Bicyclic lactam inhibitors of angiotensin converting enzyme

J Med Chem. 1984 Jun;27(6):816-8. doi: 10.1021/jm00372a022.

Abstract

Syntheses of the potent angiotensin converting enzyme inhibitor 1-(carboxymethyl)-3-(mercaptomethyl)-2,3,4,5-tetrahydro-1H-1- benzazep in -2-one (4a) and the corresponding eight-membered ring analogue (4b) are described. The influence of ring size on the inhibitory potencies of these substances is discussed.

MeSH terms

  • Angiotensin-Converting Enzyme Inhibitors*
  • Animals
  • Azocines / chemical synthesis*
  • Azocines / pharmacology
  • Benzazepines / chemical synthesis*
  • Benzazepines / pharmacology
  • Captopril / analogs & derivatives*
  • Lung / enzymology
  • Male
  • Proline / analogs & derivatives*
  • Rabbits

Substances

  • Angiotensin-Converting Enzyme Inhibitors
  • Azocines
  • Benzazepines
  • 3-(mercaptomethyl-2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepine-1-acetic acid), dicyclohexylamine salt
  • 3-(mercaptomethyl)-3,4,5,6-tetrahydro-2-oxo-1H-1-benzazocine-1-acetic acid
  • Proline
  • Captopril