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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] [4-[[3-(ethylamino)-3-oxo-propyl]amino]-3-hydroxy-2,2-dimethyl-4-oxo-butyl] hydrogen phosphate
State
State

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

Melting point (Celsius)
279.00
Melting point (Kelvin)
552.15
Boiling point (Celsius)
570.00
Boiling point (Kelvin)
843.15
General information
Molecular weight
519.40g/mol
Molar mass
519.3990g/mol
Density
1.4900g/cm3
Appearence

Tenofovir disoproxil fumarate is a white to off-white crystalline powder. It is typically encountered in its solid state.

Comment on solubility

Solubility Analysis

The compound identified as [5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl] [4-[[3-(ethylamino)-3-oxo-propyl]amino]-3-hydroxy-2,2-dimethyl-4-oxo-butyl] hydrogen phosphate, with the chemical formula C19H30N5O10P, exhibits intriguing solubility characteristics. Here are some key points to consider:

  • Polarity: The presence of multiple hydroxyl (–OH) and phosphate (–PO4) functional groups contributes to the overall polarity of the molecule, suggesting that it may have substantial aqueous solubility.
  • Hydrogen Bonding: With five nitrogen atoms and several hydroxyl groups, the compound can participate in extensive hydrogen bonding with water, enhancing its solubility.
  • Conformation: The structure’s conformation may also play a critical role; steric effects from the bulky groups could influence how well the compound interacts with solvents.
  • Biodistribution: As this compound contains biologically relevant functional groups, it is likely designed for solubility in physiological environments, suggesting it could be soluble in both water and organic solvents to some extent.

In conclusion, while the exact solubility data may vary under different conditions, the molecular architecture implies a high potential for being soluble in polar solvents like water, owing to its functional groups and structural properties.

Interesting facts

Interesting Facts about the Compound

This compound, a complex derivative of phosphonated nucleobases, is noteworthy due to its potential applications in medicinal chemistry and biotechnology. Here are some fascinating details:

  • Mechanism of Action: The compound is designed to interfere with nucleotide metabolism, making it a valuable candidate in developing antiviral and anticancer therapies.
  • Structural Composition: It features a unique combination of phosphonate and nucleobase moieties, contributing to its biological activity and increasing its stability compared to natural nucleotides.
  • Biological Significance: Phosphonated compounds like this one are essential in research for developing drugs that can modify gene expression and protein interactions.
  • Analytical Studies: Researchers use state-of-the-art techniques to study the compound's kinetics and dynamics, revealing insights into its mechanism of action in cellular environments.
  • Therapeutic Potential: Its ability to inhibit specific enzymes involved in nucleic acid synthesis means this compound could pave the way for new treatments for viral infections and tumor growth.

With its multifaceted structural attributes and potential therapeutic applications, this compound stands out as an exciting subject of investigation in the ongoing quest for novel pharmacological agents. As one researcher put it, "Exploring the avenues that this compound opens may lead us to breakthroughs in treating diseases that have long confounded the scientific community."

Synonyms
SCHEMBL10044877
SCHEMBL22810980
DTXSID00863632
[5-(6-Amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methyl 4-{[3-(ethylamino)-3-oxopropyl]amino}-3-hydroxy-2,2-dimethyl-4-oxobutyl dihydrogen diphosphate