5-Iodo-5'-deoxyuridine

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Identification

Molecular formula
C9H11IN2O5
CAS Number
54-42-2
IUPAC Name
1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-iodo-pyrimidine-2,4-dione
Molecular Weight
354.10g/mol
Melting Point
(Celsius)
Boiling Point
(Celsius)
Density
2.5870g/cm3
Synonyms
idoxuridine
Interesting facts

Interesting Facts about 1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-iodo-pyrimidine-2,4-dione

This compound is a fascinating example of a complex organic molecule, combining elements of both sugar chemistry and nucleotide analogs. Here are some notable aspects:

  • Stereochemistry: The presence of multiple stereocenters in the structure, particularly in the tetrahydrofuran moiety, gives this compound a unique three-dimensional arrangement that can significantly influence its biological activity.
  • Biological Relevance: Compounds related to pyrimidines often play critical roles in biological systems. They are fundamental building blocks of nucleic acids, highlighting the potential of this compound for applications in biochemistry and medicinal chemistry.
  • Iodine Incorporation: The incorporation of iodine, particularly in medicinal chemistry, can enhance the molecular properties, including lipophilicity and biological targeting. Iodinated compounds are often evaluated for their efficacy as radiotracers in imaging techniques.
  • Potential Applications: This compound could potentially serve as a precursor in the synthesis of nucleoside analogs, which have been widely used as antiviral medications, particularly in the treatment of viral infections like HIV and Hepatitis.
  • Complex Synthesis: The synthetic pathways leading to the formation of such a compound can be intricate, often involving multi-step reactions that require precision and a careful understanding of chemical reactivity and functional group interconversions.

As indicated by researchers, "The chemistry of pyrimidine derivatives continues to unveil new therapeutic possibilities, making them pivotal in drug discovery efforts." Exploring the potential of such compounds is an exciting frontier in chemical research.

In summary, this compound stands out for its intricate structure and potential applications in pharmacology, making it a valuable subject of study within the realm of organic chemistry.

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