Skip to main content

Tenofovir disoproxil fumarate

ADVERTISEMENT
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]butanoic acid
State
State

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

Melting point (Celsius)
114.00
Melting point (Kelvin)
387.15
Boiling point (Celsius)
280.00
Boiling point (Kelvin)
553.15
General information
Molecular weight
635.51g/mol
Molar mass
635.5140g/mol
Density
1.4900g/cm3
Appearence

Tenofovir disoproxil fumarate is a white to off-white crystalline powder that is soluble in methanol and slightly soluble in water.

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]butanoic acid

The solubility of the compound with the formula C19H30N5O10P is influenced by several factors, primarily its complex molecular structure and the presence of multiple functional groups. Here are some key points regarding its solubility:

  • Polarity: The presence of hydroxyl (–OH) and phosphonate (–PO3) groups significantly enhances the polarity of the molecule, which generally promotes solubility in polar solvents such as water.
  • Hydrophilicity: The compound contains a range of hydrophilic functionalities that facilitate interactions with water molecules, leading to increased solubility.
  • Concentration Variability: While it may be freely soluble in dilute aqueous solutions, increased concentrations may lead to precipitation due to saturation limits.
  • pH Dependency: The solubility may vary with pH; at different pH levels, the ionization states of the acidic and basic groups could alter the molecular interactions with water.

In conclusion, while the intricate design of this compound suggests a favorable solubility profile, the actual solubility must be experimentally determined under varying conditions. As always, “the solubility is key” for predicting its bioavailability and potential applications.

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]butanoic acid

This compound is a fascinating example of the complexity and functionality inherent in biochemical molecules, particularly in the context of nucleotide analogs and their applications in medicinal chemistry.

Key Features:

  • Structure Complexity: The structure of this compound includes multiple functional groups that suggest a rich potential for interaction with biological targets.
  • Amino Group Influence: The presence of the 6-aminopurine component highlights its potential role in mimicking nucleobases, enhancing its relevance to nucleic acid behavior.
  • Phosphorylation Sites: The multiple phosphoryl groups in its structure are indicative of energy transfer and signaling roles, which are crucial in various biochemical pathways.
  • Applications: This compound may serve as an important model for studying phosphorylated nucleosides, which are significant in cellular processes such as protein synthesis, cell signaling, and energy metabolism.

Research and Medicinal Implications:

Due to its intricate design, the compound can be a candidate for drug development, particularly in targeting specific enzymes or receptors in cellular pathways. Scientists might explore its potential as:

  • Inhibitors or enhancers of nucleic acid synthesis.
  • Therapeutic agents for conditions like cancer or viral infections, where nucleotide metabolism plays a key role.

In conclusion, 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]butanoic acid demonstrates the intricate balance of structure and function that characterizes many important biochemical compounds. It's a prime example of how chemical complexity can lead to significant biological activity.

Synonyms
CMX
Q1023899