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Tenofovir

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Identification
Molecular formula
C9H14N5O4P
CAS number
147127-20-6
IUPAC name
[3,4-dihydroxy-5-(4-oxo-1,5-dihydropyrrolo[3,2-d]pyrimidin-7-yl)pyrrolidin-2-yl]methyl dihydrogen phosphate
State
State

At room temperature, Tenofovir is typically encountered as a solid, specifically as part of a powder form, and it is often handled as part of pharmaceutical formulations.

Melting point (Celsius)
279.00
Melting point (Kelvin)
552.15
Boiling point (Celsius)
320.00
Boiling point (Kelvin)
593.15
General information
Molecular weight
287.21g/mol
Molar mass
287.2100g/mol
Density
1.4920g/cm3
Appearence

Tenofovir is often found in its prodrug form, Tenofovir disoproxil fumarate, which appears as a white to off-white crystalline powder.

Comment on solubility

Solubility of [3,4-dihydroxy-5-(4-oxo-1,5-dihydropyrrolo[3,2-d]pyrimidin-7-yl)pyrrolidin-2-yl]methyl dihydrogen phosphate

The solubility of [3,4-dihydroxy-5-(4-oxo-1,5-dihydropyrrolo[3,2-d]pyrimidin-7-yl)pyrrolidin-2-yl]methyl dihydrogen phosphate (C9H14N5O4P) can be influenced by several factors. Here are some important points to consider:

  • Polarity: The presence of multiple hydroxyl (-OH) and phosphate (-OPO32-) groups suggests that the compound may have **high polarity**. This typically leads to greater solubility in polar solvents, especially water.
  • Hydrogen Bonding: The -OH groups can form **hydrogen bonds** with water molecules, enhancing solubility. This interaction is crucial for solubilizing compounds in aqueous environments.
  • Ionization: The dihydrogen phosphate moiety can readily ionize in aqueous conditions, increasing its solubility due to the formation of ions which can interact favorably with solvent molecules.

Referencing similar compounds, it can be noted that:

  1. Many phosphate esters are generally quite soluble in water.
  2. The structural complexity, including the presence of a pyrrolidin-2-yl and pyrimidin-7-yl ring, may also affect solubility due to steric hindrances.

In conclusion, while multiple factors suggest that this compound is likely to be soluble in polar solvents, empirical data would be necessary to determine its exact solubility characteristics in various solvents.

Interesting facts

Interesting Facts about 3,4-Dihydroxy-5-(4-oxo-1,5-dihydropyrrolo[3,2-d]pyrimidin-7-yl)pyrrolidin-2-yl]methyl Dihydrogen Phosphate

This compound is a fascinating example of how complex organic structures can be designed to carry multiple functional groups, emphasizing the elegance of molecular architecture in chemistry. Here are some noteworthy points regarding this compound:

  • Unique Structure: With a hybrid of pyrrolidine and pyrimidine rings, this compound showcases the intricate fusion of various heterocyclic systems, providing it with potential biological activity.
  • Biological Relevance: Compounds with similar structures have been studied for their pharmacological properties, potentially showing efficacy in antiviral or antitumor applications.
  • Phosphate Functionality: The presence of dihydrogen phosphate moiety is significant as it can contribute to the compound's solvation and reactivity in biological systems, playing a role in energy transfer and cell signaling.
  • Synthesis Potential: The multistep synthesis of such compounds often allows for the modification of functional groups, leading to the production of a library of potential therapeutics.
  • Research Insight: The exploration of compounds like this opens up pathways for understanding complex biochemical processes and developing innovative therapeutic strategies.

As stated by renowned chemist Robert H. Grubbs, "The beauty of chemistry resides not in the individual components but in the bonds that connect them." This compound exemplifies this philosophy, highlighting how intricate arrangements can lead to exciting new possibilities in science.

Overall, the study of such complex chemical entities not only broadens our understanding of organic and medicinal chemistry but also illuminates the potential for future discoveries in the realm of drug development.