5-Bromouridine

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Identification

Molecular formula
C9H11BrN2O6
CAS Number
957-75-5
IUPAC Name
5-bromo-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4-dione
Molecular Weight
321.09g/mol
Melting Point
(Celsius)
Boiling Point
(Celsius)
Density
0.5800g/cm3
Synonyms
5-BROMO-2'-DEOXYURIDINE
Interesting facts

Interesting Facts About 5-Bromo-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4-dione

This compound is a fascinating example of a pyrimidine derivative which incorporates both halogen (bromine) and carbohydrate-like structures in its molecular design. Such combinations make it of great interest in various fields of research, especially in medicinal chemistry.

Key Features

  • Structural Complexity: The presence of a bromine atom on the pyrimidine ring introduces unique reactivity profiles that can be harnessed in synthetic organic chemistry.
  • Bioactivity: Compounds like this one often demonstrate biological activity that may be useful in pharmaceuticals, especially in antibiotic and antiviral applications.
  • Stereochemistry: The stereochemical configuration with specific chiral centers as indicated in its name, provides insights into its potential interactions with biological targets, which often depend on three-dimensional orientation.

5-Bromo-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4-dione serves as an illustrative case in studying the integration of heterocyclic compounds with sugar analogues, forging pathways for discovering new therapeutic agents.

As a scientist, one might reflect on the importance of such compounds, stating, "The intersection of heterocycles and carbohydrate chemistry opens a realm of possibilities for innovation in drug development." This compound exemplifies not only the inherent complexity found in molecular chemistry but also the potential it holds for advancing health sciences.

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