(6S)-4,5,6,7-Tetrahydro-3H-imidazo(4,5-c)pyridine-6-carboxylic acid

Overview IFRA Request a quote

  • Identifiers

    CAS number
    59981-63-4

    Molecular formula
    C7H9N3O2

    SMILES
    C1[C@H](NCC2=C1N=CN2)C(=O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 80.65%
    Nutty 31.6%
    Popcorn 24.58%
    Roasted 22.27%
    Cooked 20.84%
    Savory 20.53%
    Bitter 17.52%
    Burnt 17.27%
    Sweet 17.04%
    Meaty 16.96%

     

    Flavor
    Bitter 79.79%
    Odorless 47.04%
    Bland 25.45%
    Very mild 21.98%
    Sweet-like 21.12%
    Bread crust 19.76%
    Taco 19.57%
    Roasted peanuts 19.25%
    Cereal 19.23%
    Nitrile 19.14%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -3.1

    pKa est.
    7.76 (neutral)

    Molecular weight
    167.17 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    488°C

    Flash point

    • 242.22 ˚C est.

  • Synonyms

    • Spinacine
    • 59981-63-4
    • (6s)-4,5,6,7-tetrahydro-3h-imidazo[4,5-c]pyridine-6-carboxylic acid
    • EG040ZE63K
    • J20.474I
    • DTXSID80208688
    • 1H-Imidazo(4,5-c)pyridine-6-carboxylic acid, 4,5,6,7-tetrahydro-, (S)-
    • (6S)-4,5,6,7-TETRAHYDRO-3H-IMIDAZO(4,5-C)PYRIDINE-6-CARBOXYLIC ACID
    • RefChem:184688
    • DTXCID30131179
    • (6S)-4,5,6,7-tetrahydro-3H-imidazo(4,5-c)pyridin-5-ium-6-carboxylate
    • L-4,5,6,7-TETRAHYDRO-1H-IMIDAZO[4,5-C]PYRIDINE-6-CARBOXYLIC ACID
    • (S)-4,5,6,7-TETRAHYDRO-3H-IMIDAZO[4,5-C]PYRIDINE-6-CARBOXYLIC ACID
    • L-Spinacine
    • (6S)-4,5,6,7-Tetrahydro-1H-imidazo[4,5-c]pyridine-6-carboxylic acid
    • (S)-4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine-6-carboxylic acid
    • MFCD01318776
    • (6S)-1H,4H,5H,6H,7H-IMIDAZO[4,5-C]PYRIDINE-6-CARBOXYLIC ACID
    • UNII-EG040ZE63K
    • (S)-4,5,6,7-TETRAHYDRO-1H-IMIDAZO(4,5-C)PYRIDINE-6-CARBOXYLIC ACID
    • SPINACIN
    • (-)-SPINACINE
    • orb1303835
    • SCHEMBL3739922
    • SCHEMBL10544160
    • EX-A8005D
    • CHEBI:177618
    • SMSSF-0613430
    • F1824-0006
    • MFCD11518850
    • 3H-Imidazo[4,5-c]pyridine-6-carboxylicacid, 4,5,6,7-tetrahydro-, (6S)-
    • AKOS006279535
    • AKOS016370682
    • EBC-616091
    • FT56086
    • HY-W067716
    • AS-41213
    • CS-0063803
    • EN300-242063
    • F304580
    • Q27277160
    • (S)-1,3,5-triaza-3,4,5,7-tetrahydro-6H-indene-6-carboxylic acid
    • (S)-4,5,6,7-TETRAHYDRO-1H-IMIDAZO(4,5-D)PYRIDINE-6-CARBOXYLIC ACID
    • (S)-4,5,6,7-TETRAHYDRO-3H-IMIDAZO[4,5-C]PYRIDINE-6-CARBOXYLICACID
    • 3H-IMIDAZO(4,5-C)PYRIDINE-6-CARBOXYLIC ACID, 4,5,6,7-TETRAHYDRO-, (6S)-
    • 4,5,6,7-TETRAHYDRO-3H-IMIDAZO(4,5-C)PYRIDINE-6.ALPHA.-CARBOXYLIC ACID
    • 59981-63-4

