sec-butanol 0.11
    n-hexane 0.03
    ethylene glycol 1.68
    NMP 17.67
    cyclohexane 0.02
    DMSO 9.12
    n-butyl acetate 0.39
    n-octanol 0.29
    chloroform 0.03
    n-propyl acetate 0.2
    acetic acid 1.05
    dichloromethane 0.05
    cyclohexanone 0.83
    propylene glycol 0.7
    isopropyl acetate 0.3
    DMAc 13.89
    2-ethoxyethanol 2.82
    isopentanol 0.24
    n-heptane 0.08
    ethyl formate 0.38
    1,2-dichloroethane 0.06
    n-hexanol 0.43
    2-methoxyethanol 4.96
    isobutyl acetate 0.08
    tetrachloromethane 0.05
    n-pentyl acetate 0.33
    transcutol 6.39
    n-heptanol 0.54
    ethylbenzene 0.29
    MIBK 0.45
    2-propoxyethanol 3.67
    tert-butanol 0.57
    MTBE 0.15
    2-butoxyethanol 2.5
    propionic acid 0.36
    o-xylene 0.66
    formic acid 10.84
    diethyl ether 0.08
    m-xylene 0.53
    p-xylene 0.35
    chlorobenzene 0.08
    dimethyl carbonate 0.63
    n-octane 0.04
    formamide 10.27
    cyclopentanone 1.0
    2-pentanone 0.38
    anisole 0.56
    cyclopentyl methyl ether 0.46
    gamma-butyrolactone 1.9
    1-methoxy-2-propanol 2.93
    pyridine 0.47
    3-pentanone 0.32
    furfural 4.18
    n-dodecane 0.03
    diethylene glycol 8.13
    diisopropyl ether 0.11
    tert-amyl alcohol 0.51
    acetylacetone 1.23
    n-hexadecane 0.03
    acetophenone 1.31
    methyl propionate 0.43
    isopentyl acetate 0.45
    trichloroethylene 0.15
    n-nonanol 0.34
    cyclohexanol 0.22
    benzyl alcohol 0.85
    2-ethylhexanol 0.4
    isooctanol 0.45
    dipropyl ether 0.4
    1,2-dichlorobenzene 0.19
    ethyl lactate 1.06
    propylene carbonate 0.96
    n-methylformamide 1.66
    2-pentanol 0.12
    n-pentane 0.01
    1-propoxy-2-propanol 2.44
    1-methoxy-2-propyl acetate 1.5
    2-(2-methoxypropoxy) propanol 4.27
    mesitylene 0.43
    ε-caprolactone 1.06
    p-cymene 0.43
    epichlorohydrin 0.65
    1,1,1-trichloroethane 0.06
    2-aminoethanol 1.29
    morpholine-4-carbaldehyde 8.08
    sulfolane 7.65
    2,2,4-trimethylpentane 0.02
    2-methyltetrahydrofuran 0.34
    n-hexyl acetate 0.41
    isooctane 0.02
    2-(2-butoxyethoxy)ethanol 4.81
    sec-butyl acetate 0.16
    tert-butyl acetate 0.55
    decalin 0.05
    glycerin 5.27
    diglyme 6.52
    acrylic acid 0.76
    isopropyl myristate 0.28
    n-butyric acid 0.39
    acetyl acetate 0.33
    di(2-ethylhexyl) phthalate 0.9
    ethyl propionate 0.34
    nitromethane 1.65
    1,2-diethoxyethane 0.67
    benzonitrile 0.35
    trioctyl phosphate 0.54
    1-bromopropane 0.03
    gamma-valerolactone 3.65
    n-decanol 0.31
    triethyl phosphate 0.82
    4-methyl-2-pentanol 0.22
    propionitrile 0.09
    vinylene carbonate 0.79
    1,1,2-trichlorotrifluoroethane 3.22
    DMS 0.71
    cumene 0.29
    2-octanol 0.27
    2-hexanone 0.3
    octyl acetate 0.38
    limonene 0.42
    1,2-dimethoxyethane 2.49
    ethyl orthosilicate 0.7
    tributyl phosphate 0.53
    diacetone alcohol 2.34
    N,N-dimethylaniline 0.99
    acrylonitrile 0.22
    aniline 0.45
    1,3-propanediol 1.37
    bromobenzene 0.08
    dibromomethane 0.03
    1,1,2,2-tetrachloroethane 0.17
    2-methyl-cyclohexyl acetate 0.72
    tetrabutyl urea 1.37
    diisobutyl methanol 0.39
    2-phenylethanol 1.08
    styrene 0.21
    dioctyl adipate 0.6
    dimethyl sulfate 2.64
    ethyl butyrate 0.52
    methyl lactate 2.04
    butyl lactate 1.08
    diethyl carbonate 0.43
    propanediol butyl ether 2.49
    triethyl orthoformate 0.64
    p-tert-butyltoluene 0.4
    methyl 4-tert-butylbenzoate 2.49
    morpholine 0.45
    tert-butylamine 0.19
    n-dodecanol 0.25
    dimethoxymethane 1.79
    ethylene carbonate 0.46
    cyrene 6.4
    2-ethoxyethyl acetate 0.78
    2-ethylhexyl acetate 0.34
    1,2,4-trichlorobenzene 0.29
    4-methylpyridine 0.59
    dibutyl ether 0.2
    2,6-dimethyl-4-heptanol 0.39
    DEF 1.38
    dimethyl isosorbide 7.05
    tetrachloroethylene 0.23
    eugenol 3.06
    triacetin 1.19
    span 80 2.47
    1,4-butanediol 0.73
    1,1-dichloroethane 0.03
    2-methyl-1-pentanol 0.25
    methyl formate 1.51
    2-methyl-1-butanol 0.16
    n-decane 0.04
    butyronitrile 0.09
    3,7-dimethyl-1-octanol 0.32
    1-chlorooctane 0.1
    1-chlorotetradecane 0.06
    n-nonane 0.04
    undecane 0.03
    tert-butylcyclohexane 0.04
    cyclooctane 0.03
    cyclopentanol 0.21
    tetrahydropyran 0.08
    tert-amyl methyl ether 0.3
    2,5,8-trioxanonane 7.11
    1-hexene 0.07
    2-isopropoxyethanol 1.42
    2,2,2-trifluoroethanol 1.39
    methyl butyrate 0.41

    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