1-[5-(Hydroxymethyl)-2,5-dihydrofuran-2-yl]-5-methylpyrimidine-2,4-dione

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  • Identifiers

    CAS number
    26638-87-9

    Molecular formula
    C10H12N2O4

    SMILES
    CC1=CN(C(=O)NC1=O)C2C=CC(O2)CO

  • Odor profile

    Fragrance
    Odorless 66.23%
    Roasted 29.9%
    Burnt 25.44%
    Nutty 23.65%
    Popcorn 21.41%
    Bitter 21.34%
    Caramellic 21.1%
    Savory 21.02%
    Cooked 20.22%
    Meaty 19.03%

     

    Flavor
    Bitter 83.61%
    Odorless 29.94%
    Sweet-like 19.83%
    Bread crust 19.59%
    Taco 19.46%
    Cedarleaf 19.24%
    Lovage 19.21%
    Nitrile 19.14%
    Roasted peanuts 19.11%
    Bland 19.06%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -0.8

    pKa est.
    7.41 (neutral)

    Molecular weight
    224.21 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    529°C

    Flash point

    • 236.61 ˚C est.

  • Synonyms

    • Stavudine (d4T)
    • 26638-87-9
    • 1-[5-(hydroxymethyl)-2,5-dihydrofuran-2-yl]-5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione
    • 1-[5-(hydroxymethyl)-2,5-dihydrofuran-2-yl]-5-methylpyrimidine-2,4(1h,3h)-dione
    • SMR000018784
    • MFCD00132921
    • ?-Stavudine
    • NSC 163661
    • 1-(5-(hydroxymethyl)-2,5-dihydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione
    • 1-(2,3-Dideoxy-a-D-glycero-pent-2-enofuranosyl)thymine
    • Oprea1_305252
    • MLS000061738
    • MLS000103441
    • CHEMBL418334
    • SCHEMBL9999805
    • DTXSID10859788
    • HMS1653P11
    • HMS2327P19
    • HMS3393O20
    • HMS3654H04
    • JDA41490
    • s1398
    • STL529152
    • 1-[5-(hydroxymethyl)-2,5-dihydrofuran-2-yl]-5-methylpyrimidine-2,4-dione
    • AKOS003631533
    • AKOS037495508
    • NCGC00015325-04
    • LS-13786
    • NCI60_001242
    • SY057970
    • BCP0726000259
    • SW220279-1
    • EN300-296071
    • AB00391063-04
    • AB00391063-07
    • AB00391063_08
    • BRD-A06317634-001-10-2
    • 1-(2,3-Dideoxy-beta-D-glycero-pent-2-enofuranosyl)thymine;2',3'-Anhydrothymidine
    • 4-hydroxy-1-[5-(hydroxymethyl)-2,5-dihydrofuran-2-yl]-5-methylpyrimidin-2(1H)-one

