Polymer precursors of radiolabeled compounds, and methods of making and using the same

Abstract

One aspect of the present invention relates to novel compounds that can be used to prepare radiolabeled compounds in an effective manner. A second aspect of the present invention relates to a method of synthesizing radiolabeled compounds.

1 - 22 . (canceled) 
     
     
         23 . A method for preparing a radiolabeled compound, comprising: reacting a compound represented by 1:
   Poly—L—R—Y  1
   
       wherein:
 Poly represents a polymer; 
 L is selected from: 
 
       
         
           
           
               
               
           
         
         R represents polycyclic aryl or heteroaryl; 
         Y represents hydrogen, alkyl, alkoxyl, carbonyl, formyl, amido, amino, alkylamino, dialkylamino, carboxamido, acylamino, (heterocyclcyl) acylamino, alkylcarboxyamido, C(O)—R 4  or C(O)NH—R 4 ; 
         R 3  represents independently for each occurrence alkyl, alkenyl or alkynyl; 
         R 4  represents hydrogen, alkyl, alkenyl, heteroalkyl, cycloalkyl, heterocycloalkyl, aryl, heteroaryl, aralkyl, heteroaralkyl, peptide, protein, amino acid, antibody, nucleotide, nucleoside, or —(CH 2 )m—R 80 ; 
         R 80  represents independently for each occurrence aryl, cycloalkyl, cycloalkenyl, heterocyclyl, or polycyclyl; and 
         m is an integer in the range 0 to 8 inclusive; with an oxidant selected from the group consisting of chloramine-T, N-chlorosuccinimide, tert-butylhydroperoxide, iodogen, iodobeads and meta-chloroperbenzoic acid; a radioisotope; and optionally a buffer, producing the radiolabeled compound. 
       
     
     
         24 . The method of  claim 23 , further comprising purifying the radiolabeled compound. 
     
     
         25 . The method of  claim 23 , wherein L is R 3 —Sn—R 3 . 
     
     
         26 . The method of  claim 23 , wherein Y is alkoxyl, formyl, amido, dialkylamino, carboxamido, alkoxyl, alkylcarboxyamido, C(O)—R 4  or C(O)NH—R 4 . 
     
     
         27 . The method of  claim 26 , wherein Y is C(O)—R 4  or C(O)NH—R 4 . 
     
     
         28 . The method of  claim 23 , wherein R 4  is a peptide, protein, amino acid, antibody nucleotide or nucleoside. 
     
     
         29 . The method of  claim 27 , wherein R 4  is a peptide, protein, amino acid, antibody nucleotide or nucleoside. 
     
     
         30 . The method of  claim 27 , wherein R 4  is a peptide or protein. 
     
     
         31 . The method of  claim 27 , wherein R 4  is a nucleotide or a nucleoside. 
     
     
         32 . The method of  claim 25 , wherein R 3  is alkyl. 
     
     
         33 . The method of  claim 25 , wherein R 3  is butyl. 
     
     
         34 . The method of  claim 23 , wherein said polymer is insoluble. 
     
     
         35 . The method of  claim 34 , wherein said polymer is polystyrene, polyurethane, poly(ethylene-co-vinyl acetate), polyethylene, polystyrene/rubber, or poly(ethylene copropylene). 
     
     
         36 . The method of  claim 34 , wherein said polymer is polystyrene. 
     
     
         37 . The method of  claim 23 , wherein the oxidant is meta-chloroperbenzoic acid. 
     
     
         38 . The method of  claim 23 , wherein the radioisotope is selected from the group consisting of  123 I,  99m Tc,  18 F,  68 Ga,  62 Cu,  111 In,  76 Br,  123 I,  131 I and  125 I,  186 Re,  188 Re,  90 Y,  212 Bi,  211 At,  89 Sr,  166 Ho,  153 Sn,  67 Cu,  64 Cu, and  11 C. 
     
     
         39 . The method of  claim 23 , wherein the radioisotope is selected from the group consisting of  18 F,  11 C,  76 Br,  123 I,  131 I and  125 I.