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Uracil arabinoside

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Identification
Molecular formula
C9H12N2O6
CAS number
3346-96-7
IUPAC name
2-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-1,2,4-triazine-3,5-dione
State
State

At room temperature, uracil arabinoside is in a solid state. It is a stable compound under normal conditions and does not vaporize readily.

Melting point (Celsius)
215.00
Melting point (Kelvin)
488.15
Boiling point (Celsius)
812.00
Boiling point (Kelvin)
1 085.15
General information
Molecular weight
244.20g/mol
Molar mass
244.1990g/mol
Density
1.7500g/cm3
Appearence

Uracil arabinoside appears as a white to off-white crystalline powder. It is odorless and has a slightly bitter taste. In a pure form, it is usually available as a solid substance suitable for pharmaceutical applications.

Comment on solubility

Solubility of 2-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-1,2,4-triazine-3,5-dione

The compound 2-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-1,2,4-triazine-3,5-dione, with the chemical formula C9H12N2O6, exhibits an interesting solubility profile due to its unique structural components. The presence of multiple hydroxyl groups in its structure significantly enhances its solubility in polar solvents.

Key Points on Solubility:

  • Polar Solvents: This compound is likely to be highly soluble in water and other polar solvents, primarily because of its numerous hydroxyl (-OH) groups that can form strong hydrogen bonds with water molecules.
  • Non-Polar Solvents: Conversely, solubility in non-polar solvents is expected to be low. The strong ionic and hydrogen bonding capabilities associated with its functional groups hinder its interaction with non-polar environments.
  • Temperature Dependency: As is common with many organic compounds, solubility may vary with temperature. Increased temperatures typically enhance solubility in polar solvents.

In summary, the solubility characteristics of 2-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-1,2,4-triazine-3,5-dione primarily highlight its affinity for polar solvents due to its hydroxyl groups.

Interesting facts

Interesting Facts About 2-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-1,2,4-triazine-3,5-dione

This compound, often referred to in biochemical contexts, is a fascinating example of complex organic chemistry that exhibits both structural and functional diversity. Its unique molecular architecture positions it aptly for various applications, particularly in medicinal chemistry.

Key Characteristics

  • Sugar-like Structure: The compound features a sugar moiety, specifically a tetrahydrofuran derivative, suggesting potential interactions with biomolecules akin to typical carbohydrates.
  • Potential Bioactivity: Its structural elements hint at potential biological activities, including the capacity to act as an enzyme inhibitor or a part of a drug delivery system.
  • Triazine Moiety: The inclusion of the triazine ring system is significant as triazines are known for their varied applications, including fungicides and herbicides, thus opening avenues for agricultural relevance.

Moreover, it serves as an intriguing subject for those studying the interplay between chemical structure and biological activity. The presence of multiple hydroxyl groups within the structure is also noteworthy, as they may allow for extensive hydrogen bonding, influencing solubility and reactivity.

Chemistry and Synthesis

The synthesis of such complex molecules often involves a variety of reactions, such as nucleophilic substitutions, oxidations, and condensations, showcasing a rich area for research and potential innovation in synthetic methodologies.

As one might say in the scientific community: "The beauty of chemistry lies in its ability to create intricate webs of atoms that serve profound purposes." This compound exemplifies that principle, reinforcing the importance of studying its unique properties for advancements in both chemistry and biology.

Conclusion

In conclusion, this compound represents a convergence of organic chemistry and biochemistry, highlighting the potential for novel therapeutic agents and agricultural applications. Its study not only broadens our understanding of chemical interactions but also enhances the toolbox available for future scientific endeavors.

