3-Amino-2-pyrazinecarboxylic acid

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  • Identifiers

    CAS number
    5424-01-1

    Molecular formula
    C5H5N3O2

    SMILES
    C1=CN=C(C(=N1)C(=O)O)N

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 78.39%
    Roasted 31.39%
    Nutty 29.2%
    Cooked 23.72%
    Popcorn 23.7%
    Meaty 22.8%
    Burnt 20.63%
    Savory 20.16%
    Bitter 17.74%
    Musty 16.26%

     

    Flavor
    Odorless 53.53%
    Nutty 47.41%
    Bitter 42.98%
    Mild 34.75%
    Popcorn 30.51%
    Roasted 28.13%
    Roast 26.18%
    Sour 26.01%
    Musty 24.64%
    Bread crust 24.36%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -0.2

    pKa est.
    6.89 (neutral)

    Molecular weight
    139.11 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    409°C

    Flash point

    • 198.73 ˚C est.

  • Synonyms

    • 3-Aminopyrazine-2-carboxylic acid
    • 5424-01-1
    • 3-Amino-2-pyrazinecarboxylic acid
    • Pyrazinecarboxylic acid, 3-amino-
    • X78B5D12FN
    • DTXSID20202589
    • RefChem:463857
    • DTXCID00125080
    • 226-558-7
    • MFCD00006141
    • 2-AMINO-3-PYRAZINECARBOXYLIC ACID
    • 3-Aminopyrazinecarboxylic acid
    • NSC13148
    • 2-Amino-3-carboxypyrazine
    • 2-AMINOPYRAZINE-3-CARBOXYLIC ACID
    • NSC-13148
    • NSC225114
    • NSC-225114
    • 59698-27-0
    • NSC135056
    • 3-Aminopiperazine-2-carboxylic acid
    • 2-PYRAZINECARBOXYLIC ACID, 3-AMINO-
    • 3-Amino-2-carboxypyrazine
    • UNII-X78B5D12FN
    • Oprea1_107188
    • SCHEMBL65106
    • 3-aminopyrazine carboxylic acid
    • orb2940238
    • pyrazine, 2-amino-3-carboxy-
    • SCHEMBL2438561
    • SCHEMBL4924915
    • CHEMBL5205921
    • SCHEMBL14800395
    • SCHEMBL20853598
    • SCHEMBL29578557
    • 3-Aminopyrazine-2-carboxylicacid
    • HMS1786J07
    • 3-AMINO-2-PYRAZINOIC ACID
    • PYRAZINOIC ACID, 3-AMINO-
    • 3-amino-pyrazine-2-carboxylic acid
    • HY-Y1702
    • STR04136
    • EINECS 226-558-7
    • NSC 13148
    • SBB004179
    • STK525001
    • AKOS000121386
    • AB00606
    • AC-1268
    • CS-W020071
    • FA02785
    • MS-0291
    • NSC 225114
    • SY005247
    • 3-Amino-2-pyrazinecarboxylic acid, >=99%
    • AI3-61137
    • DB-022275
    • A0848
    • NS00006077
    • ST51037500
    • EN300-16898
    • EC 226-558-7
    • 424A011
    • AB-323/25048525
    • F046147
    • Z56818526
    • F8880-4479
    • 5424-01-1

