Fluorinated analogues of tricyclic neuroleptics: 6,9-difluoro derivative of 10-(4-methylpiperazino)-10,11-dihydrodibenzo[b,f]thiepin
1980 ◽
Vol 45
(10)
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pp. 2688-2694
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Keyword(s):
The acid VI, obtained from 2,5-difluorothiophenol (IV) and (2-iodophenyl)acetic acid, afforded by cyclization with polyphosphoric acid 6,9-difluorodibenzo[b,f]thiepin-10(11H)-one (VII) in a satisfactory yield. Two further steps led to the chloro derivative X giving by a substitution reaction with 1-methylpiperazine the title compound III. This substance exhibits some 10% incoordinating activity of the unsubstituted compound I and an indication of cataleptic activity, in contrast to the inactive analogous dichloro compound II. The bulky atom of chlorine in the vicinity of the methylpiperazine residue interferes evidently with the CNS activity; the influence of the atom of fluorine is much less pronounced in this line.
1984 ◽
Vol 49
(4)
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pp. 992-1001
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1981 ◽
Vol 46
(9)
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pp. 2222-2233
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1986 ◽
Vol 51
(3)
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pp. 698-722
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1981 ◽
Vol 46
(9)
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pp. 2245-2253
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Keyword(s):
1979 ◽
Vol 44
(10)
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pp. 2997-3007
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Keyword(s):
1980 ◽
Vol 45
(4)
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pp. 1086-1098
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1979 ◽
Vol 44
(12)
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pp. 3604-3616
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Keyword(s):
1982 ◽
Vol 47
(5)
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pp. 1382-1391
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2015 ◽
Vol 71
(9)
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pp. 1085-1088
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1968 ◽
Vol 41
(9)
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pp. 2033-2040
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