Azidothymidine (AZT)

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Identification

Molecular formula
C10H13N5O4
CAS Number
30516-87-1
IUPAC Name
[3-azido-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)tetrahydrofuran-2-yl]methyl dihydrogen phosphate
Molecular Weight
267.24g/mol
Melting Point
(Celsius)
Boiling Point
(Celsius)
Density
1.6500g/cm3
Synonyms
3'-AZIDO-2', 3'-DIDEOXY-THYMIDINE-5'-MONOPHOSPHATE, SODIUM SALT
Interesting facts

Interesting Facts about [3-azido-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)tetrahydrofuran-2-yl]methyl dihydrogen phosphate

This intriguing compound presents a fascinating combination of functional groups and structural features that make it a subject of interest in the field of medicinal chemistry. Here are some notable aspects:

  • Azido Group: The presence of the azido group (-Nā‚ƒ) is significant, as azides are known for their reactivity and potential applications in click chemistry, a powerful tool for synthesizing complex molecules.
  • Pyrimidine Derivative: This compound incorporates a pyrimidine ring, which is a common motif in various biological molecules, including nucleic acids. Its analogs are often evaluated for their pharmacological properties.
  • Tetrahydrofuran Inclusion: The inclusion of the tetrahydrofuran moiety adds another layer of complexity. Compounds containing this cyclic ether are known for their stability and solubilizing properties in organic synthesis.
  • Potential Biological Activity: Compounds with similar structural features have shown promise in various biological assays, indicating that this compound could have interesting potential as a drug candidate.
  • Phosphate Group: The dihydrogen phosphate component is known to play essential roles in biochemistry, particularly in energy transfer and regulation of metabolic pathways through its involvement in ATP metabolism.

In summary, [3-azido-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)tetrahydrofuran-2-yl]methyl dihydrogen phosphate stands out due to its intricate combination of functional groups, offering numerous avenues for research and application. As we continue to explore the bioactivity and synthetic pathways of such compounds, the potential for new discoveries in drug development and biochemistry remains vast.

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