Ligands for monoamine receptors and transporters, and methods of use thereof

A compound represented by C:

• wherein
• Z represents C(R3)2, C(O), O, NR, NC(O)OR, S, SO, or SO2;
• m is 1, 2, 3, 4 or 5;
• p is 0, 1, 2, or 3;
• y is 0, 1 or 2;
• R represents alkyl, cycloalkyl, aryl, or aralkyl;
• R1 represents alkyl, aryl, or aralkyl;
• R and R1 may be connected through a covalent bond;
• R2 represents independently for each occurrence H, alkyl, fluoroalkyl, aryl, or cycloalkyl;
• R3 represents independently for each occurrence H, alkyl, aryl, OR2, OC(O)R2, CH2OR2, or CO2R2;
• R4 represents independently for each occurrence H, alkyl, cycloalkyl, aryl, alkenyl, or OR;
• R5 and R6 are selected independently for each occurrence from the group consisting of H, alkyl, (CH2)pY, aryl, F, OR2, and OC(O)R2;
• or an instance of CR5R6 taken together is C(O);
• R8 and R9 are selected independently for each occurrence from the group consisting of H, alkyl, (CH2)pY, aryl, F, OR2, and OC(O)R2;
• or an instance of CR8R9 taken together is C(O);
• Y represents independently for each occurrence OR2, N(R2)2, SR2, S(O)R2, S(O)2R2, or P(O)(OR2)2;
• any two instances of R2 may be connected through a covalent bond;
• a covalent bond may connect R4 and an instance of R5 or R6;
• any two instances of R5 and R6 may be connected through a covalent bond;
• any two geminal or vicinal instances of R8 and R9 may be connected through a covalent bond;
• and
• the stereochemical configuration at any stereocenter of a compound represented by C is R or S, or a mixture of these configurations.