Chlorproethazine

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Chlorproethazine
Chlorproethazine.png
Names
IUPAC name
3-(2-chlorophenothiazin-10-yl)-N,N-diethylpropan-1-amine
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
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KEGG
Properties
C19H23ClN2S
Molar mass 346.91732 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

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Editor-In-Chief: C. Michael Gibson, M.S., M.D. [1]

Overview

Chlorproethazine is an antipsychotic.

Synthesis

Chlorproethazine can be synthesized from a diphenylsulfide derivative. The general scheme is sufficiently flexible to permit the interchange of the order of some of the steps.

Chlorproethazine syn.png

Thus alkylation of aniline thioether () with 3-chloro-1-diethylaminopropane leads to the intermediate (). Ring closure as above by nucleophilic aromatic displacement leads to the antipsychotic drug chlorproethazine.[1]

References

  1. Buisson, P.; Gailliot, P.; 1956, Template:US Patent



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