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Last Updated: April 19, 2024

Details for Patent: 5,780,632


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Title: Imide derivatives and their production and use
Abstract:An imide compound of the formula: ##STR1## wherein Z is a group of the formula: ##STR2## in which B is a carbonyl group or a sulfonyl group, R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are each a hydrogen atom or a lower alkyl group, or R.sup.1 and R.sup.2 or R.sup.1 and R.sup.3 may be combined together to make a non-aromatic hydrocarbon ring or R.sup.1 and R.sup.3 may be combined together to make an aromatic ring, said non-aromatic hydrocarbon ring being optionally bridged with a lower alkylene group or an oxygen atom therein and said aromatic ring, said non-aromatic hydrocarbon ring and said lower alkylene group being each optionally substituted with at least one lower alkyl, and n is an integer of 0 or 1; D is a group of the formula: in which A is a non-aromatic hydrocarbon ring optionally bridged with a lower alkylene group or an oxygen atom, said non-aromatic hydrocarbon ring and said lower alkylene group being each optionally substituted with at least one lower alkyl, and p and q are each an integer of 0, 1 or 2; and Ar is an aromatic group, a heterocyclic aromatic group, a benzoyl group, a phenoxy group or a phenylthio group and G is ##STR3## or Ar is a biphenylmethylidene group and G is ##STR4## all of the above groups being each optionally substituted with at least one of lower alkyl, lower alkoxy and halogen; and its acid addition salts, useful as an antipsycotic agent.
Inventor(s): Saji; Ikutaro (Osaka, JP), Muto; Masayuki (Osaka, JP), Tanno; Norihiko (Osaka, JP), Yoshigi; Mayumi (Osaka, JP)
Assignee: Sumitomo Pharmaceuticals Company, Limited (Osaka, JP)
Filing Date:Apr 18, 1996
Application Number:08/634,738
Claims:1. An imide compound of formula: ##STR149## wherein Z is a group of the formula: ##STR150## in which B is a carbonyl group or a sulfonyl group, R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are each a hydrogen atom or an alkyl group having 1-4 carbon atoms with a proviso that R.sup.1 and R.sup.2 or R.sup.1 and R.sup.3 are combined together to make a non-aromatic hydrocarbon ring having at most 7 carbon atoms and being unsubstituted or substituted with at least one alkyl group having 1-4 carbon atoms, and n is an integer of 0 or 1;

D is a group of the formula:

in which A is a non-aromatic hydrocarbon ring having at most 7 carbon atoms or a non-aromatic hydrocarbon ring having at most 7 carbon atoms which is bridged with an alkylene group having not more than 3 carbon atoms or an oxygen atom, and p and q are each an integer of 0, 1 or 2; and

Ar is a benzisoxazoyl group or a benzofuryl group; or a pharmaceutically acceptable acid addition salt thereof.

2. The imide compound according to claim 1, wherein said non-aromatic hydrocarbon ring in Z is further bridged with an alkylene group having 1-3 carbon atoms and being unsubstituted or substituted with at least one alkyl group having 1-4 carbon atoms, or an oxygen atom; or a pharmaceutically acceptable acid addition salt thereof.

3. The imide compound according to claim 1, wherein said non-aromatic hydrocarbon ring in D is further bridged with an alkylene group having 1-3 carbon atoms and being unsubstituted or substituted with at least one alkyl group having 1-4 carbon atoms, or an oxygen atom; or a pharmaceutically acceptable acid addition salt thereof.

4. The imide compound according to claim 1, wherein said non-aromatic hydrocarbon rings in Z and D are further bridged with an alkylene group having 1-3 carbon atoms and being unsubstituted or substituted with at least one alkyl group having 1-4 carbon atoms, or an oxygen atom; or a pharmaceutically acceptable acid addition salt thereof.

5. The imide compound according to claim 1, wherein Z is one of the following formulas: ##STR151## wherein L is --CH.sub.2 --CH.sub.2 -- or --CH.dbd.CH--, E is an alkylene group having not more than 3 carbon atoms and being unsubstituted or substituted with an alkyl group having not more than 4 carbon atoms or an oxygen atom, R.sup.5 is a hydrogen atom or an alkyl group having not more than 4 carbon atoms and B is a carbonyl group or a sulfonyl group; ##STR152## wherein L, E, R.sup.5 and B are each as defined above; ##STR153## wherein R.sup.6, R.sup.7, R.sup.8, R.sup.9, R.sup.10, R.sup.11, R.sup.12, R.sup.13, R.sup.14 and R.sup.15 are each a hydrogen atom or an alkyl group having not more than 4 carbon atoms, or two of those present at the neighboring positions each other may be combined together to make a bond and B is as defined above; and ##STR154## wherein R.sup.4 is a hydrogen atom or an alkyl group having not more than 4 carbon atoms, R.sup.16 and R.sup.17 are combined together to make a saturated hydrocarbon ring having not more than 7 carbon atoms, and B is as defined above; or pharmaceutically acceptable acid addition salt thereof.

6. An imide compound of formula: ##STR155## wherein Z is a group of the formula: ##STR156## wherein L is --CH.sub.2 --CH.sub.2 -- or --CH.dbd.CH--, E is an alkylene group having not more than 3 carbon atoms;

D is a group of the formula:

wherein A is a cycloalkane ring having not more than 7 carbon atoms or a cycloalkane ring having not more than 7 carbon atoms which is bridged with an alkylene group having not more than 3 carbon atoms, or an oxygen atom, and p and q are each an integer of 0, 1 or 2; and

Ar is a benzisoxazoyl group or a benzofuryl group; or a pharmaceutically acceptable acid addition salt thereof.

7. The imide compound according to claim 6, wherein said cycloalkane ring in D is further bridged with an alkylene group having 1-3 carbon atoms; or a pharmaceutically acceptable acid addition salt thereof.

8. The imide compound according to claim 6, wherein Z is a group of the formula: ##STR157## wherein E is a methylene group or an ethylene group; or a pharmaceutically acceptable acid addition salt thereof.

9. The imide compound according to claim 6, wherein D is a group of the formula:

wherein A is as defined above; or a pharmaceutically acceptable acid addition salt thereof.

10. The imide compound according to claim 9, wherein A is a cyclohexane ring; or a pharmaceutically acceptable acid addition salt thereof.

11. The imide compound of the formula: ##STR158## wherein Z is a group of the formula: ##STR159## wherein E is a methylene group or an ethylene group; D is a group of the formula:

wherein A is a cycloalkane ring having not more than 7 carbon atoms or a cycloalkane ring having not more than 7 carbon atoms which is bridged with an alkylene group having not more than 3 carbon atoms, or an oxygen atom; and

Ar is a benzisoxazoyl group or a benzofuryl group; or a pharmaceutically acceptable acid addition salt thereof.

12. The imide compound according to claim 11, wherein E is a methylene group; or a pharmaceutically acceptable acid addition salt thereof.

13. The imide compound according to claim 11, wherein A is a 1,2-cyclohexanediyl group; or a pharmaceutically acceptable acid addition salt thereof.

14. The imide compound according to claim 1, wherein said non-aromatic hydrocarbon ring and said alkylene group in the definition of A are each substituted with at least one alkyl group having 1-4 carbon atoms.

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