Potential RGD mimetics by incorporating hydrazino benzoic acid with nitroarginine 1,2,4-triazin-6-one

Abstract EN

Nitrilimines (2a-f), react with nitroarginine methyl ester (3) at room temperature, through cyclocondensation reaction, to give 1-aryl-3-substituted-1,2,4-triazin-6-ones (4a-f).

Condensation of these compounds with para and ortho hydrazino benzoic acids gave the hydrazono derivatives (5a-f) and (6a,b) respectively.

Attempts to cyclize compounds (6a,b) and (4e) using dicyclohexylcarbodiimide (DCC) or acetic anhydride to prepare fused heterobicyclic systems (7) and (8), respectively, were unsuccessful.

The structures of compounds (5a-f, 6a,b) were deduced from IR, MS, 1H and 13C NMR spectral data.