3-Methylxanthine

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  • Identifiers

    CAS number
    1076-22-8

    Molecular formula
    C6H6N4O2

    SMILES
    CN1C2=C(C(=O)NC1=O)NC=N2

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 66.04%
    Burnt 30.15%
    Bitter 29.94%
    Nutty 19.39%
    Roasted 17.47%
    Musty 16.66%
    Pungent 16.37%
    Cooked 15.92%
    Popcorn 14.42%
    Caramellic 12.81%

     

    Flavor
    Bitter 93.61%
    Odorless 40.79%
    Nitrile 19.58%
    Bread crust 19.56%
    Very strong 19.15%
    Rotten 18.93%
    Formyl 18.81%
    Indole 18.66%
    Cedarleaf 18.52%
    Sweet-like 18.51%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -0.7

    pKa est.
    9.74 (weak base)

    Molecular weight
    166.14 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    578°C

    Melting point expt.

    • > 300 °C

    Flash point

    • 265.32 ˚C est.

  • Synonyms

    • 3-Methylxanthine
    • 1076-22-8
    • 3-methyl-7H-purine-2,6-dione
    • 3-methyl-3,7-dihydro-1H-purine-2,6-dione
    • 3-methyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione
    • WS6X982OEC
    • DTXSID90148107
    • NSC-515466
    • RefChem:94981
    • DTXCID8070598
    • CHEBI:62205
    • 214-058-1
    • 2,6-Dihydroxy-3-methylpurine
    • 3-Methyl-1H-purine-2,6(3H,7H)-dione
    • 3 MX
    • Xanthine, 3-methyl-
    • MFCD00005580
    • 3-METHYL XANTHINE
    • 1H-Purine-2,6-dione, 3,7-dihydro-3-methyl-
    • 3,7-Dihydro-3-methyl-1H-purine-2,6-dione
    • 3-methyl-7H-xanthine
    • CHEMBL619
    • 3-methyl-1H-purine-2,6(3H,9H)-dione
    • 3-Methyl-3,9-dihydro-1H-purine-2,6-dione
    • 3-Methyl-3,9-dihydro-purine-2,6-dione
    • 3-Methyl-3,7-dihydro-1H-purine-2,6-dione (3-Methylxanthine)
    • 3-methyl-1,3-dihydropurine-2,6-dione
    • CCRIS 5817
    • 3-methyl-3,7(9)-dihydro-purine-2,6-dione
    • EINECS 214-058-1
    • UNII-WS6X982OEC
    • NSC 515466
    • 3-methyl-xanthine
    • 3-methyl-9H-xanthine
    • Spectrum_001898
    • SpecPlus_000737
    • Linagliptin Intermediates
    • Spectrum2_000502
    • Spectrum3_001652
    • Spectrum4_001571
    • Spectrum5_001544
    • 3-Methylxanthine, 98%
    • N(1)-demethyltheophylline
    • 2-oxo-3-methylhypoxanthine
    • Aminophylline EP Impurity B
    • 3-Methylxanthine (Standard)
    • Oprea1_233226
    • Oprea1_288071
    • BSPBio_003403
    • KBioGR_002122
    • KBioSS_002428
    • Pentoxifylline EP Impurity B
    • BIDD:GT0266
    • DivK1c_006833
    • SCHEMBL237146
    • SPECTRUM1504182
    • SPBio_000423
    • orb1311044
    • SCHEMBL2142794
    • SCHEMBL2142797
    • SCHEMBL8663339
    • SCHEMBL12013792
    • SCHEMBL28123207
    • 3-methyl-9H-purine-2,6-dione
    • CHEBI:62207
    • CHEBI:62208
    • KBio1_001777
    • KBio2_002422
    • KBio2_004990
    • KBio2_007558
    • KBio3_002623
    • 1-METHYLXANTHINE (1-MX)
    • BB_NC-02283
    • BBL012772
    • BDBM50001515
    • CCG-39565
    • EBC-14627
    • GEO-01981
    • HY-50723R
    • MSK169772-100MW
    • NSC515466
    • s6186
    • SBB002920
    • STK776266
    • WLN: T56 BM DN FNVMVJ F1
    • 3-methyl-7~{H}-purine-2,6-dione
    • AKOS002272340
    • AKOS004120009
    • AKOS006221835
    • CS-W020049
    • DS-1280
    • FM08044
    • 3-methyl-3,7-dihydropurine-2,6-dione
    • 1H-Purine-2, 3,7-dihydro-3-methyl-
    • NCGC00095330-01
    • NCGC00095330-02
    • NCGC00178088-01
    • 3-Methyl-3,7-dihydro-purine-2,6-dione
    • HY-50723
    • PD001242
    • purine-2,6(1H,3H)-dione, 3-methyl-
    • SY031706
    • DB-040769
    • ST4105010
    • 3,9-dihydro-3-methyl-1H-purine-2,6-dione
    • M2073
    • NS00005277
    • THEOPHYLLINE IMPURITY B [EP IMPURITY]
    • EN300-212022
    • PENTOXIFYLLINE IMPURITY B [EP IMPURITY]
    • 3-Methyl-3,9-dihydro-1H-purine-2,6-dione #
    • 3-methyl-3,9-dihydro-2H,6H-purine-2,6-dione
    • 076M228
    • F079433
    • Q27888118
    • 3-Methylxanthine Solution in Methanol/Water, 100ug/mL
    • Theophylline EP Impurity B; Pentoxifylline EP Impurity B
    • THEOPHYLLINE MONOHYDRATE IMPURITY B [EP IMPURITY]
    • Z1741977122
    • 3-Methyl-3,9-dihydro-purine-2,6-dione(3-methyl xanthine)
    • I7U
    • 1076-22-8

  • Applications

    3-Methylxanthine (CAS 1076-22-8) is primarily used as an intermediate and research chemical within the methylxanthine class. In pharmaceutical development, it serves as a building block for the synthesis of related xanthine derivatives and as a scaffold for structure-activity investigations. In analytical workflows, it is employed as a reference standard and calibration compound for LC/UV and LC-MS assays. In academic and industrial R&D, it is often evaluated as a model substrate to study xanthine metabolism and methylation patterns, and to support method development for xanthine-related compounds. Use is typically governed by local regulations and formulation constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.21
    methanol 0.35
    isopropanol 0.23
    water 0.36
    ethyl acetate 0.09
    n-propanol 0.24
    acetone 0.18
    n-butanol 0.29
    acetonitrile 0.22
    DMF 4.04
    toluene 0.03
    isobutanol 0.26
    1,4-dioxane 0.29
    methyl acetate 0.25
    THF 1.38
    2-butanone 0.46
    n-pentanol 0.27
    sec-butanol 0.35
    n-hexane 0.01
    ethylene glycol 1.05
    NMP 9.98
    cyclohexane 0.01
    DMSO 12.56
    n-butyl acetate 0.36
    n-octanol 0.14
    chloroform 0.2
    n-propyl acetate 0.18
    acetic acid 0.49
    dichloromethane 0.36
    cyclohexanone 0.87
    propylene glycol 0.95
    isopropyl acetate 0.1
    DMAc 7.67
    2-ethoxyethanol 1.76
    isopentanol 0.42
    n-heptane 0.02
    ethyl formate 0.35
    1,2-dichloroethane 0.24
    n-hexanol 0.28
    2-methoxyethanol 4.03
    isobutyl acetate 0.14
    tetrachloromethane 0.05
    n-pentyl acetate 0.3
    transcutol 1.81
    n-heptanol 0.25
    ethylbenzene 0.05
    MIBK 0.29
    2-propoxyethanol 2.15
    tert-butanol 0.4
    MTBE 0.13
    2-butoxyethanol 1.49
    propionic acid 0.42
    o-xylene 0.06
    formic acid 2.27
    diethyl ether 0.07
    m-xylene 0.04
    p-xylene 0.1
    chlorobenzene 0.07
    dimethyl carbonate 0.32
    n-octane 0.01
    formamide 3.21
    cyclopentanone 1.66
    2-pentanone 0.27
    anisole 0.17
    cyclopentyl methyl ether 0.3
    gamma-butyrolactone 2.2
    1-methoxy-2-propanol 2.32
    pyridine 0.57
    3-pentanone 0.22
    furfural 4.04
    n-dodecane 0.01
    diethylene glycol 3.73
    diisopropyl ether 0.03
    tert-amyl alcohol 0.54
    acetylacetone 0.31
    n-hexadecane 0.01
    acetophenone 0.42
    methyl propionate 0.26
    isopentyl acetate 0.52
    trichloroethylene 0.4
    n-nonanol 0.16
    cyclohexanol 0.24
    benzyl alcohol 0.38
    2-ethylhexanol 0.26
    isooctanol 0.25
    dipropyl ether 0.19
    1,2-dichlorobenzene 0.12
    ethyl lactate 0.64
    propylene carbonate 0.89
    n-methylformamide 1.56
    2-pentanol 0.17
    n-pentane 0.01
    1-propoxy-2-propanol 1.47
    1-methoxy-2-propyl acetate 0.62
    2-(2-methoxypropoxy) propanol 1.92
    mesitylene 0.03
    ε-caprolactone 1.01
    p-cymene 0.1
    epichlorohydrin 2.07
    1,1,1-trichloroethane 0.1
    2-aminoethanol 1.09
    morpholine-4-carbaldehyde 4.75
    sulfolane 7.39
    2,2,4-trimethylpentane 0.01
    2-methyltetrahydrofuran 0.67
    n-hexyl acetate 0.28
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 1.7
    sec-butyl acetate 0.13
    tert-butyl acetate 0.18
    decalin 0.01
    glycerin 4.32
    diglyme 2.95
    acrylic acid 0.66
    isopropyl myristate 0.16
    n-butyric acid 0.43
    acetyl acetate 0.07
    di(2-ethylhexyl) phthalate 0.53
    ethyl propionate 0.21
    nitromethane 1.2
    1,2-diethoxyethane 0.32
    benzonitrile 0.38
    trioctyl phosphate 0.36
    1-bromopropane 0.12
    gamma-valerolactone 3.42
    n-decanol 0.14
    triethyl phosphate 0.57
    4-methyl-2-pentanol 0.16
    propionitrile 0.29
    vinylene carbonate 0.64
    1,1,2-trichlorotrifluoroethane 2.95
    DMS 0.34
    cumene 0.06
    2-octanol 0.15
    2-hexanone 0.38
    octyl acetate 0.23
    limonene 0.12
    1,2-dimethoxyethane 2.26
    ethyl orthosilicate 0.47
    tributyl phosphate 0.4
    diacetone alcohol 1.04
    N,N-dimethylaniline 0.25
    acrylonitrile 0.55
    aniline 0.17
    1,3-propanediol 1.47
    bromobenzene 0.05
    dibromomethane 0.2
    1,1,2,2-tetrachloroethane 0.41
    2-methyl-cyclohexyl acetate 0.46
    tetrabutyl urea 0.76
    diisobutyl methanol 0.18
    2-phenylethanol 0.42
    styrene 0.04
    dioctyl adipate 0.33
    dimethyl sulfate 1.61
    ethyl butyrate 0.35
    methyl lactate 1.14
    butyl lactate 0.86
    diethyl carbonate 0.34
    propanediol butyl ether 1.28
    triethyl orthoformate 0.46
    p-tert-butyltoluene 0.08
    methyl 4-tert-butylbenzoate 0.91
    morpholine 0.69
    tert-butylamine 0.13
    n-dodecanol 0.11
    dimethoxymethane 1.02
    ethylene carbonate 0.45
    cyrene 3.24
    2-ethoxyethyl acetate 0.47
    2-ethylhexyl acetate 0.39
    1,2,4-trichlorobenzene 0.22
    4-methylpyridine 0.46
    dibutyl ether 0.13
    2,6-dimethyl-4-heptanol 0.18
    DEF 0.83
    dimethyl isosorbide 3.18
    tetrachloroethylene 0.25
    eugenol 1.5
    triacetin 0.42
    span 80 1.02
    1,4-butanediol 0.79
    1,1-dichloroethane 0.11
    2-methyl-1-pentanol 0.4
    methyl formate 0.94
    2-methyl-1-butanol 0.43
    n-decane 0.01
    butyronitrile 0.3
    3,7-dimethyl-1-octanol 0.19
    1-chlorooctane 0.05
    1-chlorotetradecane 0.03
    n-nonane 0.01
    undecane 0.01
    tert-butylcyclohexane 0.01
    cyclooctane 0.0
    cyclopentanol 0.54
    tetrahydropyran 0.16
    tert-amyl methyl ether 0.2
    2,5,8-trioxanonane 2.62
    1-hexene 0.04
    2-isopropoxyethanol 0.9
    2,2,2-trifluoroethanol 0.82
    methyl butyrate 0.4

    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