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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-methyl-phosphinic acid
State
State

At room temperature, tenofovir is a solid. It is generally distributed as a salt form to improve its solubility and stability for pharmacological use.

Melting point (Celsius)
278.50
Melting point (Kelvin)
551.65
Boiling point (Celsius)
556.70
Boiling point (Kelvin)
829.85
General information
Molecular weight
287.21g/mol
Molar mass
287.2130g/mol
Density
1.4975g/cm3
Appearence

Tenofovir is typically available as a white to off-white crystalline powder. It is often supplied in the form of tenofovir disoproxil fumarate, which is more stable and easier to work with for pharmaceutical formulations.

Comment on solubility

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

The solubility of this compound, with the chemical formula C9H14N5O4P, can be influenced by various factors due to its unique structure. Understanding its solubility characteristics is crucial for its applications in biochemical fields.

Factors Influencing Solubility

  • Polarity: The presence of hydroxyl (-OH) and phosphinic acid groups in the structure contributes to enhanced polarity, which generally increases solubility in polar solvents such as water.
  • Hydrogen Bonding: The compound can engage in strong hydrogen bonding with water molecules, further enhancing its solubility capability.
  • pH Levels: Being an acid, the compound's solubility may vary with different pH levels, with increased solubility at lower pH where it remains protonated.

Solubility Characteristics

In a broad sense, one might find the following attributes regarding the compound's solubility:

  • Likely to be soluble in aqueous solutions due to its charged groups.
  • May exhibit limited solubility in non-polar solvents, reflecting a common trend for polar molecules.

Those interested in utilizing [5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-methyl-phosphinic acid should consider conducting empirical solubility tests under varying conditions to accurately determine its behavior in proposed applications.

Interesting facts

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

This fascinating compound, often categorized within the realm of nucleoside analogs, highlights the intricate interplay between organic chemistry and biological functions. Here are some engaging points about this compound:

  • Nucleoside Analog: It is structurally related to nucleosides, which are crucial for nucleic acid synthesis, and hence holds particular interest in medicinal chemistry for its potential therapeutic applications.
  • Potential in Antiviral Therapy: Compounds like this are often investigated for their antiviral properties. The ability to mimic the structure of natural nucleosides can lead to the inhibition of viral replication.
  • Structure-Activity Relationship (SAR): The unique combination of a purine base along with a sugar derivative and a phosphinic acid moiety offers a rich avenue for exploring how variations in structure can affect biological activity, making it a subject of interest for drug design.
  • Phosphinic Acids: This compound falls into the category of phosphinic acids, which are known for their capacity to act as potent inhibitors in biochemical pathways, specifically being studied for their use in target-specific therapies.
  • Research and Development: Ongoing research explores the effectiveness of this compound in treating various diseases, especially viral infections, making it a candidate for further development in pharmacology.

The intricacies of [5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-methyl-phosphinic acid lie not only in its chemical composition but also in its potential applications. As research progresses, scientists continue to unveil the depths of its function, emphasizing the ever-evolving connection between chemistry and therapy.

Synonyms
9-{5-o-[hydroxy(methyl)phosphoryl]pentofuranosyl}-9h-purin-6-amine
84502-40-9
DTXSID001004780