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US 5,346,910 AGranted
Maleimide derivatives of oxotremorine
AssigneeAmerican Cyanamid Company
InventorsEugene J. Trybulski, Herbert J. Brabander
Life of this patent
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Abstract
Maleimide derivatives of oxotremorine and their alkylthiol addition products having the general formulae: ##STR1## wherein R.sub.1 and R.sub.2 are independently alkyl, hydroxyalkyl, acyloxy, trialkylsilyloxy or R.sub.1 and R.sub.2 taken together are substituted or unsubstituted pyrrolidine or piperidine, and pharmaceutical compositions for the treatment of central cholinergic disfunction.
Claims4
A compound selected from those of the formulae II and IV:
- ##STR8## wherein R.sub.1 and R.sub.2 are independently selected from straight and branched (C.sub.1 -C.sub.6)alkyl;
- or R.sub.1 is selected from straight and branched (C.sub.1 -C.sub.6)alkyl and R.sub.2 is --(CH.sub.2).sub.n R.sub.9 where n=2-6 and R.sub.9 is selected from hydroxy, (C.sub.1 -C.sub.10)acyloxy, and trialkylsilyloxy or R.sub.1 and R.sub.2 taken together with their associated N(itrogen) are selected from the group consisting of pyrrolidine, piperidine and moieties of the formula:
- ##STR9## wherein R.sub.5 and R.sub.6 are independently selected from (C.sub.1 -C.sub.10)acyloxy, (C.sub.1 -C.sub.6)alkoxy, aroyloxy, substituted aroyloxy (wherein the substituting moiety is selected from hydroxy, halo, alkyl (C.sub.1 -C.sub.6) and alkoxy (C.sub.1 -C.sub.6), hydroxy, thio, (C.sub.1 -C.sub.6)alkylthio, (C.sub.1 -C.sub.6)alkyldithio, (C.sub.1 -C.sub.10)acylthio and hydrogen;
- and R.sub.7 and R.sub.8 are selected from hydrogen, substituted methyl wherein the substituting moiety is selected from hydroxy, halo, (C.sub.1 -C.sub.6) alkylsulfonyloxy and phenylsulfonyloxy with the proviso that only one R.sub.5, R.sub.6, R.sub.7, or R.sub.8 can be a substituent other than hydrogen;
- R.sub.3 is selected from hydrogen, straight and branched (C.sub.1 -C.sub.6)alkyl;
- R.sub.4 is selected from, straight and branched (C.sub.1 -C.sub.6) alkylthio;
- R.sub.10 is selected from (C.sub.1 -C.sub.6)alkyl;
- and the pharmacologically acceptable salts thereof.
5 more elements
A compound according to claim 1, 3-(methylthio)-1-[4(1-pyrrolidinyl)-2-butynyl]-2,5-pyrrolidinedione.
Dependencies are inferred from the claim text.