  • Applications

    For (6S)-4,5,6,7-Tetrahydro-3H-imidazo(4,5-c)pyridine-6-carboxylic acid (CAS 59981-63-4), this compound is primarily used as a pharmaceutical research intermediate and heterocyclic building block in medicinal chemistry, supporting structure-activity relationship (SAR) exploration and the synthesis of more advanced imidazo[4,5-c]pyridine derivatives. It is commonly employed as a starting material for library generation in drug-discovery programs and may be used in the synthesis of related compounds for agrochemical research. In academic and industrial settings it also serves as a research reagent for SAR studies and medicinal chemistry optimization, typically at small scale and subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.67
    methanol 3.97
    isopropanol 1.31
    water 7.44
    ethyl acetate 0.69
    n-propanol 1.4
    acetone 1.76
    n-butanol 1.36
    acetonitrile 1.01
    DMF 84.43
    toluene 0.19
    isobutanol 1.05
    1,4-dioxane 7.65
    methyl acetate 0.84
    THF 7.08
    2-butanone 1.4
    n-pentanol 1.15
    sec-butanol 1.04
    n-hexane 0.09
    ethylene glycol 6.65
    NMP 100.87
    cyclohexane 0.23
    DMSO 37.72
    n-butyl acetate 0.83
    n-octanol 0.81
    chloroform 0.15
    n-propyl acetate 0.61
    acetic acid 7.75
    dichloromethane 0.43
    cyclohexanone 5.72
    propylene glycol 4.74
    isopropyl acetate 0.73
    DMAc 62.87
    2-ethoxyethanol 7.37
    isopentanol 1.24
    n-heptane 0.31
    ethyl formate 1.5
    1,2-dichloroethane 0.51
    n-hexanol 1.35
    2-methoxyethanol 20.26
    isobutyl acetate 0.36
    tetrachloromethane 0.11
    n-pentyl acetate 1.01
    transcutol 15.01
    n-heptanol 1.38
    ethylbenzene 0.18
    MIBK 0.89
    2-propoxyethanol 6.19
    tert-butanol 1.4
    MTBE 0.39
    2-butoxyethanol 5.67
    propionic acid 2.66
    o-xylene 0.43
    formic acid 27.64
    diethyl ether 0.64
    m-xylene 0.28
    p-xylene 0.4
    chlorobenzene 0.22
    dimethyl carbonate 1.68
    n-octane 0.15
    formamide 32.57
    cyclopentanone 7.53
    2-pentanone 1.28
    anisole 0.49
    cyclopentyl methyl ether 2.26
    gamma-butyrolactone 10.58
    1-methoxy-2-propanol 10.02
    pyridine 2.72
    3-pentanone 1.33
    furfural 13.22
    n-dodecane 0.09
    diethylene glycol 13.89
    diisopropyl ether 0.28
    tert-amyl alcohol 1.15
    acetylacetone 2.49
    n-hexadecane 0.11
    acetophenone 1.21
    methyl propionate 1.49
    isopentyl acetate 0.83
    trichloroethylene 0.59
    n-nonanol 0.93
    cyclohexanol 2.15
    benzyl alcohol 1.32
    2-ethylhexanol 0.88
    isooctanol 1.09
    dipropyl ether 1.11
    1,2-dichlorobenzene 0.31
    ethyl lactate 1.76
    propylene carbonate 3.67
    n-methylformamide 16.81
    2-pentanol 0.81
    n-pentane 0.1
    1-propoxy-2-propanol 3.69
    1-methoxy-2-propyl acetate 2.11
