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US 8,299,075 B2Granted
Substituted thiomorpholine derivatives
AssigneeH. Lundbeck A/S
InventorsChristian Wenzel Tornoe, Mario Rottlander, Nikolay Khanzhin, William Patrick Watson, Andreas Ritzen
Life of this patent
Estimating the term…
Abstract
The present invention relates to morpholine and thiomorpholine derivatives of the general formula I or pharmaceutically acceptable salts thereof and their use.
Claims11
A method of treating epilepsy comprising administering an anti-convulsive and a compound of formula I:
- wherein
- q is 0 or 1;
- W is O;
- X is CO;
- Z is O;
- R1 is selected from the group consisting of halogen, cyano, C1-6-alk(en/yn)yl, C3-8-cycloalk(en)yl, C3-8-cycloalk(en)yl-C1-6-alk(en/yn)yl, halo-C1-6-alk(en/yn)yl, halo-C3-8-cycloalk(en)yl, halo-C3-8-cycloalk(en)yl-C1-6-alk(en/yn)yl, C1-6-alk(en/yn)yloxy, C3-8-cycloalk(en)yloxy and C3-8-cycloalk(en)yl-C1-6-alk(en/yn)yloxy;
- R2 is selected from the group consisting of halogen, cyano, C1-6-alk(en/yn)yl, C3-8-cycloalk(en)yl, C3-8-cycloalk(en)yl-C1-6-alk(en/yn)yl, halo-C1-6-alk(en/yn)yl, halo-C3-8-cycloalk(en)yl, halo-C3-8-cycloalk(en)yl-C1-6-alk(en/yn)yl, C1-6-alk(en/yn)yloxy, C3-8-cycloalk(en)yloxy, C3-8-cycloalk(en)yl-C1-6-alk(en/yn)yloxy, optionally substituted phenyl and optionally substituted pyridyl;
- wherein phenyl and pyridyl are optionally substituted with one or more substituents independently being halogen, C1-6-alk(en/yn)yl, C3-8-cycloalk(en)yl or C3-8-cycloalk(en)yl-C1-6-alk(en/yn)yl;
- R3 is selected from the group consisting of C1-10-alk(en/yn)yl, C3-8-cycloalk(en)yl, C3-8-cycloalk(en)yl-C1-6-alk(en/yn)yl, Ar—C1-6-alk(en/yn)yl, Ar—C3-8-cycloalk(en)yl, Ar—C3-8-cycloalk(en)yl-C1-6-alk(en/yn)yl and Ar;
- and
- each of R4, R5, R6 and R7 is independently selected from the group consisting of hydrogen and Ar;
- wherein Ar is selected from the group consisting of phenyl, naphthyl, pyridine, optionally substituted thiophene, furan, thiazole, quinoline, indole, 2,3-dihydro-benzofuran, pyrimidine, pyrrole and oxazole;
- in which the Ar is optionally substituted with one or more substituents independently being hydroxy, halogen, C1-6-alk(en/yn)yl, C3-8-cycloalk(en)yl, C3-8-cycloalk(en)yl-C1-6-alk(en/yn)yl, halo-C1-6-alk(en/yn)yl, C1-6-alk(en/yn)yloxy, C3-8-alk(en/yn)yloxy, acyl, nitro or cyano, —CO—NH—C1-6-alk(en/yn)yl, —CO—N(C1-6-alk(en/yn)yl2, —NH2, —NH—C1-6-alk(en/yn)yl, —N(C1-6-alk(en/yn)yl)2, —S—C1-6-alk(en/yn)yl, —SO2—C1-6-alk(en/yn)yl, —SO2N(C1-6-alk(en/yn)yl)2 and —SO2NH—C1-6-alk(en/yn)yl;
- or two adjacent substituents may together with the aromatic group to which they are attached form a 4-8 membered ring, which optionally contains one, two or three heteroatoms;
- when Ar is substituted with CO—NH—C1-6-alk(en/yn)yl or CO—N(C1-6-alk(en/yn)yl)2, then the carbon atom of the CO group is attached to Ar;
- when Ar is substituted with NH2, NH—C1-6-alk(en/yn)yl or N(C1-6-alk(en/yn)yl)2, then the nitrogen atom is attached to Ar;
- when Ar is substituted with —S—C1-6-alk(en/yn)yl, —SO2—C1-6-alk(en/yn)yl), —SO2N(C1-6-alk(en/yn)yl)2 or —SO2NH—C1-6-alk(en/yn)yl then the sulphur atom is attached to Ar;
- or a salt thereof.
15 more elements
Dependencies are inferred from the claim text.