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Tenofovir

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Identification
Molecular formula
C9H14N5O4P
CAS number
147127-20-6
IUPAC name
(2R,3S,4R,5R)-2-(hydroxymethyl)-5-[6-(N-isopropylanilino)purin-9-yl]tetrahydrofuran-3,4-diol
State
State

At room temperature, Tenofovir is usually in a solid state as a crystalline powder.

Melting point (Celsius)
276.00
Melting point (Kelvin)
549.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
287.24g/mol
Molar mass
287.2410g/mol
Density
1.5306g/cm3
Appearence

Tenofovir appears as a white to off-white crystalline powder. It is odourless and stable under normal conditions.

Comment on solubility

Solubility of (2R,3S,4R,5R)-2-(hydroxymethyl)-5-[6-(N-isopropylanilino)purin-9-yl]tetrahydrofuran-3,4-diol

The solubility of the compound (2R,3S,4R,5R)-2-(hydroxymethyl)-5-[6-(N-isopropylanilino)purin-9-yl]tetrahydrofuran-3,4-diol can be characterized by various factors:

  • Polarity: Due to the presence of hydroxymethyl groups and multiple hydroxyl functional groups, the compound likely exhibits a significant degree of polarity, which can enhance its solubility in polar solvents such as water and alcohols.
  • Hydrogen Bonding: The ability to form hydrogen bonds with solvent molecules can further increase solubility. The hydroxyl groups can act as hydrogen bond donors and acceptors, creating favorable interactions.
  • Intermolecular Interactions: The complex structure, including the purine moiety, may influence solubility. The specific arrangement of atoms could lead to steric hindrance, potentially affecting how well the compound dissolves in various solvents.
  • Solvent Compatibility: This compound may show differential solubility across a range of solvents. For example:
    • Highly soluble in water due to polar characteristics and ability to hydrogen bond.
    • Moderate solubility in organic solvents like methanol or ethanol.
    • Poor solubility in non-polar solvents such as hexane.

In summary, while it is expected that (2R,3S,4R,5R)-2-(hydroxymethyl)-5-[6-(N-isopropylanilino)purin-9-yl]tetrahydrofuran-3,4-diol has a good solubility profile in polar solvents, the overall solubility behavior would depend on various structural and environmental factors. As with many complex organic compounds, empirical solubility testing is crucial to fully understand its properties in specific applications.

Interesting facts

Interesting Facts about (2R,3S,4R,5R)-2-(hydroxymethyl)-5-[6-(N-isopropylanilino)purin-9-yl]tetrahydrofuran-3,4-diol

This complex compound, often referred to as a specialized purine derivative, showcases the incredible diversity found in organic chemistry. Here are some intriguing aspects:

  • Structural Complexity: The compound features a unique tetrahydrofuran ring, which is essential for several biochemical processes. Its chirality, denoted by the (2R,3S,4R,5R) configuration, adds to the complexity and functionality of the molecule.
  • Biological Relevance: As a purine derivative, this compound may have implications in nucleic acid metabolism and could potentially influence cellular processes like energy transfer and signaling pathways.
  • Potential Applications: Due to its structural characteristics, this compound could serve as a lead compound in drug design, particularly in targeting enzymes involved in cellular regulation.
  • Synthesis Challenges: The synthesis of such compounds can be intricate and requires advanced organic chemistry techniques. Understanding the stereochemistry is crucial for creating the desired biological activity.

Scientists are continually researching the myriad ways that compounds like this can influence biological systems, underlining the importance of understanding their structure and function. As noted by prominent chemists, “Chemical compounds are the building blocks of life, and their intricate designs reflect the sophisticated processes of nature.” It is through the study of these compounds that we can develop new therapies and technologies that improve human health and the environment.

Synonyms
(2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(6-(isopropyl(phenyl)amino)-9H-purin-9-yl)tetrahydrofuran-3,4-diol
N6-(Phenylisopropyl)-adenosine
SCHEMBL31084785
DTXSID60951781
(2R,3S,4R,5R)-2-(hydroxymethyl)-5-{6-[phenyl(propan-2-yl)amino]-9H-purin-9-yl}oxolane-3,4-diol
(2R,3S,4R,5R)-2-(hydroxymethyl)-5-[6-(N-propan-2-ylanilino)purin-9-yl]oxolane-3,4-diol
9-Pentofuranosyl-N-phenyl-N-(propan-2-yl)-9H-purin-6-amine