Pyrroloisoquinolinyl-dimethyloxoalkyl alkonoates and their use as antipsychotic agents

An antipsychotic pharmaceutical composition comprising an antipsychotically effective amount of a compound of the formula ##STR19## wherein R.sub.1 and R.sub.2 independently, are hydrogen, alkyl of 1 to 4 carbon atoms, cycloalkyl of 3 to 6 carbon atoms or alkenyl of 2 to 7 carbon atoms, or taken together are alkylene of 3 to 6 carbon atoms;

• and R.sub.3 is hydrogen, alkyl of 1 to 24 carbon atoms, hydroxyalkyl of 1 to 24 carbon atoms, phenylhydroxyalkyl of 1 to 24 carbon atoms, halophenylhydroxyalkyl of 1 to 24 carbon atoms, alkylphenylhydroxyalkyl wherein alkyl is of 1 to 24 carbon atoms, alkoxyphenylhydroxyalkyl wherein alkoxy and alkyl each is of 1 to 24 carbon atoms, alkoxyalkyl wherein alkoxy and alkyl each is of 1 to 24 carbon atoms, aryloxyhydroxyalkyl wherein aryl is phenyl or phenyl bearing one or more substituents selected from the group consisting of halogen, trifluoromethyl, lower alkyl of 1 to 24 carbon atoms, alkoxy of 1 to 24 carbon atoms, nitro, amino, alkyl of 1 to 24 carbon atoms-amino and di-alkyl of 1 to 24 carbon atoms-amino, and alkyl is 1 to 24 carbon atoms, alkoxyhydroxyalkyl wherein alkoxy and alkyl each is of 1 to 24 carbon atoms, alkanoyloxyalkyl wherein alkanoyl is of 1 to 7 carbon atoms and alkyl is of 1 to 24 carbon atoms, benzoyloxyalkyl wherein alkyl is of 1 to 24 carbon atoms, arylcarbonylalkyl wherein aryl is phenyl or phenyl bearing one or more substituents selected from the group consisting of halogen, trifluoromethyl, lower alkyl of 1 to 24 carbon atoms, alkoxy of 1 to 24 carbon atoms, nitro, amino, lower alkyl of 1 to 24 carbon atoms-amino and di-alkyl of 1 to 24 carbon atoms-amino, and alkyl is 1 to 24 carbon atoms, alkoxycarbonylalkyl wherein alkoxy and alkyl each is of 1 to 24 carbon atoms, aralkyl wherein aryl is phenyl or phenyl bearing one or more substituents selected from the group consisting of halogen, trifluoromethyl, lower alkyl of 1 to 24 carbon atoms, alkoxy of 1 to 24 carbon atoms, nitro, amino, alkyl of 1 to 24 carbon atoms-amino and di-alkyl of 1 to 24 carbon atoms-amino, and alkyl is 1 to 24 carbon atoms, alkenyl of 2 to 7 carbon atoms, alkylcycloalkyl wherein cyclo-alkyl is of 3 to 6 carbon atoms and alkyl is of 1 to 24 carbon atoms, alkynyl of 2 to 7 carbon atoms, thienylalkyl of 1 to 24 carbon atoms, furylalkyl of 1 to 24 carbon atoms, arylcarboxamidoalkyl wherein aryl is phenyl or phenyl bearing one or more substituents selected from the group consisting of halogen, trifluoromethyl, lower alkyl of 1 to 24 carbon atoms, alkoxy of 1 to 24 carbon atoms, nitro, amino, alkyl of 1 to 24 carbon atoms-amino and di-alkyl of 1 to 24 carbon atoms-amino, and alkyl is 1 to 24 carbon atoms, alkanoylalkyl wherein alkanoyl is of 1 to 7 carbon atoms and alkyl is of 1 to 24 carbon atoms, benzoylalkyl wherein alkyl is of 1 to 24 carbon atoms, cyclic-alkyloxoalkyl wherein cyclic-alkyl is of 3 to 6 carbon atoms and alkyl is of 1 to 24 carbon atoms, cyclic-alkylhydroxyalkyl wherein cyclic-alkyl is of 3 to 6 carbon atoms and alkyl is of 1 to 24 carbon atoms, alkenyloxyalkyl wherein alkenyl is of 2 to 7 carbon atoms and alkyl is of 1 to 24 carbon atoms, aralkenyl wherein aryl is phenyl or phenyl bearing one or more substituents selected from the group consisting of halogen, trifluoromethyl, alkyl of 1 to 24 carbon atoms, alkoxy of 1 to 24 carbon atoms, nitro, amino, alkyl of 1 to 24 carbon atoms-amino and di-alkyl of 1 to 24 carbon atoms-amino, and alkenyl is of 2 to 7 carbon atoms, aryloxyalkyl wherein aryl is phenyl or phenyl bearing one or more substituents selected from the group consisting of halogen, trifluoromethyl, alkyl of 1 to 24 carbon atoms, alkoxy of 1 to 24 carbon atoms, nitro, amino, alkyl of 1 to 24 carbon atoms-amino and di-alkyl of 1 to 24 carbon atoms-amino and alkyl is 1 to 24 carbon atoms, or aryl-N-imidazolonylalkyl wherein aryl is phenyl or phenyl bearing one or more substituents selected from the group consisting of halogen, trifluoromethyl, alkyl of 1 to 24 carbon atoms, alkoxy of 1 to 24 carbon atoms, nitro, amino, alkyl of 1 to 24 carbon atoms-amino and di-alkyl of 1 to 24 carbon atoms-amino, and alkyl is 1 to 24 carbon atoms;
• R.sub.4 is alkyl of 1 to 24 carbon atoms, and n is the integer 2 or 3,
• a corresponding optical isomer, a corresponding geometric isomer or a mixture thereof, or a pharmaceutically acceptable acid addition salt thereof.

