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Acyclovir

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Identification
Molecular formula
C8H11ClN4O3
CAS number
59277-89-3
IUPAC name
2-(6-aminopurin-9-yl)-5-(chloromethyl)tetrahydrofuran-3,4-diol
State
State

Acyclovir is typically found as a solid at room temperature. It is stable under normal conditions of use and storage.

Melting point (Celsius)
256.00
Melting point (Kelvin)
529.15
Boiling point (Celsius)
547.50
Boiling point (Kelvin)
820.60
General information
Molecular weight
225.21g/mol
Molar mass
225.2080g/mol
Density
1.4427g/cm3
Appearence

Acyclovir appears as a white, crystalline powder. It is known for its distinctive crystalline structure and purity.

Comment on solubility

Solubility of 2-(6-aminopurin-9-yl)-5-(chloromethyl)tetrahydrofuran-3,4-diol

The solubility of the compound 2-(6-aminopurin-9-yl)-5-(chloromethyl)tetrahydrofuran-3,4-diol can be influenced by various factors, primarily due to its unique structural characteristics. Here are some key points to consider:

  • Polarity: The presence of hydroxyl (–OH) groups suggests that this compound may exhibit increased polarity, potentially enhancing its solubility in polar solvents like water.
  • Functional Groups: The amino (–NH2) and chloromethyl (–CH2Cl) functional groups can further impact solubility due to their ability to form hydrogen bonds or undergo ionic interactions.
  • Hydrogen Bonding: The capability to form strong hydrogen bonds with solvents could lead to favorable solubility conditions in aqueous environments.
  • Solvent Compatibility: It is likely that this compound dissolves well in certain organic solvents but may have limited solubility in others; testing in various solvents would offer insight.
  • Temperature Effects: Solubility may also be temperature-dependant, with warmer conditions potentially increasing the solubility of the compound.

In conclusion, while specific solubility data may be limited for 2-(6-aminopurin-9-yl)-5-(chloromethyl)tetrahydrofuran-3,4-diol, its chemical structure suggests that it is likely to exhibit reasonable solubility in polar solvents, particularly due to the functionalities that lend themselves to solvation. However, experimental assessment is essential to fully characterize its solubility profile.

Interesting facts

Interesting Facts about 2-(6-aminopurin-9-yl)-5-(chloromethyl)tetrahydrofuran-3,4-diol

This compound, with its complex structure, falls within the fascinating realm of nucleoside analogs. Here are some insightful facts about it:

  • Nucleic Acid Relationships: Due to its resemblance to purines, this compound is closely related to essential components of DNA and RNA, which are pivotal for genetic information storage and transfer.
  • Antiviral Potential: Many nucleoside analogs play crucial roles in pharmaceutical applications, particularly against viral infections. This particular compound could be explored for its potential medicinal properties.
  • Structure-Activity Relationships: The unique combination of the tetrahydrofuran ring and chloromethyl functionality creates opportunities for enhancing biological activity through structural modifications.
  • Research Applications: Scientists in the field of medicinal chemistry often investigate similar compounds for their ability to downregulate viral replication or act as inhibitors in various biological pathways.
  • Analytical Techniques: Characterizing such a compound often requires advanced techniques such as NMR spectroscopy, mass spectrometry, and X-ray crystallography to fully understand its properties and interactions.
  • Potential Side Effects: As with many chemical compounds, understanding the toxicity and side effects associated with this nucleoside analog is crucial for developing safe therapeutic agents.

In summary, the exploration of compounds like 2-(6-aminopurin-9-yl)-5-(chloromethyl)tetrahydrofuran-3,4-diol not only enhances our understanding of biochemistry but also opens pathways for new treatment strategies in medicine. As one scientist aptly put it, "The beauty of chemistry lies not only in the formulization of compounds but in the endless possibilities they grant for innovation."

Synonyms
MFCD00049038
SCHEMBL17523060
5\'-chloro-5\'-deoxyadenosine
PD070073
SY102618
DB-057121
5 inverted exclamation mark -Chloro-5 inverted exclamation mark -deoxyadenosine