Cas no 62314-92-5 (6-Amino-3,9-dihydro-9-(5-O-phosphono-β-D-arabinofuranosyl)-2H-purin-2-one)

6-Amino-3,9-dihydro-9-(5-O-phosphono-β-D-arabinofuranosyl)-2H-purin-2-one is a nucleoside analog with significant biochemical and pharmacological relevance. This compound features a phosphorylated arabinofuranosyl moiety linked to a modified purine base, conferring unique structural and functional properties. Its phosphonate group enhances stability and bioavailability, making it valuable for research in antiviral and anticancer applications. The arabinose configuration contributes to its distinct interaction with enzymatic targets, particularly in nucleic acid metabolism. This compound is often utilized in studying nucleotide analogs, enzyme inhibition, and as a precursor in synthetic pathways. Its well-defined chemical structure ensures reproducibility in experimental settings, supporting rigorous scientific investigations.
6-Amino-3,9-dihydro-9-(5-O-phosphono-β-D-arabinofuranosyl)-2H-purin-2-one structure
62314-92-5 structure
Product Name:6-Amino-3,9-dihydro-9-(5-O-phosphono-β-D-arabinofuranosyl)-2H-purin-2-one
CAS No:62314-92-5
MF:C10H14N5O8P
MW:363.22062253952
CID:2843774
Update Time:2025-06-08

6-Amino-3,9-dihydro-9-(5-O-phosphono-β-D-arabinofuranosyl)-2H-purin-2-one Chemical and Physical Properties

Names and Identifiers

    • 6-amino-9-(5-o-phosphono-beta-d-arabinofuranosyl)-9h-purin-2-ol
    • K7LQW14UZW
    • [(2R,3S,4S,5R)-5-(6-amino-2-oxo-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
    • Fludarabine phosphate impurity A [EP]
    • Fludarabine phosphate specified impurity A [EP]
    • 6-Amino-2-hydroxy-9-(beta-D-arabinofuranosyl)-purine 5'-phosphate
    • Fludarabine phosphate impurity, iso-ara-guanine-monophosphate- [USP]
    • 2H-Purin-2-one, 6-amino-1,9-dihydro-9-(5-O-phosp
    • 6-Amino-3,9-dihydro-9-(5-O-phosphono-β-D-arabinofuranosyl)-2H-purin-2-one
    • Inchi： 1S/C10H14N5O8P/c11-7-4-8(14-10(18)13-7)15(2-12-4)9-6(17)5(16)3(23-9)1-22-24(19,20)21/h2-3,5-6,9,16-17H,1H2,(H2,19,20,21)(H3,11,13,14,18)/t3-,5-,6+,9-/m1/s1
    • InChI Key： CGCGQFDYTLYDPF-FJFJXFQQSA-N
    • SMILES： P(=O)(O)(O)OC[C@@H]1[C@H]([C@@H]([C@H](N2C=NC3=C(N)NC(N=C23)=O)O1)O)O

Computed Properties

  • Exact Mass: 363.05799942 g/mol
  • Monoisotopic Mass: 363.05799942 g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 6
  • Hydrogen Bond Acceptor Count: 10
  • Heavy Atom Count: 24
  • Rotatable Bond Count: 4
  • Complexity: 701
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 4
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -4.6
  • Topological Polar Surface Area: 200
  • Molecular Weight: 363.22

6-Amino-3,9-dihydro-9-(5-O-phosphono-β-D-arabinofuranosyl)-2H-purin-2-one Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
A610030-1mg
6-Amino-3,9-dihydro-9-(5-O-phosphono-β-D-arabinofuranosyl)-2H-purin-2-one
 62314-92-5
1mg
 $ 454.00 2023-04-19
TRC
A610030-2.5mg
6-Amino-3,9-dihydro-9-(5-O-phosphono-β-D-arabinofuranosyl)-2H-purin-2-one
 62314-92-5
2.5mg
 $ 1051.00 2023-04-19
TRC
A610030-5mg
6-Amino-3,9-dihydro-9-(5-O-phosphono-β-D-arabinofuranosyl)-2H-purin-2-one
 62314-92-5
5mg
 $ 2004.00 2023-04-19
TRC
A610030-10mg
6-Amino-3,9-dihydro-9-(5-O-phosphono-β-D-arabinofuranosyl)-2H-purin-2-one
 62314-92-5
10mg
 $ 3783.00 2023-04-19
TRC
A610030-25mg
6-Amino-3,9-dihydro-9-(5-O-phosphono-β-D-arabinofuranosyl)-2H-purin-2-one
 62314-92-5
25mg
 $ 11200.00 2023-09-08

6-Amino-3,9-dihydro-9-(5-O-phosphono-β-D-arabinofuranosyl)-2H-purin-2-one Related Literature

Related Categories

Additional information on 6-Amino-3,9-dihydro-9-(5-O-phosphono-β-D-arabinofuranosyl)-2H-purin-2-one

6-Amino-3,9-dihydro-9-(5-O-phosphono-β-D-arabinofuranosyl)-2H-purin-2-one: A Comprehensive Overview

The compound with CAS No. 62314-92-5, known as 6-Amino-3,9-dihydro-9-(5-O-phosphono-β-D-arabinofuranosyl)-2H-purin-2-one, is a highly specialized molecule that has garnered significant attention in the fields of biochemistry and pharmacology. This compound is notable for its unique structural features and potential applications in drug development. Recent studies have highlighted its role in nucleic acid metabolism and its potential as a building block for antiviral agents.

6-Amino groups are commonly found in various biological molecules and are often involved in enzymatic reactions. In this compound, the 6-amino group contributes to its reactivity and ability to participate in nucleophilic substitutions. The dihydro moiety suggests a partially saturated structure, which may influence the molecule's stability and solubility properties. The presence of a phosphono group indicates a potential role in phosphorylation reactions, a critical process in cellular signaling pathways.

The β-D-arabinofuranosyl sugar unit is a distinctive feature of this compound. Arabinofuranosyl sugars are less common than ribofuranosyl or deoxyribofuranosyl sugars but are known to exhibit unique biological activities. The 5-O-phosphono modification further enhances the molecule's functionality, potentially enabling it to serve as a substrate for specific kinases or phosphatases.

Recent research has focused on the synthesis and characterization of this compound, particularly its ability to act as a nucleotide analog. Its structure closely resembles natural nucleotides, making it an ideal candidate for studying nucleotide biosynthesis and metabolism. Furthermore, the purinone core of the molecule is reminiscent of purine nucleotides, which are essential components of DNA and RNA.

In terms of applications, this compound has shown promise in antiviral therapy. Its structural similarity to natural nucleotides allows it to be incorporated into viral genomes during replication, potentially leading to defective viral particles. This mechanism has been exploited in the development of antiviral drugs targeting RNA viruses such as influenza and hepatitis C virus.

Moreover, the dihydro and phosphono groups in this compound may facilitate its use in click chemistry and other bioconjugation reactions. These reactions are pivotal in drug discovery and delivery systems, enabling the creation of novel therapeutic agents with improved pharmacokinetic profiles.

From an analytical standpoint, the compound's structure presents challenges for characterization using conventional techniques such as NMR and mass spectrometry. However, advancements in analytical chemistry have made it possible to accurately determine its molecular weight and confirm its structure.

In conclusion, 6-Amino-3,9-dihydro-9-(5-O-phosphono-β-D-arabinofuranosyl)-2H-purin-2-one (CAS No. 62314-92-5) is a versatile molecule with significant potential in both basic research and applied sciences. Its unique structural features and functional groups make it an invaluable tool for understanding nucleotide metabolism and developing innovative therapeutic strategies.

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