Psychotropic polycyclic imides

Details Psychotropic polycyclic imides Psychotropic polycyclic imides

1987-04-03

1989-01-10

Raymond, Richard L.

Organic compounds -- part of the class 532-570 series

Organic compounds

Nitrogen attached directly or indirectly to the purine ring...

544 14, 544 32, 544 99, 544101, 544230, 544257, 544361, 544363, 549240, 562498, C07D40114, C07D40314, C07D41314, C07D41714

Patent

active

047974885

ABSTRACT:
Substituted imides of the following formula are antipsychotic, anxiolytic agents with very little extrapyramidal side effects: ##STR1## in which X is --O--, --S--, --SO--, --SO.sub.2 --, --CR.sub.3 R.sub.4 -- where R.sub.3 and R.sub.4, independently, are hydrogen, alkyl of 1 to 4 carbon atoms or, taken together with the carbon atom to which they are attached, R.sub.3 and R.sub.4 form a cycloalkyl group of of 3 to 5 carbon atoms; n is one of the integers 2, 3, 4 or 5; R is phenyl, halophenyl, trifluoromethylphenyl, alkoxyphenyl in which the alkoxy substituent contains 1 to 3 carbon atoms, 2-pyrimidinyl, halopyrimidin-2-yl, 2-pyrazinyl, halopyrazin-2-yl, 2-pyridinyl, cyanopyridin-2-yl, halopyridin-2-yl, quinolyl, or haloquinolyl; R.sub.1 and R.sub.2, taken together, are alkylene of 3 to 5 carbon atoms or alkenylene of 3 to 5 carbon atoms, or taken with the carbon atoms to which they are attached, R.sub.1 and R.sub.2 complete a benzene ring, or a group of the formula: ##STR2## where Y is --CH.sub.2 --, --CH.sub.2 --CH.sub.2 --, --O-- or --S-- and the dotted line represents optional unsaturation; or a pharmaceutically acceptable salt thereof. In addition, the intermediate b3-dicarboxylic and the corresponding anhydrides - 2,3,3a,3b,4,5,6,6a,7,7a-decahydro-4,6,7-metheno-1H-cyclopenta[a]pentalene- 1,3-dicarboxylic acid and octahydro-1,5-methano-6,8,9-metheneopentaleno[1,2-d]oxepin-2,4(1H,5H)-dion e represent especially significant aspects of the invention.

REFERENCES:
patent: 4507303 (1985-03-01), Ishizumi et al.
patent: 4562255 (1985-12-01), Freed et al.
patent: 4675403 (1987-06-01), Abou-Gharbia et al.
patent: 4732983 (1988-03-01), Stack et al.
patent: 4732984 (1988-03-01), Abou-Gharbia et al.
patent: 4748240 (1988-05-01), Stack et al.
Korgaonkar et al., "Chemical Abstracts", vol. 101, 1984, col. 101:23432k.

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