22969-05-7

Basic information

• Product Name: 1-(2-Deoxy-β-D-ribofuranosyl)-2(1H)-pyridone
• Synonyms: 1-(2-Deoxy-β-D-erythro-pentofuranosyl)-2(1H)-pyridinone;1-(2-Deoxy-β-D-ribofuranosyl)-2(1H)-pyridone;1-(2-Deoxy-β-D-ribofuranosyl)pyridine-2(1H)-one
• CAS NO: 22969-05-7
• Molecular Formula: C₁₀H₁₃NO₄
• Molecular Weight: 211.21452
• Mol File: 22969-05-7.mol

Chemical Properties

• Boiling Point: 520.5°C at 760 mmHg
• Flash Point: 268.6°C
• Appearance: /
• Density: 1.412g/cm³
• Vapor Pressure: 5.23E-13mmHg at 25°C
• Refractive Index: 1.61
• CAS DataBase Reference: 1-(2-Deoxy-β-D-ribofuranosyl)-2(1H)-pyridone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-Deoxy-β-D-ribofuranosyl)-2(1H)-pyridone(22969-05-7)
• EPA Substance Registry System: 1-(2-Deoxy-β-D-ribofuranosyl)-2(1H)-pyridone(22969-05-7)

Safety Data

• Hazardous Substances Data: 22969-05-7(Hazardous Substances Data)

Usage

Type

Synthetic nucleoside analogue

Derived from

Naturally occurring nucleoside, cytidine

Structure

Similar to cytidine

Antiviral

May inhibit replication of certain viruses like HIV and herpes simplex virus

Antitumor

Shows promising anticancer activity by inhibiting the growth of tumor cells

Mechanism of action

Interfering with the genetic material of viruses

Current status

Studied for potential use in antiviral and anticancer medications

Further research

Needed to fully understand its mechanisms of action and potential applications

InChI:InChI=1/C10H13NO4/c12-6-8-7(13)5-10(15-8)11-4-2-1-3-9(11)14/h1-4,7-8,10,12-13H,5-6H2

Upstream product

• 142-08-5 2-hydroxypyridin 
• 4594-52-9 1,3,5-tri-O-acetyl-2-deoxyribose 
• 24616-98-6 2-<2'-deoxy-3',5'-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyloxy>pyridine 
• 64842-87-1 1-(2'-desoxy-β-D-ribofuranosyl)-2(1H)-pyridinon-5'-O-phosphat 
• 4330-21-6 2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride 
• 24617-00-3 1-<2'-deoxy-3',5'-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl>-2(1H)-pyridone 
• 142-08-5 2-Pyridone 

Downstream Products

• 86387-05-5 1-{5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-1H-pyridin-2-one 

Relevant articles and documents

Synthesis of Pyridone-based Nucleoside Analogues as Substrates or Inhibitors of DNA Polymerases

The synthesis and characterization of novel acyclic and cyclic pyridone-based nucleosides and nucleotides is described. In total, seven nucleosides and four nucleotides were synthesized. None of the tested nucleosides showed inhibitory properties against Klenow exo- polymerase and M.MuLV and HIV-1 reverse transcriptases. The nucleotides containing 4-chloro- and 4-bromo-2-pyridone as a nucleobase were accepted by the Klenow fragment, but at the expense of fidelity and extension efficiency.

Efforts towards expansion of the genetic alphabet: Pyridone and methyl pyridone nucleobases

(Figure Presented) Getting on with it: A common problem with hydrophobic non-natural base pairs - the inefficient extension following such a base pair - is reduced by using the methylpyridone scaffold, which simultaneously limits another frequent problem

Differential Inhibition of APOBEC3 DNA-Mutator Isozymes by Fluoro- and Non-Fluoro-Substituted 2′-Deoxyzebularine Embedded in Single-Stranded DNA

The APOBEC3 (APOBEC3A-H) enzyme family is part of the human innate immune system that restricts pathogens by scrambling pathogenic single-stranded (ss) DNA by deamination of cytosines to produce uracil residues. However, APOBEC3-mediated mutagenesis of vi

Glycosylations of Ambident Anions of 2(1H)- and 4(1H)-Pyridone and Stereoselective Synthesis of 2(1H)-Pyrimidinone N-(2'-Deoxy-α-D-ribofuranoside)

Glycosylation of the ambident anions of 2(1H)-pyridone (6) and 4(1H)-pyridone (11) in the presence of KOH with 2-deoxy-3,5-di-O-(p-toluoyl)-α-D-erythro-pentofuranosyl chloride (7) stereoselectively yielded the β-D-O-glycosides 8 and 12, together with anom

Nucleoside und Nucleotide. Teil 15. Synthese von Desoxyribonucleosid-monophosphaten und -triphosphaten mit 2(1H)-Pyrimidinon, 2(1H)-Pyridinon und 4-Amino-2(1H)-pyridinon als Basen

The phosphorylation of the modified nucleosides 1-(2'-deoxy-β-D-ribofuranosyl)-2(1H)-pyrimidinone (Md, 4), 4-amino-1-(2'-deoxy-β-D-ribofuranosyl)-2(1H)-pyridinone (Zd, 6) and the synthesis of 1-(2'-deoxy-β-D-ribofuranosyl)-2(1H)-pyri