Angiotensin converting enzyme inhibitors: structure-activity profile of 1-benzazepin-2-one derivatives

J Med Chem. 1985 Nov;28(11):1603-6. doi: 10.1021/jm00149a010.


The preparation of a series of 3-amino-2-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine-1-acetic acid derivatives 5a-y by reductive amination of 2,3,4,5-tetrahydro-1H-1-benzazepine-2,3-dione (7) with L-amino acid derivatives is described. The compounds were tested for inhibition of angiotensin converting enzyme. The structure-activity profile of the series is discussed. Compound 5a was especially potent when tested in dogs for inhibition of angiotensin I pressor response, having an ID50 = 0.07 mg/kg po.

Publication types

  • Comparative Study

MeSH terms

  • Amino Acids
  • Angiotensin-Converting Enzyme Inhibitors*
  • Animals
  • Benzazepines / chemical synthesis
  • Benzazepines / pharmacology*
  • Benzazepines / therapeutic use
  • Blood Pressure / drug effects
  • Chemical Phenomena
  • Chemistry
  • Dogs
  • Hypertension / drug therapy
  • Rats
  • Rats, Inbred SHR
  • Structure-Activity Relationship


  • Amino Acids
  • Angiotensin-Converting Enzyme Inhibitors
  • Benzazepines