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flucytosine

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Origin: China

Cas No: 2022-85-7

Specification: 99%min

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  • Products Specification
  • Product Description

  • Property

    CAS No.: 2022-85-7 Formula: C4H4FN3O Molecular Weight: 129.09200

    Description

    Flucytosine, or 5-fluorocytosine, a fluorinated pyrimidine analogue, is a synthetic antimycotic drug.
    It is structurally related to the cytostatic fluorouracil and to floxuridine. It is available in oral and in some countries also in injectable form. A common brand name is Ancobon. Flucytosine was first synthesized in 1957 but its antifungal properties were discovered in 1964. The drug is dispensed in capsules of 250mg and 500mg strength. The injectable form is diluted in 250mL saline solution to contain 2.5g total (10mg/mL). The solution is physically incompatible with other drugs including amphotericin B.
    It is on the World Health Organization's List of Essential Medicines, the most important medication needed in a basic health system.

    Basic Info

    Chemical Name flucytosine
    Synonyms

    5-Fluorocytosine;
    4-amino-5-fluoro-2(1H)-pyrimidinone,5-Fluorocytosine,Flucytosine;
    4-amino-5-fluoro-1,2-dihydropyrimidin-2-one;
    4-amino-5-fluoro-2(1H)-pyrimidinone,Flucytosine;
    4-amino-5-fluoro-2-pyrimidone;
    Flucytosine;
    Fluocytosine;
    Ancotil;
    5-Fluorocytosin;
    Fluorcytosine;
    6-amino-5-fluoro-1H-pyrimidin-2-one;
    Flucytosin;
    5-Fluorocystosine;
    4-Amino-5-fluoro-2-hydroxypyrimidine;
    4-Amino-5-fluoro-2(1H)-pyrimidinone;
    Ancobon;

    CAS No. 2022-85-7
    Molecular Formula C4H4FN3O
    Molecular Weight 129.09200
    PSA 71.77000
    LogP 0.07240

    Properties

    Appearance & Physical State white crystalline solid
    Density 1.73g/cm3
    Boiling Point 298ºC
    Melting Point 296ºC
    Refractive Index 1.613
    Water Solubility 1.5g/100mL (25 ºC)
    Storage Condition 2-8ºC
    Vapor Pressure 0.0492mmHg at 25°C

    Safety Info

    RTECS HA6040000
    Safety Statements S36/37-S45
    HS Code 2933599090
    WGK Germany 2
    Risk Statements R40
    Hazard Codes Xn
    Hazard Declaration H361
    Signal Word Warning
    Caution Statement P281
    Symbol GHS08

    Synthesis Route

    4-amino-5-fluoro-1-[(2R,5S)-5-(hydroxymethyl)-2,5-dihydrofuran-2-yl]pyrimidin-2-one→furfuryl alcohol+flucytosine
    Pyrimidine, 4-chloro-2,5-difluoro-→flucytosine
    2-ethylsulfanyl-5-fluoro-pyrimidin-4-ylamine→flucytosine

    Toxicity

    Exposure Route Type of Test Species Observed Dose/Duration Toxic Effects
    Oral TDLo - Lowest published toxic dose Human - woman 1080 mg/kg/10D-I 1.Brain and Coverings-other degenerative changes
    2.Behavioral-changes in motor activity (specific assay)
    3.Behavioral-ataxia
    Oral LD50 - Lethal dose, 50 percent kill Rodent - rat >15 gm/kg 1.Details of toxic effects not reported other than lethal dose value
    Intraperitoneal LD50 - Lethal dose, 50 percent kill Rodent - rat 3811 mg/kg 1.Details of toxic effects not reported other than lethal dose value

    Precursor

    Pyrimidine, 4-chloro-2,5-difluoro-
    2-ethylsulfanyl-5-fluoro-pyrimidin-4-ylamine
    4-amino-5-fluoro-1-[(2R,5S)-5-(hydroxymethyl)-2,5-dihydrofuran-2-yl]pyrimidin-2-one

    Downstream Product

    5-fluorouracil
    N-(5-fluoro-2-oxo-1H-pyrimidin-6-yl)acetamide
    2',3'-di-O-acetyl-5'-deoxy-5-fluorocytidine
    5-fluoro-N-trimethylsilyl-2-trimethylsilyloxypyrimidin-4-amine

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