127840-94-2

Usage

Uses

Used in Biomedical Research:
Uridine, 3'-azido-2',3'-dideoxy-2'-fluoro-5-methyl(9CI) is used as a research tool for studying nucleic acid metabolism and function due to its unique chemical modifications.
Used in Pharmaceutical Development:
In the pharmaceutical industry, Uridine, 3'-azido-2',3'-dideoxy-2'-fluoro-5-methyl(9CI) is used as a potential therapeutic agent for the development of antiviral and anticancer drugs, leveraging its modified structure to target specific biological processes.
Used in Antiviral Applications:
Uridine, 3'-azido-2',3'-dideoxy-2'-fluoro-5-methyl(9CI) is used as an antiviral agent for its ability to interfere with viral replication processes, offering a new approach to treating viral infections.
Used in Anticancer Applications:
In oncology, Uridine, 3'-azido-2',3'-dideoxy-2'-fluoro-5-methyl(9CI) is used as an anticancer agent, potentially inhibiting cancer cell growth and proliferation by integrating into cancer cells' nucleic acids and disrupting their function.

Upstream product

• 132776-25-1 1-(3-azido-2,3-dideoxy-2-fluoro-5-O-trityl-β-D-ribofuranosyl)thymine 
• 127840-92-0 1-(2-deoxy-2-fluoro-5-O-monomethoxytrityl-β-D-xylofuranosyl)thymine 
• 128269-50-1 1-(3-azido-3-deoxy-5-O-trityl-β-D-arabinofuranosyl)thymine 
• 75096-64-9 3-Azido-3-deoxy-1,2-di-O-acetyl-5-O-(4-methylbenzoyl)-β-D-ribofuranose 
• 65-71-4 thymin 
• 124424-31-3 O²,3'-anhydro-1-(2-deoxy-2-fluoro-5-O-monomethoxytrityl-β-D-xylofuranosyl)thymine 
• 115913-84-3 1-(2,3-epoxy-5-O-trityl-β-D-lyxo-pentofuranosyl)thymine 
• 1463-10-1 5-Methyluridine 
• 127840-91-9 1-(2-deoxy-2-fluoro-5-O-monomethoxytrityl-β-D-ribofuranosyl)thymine 
• 127840-90-8 3-(3,5-di-O-monomethoxytrityl-β-D-arabinofuranosyl)thymine 
• 22423-26-3 O-2,2'-cyclo-5-methyluridine 
• 607351-45-1 1-(3-azido-3-deoxy-5-O-trityl-β-D-ribofuranosyl)thymine 
• 607351-46-2 O-2,2'-anhydro-1-(3-azido-3-deoxy-5-O-trityl-β-D-arabinofuranosyl)thymine 
• 120042-40-2 4-Methyl-benzoic acid (2S,3R,4R,5R)-4-acetoxy-3-azido-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester 

Relevant academic research and scientific papers

Mycobacterium tuberculosis thymidine monophosphate kinase inhibitors: Biological evaluation and conformational analysis of 2′- and 3′-modified thymidine analogues

Mycobacterium tuberculosis thymidine monophosphate kinase (TMPKmt) has recently been introduced as a potential target for the structure-based design of anti-tuberculosis drugs. Based on the TMPKmt X-ray structure and previous S.A.R. studies, we synthesised the nucleoside analogues 3a-b, 6a-b, 7a-b, and 8a-b, modified in 2′- and 3′-position of the ribofuranose ring moiety. To our surprise, these analogues showed only moderate binding affinity (i.e. Ki between 118 and 1260 μM). This prompted us to investigate the conformational features of these nucleosides. We concluded that compounds of this series, especially 8a-b, are strongly biased towards the "Northern" furanose ring conformation, whereas X-ray crystallography reveals a preference of TMPKmt for the opposite "Southern" conformers. This paper covers the synthesis, biological evaluation and conformational features (i.e. preferred ring puckering) of the 2′- and 3′-modified dT analogues. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.

Fluorinated sugar analogues of potential anti-HIV-1 nucleosides

In order to obtain agents with therapeutic indices superior to those of AZT, FLT, or D4T, several analogues of anti-HIV-1 nucleosides were synthesized. These include 2',3'-dideoxy-2',3'-difluoro-5-methyluridine (13), its arabino analogue 19, arabino-5-met

SYNTHESIS OF 2',3'-DISUBSTITUTED 3'-DEOXYTHYMIDINE DERIVATIVES

Reaction of 2 with DAST followed by detritylation and monomethoxytritylation afforded 34percent of the fluorinated nucleoside 3.This intermediate was used to prepare the 3'-azido-2'-fluoro- and 2',3'-difluoro substituted 5-methyluridine analogues 7 and 11, respectively.