    2-(2-methoxypropoxy) propanol 5.41
    mesitylene 0.31
    ε-caprolactone 5.44
    p-cymene 0.45
    epichlorohydrin 4.58
    1,1,1-trichloroethane 0.15
    2-aminoethanol 6.87
    morpholine-4-carbaldehyde 51.54
    sulfolane 26.34
    2,2,4-trimethylpentane 0.06
    2-methyltetrahydrofuran 2.94
    n-hexyl acetate 1.04
    isooctane 0.04
    2-(2-butoxyethoxy)ethanol 8.35
    sec-butyl acetate 0.45
    tert-butyl acetate 0.82
    decalin 0.1
    glycerin 20.17
    diglyme 13.19
    acrylic acid 4.45
    isopropyl myristate 0.51
    n-butyric acid 2.88
    acetyl acetate 0.79
    di(2-ethylhexyl) phthalate 1.29
    ethyl propionate 0.67
    nitromethane 10.26
    1,2-diethoxyethane 1.9
    benzonitrile 0.98
    trioctyl phosphate 0.99
    1-bromopropane 0.18
    gamma-valerolactone 21.63
    n-decanol 0.79
    triethyl phosphate 1.12
    4-methyl-2-pentanol 0.61
    propionitrile 0.7
    vinylene carbonate 3.02
    1,1,2-trichlorotrifluoroethane 7.84
    DMS 1.4
    cumene 0.22
    2-octanol 0.78
    2-hexanone 0.87
    octyl acetate 0.76
    limonene 0.65
    1,2-dimethoxyethane 6.95
    ethyl orthosilicate 1.1
    tributyl phosphate 0.93
    diacetone alcohol 3.34
    N,N-dimethylaniline 0.94
    acrylonitrile 1.47
    aniline 0.93
    1,3-propanediol 8.84
    bromobenzene 0.14
    dibromomethane 0.19
    1,1,2,2-tetrachloroethane 0.62
    2-methyl-cyclohexyl acetate 1.04
    tetrabutyl urea 2.39
    diisobutyl methanol 0.64
    2-phenylethanol 1.43
    styrene 0.17
    dioctyl adipate 0.97
    dimethyl sulfate 5.56
    ethyl butyrate 0.94
    methyl lactate 4.78
    butyl lactate 2.34
    diethyl carbonate 0.63
    propanediol butyl ether 6.21
    triethyl orthoformate 1.25
    p-tert-butyltoluene 0.38
    methyl 4-tert-butylbenzoate 2.78
    morpholine 10.72
    tert-butylamine 0.56
    n-dodecanol 0.65
    dimethoxymethane 8.16
    ethylene carbonate 2.43
    cyrene 10.37
    2-ethoxyethyl acetate 1.93
    2-ethylhexyl acetate 0.7
    1,2,4-trichlorobenzene 0.52
    4-methylpyridine 1.75
    dibutyl ether 0.72
    2,6-dimethyl-4-heptanol 0.64
    DEF 8.46
    dimethyl isosorbide 7.28
    tetrachloroethylene 0.6
    eugenol 4.0
    triacetin 1.96
    span 80 4.74
    1,4-butanediol 3.95
    1,1-dichloroethane 0.17
    2-methyl-1-pentanol 0.97
    methyl formate 7.19
    2-methyl-1-butanol 1.13
    n-decane 0.15
    butyronitrile 0.82
    3,7-dimethyl-1-octanol 0.62
    1-chlorooctane 0.26
    1-chlorotetradecane 0.17
    n-nonane 0.14
    undecane 0.11
    tert-butylcyclohexane 0.06
    cyclooctane 0.15
    cyclopentanol 3.66
    tetrahydropyran 2.4
    tert-amyl methyl ether 0.55
    2,5,8-trioxanonane 11.68
    1-hexene 0.19
    2-isopropoxyethanol 3.47
    2,2,2-trifluoroethanol 5.37
    methyl butyrate 1.19

    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