134217-15-5

Basic information

• Product Name: 9H-Purin-6-amine, 9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-2-fluoro-
• Synonyms: 9H-Purin-6-amine, 9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-2-fluoro-
• CAS NO: 134217-15-5
• Molecular Formula: C₁₀H₁₁F₂N₅O₃
• Molecular Weight: 287.2228464
• Mol File: 134217-15-5.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 9H-Purin-6-amine, 9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-2-fluoro-(CAS DataBase Reference)
• NIST Chemistry Reference: 9H-Purin-6-amine, 9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-2-fluoro-(134217-15-5)
• EPA Substance Registry System: 9H-Purin-6-amine, 9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-2-fluoro-(134217-15-5)

Safety Data

• Hazardous Substances Data: 134217-15-5(Hazardous Substances Data)

Upstream product

• 97614-43-2 1,3,5-tri-O-benzoyl-2-deoxy-2-fluoro-α-D-arabinofuranose 
• 700-49-2 2-fluoroadenine 
• 850883-62-4 2-deoxy-2-fluoro-α-D-arabinofuranose 1-phosphate 
• 103885-02-5 9-(3-O-acetyl-5-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-9H-purine-2,6-diamine 
• 134217-14-4 2-fluoro-9-(3-O-acetyl-5-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-9H-purin-6-amine 

Downstream Products

• 700-49-2 2-fluoroadenine 
• 850883-62-4 2-deoxy-2-fluoro-α-D-arabinofuranose 1-phosphate 

Relevant articles and documents

ANTI-HEPATITIS B VIRUS AGENT

The present disclosure provides an anti-hepatitis B virus agent and a prophylactic or therapeutic agent for hepatitis B virus-related diseases, each comprising a nucleic acid analogue as an active ingredient. The problem can be solved by 2'-deoxy-2'-fluoro-β-2-fluoro-D-adenosine or its prodrug, or a pharmaceutically acceptable salt thereof, or a solvate thereof.

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.

2'-fluoro-2-haloarabinoadinosines and their pharmaceutical compositions

The present invention is directed to certain 2'-fluoro, 2-substituted purine nucleosides which are toxic to cancerous cell lines.

Synthesis and Biologic Activity of 2'-Fluoro-2-halo Derivatives of 9-β-D-Arabinofuranosyladenine

The synthesis of 2-halo-9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)adenines (4b and 4d) by coupling the 2,6-dihalopurine with 3-acetyl-5-benzoyl-2-deoxy-2-fluoro-D-arabinofuranosyl bromide (2) followed by replacement of the 6-halogen with concomitant removal of the acyl blocking groups is described. 2-Fluoroadenine derivative 4g had to be prepared by the diazotization-fluorination of 2-aminoadenine nucleoside 4e.All three nucleosides provided good increases in life span of mice inoculated with P388 leukemia.The best results were obtained when the compounds were administered q3h*8 on days 1, 5, and 9 after implantation of the leukemia cells.The 2',3'-dideoxynucleoside 5b, prepared by deacetylation of 4f and deoxygenation of the resultant 4h followed by removal of the benzoyl group of 5a, was slightly active against HIV in cell culture.