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Details for Patent: 4,141,978

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Details for Patent: 4,141,978

Title: 2-Acyl-4-oxo-pyrazino-isoquinoline derivatives and process for the preparation thereof
Abstract:2-Acyl-4-oxo-hexahydro-4H-pyrazino[2,1-a]isoquinoline derivatives of the formula ##STR1## wherein COR is the acyl radical of an up to 26 carbon atom acid and their physiologically acceptable acid addition and quaternary ammonium salts, are anthelmintics and can be produced by reacting 4-oxo-1,2,3,6,7,11b-hexahydro-4H-pyrazino-[2,1-a]isoquinoline with an acid or a reactive functional derivative thereof.
Inventor(s): Seubert; Jurgen (Darmstadt, DE), Thomas; Herbert (Wuppertal, DE), Andrews; Peter (Wuppertal, DE)
Assignee: Merck Patent Gesellschaft mit beschrankter Haftung (Darmstadt, DE)
Filing Date:Nov 15, 1976
Application Number:05/742,133
Claims:1. A pharmaceutical composition comprising, in admixture with a pharmaceutically acceptable carrier, an anthelmintically effective amount per unit dosage of a compound of the formula ##STR5## wherein R is phenyl mono-substituted in the o-position by fluorine or in the m- or p-position by fluorine, chlorine, nitro, hydroxy, amino, formylamino, acetylamino, pentanoylamino, hexanoylamino, octanoylamino, oleoylamino, methoxyacetylamino, methylamino, dimethylamino or allylamino, or a physiologically acceptable acid addition salt thereof.

2. A composition of claim 1 wherein the compound is, 2-(2-fluorobenzoyl)-4-oxo-1,2,3,6,7,11b-hexahydro-4H-pyrazino[2,1-a]isoqui noline.

3. A composition of claim 1 wherein the compound is, 2-(3-fluorobenzoyl)-4-oxo-1,2,3,6,7,11b-hexahydro-4H-pyrazino[2,1-a]isoqui noline.

4. A composition of claim 1 wherein the compound is, 2-(4-fluorobenzoyl)-4-oxo-1,2,3,6,7,11b-hexahydro-4H-pyrazino[2,1-a]isoqui noline.

5. A composition of claim 1 wherein the compound is, 2-(3-aminobenzoyl)-4-oxo-1,2,3,6,7,11b-hexahydro-4H-pyrazino[2,1-a]isoquin oline.

6. A composition of claim 1 wherein the compound is, 2-(4-aminobenzoyl)-4-oxo-1,2,3,6,7,11b-hexahydro-4H-pyrazino[2,1-a]isoquin oline.

7. A composition of claim 1 wherein the compound is, 2-(3-formamidobenzoyl)-4-oxo-1,2,3,6,7,11b-hexahydro-4H-pyrazino[2,1-a]iso quinoline.

8. A composition of claim 1 wherein the compound is, 2-(4-formamidobenzoyl)-4-oxo-1,2,3,6,7,11b-hexahydro-4H-pyrazino[2,1-a]iso quinoline.

9. A composition of claim 1 wherein the compound is, 2-(4-nitrobenzoyl)-4-oxo-1,2,3,6,7,11b-hexahydro-4H-pyrazinl[2,1-a]isoquin oline.

10. A method of treating cestode and trematode infestations which comprises administering to an animal infested with cestodes or trematodes an anthelmintically effective amount of a compound of the formula ##STR6## wherein R is phenyl mono-substituted in the o-position by fluorine or in the m- or p-position by fluorine, chlorine, nitro, hydroxy, amino, formylamino, acetylamino, pentanoylamino, hexanoylamino, octanoylamino, oleoylamino, methoxyacetylamino, methylamino, dimethylamino or allylamino, or a physiologically acceptable acid addition salt thereof.

11. A composition of claim 1 wherein the compound is, 2-(4-methylaminobenzoyl)-4-oxo-1,2,3,6,7,11b-hexahydro-4H-pyrazino[2,1-a]i soquinoline.

12. A composition of claim 1 wherein the compound is, 2-(4-dimethylaminobenzoyl)-4-oxo-1,2,3,6,7,11b-hexahydro-4H-pyrazino[2,1-a ]isoquinoline.

13. A composition of claim 1 wherein the compound is, 2-(3-acetamidobenzoyl)-4-oxo-1,2,3,6,7,11b-hexahydro-4H-pyrazino[2,1-a]iso quinoline.

14. A composition of claim 1 wherein the compound is, 2-(4-acetamidobenzoyl)-4-oxo-1,2,3,6,7,11b-hexahydro-4H-pyrazino[2,1-a]iso quinoline.

15. A composition of claim 1 wherein the compound is, 2-(3-methoxyacetamidobenzoyl)-4-oxo-1,2,3,6,7,11b-hexahydro-4H-pyrazino[2, 1-a]isoquinoline.

16. A composition of claim 1 wherein the compound is, 2-(4-methoxyacetamidobenzoyl)-4-oxo-1,2,3,6,7,11b-hexahydro-4H-pyrazino[2, 1-a]isoquinoline.
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