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Foscarnet

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Identification
Molecular formula
C14H20N6O1
CAS number
63585-09-1
IUPAC name
S-[2-[3-[[4-[[[5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-2-hydroxy-3,3-dimethyl-butanoyl]amino]propanoylamino]ethyl] 2-methylbut-2-enethioate
State
State

At room temperature, Foscarnet is typically a solid, presented in a crystalline powder form. It is stable under normal conditions of storage, handling, and use.

Melting point (Celsius)
225.00
Melting point (Kelvin)
498.15
Boiling point (Celsius)
212.00
Boiling point (Kelvin)
485.15
General information
Molecular weight
126.02g/mol
Molar mass
126.0230g/mol
Density
3.3400g/cm3
Appearence

Foscarnet is usually available as a white crystalline powder with no odor. It is known for its hygroscopic nature, meaning it can absorb moisture from the air. When it is in its powder form, care must be taken to prevent it from clumping due to moisture absorption.

Comment on solubility

Solubility of S-[2-[3-[[4-[[[5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-2-hydroxy-3,3-dimethyl-butanoyl]amino]propanoylamino]ethyl] 2-methylbut-2-enethioate

The solubility of the compound S-[2-[3-[[4-[[[5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-2-hydroxy-3,3-dimethyl-butanoyl]amino]propanoylamino]ethyl] 2-methylbut-2-enethioate (C14H20N6O1) can be described as follows:

  • Solvent Compatibility: This compound is likely to exhibit solubility in polar solvents due to the presence of multiple functional groups such as amines, hydroxyls, and phosphono oxy groups which facilitate hydrogen bonding.
  • Hydrophilic vs. Hydrophobic Regions: The ester groups may provide a degree of hydrophobic character, which could affect its solubility in non-polar environments.
  • Concentration Variability: As with many complex organic compounds, solubility may vary significantly with temperature and concentration, making empirical testing essential for precise data.
  • pH Sensitivity: The solubility may also be sensitive to the pH of the solution, especially due to the presence of amine and phosphoric acid derivatives, which can protonate or deprotonate under different pH conditions.

In summary, the compound's solubility is influenced by a combination of its structural features and environmental factors, making it essential to assess these variables for practical applications.

Interesting facts

Interesting Facts about S-[2-[3-[[4-[[[5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-2-hydroxy-3,3-dimethyl-butanoyl]amino]propanoylamino]ethyl] 2-methylbut-2-enethioate

This compound is a fascinating example of complex organic chemistry, boasting a variety of structural features that yield significant biochemical activities. Here are some of the most intriguing aspects:

  • Multi-functional Groups: The compound contains several functional groups, including amino, hydroxyl, and phosphonooxy functionalities. This heterogeneity allows for diverse interactions in biological systems, making it a potential candidate for various pharmaceutical applications.
  • Role of 6-Aminopurine: The presence of 6-aminopurine in this molecule suggests it may have implications in nucleic acid metabolism. Aminopurines are known to affect DNA and RNA synthesis, adding to the compound's potential in genetic research.
  • Phosphorylation Insights: The multiple phosphoryl groups give this compound a structural similarity to nucleotides, which are critical in energy transfer processes within cells. This parallels the roles of ATP in cellular respiration and metabolism.
  • Therapeutic Potential: Due to the intricate arrangement of amino acids and potential enzyme targets within living organisms, this compound could lead to the development of drugs aimed at treating metabolic disorders or cancer.
  • Natural Product Chemistry: The structure resembles that of several natural products, which are often more complex than standard small molecules. Studying such compounds fosters the understanding of natural processes and metabolic pathways.

In essence, S-[2-[3-[[4-[[[5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-2-hydroxy-3,3-dimethyl-butanoyl]amino]propanoylamino]ethyl] 2-methylbut-2-enethioate stands out not only for its complexity but also for its potential in advancing our understanding of biological and chemical processes. As a chemistry student or researcher, delving into this compound can open up new avenues for exploration and innovation in drug design and molecular biology.

Synonyms
Q2816001