Synthesis Of 2H-benzo"b""1,4" Oxazin-3(4H)-one Derivatives And Their Inhibition Effect Of ADP-induced Platelet Aggregation

The 2H-benzo[b][1,4]oxazin-3(4H)-one derivatives, 7-((phenylamino)methyl)-4-pro pyl-2H-benzo[b][1,4]oxazin-3(4H)-one, 4-butyl-7-((phenylamino)methyl)-2H-benzo [b][1,4]oxazin-3(4H)-one, 7-((o-toluidino)methyl)-4-propyl-2H-benzo[b][1,4]oxazin-3(4H)-one, 7-((o-toluidino)methyl)-4-butyl-2H-benzo[b][1,4]oxazin-3(4H)-one, 7-((m-toluidino)methyl)-4-propyl-2H-benzo[b][1,4]oxazin-3(4H)-one, 7-((m-toluidino) methyl)-4-butyl-2H-benzo[b][1,4]oxazin-3(4H)-one, and 7-((m-toluidino)methyl)-4-propyl-2H-benzo[b][1,4]oxazin-3(4H)-one, were synthesized. Anti-platelet aggrega tion activity induced by ADP of these compounds were assayed and compared with control drugs. Meanwhile, the relationship between the structure and the effect of inhibition was also discussed.Introducing the Smiles rearrangement, all desired compounds were easily prepar ed from commercial materials with good yields. All the compounds were identi fied by 1H NMR,13C NMR and HRMS, and their purity were identified by T LC.The anti-platelet aggregation activity induced by ADP was assayed by micropla te reader. The results indicated that all the compounds had the activity which was inferior to the control drugs. The compound which holds the para-substitue nt and n-propyl on the N atom showed the strongest effect due to the stereosp ecific blockade. The research demonstrated that the compounds with excellent anti-platelet aggre gation activity can be approached by using commercial and simple materials wi th the help of Smiles rearrangement.