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Uracil arabinoside

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Identification
Molecular formula
C9H12N2O6
CAS number
3083-77-0
IUPAC name
1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4-dione
State
State

At room temperature, uracil arabinoside is a solid compound, typically found in a crystalline powder form.

Melting point (Celsius)
211.00
Melting point (Kelvin)
484.15
Boiling point (Celsius)
701.85
Boiling point (Kelvin)
975.00
General information
Molecular weight
244.20g/mol
Molar mass
244.2040g/mol
Density
2.2900g/cm3
Appearence

Uracil arabinoside appears as a white crystalline powder. Its appearance can be characterized by its solid state with crystalline form.

Comment on solubility

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

The solubility of 1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4-dione is an interesting topic due to its complex chemical structure. This organic compound features both hydroxyl groups and a pyrimidine ring, which can significantly influence its solubility properties.

Key Factors Affecting Solubility:

  • Polarity: The presence of multiple hydroxyl groups contributes to increased polarity, which can enhance solubility in polar solvents, particularly water.
  • Hydrogen Bonding: The hydroxyl groups can engage in hydrogen bonding, making it more soluble in aqueous environments.
  • Interaction with Solvents: It may exhibit different solubility in various organic solvents; for instance, solubility could be lower in non-polar solvents due to a lack of similar interactions.

In practice, the solubility of this compound can be summarized as follows:

  • Highly soluble in water due to its polarity and ability to form hydrogen bonds.
  • Moderate solubility in alcohols and other polar organic solvents.
  • Low solubility in non-polar solvents like hexane or diethyl ether.

As with many compounds, observing solubility in real-world applications provides critical insights. It’s often said that “like dissolves like," suggesting that understanding the molecular interactions at play is essential for predicting how this compound will behave in various environments.

Interesting facts

Interesting Facts About 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 that combines a pyrimidine ring with a tetrahydrofuran moiety. Here are some striking features:

  • Complex Structure: The presence of stereocenters in the tetrahydrofuran portion showcases the importance of chirality in biological systems. The specific configuration of 2R, 4S, and 5R allows for distinct interactions with biological targets.
  • Biological Significance: Pyrimidine derivatives are often found in nucleic acids, and their role in cellular processes cannot be overstated. This compound can potentially offer insight into DNA/RNA synthesis.
  • Potential Applications: With its unique combination of functional groups, this compound may be a candidate for applications in medicinal chemistry, particularly in the development of antiviral or anticancer agents.
  • Research Interest: Due to its structural features, researchers might explore it for its role in metabolic pathways or as an enzyme inhibitor, expanding the current understanding of nucleotide metabolism.

In conclusion, 1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4-dione is not just a compound with an intricate structure, but also a potential key to unlocking new biological insights and therapeutic strategies.

Synonyms
2'-DEOXYURIDINE
951-78-0
deoxyuridine
Uracil deoxyriboside
2-Deoxyuridine
Uridine, 2'-deoxy-
Deoxyribose uracil
2'-Desoxyuridine
Desoxyuridine
CCRIS 2832
EINECS 213-455-7
UNII-W78I7AY22C
NSC 23615
Uracil desoxyuridine
BRN 0024433
DEOXYURIDINE [MI]
1-(2-Deoxy-beta-D-erythro-pentofuranoxyl)uracil
1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione
2,4(1H,3H)-Pyrimidinedione, 1-(2-deoxy-beta-D-ribofuranosyl)-
DTXSID30883621
2,4(1H,3H)-Pyrimidinedione, 1-(2-deoxy-beta-D-erythro-ribofuranosyl)-
4-24-00-01200 (Beilstein Handbook Reference)
NSC-23615
1-(2-Deoxy-D-erythro-pentofuranosyl)uracil
1-(2-Deoxy-delta-erythro-pentofuranosyl)uracil
1-(2-deoxy-beta-D-ribofuranosyl)-2,4(1H,3H)-Pyrimidinedione
1-(2-deoxy-beta-D-erythro-pentofuranosyl)-2,4(1H,3H)-Pyrimidinedione
1-(2-deoxy-beta-delta-ribofuranosyl)-2,4(1H,3H)-Pyrimidinedione
1-(2-deoxy-beta-delta-erythro-pentofuranosyl)-2,4(1H,3H)-Pyrimidinedione
1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl)-1,2,3,4-tetrahydropyrimidine-2,4-dione
(beta 1-(2-Deoxyribopyranosyl))thymidine
1-(2-Deoxy-.beta.-D-erythro-pentofuranoxyl)uracil
1-(4-hydroxy-5-(hydroxymethyl)oxolan-2-yl)pyrimidine-2,4-dione
1-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
2,4(1H,3H)-Pyrimidinedione, 1-(2-deoxy-.beta.-D-ribofuranosyl)-
2,4(1H,3H)-Pyrimidinedione, 1-(2-deoxy-.beta.-D-erythro-pentofuranosyl)-
2,4(1H,3H)-Pyrimidinedione, 1-(2-deoxy-beta-D-erythro-pentofuranosyl)-
DTXCID601023132
mxhrcpnrjammim-uhfffaoysa-n
1-((2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione
dURD
2'-Deoxyuridine-1'-d
MFCD00006527
1-(2-Deoxy-beta-D-ribofuranosyl)uracil
1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
W78I7AY22C
CHEBI:16450
DUR
dU, 2'-dU
1-(2-deoxy-beta-D-erythro-pentofuranosyl)uracil
2'-Deoxy-D-uridine
Uridinie, 2'-deoxy-
2yb0
bmse000320
SCHEMBL28844
MLS001066344
CHEMBL353955
2 inverted exclamation marka-dU
2'-Deoxyuridine, >=98.5%
HMS2267D16
HY-D0186
s5505
ZINC00155696
AKOS015833069
AKOS015896792
1-(2-Deoxy-ss-D-ribofuranosyl)uracil
CCG-247504
CS-W019820
DB02256
ND06282
PS-7750
1-((2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)tetrahydro-furan-2-yl)pyrimidine-2,4(1H,3H)-dione
1-[(4S,2R,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-dihydropyrimidine-2, 4-dione
NCGC00142492-01
BP-58660
DA-49411
SMR000112296
D0060
NS00014663
C00526
O10766
EN300-7374520
Q419140
1-(2-DEOXY-.BETA.-D-ERYTHRO-PENTOFURANOSYL)URACIL
E73B1553-A13A-4989-B045-A589A8F2B9DC
1-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-1-H-pyrimidine-2,4-dione
1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4-dione