US2004053891A1PendingUtilityA1

5-(E)-bromovinyl uracil analogues and related pyrimidine nucleosides as anti-viral agents and methods of use

Priority: Jul 21, 1999Filed: Sep 2, 2003Published: Mar 18, 2004
Est. expiryJul 21, 2019(expired)· nominal 20-yr term from priority
C07H 19/06
54
PatentIndex Score
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Cited by
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Claims

Abstract

The present invention relates to pyrimidine nucleoside compounds and their use to treat viral infections of Varicella Zoster Virus, Epstein Barr Virus and Kaposi's Sarcoma virus, also known as HV-8 and related complications of these viral infections. In another aspect of the present invention, the use of one or more nucleoside compound to increase the retention or half-life of 5-fluorouracil (FU) in patients is also described.

Claims

exact text as granted — not AI-modified
1 . A method for treating a viral infection in a patient caused by Epstein-Barr virus, Varicella-Zoster virus or Kaposi's Sarcoma virus comprising administering to said patient a therapeutically effective amount of a compound according to the structure:  
       
         
           
           
               
               
           
         
         X is H, F, Br, Cl, I or CH 3  and  
         R 1  is H, a C 1  to C 20  acyl or ether group, a phosphate, diphosphate, triphosphate or phosphodiester group.  
       
     
     
         2 . The method according to  claim 1  where R is  
       
         
           
           
               
               
           
         
         and X is H, Cl, Br or I.  
       
     
     
         3 . The method according to  claim 1  where R is Br or I.  
     
     
         4 . The method according to  claim 1  where R 1  is a C 1  to C 20  acyl group, a phosphate group or a phosphodiester group  
     
     
         5 . The method according to  claim 2  where R 1  is a C 1  to C 20  acyl group, a phosphate group, a triphosphate group or a phosphodiester group  
     
     
         6 . The method according to  claim 1  wherein said viral infection is caused by Varicella Zoster virus, R is  
       
         
           
           
               
               
           
         
       
       and X is Cl, Br or I.  
     
     
         7 . The method according to  claim 6  where R 1  is a C 1  to C 20  acyl group, a phosphate group or a phosphodiester group  
     
     
         8 . The method according to  claim 6  wherein X is Br or I.  
     
     
         9 . The method according to  claim 6  where R 1  is a C 1  to C 20  acyl group, a phosphate group, a triphosphate group or a phosphodiester group  
     
     
         10 . The method according to  claim 1  wherein said viral infection is a Varicella Zoster virus infection.  
     
     
         11 . The method according to  claim 1  wherein said viral infection is an Epstein Barr virus infection.  
     
     
         12 . The method according to  claim 1  wherein said viral infection is an HV-8 virus infection.  
     
     
         13 . The method according to  claim 11  wherein R is  
       
         
           
           
               
               
           
         
       
       and X is Cl, Br or I.  
     
     
         14 . The method according to  claim 13  where R 1  is a C 1  to C 20  acyl group, a phosphate group or a phosphodiester group  
     
     
         15 . The method according to  claim 1  wherein X is Br or I.  
     
     
         16 . The method according to  claim 15  where R 1  is a C, to C 2-0  acyl group, a phosphate group, a triphosphate group or a phosphodiester group.  
     
     
         17 . The method according to  claim 12  wherein R is  
       
         
           
           
               
               
           
         
       
       and X is Cl, Br or I.  
     
     
         18 . The method according to  claim 16  where R 1  is a C 1  to C 20  acyl group, a phosphate group or a phosphodiester group  
     
     
         19 . The method according to  claim 12  wherein X is Br or I.  
     
     
         20 . The method according to  claim 18  where R 1  is a C 1  to C 20  acyl group, a phosphate group, a triphosphate group or a phosphodiester group.  
     
     
         21 . A method for preventing or delaying the onset of an infection caused by the Epstein-Barr virus infection, a Varicella-Zoster virus infection or a HV-8 infection in a patient in need thereof comprising administering to said patient a compound according to the structure:  
       
         
           
           
               
               
           
         
         X is H, F, Br, Cl, I or CH 3  and  
         R 1  is H, a C 1  to C 20  acyl or ether group, a phosphate, diphosphate, triphosphate or phosphodiester group.  
       
     
     
         22 . The method according to  claim 20  wherein wherein R is  
       
         
           
           
               
               
           
         
       
       and X is Cl, Br or I.  
     
     
         23 . The method according to  claim 21  where R 1  is a C 1  to C 20  acyl group, a phosphate group or a phosphodiester group  
     
     
         24 . The method according to  claim 20  wherein X is Br or I.  
     
     
         25 . The method according to  claim 20  where R 1  is a C 1  to C 20  acyl group, a phosphate group, a triphosphate group or a phosphodiester group  
     
     
         26 . The method according to  claim 20  wherein said viral infection is caused by Epstein Barr Virus or HV-8, R is  
       
         
           
           
               
               
           
         
       
       and X is Cl, Br or I.  
     
     
         27 . The method according to  claim 25  where R 1  is a C 1  to C 20  acyl group, a phosphate group or a phosphodiester group  
     
     
         28 . The method according to  claim 26  wherein X is Br or I.  
     
     
         29 . The method according to  claim 20  wherein said viral infection is caused by HV-8, wherein R 1  is a C 1  to C 20  acyl group, a phosphate group, a triphosphate group or a phosphodiester group  
     
     
         30 . A method for preventing or delaying the onset of EBV-related lymphoma or cancer or Kaposi's Sarcoma in patients comprising administering to a patient at risk for an EBV-related lymphoma or cancer or Kaposi's Sarcoma a therapeutically effective amount of a compound according to the formula:  
       
         
           
           
               
               
           
         
         X is H, F, Br, Cl, I or CH 3  and  
         R 1  is H, a C 1  to C 20  acyl or ether group, a phosphate, diphiosphate, triphosphate or phosphodiester group.  
       
     
     
         31 . The method according to  claim 29  wherein said patient is immunodeficient.  
     
     
         32 . The method according to  claim 29  wherein said patient is an organ transplant patient.  
     
     
         33 . The method according to  claim 29  wherein said patient has had a blood transfusion.  
     
     
         34 . The method according to  claim 29  wherein R is  
       
         
           
           
               
               
           
         
       
       and X is I or Br.  
     
     
         35 . A method of increasing the retention of 5-Fluorouracil or a prodrug of 5-Fluorouracil in a cancer patient comprising co-administering to said patient along with an anti-cancer effective amount of 5-Fluorouracil an effective amount of at least one compound according to the chemical structure:  
       
         
           
           
               
               
           
         
         X is H, F, Br, Cl, I or CH 3  and  
         R 1  is H, a C 1  to C 20  acyl or ether group, a phosphate, diphosphate, triphosphate or phosphodiester group.  
       
     
     
         36 . The method according to  claim 34  wherein R is  
       
         
           
           
               
               
           
         
       
       and X is Br.  
     
     
         37 . The method according to  claim 34  wherein said prodrug of 5-Flurouracil is selected from the group consisting of 2-(1)tetrahydrofurano-5-Fluorouracil and 5-fluoropyrimidin-2-one.

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