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Tenofovir disoproxil

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Identification
Molecular formula
C19H30N5O10P
CAS number
201341-05-1
IUPAC name
[5-[2-(butanoylamino)-6-oxo-4,5-dihydro-1H-purin-9-yl]-2-hydroxy-2-oxo-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3,2]dioxaphosphol-6-yl] butanoate
State
State

At room temperature, Tenofovir disoproxil appears as a solid substance.

Melting point (Celsius)
155.00
Melting point (Kelvin)
428.15
Boiling point (Celsius)
350.00
Boiling point (Kelvin)
623.15
General information
Molecular weight
519.40g/mol
Molar mass
519.4040g/mol
Density
1.4900g/cm3
Appearence

Tenofovir disoproxil fumarate is a white to off-white crystalline powder.

Comment on solubility

Solubility of 5-[2-(butanoylamino)-6-oxo-4,5-dihydro-1H-purin-9-yl]-2-hydroxy-2-oxo-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3,2]dioxaphosphol-6-yl butanoate (C19H30N5O10P)

The compound 5-[2-(butanoylamino)-6-oxo-4,5-dihydro-1H-purin-9-yl]-2-hydroxy-2-oxo-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3,2]dioxaphosphol-6-yl butanoate exhibits distinct solubility characteristics that deserve attention. Here are some key points regarding its solubility:

  • Polarity: The molecular structure suggests that the presence of multiple functional groups such as amine, hydroxyl, and phosphate may enhance its solubility in polar solvents.
  • Solvent Compatibility: This compound is likely soluble in aqueous solutions as well as some organic solutions, enabling a range of applications in biochemical settings.
  • pH Influence: The solubility may vary significantly with pH; under acidic or basic conditions, the compound could protonate or deprotonate, influencing its solubility.
  • Hydrogen Bonding: The potential for hydrogen bonding due to the hydroxyl groups can further facilitate solubility in water.

In conclusion, the solubility of this compound can be characterized as relatively high in suitable solvents, particularly those that are polar, due to its complex structure and presence of functional groups. The interplay of molecular interactions plays a crucial role in solubility behavior, making it a fascinating subject for further investigation.

Interesting facts

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

This compound is a fascinating example of the intricate chemistry involved in drug design and development. It showcases a unique combination of organic elements and emphasizes the potential of phosphonation in medicinal chemistry. Here are some interesting points about this compound:

  • Complex Structure: The compound features a multi-functional structure incorporating aminopurine and a dioxaphospholane moiety. Its intricacies are a testament to the versatility of organic synthesis.
  • Phosphorylation Potential: The presence of phosphorus in its structure indicates potential applications in areas such as gene therapy or as part of phosphoramidate prodrugs, which can enhance drug delivery and efficiency.
  • Biological Significance: The purine-like base suggests possible roles in influencing biochemical pathways, potentially acting on nucleic acid metabolism.
  • Therapeutic Applications: Compounds with similar structures are often studied for their anticancer properties, as modifications in purine bases can lead to novel anticancer agents.
  • Synonym Innovation: The complexity and specificity of its name show the detailed nomenclature system scientists use to communicate structural information efficiently.

In summary, 5-[2-(butanoylamino)-6-oxo-4,5-dihydro-1H-purin-9-yl]-2-hydroxy-2-oxo-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3,2]dioxaphosphol-6-yl butanoate not only highlights the advances made in chemical synthesis but also underscores the significance of interdisciplinary research in pushing the boundaries of modern medicinal chemistry. Its potential applications in drug formulation can pave the way for innovative treatments that address unmet medical needs.