4-Pyrimidinecarboxylic acid, 1,2,3,6-tetrahydro-2,6-dioxo-, hydrate (1:1)

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  • Identifiers

    CAS number
    50887-69-9

    Molecular formula
    C5H6N2O5

    SMILES
    C1=C(NC(=O)NC1=O)C(=O)O.O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 75.47%
    Burnt 32.17%
    Sour 23.29%
    Bitter 21.66%
    Nutty 20.18%
    Cooked 19.02%
    Caramellic 18.05%
    Pungent 18.01%
    Sharp 17.87%
    Roasted 16.75%

     

    Flavor
    Odorless 56.58%
    Bitter 39.37%
    Nutty 30.6%
    Mild 27.19%
    Sour 26.92%
    Very mild 26.44%
    Urine 21.87%
    Formyl 21.24%
    Bread crust 20.93%
    Yeast 20.9%

     

    Odor impact est.
    Low

  • Properties

    pKa est.
    9.21 (weak base)

    Molecular weight
    174.11 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    500°C

    Flash point

    • 260.52 ˚C est.

  • Synonyms

    • Orotic acid monohydrate
    • 50887-69-9
    • Lactinium
    • Oroticum acidum
    • Uracil-6-carboxylic acid monohydrate
    • 91532S02AO
    • 1,2,3,4-Tetrahydro-2,6-dioxopyrimidine-4-carboxylic acid monohydrate
    • 4-Pyrimidinecarboxylic acid, 1,2,3,6-tetrahydro-2,6-dioxo-, hydrate (1:1)
    • RefChem:1071561
    • Oroturic
    • 2,6-Dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid hydrate
    • Orotic Acid Hydrate
    • MFCD00149398
    • 2,4-dioxo-1H-pyrimidine-6-carboxylic acid;hydrate
    • 1,2,3,6-Tetrahydro-2,6-dioxo-4-pyrimidinecarboxylic acid monohydrate
    • 2,6-Dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid monohydrate
    • 2,6-Dioxo-1,2,3,6-tetrahydro-4-pyrimidinecarboxylic acid
    • 1229646-87-0
    • UNII-91532S02AO
    • 4-Pyrimidinecarboxylic acid, 1,2,3,6-tetrahydro-2,6-dioxo-, monohydrate (9CI); Orotic acid monohydrate
    • Orotic acid (hydrate)
    • SCHEMBL119625
    • Orotic acid monohydrate, 97%
    • OROTICUM ACIDUM [HPUS]
    • orb1302112
    • 50887-69-9 (unlabeled)
    • DTXSID301035192
    • BB_NC-02208
    • OROTIC ACID MONOHYDRATE [MI]
    • AKOS015901979
    • CS-W017528
    • FO46786
    • HY-W016812
    • PS-8634
    • SB57725
    • orotic acid monohydrate, vitamin B~13~
    • OROTIC ACID MONOHYDRATE [WHO-DD]
    • EN300-30039
    • E76085
    • Orotic acid monohydrate, purum, >=97.0% (T)
    • F216637
    • 2,4-dioxo-1H-pyrimidine-6-carboxylic acid hydrate
    • Q27271374
    • 1,2,3,6-Tetrahydro-2,6-dioxopyrimidine-4-carboxylic acid hydrate
    • 2,6-Dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylicacidhydrate
    • 1,2,3,6-Tetrahydro-2,6-dioxo-4-pyrimidinecarboxylic Acid-13C,15N2 Monohydrate
    • 50887-69-9

