104821-41-2Relevant academic research and scientific papers
N-substituted 2-chloro-7-fluoro-10-piperazino-10,11-dihydrodibenzo (B,F) thiepins and acid addition salts thereof
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, (2008/06/13)
N-substituted 2-chloro-7-fluoro-10-piperazino-10,11-dihydrodibenzo(b,f)thiepins are disclosed of the general formula I, STR1 in which R represents an aminocarbonyl, amino-oximinomethyl, 1,3-dioxolan-2-yl or 1,3-dioxan-2-yl, group and their addition salts with convenient organic and inorganic acids. These compounds are highly potent antidopaminergic, non-cataleptic neuroleptics of use in the treatment of schizophrenia. According to recent pharmacological assay results, the subject compounds are expected to be substantially free of the usual undesired extrapyramidal side effects. They can be obtained by common preparative methods from the respective starting compounds of formula III, IV or V, or also by appropriate interconversion reactions of other compounds of formula I. If required, the resulting bases are neutralized with suitable acids, preferably methanesulfonic, maleic or hydrochloric acid, to yield the corresponding addition salts that can be used in formulating proper dosage forms for pharmacological evaluation and therapeutical application.
NONCATALEPTIC NEUROLEPTIC AGENTS: 4-SUBSTITUTED 1-(2-CHLORO-7-FLUORO-10,11-DIHYDRODIBENZOTHIEPIN-10-YL)PIPERAZINES AND RELATED COMPOUNDS
Protiva, Miroslav,Jilek, Jiri,Cervena, Irena,Pomykacek, Josef,Bartl, Vaclav,et al.
, p. 2598 - 2616 (2007/10/02)
1-(2-chloro-7-fluoro-10,11-dihydrodibenzothiepin-10-yl)piperazine (VI) was used to prepare a new group of potential noncataleptic neuroleptic agents.Addition of acrylonitrile and acrylamide gave the nitrile VII and the amide X.Further transformations of the nitrile VII led to the phenone VIII and the amidoxime IX.Alkylations of compound VI with 2-(2-chloroethyl)-1,3-dioxolane and 2-(2-chloroethyl)-1,3-dioxane resulted in the cyclic acetals XII and XIII.Several improvements of the synthesis of compound VI are reported.Out of the compounds prepared, the amide X (methanesulfonate VUFB-15496) proved most interesting: it has low acu te toxicity, is noncataleptic and has significantly higher antidopaminergic activity than clozapine.
