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Synthesis of the piperidinone metabolites of piperidine type phenothiazine antipsychotic drugs via ruthenium tetroxide oxidation
Author(s) -
Lin G.,
Midha K. K.,
Hawes E. M.
Publication year - 1991
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570280202
Subject(s) - chemistry , phenothiazine , piperidine , sulfoxide , combinatorial chemistry , organic chemistry , stereochemistry , pharmacology , medicine
The lactam metabolites of the piperidine type phenothiazine antipsychotic drugs thioridazine, mesoridazine and sulforidazine were synthesized in six steps from commercially available 2‐(2‐hydroxyethyl)piperidine. The key step involved ruthenium tetroxide oxidation of N ‐protected 2‐(2‐chloroethyl)piperidine. The products were then oxidized to obtain the phenothiazine ring 5‐sulfoxide analogues.