(4S,6S)-4-(2-Carboxyethyl)-4,5,6,7-tetrahydro-3H-imidazo(4,5-c)pyridine-4,6-dicarboxylic acid

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  • Identifiers

    CAS number
    110342-24-0

    Molecular formula
    C11H13N3O6

    SMILES
    C1[C@H](N[C@](C2=C1NC=N2)(CCC(=O)O)C(=O)O)C(=O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 82.6%
    Savory 24.63%
    Cooked 20.14%
    Nutty 20.03%
    Sweet 18.53%
    Meaty 17.51%
    Roasted 16.6%
    Milky 16.11%
    Sour 15.87%
    Burnt 15.64%

     

    Flavor
    Odorless 65.87%
    Bitter 55.28%
    Very mild 33.63%
    Mild 30.27%
    Bland 29.82%
    Yeast 23.23%
    Sweet-like 22.38%
    Faint 19.97%
    Bread crust 19.61%
    Roasted peanuts 19.6%

     

    Odor impact est.
    Odorless

  • Properties

    XLogP3-AA
    -3.6

    pKa est.
    6.87 (neutral)

    Molecular weight
    283.24 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    529°C

    Flash point

    • 325.31 ˚C est.

  • Synonyms

    • Cucumopine
    • 110342-24-0
    • (4S,6S)-4-(2-carboxyethyl)-1,5,6,7-tetrahydroimidazo[4,5-c]pyridine-4,6-dicarboxylic acid
    • DTXSID30149219
    • (4S,6S)-4-(2-Carboxyethyl)-4,5,6,7-tetrahydro-3H-imidazo[4,5-c]pyridine-4,6-dicarboxylic acid
    • (4S,6S)-4-(2-carboxyethyl)-1,5,6,7-tetrahydroimidazo(4,5-c)pyridine-4,6-dicarboxylic acid
    • (4S,6S)-4-(2-Carboxyethyl)-4,5,6,7-tetrahydro-3H-imidazo(4,5-c)pyridine-4,6-dicarboxylic acid
    • RefChem:906163
    • DTXCID4071710
    • Mikimopine
    • 3H-Imidazo[4,5-c]pyridine-4,6-dicarboxylicacid, 4-(2-carboxyethyl)-4,5,6,7-tetrahydro-, (4S,6S)-
    • AC1L9BBM
    • CTK0H8530
    • (4S,6S)-4-(2-carboxyethyl)-4,5,6,7-tetrahydro-3H-imidazo[4,5-c]pyridine-4,6-dicarboxylic Acid; 4-Carboxy-4-(2-carboxyethyl)spinacine; (4S-trans)-4-(2-carboxyethyl)-4,5,6,7-tetrahydro-1H-Imidazo[4,5-c]pyridine-4,6-dicarboxylic Acid
    • CHEBI:3937
    • MFCD28336943
    • AKOS030241548
    • (4S,6S)-4-(2-carboxyethyl)-1H,4H,5H,6H,7H-imidazo[4,5-c]pyridine-4,6-dicarboxylic acid
    • C08475
    • Q27106257
    • (4S,6S)-4-(2-Carboxyethyl)-4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine-4,6-dicarboxylic acid
    • 1H-Imidazo(4,5-c)pyridine-4-propanoic acid, 4,6-dicarboxy-4,5,6,7-tetrahydro-, (4S-trans)-
    • 110342-24-0

