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  • Synthesis and biological activity of novel 1,4-diazepane derivatives as factor Xa inhibitor with potent anticoagulant and antithrombotic activity.

Synthesis and biological activity of novel 1,4-diazepane derivatives as factor Xa inhibitor with potent anticoagulant and antithrombotic activity.

Bioorganic & medicinal chemistry (2004-04-15)
Hiroyuki Koshio, Fukushi Hirayama, Tsukasa Ishihara, Yuta Taniuchi, Kazuo Sato, Yumiko Sakai-Moritani, Seiji Kaku, Tomihisa Kawasaki, Yuzo Matsumoto, Shuichi Sakamoto, Shin-ichi Tsukamoto
ABSTRACT

Factor Xa (fXa) is a serine protease involved in the coagulation cascade, which has received great interest as a potential target for the development of new antithrombotic drugs. Herein we report a novel series of fXa inhibitors in which the 1,4-diazepane moiety was designed to interact with the S4 aryl-binding domain of the fXa active site. Compound 13 (YM-96765) showed potent fXa inhibitory activity (IC(50) = 6.8 nM) and effective antithrombotic activity without prolonging bleeding time.

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Sigma-Aldrich
1-Boc-hexahydro-1,4-diazepine, 98%