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3',5'-Di-O-acetyl-2'-deoxy-N2-isobutyryladenosine

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Identification
Molecular formula
C12H15N3O7
CAS number
113-78-0
IUPAC name
[(2R,3R,4R,5R)-3,4-diacetoxy-5-(3,5-dioxo-1,2,4-triazin-2-yl)tetrahydrofuran-2-yl]methyl acetate
State
State

The compound is in a solid state at room temperature.

Melting point (Celsius)
91.00
Melting point (Kelvin)
364.15
Boiling point (Celsius)
295.00
Boiling point (Kelvin)
568.15
General information
Molecular weight
327.27g/mol
Molar mass
327.2690g/mol
Density
1.4600g/cm3
Appearence

The compound appears as a white to off-white crystalline powder.

Comment on solubility

Solubility of [(2R,3R,4R,5R)-3,4-diacetoxy-5-(3,5-dioxo-1,2,4-triazin-2-yl)tetrahydrofuran-2-yl]methyl acetate

The solubility of the compound [(2R,3R,4R,5R)-3,4-diacetoxy-5-(3,5-dioxo-1,2,4-triazin-2-yl)tetrahydrofuran-2-yl]methyl acetate can be influenced by several factors:

  • Polarity: The presence of multiple functional groups, such as acetoxy and dioxo moieties, suggests that the compound may exhibit polar characteristics, potentially allowing it to dissolve in polar solvents.
  • Hydrogen bonding: The ability to form hydrogen bonds may facilitate solubility in water; however, the overall solubility will depend on the balance of hydrophobic and hydrophilic segments in the molecule.
  • Temperature effects: Solubility can be temperature-dependent, with higher temperatures generally enhancing the solubility of solid compounds in liquids.
  • Solvent selection: It’s essential to consider solvent compatibility; while polar solvents such as ethanol or acetone may be effective, non-polar solvents may fail to dissolve the compound efficiently.

In practical terms, it can often be said that "the solvent is the key to unlocking solubility." Thus, testing various solvents under different conditions is recommended to ascertain the optimum solubility profile for this complex compound.

Overall, while general trends can be noted based on structural features, actual solubility will require experimental measurement to provide precise information.

Interesting facts

Interesting Facts About [(2R,3R,4R,5R)-3,4-diacetoxy-5-(3,5-dioxo-1,2,4-triazin-2-yl)tetrahydrofuran-2-yl]methyl acetate

This intriguing chemical compound is a fascinating example of how molecular modifications can lead to a diverse array of applications and functionalities in the field of chemistry. Here are some noteworthy aspects of this compound:

  • Structural Complexity: The compound features a tetrahydrofuran ring, a versatile structural motif that is often found in various natural products and synthetic drugs.
  • Triazine Moiety: The presence of the 1,2,4-triazine ring, specifically with the dioxo functional groups, indicates potential activity as a biological agent, as triazines are known for their diverse pharmacological properties.
  • Bioactivity Potential: Compounds containing both acetoxy groups and triazines have been researched for potential roles in agricultural chemistry, particularly as herbicides or fungicides.
  • Synthetic Versatility: The synthesis pathways for such compounds can involve various organic reactions, making them interesting subjects for students and chemists looking to explore reaction mechanisms and synthetic strategies.
  • Multifaceted Applications: Beyond pharmaceuticals, compounds with similar structures are utilized in materials science, particularly in creating polymers with specific functionalities.

Moreover, as a student of chemistry, understanding this compound can provide significant insights into:

  • The importance of stereochemistry and its effects on reactivity and interaction with biological systems.
  • The interplay between different functional groups and their influence on the overall properties of chemical compounds.

In summary, the intricate structure and potential applications of [(2R,3R,4R,5R)-3,4-diacetoxy-5-(3,5-dioxo-1,2,4-triazin-2-yl)tetrahydrofuran-2-yl]methyl acetate underscore the richness of organic chemistry and the continuous exploration of new compounds for innovative solutions.

