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Zidovudine

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Identification
Molecular formula
C10H13N5O4
CAS number
30516-87-1
IUPAC name
[5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)-2-(phosphonooxymethyl)tetrahydrofuran-3-yl] dihydrogen phosphate
State
State

At room temperature, Zidovudine is typically found in a solid state. It is stable within this environment and does not readily evaporate or decompose, making it suitable for pharmaceutical use in solid dosage forms such as tablets.

Melting point (Celsius)
125.00
Melting point (Kelvin)
398.15
Boiling point (Celsius)
315.30
Boiling point (Kelvin)
588.50
General information
Molecular weight
267.24g/mol
Molar mass
267.2410g/mol
Density
1.5020g/cm3
Appearence

Zidovudine appears as a white to off-white crystalline powder. The crystals are often translucent and can appear either in powdered form or as larger crystalline structures depending on the manufacturing process.

Comment on solubility

Solubility of [5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)-2-(phosphonooxymethyl)tetrahydrofuran-3-yl] dihydrogen phosphate

The solubility of the compound with the formula C10H13N5O4 is influenced by several factors:

  • Polarity: This compound features both hydrophilic groups, such as phosphorus oxo and amino groups, and hydrophobic segments. This dual nature can affect its solubility in different solvents.
  • Hydrogen Bonding: The presence of multiple oxygen atoms allows for potential hydrogen bonding with water molecules, which generally enhances solubility in polar solvents.
  • pH Sensitivity: Being a dihydrogen phosphate, changes in pH might result in the deprotonation of some functional groups, leading to increased solubility in alkaline conditions.
  • Temperature Dependence: Solubility is often temperature-dependent; therefore, it’s essential to consider that increasing temperature could lead to higher solubility.

In summary, "The solubility of this compound could be described as moderate to high in polar solvents, particularly water, depending on the precise conditions and formulation used." Understanding its solubility behavior is crucial for practical applications in chemical and pharmaceutical contexts.

Interesting facts

Exploring the Fascinating World of 5-(5-Methyl-2,4-dioxo-pyrimidin-1-yl)-2-(phosphonooxymethyl)tetrahydrofuran-3-yl Dihydrogen Phosphate

This intriguing compound is an example of a merged pharmaceutical chemistry structure, holding promise in various scientific applications. Here are some fascinating insights into its characteristics and significance:

  • Complexity of Structure: The compound features a unique combination of a pyrimidine ring and a tetrahydrofuran moiety, which contributes to its structural diversity and potential biological activity.
  • Potential Therapeutic Applications: Researchers are investigating its utility in developing new therapies, particularly in the fields of oncology and virology. Compounds with similar structures have been noted for their ability to inhibit key biological pathways.
  • Phosphonate Group: The presence of the phosphonooxymethyl group suggests that the compound may interact with biological systems in an interesting way, mimicking metabolites that are crucial for cellular processes.
  • Drug Design Implications: As medicinal chemistry evolves, compounds like this may serve as templates for designing drugs with improved efficacy and specificity.
  • Research Interest: This compound showcases how intricate chemical reactions and functional groups can be harnessed to create novel compounds with vital therapeutic potential, sparking ongoing research in drug discovery and development.

In summary, 5-(5-Methyl-2,4-dioxo-pyrimidin-1-yl)-2-(phosphonooxymethyl)tetrahydrofuran-3-yl dihydrogen phosphate exemplifies the cutting-edge of chemical research, offering a window into both the complexity of chemical structures and their potential as future therapeutic agents. "The future of medicine lies in understanding the intricate chemistry behind effective treatments."

Synonyms
thymidine 3',5'-diphosphate
2863-04-9