CAS 2018-19-1

2-(5-O-phosphono-beta-D-ribofuranosyl)-1,2,4-triazine-3,5(2H,4H)-dione

Description:

2-(5-O-phosphono-beta-D-ribofuranosyl)-1,2,4-triazine-3,5(2H,4H)-dione, commonly referred to as a nucleoside analog, is characterized by its structural components that include a triazine ring and a ribofuranosyl moiety with a phosphonate group. This compound is notable for its potential biological activity, particularly in the context of antiviral and anticancer research, as it can mimic natural nucleosides and interfere with nucleic acid synthesis. The presence of the phosphonate group enhances its solubility and stability in biological systems, making it a subject of interest in medicinal chemistry. Its triazine core contributes to its ability to interact with various biological targets, including enzymes involved in nucleic acid metabolism. Additionally, the compound's unique structure may influence its pharmacokinetic properties, such as absorption and distribution within biological systems. Overall, this substance represents a significant area of study for developing therapeutic agents that can effectively target specific biological pathways.

Formula: C₈H₁₂N₃O₉P

InChI: InChI=1/C8H12N3O9P/c12-4-1-9-11(8(15)10-4)7-6(14)5(13)3(20-7)2-19-21(16,17)18/h1,3,5-7,13-14H,2H2,(H,10,12,15)(H2,16,17,18)/t3-,5-,6-,7-/m1/s1

SMILES: c1c(nc(=O)n([C@H]2[C@@H]([C@@H]([C@@H](COP(=O)(O)O)O2)O)O)n1)O

Synonyms:

• 1,2,4-Triazine-3,5(2H,4H)-dione, 2-(5-O-phosphono-beta-D-ribofuranosyl)-
• 6-Aza UMP
• 6-Azauridine 5'-phosphoric acid
• ((2R,3S,4R,5R)-5-(3,5-Dioxo-4,5-dihydro-1,2,4-triazin-2(3H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl dihydrogen phosphate
• 1,2,4-Triazine-3,5(2H,4H)-dione, 2-(5-O-phosphono-β-D-ribofuranosyl)-
• [(2R,3S,4R,5R)-5-(3,5-dioxo-1,2,4-triazin-2-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
• 6-AZAURIDINE-5'-MONOPHOSPHATE
• [(2R,3S,4R,5R)-5-(3,5-dioxo-1,2,4-triazin-2-yl)-3,4-dihydroxy-oxolan-2-yl]methyl dihydrogen phosphate
• [(2R,3S,4R,5R)-5-(3,5-diketo-1,2,4-triazin-2-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphate

((2R,3S,4R,5R)-5-(3,5-Dioxo-4,5-dihydro-1,2,4-triazin-2(3H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl dihydrogen phosphate

CAS: 2018-19-1

Formula: C₈H₁₂N₃O₉P

Molecular weight: 325.1693

Ref: IN-DA0027UR

6-Azauridine-5''-monophosphate

CAS: 2018-19-1

Ref: 7W-GN5431

6-Azauridine-5'-monophosphate

CAS: 2018-19-1

6-Azauridine-5'-monophosphate (6-AU) is a compound that is synthesized by the enzyme Azoarcus sp. 6-AU synthetase and is a precursor to azauridine, an intermediate in the biosynthesis of purines. It has been shown to inhibit bacterial growth in tissue culture and depression in mice. The kinetic data were obtained using a titration calorimetry assay at 25 degrees Celsius using subtilis. This drug also has convulsant effects on animals and can cause orotic aciduria when administered orally in high doses. 6-AU has been shown to be effective against cancer cells as well as infectious diseases such as tuberculosis and malaria.

Formula: C₈H₁₂N₃O₉P

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 325.17 g/mol

Ref: 3D-NA08373

6-Azauridine-5'-monophosphate sodium

CAS: 2018-19-1

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Formula: C₈H₁₂N₃O₉P•(Na)₂

Molecular weight: 371.17 g/mol

Ref: 3D-NA184584