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Brivudine

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Identification
Molecular formula
C11H13BrN2O6P
CAS number
69304-47-8
IUPAC name
[5-(2-amino-8-bromo-6-oxo-3H-purin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphate
State
State

At room temperature, Brivudine is in a solid state. It is stable under standard conditions of temperature and pressure, showing crystalline properties evident from its physical appearance.

Melting point (Celsius)
184.00
Melting point (Kelvin)
457.00
Boiling point (Celsius)
205.00
Boiling point (Kelvin)
478.00
General information
Molecular weight
435.11g/mol
Molar mass
435.1530g/mol
Density
3.0600g/cm3
Appearence

Brivudine typically appears as a crystalline solid. The compound is characterized by its off-white to slightly yellow color in its pure form. Its crystalline nature is due to the organized arrangement of its molecules resulting from its chemical structure.

Comment on solubility

Solubility of [5-(2-amino-8-bromo-6-oxo-3H-purin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphate

The solubility of the compound C11H13BrN2O6P, known as [5-(2-amino-8-bromo-6-oxo-3H-purin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphate, demonstrates some intriguing characteristics influenced by its complex structure. This compound includes various functional groups that significantly affect its solubility in different solvents.

Factors Influencing Solubility

  • Polarity: The presence of hydroxyl groups (-OH) enhances its polarity, leading to increased solubility in polar solvents, especially water.
  • Ionic Character: The dihydrogen phosphate group (H2PO4-) adds to the ionic nature, which typically favors solubility in water.
  • Hydrogen Bonding: The capability to form hydrogen bonds further supports solubility in aqueous solutions.

In contrast, the bromine atom and the purine moiety might introduce some hydrophobic characteristics, potentially reducing solubility in non-polar solvents.

Solubility Behavior

Generally, compounds like this one can exhibit varying solubility:

  1. Highly soluble in water due to polar and ionic interactions.
  2. Low solubility in organic solvents that are non-polar.
  3. Moderate solubility may be observed in mixed solvents or those with moderate polarity.

In conclusion, the overall solubility of [5-(2-amino-8-bromo-6-oxo-3H-purin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphate in water suggests that it could be well-absorbed in biological systems, making it a compound of interest in medicinal chemistry.

Interesting facts

Interesting Facts about [5-(2-amino-8-bromo-6-oxo-3H-purin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphate

This intriguing compound is a complex molecule that showcases the fascinating interplay between nucleobase chemistry and phosphate functionalities. Here are some key points to note:

  • Structure and Functionality: The compound is built upon a purine framework, which is essential to nucleic acids, highlighting its potential relevance in biochemistry and genetic engineering.
  • Phosphate Group: The dihydrogen phosphate group plays a crucial role in various biochemical processes, including energy transfer and signaling in cellular systems.
  • Brilliant Bromine: The presence of bromine, specifically at the 8-position, suggests possibilities for enhancing biological activity or modifying molecular interactions due to the halogen's unique properties.
  • Research Applications: Molecules like this one can serve as essential tools in medicinal chemistry, potentially acting as precursors for developing new drugs or diagnostics targeting specific diseases, especially those involving nucleic acids.

The significance of this compound extends beyond its structure. As a scientist or student of chemistry, you might find it particularly engaging to dive into:

  1. How modifications to the purine structure can affect its biological behavior.
  2. The synthesis pathways that can be utilized to create similar compounds, enhancing your understanding of organic synthesis.
  3. The compound's interaction with enzymes or other biomolecules, shedding light on the fundamental aspects of biochemistry.

In the words of a renowned chemist: "The beauty of chemistry lies in the connections between seemingly disparate elements." This compound stands at the crossroads of organic synthesis and biological function, making it a rich subject for exploration in both laboratory and theoretical settings.