Compositions and methods for treating psoriasis

Abstract

Novel isohexides and pharmaceutical compositions containing the same as well as methods of using the same in the treatment of psoriasis.

We claim: 
     
       1. A compound according to the general formula (I): 
       
         
           
           
               
               
           
         
         in which R 1  and R 2  are both —CH═CH—COOMe or one of R 1  and R 2  are H and the other —CH═CH—COOMe. 
       
     
     
       2. The compound of  claim 1  wherein R 1  and R 2  are the same. 
     
     
       3. The compound of  claim 1  wherein R 1  and R 2  are not the same. 
     
     
       4. A pharmaceutical composition comprising one or more compounds of  claim 1  in a pharmaceutically acceptable vehicle formula (I) 
       
         
           
           
               
               
           
         
       
       in which R 1  and R 2  are both —CH═CH—COOMe or one of R 1  and R 2  is H and the other —CH═CH—COOMe, in a pharmaceutically acceptable vehicle. 
     
     
       5. The pharmaceutical composition of  claim 4  wherein R 1  and R 2  are the same. 
     
     
       6. The pharmaceutical composition of  claim 4  wherein R 1  and R 2  are not the same. 
     
     
       7. The pharmaceutical composition of  claim 4  further comprising at least one other pharmaceutical active. 
     
     
       8. The pharmaceutical composition of  claim 7  wherein the at least one other pharmaceutical active is one or more compounds corresponding to the formula II or formula III or at least one of each: 
       
         
           
           
               
               
           
         
         wherein R 3  and R 4  which are the same or different, are independently selected from straight chain or branched; saturated or unsaturated alkyl groups having from 4 to 30 carbon atoms provided that when R 3  and R 4  are different, one of R 3  or R 4  is hydrogen or a straight chain or branched, saturated or unsaturated alkyl group of from 1 to 30 carbon atoms. 
       
     
     
       9. The pharmaceutical composition of  claim 8  wherein the additional pharmaceutical active is of formula Ill and the alkyl groups of R 3  and R 4  have from 16 to 18 carbon atoms. 
     
     
       10. The pharmaceutical composition of  claim 8  wherein the additional pharmaceutical active is isosorbide dilinoleate. 
     
     
       11. A method of therapeutically treating psoriasis comprising administering to the patient suffering therefrom an effective amount of a compound according to formula  1  (I) 
       
         
           
           
               
               
           
         
       
       in which R 1  and R 2  are both —CH═CH—COOMe or one of R 1  and R 2  is H and the other —CH═CH—COOMe. 
     
     
       12. The method of  claim 11  wherein R 1  and R 2  are the same. 
     
     
       13. The method of  claim 11  wherein R 1  and R 2  are not the same. 
     
     
       14. The method of  claim 11  wherein the compound is a component of a pharmaceutical composition that is administered to the patient. 
     
     
       15. The method of  claim 14  wherein the pharmaceutical composition is administered orally. 
     
     
       16. The method of  claim 14  wherein the pharmaceutical composition is applied topically to those areas of the skin of a patient manifesting symptoms of psoriasis. 
     
     
       17. The method of  claim 14  wherein the pharmaceutical composition further comprises at least one other pharmaceutical active. 
     
     
       18. The method of  claim 17  wherein the at least one other pharmaceutical active is one or more compounds corresponding to the formulae II and/or III: 
       
         
           
           
               
               
           
         
         wherein R 3  and R 4  which are the same or different, are independently selected from straight chain or branched; saturated or unsaturated alkyl groups having from 4 to 30 carbon atoms provided that when R 3  and R 4  are different, one of R 3  or R 4  is hydrogen or a straight chain or branched, saturated or unsaturated alkyl group of from 1 to 30 carbon atoms. 
       
     
     
       19. The method of  claim 18  wherein the additional pharmaceutical active is of formula III and the alkyl groups of R 3  and R 4  have from 16 to 18 carbon atoms. 
     
     
       20. The method of  claim 17  wherein the additional pharmaceutical active is isosorbide dilinoleate. 
     
     
       21. A method of delaying the onset of symptoms of psoriasis in persons predisposed to the disease comprising administering to said persons a therapeutically effective amount of a compound according to formula  1  (I) 
       
         
           
           
               
               
           
         
       
       in which R 1  and R 2  are both —CH═CH—COOMe or one of R 1  and R 2  is H and the other —CH═CH—COOMe. 
     
     
       22. The pharmaceutical composition of  claim 4  wherein the one or more compounds according to the general formula (I) is or includes isosorbide di(methylfumarate) 
       
         
           
           
               
               
           
         
        
       
     
     
       23. The pharmaceutical composition of  claim 4  wherein the one or more compounds according to the general formula (I) are isosorbides. 
     
     
       24. The method of  claim 11  wherein the compound of according to he general formula (I) is isosorbide di-(methylfumarate) 
       
         
           
           
               
               
           
         
        
       
     
     
       25. The pharmaceutical composition of  claim 4  wherein the one or more compounds according to the general formula (I) is the combination of isosorbide di-(methylfumarate) and isosorbide mono-(methylfumarate) each formed by the reaction of methyl fumarate and/or fumaric acid and isosorbide.