Synonyms
AZARIBINE
Triazure
2169-64-4
6-Azauridine 2',3',5'-triacetate
Azaribina
6-Azaribine
6-Azauridine triacetate
CB 304
Azaribinum
2',3',5'-Tri-O-acetyl-6-azauridine
Triacetyl-6-azauridine
CB-304
NSC-67239
Azauridine triacetate
NSC 67239
K1U80DO9EB
MLS000069488
DTXSID1022635
TA-Azur
2-beta-D-Ribofuranosyl-as-triazine-3,5(2H,4H)-dione 2',3',5'-triacetate
1,2,4-Triazine-3,5(2H,4H)-dione, 2-(2,3,5-tri-O-acetyl-beta-D-ribofuranosyl)-
NCGC00022391-04
SMR000059052
6-AzUR-TA
2',3',5'-Triacetyl-6-azauridine
2-(2',3',5'-Triacetyl-beta-D-ribofuranosyl)-as-triazine-3,5-(2H,4H)-dione
[(2R,3R,4R,5R)-3,4-diacetyloxy-5-(3,5-dioxo-1,2,4-triazin-2-yl)oxolan-2-yl]methyl acetate
DTXCID302635
2-(2,3,5-tri-O-acetyl-beta-D-ribofuranosyl)-1,2,4-triazine-3,5(2H,4H)-dione
CAS-2169-64-4
6-Azauridin-triacetat
Azaribinum [INN-Latin]
Azaribina [INN-Spanish]
6-Azauracilribosid-triacetat
Azaribine [USAN:INN:BAN]
NSC67239
Azaribine,6-
Triazure (TN)
AZR
EINECS 218-515-6
BRN 0631776
AZARIBINE [INN]
AI3-52937
Azaribine (USAN/INN)
AZARIBINE [USAN]
Opera_ID_1475
AZARIBINE [MART.]
UNII-K1U80DO9EB
AZARIBINE [WHO-DD]
SCHEMBL117540
REGID_for_CID_16574
CHEMBL515914
CHEBI:88272
1,2,4-Triazine-3,5(2H,4H)-dione, 2-(2,3,5-tri-O-acetyl-.beta.-D-ribofuranosyl)-
2-.beta.-D-Ribofuranosyl-as-triazine-3,5(2H,4H)-dione 2',3',5'-triacetate
QQOBRRFOVWGIMD-OJAKKHQRSA-N
HMS2230B12
Tox21_110878
as-Triazine-3,5(2H,4H)-dione, 2-beta-D-ribofuranosyl-, triacetate
AKOS015913256
Tox21_110878_1
NT32421
2-(beta-D-ribofuranosyl)-1,2,4-triazin-3,5(2H,4H)-dion 2',3',5'-triacetat
as-Triazine-3,5(2H,4H)-dione, 2-beta-D-ribofuranosyl-, 2',3',5'-triacetate
as-Triazine-3,5-(2H,4H)-dione, 2-(2',3',5'-triacetyl-beta-D-ribofuranosyl)-
NCGC00022391-05
[(2R,3R,4R,5R)-3,4-diacetyloxy-5-(3,5-dioxo(4H-1,2,4-triazin-2-yl))oxolan-2-yl ]methyl acetate
(-)-6-Azauridine 2',3',5'-triacetate
NS00026940
D03029
6-AZAURIDINE 2',3',5'-TRIACETATE [MI]
SR-01000003016
(-)-6-Azauridine 2',3',5'-triacetate;Azaribine
SR-01000003016-2
Q27160156
(2R,3R,4R,5R)-2-(Acetoxymethyl)-5-(3,5-dioxo-4,5-dihydro-1,2,4-triazin-2(3H)-yl)tetrahydrofuran-3,4-diyl diacetate
(2R,3R,4R,5R)-2-(Acetoxymethyl)-5-(3,5-dioxo-4,5-dihydro-1,2,4-triazin-2(3H)-yl)tetrahydrofuran-3,4-diyldiacetate
[(2R,3R,4R,5R)-3,4-diacetoxy-5-(3,5-dioxo-1,2,4-triazin-2-yl)tetrahydrofuran-2-yl]methyl acetate
Acetic acid 3,4-diacetoxy-5-(3,5-dioxo-4,5-dihydro-3H-[1,2,4]triazin-2-yl)-tetrahydro-furan-2-ylmethyl ester