Skip to main content

Tenofovir disoproxil fumarate

ADVERTISEMENT
Identification
Molecular formula
C19H30N5O10P (Tenofovir disoproxil fumarate)
CAS number
201341-05-1
IUPAC name
[(2R,3S,5R)-5-(6-aminopurin-9-yl)-2-(phosphonooxymethyl)tetrahydrofuran-3-yl] [(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)tetrahydrofuran-2-yl]methyl hydrogen phosphate
State
State

At room temperature, it exists as a solid. The powder form allows it to be easily administered in tablet forms for pharmaceutical use.

Melting point (Celsius)
115.00
Melting point (Kelvin)
388.20
Boiling point (Celsius)
542.50
Boiling point (Kelvin)
815.70
General information
Molecular weight
635.52g/mol
Molar mass
635.5170g/mol
Density
2.2200g/cm3
Appearence

The compound typically appears as a white to off-white crystalline powder. Its physical form is usually solid under standard conditions, making it easily identifiable by its bright and uniform coloration.

Comment on solubility

Solubility of the Compound

The compound [(2R,3S,5R)-5-(6-aminopurin-9-yl)-2-(phosphonooxymethyl)tetrahydrofuran-3-yl] [(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)tetrahydrofuran-2-yl]methyl hydrogen phosphate is characterized by its unique structural features, which can significantly impact its solubility in various solvents.


Key factors that influence the solubility of this compound include:

  • Functional Groups: The presence of multiple functional groups such as phosphonic acid and hydroxyl groups can enhance solubility in polar solvents like water due to hydrogen bonding interactions.
  • Hydrophobic Regions: The methyl and purine moieties may contribute hydrophobic characteristics, potentially reducing solubility in highly polar solvents.
  • Structural Configuration: The stereochemistry of the molecule may affect how it interacts with solvent molecules, influencing solubility.
  • pH Dependence: If the compound contains dissociable protons (which is likely due to the phosphonic acid), its solubility may vary with pH, becoming more soluble in basic conditions.

In summary, the solubility of this compound is likely to be influenced by a delicate balance between its polar and non-polar regions, making it essential to consider solvent choice when predicting its solubility behavior. Understanding the solubility characteristics is critical for its applications in various chemical and biological systems.

Interesting facts

Interesting Facts about the Compound

This complex compound, known for its intriguing structure and biological significance, has garnered attention in the fields of biochemistry and pharmaceuticals. Here are some fascinating insights:

  • Biological Relevance: The compound features components that resemble purine and pyrimidine bases, which are essential elements in the structure of nucleotides and nucleic acids. This gives the compound potential implications in genetic research and drug development.
  • Structure-Activity Relationship: The stereochemistry indicated by its detailed configuration presents opportunities to explore how different spatial arrangements can affect the compound's interactions with biological targets. Understanding this relationship is crucial for drug design.
  • Enzyme Inhibition: Due to its structural analogs to nucleotides, certain derivatives of this compound may act as inhibitors for specific enzymes involved in nucleotide metabolism. Research into these properties could contribute to the development of antiviral drugs.
  • Potential Antitumor Activity: Many compounds that share structural features with this one have demonstrated antitumor activity. Investigating its efficacy against cancer cells could reveal new therapeutic avenues.
  • Phosphorylation Potential: The presence of phosphonate groups suggests the compound may be a substrate for kinases, presenting a potential role in cellular signaling pathways. This aspect could position the compound as a valuable tool in studying molecular mechanisms.

In summary, this compound not only showcases the beauty of synthetic organic chemistry but also furthers our understanding of biological systems. As stated by a researcher in the field, "The complexity of such molecules is matched only by their potential for discovery." Thus, further exploration could lead to groundbreaking advances in biotechnology and medicine.

Synonyms
26966-61-0
DTXSID60181465
DTXCID70103956
RefChem:175052
SCHEMBL29362454