Patent ID: 7439264

Claim:
A compound consisting of a) a ligand moiety for a monoamine transporter or receptor selected from dopamine, norepinephrine, and serotonin transporters or receptors wherein the ligand has the following Formula 1: in which: the 2-, 3-, 6-, or 7-positions are α or β; the compounds are racemic or 1 R-or 1 S-configured; X =CHR 3 , CHR 1 , CHW 1 , CW 1 W 1 , NR 3 , NR 9 , NSO 2 R 3 , NSO 2 R 1 or CX 2 W, with the N or C atom being a member of the ring; Ar =Phenyl or 1-naphthyl or 2-naphthyl, unsubstituted or substituted with one or more group selected from: —H; —Br; —Cl; —I; —F; —OH; —CH 3 ; —CF 3 ; —NO 2 ; —NH 2 ; —CN; —NHCOCH 3 , —C(CH 3 ) 3 , —C(CH 3 ) CH 3 , (CH 2 ) q CH 3 , where q=0-6; —COCH 3 ; alkyl; alkenyl; alkynyl; allyl; isopropyl; isobutyl; wherein each substituent can be at the 2, 3 and/or 4 position of the ring; W or X 2 =H, OH, OCH 3 ,OAc, OCOR 4 , CH 3 , (CH 2 ) n CH 3 , R 4 ; W 1 =H, Br, Cl, I, F, OH, OCH 3 , CF 3 , NO 2 , NH 2 , CN, NHOOCH 3 , N(CH 3 ) 2 , (CH 2 ) n CH 3 , COCH 3 , or C(CH 3 ) 3 ; R 1 =H, COOCH 3 , COOR 4 ,COR 4 , CH 2 OH, (CH 2 ) n OH, (CH 2 ) n OR 4 , CR 3 =NOR 3 , CH═NR 3 ; R 2 =H, OH,OCOR 4 ; R 3 =H, CH 3 , CH 2 Ar, (CH 2 ) n Ar, Ar, lower alkyl, lower alkenyl or lower alkynyl; CH 2 CH═CHZ, (CH 2 ) n OH, (CH 2 ) n OR 4 , CH═CHZ; CH 2 J-Maleimide, CH 2 JN-Maleimide where J =CH 2 or O;(CH 2 ) n OCOCH 3 ; (CH 2 ) n OCOCH 2 OCH 3 ; (CH 2 ) n -morpholine; (CH 2 ) n -piperidine; (CH 2 ) n -piperazine; R 4 =CH 3 , CH 2 CH 3 , alkyl, alkenyl, alkynyl, allyl, isopropyl, isobutyl; R 9 =H, COOCH 3 , COOR 4 ,COR 4 , CH 2 OH, (CH 2 ) n OH, (OH 2 ) n OR 4 ; n =0-4; m =0-4; Z =F, Cl, I or Br; and b) a linker-acceptor moiety connected to the ligand, comprising 1) an acceptor moiety that covalently binds the transporter or receptor; and 2) a linker which attaches the ligand to the acceptor moiety, the linker comprising a —CH 2 — moiety attached to X; wherein the Linker is selected from—(CH 2 ) n O(CH 2 ) m —,—(CH 2 ) n OCO(CH 2 ) m —,—(CH 2 ) n COO(CH 2 ) m —, or—(CH 2 ) n S(CH 2 ) m —, wherein n =1-4 and m =0-4; and wherein the linker comprises a cleavable bond, cleavage of which produces at least two components, (1) a barb comprising the acceptor moiety and (2) the ligand, wherein the ligand is released from the compound.