A method of treating psychoses which comprises administering to a host requiring such treatment an antipsychotically effective amount of a compound of the formula ##STR21## wherein R.sub.1 and R.sub.2 independently, are hydrogen, alkyl of 1 to 4 carbon atoms, cycloalkyl of 3 to 6 carbon atoms or alkenyl of 2 to 7 carbon atoms, or taken together are alkylene of 3 to 6 carbon atoms;

• and R.sub.3 is hydrogen, alkyl of 1 to 24 carbon atoms, hydroxyalkyl of 1 to 24 carbon atoms, phenylhydroxyalkyl of 1 to 24 carbon atoms, halophenylhydroxyalkyl of 1 to 24 carbon atoms, alkylphenylhyroxyalkyl wherein alkyl is of 1 to 24 carbon atoms, alkoxyphenylhydroxyalkyl wherein alkoxy and alkyl each is of 1 to 24 carbon atoms, alkoxyalkyl wherein alkoxy and alkyl each is of 1 to 24 carbon atoms, aryloxyhydroxyalkyl wherein aryl is phenyl or phenyl bearing one or more substituents selected from the group consisting of halogen, trifluoromethyl, alkyl of 1 to 24 carbon atoms, alkoxy of 1 to 24 carbon atoms, nitro, amino, alkyl of 1 to 24 carbon atoms-amino and di-alkyl of 1 to 24 carbon atoms-amino, and alkyl is 1 to 24 carbon atoms, alkoxyhydroxyalkyl wherein alkoxy and alkyl each is of 1 to 24 carbon atoms, alkanoyloxyalkyl wherein alkanoyl is of 1 to 7 carbon atoms and alkyl is of 1 to 24 carbon atoms, benzoyloxyalkyl wherein alkyl is of 1 to 24 carbon atoms, arylcarbonylalkyl wherein aryl is phenyl or phenyl bearing one or more substituents selected from the group consisting of halogen, trifluoromethyl, alkyl of 1 to 24 carbon atoms, alkoxy of 1 to 24 carbon atoms, nitro, amino, alkyl of 1 to 24 carbon atoms-amino and di-alkyl of 1 to 24 carbon atoms-amino, and alkyl is 1 to 24 carbon atoms, alkoxycarbonylalkyl wherein alkoxy and alkyl each is of 1 to 24 carbon atoms, aralkyl wherein aryl is phenyl or phenyl bearing one or more substituents selected from the group consisting of halogen, trifluoromethyl, alkyl of 1 to 24 carbon atoms, alkoxy of 1 to 24 carbon atoms, nitro, amino, alkyl of 1 to 24 carbon atoms-amino and di-alkyl of 1 to 24 carbon atoms-amino, and alkyl is 1 to 24 carbon atoms, alkenyl of 2 to 7 carbon atoms, alkylcycloalkyl wherein cyclo-alkyl is of 3 to 6 carbon atoms and alkyl is of 1 to 24 carbon atoms, alkynyl of 2 to 7 carbon atoms, thienylalkyl of 1 to 24 carbon atoms, furylalkyl of 1 to 24 carbon atoms, arylcarboxamidoalkyl wherein aryl is phenyl or phenyl bearing one or more substituents selected from the group consisting of halogen, trifluoromethyl, alkyl of 1 to 24 carbon atoms, alkoxy of 1 to 24 carbon atoms, nitro, amino, alkyl of 1 to 24 carbon atoms-amino and di-alkyl of 1 to 24 carbon atoms-amino, and alkyl is 1 to 24 carbon atoms, alkanoylalkyl wherein alkanoyl is of 1 to 7 carbon atoms and alkyl is of 1 to 24 carbon atoms, benzoylalkyl wherein alkyl is of 1 to 24 carbon atoms, cyclic-alkyloxoalkyl wherein cyclic-alkyl is of 3 to 6 carbon atoms and alkyl is of 1 to 24 carbon atoms, cyclic-alkylhydroxyalkyl wherein cyclic-alkyl is of 3 to 6 carbon atoms and alkyl is of 1 to 24 carbon atoms, alkenyloxyalkyl wherein alkenyl is of 2 to 7 carbon atoms and alkyl is of 1 to 24 carbon atoms, aralkenyl wherein aryl is phenyl or phenyl bearing one or more substituents selected from the group consisting of halogen, trifluoromethyl, alkyl of 1 to 24 carbon atoms, alkoxy of 1 to 24 carbon atoms, nitro, amino, alkyl of 1 to 24 carbon atoms-amino and di-alkyl of 1 to 24 carbon atoms-amino, and alkenyl is of 2 to 7 carbon atoms, aryloxyalkyl wherein aryl is phenyl or phenyl bearing one or more substituents selected from the group consisting of halogen, trifluoromethyl, alkyl of 1 to 24 carbon atoms, alkoxy of 1 to 24 carbon atoms, nitro, amino, alkyl of 1 to 24 carbon atoms-amino and di-alkyl of 1 to 24 carbon atoms-amino and alkyl is 1 to 24 carbon atoms, or aryl-N-imidazolonylalkyl wherein aryl is phenyl or phenyl bearing one or more substituents selected from the group consisting of halogen, trifluoromethyl alkyl of 1 to 24 carbon atoms, alkoxy of 1 to 24 carbon atoms, nitro, amino, alkyl of 1 to 24 carbon atoms-amino and di-alkyl of 1 to 24 carbon atoms-amino, and alkyl is 1 to 24 carbon atoms;
• R.sub.4 is alkyl of 1 to 24 carbon atoms, and n is the integer 2 or 3,
• a corresponding optical isomer, a corresponding geometric isomer or a mixture thereof, or a pharmaceutically acceptable acid addition salt thereof.