title: Synthesis of the N-oxides of phenothiazine antipsychotic agents.
abstract: Chlorpromazine N-oxide, fluphenazine N4'-oxide, prochlorperazine N4'-oxide, sulforidazine N-oxide, and trifluoperazine N4'-oxide were synthesized by oxidation of the designated nitrogen atom in the N-10 side chain of the respective parent drug with 3-chloroperoxybenzoic acid. In the case of trifluoperazine, a stepwise increase in the amount of oxidant yielded the N1',N4'-dioxide and N1',N4',S-trioxide. The N',S-dioxides of chlorpromazine and sulforidazine were obtained by hydrogen peroxide oxidation of the appropriate parent drug.
authors.affiliation: College of Pharmacy, University of Saskatchewan, Saskatoon, Canada.
authors.forename: T J
authors.initials: TJ
authors.lastname: Jaworski
authors.forename: M S
authors.initials: MS
authors.lastname: Sardessai
authors.forename: M
authors.initials: M
authors.lastname: Aravagiri
authors.forename: G
authors.initials: G
authors.lastname: Lin
authors.forename: Y Y
authors.initials: YY
authors.lastname: Shi
authors.forename: E M
authors.initials: EM
authors.lastname: Hawes
authors.forename: J W
authors.initials: JW
authors.lastname: Hubbard
authors.forename: G
authors.initials: G
authors.lastname: McKay
authors.forename: K K
authors.initials: KK
authors.lastname: Midha
mesh_terms: D014150:Antipsychotic Agents / Q000138:chemical synthesis*; D003497:Cyclic N-Oxides / Q000138:chemical synthesis*; D010640:Phenothiazines
chemical_list: D014150:Antipsychotic Agents; D003497:Cyclic N-Oxides; D010640:Phenothiazines