2-Amino-3-Hydroxypyridine

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  • Identifiers

    CAS number
    16867-03-1

    Molecular formula
    C5H6N2O

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

    Safety labels

    Acute Toxic
    Acute Toxic

    Irritant
    Irritant

    Health Hazard
    Health

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Odorless 53.41%
    Burnt 37.14%
    Phenolic 31.85%
    Roasted 30.43%
    Meaty 28.58%
    Smoky 27.11%
    Bitter 25.01%
    Nutty 24.51%
    Savory 23.22%
    Musty 22.2%

     

    Flavor
    Bitter 59.72%
    Nutty 34.45%
    Mild 32.51%
    Roasted 27.95%
    Odorless 27.19%
    Coffee 27.07%
    Musty 27.05%
    Meaty 26.3%
    Phenolic 25.61%
    Bread crust 22.69%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.1

    pKa est.
    7.35 (neutral)

    Molecular weight
    110.11 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very slow

    Boiling point est.
    278°C

    Flash point

    • 149.69 ˚C est.

  • Synonyms

    • 2-AMINO-3-HYDROXYPYRIDINE
    • 16867-03-1
    • 2-Amino-3-pyridinol
    • 3-Pyridinol, 2-amino-
    • 3-Hydroxy-2-pyridinamine
    • 3-HYDROXY-2-AMINOPYRIDINE
    • 3-Pyridinol, 2-amino
    • P8740PEW4B
    • JAROCOL 2A3HP
    • RODOL 2A3PYR
    • NSC-136806
    • DTXSID50168588
    • RefChem:85129
    • DTXCID4091079
    • 240-886-8
    • 2-Aminopyridin-3-ol
    • 2-amino-pyridin-3-ol
    • MFCD00006317
    • 2-Amino-3-pyridol
    • 2-AMINO-3-HYDROXY PYRIDINE
    • 2-amino-3-hydroxy-pyridine
    • UNII-P8740PEW4B
    • EINECS 240-886-8
    • NSC136806
    • NSC 136806
    • AI3-61061
    • 2-amino-3hydroxypyridine
    • 2-amino-3 -hydroxypyridine
    • SCHEMBL33700
    • orb1299381
    • SCHEMBL3077950
    • SCHEMBL5644255
    • CHEMBL4777856
    • SCHEMBL29358060
    • BMTSZVZQNMNPCT-UHFFFAOYSA-
    • CHEBI:195501
    • 2-Amino-3-hydroxypyridine, 98%
    • KUC106690N
    • BB_SC-01724
    • STR03035
    • BBL009590
    • MSK000276
    • SBB028186
    • STK730134
    • AKOS000119509
    • AB00700
    • AC-2461
    • CS-W007794
    • HY-W007794
    • PS-3161
    • PD211469
    • KSC-11-207-21
    • DB-015933
    • A1089
    • NS00001163
    • ST51040590
    • EN300-21313
    • 67A031
    • P16526
    • F045183
    • Q27286357
    • F2158-1509
    • Z104495292
    • 2-Amino-3-hydroxypyridine, Vetec(TM) reagent grade, 98%
    • 2-Amino-3-pyridinol;3-hydroxy-2-aminopyridine;2-Amino-3-pyridinol
    • InChI=1/C5H6N2O/c6-5-4(8)2-1-3-7-5/h1-3,8H,(H2,6,7)
    • 16867-03-1

