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Adefovir

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Identification
Molecular formula
C10H15N5O4P
CAS number
106941-25-7
IUPAC name
[5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-[[[[5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-sulfanyl-phosphoryl]oxy-hydroxy-phosphoryl]methyl]phosphinic acid
State
State

At room temperature, Adefovir is typically in a solid state.

Melting point (Celsius)
280.00
Melting point (Kelvin)
553.15
Boiling point (Celsius)
250.00
Boiling point (Kelvin)
523.15
General information
Molecular weight
273.21g/mol
Molar mass
273.2060g/mol
Density
2.2300g/cm3
Appearence

Adefovir typically appears as a white to off-white crystalline powder. It is commonly used in its diester form as Adefovir dipivoxil for medicinal purposes.

Comment on solubility

Solubility of [5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-[[[[5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-sulfanyl-phosphoryl]oxy-hydroxy-phosphoryl]methyl]phosphinic acid

The solubility of the compound with the formula C10H15N5O4P is influenced by several factors, given its complex structure. Understanding the solubility characteristics is essential for its potential applications.

General Solubility Characteristics

  • Hydrophilicity: The presence of hydroxyl groups and a phosphate moiety suggests that this compound is likely to exhibit some degree of hydrophilicity, which generally increases solubility in polar solvents such as water.
  • Hydrophobic Interactions: However, the aromatic rings and nitrogen-containing bases may introduce hydrophobic characteristics, making it less soluble in non-polar solvents.
  • pH Dependence: The solubility may also vary with pH, particularly around the pKa values of the acidic and basic groups present in the structure, potentially forming soluble salts or ionized forms.
  • Temperature Effects: Increasing temperature often enhances solubility; thus, a thorough investigation at various temperatures may be beneficial to assess maximum solubility.

In summary, while the theoretical considerations indicate a possibly moderate to high solubility in aqueous solutions, empirical data would be crucial for understanding its actual solubility profile. Notably, comprehensive studies on the solubility behavior related to its molecular interactions are recommended to make definitive conclusions.

Interesting facts

Interesting Facts about [5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-[[[[5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-sulfanyl-phosphoryl]oxy-hydroxy-phosphoryl]methyl]phosphinic acid

This complex compound, known for its intricate structure, is a fascinating example of how modifications on a purine base can lead to unique biochemical properties. Here are some key points:

  • Biological Role: The presence of the aminopurine moiety suggests that this compound may play a significant role in nucleic acid metabolism or cellular functions.
  • Phosphinic Acid: The phosphinic acid part of the molecule brings important pharmacological properties, potentially acting as a selective inhibitor or modulator in biochemical pathways.
  • Sulfanyl and Hydroxy Groups: These functional groups can greatly influence the reactivity and interaction of the molecule with biological targets, enhancing its effectiveness or specificity.
  • Tetrahydrofuran Ring: The incorporation of a tetrahydrofuran ring is quite interesting, as it can influence the compound's conformation, affecting how it interacts with other biomolecules.
  • Research Potential: Due to its unique structure, scientists are increasingly interested in studying this compound for therapeutic applications, especially in fields like cancer research and antiviral treatments.

As a notable point, the existence of multiple functional groups enables a variety of potential interactions, making this compound a prime candidate for ongoing research. Understanding its mechanisms of action can offer insights into novel drug design and the development of new therapeutic strategies. The interplay between structural complexity and biological activity in compounds like this one truly illustrates the beauty of chemistry in medicine!