A new approach to construct a single dual-acting agent is described. Compounds 6a–c are potent free radical scavengers as demonstrated by the EC 50 values in PC12 cell survival assay in term of NO, H 2 O 2 , and OH scavenging activity. The Ach-induced vaso-relaxation assay further confirms the potent NO scavenging activity of compounds 6a–c. In addition, 6a–c are efficacious in a rat arterial thrombosis, and are active in ADP- or PAF-induced in vitro platelet aggregation assay, suggesting that compounds 6a–c also possess anti-thrombotic activities. Since both free radical and thrombogenesis are important risk factors in myocardial ischemic/reperfusion injuries, these dual-acting agents having both free radical scavenging and antithrombolic activities may potentially be beneficial toward their treatment.