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Tenofovir

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Identification
Molecular formula
C9H14N5O4P
CAS number
147127-20-6
IUPAC name
[5-(4-amino-2-oxo-pyrimidin-1-yl)-3-hydroxy-tetrahydrofuran-2-yl]methyl phosphono hydrogen phosphate
State
State

Tenofovir is typically found as a solid at room temperature.

It is usually available as an oral medication in the form of its disoproxil fumarate ester, due to the poor absorption characteristics of the parent drug.

Melting point (Celsius)
280.00
Melting point (Kelvin)
553.20
Boiling point (Celsius)
455.40
Boiling point (Kelvin)
728.50
General information
Molecular weight
287.21g/mol
Molar mass
287.2110g/mol
Density
1.4910g/cm3
Appearence
Tenofovir is a white to off-white crystalline powder. It is practically insoluble in water and slightly soluble in methanol and ethanol.
Comment on solubility

Solubility of [5-(4-amino-2-oxo-pyrimidin-1-yl)-3-hydroxy-tetrahydrofuran-2-yl]methyl phosphono hydrogen phosphate

The solubility of the compound C9H14N5O4P is quite interesting due to its unique structure, which combines both hydrophilic and hydrophobic elements. The overall solubility can be influenced by various factors, including the following:

  • Hydrogen Bonding: The presence of multiple functional groups, like amino and hydroxy, can facilitate strong hydrogen bonding with water molecules.
  • Ionic Interactions: The phosphate groups tend to increase solubility in polar solvents due to their ionic nature.
  • Polarity: Given that this compound contains polar functional groups, it is generally expected to be soluble in aqueous media.

As a result, the compound is likely to exhibit good solubility in water, but the extent can vary based on environmental conditions such as temperature and pH. It is essential to note that solubility can be a complex phenomenon; thus, while this compound has favorable attributes for dissolution, precise solubility data should be obtained through experimental methods rather than theoretical predictions. In summary, one can conclude that:

  1. The compound is reportedly soluble in water due to its highly polar structure.
  2. Interactions with solvents may differ, leading to variable solubility patterns.
  3. Further investigation is necessary for specific solubility values across different temperatures and pH levels.

In general, the combination of hydrophilic and hydrophobic characteristics greatly influences the solubility characteristics of complex compounds like this one.

Interesting facts

Interesting Facts about [5-(4-amino-2-oxo-pyrimidin-1-yl)-3-hydroxy-tetrahydrofuran-2-yl]methyl phosphono hydrogen phosphate

This unique compound belongs to a class of molecules that combine elements of nucleic acid chemistry with the functionalities of phosphonates, making it particularly fascinating for researchers. Here are some intriguing insights:

  • Biological Relevance: Its structure features a pyrimidine derivative, which indicates its potential role in biological processes such as nucleic acid synthesis. Pyrimidines are essential building blocks of DNA and RNA, highlighting the compound's potential applications in biotechnology and pharmaceuticals.
  • Enzyme Interaction: Phosphonates often act as enzyme inhibitors, offering a pathway for the development of novel medications. This compound's phosphono group may mimic natural substrates, aiming to interfere with vital enzymatic functions.
  • Synthetic Pathways: The synthesis of such a complex molecule can involve multiple reaction steps, showcasing the creativity and skills required in synthetic organic chemistry. Researchers continually explore efficient synthetic routes to mitigate cost and time.
  • Research Applications: Due to its structural attributes, this compound could be pivotal in drug design and development, particularly in targeting specific pathways associated with diseases.
  • Interdisciplinary Field: This compound symbolizes the intersection of chemistry, biology, and medicine. It highlights how chemical structures can lead to discoveries impacting various fields, from agricultural science to pharmacology.

In conclusion, [5-(4-amino-2-oxo-pyrimidin-1-yl)-3-hydroxy-tetrahydrofuran-2-yl]methyl phosphono hydrogen phosphate serves as an exciting example of a compound that encapsulates the intricate relationship between chemical structure and biological activity. As research progresses, its potential applications may pave the way for innovative treatments and scientific advancements.

Synonyms
[[5-(4-amino-2-oxo-pyrimidin-1-yl)-3-hydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxyphosphonic acid
SCHEMBL158325
DTXSID10862414
2'-Deoxycytidine-5'-diphosphate sodium salt
4-Amino-1-{2-deoxy-5-O-[hydroxy(phosphonooxy)phosphoryl]pentofuranosyl}pyrimidin-2(1H)-one