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Tenofovir

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Identification
Molecular formula
C9H14N5O4P
CAS number
147127-20-6
IUPAC name
[5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-sulfanyl-phosphinic acid
State
State

At room temperature, Tenofovir is a solid. It appears as a powder which is stable under normal conditions and does not have any significant vapour pressure.

Melting point (Celsius)
118.00
Melting point (Kelvin)
391.15
Boiling point (Celsius)
300.00
Boiling point (Kelvin)
573.15
General information
Molecular weight
287.21g/mol
Molar mass
287.2130g/mol
Density
1.4900g/cm3
Appearence

Tenofovir is a white to off-white crystalline powder. It is generally odourless and is poorly soluble in water.

Comment on solubility

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

The solubility of the compound C9H14N5O4P can be influenced by a variety of factors due to its complex structure and functional groups. Here are some key points to consider:

  • Polarity: The presence of multiple functional groups such as the amino, hydroxyl, and phosphinic acid moieties contributes to the overall polarity of the compound, potentially enhancing its solubility in polar solvents.
  • Aqueous Solubility: Given the hydroxyl and phosphinic acid groups, this compound may exhibit good solubility in water due to hydrogen bonding and ionic interactions.
  • Organic Solvents: While it may perform well in polar solvents, its solubility in non-polar solvents is likely to be low, which is typical for compounds with significant polar character.
  • pH Dependence: The solubility could vary with pH levels, particularly due to the ionization of the phosphinic acid group; as the pH increases, the compound may become more soluble in solution.

In summary, the solubility profile of this compound is marked by its polar characteristics and the influence of solvent type. Understanding its solubility can be critical for applications in pharmaceuticals and chemical formulations where solubility plays a vital role in bioavailability and mechanism of action.

Interesting facts

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

This fascinating compound is a derivative of phosphinic acid, showcasing the intricate relationship between phosphorus-containing compounds and biological activity. As a scientist, it’s intriguing to delve into the multifaceted functions that such compounds can exhibit.

Biological Significance

The structure of this compound suggests potential interactions with biological systems, particularly in relation to nucleic acid metabolism. Here are some notable aspects:

  • Amino Purine Component: The presence of the 6-aminopurin moiety may contribute to the compound's ability to mimic or influence nucleotide interactions.
  • Phosphinic Acid Core: Known for its role in enzyme inhibition, phosphinic acids are often explored for their potential therapeutic applications in treating diseases.
  • Sulfanyl Group: The incorporation of a sulfanyl group can enhance the compound's reactivity and ability to form coordination complexes with metal ions, potentially affecting its biological efficacy.

Potential Applications

The intriguing combination of components leads to possible applications across various fields:

  • Medicinal Chemistry: This compound could serve as a lead in the design of novel drugs targeting specific enzymes or pathways influenced by purine metabolism.
  • Biochemistry Research: Its unique structure makes it a valuable tool for studies focused on enzymatic reactions involving phosphate transfer.
  • Agrochemicals: Given the relevance of phosphinic compounds in agriculture, this compound might have potential uses as a plant growth regulator or pesticide enhancer.

A Brief Reflection

As researchers continue to explore the potential of compounds like [5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-sulfanyl-phosphinic acid, it underscores the importance of interdisciplinary approaches in chemistry. The intersection of organic chemistry and biology reveals a world of possibilities, affirming the saying that "the best way to predict the future is to create it."