  • Applications

    The compound (4S,6S)-4-(2-Carboxyethyl)-4,5,6,7-tetrahydro-3H-imidazo(4,5-c)pyridine-4,6-dicarboxylic acid (CAS 110342-24-0) is primarily used as a pharmaceutical intermediate and heterocyclic building block in drug discovery, enabling diversification to drug-like scaffolds through subsequent functionalization. Its two carboxyl groups and imidazo(4,5-c)pyridine framework also make it suitable as a ligand or chelating intermediate in catalysis and materials chemistry. The diacid functionality allows incorporation into polymers or coatings as a functionalized monomer or crosslinkable additive, expanding options for performance-enhancing formulations. Additionally, it is of interest in early-stage research for agrochemical and electronic applications where coordination chemistry and scaffold diversity support exploration of sensor materials and receptor-modulating research, subject to formulation limits and regulatory constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.36
    methanol 3.6
    isopropanol 1.02
    water 10.51
    ethyl acetate 0.84
    n-propanol 1.13
    acetone 1.21
    n-butanol 0.88
    acetonitrile 0.53
    DMF 79.29
    toluene 0.51
    isobutanol 0.7
    1,4-dioxane 3.26
    methyl acetate 0.86
    THF 4.9
    2-butanone 1.22
    n-pentanol 0.65
    sec-butanol 0.97
    n-hexane 0.17
    ethylene glycol 10.61
    NMP 129.41
    cyclohexane 0.13
    DMSO 79.7
    n-butyl acetate 0.91
    n-octanol 0.67
    chloroform 0.08
    n-propyl acetate 0.63
    acetic acid 2.2
    dichloromethane 0.19
    cyclohexanone 2.93
    propylene glycol 5.95
    isopropyl acetate 0.61
    DMAc 82.02
    2-ethoxyethanol 10.76
    isopentanol 0.75
    n-heptane 0.3
    ethyl formate 1.02
    1,2-dichloroethane 0.31
    n-hexanol 0.85
    2-methoxyethanol 27.43
    isobutyl acetate 0.21
    tetrachloromethane 0.06
    n-pentyl acetate 0.8
    transcutol 8.84
    n-heptanol 1.12
    ethylbenzene 0.4
    MIBK 0.82
    2-propoxyethanol 10.31
    tert-butanol 1.05
    MTBE 0.4
    2-butoxyethanol 5.87
    propionic acid 1.76
    o-xylene 0.81
    formic acid 28.47
    diethyl ether 0.93
    m-xylene 0.55
    p-xylene 0.5
    chlorobenzene 0.13
    dimethyl carbonate 4.05
    n-octane 0.16
    formamide 37.59
    cyclopentanone 5.24
    2-pentanone 1.3
    anisole 0.87
    cyclopentyl methyl ether 3.12
    gamma-butyrolactone 9.33
    1-methoxy-2-propanol 18.19
    pyridine 2.73
    3-pentanone 1.56
    furfural 12.47
    n-dodecane 0.08
    diethylene glycol 23.09
    diisopropyl ether 0.33
    tert-amyl alcohol 1.07
    acetylacetone 2.2
    n-hexadecane 0.09
    acetophenone 1.64
    methyl propionate 2.7
    isopentyl acetate 0.64
    trichloroethylene 0.38
    n-nonanol 0.75
    cyclohexanol 1.43
    benzyl alcohol 1.38
    2-ethylhexanol 0.64
    isooctanol 0.73
    dipropyl ether 1.89
    1,2-dichlorobenzene 0.2
    ethyl lactate 2.74
    propylene carbonate 2.48
    n-methylformamide 19.41
    2-pentanol 0.83
    n-pentane 0.11
    1-propoxy-2-propanol 5.93
    1-methoxy-2-propyl acetate 2.69
    2-(2-methoxypropoxy) propanol 4.96
    mesitylene 0.41
    ε-caprolactone 3.71
    p-cymene 0.42
    epichlorohydrin 3.29
    1,1,1-trichloroethane 0.07
    2-aminoethanol 8.29
    morpholine-4-carbaldehyde 56.14
    sulfolane 32.91
    2,2,4-trimethylpentane 0.05
    2-methyltetrahydrofuran 1.98
    n-hexyl acetate 0.76
    isooctane 0.03
    2-(2-butoxyethoxy)ethanol 6.52
    sec-butyl acetate 0.39
    tert-butyl acetate 0.72
    decalin 0.09
    glycerin 34.54
    diglyme 11.36
    acrylic acid 3.02
    isopropyl myristate 0.35
    n-butyric acid 1.31
    acetyl acetate 0.45
    di(2-ethylhexyl) phthalate 0.66
    ethyl propionate 1.09
    nitromethane 6.73
    1,2-diethoxyethane 1.6
    benzonitrile 0.67
    trioctyl phosphate 0.61
    1-bromopropane 0.16
    gamma-valerolactone 19.42
    n-decanol 0.62
    triethyl phosphate 1.07
    4-methyl-2-pentanol 0.48
    propionitrile 0.53
    vinylene carbonate 2.28
    1,1,2-trichlorotrifluoroethane 8.34
    DMS 1.43
    cumene 0.31
    2-octanol 0.71
    2-hexanone 0.74
    octyl acetate 0.55
    limonene 0.5
    1,2-dimethoxyethane 9.56
    ethyl orthosilicate 0.92
    tributyl phosphate 0.58
    diacetone alcohol 3.47
    N,N-dimethylaniline 1.6
    acrylonitrile 1.24
    aniline 1.27
    1,3-propanediol 6.11
    bromobenzene 0.1
    dibromomethane 0.11
    1,1,2,2-tetrachloroethane 0.44
    2-methyl-cyclohexyl acetate 0.72
    tetrabutyl urea 1.66
    diisobutyl methanol 0.48
    2-phenylethanol 1.19
    styrene 0.32
    dioctyl adipate 0.54
    dimethyl sulfate 13.92
    ethyl butyrate 1.1
    methyl lactate 10.36
    butyl lactate 2.1
    diethyl carbonate 0.71
    propanediol butyl ether 5.08
    triethyl orthoformate 1.31
    p-tert-butyltoluene 0.34
    methyl 4-tert-butylbenzoate 2.5
    morpholine 6.33
    tert-butylamine 0.43
    n-dodecanol 0.47
    dimethoxymethane 19.55
    ethylene carbonate 1.57
    cyrene 9.87
    2-ethoxyethyl acetate 1.45
    2-ethylhexyl acetate 0.6
    1,2,4-trichlorobenzene 0.3
    4-methylpyridine 2.33
    dibutyl ether 0.68
    2,6-dimethyl-4-heptanol 0.48
    DEF 8.52
    dimethyl isosorbide 7.42
    tetrachloroethylene 0.48
    eugenol 3.67
    triacetin 1.35
    span 80 3.17
    1,4-butanediol 2.84
    1,1-dichloroethane 0.09
    2-methyl-1-pentanol 0.49
    methyl formate 9.68
    2-methyl-1-butanol 0.8
    n-decane 0.15
    butyronitrile 0.42
    3,7-dimethyl-1-octanol 0.41
    1-chlorooctane 0.22
    1-chlorotetradecane 0.11
    n-nonane 0.15
    undecane 0.11
    tert-butylcyclohexane 0.06
    cyclooctane 0.1
    cyclopentanol 1.92
    tetrahydropyran 1.21
    tert-amyl methyl ether 0.79
    2,5,8-trioxanonane 9.49
    1-hexene 0.32
    2-isopropoxyethanol 3.83
    2,2,2-trifluoroethanol 3.29
    methyl butyrate 1.39

    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