Synonyms
6-AZAURIDINE
6-Azuridine
54-25-1
Azauridine
Riboazauracil
6-Azauracil riboside
6-Azur
Riboazauratsil
Ribo-azuracil
6-Azauracil 1-riboside
AzUR
6-Azauracilriboside
6-aza-uridine
6-Azauracilribosid
6-Azauracilribosid [Czech]
6-Azauracil-beta-D-riboside
2-beta-D-Ribofuranosyl-1,2,4-triazine-3,5(2H,4H)-dione
NSC 32074
ribo-Azauracil
HSDB 3206
7BVB29RCPR
2beta-D-Ribofuranosyl-as-triazine-3,5(2H,4H)-dione
EINECS 200-199-6
6-Methyl-Ump
3,5-Dioxo-2,3,4,5-tetrahydro-1,2,4-triazine riboside
BRN 0032281
MLS000028524
6-Azauracil-.beta.-D-riboside
CHEBI:35668
AI3-50104
1,2,4-Triazine-3,5(2H,4H)-dione, 2-beta-D-ribofuranosyl-
AZAURIDINE [MART.]
6-AZAURIDINE [MI]
6-AZAURIDINE [HSDB]
SMR000058273
2-beta-D-Ribofuranosyl-as-triazine-3,5(2H,4H)-dione
as-Triazine-3,5(2H,4H)-dione, 2beta-D-ribofuranosyl-
as-Triazine-3,5(2H,4H)-dione, 2-beta-D-ribofuranosyl-
2beta-D-Ribofuranosyl-1,2,4-triazine-3,5-(2H,4H)-dione
2-beta-D-Ribofuranosyl-1,2,4-triazin-3,5(2H,4H)-dion [Czech]
4-26-00-00554 (Beilstein Handbook Reference)
NSC32074
NSC-32074
2-beta-D-Ribofuranosyl-1,2,4-triazin-3,5(2H,4H)-dion
AZAURIDINE (MART.)
2-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1,2,4-triazine-3,5(2H,4H)-dione
39455-15-7
2-.beta.-D-Ribofuranosyl-1,2,4-triazine-3,5(2H,4H)-dione
1,2,4-Triazine-3,5(2H,4H)-dione, 2-.beta.-D-ribofuranosyl-
2-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,4-triazine-3,5-dione
6 Azauridine
UNII-7BVB29RCPR
Rib-azauracil
2-ss-D-ribofuranosyl-1,2,4-triazine-3,5(2H,4H)dione; 6-Azauracil 1-riboside; 6-AzUr; Riboazauracil
2-(beta-D-Ribofuranosyl)-1,2,4-triazine-3,5-diol
MFCD00006472
Opera_ID_282
cid_5901
SCHEMBL3250
REGID_for_CID_5901
MLS001424191
CHEMBL564201
BDBM47402
DTXSID20960091
HMS2052C07
HMS2235A19
2-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2,3,4,5-tetrahydro-1,2,4-triazine-3,5-dione
EX-A3668
NM 299
AKOS015833067
AKOS015912563
AKOS016009489
CCG-101088
NA02765
NC00338
AC-32340
A0559
NS00041169
5-Hydroxy-2-pentofuranosyl-1,2,4-triazin-3(2H)-one
Q27116561
2.beta.-D-Ribofuranosyl-as-triazine-3,5(2H,4H)-dione
1,2,4-triazine-3,5(2h,4h)-dione, 2-beta-d-ribofuranosyl
2-beta-D-Ribofuranosyl-1,2,4-triaine-3,5(2H,4H)-dione
as-Triazine-3,5(2H,4H)-dione, 2.beta.-D-ribofuranosyl-
1,2,4-Triazine-3,5(2H,4H)-dione, 2-(B-D-ribofuranosyl)-
2-beta-D-ribofuranosyl-1,2,4-triazine-3,5(2H, 4H)-dione
2-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)-2-oxolanyl]-1,2,4-triazine-3,5-dione
2-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-1,2,4-triazine-3,5-dione
2-[(2R,3R,4S,5R)-3,4-dihydroxy-5-methylol-tetrahydrofuran-2-yl]-1,2,4-triazine-3,5-quinone
2-[(2R,3R,4S,5R)-5-(hydroxymethyl)-3,4-bis(oxidanyl)oxolan-2-yl]-1,2,4-triazine-3,5-dione