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Abacavir

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Identification
Molecular formula
C14H18N6O
CAS number
136470-78-5
IUPAC name
2-(hydroxymethyl)-5-[6-(2-phenylethylamino)purin-9-yl]tetrahydrofuran-3,4-diol
State
State

At room temperature, abacavir is in a solid state. As a crystalline powder, it does not have volatility and remains stable under normal conditions.

Melting point (Celsius)
165.00
Melting point (Kelvin)
438.15
Boiling point (Celsius)
370.00
Boiling point (Kelvin)
643.15
General information
Molecular weight
286.33g/mol
Molar mass
286.3330g/mol
Density
1.3376g/cm3
Appearence

Abacavir typically appears as a white to off-white crystalline powder. It is practically insoluble in water and has a slight solubility in methanol.

Comment on solubility

Solubility Characteristics of 2-(hydroxymethyl)-5-[6-(2-phenylethylamino)purin-9-yl]tetrahydrofuran-3,4-diol (C14H18N6O)

The solubility of 2-(hydroxymethyl)-5-[6-(2-phenylethylamino)purin-9-yl]tetrahydrofuran-3,4-diol presents interesting considerations, largely influenced by its chemical structure. Some key points about its solubility include:

  • Polar Functional Groups: The presence of hydroxymethyl (-CH2OH) and hydroxyl (-OH) groups typically enhances solubility in polar solvents such as water.
  • Aromatic Rings: The phenylethylamino group introduces an aromatic nature, which can decrease solubility in highly polar solvents but allows interaction with non-polar solvents.
  • Hydrogen Bonding: The ability to form hydrogen bonds due to these functional groups can lead to increased solubility in polar media.
  • Solvent Dependency: Solubility can significantly vary depending on the solvent used; thus, testing in different solvents is important to determine practical solubility.

It is important to note that "like dissolves like", meaning that the compound's solubility is highly dependent on the characteristics of the solvent. For example:

  • In water: Likely to exhibit moderate solubility due to polar groups.
  • In organic solvents: Solubility may vary due to the influence of the hydrophobic phenyl group.

In summary, assessing the solubility of C14H18N6O requires consideration of both its functional groups and the solvent environment, making targeted experiments essential for precise solubility determination.

Interesting facts

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

This fascinating compound, known for its complex structure, sits at the intersection of medicinal chemistry and molecular biology. It primarily has garnered attention due to its potential therapeutic applications and unique interaction properties with biological systems. Here are some interesting insights:

  • Structural Features: The compound features a tetrahydrofuran ring fused with a purine moiety, showcasing the intricate design of heterocyclic compounds which are prevalent in numerous natural products.

  • Biological Importance: Compounds similar to this structure are often explored in drug development, particularly in the treatment of conditions such as cancer and neurodegenerative diseases, thanks to their ability to influence enzymatic activities.

  • Mechanism of Action: It is hypothesized that the phenylethylamino group may contribute to enhanced binding affinity towards specific receptors, reflecting the drug-like properties of this compound.

  • Research Opportunities: Ongoing research is focused on understanding the metabolic pathways and the pharmacokinetics of this compound, aiming to tailor its properties for optimal therapeutic efficacy.

  • Historical Context: The exploration of purine derivatives has been instrumental in the evolution of modern pharmaceuticals, with several existing drugs derived from similar structures enhancing our understanding of nucleic acid metabolism.

In conclusion, 2-(hydroxymethyl)-5-[6-(2-phenylethylamino)purin-9-yl]tetrahydrofuran-3,4-diol embodies the fascinating complexity of current chemical research, marrying structural innovation with the promise of new therapeutic avenues. As scientists continue to unravel its potential, we find ourselves at the forefront of groundbreaking discoveries in medicinal chemistry.

Synonyms
DTXSID00875053
ADENOSINE,6N-2-PHENYLETHYL
n6-phenethyladenosine
SMR000326857
NSC281310
N6-Phenethyladenosine;N6-Phenylethyladenosine
MLS000859998
MLS002153479
DTXCID501013176
HMS2234J13
NSC-281310