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US 2003/0125320 A1Published application
Substituted phenyl-piperazine derivatives, their preparation and use
AssigneeH. Lundbeck A/S
InventorsThomas Ruhland, Christian Krog-Jensen, Mario Rottlander, Gitte Mikkelsen, Ejner Knud Moltzen, Kim Andersen
Life of this patent
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Abstract
The present invention provides compounds of the formula: 1 wherein R1-R8, X, Y, Z, n and m are defined in the application. The compounds of the invention have affinity for the 5-HT1A receptor.
Claims13
A compound of general formula I
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- wherein Z represents NH, NR′″, O or S;
- R′″ represents hydrogen, C1-6-alkyl;
- R7 and R8 independently represent hydrogen, halogen, C1-6-alkyl, C3-8-cycloalkyl, CN, CF3 or C1-6-alkoxy;
- or R7 and R8 together form a 5- or 6-membered aryl or heteroaryl fused to the benzene-ring;
- Y represents N, C or CH;
- the dotted line represents an optional bond;
- R6 and R6′ represent H or C1-6-alkyl;
- X represents —O— or —S— n is 2, 3, 4 or 5;
- m is 2 or 3;
- R1, R2, R3, R4 and R5 are independently selected from a group consisting of hydrogen, halogen, C1-6-alkyl, C1-6-alkenyl, C1-6-alkynyl, C3-8-cycloalkyl, aryl, hydroxy, hydroxy-C1-6-alkyl, C1-6-alkoxy, C3-8-cycloalkoxy, C1-6-alkylsulfanyl, acyl, NR9R10 wherein R9 and R10 independently represent hydrogen, C1-6-alkyl, C2-6-alkenyl, C2-6-alkynyl, C3-8-cycloalkyl or aryl;
- or R9 and R10 together with the nitrogen to which they are attached form a 1-morpholinyl, 1-piperidinyl, 1-homopiperidinyl, 1-piperazinyl, 1-homopiperazinyl, 1-imidazolyl, 1-pyrrolyl, or pyrazolyl, all of which may be further substituted with C1-6-alkyl;
- or two adjacent substituents of R1-R5 together form a ring fused to the phenyl ring selected from the group consisting of
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- wherein W is O or S, and R′ and R″ are hydrogen or C1-6-alkyl:
- or a pharmaceutically acceptable acid addition salt or prodrug thereof
13 more elements
The compound of claim wherein k1, R2, R3, R4 and R5 are independently selected from hydrogen, alkoxy, NR3R4 wherein R3 and R4 independently represent hydrogen, C1-6-alkyl;
- or R3 and R4 together form a 1-morpholino;
- or two of adjacent of R1, R2, R3, R4 and R5 together form a fused ring consisting of —O—CH2—O—, —O—CH2—CH2—O—, or —CH2—CH2—CH2—.
Dependencies are inferred from the claim text.