lomevactone lomevactone lomevactone (inn) (developmental code name dr-250) is a drug described as a psychostimulant and antidepressant which was synthesized and assayed in the 1980s but was never marketed. lomevactoneclinical dataatc codenoneidentifiers iupac name (3r,4r,6r)-4-(4-chlorophenyl)-6-methyl-3-phenyltetrahydro-2h-pyran-2-one cas number81478-25-3pubchem cid100079chemspider90435uniitp71sps85cchemical and physical dataformulac18h17clo2molar mass300.78 g·mol−13d model (jsmol)interactive image smiles clc1ccc(cc1)c2c(c(=o)oc(c)c2)c3ccccc3 conformation another cas number is it is the (3r,4r,6r)-form that contains the psychotherapeutic properties. (although the sss isomer is depicted in the referenced diagram) synthesis synthesis: patents: the conjugate 1,4-alkylation reaction between 4-chlorobenzylideneacetone (1) and phenylacetonitrile (2) gives 3-(4-chlorophenyl)-5-oxo-2-phenylhexanenitrile, cid:333058 (3). the selective reduction of the keto group to the alcohol with sodium borohydride gives 3-(4-chlorophenyl)-5-hydroxy-2-phenylhexanenitrile, cid:12754889 (4). hydrolysis of the nitrile to an acid would give 3-(4-chlorophenyl)-5-hydroxy-2-phenylhexanoic acid, cid:3058345. this is followed by the concomitant lactone formation completing the synthesis of lomevactone (5).