CAS 7013-16-3

9-β-D-Arabinofuranosyl-1,9-dihydro-6H-purin-6-one

Description:

9-β-D-Arabinofuranosyl-1,9-dihydro-6H-purin-6-one, commonly referred to as Ara-A or arabinosyladenine, is a nucleoside analog with notable antiviral properties. It is characterized by its purine base structure, specifically a modified adenine, linked to an arabinofuranose sugar moiety. This compound exhibits a β-anomeric configuration, which is significant for its biological activity. Ara-A is primarily recognized for its effectiveness against certain viral infections, particularly those caused by herpesviruses, as it interferes with viral DNA synthesis. The compound's mechanism of action involves its incorporation into viral DNA, leading to chain termination during replication. Additionally, Ara-A has been studied for its potential therapeutic applications in various other viral infections and certain types of cancer. Its solubility and stability in biological systems are critical for its efficacy as a therapeutic agent. Overall, 9-β-D-Arabinofuranosyl-1,9-dihydro-6H-purin-6-one represents an important compound in medicinal chemistry, particularly in the development of antiviral therapies.

Formula: C₁₀H₁₂N₄O₅

InChI: InChI=1/C10H12N4O5/c15-1-4-6(16)7(17)10(19-4)14-3-13-5-8(14)11-2-12-9(5)18/h2-4,6-7,10,15-17H,1H2,(H,11,12,18)/t4-,6-,7+,10-/m1/s1

InChI key: InChIKey=UGQMRVRMYYASKQ-UHTZMRCNSA-N

SMILES: O[C@@H]1[C@H](N2C3=C(N=C2)C(=O)N=CN3)O[C@H](CO)[C@H]1O

Synonyms:

• 6H-Purin-6-one, 9-beta-D-arabinofuranosyl-1,9-dihydro-
• 6H-Purin-6-one, 9-β-<span class="text-smallcaps">D</span>-arabinofuranosyl-1,9-dihydro-
• 9-(b-D-Arabinofuranosyl) hypoxanthine
• 9-(beta-D-Arabinofuranosyl)hypoxanthine
• 9-(beta-D-arabinofuranosyl)-3,9-dihydro-6H-purin-6-one
• 9-beta-D-Arabinofuranosyl-1,9-dihydro-6H-purin-6-one
• 9-β-<span class="text-smallcaps">D</span>-Arabinofuranosyl-1,9-dihydro-6H-purin-6-one
• 9-β-<span class="text-smallcaps">D</span>-Arabinofuranosylhypoxanthine
• Ara-H
• Arabinosylhypoxanthine
• Arainosine
• Hypoxanthine arabinoside
• Hypoxanthine, 9-beta-D-arabinofuranosyl-
• Hypoxanthine, 9-β-<span class="text-smallcaps">D</span>-arabinofuranosyl-
• Hypoxanthine-9-Beta-D-Arabinofuranoside
• Nsc 405122
• 6H-Purin-6-one, 9-β-D-arabinofuranosyl-1,9-dihydro-
• 9-β-D-Arabinofuranosyl-1,9-dihydro-6H-purin-6-one
• 9-β-D-Arabinofuranosylhypoxanthine
• Hypoxanthine, 9-β-D-arabinofuranosyl-
• Ara-Ir
• Arabinofuranosyl-hypoxanthine (ara-HX)
• Arabino inosine
• ARABINOFURANOSYL-HYPOXANTHINE
• HYPOXANTHINE-9-BETA-D-ARABINOFURANOSIDE USP/EP/BP
• 9-((2R，3S，4S，5R)-3，4-Dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1H-purin-6(9H)-one
• Nelarabine Impurity 2
• 9-(β-D-Arabinofuranosyl)hypoxanthine ,98%

9-(b-D-Arabinofuranosyl)hypoxanthine

CAS: 7013-16-3

Ref: 7W-GN2726

Arabinosylhypoxanthine

CAS: 7013-16-3

Arabinosylhypoxanthine

Purity: ≥98%

Molecular weight: 268.23g/mol

Ref: 54-BUP21227

Arabinosylhypoxanthine

CAS: 7013-16-3

Arabinosylhypoxanthine inhibits Ns5b polymerase in hepatitis C virus and can be used in biochemical experiments and organic synthesis.

Formula: C₁₀H₁₂N₄O₅

Purity: 99.71%

Color and Shape: Solid

Molecular weight: 268.23

Ref: TM-TNU1625

Nelarabine Impurity 2

CAS: 7013-16-3

Formula: C₁₀H₁₂N₄O₅

Molecular weight: 268.23

Ref: 4Z-N-527

Arainosine

Controlled Product

CAS: 7013-16-3

Applications Arainosine is used in the preparation of 5'-O-D-valyl adenine 9-β-D-arabinofuranoside, a potential prodrug for improving the oral bioavailability of the antiviral agent Vidarabine (V305030).
References Shen, W., et al.: Nucleos. Nucleot. Nucl., 28, 43 (2009)

Formula: C₁₀H₁₂N₄O₅

Color and Shape: White To Off-White

Molecular weight: 268.23

Ref: TR-A765200

9-(b-D-Arabinofuranosyl)hypoxanthine

CAS: 7013-16-3

9-(b-D-Arabinofuranosyl)hypoxanthine is a glycosylated analogue of the incretin hormone glucagon-like peptide-1 (GLP-1). It has been shown to inhibit Streptococcus pyogenes and other bacteria. 9-(b-D-Arabinofuranosyl)hypoxanthine has also been shown to have inhibitory properties against zirconium oxide, pulmonary vasodilation, squamous cell carcinoma, and rate constant. This drug has not been studied in clinical trials for antiviral prophylaxis or arabinoside. The only known side effects are drug interactions with cyclin D2 and nitrate reductase.

Formula: C₁₀H₁₂N₄O₅

Purity: Min. 98 Area-%

Color and Shape: White Powder

Molecular weight: 268.23 g/mol

Ref: 3D-NA03401

Nelarabine Impurity 2

CAS: 7013-16-3

Formula: C₁₀H₁₂N₄O₅

Molecular weight: 268.23

Ref: ST-EA-CP-N38006

HYPOXANTHINE-9-β-D-ARABINOFURANOSIDE

CAS: 7013-16-3

Formula: C₁₀H₁₂N₄O₅

Purity: 95%

Color and Shape: Solid

Molecular weight: 268.2261

Ref: IN-DA00FBFL