DEVELOPMENT OF RADIOLIGANDS FOR THE IMAGING OF CARDIAC BETA-ADRENOCEPTORS USING SPECT .1. ASYMMETRIC-SYNTHESIS AND STRUCTURAL CHARACTERIZATION OF 5 NEW IODINE-CONTAINING BETA-ADRENOCEPTOR ANTAGONIST DERIVATIVES

The asymmetric synthesis of a series of iodinated p-adrenoceptor ligan ds is described. One ligand, -(2-iodophenoxy)]-3'-(tert-butylamino)-2' -propanol (CYBL3), is based on the P-adrenoceptor antagonist penbutolo l. The other ligands are N-iodovinyl and N-iodoaryl analogues of the P -adrenoceptor antagonist CGP12177. These have been synthesized from 2- amino-3-nitrophnol. Furthermore, radioiodinated [I-123]CYBL3 and 3](2' S,2''E)-[4-(3'-(1'',1''-dimethyl-3''-iodo-2'' propenylamino)-2'-hydrox y propoxy)] -benzimidazol-2-one have been prepared by radiolabelling t he corresponding trialkyltin precursors using [I-123]-NaI in the prese nce of hydrogen peroxide. Copyright (C) 1997 Elsevier Science Inc.