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Tenofovir disoproxil fumarate

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Identification
Molecular formula
C19H30N5O10P
CAS number
202138-50-9
IUPAC name
[hydroxy-[[3-hydroxy-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)tetrahydrofuran-2-yl]methoxy]phosphoryl] [3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl] hydrogen phosphate
State
State

At room temperature, Tenofovir disoproxil fumarate is in the solid state.

Melting point (Celsius)
115.00
Melting point (Kelvin)
388.15
Boiling point (Celsius)
350.00
Boiling point (Kelvin)
623.15
General information
Molecular weight
635.52g/mol
Molar mass
635.5170g/mol
Density
1.5000g/cm3
Appearence

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

Comment on solubility

Solubility of the Compound

The compound hydroxy-[[3-hydroxy-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)tetrahydrofuran-2-yl]methoxy]phosphoryl] [3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl] hydrogen phosphate (C19H30N5O10P) exhibits interesting solubility characteristics, influenced by its complex structure. Here are some notable points regarding its solubility:

  • Polarity: The presence of multiple hydroxy groups and phosphate functionalities suggests a relatively high polarity, which may enhance solubility in polar solvents, such as water.
  • Hydrogen Bonding: The ability to form hydrogen bonds with water molecules typically aids in solvation processes, indicating that this compound may dissolve well in aqueous environments.
  • Potential Limitations: Conversely, the steric hindrance created by bulky groups, such as the methyl and pyrimidinyl moieties, may inhibit solubility in some organic solvents.
  • pH Influence: Being a phosphate compound, its solubility could also be affected by the pH of the solution, where changes in pH can lead to variations in the ionization state, thus altering solubility.

In summary, while the general expectation is that this compound may show good aqueous solubility due to its polar nature and capability for hydrogen bonding, specific solubility behavior will ultimately depend on the solvent choice, temperature, and pH conditions. Always consider conducting empirical solubility tests to conclusively determine its solubility profile.

Interesting facts

Interesting Facts about Hydroxy-[[3-Hydroxy-5-(5-Methyl-2,4-Dioxo-Pyrimidin-1-Yl)Tetrahydrofuran-2-Yl]Methoxy]Phosphoryl][3,4,5-Trihydroxy-6-(Hydroxymethyl)Tetrahydropyran-2-Yl] Hydrogen Phosphate

This intriguing compound showcases a complex structure featuring various functional groups that give it unique properties and potential applications in different fields. Here are some engaging facts to consider:

  • Multi-functional capabilities: This compound comprises multiple functional groups, such as hydroxyl and phosphonate groups, which may contribute to its potential as a bioactive molecule. Such functionality often plays a crucial role in biological activities.
  • Drug design: The integration of pyrimidine and tetrahydrofuran moieties suggests that this compound could be a valuable lead in the design of new pharmaceutical agents. Molecules with similar structures have shown promise in targeting various diseases.
  • Studying enzyme interactions: The presence of phosphate groups can facilitate interaction with biological enzymes, making this compound a great candidate for studying enzyme inhibition and activation, particularly within metabolic pathways.
  • Structure-activity relationship (SAR): As a student of chemistry, you might find it fascinating to explore how alterations in the molecule's structure (like changing functional groups) influence its biological activity, paving the way for the development of more effective therapeutic agents.
  • Potential roles in nucleic acid chemistry: Given its phosphonate functionalities, this compound may be involved in nucleic acid chemistry, particularly in the formulation of phosphoramidate prodrugs that aim to enhance the delivery and efficacy of nucleic acid-based therapeutics.

In conclusion, hydroxy-[[3-hydroxy-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)tetrahydrofuran-2-yl]methoxy]phosphoryl][3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl] hydrogen phosphate stands as a testament to the complexity and versatility of chemical compounds. Its potential applications in medicinal chemistry and biochemistry make it an exciting subject for further study and exploration.

Synonyms
TDP-Glucose
dTDP-glucose dianion
dTDP-glucose(2-)
dTDP-a-D-Glucose
dTDP-a-D-Glucose(2-)
DTXSID20862864
PD040875
[3-Hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)oxolan-2-yl]methyl 3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl dihydrogen diphosphate