Tricyclic potential neuroleptics: 2-chloro-11-[4-(4-fluoroaralkyl)piperazino]-10,11-dihydrodibenzo[b,f]thiepins and related compounds
1980 ◽
Vol 45
(11)
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pp. 3182-3189
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Keyword(s):
Alkylation of 1-ethoxycarbonylpiperazine with 4-fluorobenzyl bromide, 2-(4-fluorophenyl)ethyl bromide and 4,4-bis(4-fluorophenyl)butyl bromide gave the carbamates IIa, IIb and IIf. Two further similar compounds (IIc, IId) were obtained by reactions of 1-(2-chloroethyl)-4-ethoxycarbonylpiperazine with 4-fluorophenol, and with 4-fluorothiophenol, respectively. Hydrolysis of carbamates IIa-f resulted in piperazine derivatives IIIa-f affording the title compounds by substitution reactions with 2,11-dichloro-10,11-dihydrodibenzo[b,f]thiepin. Out of the compounds prepared only the fluorophenethyl derivative Ib and the fluorobenzoylpropyl derivative Ie maintain the neuroleptic character, i.e. clear central depressant and cataleptic activity.
1979 ◽
Vol 44
(10)
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pp. 3008-3018
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1979 ◽
Vol 44
(10)
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pp. 2987-2996
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1984 ◽
Vol 49
(8)
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pp. 1810-1815
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1981 ◽
Vol 46
(7)
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pp. 1607-1613
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1981 ◽
Vol 46
(11)
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pp. 2729-2733
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1984 ◽
Vol 49
(11)
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pp. 2520-2530
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1979 ◽
Vol 44
(12)
◽
pp. 3617-3626
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1981 ◽
Vol 46
(1)
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pp. 141-147
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Keyword(s):
1982 ◽
Vol 47
(5)
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pp. 1382-1391
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1988 ◽
Vol 53
(11)
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pp. 2731-2741
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