Inhibitors of farnesyl protein transferase. Synthesis and biological activity of amide and cyanoguanidine derivatives containing a 5,11'dihydro[1]benzthiepin, benzoxepin, and benzazepin [4,3-b]pyridine ring system

Article abstract of DOI:10.1016/S0960-894X(98)00439-9

Bioisosteric replacement of the C-6 carbon atom in piperidine I and piperazine II with S, O, and N heteroatoms is described. Amide and cyanoguanidine derivatives of these compounds were evaluated in vitro and found to be good inhibitors of farnesyl-protein transferase. An improved method of preparing the 5,11-dihydro[1]-benzthiepin nucleus 6 was accomplished in high yield and with excellent regioselectivity using an A1Cl₃ melt protocol.