In:
Collection of Czechoslovak Chemical Communications, Institute of Organic Chemistry & Biochemistry, Vol. 52, No. 7 ( 1987), p. 1811-1833
Kurzfassung:
The preparation of 4-fluoro-2-nitrobenzonitrile ( V ), an intermediate in the synthesis of the title compound I , from 4-fluoro-2-nitroaniline via 5-fluoro-2-iodonitrobenzene ( VII ) was elaborated. Syntheses of 1,1,1,3,3,3-hexadeutero-2-propyl ( XX ) and 1,3,4-trideutero ( XXVIII ) analogues of compound I from hexadeuteroacetone, and pentadeuterobromobenzene, respectively, were carried out. Compound I was esterified with acetic anhydride, decanoic acid and 3,4,5-trimethoxybenzoyl chloride to give the esters II-IV . Acylation of compound XXX with acetyl chloride, 4-fluorophenoxyacetyl chloride and (4-fluorophenylthio)acetyl chloride and the following reduction of the amides with lithium aluminium hydride gave compounds XXXII, XXXIX and XL . Substitution reactions of 11-chloro-7-fluoro-2-isopropyl-10,11-dihydrodibenzo[ b,f ]thiepin with the corresponding N-monosubstituted piperazines resulted in compounds XXXIII-XXXV, XXXVII, XXXVIII, XLI and XLII . Alkylation of XXX with 2-(2-chloroethyl)-1,3-dioxolane afforded compound XXXVI . Pharmacological testing of the new compounds, derivatives and analogues of the neuroleptic agent isofloxythepin ( I ), for discoordinating and cataleptic activities, showed especially for compounds II, XXXIV and XXXVI very intensive and long-lasting effects. The decanoate III has properties of a depot neuroleptic agent.
Materialart:
Online-Ressource
ISSN:
0010-0765
,
1212-6950
DOI:
10.1135/cccc19871811
Sprache:
Englisch
Verlag:
Institute of Organic Chemistry & Biochemistry
Publikationsdatum:
1987
Bookmarklink