  • Applications

    3-Amino-2-pyrazinecarboxylic acid (CAS 5424-01-1) is a versatile synthetic intermediate used widely in pharmaceutical and agrochemical synthesis, providing a pyrazine-based scaffold for diverse derivatization. In medicinal chemistry, it is commonly evaluated as a building block for pyrazine-containing heterocycles and for downstream conversion to amide, ester, or amidine derivatives toward lead compounds. In agrochemistry, it serves as a starting point for designing pyrazinecarboxamide-type derivatives with potential herbicidal or fungicidal activity. It is also employed in chemical research and development as a versatile precursor for library generation of heterocycles. Additionally, owing to its amino and carboxyl groups, it may function as a coordinating ligand or functionalized building block in materials science and catalysis, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.8
    methanol 3.0
    isopropanol 1.47
    water 2.36
    ethyl acetate 2.56
    n-propanol 1.85
    acetone 4.24
    n-butanol 2.04
    acetonitrile 1.58
    DMF 35.86
    toluene 0.38
    isobutanol 1.44
    1,4-dioxane 1.11
    methyl acetate 2.18
    THF 14.37
    2-butanone 4.73
    n-pentanol 1.7
    sec-butanol 1.54
    n-hexane 0.08
    ethylene glycol 5.13
    NMP 89.19
    cyclohexane 0.02
    DMSO 175.47
    n-butyl acetate 3.04
    n-octanol 0.68
    chloroform 0.42
    n-propyl acetate 1.62
    acetic acid 4.39
    dichloromethane 0.79
    cyclohexanone 6.6
    propylene glycol 4.04
    isopropyl acetate 1.63
    DMAc 54.51
    2-ethoxyethanol 8.57
    isopentanol 1.99
    n-heptane 0.18
    ethyl formate 3.79
    1,2-dichloroethane 1.07
    n-hexanol 2.3
    2-methoxyethanol 18.62
    isobutyl acetate 0.65
    tetrachloromethane 0.28
    n-pentyl acetate 1.62
    transcutol 5.64
    n-heptanol 1.41
    ethylbenzene 0.27
    MIBK 2.73
    2-propoxyethanol 12.07
    tert-butanol 2.4
    MTBE 0.76
    2-butoxyethanol 5.2
    propionic acid 3.69
    o-xylene 0.56
    formic acid 13.76
    diethyl ether 0.61
    m-xylene 0.67
    p-xylene 0.38
    chlorobenzene 0.39
    dimethyl carbonate 3.12
    n-octane 0.06
    formamide 17.15
    cyclopentanone 16.06
    2-pentanone 4.92
    anisole 0.81
    cyclopentyl methyl ether 3.23
    gamma-butyrolactone 25.54
    1-methoxy-2-propanol 13.4
    pyridine 2.35
    3-pentanone 2.99
    furfural 20.36
    n-dodecane 0.04
    diethylene glycol 15.79
    diisopropyl ether 0.31
    tert-amyl alcohol 2.43
    acetylacetone 5.64
    n-hexadecane 0.04
    acetophenone 2.43
    methyl propionate 4.82
    isopentyl acetate 2.26
    trichloroethylene 1.62
    n-nonanol 0.73
    cyclohexanol 1.19
    benzyl alcohol 1.63
    2-ethylhexanol 1.44
    isooctanol 1.19
    dipropyl ether 1.38
    1,2-dichlorobenzene 0.56
    ethyl lactate 3.66
    propylene carbonate 7.91
    n-methylformamide 15.87
    2-pentanol 1.36
    n-pentane 0.06
    1-propoxy-2-propanol 7.43
    1-methoxy-2-propyl acetate 5.33
    2-(2-methoxypropoxy) propanol 4.94
    mesitylene 0.48
    ε-caprolactone 6.54
    p-cymene 0.64
    epichlorohydrin 13.55
    1,1,1-trichloroethane 0.69
    2-aminoethanol 5.66
    morpholine-4-carbaldehyde 25.25
    sulfolane 79.88
    2,2,4-trimethylpentane 0.07
    2-methyltetrahydrofuran 4.36
    n-hexyl acetate 1.31
    isooctane 0.06
    2-(2-butoxyethoxy)ethanol 5.04
    sec-butyl acetate 0.88
    tert-butyl acetate 1.99
    decalin 0.05
    glycerin 14.9
    diglyme 8.16
    acrylic acid 4.71
    isopropyl myristate 0.6
    n-butyric acid 4.89
    acetyl acetate 1.31
    di(2-ethylhexyl) phthalate 1.38
    ethyl propionate 1.96
    nitromethane 13.7
    1,2-diethoxyethane 1.25
    benzonitrile 1.61
    trioctyl phosphate 1.27
    1-bromopropane 0.58
    gamma-valerolactone 25.98
    n-decanol 0.58
    triethyl phosphate 2.09
    4-methyl-2-pentanol 1.1
    propionitrile 1.63
    vinylene carbonate 5.1
    1,1,2-trichlorotrifluoroethane 15.94
    DMS 1.63
    cumene 0.3
    2-octanol 0.79
    2-hexanone 2.47
    octyl acetate 0.92
    limonene 0.82
    1,2-dimethoxyethane 7.5
    ethyl orthosilicate 1.56
    tributyl phosphate 1.23
    diacetone alcohol 7.77
    N,N-dimethylaniline 1.2
    acrylonitrile 3.25
    aniline 1.24
    1,3-propanediol 6.62
    bromobenzene 0.3
    dibromomethane 0.54
    1,1,2,2-tetrachloroethane 1.62
    2-methyl-cyclohexyl acetate 1.78
    tetrabutyl urea 2.45
    diisobutyl methanol 1.07
    2-phenylethanol 2.14
    styrene 0.21
    dioctyl adipate 1.14
    dimethyl sulfate 16.15
    ethyl butyrate 2.49
    methyl lactate 9.58
    butyl lactate 3.06
    diethyl carbonate 1.49
    propanediol butyl ether 3.82
    triethyl orthoformate 1.66
    p-tert-butyltoluene 0.63
    methyl 4-tert-butylbenzoate 3.79
    morpholine 3.31
    tert-butylamine 0.82
    n-dodecanol 0.43
    dimethoxymethane 9.8
    ethylene carbonate 3.47
    cyrene 11.42
    2-ethoxyethyl acetate 2.35
    2-ethylhexyl acetate 1.61
    1,2,4-trichlorobenzene 0.84
    4-methylpyridine 3.11
    dibutyl ether 0.47
    2,6-dimethyl-4-heptanol 1.07
    DEF 9.43
    dimethyl isosorbide 10.76
    tetrachloroethylene 1.16
    eugenol 4.19
    triacetin 1.96
    span 80 3.18
    1,4-butanediol 3.43
    1,1-dichloroethane 0.62
    2-methyl-1-pentanol 1.56
    methyl formate 10.29
    2-methyl-1-butanol 1.89
    n-decane 0.06
    butyronitrile 1.92
    3,7-dimethyl-1-octanol 0.8
    1-chlorooctane 0.24
    1-chlorotetradecane 0.11
    n-nonane 0.05
    undecane 0.05
    tert-butylcyclohexane 0.07
    cyclooctane 0.02
    cyclopentanol 2.77
    tetrahydropyran 0.73
    tert-amyl methyl ether 1.27
    2,5,8-trioxanonane 6.98
    1-hexene 0.28
    2-isopropoxyethanol 4.21
    2,2,2-trifluoroethanol 6.05
    methyl butyrate 3.08

    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