1429309-99-8Relevant articles and documents
Discovery and gram-scale synthesis of BMS-593214, a potent, selective FVIIa inhibitor
Priestley, E. Scott,De Lucca, Indawati,Zhou, Jinglan,Zhou, Jiacheng,Saiah, Eddine,Stanton, Robert,Robinson, Leslie,Luettgen, Joseph M.,Wei, Anzhi,Wen, Xiao,Knabb, Robert M.,Wong, Pancras C.,Wexler, Ruth R.
, p. 2432 - 2435 (2013/05/09)
A 6-amidinotetrahydroquinoline screening hit was driven to a structurally novel, potent, and selective FVIIa inhibitor through a combination of library synthesis and rational design. An efficient gram-scale synthesis of the active enantiomer BMS-593214 was developed, which required significant optimization of the key Povarov annulation. Importantly, BMS-593214 showed antithrombotic efficacy in a rabbit arterial thrombosis model. A crystal structure of BMS-593214 bound to FVIIa highlights key contacts with Asp 189, Lys 192, and the S2 pocket.
