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Tenofovir disoproxil fumarate

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Identification
Molecular formula
C9H14N5O4P
CAS number
202138-50-9
IUPAC name
[[5-(2,4-dioxopyrimidin-1-yl)-3-hydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl] phosphono hydrogen phosphate
State
State

The compound is in a solid state at room temperature and is usually available as a crystalline powder.

Melting point (Celsius)
178.00
Melting point (Kelvin)
451.15
Boiling point (Celsius)
316.70
Boiling point (Kelvin)
589.85
General information
Molecular weight
287.21g/mol
Molar mass
287.2130g/mol
Density
2.2190g/cm3
Appearence

Tenofovir disoproxil fumarate is a white to off-white crystalline powder. It is soluble in water, sparingly soluble in methanol, and very slightly soluble in acetone.

Comment on solubility

Solubility of [5-(2,4-dioxopyrimidin-1-yl)-3-hydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl phosphono hydrogen phosphate

The solubility characteristics of the compound with the formula C9H14N5O4P are intriguing and warrant a closer examination.

Factors Influencing Solubility

This compound's solubility can be influenced by several factors:

  • Polarity: The presence of functional groups such as hydroxyl and phosphate groups often enhances polar character, leading to increased solubility in polar solvents like water.
  • pH: The solubility may vary with changes in pH, particularly due to the acidic nature of the phosphate groups, which can become protonated or deprotonated depending on the pH of the solution.
  • Temperature: Increasing the temperature may facilitate solubility for many compounds, although this is not universally true.

Solubility Behavior

Based on its chemical structure, we can make some general predictions about its solubility:

  • Expect higher solubility in polar solvents due to the presence of multiple functional groups.
  • May exhibit limited solubility in non-polar solvents given its potential steric hindrance and charge distribution.

Given these properties, one might theorize that the compound’s solubility is substantially pronounced in aqueous environments, aligning with many phosphonic and hydroxyl compounds. However, empirical data is invaluable for confirming these predictions, as real-world solubility can diverge from theoretical expectations due to complex interactions in solution.

Interesting facts

Interesting Facts about [5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl Phosphono Hydrogen Phosphate

This intriguing compound, often referred to in the scientific community for its complex structure and potential applications, plays a vital role in various fields of research, particularly in biochemistry and medicinal chemistry. Here are some captivating details about it:

  • Nucleic Acid Research: The compound shows promising implications in nucleic acid studies, especially given its pyrimidine elements. Pyrimidines are essential for the synthesis of nucleotides, which form the building blocks of DNA and RNA.
  • Phosphorylation Activity: With a phosphoryl group integral to its structure, this compound may participate in phosphorylation processes, influencing enzyme activity and signal transduction pathways in cells.
  • Potential Therapeutic Uses: The characteristics of the compound suggest its potential application in developing therapeutic agents. It could help in the design of inhibitors for specific proteins or enzymes involved in diseases.
  • Structural Diversity: The unique combination of a tetrahydrofuran ring and a dioxopyrimidine moiety represents a significant structural diversity, opening new avenues for synthetic chemical challenges and innovations.
  • Research on Derivatives: Scientists are keen on exploring derivatives of this compound, as modifications could enhance its activity or bioavailability in therapeutic applications.

In summary, the compound not only exemplifies the intricate beauty of organic chemistry but also serves as a crucial player in biological contexts. As noted by researchers, "The exploration of such compounds expands our understanding of biochemical interactions and paves the way for innovative medicinal chemistry." Such insights make this compound a significant subject of research for scientists and students alike.

Synonyms
2'-Deoxyuridine-5'-triphosphoric acid = dUTP
SCHEMBL12729520
SCHEMBL20074354
DTXSID50862574
1-[2-Deoxy-5-O-(hydroxy{[hydroxy(phosphonooxy)phosphoryl]oxy}phosphoryl)pentofuranosyl]pyrimidine-2,4(1H,3H)-dione