[Syntheses of [prolyl-U-14C]alacepril and its related compounds].
In order to study the metabolic fate of alacepril, an anti-hypertensive agent, the 14C-labeled compound of alacepril and its related compounds were synthesized. [Prolyl-U-14C]alacepril was synthesized in over-all yield of 32.7-38.0% by the mixed anhydride condensation of L-phenylalanine with [prolyl-U-14C]DU-1163, which had been prepared from L-[U-14C]proline and N-(S-3-acetylthio-2-methylpropanoyloxy)succinimide. [Prolyl-U-14C]captopril and [prolyl-U-14C]DU-1227 were prepared in high yields by hydrolysis of [prolyl-U-14C]DU-1163 and [prolyl-U-14C]alacepril, respectively. [Prolyl-U-14C]captopril-cysteine was synthesized by condensation of [prolyl-U-14C]captopril with cystine S-monoxide in 55.0% yield.
D000959:Antihypertensive Agents / Q000138:chemical synthesis*; D002216:Captopril / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D002250:Carbon Radioisotopes
D000959:Antihypertensive Agents; D002250:Carbon Radioisotopes; D002216:Captopril; C046835:alacepril