title: Synthesis of deuterium-labeled fluphenazine.
abstract: The propylpiperazine side chain of fluphenazine has been labeled with two, four, and six deuterium atoms by lithium aluminum deuteride reduction of the appropriate ester or imide. The gamma-carbon of the propyl group was labeled with two deuterium atoms by reduction of 10- (2-methoxycarbonylethyl) -2-trifluoromethyl-10H-phenothiazine, while four deuterium atoms were incorporated into the piperazine ring by reduction of 10-[3-(3,5-dioxo-1-piperazinyl)propyl]-2-trifluoromethyl-10H-pheno thiazine. The latter reduction gave the d4-labeled N-deshydroxyethyl metabolite of fluphenazine.
mesh_terms: D055598:Chemical Phenomena; D002621:Chemistry; D003903:Deuterium; D005476:Fluphenazine / Q000138:chemical synthesis*; D007553:Isotope Labeling / Q000379:methods
chemical_list: D003903:Deuterium; D005476:Fluphenazine