Co-crystals and salts of ccr3-inhibitors

Abstract

This invention relates to co-crystals and salts of CCR3 inhibitors of formula 1, pharmaceutical compositions containing the same, and methods of using the same as agents for treatment and/or prevention of diseases related with the CCR3-receptor.

What we claim: 
     
         1 . A salt of a compound of formula 1, 
       
         
           
           
               
               
           
         
         wherein 
         R 1  is C 1-6 -alkyl, C 1-6 -haloalkyl, O—C 1-6 -haloalkyl, halogene; 
         m is 1, 2 or 3; 
         R 2a  and R 2b  are each independently selected from H, C 1-6 -alkyl, C 1-6 -alkenyl, C 1-6 -alkynyl, C 3-6 -cycloalkyl, COO—C 1-6 -alkyl, O—C 1-6 -alkyl, CONR 2b.1 R 2b.2 , halogene; 
         R 2b.1  is H, C 1-6 -alkyl, C 0-4 -alkyl-C 3-6 -cycloalkyl, C 1-6 -haloalkyl; 
         R 2b.2  is H, C 1-6 -alkyl; 
         or R 2b.1  and R 2b.2  are together a C 3-6 -alkylene group forming with the nitrogen atom a heterocyclic ring, wherein optionally one carbon atom or the ring is replaced by an oxygen atom 
         R 3  is H, C 1-6 -alkyl, and 
         X is an anion selected from the group consisting of chloride, bromide, iodide, sulphate, phosphate, methanesulphonate, nitrate, maleate, acetate, benzoate, citrate, salicylate, fumarate, tartrate, dibenzoyltartrate, oxalate, succinate, benzoate and p-toluenesulphonate; 
         j is 0, 0.5, 1, 1.5 or 2. 
       
     
     
         2 . The salt of a compound of formula 1, according to  claim 1  wherein
 X is an anion selected from the group consisting of chloride or dibenzoyltartrate 
 j is 1 or 2. 
 
     
     
         3 . A pharmaceutical composition comprising at least one salt of a compound of formula 1, according to  claim 1 , and a pharmaceutically acceptable carrier. 
     
     
         4 . The salt of a compound of formula 1 according to  claim 1 , wherein the compound is 
       
         
           
           
               
               
           
         
       
       and wherein X is dibenzoyltartrate and j is 1. 
     
     
         5 . The salt of a compound of formula 1 according to  claim 1 , wherein the compound is 
       
         
           
           
               
               
           
         
         and wherein X is chloride, and j is 2.