Phenoxyphenylheterocycle derivatives as ssris

C - Chemistry – Metallurgy – 07 – D

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C07D 207/06 (2006.01) A61K 31/40 (2006.01) A61P 15/10 (2006.01) A61P 25/24 (2006.01) C07D 207/08 (2006.01) C07D 207/09 (2006.01)

Patent

CA 2356065

The invention provides compounds of general formula (I) wherein R1 is H or C1- C6 alkyl; R2 and R3, together with the interconnecting atoms form a 4 to 8- membered saturated ring containing one or two heteroatoms (including the nitrogen to which R2 is attached) wherein a second heteroatom, if present, is selected from oxygen, nitrogen and sulfur, with the proviso that said ring cannot contain two adjacent heteroatoms; Z is CF3, OCF3, C1-C6alkylthio or C1- C6alkoxy; Y is hydrogen, halogen, -OR a, R a or C1-C6alkylthio, and wherein R a is C1- C4 alkyl optionally substituted with fluorine atoms; or when Z and Y are attached para and meta to the ether linkage linking rings A and B, Z and Y are linked so that, together with the interconnecting atoms, Z and Y form a fused 5 to 7-membered carbocyclic or heterocyclic ring which may be saturated, unsaturated or aromatic, and wherein when Z and Y form a heterocyclic ring, in addition to carbon atoms, the linkage contains one or two heteroatoms independently selected from oxygen, sulfur and nitrogen; and Z and Y together do not form a fused phenyl ring; R4 and R5, which may be the same or different, are: A-X, wherein A = -CH=CH- or -(CH2)p- where p is 0, 1 or 2; X is hydrogen, F, Cl, Br, I, CONR6R7, SO2NR6R7, SO2NHC(=O)R6, OH, C1-4alkoxy, NR8SO2R9, NO2, NR6R11, CN, CO2R10, CHO, SR10, S(O)R9 or SO2R10; or a 5- or 6-membered heterocyclic ring containing 1, 2 or 3 heteroatoms selected from N, S and O, optionally substituted independently by one or more R13; wherein R13 is hydroxy, C1-C4alkoxy, F, C1-C6alkyl, haloalkyl, haloalkoxy, -NH2, -NH(C1-C6alkyl) or -N(C1-C6alkyl)2, (see formula I) and their use in the treatment of disorders that can be prevented, ameliorated or cured by the regulation of monoamine transporter function.

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