Brivudine | Solubility of Things

Identification

Molecular formula

C₁₁H₁₃BrN₂O₅P

CAS number

69304-47-8

IUPAC name

[5-[6-(bromoamino)purin-9-yl]-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl phosphono hydrogen phosphate

State

At room temperature, Brivudine is a solid.

Melting point (Celsius)

174.50

Melting point (Kelvin)

447.70

Boiling point (Celsius)

946.85

Boiling point (Kelvin)

1 220.00

General information

Molecular weight

435.12g/mol

Molar mass

435.1410g/mol

Density

2.2500g/cm³

Appearence

Brivudine appears as a white to off-white crystalline powder.

Comment on solubility

Solubility of [5-[6-(bromoamino)purin-9-yl]-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl phosphono hydrogen phosphate

The solubility of the compound with the formula C₁₁H₁₃BrN₂O₅P can be analyzed through various factors that influence the dissolution process. Notably, this compound consists of multiple functional groups that significantly affect its solubility in different solvents.

Key Factors Influencing Solubility:

Polarity: The presence of hydroxyl groups (–OH) and the phosphono group in the structure suggest that the compound is likely to be polar. Such polarity generally increases solubility in polar solvents like water.
Hydrogen Bonding: The hydroxyl groups can engage in hydrogen bonding with water molecules, enhancing solubility. This can be an important factor in biological environments.
Ionization: The phosphono group can potentially ionize in aqueous solutions, which could further increase solubility due to the formation of charged species.
Functional Groups: The bromoamino group introduces halogen and amino characteristics, which may alter solubility behavior, potentially favoring solubility in organic solvents as well.

In conclusions drawn from similar compounds, one might expect this substance to exhibit moderate to good solubility in polar solvents, while potentially having limited solubility in nonpolar solvents. Further experimental data would be necessary to confirm these solubility characteristics definitively.

Interesting facts

Interesting Facts about 5-[6-(bromoamino)purin-9-yl]-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl phosphono hydrogen phosphate

This compound features a complex structure that showcases the fascinating world of biomedical chemistry. It is particularly relevant due to its potential applications in the field of nucleic acid research and drug design. Here are some interesting insights:

Biomedical Significance: The presence of the purine moiety (6-(bromoamino)purin-9-yl) suggests that this compound may play a role in nucleic acid metabolism or mimic nucleotides, which are essential for DNA and RNA function.
Phosphate Group: The phosphono hydrogen phosphate part of the molecule is notable for its involvement in energy transfer and storage within cells, particularly in the form of ATP (adenosine triphosphate).
Structure-Activity Relationship: Studying this compound helps researchers understand how modifications to the purine structure influence biological activity, which is crucial for the development of antiviral and anticancer drugs.
Synthesis Challenges: The synthesis of compounds like this can be intricate and requires advanced techniques in organic chemistry, including multi-step reactions that involve protecting group strategies to avoid unwanted reactions.
Potential as a Therapeutic Agent: The complexity and nature of this molecule suggest it could have therapeutic potential, especially in targeting diseases that involve disruptions in nucleotide metabolism.

In summary, 5-[6-(bromoamino)purin-9-yl]-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl phosphono hydrogen phosphate represents a captivating intersection of organic chemistry and pharmacology, serving as a reminder of the intricate relationships between molecular structure and biological function. As researchers delve deeper into such compounds, they pave the way for novel therapeutic innovations.