Entecavir

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Identification

Molecular formula
C12H15F2N5O3
CAS Number
142217-69-4
IUPAC Name
4-amino-1-[3,3-difluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidin-2-one
Molecular Weight
276.28g/mol
Melting Point
(Celsius)
Boiling Point
(Celsius)
Density
1.9500g/cm3
Synonyms
3'-Epi Gemcitabine (Gemcitabine Impurity)
Interesting facts

Interesting Facts About 4-amino-1-[3,3-difluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidin-2-one

This intriguing compound is a member of the pyrimidine family and presents a unique blend of properties that make it notable in the field of medicinal chemistry. Here are some striking points about this compound:

  • Therapeutic Potential: Compounds like this one are often explored for their potential use in pharmaceuticals, especially in antiviral and antitumor therapies, due to their ability to interfere with nucleic acid synthesis.
  • Structural Complexity: The structure features a tetrahydrofuran ring, which is significant in terms of stability and reactivity, enhancing its bioavailability compared to simpler compounds.
  • Difluorination: The incorporation of difluoromethyl groups is of particular interest, as fluorine can modulate the pharmacokinetics of the compound, making it more effective in biological systems.
  • Hydroxymethyl Group: The presence of a hydroxymethyl substituent can participate in hydrogen bonding, influencing the compound's interactions with biological targets.
  • Research Applications: Scientists are keen to investigate its mechanics through techniques like X-ray crystallography and NMR spectroscopy, providing insights into its conformation and activity.

As noted by one researcher, "The unique architecture of this compound offers a remarkable glimpse into how small changes in structure can significantly impact biological activity." With ongoing research, this compound may reveal new pathways for drug development and contribute to innovative therapeutic solutions.

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