Collect. Czech. Chem. Commun. 1981, 46, 141-147

2-Chloro-7-fluoro- and 2-chloro-3,7-difluoro-11-[4-(4-fluoroaralkyl)piperazino]-10,11-dihydrodibenzo-[b,f]thiepins and related compounds; Long acting tranquillizers

Václav Bártl, Jiřina Metyšová and Miroslav Protiva

Research Institute for Pharmacy and Biochemistry, 130 60 Prague 3


Substitution reactions of 2,11-dichloro-7-fluoro-(seriesa) and 2,11-dichloro-3,7-difluoro-10,11-dihydrodibenzo[b,f]thiepin (seriesb) with 1-(4-fluorobenzyl)piperazine, 1-[2-(4-fluorophenyl)-ethyl]piperazine, 1-[2-(4-fluorophenoxy)ethyl]piperazine, 1-[2-(4-fluorophenylthio)ethyl]piperazine, 1-[3-(4-fluorobenzoyl)propyl]piperazine and 1-[4,4-bis-(4-fluorophenyl)butyl]piperazine gave the title compounds Ia,b-VIa,b. Compounds of the series a are little toxic, have low cataleptic activity and display a relatively high central depressant activity, being fully developed only after 4 h and persisting until the 3rd-7th day after the oral administration. Compounds of series b are less active and the protracted depressant effects are shown only by substances IIIb and Vb.