SYNTHESIS OF N-(2-MERCAPTOBENZOYL)-N-(ALKYL/ARYL)-GLYCINES AND THE CORRESPONDING DISULFIDES

In order to search for new angiotensin-converting enzyme inhibitors (ACEI), a series of N-(2-mercaptobenzoyl)-N-(alkyl/aryl)-glycines (I_1～8) and the corresponding disulfides (Ⅱ_1～8 were synthesized.Compounds I_1～8 were prepared by the condensation of 2,2'-dithiobisbenzoyl dichloride with ethyl N-alkyl/aryl glycinate, followed by reduction and hydrolysis.Compounds Ⅱ_1～8 were obtained by the oxidation of compounds I_1～8 with hydrogen peroxide (30%) in weak alkali medium below 10℃In preliminary test in rats, compounds I₃ and Ⅱ₁ showed marked hypotensive activity.