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Acyclovir

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Identification
Molecular formula
C8H11N5O3
CAS number
59277-89-3
IUPAC name
N-[9-[4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]purin-6-yl]-2-phenoxy-acetamide
State
State

At room temperature, Acyclovir is a solid, specifically in the form of a crystalline powder.

Melting point (Celsius)
256.00
Melting point (Kelvin)
529.15
Boiling point (Celsius)
250.00
Boiling point (Kelvin)
523.15
General information
Molecular weight
225.21g/mol
Molar mass
225.2050g/mol
Density
1.7208g/cm3
Appearence

Acyclovir appears as a white crystalline powder. It is characterized by its relatively odorless nature and is known for its purity in pharmaceutical preparations.

Comment on solubility

Solubility of N-[9-[4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]purin-6-yl]-2-phenoxy-acetamide

The compound N-[9-[4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]purin-6-yl]-2-phenoxy-acetamide, with the chemical formula C8H11N5O3, presents unique solubility characteristics that are worth noting.

Solubility Profile

Generally, solubility is significantly influenced by the following factors:

  • Polarity: Compounds with high polarity tend to dissolve better in polar solvents such as water.
  • Hydrogen Bonding: The presence of hydroxyl (-OH) groups can enhance solubility as they can form hydrogen bonds with solvent molecules.
  • Structural Complexity: The more complex the molecular structure, the more intricate its solubility behavior can be.

In the case of this specific compound, we observe that:

  • **Hydroxymethyl groups** attached to the tetrahydrofuran moiety promote increased solubility in polar solvents.
  • The **phenoxy-acetamide** portion may contribute to solubility in certain organic solvents.
  • Overall, the solubility behavior can be classified as **moderate**, favoring dissolution in moderately polar solvents.

In conclusion, while N-[9-[4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]purin-6-yl]-2-phenoxy-acetamide displays some degree of solubility in water and various organic solvents, it is essential to conduct empirical studies for precise solubility data in diverse environments.

Interesting facts

Exploring N-[9-[4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]purin-6-yl]-2-phenoxy-acetamide

N-[9-[4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]purin-6-yl]-2-phenoxy-acetamide is a fascinating compound, noteworthy for its potential applications in medicinal chemistry and pharmaceuticals. This compound is characterized by its unique structural features which include:

  • Structural diversity: The molecule integrates a purine base structure with a phenoxy-acetamide moiety, a combination that can be pivotal in drug design.
  • Biological significance: The presence of the purine component suggests this compound may have interactions with nucleic acids, making it potentially useful in targeting specific biological pathways.
  • Hydroxymethyl-functionalization: The tetrahydrofuran structure adds unique properties that could alter the compound's biological activity and stability.

In the realm of research, compounds like N-[9-[4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]purin-6-yl]-2-phenoxy-acetamide are often explored for their effects on:

  1. Adenosine receptors: The purine skeleton can mimic the natural nucleosides, opening doors to the development of receptor agonists or antagonists.
  2. Antiviral properties: Similar compounds have displayed antiviral activities, making this compound worthy of investigation against viral infections.
  3. Enzyme inhibition: Structural modifications to the acetamide could potentially lead to novel inhibitors for key metabolic enzymes.

As with many complex organic compounds, the synthesis challenges and opportunities presented by N-[9-[4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]purin-6-yl]-2-phenoxy-acetamide could lead to innovations in synthetic methodologies. The ongoing research into such compounds underscores the importance of interdisciplinary approaches in chemistry that bring together organic synthesis, medicinal chemistry, and biochemistry to drive forward our understanding of biological systems.

In conclusion, this compound exemplifies the intricate dance of chemistry and biology, where slight modifications can lead to enigmatic changes in activity and application. As a result, it holds the promise of contributing to advancements in therapeutics that might one day change patient outcomes.

Synonyms
N-{9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-9H-purin-6-yl}-2-phenoxyacetamide