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5-Fluorouracil
    Publish time 2024-10-17 16:51    

CAS Number: 51-21-8


5-Fluorouracil

Basic Information

  • Product Name: 5-Fluorouracil

  • Synonyms: 5-FU; 5-Fluoracil; 5-Fluoro-2,4(1H,3H)-pyrimidinedione

  • CAS Number: 51-21-8

  • Chemical Formula: C4H3FN2O2

  • Molecular Weight: 130.08 g/mol

Physical Properties

  • Appearance: White or off-white crystalline powder

  • Melting Point: 281-286 °C (decomposition)

  • Boiling Point: 190-200 °C at 0.1 mmHg

  • Density: 1.4593 g/cm³ (estimated)

  • Solubility: Slightly soluble in water, slightly soluble in ethanol, insoluble in chloroform; soluble in diluted hydrochloric acid or sodium hydroxide solutions.

Chemical Properties

  • Stability: Stable. Light-sensitive. Combustible. Incompatible with strong oxidants and strong bases.

  • pH Value: 4.3-5.3 (10g/l, H2O, 20°C)

  • Refractive Index: 1.542

Biological Activity

  • Mechanism of Action: 5-Fluorouracil is a DNA/RNA synthesis inhibitor that irreversibly inhibits thymidylate synthase (TS), interfering with nucleotide synthesis. It also converts to active metabolites FUTP and FdUTP, inducing RNA and DNA damage, respectively.

  • Cell Cycle Effects: It primarily acts on cells in the S phase of the cell cycle but also has effects on cells in other phases.

  • Antitumor Activity: 5-Fluorouracil has been used to treat various cancers, such as colon cancer, breast cancer, and head and neck cancer. It enhances the antitumor activity when combined with thymidine.

Applications

  • Therapeutic Use: As an antineoplastic agent, 5-Fluorouracil is used in the treatment of multiple cancers, including gastric cancer, rectal cancer, breast cancer, ovarian cancer, and liver cancer.

  • Research Use: It is also used in scientific research for studying its mechanisms of action, antitumor activity, and interactions with other drugs.