US2012010416A1PendingUtilityA1

Pyrrolidinone benzenesulfonamide derivatives as modulators of ion channels for the treatment of pain

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Assignee: STAMOS DEANPriority: Nov 13, 2007Filed: Jul 8, 2011Published: Jan 12, 2012
Est. expiryNov 13, 2027(~1.3 yrs left)· nominal 20-yr term from priority
A61P 9/06A61P 9/12A61P 9/10A61P 25/28A61P 25/00A61P 25/04A61P 25/22A61P 25/08A61P 25/24A61P 25/18A61P 29/00A61P 25/06C07D 417/14A61P 19/02A61P 1/04
48
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Claims

Abstract

The present invention relates to heterocyclic derivatives useful as inhibitors of ion channels. The invention also provides pharmaceutically acceptable compositions comprising the compounds of the invention and methods of using the compositions in the treatment of various disorders.

Claims

exact text as granted — not AI-modified
1 . A compound of formula I: 
       
         
           
           
               
               
           
         
         or a pharmaceutically acceptable salt thereof, 
         wherein, independently for each occurrence: 
         ring Z is a thiazole or thiadiazole optionally substituted with 0-2 occurrences of R;
 V is CH 2 ; and 
 R, R 1 , R 2 , and R 3  are hydrogen, C1-C6 aliphatic, aryl, C3-C8 cycloaliphatic, halo, CN, NO 2 , CF 3 , OCF 3 , OH, NH 2 , NH(C1-C6 aliphatic), N(C1-C6 aliphatic) 2 , COOH, COO(C1-C6 aliphatic), O(C1-C6 aliphatic), CHF 2 , or CH 2 F. 
 
       
     
     
         2 . The compound of  claim 1 , wherein Z is 
       
         
           
           
               
               
           
         
       
     
     
         3 . The compound of  claim 1 , wherein Z is 
       
         
           
           
               
               
           
         
       
     
     
         4 . The compound of  claim 1 , wherein R 1 , R 2 , and R 3  are hydrogen, C1-C6 aliphatic, halo, or CF 3 . 
     
     
         5 . The compound of  claim 1 , wherein Z is 
       
         
           
           
               
               
           
         
       
       and R 1 , R 2 , and R 3  are hydrogen, C1-C6 aliphatic, halo, or CF 3 . 
     
     
         6 - 7 . (canceled) 
     
     
         8 . The compound of  claim 1 , wherein at least two of R 1 , R 2 , or R 3  are halo. 
     
     
         9 . The compound of  claim 1 , wherein R 1 , R 2 , and R 3  are H or Cl. 
     
     
         10 . The compound of  claim 1 , wherein Z is 
       
         
           
           
               
               
           
         
       
       . 
     
     
         11 . (canceled) 
     
     
         12 . The compound of  claim 1 , wherein Z is 
       
         
           
           
               
               
           
         
       
       and R 1  and R 3  are Cl. 
     
     
         13 . The compound of  claim 1 , wherein Z is 
       
         
           
           
               
               
           
         
       
       and R 1  and R 2  are Cl. 
     
     
         14 . A compound of formula Ia: 
       
         
           
           
               
               
           
         
         or a pharmaceutically acceptable salt thereof, 
         wherein, independently for each occurrence: 
         ring Z is a thiazole or thiadiazole optionally substituted with 0-2 occurrences of R;
 V is CH 2 ; and 
 
         R, R 1 , R 2 , and R 3  are hydrogen, C1-C6 aliphatic, aryl, C3-C8 cycloaliphatic, halo, CN, NO 2 , CF 3 , OCF 3 , OH, NH 2 , NH(C1-C6 aliphatic), N(C1-C6 aliphatic) 2 , COOH, COO(C1-C6 aliphatic), O(C1-C6 aliphatic), CHF 2 , or CH 2 F. 
       
     
     
         15 . The compound of  claim 14 , wherein Z is 
       
         
           
           
               
               
           
         
       
     
     
         16 . The compound of  claim 14 , wherein R 1 , R 2 , and R 3  are hydrogen, C1-C6 aliphatic, halo, or CF 3 . 
     
     
         17 - 18 . (canceled) 
     
     
         19 . The compound of  claim 14 , wherein at least two of R 1 , R 2 , or R 3  are halo. 
     
     
         20 . The compound of  claim 14 , wherein R 1 , R 2 , and R 3  are H or Cl. 
     
     
         21 . The compound of  claim 14  wherein the compound is 
       
         
           
           
               
               
           
         
       
     
     
         22 . A compound of formula Ib: 
       
         
           
           
               
               
           
         
         or a pharmaceutically acceptable salt thereof, 
         wherein, independently for each occurrence: 
         ring Z is a thiazole or thiadiazole optionally substituted with 0-2 occurrences of R;
 V is CH 2 ; and 
 
         R, R 1 , R 2 , and R 3  are hydrogen, C1-C6 aliphatic, aryl, C3-C8 cycloaliphatic, halo, CN, NO 2 , CF 3 , OCF 3 , OH, NH 2 , NH(C1-C6 aliphatic), N(C1-C6 aliphatic) 2 , COOH, COO(C1-C6 aliphatic), O(C1-C6 aliphatic), CHF 2 , or CH 2 F. 
       
     
     
         23 . The compound of  claim 22 , wherein Z is 
       
         
           
           
               
               
           
         
       
     
     
         24 . The compound of  claim 22 , wherein R 1 , R 2 , and R 3  are hydrogen, C1-C6 aliphatic, halo, or CF 3 . 
     
     
         25 - 26 . (canceled) 
     
     
         27 . The compound of  claim 22 , wherein at least two of R 1 , R 2 , or R 3  are halo. 
     
     
         28 . The compound of  claim 22 , wherein R 1 , R 2 , and R 3  are H or Cl. 
     
     
         29 . The compound of  claim 22  wherein the compound is 
       
         
           
           
               
               
           
         
       
     
     
         30 . A pharmaceutical composition comprising a compound of  claim 1  and a pharmaceutically acceptable carrier. 
     
     
         31 - 32 . (canceled)

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