8-Azaxanthine

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  • Identifiers

    CAS number
    1468-26-4

    Molecular formula
    C4H3N5O2

    SMILES
    C12=NNN=C1NC(=O)NC2=O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 69.79%
    Burnt 31.5%
    Bitter 22.55%
    Nutty 22.1%
    Pungent 19.55%
    Cooked 17.13%
    Musty 15.41%
    Roasted 14.64%
    Sour 13.0%
    Sharp 12.89%

     

    Flavor
    Bitter 88.86%
    Odorless 38.35%
    Nitrile 18.84%
    Bread crust 18.68%
    Rotten 18.61%
    Formyl 18.32%
    Very strong 18.23%
    Cereal 17.84%
    Indole 17.78%
    Naphthelene 17.58%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -1.2

    pKa est.
    12.15 (strong base)

    Molecular weight
    153.1 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    637°C

    Flash point

    • 300.05 ˚C est.

  • Synonyms

    • 8-AZAXANTHINE
    • Xanthazol
    • 1468-26-4
    • Azaxanthine
    • 2,6-Dioxy-8-azapurine
    • NSC-756
    • 97MRZ3ZY2U
    • 1H-v-Triazolo(4,5-d)pyrimidine-5,7(4H,6H)-dione
    • CHEBI:40850
    • DTXSID30862673
    • 3H-1,2,3-Triazolo[4,5-d]pyrimidine-5,7(4H,6H)-dione
    • 3H-[1,2,3]Triazolo[4,5-d]pyrimidine-5,7(4H,6H)-dione
    • 3H-1,2,3-TRIAZOLO(4,5-D)PYRIMIDINE-5,7(4H,6H)-DIONE
    • 3H-(1,2,3)triazolo(4,5-d)pyrimidine-5,7(4H,6H)-dione
    • RefChem:106921
    • DTXCID30811404
    • 215-992-2
    • 8-Azaxanthin
    • USAF CB-26
    • NSC 756
    • v-Triazolo(4,5-d)pyrimidine-5,7-diol
    • 2,3-dihydrotriazolo[4,5-d]pyrimidine-5,7-dione
    • 1H-1,2,3-Triazolo[4,5-d]pyrimidine-5,7(4H,6H)-dione
    • 2,4-dihydrotriazolo[4,5-d]pyrimidine-5,7-dione
    • 1H-1,2,3-Triazolo(4,5-d)pyrimidine-5,7(4H,6H)-dione
    • 2,3-dihydrotriazolo[4,5-e]pyrimidine-5,7-dione
    • 103939-01-1
    • 103939-18-0
    • EINECS 215-992-2
    • Photocarcinorin
    • AI3-25011
    • Methanochondroitin
    • v-Triazolo(4,5-d)pyrimidine-5,7-diol (VAN)
    • v-Triazolo[4,7-diol
    • UNII-97MRZ3ZY2U
    • SCHEMBL308420
    • WLN: T56 BMNN FMVMVJ
    • CHEMBL219341
    • NSC756
    • SCHEMBL1460524
    • SCHEMBL4110072
    • SCHEMBL8177726
    • SCHEMBL10379221
    • SCHEMBL16334985
    • STK077007
    • 1H-v-Triazolo[4,7(4H,6H)-dione
    • AKOS003595889
    • DB01875
    • PD060231
    • NS00044838
    • ST50307146
    • [1,2,3]Triazolo[4,5-d]pyrimidine-5,7-diol
    • 1,2,3-triazolino[5,4-d]pyrimidine-5,7-diol
    • 1,4-dihydrotriazolo[5,4-e]pyrimidine-5,7-dione
    • 3,4-dihydrotriazolo[4,5-d]pyrimidine-5,7-dione
    • v-Triazolo[4,5-d]pyrimidine-5,7(4H,6H)-dione
    • 3H-[1,2,3]triazolo[4,5-d]pyrimidine-5,7-diol
    • Q27120407
    • 1H-1,3-Triazolo[4,5-d]pyrimidine-5,7(4H,6H)-dione
    • 3H-[1,2,3]Triazolo[4,5-d]pyrimidine-5,7(4H,6H)-dione #
    • 1468-26-4

