Uses
Mesoridazine acts analogous to other phenothiazine neuroleptics and is used for schizophrenia, behavioral problems, psychoneurotic displays, and in severe and chronic alcoholism.
Synthesis
Mesoridazine, 10-[2-(1-methyl-2-piperidyl)ethyl]-2-(methylsufinyl)phenothiazine (6.1.13), is synthesized by an analogous scheme, however, it is also synthesized
by alkylating the acidic form of 2-methylthiphenothiazine—methylsulfonylphenothiazine —
using 2-(2-chlorethyl)-1-methylpiperidine.
In order to do this, 2-methylthiophenothiazine is initially acylated at the nitrogen atom
using acetic anhydride, giving 10-acetyl-2-methylthiophenothiazine (6.1.10). The resulting acetyl derivative is further oxidized by hydrogen peroxide into 10-acetyl-2-methylsulfonylpenothiazine (6.1.11). Deacylation of this product in potassium carbonate methanol
solution gives 2-methylsulfonylphenothiazine (6.1.12), which is alkylated by 2-(2-chlorethyl)-1-methylpiperidine in the presence of sodium amide, affording the desired mesoridazine (6.1.13) [31].
