BATO COMPLEXES DERIVED FROM DIMETHOXY DIOXIMES - SYNTHESIS, CHARACTERIZATION AND BIODISTRIBUTION

To prepare less lipophilic BATO complexes, two new methoxy-substituted dioximes were synthesized: cis-4,5-dimethoxycyclohexane-1,2-dione dio xime (DMCDO) and 1,4-dimethoxybutane-2,3-dione dioxime (DMDMG). (TcCl) -Tc-99m(DMCDO)(3)BMe (BMe = methylboronic acid) was prepared and chara cterized. Reversed-phase HPLC analyses of (TcCl)-Tc-99m(DMCDO)(3)BMe a nd (TcCl)-Tc-99m(DMCDO)(3)-p-TBA (p-TBA = p-tolylboronic acid) indicat ed that both of these complexes were mixtures of four enantiomeric pai rs of diastereomers. Attempted preparation of a BATO complex from DMDM G gave a mixture of products. In rats, (TcCl)-Tc-99m(DMCDO)(3)BMe disp layed more rapid liver and renal clearance than (TcCl)-Tc-99m(CDO)(3)B Me, but (TcCl)-Tc-99m(DMCDO)(3)BMe and (TcCl)-Tc-99m(DMCDO)(3)-p-TBA d isplayed low uptake in both heart and brain.