Imide derivatives, their production and use

Claim 2

A compound of the formula: wherein A is a carbonyl group or a sulfonyl group; B is either one of the formulas: (in which E is a methylene group, an ethylene group or an oxygen atom and a full line accompanying a broken line (-----) indicates a single bond or a double bond), (in which F is a methylene group or an ethylene group and a full line accompanying a broken line (-----) is as defined above) and (in which R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are each a hydrogen atom or a methyl group) when A represents a carbonyl group, or B is a 1,2-phenylene group when A represents a sulfonyl group; D is an ethylene group, an ethenylene group or an ethynylene group, of which one or more may be optionally substituted with hydroxyl; and n is an integer of 0, 1 or 2, or its acid addition salts.

Claim 3

The compound according to claim 1, wherein A is a carbonyl group and B is a group of the formula: (in which E is a methylene group, an ethylene group or an oxygen atom and a full line accompanying a broken line (-----) indicates a single bond or a double bond).

Claim 4

The compound according to claim 1, wherein A is a carbonyl group and B is a group of the formula: (in which F is a methylene group or an ethylene group and a full line accompanying a broken line (-----) is as defined above).

Claim 5

The compound according to claim 1, wherein A is a carbonyl group and B is a group of the formula: (in which R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are each a hydrogen atom or a methyl group).

Claim 6

The compound according to claim 1, wherein the group of the formula: is a group of the formula:

Claim 7

A process for preparing a compound of the formula: wherein A is a carbonyl group or a sulfonyl group; B is either one of the formulas: (in which E is a methylene group, an ethylene group or an oxygen atom and a full line accompanying a broken line (-----) indicates a single bond or a double bond), (in which F is a methylene group or an ethylene group and a full line accompanying a broken line (-----) is as defined above) and (in which R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are each a hydrogen atom or a methyl group) when A represents a carbonyl group, or B is a 1,2-phenylene group when A represents a sulfonyl group; D is an ethylene group, an ethenylene group or an ethynylene group, of which one or more may be optionally substituted with hydroxyl; and n is an integer of 0, 1 or 2, or its acid addition salts, which comprises: (A) reacting a compound of the formula: wherein G is -O-, -NH-, -N(CH 2 -D-CH 2 -X')- or and A and B are each as defined above with a compound of the formula: wherein J is in case of G being -O-, in case of G being in case of G being -N(CH 2 -D-CH 2 -X')- or X"- in case of G being X, X' and X" are each a leaving group and A, B, D and n are each as defined above to give the compund (I); (B) subjecting a compound of the formula: wherein D' is an ethenylene group or an ethynylene group and A, B and n are each as defined above to hydrogenation to give a compound of the formula: wherein A, B and n are each as defined above; (C) subjecting a compound of the formula: wherein A and B are each as defined above, formaldehyde and a compound of the formula: wherein n is as defined above to the Mannich reaction to give a compound of the formula: wherein A, B and n are each as defined above; (D) subjecting a compound of the formula: wherein A, B and n are each as defined above to catalytic hydrogenation to give a compound of the formula: wherein A, B and n are each as defined above; (E) reacting a compound of the formula: wherein M is a hydrogen atom or and A and B are each as defined above with a compound of the formula wherein L is a hydrogen atom in case of M being or in case of M being a hydrogen atom and n is is as defined above to give a compound of the formula: wherein either one of Y and Y' is a hydroxyl group and the other is a hydrogen atom and A, B and n are each as defined above; or (F) subjecting a compound of the formula: wherein A, B and D are each as defined above to oxidation to give a compound of the.formula: wherein A, B, D and n are each as defined above.

Claim 8

A process for preparing a compound of the formula: wherein A is a carbonyl group or a sulfonyl group; B is either one of the formulas: (in which E is a methylene group, an ethylene group or an oxygen atom and a full line accompanying a broken line (-----) indicates a single bond or a double bond), (in which F is a methylene group or an ethylene group and a full line accompanying a broken line (-----) is as defined above) and (in which R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are each a hydrogen atom or a methyl group) when A represents a carbonyl group, or B is a 1,2-phenylene group when A represents a sulfonyl group; D is an ethylene group, an ethenylene group or an ethynylene group, of which one or more may be optionally substituted with hydroxyl; and n is an integer of 0, 1 or 2, or its acid addition salts, which comprises: (A) reacting a compound of the formula: wherein G is -O-, -NH-, -N(CH 2 -D-CH 2 -X')- or and A and B are each as defined above with a compound of the formula: wherein J is in case of G being -O-, in case of G being in case of G being -N(CH 2 -D-CH 2 -X')- or X"- in case of G being X, X' and X" are each a leaving group and A, B, D and n are each as defined above to give the compund (I); (B) subjecting a compound of the formula: wherein D' is an ethenylene group or an ethynylene group and A, B and n are each as defined above to hydrogenation to give a compound of the formula: wherein A, B and n are each as defined above; (C) subjecting a compound of the formula: wherein A and B are each as defined above, formaldehyde and a compound of the formula: wherein n is as defined above to the Mannich reaction to give a compound of the formula: wherein A, B and n are each as defined above; (D) subjecting a compound of the formula: wherein A, B and n are each as defined above to catalytic hydrogenation to give a compound of the formula: wherein A, B and n are each as defined above; (E) reacting a compound of the formula: wherein M is a hydrogen atom or and A and B are each as defined above with a compound of the formula wherein L is a hydrogen atom in case of M being or in case of M being a hydrogen atom and n is is as defined above to give a compound of the formula: wherein either one of Y and Y' is a hydroxyl group and the other is a hydrogen atom and A, B and n are each as defined above; or (F) subjecting a compound of the formula: wherein A, B and D are each as defined above to oxidation to give a compound of the.formula: wherein A, B, D and n are each as defined above.

Claim 9

The process according to claim 6, wherein the step (A) is adopted and carried out by (a) reacting a compound of the formula: wherein A and B are each as defined in claim 6 with a compound of the formula: wherein D and n are each as defined in claim 6; (b) reacting a compound of the formula: wherein A and B are each as defined in claim 6 with a compound of the formula: wherein D, X and n are each as defined in claim 6; (c) reacting a compound of the formula: wherein A, B, D and X' are each as defined in claim 6 with a compound of the formula: wherein n is as defined in claim 6; or (d) reacting a compound of the formula: wherein A, B and D are each as defined in claim 6 with a compound of the formula: wherein X" and n are each as defined in claim 6.

Claim 10

The process according to claim 6, wherein the step (E) is adopted and carried out by (a) reacting a compound of the formula: wherein A and B are each as defined in claim 6 with a compound of the formula: wherein n is as defined in claim 6 to give a compound of the formula: wherein A, B and n are each as defined in claim 6; or (b) reacting a compound of the formula: wherein A and B are each as defined in claim 6 with a compound of the formula: wherein n is as defined in claim 6.

Claim 11

A pharmaceutical composition for treatment of psychosis which comprises as an active ingredient a pharmaceutically effective amount of at least one compound, and/or their pharmaceutically acceptable acid addition salts as claimed in any of claims 1 to 5 and at least one pharmaceutically acceptable inert carrier or diluent.

Claim 12

Use of a compound and/or its pharmaceutically acceptable acid addition salt according to any of claims 1 to 5 for the manufacture of a antipsychotic drug.