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Tenofovir Disoproxil Fumarate

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Identification
Molecular formula
C19H30N5O10P
CAS number
202138-50-9
IUPAC name
[[5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl] [3-hydroxy-4-[[3-[[4-(hydroxyamino)-4-oxo-butyl]amino]-3-oxo-propyl]amino]-2,2-dimethyl-4-oxo-butyl] hydrogen phosphate
State
State

At room temperature, Tenofovir disoproxil fumarate is typically a solid. It is used in the pharmaceutical industry as an antiviral medication.

Melting point (Celsius)
116.00
Melting point (Kelvin)
389.15
Boiling point (Celsius)
213.00
Boiling point (Kelvin)
486.15
General information
Molecular weight
635.52g/mol
Molar mass
635.5150g/mol
Density
1.2520g/cm3
Appearence

Tenofovir disoproxil fumarate is a white to off-white crystalline powder. It is hygroscopic and it is soluble in water and methanol.

Comment on solubility

Solubility of the Compound

The solubility properties of the compound [5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl] [3-hydroxy-4-[[3-[[4-(hydroxyamino)-4-oxo-butyl]amino]-3-oxo-propyl]amino]-2,2-dimethyl-4-oxo-butyl] hydrogen phosphate (C19H30N5O10P) reflects a complex interplay of its various functional groups and structural characteristics.

Key Solubility Characteristics

  • Hydrophilicity: The presence of multiple hydroxyl (-OH) and phosphonooxy groups enhances the hydrophilicity of the compound, suggesting that it is likely to be soluble in polar solvents such as water.
  • Influence of Amino Groups: The amino (–NH2) functionalities in the structure can interact favorably with water molecules, potentially enhancing solubility further.
  • Ionization Potential: With phosphate groups present, this compound may exist as an anion in solution, which typically increases solubility in aqueous environments.
  • Complexity of Structure: Given the intricate structure, the solubility may vary significantly based on pH and the presence of other ions or molecules in the solution.

In summary, while it is anticipated that this compound is soluble in aqueous solutions, the specifics of its solubility should be experimentally determined under varied conditions to fully understand its behavior in different environments.

Interesting facts

Interesting Facts About the Compound

This intriguing compound, with its complex structure, serves as a prime example of the fascinating world of biochemistry, specifically in the realm of nucleotide analogues and pharmaceuticals. Here are some key points to consider:

  • Biological Relevance: The compound is thought to mimic naturally occurring nucleotides, making it a significant player in various biochemical processes.
  • Potential Therapeutic Uses: Scientists are exploring this compound's potential as a therapeutic agent in treating certain diseases, particularly in oncology and virology.
  • Structural Complexity: The detailed architecture, featuring multiple functional groups such as amino, hydroxyl, and phosphono groups, showcases the intricate design necessary for biological activity.
  • Research Applications: Such compounds are often used in research settings to study enzyme mechanisms and create novel therapies that can selectively target nucleic acid pathways.
  • Synthetic Challenges: The synthesis of this compound is non-trivial, involving multiple steps and the careful handling of reactive intermediates, which makes it a valuable training compound for advanced chemistry students.
  • Intermolecular Interactions: Understanding how this compound interacts at the molecular level opens up discussions about hydrogen bonding, dipole-dipole interactions, and their effects on bioactivity.

As we delve deeper into the characteristics and applications of this compound, we find ourselves at the intersection of chemistry and medicine, where the complexity of synthesis can lead to groundbreaking discoveries. Truly, the study of such compounds presents exciting opportunities for innovation in biochemical research!