Serotonin 5-HT1A and dopamin D2 receptor ligands

A 4-phenylpiperazine compound of formula I:

• 8
• wherein A is a spacer group selected from the group consisting of C3-8 alkylene, C3-8 alkenylene, C3-8 alkynylene, and C3-7 cycloalkylene, said spacer group being optionally substituted with lower alkyl, phenyl or hydroxy;
• wherein said alkylene, alkenylene and alkynylene groups can be branched or straight chains,
• R1 is branched C3-10 alkyl, branched C3-10 alkenyl, branched C3-10 alkynyl, cycloalk(en)yl, cycloalk(en)yl-lower alk(en/yn)yl, trifluoromethylsulfonyl, or lower alkylsulfonyl,
• R2-R5 are independently selected from the group consisting of hydrogen, halogen, lower alkyl, lower alkoxy, lower alkylthio, hydroxy, lower alkylsulfonyl, cyano, lower alkylcarbonyl, phenylcarbonyl, halogen substituted phenylcarbonyl, trifluoromethyl, trifluoromethylsulfonyloxy, cycloalkyl, cycloalkyl-lower alkyl, nitro, lower alkylamino, di-lower-alkylamino and trifluoromethylthio,
• R9 and R10 are independently selected from the group consisting of hydrogen, and lower alkyl;
• W is O or S;
• V is O, S, CR6R7, or NR8 wherein R6, R7 and R8 are independently selected from the group consisting of hydrogen, lower alkyl, lower alkenyl, cycloalkyl, cycloalkyl-lower-alkyl, phenyl-lower alkyl and phenyl, or R6 and R7 are linked together to constitute a 3-7-membered spiro joined ring;
• Z is —(CH2)m—, m being 2 or 3 or Z is —CH═CH—;
• any alkyl, cycloalkyl or cycloalkylalkyl group present can be optionally substituted with one or two hydroxy groups, which can be optionally esterified with an aliphatic or phenyl carboxylic acid;
• and any phenyl substituent present can be optionally substituted with halogen, lower alkyl, lower alkoxy, lower alkylthio, hydroxy, lower alkylsulfonyl, cyano, phenylcarbonyl, C1-8 alkylcarbonyl, N′-(C1-18)alkylcarbonyl or N′,N′-di(C1-18)alkylcarbonyl, trifluoromethyl, trifluoromethylsulfonyloxy, cycloalkyl, cycloalkylalkyl or nitro;
• or a pharmaceutically acceptable acid addition salt thereof.