Tenofovir disoproxil fumarate | Solubility of Things

Identification

Molecular formula

C₁₉H₃₀N₅O₁₀P

CAS number

202138-50-9

IUPAC name

4-[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]-2-fluoro-butanoic acid

State

At room temperature, the compound is typically a stable solid. It is known for its stability under normal storage conditions.

Melting point (Celsius)

116.00

Melting point (Kelvin)

389.15

Boiling point (Celsius)

242.00

Boiling point (Kelvin)

515.15

General information

Molecular weight

519.40g/mol

Molar mass

519.4030g/mol

Density

1.4900g/cm³

Appearence

The compound typically appears as a white to off-white crystalline powder. It is generally hygroscopic, meaning it can absorb moisture from the environment.

Comment on solubility

Solubility of 4-[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]-2-fluoro-butanoic acid

The solubility of 4-[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]-2-fluoro-butanoic acid (C₁₉H₃₀N₅O₁₀P) is quite complex due to its multifaceted structure. Below are some key aspects of its solubility:

Polarity: The presence of multiple hydroxyl and phosphoryl groups tends to increase the compound's polarity, which can enhance solubility in polar solvents like water.
Hydrogen Bonding: The numerous functional groups allow for extensive hydrogen bonding opportunities; this is crucial for solvation in aqueous environments.
pH Influence: Given that the compound contains acidic moieties (e.g., the fluoro-butanoic acid), its solubility might vary with changes in pH. In acidic conditions, the compound is more likely to be in a protonated form, potentially enhancing solubility.

In summary, one could expect that a compound like this would demonstrate good solubility in polar solvents, particularly in biological contexts, where its intricate structural features facilitate interactions with water and biological substrates. As the saying goes, “like dissolves like,” emphasizing the importance of the molecular structure in solubility outcomes.

Interesting facts

Interesting Facts About 4-[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]-2-fluoro-butanoic acid

This compound is a fascinating example of a complex molecule that highlights the intricate relationships between structure and function in medicinal chemistry. Here are some intriguing points about this compound:

Structure Complexity: The compound showcases various functional groups, including amino, hydroxyl, and phosphonooxy groups, which play critical roles in biological interactions. This complexity contributes to its potential efficacy as a therapeutic agent.
Biological Significance: Compounds like this often interact with biological macromolecules, such as proteins and nucleic acids, potentially acting as inhibitors or modulators within cellular pathways.
Research and Development: The synthesis of this compound may involve advanced synthetic methodologies, which is a testament to the evolving nature of organic chemistry and drug design.
Potential Applications: Given its unique structure, this compound could hold promise in treating various diseases, possibly in the realm of cancer treatment or antiviral therapies through the inhibition of specific biological targets.
Phosphorylation Impact: The presence of multiple phosphoryl groups suggests that this compound could influence metabolic pathways and play a role in signal transduction, a crucial aspect in the development of pharmacological agents.

In conclusion, the complexity and potential applications of 4-[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]-2-fluoro-butanoic acid illustrate the dynamic and ever-evolving field of chemistry, where each new compound can open the door to exciting scientific discoveries.

Synonyms

PD041963