146-94-1

Usage

Uses

Used in Pharmaceutical Development:
2-azaadenosine is used as a potential therapeutic agent for various diseases due to its anti-inflammatory and anti-cancer properties, as well as its ability to modulate immune responses.
Used in Research Applications:
2-azaadenosine is used as a research tool in studies related to adenosine signaling pathways, given its inhibitory effect on adenosine deaminase, an enzyme involved in purine metabolism.
Used in Enzyme Inhibition Studies:
2-azaadenosine is used as an inhibitor of adenosine deaminase, which is crucial for understanding and potentially manipulating purine metabolism in various biological processes and diseases.
If there are specific industries or applications not mentioned in the provided materials that 2-azaadenosine could be used in, they would be listed as follows:
Used in Oncology:
2-azaadenosine is used as an anti-cancer agent for its potential to combat various types of cancer through its unique biological properties.
Used in Immunology:
2-azaadenosine is used as an immunomodulatory agent to study and potentially treat conditions related to immune system dysregulation.

InChI:InChI=1/C9H12N6O4/c10-7-4-8(13-14-12-7)15(2-11-4)9-6(18)5(17)3(1-16)19-9/h2-3,5-6,9,16-18H,1H2,(H2,10,12,13)

Upstream product

• 270065-08-2 4-methoxy-7-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)imidazo[4,5-d][1,2,3]triazine 
• 36519-16-1 7-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-3,7-dihydro-4H-imidazo[4,5-d][1,2,3]triazin-4-one 
• 36519-17-2 7-(2,3,5,-tri-O-acetyl-β-D-ribofuranosyl)imidazo[4,5-d][1,2,3]triazin-4-one 
• 270065-13-9 4-(1,2,4-triazol-1-yl)-7-[2,3,5-tri-O-(t-butyldimethylsilyl)-β-D-ribofuranosyl]imidazo[4,5-d][1,2,3]triazine 
• 270065-10-6 4-methoxy-7-(2,3,5-tri-O-(t-butyldimethylsilyl)-β-D-ribofuranosyl)imidazo[4,5-d][1,2,3]triazine 
• 138481-53-5 7-(2,3,5-Tris-O-(t-butyldimethylsilyl)-β-D-ribofyranosyl)imidazo<4,5-d>-v-triazin-4-one 
• 270065-11-7 4-amino-7-[2,3,5-tri-O-(t-butyldimethylsilyl)-β-D-ribofuranosyl]imidazo[4,5-d][1,2,3]triazine 

Relevant academic research and scientific papers

Synthesis of 4-substituted imidazo[4,5-d][1,2,3]triazine (2- azapurine)nucleosides

Several methods for functionalization of the 4-position of imidazo[4,5- d][1,2,3]triazin-4-one were investigated. These investigations were successful and led to the preparation of 4-amino, 4-triazol-1-yl, 4-methoxy, 4-methylthio, 4-methylamino, 4-thio, 4-nitrobenzyl, and 4-unsubstituted 9- (β-D-ribofuranosyl)-imidazo-[4,5-d][1,2,3]triazine (2-azapurine ribosides). The 4-unsubstituted compound (19) was slightly active against HCMV in plaque and yield reduction experiments and was not cytotoxic at 100 ♂m. The methylamino (15), hydrazino (16), and p-nitrobenzylthio (20) were inactive against HCMV but slightly cytotoxic. The thiomethyl-substituted analog (21) was the most active with activity comparable to ganciclovir but with greater cytotoxicity. We conclude that even though none of the tested compounds had antiviral activity superior to ganciclovir, the new synthetic methods will provide a route to more interesting compounds.