  • Applications

    8-Azaxanthine (CAS 1468-26-4) may be used as an intermediate in pharmaceutical synthesis and for purine/nucleobase derivatives; as a building block for heterocyclic chemistry and nucleobase analogs in medicinal chemistry research; used as an analytical standard or reference material in chemical analysis methods; can serve as a ligand or precursor in coordination chemistry with metal complexes; and is evaluated as a precursor for the synthesis of nucleoside/nucleobase analogs in pharmaceutical research.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.12
    methanol 0.25
    isopropanol 0.11
    water 0.2
    ethyl acetate 0.08
    n-propanol 0.14
    acetone 0.21
    n-butanol 0.13
    acetonitrile 0.2
    DMF 8.87
    toluene 0.0
    isobutanol 0.1
    1,4-dioxane 0.12
    methyl acetate 0.27
    THF 0.76
    2-butanone 0.42
    n-pentanol 0.14
    sec-butanol 0.14
    n-hexane 0.0
    ethylene glycol 1.03
    NMP 19.09
    cyclohexane 0.0
    DMSO 30.87
    n-butyl acetate 0.26
    n-octanol 0.06
    chloroform 0.01
    n-propyl acetate 0.22
    acetic acid 0.28
    dichloromethane 0.01
    cyclohexanone 0.31
    propylene glycol 1.27
    isopropyl acetate 0.06
    DMAc 12.92
    2-ethoxyethanol 2.29
    isopentanol 0.14
    n-heptane 0.01
    ethyl formate 0.31
    1,2-dichloroethane 0.02
    n-hexanol 0.09
    2-methoxyethanol 4.46
    isobutyl acetate 0.1
    tetrachloromethane 0.0
    n-pentyl acetate 0.12
    transcutol 2.29
    n-heptanol 0.08
    ethylbenzene 0.01
    MIBK 0.14
    2-propoxyethanol 1.99
    tert-butanol 0.13
    MTBE 0.04
    2-butoxyethanol 1.07
    propionic acid 0.4
    o-xylene 0.01
    formic acid 1.29
    diethyl ether 0.03
    m-xylene 0.01
    p-xylene 0.01
    chlorobenzene 0.0
    dimethyl carbonate 0.33
    n-octane 0.0
    formamide 2.3
    cyclopentanone 0.99
    2-pentanone 0.21
    anisole 0.06
    cyclopentyl methyl ether 0.11
    gamma-butyrolactone 1.97
    1-methoxy-2-propanol 3.05
    pyridine 0.1
    3-pentanone 0.16
    furfural 2.16
    n-dodecane 0.0
    diethylene glycol 3.96
    diisopropyl ether 0.01
    tert-amyl alcohol 0.16
    acetylacetone 0.24
    n-hexadecane 0.0
    acetophenone 0.19
    methyl propionate 0.27
    isopentyl acetate 0.22
    trichloroethylene 0.02
    n-nonanol 0.07
    cyclohexanol 0.05
    benzyl alcohol 0.11
    2-ethylhexanol 0.08
    isooctanol 0.07
    dipropyl ether 0.13
    1,2-dichlorobenzene 0.01
    ethyl lactate 1.0
    propylene carbonate 0.65
    n-methylformamide 2.78
    2-pentanol 0.07
    n-pentane 0.0
    1-propoxy-2-propanol 1.53
    1-methoxy-2-propyl acetate 0.58
    2-(2-methoxypropoxy) propanol 1.89
    mesitylene 0.01
    ε-caprolactone 0.53
    p-cymene 0.02
    epichlorohydrin 0.63
    1,1,1-trichloroethane 0.01
    2-aminoethanol 1.0
    morpholine-4-carbaldehyde 6.61
    sulfolane 8.7
    2,2,4-trimethylpentane 0.0
    2-methyltetrahydrofuran 0.24
    n-hexyl acetate 0.13
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 1.73
    sec-butyl acetate 0.1
    tert-butyl acetate 0.09
    decalin 0.0
    glycerin 5.31
    diglyme 3.08
    acrylic acid 0.67
    isopropyl myristate 0.08
    n-butyric acid 0.26
    acetyl acetate 0.03
    di(2-ethylhexyl) phthalate 0.19
    ethyl propionate 0.23
    nitromethane 1.64
    1,2-diethoxyethane 0.21
    benzonitrile 0.1
    trioctyl phosphate 0.15
    1-bromopropane 0.01
    gamma-valerolactone 3.48
    n-decanol 0.06
    triethyl phosphate 0.38
    4-methyl-2-pentanol 0.05
    propionitrile 0.18
    vinylene carbonate 0.37
    1,1,2-trichlorotrifluoroethane 1.67
    DMS 0.19
    cumene 0.01
    2-octanol 0.05
    2-hexanone 0.32
    octyl acetate 0.11
    limonene 0.02
    1,2-dimethoxyethane 2.72
    ethyl orthosilicate 0.25
    tributyl phosphate 0.21
    diacetone alcohol 0.75
    N,N-dimethylaniline 0.09
    acrylonitrile 0.38
    aniline 0.03
    1,3-propanediol 1.07
    bromobenzene 0.0
    dibromomethane 0.01
    1,1,2,2-tetrachloroethane 0.03
    2-methyl-cyclohexyl acetate 0.23
    tetrabutyl urea 0.49
    diisobutyl methanol 0.07
    2-phenylethanol 0.11
    styrene 0.01
    dioctyl adipate 0.2
    dimethyl sulfate 1.83
    ethyl butyrate 0.33
    methyl lactate 1.73
    butyl lactate 0.61
    diethyl carbonate 0.28
    propanediol butyl ether 1.37
    triethyl orthoformate 0.35
    p-tert-butyltoluene 0.02
    methyl 4-tert-butylbenzoate 0.38
    morpholine 0.4
    tert-butylamine 0.03
    n-dodecanol 0.04
    dimethoxymethane 1.14
    ethylene carbonate 0.27
    cyrene 3.61
    2-ethoxyethyl acetate 0.24
    2-ethylhexyl acetate 0.17
    1,2,4-trichlorobenzene 0.02
    4-methylpyridine 0.11
    dibutyl ether 0.07
    2,6-dimethyl-4-heptanol 0.07
    DEF 0.81
    dimethyl isosorbide 3.07
    tetrachloroethylene 0.01
    eugenol 0.8
    triacetin 0.34
    span 80 0.69
    1,4-butanediol 0.68
    1,1-dichloroethane 0.01
    2-methyl-1-pentanol 0.14
    methyl formate 1.22
    2-methyl-1-butanol 0.15
    n-decane 0.0
    butyronitrile 0.14
    3,7-dimethyl-1-octanol 0.06
    1-chlorooctane 0.01
    1-chlorotetradecane 0.01
    n-nonane 0.0
    undecane 0.0
    tert-butylcyclohexane 0.0
    cyclooctane 0.0
    cyclopentanol 0.16
    tetrahydropyran 0.05
    tert-amyl methyl ether 0.07
    2,5,8-trioxanonane 2.79
    1-hexene 0.01
    2-isopropoxyethanol 0.93
    2,2,2-trifluoroethanol 0.55
    methyl butyrate 0.46

    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