5-Substituted 9-cyanomethylene-dithieno[3,4-b:4,3-e]-azepines and therapeutic agents which contain these compounds
AssigneeBASF SE
InventorsGerd Steiner, Hans-Juergen Teschendorf, Horst Kreiskott, Hans P. Hofmann
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Abstract
5-Substituted 9-cyanomethylene-dithieno[3,4-b:4',3'-e]-azepines, processes for their preparation, and therapeutic agents which contain these compounds and can be used as sedatives, hypnotic drugs, tranquillizers, neuroleptic drugs or anti-Parkinson drugs.
Claims12
A 5-substituted 9-cyanomethylene-dithieno[3,4-b:4',3'-e]azepine of the formula I ##STR11## where R.sup.1 and R.sup.2 are hydrogen or halogen, and A is --NR.sup.3 R.sup.4, where R.sup.3 and R.sup.4, together with the nitrogen atom linking them, are a 5-membered to 7-membered saturated ring, which may contain nitrogen or oxygen as a further hetero-atom, an additional nitrogen present being unsubstituted or substituted by alkyl of 1 to 3 carbon atoms, hydroxyalkyl of 2 or 3 carbon atoms, alkoxyalkyl, where alkyl and alkoxy are of 1 to 3 carbon atoms, cycloalkyl or cycloalkylmethyl, where cycloalkyl is of 3 to 7 carbon atoms or alkynyl of 2 to 5 carbon atoms, and may additionally be substituted by oxygen in the form of an N-oxide, or A is --NHR.sup.5, where R.sup.5 is aminoalkyl of 2 to 7 carbon atoms, the amine nitrogen being unsubstituted or substituted by lower alkyl of 1 to 5 carbon atoms or being a constituent of a 5-membered to 7-membered saturated ring, which may contain nitrogen or oxygen as a further hetero-atom, a nitrogen present being substituted by lower alkyl of 1 to 3 carbon atoms or hydroxyalkyl of 2 or 3 carbon atoms, and its physiologically tolerated acid addition salts.
Cis/trans-9-cyanomethylene-5-(4-methyl-piperazin-1-yl)-dithi eno[3,4-b:4',3'-e]azepine.
Cis-9-cyanomethylene-5- (4-methyl-piperazin-1-yl)dithieno[3,4-b:4',3'-e]azepine.
Trans-9-cyanomethylene-5-(4-methyl-piperazin-1-yl)-di thieno[3,4-b:4',3'-e]azepine.
Cis/trans-9-cyanomethylene -5-(4-methyl-oxy-piperazin-1-yl)-dithieno[3,4-b:4',3'-e]azepine.
Cis/trans-9-cyanomethylene-3-chloro-5-(4-methyl-piperazin-1-y l)-dithieno[3,4-b:4',3'-e]azepine.
Cis/trans-9-cyanomethylene-5-( 4-ethyl-piperazin-1-yl)-dithieno[3,4-b:4',3'-e]azepine.
Cis/trans-9-cyanomethylene-5-(N'-methyl-homopiperaz in-1-yl)-dithieno[3,4-b:4',3'-e]azepine.
Dependencies are inferred from the claim text.