Skip to main content

Uracil-β-D-arabinofuranose

ADVERTISEMENT
Identification
Molecular formula
C9H12N2O6
CAS number
3762-62-7
IUPAC name
1-[4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4-dione
State
State

At room temperature, Uracil-β-D-arabinofuranose exists as a solid. Due to its molecular structure, it retains stability as a solid under standard atmospheric conditions without transitioning into a liquid or gaseous state.

Melting point (Celsius)
330.00
Melting point (Kelvin)
603.15
Boiling point (Celsius)
420.00
Boiling point (Kelvin)
693.15
General information
Molecular weight
228.19g/mol
Molar mass
228.1860g/mol
Density
2.1628g/cm3
Appearence

Uracil-β-D-arabinofuranose is a white to off-white crystalline powder with a consistent appearance across samples. Due to its crystalline nature, it may exhibit slight variations in opacity depending on particle size and purity.

Comment on solubility

Solubility of 1-[4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4-dione

The solubility of the compound C9H12N2O6, known as 1-[4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4-dione, is an essential characteristic that defines its behavior in various environments. This compound contains both hydrophilic and hydrophobic functional groups, influencing its solubility in different solvents.

Key Points on Solubility:

  • Polar Solvents: The presence of hydroxyl groups makes the compound more soluble in polar solvents such as water. This is due to hydrogen bonding between the hydroxyl groups and water molecules.
  • Non-Polar Solvents: In contrast, its solubility in non-polar solvents (like hexane) is expected to be quite low, as non-polar solvents do not effectively solvate polar compounds.
  • Temperature Effect: Solubility may also increase with temperature, as higher temperatures can help overcome lattice energy, allowing more molecules to dissolve.
  • pH Influence: The solubility can depend on the pH of the environment, especially given the presence of acidic and basic groups in the structure, which may lead to ionization and enhanced solubility in specific pH ranges.

Understanding the solubility characteristics of this compound can significantly impact its practical applications in pharmaceuticals, where solubility is often a key factor in drug bioavailability. As emphasized by studies, compounds with balanced hydrophilic and lipophilic properties tend to exhibit optimal solubility profiles.

Interesting facts

Interesting Facts about 1-[4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4-dione

This intriguing compound, recognized as a derivative of pyrimidine, holds a prominent place in the realm of organic chemistry due to its unique structural features and potential applications. Here are some remarkable aspects of this compound:

  • Versatile Functional Groups: The presence of a pyrimidine ring combined with tetrahydrofuran moieties lends this compound interesting reactivity patterns. It showcases the harmonious blend of both heterocyclic and aliphatic systems.
  • Chemotherapeutic Potential: Compounds with similar structures have been investigated for their potential in medicinal chemistry. They exhibit promising biological activities, particularly as antiviral and anticancer agents.
  • Biochemical Relevance: The structural configuration may play a critical role in biological systems. Analogues of this compound have been linked to pathways in nucleic acid metabolism, highlighting their importance in pharmacology.
  • Hydrophilic Properties: The hydroxy groups not only enhance the solubility of this compound in biological media but also facilitate potential interactions with biomolecules, making it a candidate for drug design.
  • Research Applications: Scientists are exploring this compound for its role in the synthesis of novel pharmaceuticals. Studies focussing on its modifications could lead to the discovery of improved therapeutic options.

This compound exemplifies the intricate relationships found in organic chemistry, where seemingly straightforward structures can lead to vast possibilities in scientific research. As a molecule that bridges various fields, from medicinal chemistry to biochemical analysis, it underscores the critical role of structure in determining function and bioactivity, making it a fascinating topic for further exploration.

Synonyms
2'-Desoxyuridine
2-Deoxyuridine
Deoxyribose uracil
NSC23615
Uridine, 2'-deoxy-
dURD
[5',5''-2H2]2'-DEOXYURIDINE
369656-76-8
1-(2-Deoxy-.beta.-D-erythro-pentofuranoxyl)uracil
1-(2-deoxypentofuranosyl)-4-hydroxypyrimidin-2(1H)-one
URIDINE, 2-DEOXY-
2,4(1H,3H)-Pyrimidinedione, 1-(2-deoxy-.beta.-D-ribofuranosyl)-
SCHEMBL2641582
2,4(1H,3H)-Pyrimidinedione, 1-(2-deoxy-.beta.-D-erythro-pentofuranosyl)-
DTXSID60862484
1-[(2R,4R,5S)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione
169527-96-2
31501-19-6
41545-92-0
STK681025
AKOS005596404
AKOS026750183
2 inverted exclamation mark -Deoxyuridine
LS-13642
SY038939
DB-021004
EU-0050286
SR-01000091549
SR-01000091549-1
1-(2-Deoxypentofuranosyl)pyrimidine-2,4(1H,3H)-dione
2,3H)-Pyrimidinedione, 1-(2-deoxy-.beta.-D-ribofuranosyl)-
2,3H)-Pyrimidinedione, 1-(2-deoxy-.beta.-D-erythro-pentofuranosyl)-
1-[(2R,4S,5S)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4-dione
1-[(2S,4S,5S)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4-dione
1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)-tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione