The design and synthesis of the Angiotensin Converting Enzyme inhibitor Cilazapril and related bicyclic compounds
Michael R. Attwood, Cedric H. Hassall, Antonin Kröhn, Geoffrey Lawton, Sally D. Redshaw · Journal of the Chemical Society Perkin Transactions 1 · 1986
The postulated binding functions for the active site of Angiotensin Converting Enzyme (A.C.E.), derived in an earlier study, have made possible the design of improved inhibitors. Consequently, (1S,9S)-9-[(1S)-(ethoxycarbonyl)-3-phenylpropylamino]octahydro-10-oxo-6H-pyridazo[1,2-a][1,2]diazepine-1-carboxylic acid (Cilazapril), and related compounds, have been synthesized. They are very active inhibitors of A.C.E. and are highly potent antihypertensives in vivo.