Synthesis of possible metabolites of chlorpromazine. II. 3-, 8- and 9-hydroxychlorpromazine |
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Authors: | Edward A. Nodiff Noriichi Oda Takanori Hayazaki Shuichiro Ina Toshiyuki Ito Sansei Nishibe Taisei Ueda Kenji Suzuki Martin Hausman Albert A. Manian |
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Abstract: | The title compounds have been prepared as analytical standards for the identification of chlorpromazine metabolites in biological materials. Unequivocal structural proof of key compounds was accomplished by using at least two unrelated syntheses for each one. Resistance of some phenothiazines to preparation via classic Smiles rearrangement is discussed. More examples are offered of halogen-induced Smiles rearrangement. A rare example of phenothiazine polymorphism is presented. |
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