  • Applications

    2-Amino-3-Hydroxypyridine (CAS 16867-03-1) is used as a synthetic building block for pyridine-based scaffolds in pharmaceutical research, enabling the preparation of heterocyclic drug candidates. In coordination chemistry, it functions as a bidentate ligand through the amino and hydroxy groups, supporting metal complexes for homogeneous catalysis and sensor applications. It also serves as a precursor to dyes and pigments and can underpin polymer and coating formulations as a functionalized heterocyclic moiety. Additionally, it may be evaluated as a versatile building block for materials and analytical reagents, depending on formulation needs and regulatory constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 12.32
    methanol 40.21
    isopropanol 6.82
    water 20.32
    ethyl acetate 1.65
    n-propanol 9.31
    acetone 1.88
    n-butanol 8.67
    acetonitrile 2.84
    DMF 28.72
    toluene 0.68
    isobutanol 6.28
    1,4-dioxane 4.99
    methyl acetate 2.41
    THF 20.07
    2-butanone 3.1
    n-pentanol 6.35
    sec-butanol 6.81
    n-hexane 0.19
    ethylene glycol 9.54
    NMP 42.31
    cyclohexane 0.18
    DMSO 53.07
    n-butyl acetate 4.21
    n-octanol 2.15
    chloroform 1.11
    n-propyl acetate 1.9
    acetic acid 39.97
    dichloromethane 1.41
    cyclohexanone 6.75
    propylene glycol 6.92
    isopropyl acetate 1.47
    DMAc 39.19
    2-ethoxyethanol 19.37
    isopentanol 8.57
    n-heptane 0.64
    ethyl formate 5.83
    1,2-dichloroethane 1.19
    n-hexanol 6.38
    2-methoxyethanol 32.37
    isobutyl acetate 1.1
    tetrachloromethane 0.75
    n-pentyl acetate 3.93
    transcutol 35.78
    n-heptanol 5.17
    ethylbenzene 0.31
    MIBK 2.91
    2-propoxyethanol 16.16
    tert-butanol 10.97
    MTBE 3.63
    2-butoxyethanol 13.8
    propionic acid 11.42
    o-xylene 1.06
    formic acid 116.58
    diethyl ether 1.81
    m-xylene 0.9
    p-xylene 0.54
    chlorobenzene 0.71
    dimethyl carbonate 1.82
    n-octane 0.23
    formamide 108.63
    cyclopentanone 12.36
    2-pentanone 2.72
    anisole 1.56
    cyclopentyl methyl ether 5.05
    gamma-butyrolactone 18.45
    1-methoxy-2-propanol 14.84
    pyridine 5.44
    3-pentanone 1.81
    furfural 25.51
    n-dodecane 0.13
    diethylene glycol 20.41
    diisopropyl ether 0.82
    tert-amyl alcohol 10.96
    acetylacetone 2.92
    n-hexadecane 0.14
    acetophenone 2.36
    methyl propionate 2.13
    isopentyl acetate 4.22
    trichloroethylene 2.03
    n-nonanol 2.28
    cyclohexanol 4.78
    benzyl alcohol 3.09
    2-ethylhexanol 3.7
    isooctanol 4.34
    dipropyl ether 2.85
    1,2-dichlorobenzene 0.84
    ethyl lactate 2.89
    propylene carbonate 7.53
    n-methylformamide 25.15
    2-pentanol 4.28
    n-pentane 0.26
    1-propoxy-2-propanol 10.91
    1-methoxy-2-propyl acetate 5.15
    2-(2-methoxypropoxy) propanol 11.45
    mesitylene 0.84
    ε-caprolactone 8.38
    p-cymene 1.2
    epichlorohydrin 9.85
    1,1,1-trichloroethane 0.87
    2-aminoethanol 18.74
    morpholine-4-carbaldehyde 24.93
    sulfolane 36.7
    2,2,4-trimethylpentane 0.31
    2-methyltetrahydrofuran 9.01
    n-hexyl acetate 2.86
    isooctane 0.21
    2-(2-butoxyethoxy)ethanol 15.65
    sec-butyl acetate 1.19
    tert-butyl acetate 2.84
    decalin 0.14
    glycerin 20.08
    diglyme 27.78
    acrylic acid 13.84
    isopropyl myristate 1.37
    n-butyric acid 13.95
    acetyl acetate 1.48
    di(2-ethylhexyl) phthalate 3.16
    ethyl propionate 1.19
    nitromethane 28.6
    1,2-diethoxyethane 6.11
    benzonitrile 2.39
    trioctyl phosphate 2.47
    1-bromopropane 0.73
    gamma-valerolactone 22.45
    n-decanol 1.78
    triethyl phosphate 2.51
    4-methyl-2-pentanol 3.54
    propionitrile 2.51
    vinylene carbonate 6.29
    1,1,2-trichlorotrifluoroethane 16.14
    DMS 1.77
    cumene 0.46
    2-octanol 2.52
    2-hexanone 2.52
    octyl acetate 2.08
    limonene 1.74
    1,2-dimethoxyethane 16.67
    ethyl orthosilicate 2.76
    tributyl phosphate 2.65
    diacetone alcohol 8.49
    N,N-dimethylaniline 2.19
    acrylonitrile 3.81
    aniline 3.21
    1,3-propanediol 22.05
    bromobenzene 0.41
    dibromomethane 0.87
    1,1,2,2-tetrachloroethane 1.94
    2-methyl-cyclohexyl acetate 3.04
    tetrabutyl urea 4.37
    diisobutyl methanol 2.95
    2-phenylethanol 4.13
    styrene 0.33
    dioctyl adipate 2.39
    dimethyl sulfate 5.59
    ethyl butyrate 3.17
    methyl lactate 5.12
    butyl lactate 6.18
    diethyl carbonate 1.92
    propanediol butyl ether 9.09
    triethyl orthoformate 3.52
    p-tert-butyltoluene 1.25
    methyl 4-tert-butylbenzoate 6.96
    morpholine 10.36
    tert-butylamine 4.61
    n-dodecanol 1.35
    dimethoxymethane 8.68
    ethylene carbonate 4.85
    cyrene 11.9
    2-ethoxyethyl acetate 6.05
    2-ethylhexyl acetate 2.95
    1,2,4-trichlorobenzene 1.3
    4-methylpyridine 4.83
    dibutyl ether 1.66
    2,6-dimethyl-4-heptanol 2.95
    DEF 7.66
    dimethyl isosorbide 17.01
    tetrachloroethylene 2.49
    eugenol 8.67
    triacetin 3.9
    span 80 8.12
    1,4-butanediol 9.56
    1,1-dichloroethane 0.63
    2-methyl-1-pentanol 6.33
    methyl formate 12.67
    2-methyl-1-butanol 7.7
    n-decane 0.22
    butyronitrile 3.52
    3,7-dimethyl-1-octanol 2.67
    1-chlorooctane 0.56
    1-chlorotetradecane 0.3
    n-nonane 0.19
    undecane 0.17
    tert-butylcyclohexane 0.19
    cyclooctane 0.13
    cyclopentanol 8.72
    tetrahydropyran 3.26
    tert-amyl methyl ether 3.75
    2,5,8-trioxanonane 23.33
    1-hexene 0.5
    2-isopropoxyethanol 8.58
    2,2,2-trifluoroethanol 16.83
    methyl butyrate 2.73

    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