title: N-demethylation of cyamemazine via non-classical Polonovski reaction and its conjugation to bovine serum albumin.
abstract: A modified Polonovski reaction has been employed to obtain the N-demethylated metabolite of the neuroleptic drug cyamemazine. The synthesis involves N-oxide formation, isolation of the corresponding N-oxide, and a FeSO(4)·7H(2)O mediated Polonovski reaction to afford the desired monodesmethyl cyamemazine. In a subsequent step the hapten N-demethylcyamemazine-hemiglutarate was synthesized and its conjugated to bovine serum albumin (BSA).
authors.affiliation: Food Research Division, Bureau of Chemical Safety, Health Canada, Ottawa, ON, Canada. gurmit.singh@hc-sc.gc.ca
authors.forename: Gurmit
authors.initials: G
authors.lastname: Singh
authors.forename: Terry B
authors.initials: TB
authors.lastname: Koerner
authors.forename: Samuel Benrejeb
authors.initials: SB
authors.lastname: Godefroy
authors.forename: Claude
authors.initials: C
authors.lastname: Armand
mesh_terms: D000818:Animals; D014150:Antipsychotic Agents / Q000737:chemistry*; D002417:Cattle; D006241:Haptens / Q000737:chemistry*; D006801:Humans; D018796:Immunoconjugates / Q000737:chemistry*; D008745:Methylation; D010087:Oxides; D010640:Phenothiazines / Q000737:chemistry*; D012710:Serum Albumin, Bovine / Q000737:chemistry*
chemical_list: D014150:Antipsychotic Agents; D006241:Haptens; D018796:Immunoconjugates; D010087:Oxides; D010640:Phenothiazines; D012710:Serum Albumin, Bovine; C028457:cyamemazine