Phenyl-piperazine derivatives as serotonin reuptake inhibitors

A compound represented by the formula I

• wherein
• Y is N;
• X represents O or S;
• m is 2;
• p is 0, 1, 2, 3, 4, 5, 6, 7 or 8;
• q is 0, 1, 2, 3 or 4;
• s is 0, 1, 2, 3, 4 or 5;
• the dotted line represents an optional bond;
• each R1 is independently selected from the group represented by C1-6-alkyl, or two R1 attached to the same carbon atom may form a 3-6-membered spiro-attached cycloalkyl;
• each R2 is independently selected from the groups represented by halogen, cyano, nitro, 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, 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, acyl, C1-6-alkyloxycarbonyl, C2-6-alkenyloxycarbonyl, C2-6-alkynyloxycarbonyl, C1-6-alkylsulfonyl, C2-6-alkenylsulfonyl, C2-6-alkynylsulfonyl, —NRxRy, —NRxCO—C1-6-alkyl, NRxCO—C2-6-alkenyl or NRxCO—C2-6-alkynyl;
• each R3 is independently selected from a group represented by halogen, cyano, nitro, 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, 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, C1-6-alkylsulfonyl, C2-6-alkenylsulfonyl, C2-6-alkynylsulfonyl, aryl, C1-6-alkyloxycarbonyl, C2-6-alkenyloxycarbonyl, C2-6-alkynyloxycarbonyl, acyl, —NRxCO—C1-6-alkyl, NRxCO—C2-6-alkenyl, NRxCO—C2-6-alkynyl, —CONRxRy or NRxRy;
• or two adjacent R3 substituents together form a heterocycle fused to the phenyl ring selected from the group consisting of
• wherein W is O or S, and R′ and R″ are hydrogen or C1-6-alkyl:
• or two adjacent R3 substituents together form a fused heteroaromatic system containing one, two or three heteroatoms,
• wherein each Rx and Ry is independently selected from the group represented by hydrogen, C1-6-alkyl, C2-6-alkenyl, 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 aryl;
• 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;
• or a pharmaceutically acceptable acid addition salt thereof
• provided that said compound is not 1-[2-(2,6-dimethoxyphenoxy)phenyl]-[1, 4]-diazepane.