  • Applications

    Primarily used as an intermediate in pharmaceutical synthesis, the compound 4-Pyrimidinecarboxylic acid, 1,2,3,6-tetrahydro-2,6-dioxo-, hydrate (1:1) (CAS 50887-69-9) provides a versatile pyrimidine-based building block for accessing heterocyclic structures and nucleobase-like analogs; it serves as a precursor to pyrimidinedione scaffolds in medicinal chemistry and can be functionalized to generate a range of derivatives for structure–activity relationship (SAR) studies; in research and development settings, it is employed as a starting material for ligand design and for exploring pyrimidine chemistry in polymer and materials contexts.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.06
    methanol 0.3
    isopropanol 0.05
    water 0.66
    ethyl acetate 0.0
    n-propanol 0.07
    acetone 0.03
    n-butanol 0.05
    acetonitrile 0.02
    DMF 10.48
    toluene 0.0
    isobutanol 0.04
    1,4-dioxane 0.08
    methyl acetate 0.02
    THF 0.17
    2-butanone 0.03
    n-pentanol 0.06
    sec-butanol 0.04
    n-hexane 0.0
    ethylene glycol 0.82
    NMP 3.6
    cyclohexane 0.0
    DMSO 72.48
    n-butyl acetate 0.06
    n-octanol 0.07
    chloroform 0.03
    n-propyl acetate 0.02
    acetic acid 0.05
    dichloromethane 0.06
    cyclohexanone 0.05
    propylene glycol 0.33
    isopropyl acetate 0.0
    DMAc 4.89
    2-ethoxyethanol 0.5
    isopentanol 0.05
    n-heptane 0.01
    ethyl formate 0.07
    1,2-dichloroethane 0.04
    n-hexanol 0.07
    2-methoxyethanol 1.03
    isobutyl acetate 0.02
    tetrachloromethane 0.02
    n-pentyl acetate 0.04
    transcutol 0.46
    n-heptanol 0.1
    ethylbenzene 0.01
    MIBK 0.02
    2-propoxyethanol 0.74
    tert-butanol 0.1
    MTBE 0.02
    2-butoxyethanol 0.77
    propionic acid 0.05
    o-xylene 0.01
    formic acid 0.66
    diethyl ether 0.01
    m-xylene 0.01
    p-xylene 0.02
    chlorobenzene 0.0
    dimethyl carbonate 0.08
    n-octane 0.0
    formamide 0.92
    cyclopentanone 0.14
    2-pentanone 0.01
    anisole 0.04
    cyclopentyl methyl ether 0.03
    gamma-butyrolactone 0.22
    1-methoxy-2-propanol 0.48
    pyridine 0.05
    3-pentanone 0.01
    furfural 0.88
    n-dodecane 0.0
    diethylene glycol 1.72
    diisopropyl ether 0.0
    tert-amyl alcohol 0.09
    acetylacetone 0.02
    n-hexadecane 0.0
    acetophenone 0.08
    methyl propionate 0.01
    isopentyl acetate 0.08
    trichloroethylene 0.04
    n-nonanol 0.07
    cyclohexanol 0.03
    benzyl alcohol 0.08
    2-ethylhexanol 0.06
    isooctanol 0.09
    dipropyl ether 0.05
    1,2-dichlorobenzene 0.01
    ethyl lactate 0.22
    propylene carbonate 0.11
    n-methylformamide 1.34
    2-pentanol 0.02
    n-pentane 0.0
    1-propoxy-2-propanol 0.51
    1-methoxy-2-propyl acetate 0.1
    2-(2-methoxypropoxy) propanol 1.17
    mesitylene 0.01
    ε-caprolactone 0.06
    p-cymene 0.02
    epichlorohydrin 0.23
    1,1,1-trichloroethane 0.01
    2-aminoethanol 0.64
    morpholine-4-carbaldehyde 2.38
    sulfolane 3.47
    2,2,4-trimethylpentane 0.0
    2-methyltetrahydrofuran 0.04
    n-hexyl acetate 0.05
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 0.85
    sec-butyl acetate 0.01
    tert-butyl acetate 0.02
    decalin 0.0
    glycerin 1.68
    diglyme 2.19
    acrylic acid 0.1
    isopropyl myristate 0.03
    n-butyric acid 0.02
    acetyl acetate 0.0
    di(2-ethylhexyl) phthalate 0.19
    ethyl propionate 0.02
    nitromethane 0.22
    1,2-diethoxyethane 0.05
    benzonitrile 0.06
    trioctyl phosphate 0.16
    1-bromopropane 0.01
    gamma-valerolactone 0.44
    n-decanol 0.06
    triethyl phosphate 0.29
    4-methyl-2-pentanol 0.02
    propionitrile 0.04
    vinylene carbonate 0.13
    1,1,2-trichlorotrifluoroethane 1.1
    DMS 0.05
    cumene 0.01
    2-octanol 0.05
    2-hexanone 0.05
    octyl acetate 0.05
    limonene 0.02
    1,2-dimethoxyethane 1.69
    ethyl orthosilicate 0.24
    tributyl phosphate 0.16
    diacetone alcohol 0.15
    N,N-dimethylaniline 0.16
    acrylonitrile 0.09
    aniline 0.02
    1,3-propanediol 0.36
    bromobenzene 0.0
    dibromomethane 0.03
    1,1,2,2-tetrachloroethane 0.07
    2-methyl-cyclohexyl acetate 0.09
    tetrabutyl urea 0.44
    diisobutyl methanol 0.06
    2-phenylethanol 0.1
    styrene 0.01
    dioctyl adipate 0.1
    dimethyl sulfate 1.16
    ethyl butyrate 0.06
    methyl lactate 0.26
    butyl lactate 0.25
    diethyl carbonate 0.08
    propanediol butyl ether 0.68
    triethyl orthoformate 0.15
    p-tert-butyltoluene 0.02
    methyl 4-tert-butylbenzoate 0.44
    morpholine 0.15
    tert-butylamine 0.04
    n-dodecanol 0.04
    dimethoxymethane 0.52
    ethylene carbonate 0.07
    cyrene 1.44
    2-ethoxyethyl acetate 0.05
    2-ethylhexyl acetate 0.06
    1,2,4-trichlorobenzene 0.02
    4-methylpyridine 0.05
    dibutyl ether 0.03
    2,6-dimethyl-4-heptanol 0.06
    DEF 0.14
    dimethyl isosorbide 2.3
    tetrachloroethylene 0.05
    eugenol 0.87
    triacetin 0.08
    span 80 0.4
    1,4-butanediol 0.31
    1,1-dichloroethane 0.01
    2-methyl-1-pentanol 0.06
    methyl formate 0.7
    2-methyl-1-butanol 0.05
    n-decane 0.0
    butyronitrile 0.03
    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 0.07
    tetrahydropyran 0.02
    tert-amyl methyl ether 0.03
    2,5,8-trioxanonane 2.25
    1-hexene 0.01
    2-isopropoxyethanol 0.22
    2,2,2-trifluoroethanol 0.15
    methyl butyrate 0.06

    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