Skip to main content

Zidovudine

ADVERTISEMENT
Identification
Molecular formula
C10H13N5O4
CAS number
30516-87-1
IUPAC name
[(2R,3R,4R,5R)-3,4-diacetoxy-5-(2,4-dioxopyrimidin-1-yl)tetrahydrofuran-2-yl]methyl acetate
State
State

Zidovudine is primarily found in a solid state at room temperature. It is available in various forms including tablets, capsules, and solutions for oral administration.

Melting point (Celsius)
124.00
Melting point (Kelvin)
397.15
Boiling point (Celsius)
421.90
Boiling point (Kelvin)
695.05
General information
Molecular weight
267.24g/mol
Molar mass
267.2390g/mol
Density
1.5300g/cm3
Appearence

Zidovudine is typically a white to off-white crystalline solid. It is usually provided in the form of tablets or capsules when used for medicinal purposes.

Comment on solubility

Solubility Overview

The compound [(2R,3R,4R,5R)-3,4-diacetoxy-5-(2,4-dioxopyrimidin-1-yl)tetrahydrofuran-2-yl]methyl acetate exhibits a fascinating solubility profile that is crucial for understanding its applications and interactions in various environments.

Solubility Characteristics

Here are key points regarding the solubility of this compound:

  • Aqueous Solubility: Due to its complex structure, the solubility in water is often limited. The presence of functional groups may foster some polar interactions, but steric factors tend to decrease overall solubility.
  • Solvent Compatibility: This compound is likely to show better solubility in organic solvents, such as dimethyl sulfoxide (DMSO) and acetone, thanks to its acetoxy groups which enhance non-polar interactions.
  • Temperature Effects: Generally, increasing temperature raises solubility for many compounds. This compound may also benefit from higher temperatures, allowing better solubilization in suitable solvents.
  • pH Influence: The solubility may also be affected by pH, particularly if the compound can undergo protonation or deprotonation, influencing its charge and, thus, its affinity for different solvents.

In summary, understanding the solubility of [(2R,3R,4R,5R)-3,4-diacetoxy-5-(2,4-dioxopyrimidin-1-yl)tetrahydrofuran-2-yl]methyl acetate is essential for optimizing its use in chemical processes and improving its delivery across biological barriers. As with many complex compounds, a multifactorial approach is recommended to ascertain the best conditions for solubility.

Interesting facts

Interesting Facts about [(2R,3R,4R,5R)-3,4-diacetoxy-5-(2,4-dioxopyrimidin-1-yl)tetrahydrofuran-2-yl]methyl acetate

This intriguing compound is a member of the broad class of organic molecules, specifically classified as a pyrimidine derivative. It features a unique structure that is significant in the realm of medicinal chemistry. Here are some engaging insights about this compound:

  • Synthetic Applications: The compound is notable for its role in the synthesis of various pharmaceuticals, particularly those targeting certain diseases by interacting with biological systems in specific ways.
  • Structural Complexity: Its intricate fused-ring system combines tetrahydrofuran and pyrimidine moieties, which can offer interesting properties such as enhanced bioactivity and selectivity.
  • Functional Groups: The presence of diacetoxy groups contributes to its reactivity, making it a valuable intermediate in organic synthesis. Researchers often explore these functional groups for their ability to undergo further reactions.
  • Research Interests: This compound has attracted attention for studies involving potential antitumor and antiviral activities, positioning it as a focus for researchers seeking new therapeutic agents.
  • Natural Product Inspiration: Compounds like this are often inspired by natural products, allowing scientists to create molecules that mimic biological functionality while improving efficacy and reducing side effects.

In summary, [(2R,3R,4R,5R)-3,4-diacetoxy-5-(2,4-dioxopyrimidin-1-yl)tetrahydrofuran-2-yl]methyl acetate is more than just a chemical; it's a key player in the ongoing quest for new medicines and understanding complex biological processes. Its fascinating structure and reactivity keep it on the radar for both academic and pharmaceutical research.

Synonyms
Uridine triacetate
4105-38-8
2',3',5'-Tri-O-acetyluridine
Triacetyluridine
Vistonuridine
Xuriden
2',3',5'-Triacetyluridine
PN401
Tri-O-acetyluridine
Vistogard
Uridine 2',3',5'-triacetate
Vistogard (TN)
PN 401
PN-401
RG2133
Xuriden (TN)
Triacetate d'uridine
RG 2133
RG-2133
Triacetato de uridina
Uridine triacetate [USAN:INN]
2WP61F175M
EINECS 223-881-5
URIDINE TRIACETATE [MI]
URIDINE TRIACETATE [INN]
CHEBI:90914
URIDINE TRIACETATE [USAN]
DTXSID40961409
URIDINE TRIACETATE [WHO-DD]
URIDINE TRIACETATE [ORANGE BOOK]
NSC79269
[(2R,3R,4R,5R)-3,4-bis(acetyloxy)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methyl acetate
uridini triacetas
((2R,3R,4R,5R)-3,4-bis(acetyloxy)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl)methyl acetate
A16AX13
DTXCID001380019
223-881-5
triacetyl uridine
(2R,3R,4R,5R)-2-(ACETOXYMETHYL)-5-(2,4-DIOXO-3,4-DIHYDROPYRIMIDIN-1(2H)-YL)TETRAHYDROFURAN-3,4-DIYL DIACETATE
MFCD00023795
[(2R,3R,4R,5R)-3,4-diacetyloxy-5-(2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl acetate
UNII-2WP61F175M
Uridinetriacetate
uridine-triacetate
C15H18N2O9
Uridine, 2,3,5-triacetate
MLS006009982
SCHEMBL871011
CHEMBL2107381
Uridine triacetate (USAN/INN)
[(2R,3R,4R,5S)-3,4-Diacetyloxy-5-(2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl acetate
CS-D1799
NSC788948
s6484
AKOS015964563
DB09144
NSC-788948
NT06907
HY-14905
SMR004701034
SY004945
2',3',5'-Tri-O-acetyluridine, >=98%
2a(2),3a(2),5a(2)-Tri-O-acetyluridine
NS00047457
D09985
EN300-7359679
BRD-K18323388-001-01-1
Q22075857
Uridine 2',3',5'-triacetate;2',3',5'-Tri-O-acetyl-D-uridine
2 inverted exclamation mark ,3 inverted exclamation mark ,5 inverted exclamation mark -Triacetyluridine