Dudfield, Philip J.; Le, Van-Duc; Lindell, Stephen D.; Rees, Charles W. published the artcile< Synthesis of C-ribosyl imidazo[2,1-f ][1,2,4]triazines as inhibitors of adenosine and AMP deaminases>, Name: 6-Bromo-1,2,4-triazine-3,5(2H,4H)-dione, the main research area is imidazotriazine C nucleoside preparation adenosine deaminase inhibitor; C ribosyl imidazotriazine preparation adenosine deaminase inhibition.
A 3-β-D-ribofuranoside of the new imidazo[2,1-f][1,2,4]triazine is isomeric and isoelectronic with the nucleoside deaminoformycin which is a good inhibitor of adenosine deaminase (ADA) while its 5′-monophosphate is a good inhibitor of AMP deaminase (AMPDA). The 6-methylsulfanyl derivative is synthesized by condensation of the monocyclic 1,2,4-triazine with a bromo aldehyde, which is accompanied by cyclization to give the protected C-nucleoside; the 8-methylsulfanyl group is removed by replacement by hydrazine and oxidation The 1,2,4-triazine cyclizes similarly with chloroacetaldehyde or its di-Me acetal to give 6,8-bis(methylsulfanyl)imidazo[2,1-f ][1,2,4]triazine, which is converted into the parent heterocycle by two routes, into mono- and di-substituted derivatives of the new ring system. 6-Methylsulfanyl-3-β-D-ribofuranosylimidazo[2,1-f][1,2,4]triazine is an inhibitor of mammalian ADA (IC50 40 μM).
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry published new progress about C-nucleosides Role: BAC (Biological Activity or Effector, Except Adverse), BSU (Biological Study, Unclassified), SPN (Synthetic Preparation), BIOL (Biological Study), PREP (Preparation). 4956-05-2 belongs to class pyrimidines, and the molecular formula is C3H2BrN3O2, Name: 6-Bromo-1,2,4-triazine-3,5(2H,4H)-dione.
Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia