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Tenofovir disoproxil phosphate

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Identification
Molecular formula
C9H14N5O4P
CAS number
147127-20-6
IUPAC name
[2-[[hydroxy-[hydroxy(phenoxy)phosphoryl]oxy-phosphoryl]oxymethyl]-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)tetrahydrofuran-3-yl] acetate
State
State

At room temperature, Tenofovir disoproxil phosphate is in a solid state, typically being crystalline in nature. It is used in tablet form for oral administration in pharmaceuticals.

Melting point (Celsius)
118.50
Melting point (Kelvin)
391.70
Boiling point (Celsius)
327.90
Boiling point (Kelvin)
601.10
General information
Molecular weight
387.24g/mol
Molar mass
387.2410g/mol
Density
2.1000g/cm3
Appearence

Tenofovir disoproxil phosphate typically appears as a white to off-white crystalline powder. It is not readily soluble in water, and is often provided in a prodrug form for pharmaceutical use, which enhances its solubility and absorption properties.

Comment on solubility

Solubility of 2-[[hydroxy-[hydroxy(phenoxy)phosphoryl]oxy-phosphoryl]oxymethyl]-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)tetrahydrofuran-3-yl] acetate (C9H14N5O4P)

The solubility characteristics of 2-[[hydroxy-[hydroxy(phenoxy)phosphoryl]oxy-phosphoryl]oxymethyl]-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)tetrahydrofuran-3-yl] acetate can be complex due to its intricate molecular structure. Understanding its solubility is essential for various applications in pharmaceuticals and chemical formulations. Here are some key points to consider:

  • Polarity: The presence of multiple hydroxyl groups and a phosphoryl group enhances the polarity of the compound, suggesting potential solubility in polar solvents like water.
  • Hydrophobic Regions: With hydrophobic segments from the tetrahydrofuran ring and the phenoxy group, it may exhibit some level of solubility in organic solvents such as methanol or ethanol.
  • pH Dependency: The solubility may vary significantly with pH, primarily due to functional groups that can ionize, impacting the overall solubility in aqueous solutions.
  • Interaction with Solvents: The ability to form hydrogen bonds with solvents could enhance solubility, especially in water, while steric hindrance may limit the extent of interaction.

In summary, the solubility of this compound is influenced by a combination of its functional groups, polarity, and molecular interactions. Conducting empirical tests would provide a clearer understanding of its behavior in various solvent environments.

Interesting facts

Interesting Facts about 2-[[hydroxy-[hydroxy(phenoxy)phosphoryl]oxy-phosphoryl]oxymethyl]-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)tetrahydrofuran-3-yl] acetate

This intriguing chemical compound is notable for its complex structure, which comprises elements from both organic and inorganic chemistry. Here are a few compelling aspects:

  • Phosphorylation: The presence of phosphorus in its structure highlights the significance of phosphorylated compounds in biochemistry, especially in processes such as cell signaling and energy transfer.
  • pyrimidine derivatives: This compound features a pyrimidine ring, a common motif in various biological activities including synthesis of nucleotides and pharmaceuticals. Pyrimidines are vital in forming RNA and DNA, making them essential for life.
  • Biological potential: The compound may exhibit interesting biological properties. Research on similar compounds has suggested potential applications as antiviral agents, anticancer drugs, or immunomodulators due to their ability to alter cellular functions.
  • Versatile functional groups: With multiple hydroxyl (-OH) groups and an acetate moiety, this compound could participate in various reactions, showcasing its versatility in synthetic chemistry.
  • Sustainability aspect: Compounds like this are often studied for their potential in developing environmentally friendly alternatives in pharmaceuticals, adhering to the principles of green chemistry.

As a scientist or chemistry student, understanding the implications of such compounds can lead to groundbreaking research in medicinal chemistry, paving the way for future innovations in drug design and development. In the ever-evolving field of chemistry, compounds like this one symbolize the intricate dance between structure and function.