Collect. Czech. Chem. Commun. 1987, 52, 1062-1072

4-Substituted 1-(1-(2-(arylthio)-5-halogenophenyl)ethyl)piperazines; Synthesis and biological screening

Vladimír Valenta, Jiří Holubek and Miroslav Protiva

Research Institute for Pharmacy and Biochemistry, 130 60 Prague 3


Reactions of 2,5-dichloroacetophenone and 2,5-dibromoacetophenone with a series of thiophenols gave the 2-(arylthio)-5-halogenoacetophenones VII and VIII which were reduced with sodium borohydride in ethanol to the secondary alcohols IX and X. Treatment with thionyl chloride afforded the chloro compounds XI and XII which were transformed by substitution reactions with correspondingly monosubstituted piperazines by two methods to the title compounds I-V. Their salts (maleates and hydrochlorides) showed in addition to antitussic activity some anthelmintic effects towards a series of the helminth species.