  • Applications

    1-[5-(Hydroxymethyl)-2,5-dihydrofuran-2-yl]-5-methylpyrimidine-2,4-dione, CAS 26638-87-9, is primarily viewed as a building block and intermediate for the synthesis of nucleoside analogs in pharmaceutical development. In practice, it is used as a precursor for the synthesis of thymidine-like derivatives and other nucleoside analogs aimed at antiviral and anticancer drug research. It is also commonly employed in medicinal chemistry as a substrate or intermediate for introducing labels or functional groups into nucleosides, or as an intermediate in pharmaceutical manufacturing to prepare thymidine-like compounds. In molecular biology and nucleic acid research laboratories, it can serve as a scaffold for enzyme assays or nucleoside-substrate studies. It may act as a precursor in nucleic acid and oligonucleotide research, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 8.59
    methanol 20.08
    isopropanol 7.63
    water 12.72
    ethyl acetate 2.76
    n-propanol 6.75
    acetone 9.4
    n-butanol 6.84
    acetonitrile 9.29
    DMF 188.21
    toluene 0.95
    isobutanol 5.81
    1,4-dioxane 10.55
    methyl acetate 6.44
    THF 28.79
    2-butanone 9.83
    n-pentanol 5.09
    sec-butanol 6.95
    n-hexane 0.07
    ethylene glycol 18.48
    NMP 114.32
    cyclohexane 0.12
    DMSO 212.75
    n-butyl acetate 3.74
    n-octanol 1.25
    chloroform 4.64
    n-propyl acetate 4.02
    acetic acid 42.59
    dichloromethane 6.31
    cyclohexanone 20.0
    propylene glycol 18.02
    isopropyl acetate 2.25
    DMAc 219.85
    2-ethoxyethanol 32.72
    isopentanol 8.6
    n-heptane 0.09
    ethyl formate 11.01
    1,2-dichloroethane 4.44
    n-hexanol 3.2
    2-methoxyethanol 63.41
    isobutyl acetate 2.44
    tetrachloromethane 0.85
    n-pentyl acetate 2.24
    transcutol 23.32
    n-heptanol 2.04
    ethylbenzene 0.78
    MIBK 4.84
    2-propoxyethanol 21.49
    tert-butanol 10.49
    MTBE 1.94
    2-butoxyethanol 11.84
    propionic acid 12.82
    o-xylene 1.22
    formic acid 112.08
    diethyl ether 1.19
    m-xylene 1.09
    p-xylene 1.52
    chlorobenzene 1.39
    dimethyl carbonate 8.9
    n-octane 0.05
    formamide 139.76
    cyclopentanone 28.32
    2-pentanone 5.4
    anisole 3.44
    cyclopentyl methyl ether 4.62
    gamma-butyrolactone 38.14
    1-methoxy-2-propanol 33.85
    pyridine 13.01
    3-pentanone 4.04
    furfural 48.37
    n-dodecane 0.06
    diethylene glycol 35.95
    diisopropyl ether 0.41
    tert-amyl alcohol 8.91
    acetylacetone 8.28
    n-hexadecane 0.07
    acetophenone 7.67
    methyl propionate 6.59
    isopentyl acetate 4.65
    trichloroethylene 10.06
    n-nonanol 1.43
    cyclohexanol 5.87
    benzyl alcohol 9.66
    2-ethylhexanol 2.13
    isooctanol 2.0
    dipropyl ether 1.42
    1,2-dichlorobenzene 2.06
    ethyl lactate 9.88
    propylene carbonate 19.11
    n-methylformamide 65.54
    2-pentanol 3.05
    n-pentane 0.07
    1-propoxy-2-propanol 11.15
    1-methoxy-2-propyl acetate 7.9
    2-(2-methoxypropoxy) propanol 15.01
    mesitylene 0.82
    ε-caprolactone 18.12
    p-cymene 0.96
    epichlorohydrin 29.04
    1,1,1-trichloroethane 2.2
    2-aminoethanol 23.01
    morpholine-4-carbaldehyde 71.92
    sulfolane 66.99
    2,2,4-trimethylpentane 0.09
    2-methyltetrahydrofuran 9.26
    n-hexyl acetate 2.63
    isooctane 0.06
    2-(2-butoxyethoxy)ethanol 15.43
    sec-butyl acetate 2.3
    tert-butyl acetate 3.41
    decalin 0.13
    glycerin 52.18
    diglyme 25.66
    acrylic acid 20.57
    isopropyl myristate 1.35
    n-butyric acid 13.73
    acetyl acetate 3.01
    di(2-ethylhexyl) phthalate 4.4
    ethyl propionate 3.65
    nitromethane 60.58
    1,2-diethoxyethane 3.01
    benzonitrile 7.82
    trioctyl phosphate 2.72
    1-bromopropane 1.49
    gamma-valerolactone 56.26
    n-decanol 1.15
    triethyl phosphate 4.63
    4-methyl-2-pentanol 2.62
    propionitrile 7.0
    vinylene carbonate 18.87
    1,1,2-trichlorotrifluoroethane 50.8
    DMS 4.84
    cumene 0.8
    2-octanol 1.04
    2-hexanone 4.99
    octyl acetate 1.99
    limonene 1.19
    1,2-dimethoxyethane 31.51
    ethyl orthosilicate 3.7
    tributyl phosphate 3.27
    diacetone alcohol 14.44
    N,N-dimethylaniline 3.63
    acrylonitrile 14.18
    aniline 5.12
    1,3-propanediol 27.85
    bromobenzene 0.99
    dibromomethane 3.07
    1,1,2,2-tetrachloroethane 8.38
    2-methyl-cyclohexyl acetate 4.42
    tetrabutyl urea 5.61
    diisobutyl methanol 1.48
    2-phenylethanol 6.21
    styrene 0.86
    dioctyl adipate 3.53
    dimethyl sulfate 27.03
    ethyl butyrate 3.93
    methyl lactate 19.63
    butyl lactate 6.49
    diethyl carbonate 3.9
    propanediol butyl ether 12.61
    triethyl orthoformate 3.86
    p-tert-butyltoluene 0.83
    methyl 4-tert-butylbenzoate 8.07
    morpholine 22.67
    tert-butylamine 2.51
    n-dodecanol 0.9
    dimethoxymethane 26.76
    ethylene carbonate 13.97
    cyrene 28.09
    2-ethoxyethyl acetate 4.24
    2-ethylhexyl acetate 3.19
    1,2,4-trichlorobenzene 3.44
    4-methylpyridine 11.01
    dibutyl ether 0.92
    2,6-dimethyl-4-heptanol 1.48
    DEF 19.95
    dimethyl isosorbide 21.35
    tetrachloroethylene 4.88
    eugenol 11.04
    triacetin 5.61
    span 80 9.16
    1,4-butanediol 15.6
    1,1-dichloroethane 2.2
    2-methyl-1-pentanol 6.16
    methyl formate 40.89
    2-methyl-1-butanol 7.74
    n-decane 0.08
    butyronitrile 7.04
    3,7-dimethyl-1-octanol 1.76
    1-chlorooctane 0.34
    1-chlorotetradecane 0.21
    n-nonane 0.06
    undecane 0.07
    tert-butylcyclohexane 0.1
    cyclooctane 0.06
    cyclopentanol 8.75
    tetrahydropyran 4.63
    tert-amyl methyl ether 2.46
    2,5,8-trioxanonane 21.43
    1-hexene 0.4
    2-isopropoxyethanol 14.7
    2,2,2-trifluoroethanol 30.25
    methyl butyrate 7.41

    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