Tricyclic heteroaryl piperazines, pyrrolidines and azetidines as serotonin receptor modulators

A compound of the formula

• where
• X is S or O;
• m is 1 or 2;
• n is 1 or 2;
• m+n is ≧22;
• Y is CR3R3a and Z is a covalent bond or CR4R4a,
• Y is a covalent bond and Z is CH2CH2 or CR4R4a or
• Y or CH2CH2 and Z is a covalent bond;
• R1 and R2 are independently selected from the group consisting of H, halogen, C1-10alkyl, C2-10alkenyl, C2-10alkynyl, perhaloalkyl, CN, OR5, SR5, N(R5)2, COOR5, COR6, CON(R5)2, NR5COR6, NR5CO2R6, NR5SO2R6, aryl, heteroaryl, C1-10alkylaryl, and C1-10alkylheteroaryl, wherein said aryl or heteroaryl can be optionally substituted;
• R1 and R2 taken together can form a 5- or 6-member aryl or heteroaryl ring that is optionally substituted;
• R3 is selected from the group consisting of H, halogen, C1-10alkyl, C2-10alkenyl, C2-10alkynyl, perhaloalkyl, CN, OR5, SR5, N(R5)2, OCOR6, COOR5, COR6, CON(R5)2, NR5COR6, NR5CO2R6, NR5SO2R6, aryl, heteroaryl, C1-10alkylaryl, and C1-10alkylheteroaryl, wherein said aryl or heteroaryl can be optionally substituted;
• R3a is H or R3 and R3a taken together are —CH2CH2— or carbonyl;
• R4 is selected from the group consisting of H, halogen, C1-10alkyl, C2-10alkenyl, C2-10alkynyl, perhalo alkyl, CN, OR5, SR5, N(R5)2, OCOR6, COOR5, CON, CON(R5)2, NR5COR6, NR5CO2R6, NR5SO2R6, aryl, heteroaryl, C1-10alkylaryl, and C1-10alkylheteroaryl, wherein said aryl or heteroaryl can be optionally substituted;
• R4a is H or R4 and R4a taken together are —CH2CH2— or carbonyl;
• R5 is selected from the group consisting of H, C1-10alkyl, C2-10alkenyl, C2-10alkynyl, perhaloalkyl, C1-10alkyl-O—C1-10alkyl, aryl, heteroaryl, C1-10alkyl-O-aryl, C1-10alkyl-O-heteroaryl, C1-10alkylaryl, and C1-10alkylheteroaryl, wherein said aryl or heteroaryl can be optionally substituted;
• R6 is selected from the group consisting of C1-10alkyl, C2-10alkenyl, C2-10alkynyl, perhaloalkyl, C1-10 oalkyl-O—C1-10alkyl, aryl, heteroaryl, C1-10alkyl-O-aryl, C1-10alkyl-O-heteroaryl, C1-10alkylaryl, and C1-10alkylhetroaryl, wherein said aryl or heteroaryl can be optionally substituted, and
• R7 is selected from the group consisting of H, C1-10alkyl, C2-10alkenyl, C2-10alkynyl, C1-10 alkyl-O—C1-10alkyl, COOR5, COR6, CON(R5)2, aryl, heteroaryl, C1-10alkyl-O-aryl, C1-10alkyl-O-heteroaryl, C1-10alkylaryl, and C1-10alkylheteroaryl, wherein said aryl or heteroaryl can be optionally substituted, and the pharmaceutically acceptable salts thereof.