Skip to main content

Tegafur

ADVERTISEMENT
Identification
Molecular formula
C8H9F1N2O3
CAS number
17902-23-7
IUPAC name
(4-aminophenyl) [5-(5-fluoro-2,4-dioxo-pyrimidin-1-yl)-3-hydroxy-tetrahydrofuran-2-yl]methyl hydrogen phosphate
State
State

At room temperature, Tegafur is typically found in a solid state. As a crystalline solid, it is often handled in powder or tablet form when used in pharmaceutical formulations.

Melting point (Celsius)
166.00
Melting point (Kelvin)
439.15
Boiling point (Celsius)
351.20
Boiling point (Kelvin)
624.35
General information
Molecular weight
284.23g/mol
Molar mass
284.2300g/mol
Density
1.8070g/cm3
Appearence

Tegafur typically appears as a white to off-white crystalline solid. It is a prodrug of 5-fluorouracil, which is an effective chemotherapeutic agent frequently used in cancer treatment. The compound may not have a strong or distinctive odor.

Comment on solubility

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

The solubility of the compound with the chemical formula C8H9F1N2O3 can be influenced by various factors, which are essential to consider when understanding its behavior in different environments. Here are a few key points to highlight:

  • Polarity: This compound contains both polar and non-polar regions due to the presence of amino, fluoro, and phosphate groups. This characteristic often leads to moderate solubility in polar solvents such as water.
  • Functional Groups: The presence of functional groups like the hydroxy and phosphate can enhance solubility, allowing for potential hydrogen bonding with solvents.
  • Hydrophobic Regions: Some parts of the structure might be hydrophobic, which could limit solubility in aqueous solutions, leading to variable results depending on the solvent used.

In general, the solubility of this compound may be regarded as:

  1. Good in polar solvents, thanks to its functional groups.
  2. Limited in non-polar solvents, due to the hydrophobic characteristics.

In summary, while the solubility of (4-aminophenyl) [5-(5-fluoro-2,4-dioxo-pyrimidin-1-yl)-3-hydroxy-tetrahydrofuran-2-yl]methyl hydrogen phosphate can be promising in polar mediums, its overall behavior is complex and can vary significantly based on environmental conditions.

Interesting facts

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

This intriguing compound represents a fascinating intersection of organic chemistry and medicinal applications. Its complex structure comprises components with distinct functionalities, which highlight its potential role in the pharmaceutical field. Here are some notable aspects:

  • Phosphate Group: The presence of the hydrogen phosphate group in its structure implies that this compound could be involved in biochemical pathways, particularly those related to energetics in biological systems.
  • Fluoro-Substituent: The incorporation of fluorine not only enhances the compound's lipophilicity but also may improve its bioactivity, making it a valuable target for developing new therapeutic agents.
  • Amino Group: The 4-aminophenyl segment suggests potential for interactions with biological macromolecules, such as proteins, which could lead to significant inhibitory effects in certain enzymatic pathways.
  • Pyrimidine Derivative: This compound's structure includes a pyrimidine ring, which is a key structural element in many pharmaceuticals, particularly those targeting nucleic acid synthesis and antimicrobial activity.

Moreover, the varied functional groups make this molecule a promising candidate for further research and synthesis of analogs. In the words of chemist Steven Benner, "Nature uses chemistry as a tool; we can use it too." This sentiment captures the essence of exploring compounds like this one—a powerful reminder of the endless possibilities that lie in chemical innovation. By delving deeper into its properties and interactions, scientists can work towards unlocking its full potential for therapeutic applications.


Synonyms
AC1L1CAU
(4-aminophenyl) [5-(5-fluoro-2,4-dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl hydrogen phosphate
DTXSID50274335
5-fluoro-2'-deoxy-[5']uridylic acid mono-(4-amino-phenyl) ester