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Zidovudine

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Identification
Molecular formula
C10H13N5O4P
CAS number
30516-87-1
IUPAC name
[2-(hydroxymethyl)-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)tetrahydrofuran-3-yl] dihydrogen phosphate
State
State

At room temperature, Zidovudine is a solid. It is typically stable under normal conditions and should be stored in a closed container when not in use to prevent degradation and maintain efficacy.

Melting point (Celsius)
125.00
Melting point (Kelvin)
398.15
Boiling point (Celsius)
204.00
Boiling point (Kelvin)
477.15
General information
Molecular weight
267.24g/mol
Molar mass
267.2410g/mol
Density
1.5900g/cm3
Appearence

Zidovudine usually appears as a white to off-white, crystalline powder. It is practically odorless and is soluble in both water and ethanol.

Comment on solubility

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

The solubility of [2-(hydroxymethyl)-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)tetrahydrofuran-3-yl] dihydrogen phosphate (C10H13N5O4P) can be influenced by a variety of factors including temperature, pH, and the presence of other solutes. This compound contains both hydrophilic functionalities and cyclic structures, which can affect how readily it dissolves in various solvents.

When considering the solubility characteristics, it is essential to highlight several important aspects:

  • Polar nature: The presence of the phosphate group and hydroxymethyl group suggests that the compound may exhibit high solubility in polar solvents, such as water.
  • Influence of temperature: Solubility may increase with rising temperature for many compounds, potentially enhancing dissolution rates.
  • pH sensitivity: The dissociation of the dihydrogen phosphate may fluctuate with pH, leading to variations in solubility under different acidic or basic conditions.
  • Interactions with other substances: The ability to form hydrogen bonds can further facilitate solubility in mixed solvent systems.

In summary, while the compound is expected to be soluble primarily in aqueous environments due to its polar attributes, the exact degree of solubility may vary and should be empirically tested to determine practical applications in solution. Understanding these solubility dynamics is crucial for researchers and practitioners working with this particular compound.

Interesting facts

Fascinating Insights into [2-(hydroxymethyl)-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)tetrahydrofuran-3-yl] dihydrogen phosphate

This unique compound is a member of the class of dihydrogen phosphates, a functional group that possesses intriguing properties and applications in various fields, especially in biochemistry and medicinal chemistry.

Key Features

  • Bioactivity: The presence of the pyrimidine ring in the structure is often associated with a variety of biological activities, making it a potential candidate for further pharmaceutical studies.
  • Phosphate Group: The dihydrogen phosphate moiety is known for its role in energy transfer processes within biological systems, particularly in ATP metabolism.
  • Structural Complexity: The four-membered ring of tetrahydrofuran contributes to the compound's three-dimensional structure, impacting its reactivity and interaction with biological targets.

Potential Applications

The compound's design suggests applications in:

  • Drug development, particularly targeting pathways involved in cancer or metabolic diseases.
  • Biochemical studies, where it can serve as a probe for enzyme activity related to nucleotide metabolism.
  • Research into nucleic acid chemistry, due to its structural similarities to nucleotides.

Concluding Thoughts

As a chemist, exploring compounds like this one opens doors to understanding complex biochemical processes and developing novel therapeutic agents. The intricate design of [2-(hydroxymethyl)-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)tetrahydrofuran-3-yl] dihydrogen phosphate symbolizes the elegance of molecular architecture in nature.

Synonyms
Thymidine 3'-monophosphoric acid
[(2R,3S,5R)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)tetrahydrofuran-3-yl] dihydrogen phosphate