Noncataleptic neuroleptic agents: Synthesis of some esters of 2-chloro-10-(4-(2-hydroxyethyl)piperazino)-10,11-dihydrodibenzo[b,f]thiepin

1986 ◽  
Vol 51 (7) ◽  
pp. 1503-1508
Author(s):  
Jiří Jílek ◽  
Martin Valchář ◽  
Josef Pomykáček ◽  
Antonín Dlabač ◽  
Miroslav Protiva

Reactions of 2-chloro-10-(4-(2-hydroxyethyl)piperazino)-10,11-dihydrodibenzo[b,f]thiepin (I) with phenylacetic, methoxyacetic, methylthioacetic, phenoxyacetic and morpholinoacetic acid in dichloromethane and in the presence of N,N'-carbonyldiimidazole gave the title esters II - VI. Reaction of I with succinic anhydride afforded the hemisuccinate VII. The esters prepared elicited ataxia in low doses, were low-cataleptic, but only II, IV, and VII proved some antidopaminergic activity in the test using the affecting dopamine metabolism in rat brain striatum.

1985 ◽  
Vol 3 ◽  
pp. S94
Author(s):  
Kihachi Saito ◽  
Kenji Ishii ◽  
Masanobu Nakahiro ◽  
Reizo Inoki
Keyword(s):  

1993 ◽  
Vol 239 (1-3) ◽  
pp. 39-45 ◽  
Author(s):  
Martti Törnwall ◽  
Päivi Tuomainen ◽  
Pekka T. Männistö

2008 ◽  
Vol 25 (Sup 44) ◽  
pp. 129-130
Author(s):  
Y. Adachi ◽  
T. Itagaki ◽  
Y. Obata ◽  
Y. Shiraishi ◽  
S. Sato

1980 ◽  
Vol 23 (3) ◽  
pp. 322-324 ◽  
Author(s):  
Cor J. Grol ◽  
Hans Rollema ◽  
Durk Dijkstra ◽  
Ben H. C. Westerink

1996 ◽  
Vol 8 (2) ◽  
pp. 217-225
Author(s):  
Masahiro INAGAKI ◽  
Keiko SASUGA ◽  
Shogo ITO ◽  
Sadayuki SHO

1984 ◽  
Vol 49 (8) ◽  
pp. 1810-1815 ◽  
Author(s):  
Václav Bártl ◽  
Jiří Jílek ◽  
Jiřina Metyšová ◽  
Martin Valchář ◽  
Antonín Dlabač ◽  
...  

A reaction of 8-chloro-10,11-dihydrodibenzo[b,f]thiepin-10-ol with 2-bromoethanol and boron trifluoride etherate produced the 2-bromoethyl ether II which was subjected to substitution reactions with 1-methylpiperazine, 1-(2-hydroxyethyl)piperazine, 1-(3-hydroxypropyl)piperazine and 1-ethoxycarbonylpiperazine to give the title piperazinoethoxy compounds IV-VII. Alkaline hydrolysis of the carbamate VII afforded the monosubstituted piperazine VIII. Compounds IV-VI are neuroleptics with an interesting activity profile: they are little toxic, have strong central depressant and antimorphine activity, mild cataleptic effects, they intensively increase the dopamine metabolism in the rat brain striatum and are almost free of the peripheral adrenolytic efficacy.


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