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US 7,732,463 B2Granted
4-(2-phenylsulfanyl-phenyl)-piperidine derivatives as serotonin reuptake inhibitors
AssigneeH. Lundbeck A/S
InventorsAsk Puschl, Benny Bang-Andersen, Morten Jorgensen, Thomas Ruhland, Tine B. Stensbol
Life of this patent
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Abstract
The invention provides compounds represented by the general formula (I) wherein the substituents are defined in the application. The compounds are useful in the treatment of an affective disorder, including depression, anxiety disorders including general anxiety disorder and panic disorder and obsessive compulsive disorder.
Claims16
A compound of formula I:
- wherein
- R1, R2, R3, R4, R5 are independently selected from hydrogen, halogen, cyano, C1-6-alkyl, C2-6-alkenyl, C2-6-alkynyl, C1-6-alkyloxy, C2-6-alkenyloxy, C2-6-alkynyloxy, C1-6-alkylsulfanyl, C2-6-alkenylsulfanyl, C2-6-alkynylsulfanyl, hydroxy, hydroxy-C1-6-alkyl, hydroxy-C2-6-alkenyl, hydroxy-C2-6-alkynyl, halo-C1-6-alkyl, halo-C2-6-alkenyl, halo-C2-6-alkynyl, halo-C1-6-alkyloxy, halo-C2-6-alkenyloxy, halo-C2-6-alkynyloxy, or NRxRy, wherein Rx and Ry are independently selected from hydrogen, C1-6-alkyl, C2-6-alkenyl, C2-6-alkynyl, cyano-C1-6-alkyl, cyano-C2-6-alkenyl, cyano-C2-6-alkynyl, C3-8-cycloalkyl, C3-8-cycloalkenyl, C3-8-cycloalkyl-C1-6-alkyl C3-8-cycloalkyl-C2-6-alkenyl, C3-8-cycloalkyl-C2-6-alkynyl, C3-8-cycloalkenyl-C1-6-alkyl, C3-8-cycloalkenyl-C2-6-alkenyl, C3-8-cycloalkenyl-C2-6-alkynyl, or NRzRw—C1-6-alkyl, NRzRw-C2-6-alkenyl, NRzRwC2-6-alkynyl, wherein Rz and Rware independently selected from hydrogen C1-6-alkyl, C2-6-alkenyl, C2-6-alkynyl, C3-8-cycloalkyl, C3-8-cycloalkenyl, or C3-8-cycloalkyl-C1-6-alkyl, C3-8-cycloalkyl-C2-6-alkenyl, C3-8-cycloalkyl-C2-6-alkynyl, C3-8-cycloalkenyl-C1-6-alkyl, C1-6-cycloalkenyl-C2-6-alkenyl, C3-8-cycloalkenyl-C2-6-alkynyl;
- or Rx and Ry together with the nitrogen to which they are attached form a 3-7-membered ring which optionally contains one further heteroatom;
- R6, R7, R8, R9 are independently selected from hydrogen, halogen, C1-6-alkyl, C2-6-alkenyl, C2-6-alkynyl, C1-6-alkyloxy, C2-6-alkenyloxy, C2-6-alkynyloxy, C1-6-alkylsulfanyl, C2-6-alkenylsulfanyl, C2-6-alkynylsulfanyl, hydroxy, hydroxy-C1-6-alkyl, hydroxy-C2-6-alkenyl, hydroxy-C2-6-alkynyl, halo-C1-6-alkyl, halo-C2-6-alkenyl, halo-C2-6-alkynyl, halo-C1-6-alkyloxy, halo-C2-6-alkenyloxy, halo-C2-6-alkynyloxy, or NRxRy, wherein Rx and Ry are independently selected from hydrogen, C1-6-alkyl, C2-6-alkenyl, C2-6-alkynyl, cyano-C1-6alkyl, cyano-C2-6-alkenyl, cyano-C2-6-alkynyl, C3-8-cycloalkyl, C3-8-cycloalkenyl, C3-8-cycloalkyl-C1-6-alkyl, C3-8-cycloalkyl-C2-6-alkenyl, C3-8-cycloalkyl-C2-6-alkynyl, C3-8-cycloalkenyl-C1-6-alkyl, C3-8-cycloalkenyl-C2-6-alkenyl C3-8-cycloalkenyl-C2-6-alkynyl, or NRzRw-C1-6-alkyl, NRzRw-C2-6-alkenyl, NRzRw-C2-6-alkynyl, wherein Rz and Rw are independently selected from hydrogen, C1-6-alkyl, C2-6-alkenyl, C2-6-alkynyl, C3-8-cycloalkyl, C3-8-cycloalkenyl, C3-8cycloalkyl-C1-6-alkyl, C3-8-cycloalkyl-C2-6-alkenyl, C3-8-cycloalkyl-C2-6-alkynyl, C3-8-cycloalkenyl-C1-6-alkyl, C3-8-cycloalkenyl-C2-6-alkenyl, C3-8-cycloalkenyl-C2-6-alkynyl;
- or Rx and Ry together with the nitrogen to which they are attached form a 3-7-membered ring which optionally contains one further heteroatom;
- provided that at least two of R1, R2, R3, R4, R5, R6, R7, R8, and R9 are different from hydrogen;
- or a pharmaceutically acceptable salt thereof.
4 more elements
Dependencies are inferred from the claim text.