Chlorproethazine

From Wikipedia, the free encyclopedia
Jump to: navigation, search
Chlorproethazine
Chlorproethazine.svg
Names
IUPAC name
3-(2-chlorophenothiazin-10-yl)-N,N-diethylpropan-1-amine
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.001.373
KEGG
UNII
Properties
C19H23ClN2S
Molar mass 346.91732 g/mol
Pharmacology
N05AA07 (WHO)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
Infobox references

Chlorproethazine is an antipsychotic.

Synthesis[edit]

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 synthesis.svg

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[edit]

  1. ^ Buisson, P.; Gailliot, P.; 1956, U.S. Patent 2,769,002