1-(2-Deoxy-2-fluoro-beta-D-arabinofuranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione(CAS: 69256-17-3)

1-(2-Deoxy-2-fluoro-beta-D-arabinofuranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione is a white crystalline solid with a molecular weight of approximately 328.12 g/mol. It is poorly soluble in water but slightly soluble in organic solvents like ethanol and acetone. It shows good reactivity towards nucleophilic substitution and exhibits stability under acidic conditions but is sensitive to bases. This compound is also known for its antiviral activity.

1-(2-Deoxy-2-fluoro-beta-D-arabinofuranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione is typically synthesized through a multistep process involving the synthesis of the arabinofuranosyl fragment followed by its coupling with the pyrimidine ring. Specific synthetic methods include the use of protecting groups, coupling reagents like HATU, and mild Lewis acids to promote the coupling reaction. The yield is generally around 50-70%, depending on the optimization of reaction conditions.

1-(2-Deoxy-2-fluoro-beta-D-arabinofuranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione is primarily used in the pharmaceutical industry for its antiviral activity, particularly against RNA viruses. It can be found in antiviral formulations and is also used in research and development for the study of viral diseases. Additionally, this compound may have applications in the production of nucleoside analogs for chemotherapy and as a building block in the synthesis of other nucleosides.

When handling 1-(2-Deoxy-2-fluoro-beta-D-arabinofuranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione, it is essential to wear appropriate personal protective equipment (PPE) including gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated fume hood due to its potential for generating toxic fumes. Spills should be cleaned up immediately using appropriate absorbent materials, and the area should be flushed with water. It is crucial to follow safety data sheet (SDS) guidelines and to avoid contact with skin and eyes. Storage should be in a cool, dry place away from direct sunlight and heat sources.