Facile syntheses of the three major metabolites of thioridazine

RJ Morrow, JS Millership, PS Collier

Index: Morrow, Ryan J.; Millership, Jeff S.; Collier, Paul S. Helvetica Chimica Acta, 2005 , vol. 88, # 5 p. 962 - 967

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Citation Number: 2

Abstract

Abstract Efficient, mild syntheses of the three major metabolites 2–4 of the important antipsychotic drug thioridazine (1) have been developed. The cardiotoxic metabolite 2 with a ring sulfoxide moiety was prepared in 96% yield by oxidation of 1 with NaIO 4 under acidic conditions. Four different procedures were elaborated for the selective side-chain sulfide oxidation of 1 to mesoridazine (3), giving rise to yields of up to 91%. Finally, sulforidazine ( ...