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Tenofovir alafenamide

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Identification
Molecular formula
C21H29N6O5P
CAS number
379270-37-8
IUPAC name
2-[2-[2-[3-acetamido-2-[[[5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-5-hydroxy-6-(hydroxymethyl)tetrahydropyran-4-yl]oxypropanoylamino]propanoylamino]pentanedioic acid
State
State

At room temperature, Tenofovir alafenamide is typically in a solid state. It is stable under normal conditions, making it suitable for pharmaceutical applications in solid dosage forms such as tablets.

Melting point (Celsius)
82.50
Melting point (Kelvin)
355.65
Boiling point (Celsius)
119.15
Boiling point (Kelvin)
392.00
General information
Molecular weight
476.20g/mol
Molar mass
476.2020g/mol
Density
3.2300g/cm3
Appearence

Tenofovir alafenamide is a white to off-white powder, which is often odorless. It is a crystalline solid, although the specific crystalline structure may vary depending on the formulation methods and conditions.

Comment on solubility

Solubility of 2-[2-[2-[3-acetamido-2-[[[5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-5-hydroxymethyl)tetrahydropyran-4-yl]oxypropanoylamino]propanoylamino]pentanedioic acid (C21H29N6O5P)

The solubility of complex organic molecules like 2-[2-[2-[3-acetamido-2-[[[5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-5-hydroxymethyl)tetrahydropyran-4-yl]oxypropanoylamino]propanoylamino]pentanedioic acid can be influenced by several factors. The intricate structure of this compound suggests a few key considerations when evaluating its solubility:

  • Polarity: The presence of functional groups such as amides, hydroxyls, and phosphate esters indicates a potential for high polarity, which typically enhances water solubility.
  • Hydrogen Bonding: This compound likely forms strong hydrogen bonds due to its hydroxyl groups, which can further increase its solubility in polar solvents.
  • Molecular Size: However, the overall size and complexity of this molecule may hinder solubility in water, making it more soluble in organic solvents or in solution with certain co-solvents.
  • Environmental Conditions: Factors such as pH and temperature may also play a role; for example, changes in pH can affect the ionization state of acidic or basic functional groups, altering solubility behavior.

As with many pharmaceutical compounds, understanding the solubility profile is crucial for therapeutic applications. In conclusion, while 2-[2-[2-[3-acetamido-2-[[[5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-5-hydroxymethyl)tetrahydropyran-4-yl]oxypropanoylamino]propanoylamino]pentanedioic acid may present significant solubility challenges, its unique molecular features indicate potential paths for dissolution under specific conditions.

Interesting facts

Interesting Facts about 2-[2-[2-[3-acetamido-2-[[[5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-5-hydroxy-6-(hydroxymethyl)tetrahydropyran-4-yl]oxypropanoylamino]propanoylamino]pentanedioic acid

This compound is a prime example of the complexity and beauty found within the world of chemical structures. As a member of a larger class of compounds, it showcases a multitude of functional groups, making it particularly interesting for studies in medicinal chemistry and biochemistry. Here are some noteworthy points about this compound:

  • Structural Complexity: The extensive structural design includes multiple functional groups such as acetamido, hydroxy, and phosphoryl. This variety contributes to its potential reactivity and biological activity.
  • Biological Relevance: Compounds with such intricate structures often serve as leads in drug development, particularly in targeting enzymatic pathways due to their ability to mimic natural substrates.
  • Potential Therapeutic Uses: The specific presence of pyrimidine and tetrahydrofuran rings suggests it may have applications in anti-cancer therapies, owing to their involvement in nucleic acid metabolism.
  • Synthetic Challenge: Due to its elaborate structure, synthesizing this compound can be a challenging endeavor. Synthetic chemists often develop innovative strategies to construct such multi-functionalized molecules.

This compound exemplifies the intersection of chemistry and biology, making it a fascinating subject for further research. As one delves deeper into its properties and implications, the potential for innovation in pharmaceuticals becomes evident.

Synonyms
PD042656