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Tenofovir disoproxil fumarate

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Identification
Molecular formula
C19H30N5O10P
CAS number
202138-50-9
IUPAC name
[5-[2-(butanoylamino)-6-oxo-4,5-dihydro-1H-purin-9-yl]-2-oxido-2-oxo-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3,2]dioxaphosphol-6-yl] butanoate
State
State

At room temperature, tenofovir disoproxil fumarate is in a solid state as a crystalline powder.

Melting point (Celsius)
115.00
Melting point (Kelvin)
388.15
Boiling point (Celsius)
405.50
Boiling point (Kelvin)
678.65
General information
Molecular weight
519.45g/mol
Molar mass
519.4150g/mol
Density
1.4900g/cm3
Appearence

Tenofovir disoproxil fumarate is a white to off-white crystalline powder. It is freely soluble in dimethyl sulfoxide, soluble in methanol, and slightly soluble in water.

Comment on solubility

Solubility of [5-[2-(butanoylamino)-6-oxo-4,5-dihydro-1H-purin-9-yl]-2-oxido-2-oxo-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3,2]dioxaphosphol-6-yl] butanoate

The solubility profile of the compound C19H30N5O10P is an intriguing aspect of its chemical behavior. Understanding solubility is crucial as it influences various properties including bioavailability and environmental impact. Here are some key considerations regarding this compound's solubility:

  • Water Solubility: Given its complex structure, particularly with the presence of both polar and non-polar groups, the solubility in water can be expected to vary. Generally, the presence of amino and phosphonate groups suggests that it may exhibit some degree of hydrophilicity, potentially enhancing its solubility in aqueous environments.
  • Solvent Interaction: The compound may demonstrate higher solubility in organic solvents due to its hydrophobic components. Common solvents such as ethanol or DMSO could facilitate better dissolution due to solvent-solute interactions.
  • pH Sensitivity: The solubility may also be influenced by the pH of the solution. Compounds containing functional groups like amines or carboxyls can change solubility properties under different pH conditions, possibly leading to increased ionization at extreme pH levels.

In conclusion, the solubility of this complex compound is governed by its unique structural features and the interactions with its surroundings. The analysis of its solubility should consider various factors including solvent choice, temperature, and pH to fully elucidate its behavior in different environments.

Interesting facts

Exploring 5-[2-(butanoylamino)-6-oxo-4,5-dihydro-1H-purin-9-yl]-2-oxido-2-oxo-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3,2]dioxaphosphol-6-yl butanoate

This intriguing compound belongs to a class of molecules that intertwine the fields of organic chemistry and biochemistry. Here are some captivating facts about it:

  • Biological Significance: This compound is related to nucleoside analogs, which are crucial in the development of antiviral and anticancer agents. Its structure allows it to interact with biological systems in unique ways.
  • Phosphorus Chemistry: The presence of phosphorus in its structure highlights the importance of phosphates in biochemical processes, especially in energy transfer, synthesis of nucleotides, and DNA/RNA metabolism.
  • Structural Complexity: The compound showcases a fascinating hybrid structure, combining purine-related fragments with a dioxaphospholane moiety. This complexity could govern its reactivity and potential biological activity.
  • Potential Applications: Due to its unique structure, it may exhibit enzyme inhibition properties or serve as a prodrug, making it a potential candidate for therapeutic development.
  • Research Frontier: Ongoing studies aim to discover its exact mechanism of action, thereby expanding our understanding of its role in medicinal chemistry and pharmacology.

As stated in a recent research paper, “The synthesis of novel purine derivatives remains a vibrant area in medicinal chemistry,” emphasizing the relevance of compounds like this one in drug discovery.

This compound exemplifies the intricate relationship between chemical structure and biological function, serving as a testament to the creativity and innovation present within the field of chemical science.