306275-34-3Relevant academic research and scientific papers
2-Nitro analogues of adenosine and 1-deazaadenosine: Synthesis and binding studies at the adenosine A1, A(2A) and A3 receptor subtypes
Wanner, Martin J.,Von Frijtag Drabbe Kuenzel, Jacobien K.,IJzerman,Koomen, Gerrit-Jan
, p. 2141 - 2144 (2007/10/03)
The influence of nitro substituents on the properties of adenosine and 1-deazaadenosine was studied. Combination of a nitro group at the 2-position with several N6 substituents such as cyclopentyl and m-iodobenzyl gave a series of analogues with good adenosine receptor affinity, showing directable selectivity for the A1, A(2A) and A3 adenosine receptor subtypes. (C) 2000 Elsevier Science Ltd.
Regioselective nitration of purine nucleosides: Synthesis of 2- nitroadenosine and 2-nitroinosine
Deghati, Paymaneh Y. F.,Wanner, Martin J.,Koomen, Gerrit-Jan
, p. 1291 - 1295 (2007/10/03)
Nitration reactions of 6-substituted purine nucleosides with tetrabutylammonium nitrate/trifluoroacetic anhydride (TBAN/TFAA) have been studied. This nitrating mixture selectively nitrates C-6 substituted purines at the 2-position, but the method is limited to substrates without NH or OH substituents. Acetylated 6-chloropurine riboside was cleanly nitrated (DCM, 0°C, 71%) and converted to nitro substituted adenosine and inosine in a few simple steps. (C) 2000 Elsevier Science Ltd.
