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Tenofovir

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Identification
Molecular formula
C9H14FN5O4P
CAS number
147127-20-6
IUPAC name
[5-(5-fluoro-2,4-dioxo-pyrimidin-1-yl)-3-hydroxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphate
State
State

At room temperature, Tenofovir exists in a solid state. It is stable under normal conditions but should be stored in a dry place to maintain its integrity.

Melting point (Celsius)
279.00
Melting point (Kelvin)
552.15
Boiling point (Celsius)
495.30
Boiling point (Kelvin)
768.45
General information
Molecular weight
287.21g/mol
Molar mass
287.2130g/mol
Density
2.1600g/cm3
Appearence

Tenofovir is a white to off-white crystalline powder. It is hygroscopic, meaning it can absorb moisture from the air. It's typically odorless with a slightly bitter taste.

Comment on solubility

Solubility of [5-(5-fluoro-2,4-dioxo-pyrimidin-1-yl)-3-hydroxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphate

The solubility of the compound [5-(5-fluoro-2,4-dioxo-pyrimidin-1-yl)-3-hydroxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphate (C9H14FN5O4P) can be influenced by several factors, making it a topic of interest for chemists:

  • Polarity: The presence of phosphate groups can lead to an increased solubility in polar solvents, such as water.
  • Hydrogen Bonding: The hydroxyl group (–OH) in the structure may enhance solubility through hydrogen bonding with solvent molecules.
  • Salting Out/In: The compound's solubility may also be affected by the presence of salts in the solution, which can either hinder or enhance solubility depending on the ionic strength.

In general, the following points help characterize the solubility behavior:

  1. Compounds containing functional groups that are capable of forming hydrogen bonds typically show enhanced solubility in polar solvents.
  2. In cases where competing interactions occur (such as in complex mixtures), one must experimentally determine the solubility behavior.

Overall, while theoretical predictions can be drawn regarding the solubility of [5-(5-fluoro-2,4-dioxo-pyrimidin-1-yl)-3-hydroxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphate, empirical evidence is essential for verifying these predictions in various solvents under different conditions.

Interesting facts

Interesting Facts about [5-(5-Fluoro-2,4-dioxo-pyrimidin-1-yl)-3-hydroxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphate

This intriguing compound, often discussed in the realm of medicinal chemistry, has garnered interest for its potential therapeutic applications. Here are some fascinating details:

  • Pharmacological Relevance: The compound is considered for its role in inhibiting enzyme activity related to nucleotide synthesis, making it a candidate for anti-cancer and anti-viral drugs.
  • Fluorinated Component: The presence of fluorine—an element known for enhancing biological activity—can improve the compound's pharmacokinetic properties, resulting in better absorption and retention in target tissues.
  • Structural Complexity: With a pyrimidinyl structure alongside a tetrahydrofuran moiety, this compound showcases a unique blend of heterocycles that are essential for their biological interactions. It exemplifies how modifying existing structures can lead to novel functionalities.
  • Potential as a Prodrug: Due to its phosphate group, this compound may also function as a prodrug, requiring metabolic activation to yield active species that exert therapeutic effects.

In the words of renowned chemist, "Oftentimes, the key to unlocking new therapeutic avenues lies in the subtle variations of molecular architecture." This compound embodies that very philosophy.

As research continues, the implications of this compound extend far beyond its molecular formula, indicating a brighter future for synthetic compounds in tackling complex diseases.

Synonyms
SCHEMBL15189164
BCP31154
PD040860
5-Fluoro-2'-deoxyuridine-5'-monophosphate;5-Fluoro-2'-deoxyuridine-5'-O-monophosphate;5-Fluorodeoxyuridine monophosphate