109304-04-3

Usage

General Description

2-Aminopurine-9-beta-D-(2'-deoxy-2'-fluoro)arabino-riboside is a chemical compound that consists of a modified nucleoside with a fluoro-substituted deoxyribose sugar and a 2-aminopurine base. It is often used in biochemical research as a fluorescent analog of adenine in DNA and RNA, allowing for the study of nucleic acid structure and interactions. 2-AMinopurine -9-beta-D-(2'-deoxy-2'-fluoro)arabino-riboside has also been studied for its potential applications in cancer treatment and antiviral therapies, as well as in the development of new nucleoside analog drugs. Its unique structure makes it a valuable tool in molecular biology and pharmaceutical research.

Upstream product

• 452-06-2 9H-purin-2-amine 
• 56287-17-3 2'-deoxy-2'-fluorouridine 
• 850883-62-4 2-deoxy-2-fluoro-α-D-arabinofuranose 1-phosphate 

Relevant academic research and scientific papers

Purine 2'-deoxy-2'-fluororibosides as antiinfluenza virus agents

Twenty purine 2'-deoxy-2'-fluororibosides were synthesized by enzymic pentosyl transfer from 2'-deoxy-2'-fluorouridine. Each nucleoside analogue was assayed for cytotoxicity in uninfected Madin-Darby canine kidney cells and for their ability to suppress influenza A virus infections in these cells. The most potent antivirial activity was observed with analogues having an amino group in the 2-position of the purine moiety. All 2-unsubstituted analogues were less potent than their 2-amino counterparts. Furthermore, 2- methyl, 2-methoxy, or 2-fluoro substitution obliterated antivirial activity. The most cytotoxic member of the series was the 2-fluoro-6-amino analogue (IC50 = 120 μM). 2'-Deoxy-2'-fluoroguanosine and those congeners readily converted to it by adenosine deaminase showed the most potent antivirial activity (IC50 = 15-23 μM). Little cytotoxicity was observed with this subgroup of analogues which renders them worthy of further investigation as potential antiinfluenza agents.

ALPHA-1-PHOSPHORYLATED-2-DEOXY-2-FLUOROARABINOSIDE AND PROCESS FOR PRODUCING 2 -DEOXY-2 -FLUORO-BETA-D-ARABINONUCLEOSID E

A method for producing 2'-deoxy-2'-fluoro-β-D-arabinonucleoside represented by formula (II): (wherein B represents a base), in particular, 2'-deoxy-2'-fluoro-β-D-arabinopurinenucleoside, which method comprises causing a nucleoside phosphorylase to act on α-1-phosphorylated-2-deoxy-2-fluoroarabinoside represented by formula (I): or a mixture of α- and β-isomers of 1-phosphorylated-2-deoxy-2-fluoroarabinoside represented by formula (V'): and on a base. The compound can be produced at high yield and in a convenient and highly stereoselective manner.

Method for the treatment of protoza infections with 21 -deoxy-21 -fluoropurine nucleosides

A method for treating two specific protozoal infections, Trichomonas vaginalis and Giardia lamblia, comprising the administration to a mammal in need thereof one of the following purine nucleosides: 2,6-diamino-9-(2-deoxy-2-fluoro-β-D-ribofuranosyl)-9H-purine 2-amino-9-(2-deoxy-2-fluoro-β-D-ribofuranosyl)-9H-purine 2-amino-9-(2-deoxy-2-fluoro-β-D-ribofuranosyl)-6-methoxy-9H-purine.

Antiviral compounds

The present invention relates to 2?-fluoro substituted purine nucleosides and their use in medical therapy, particularly for the treatment of infectious diseases including influenza virus and respiratory syncytial virus infections, to methods for their preparation and to compositions containing them.