US2016355469A1PendingUtilityA1

Anticonvulsant compounds

44
Assignee: OWEN-BARRY PHARMACEUTICALS INCPriority: Jun 5, 2015Filed: Jun 6, 2016Published: Dec 8, 2016
Est. expiryJun 5, 2035(~8.9 yrs left)· nominal 20-yr term from priority
A61P 43/00C07C 255/31A61P 25/04C07C 2601/16C07C 2601/02A61P 25/08C07C 2101/02C07C 2101/14
44
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Claims

Abstract

The present application relates to compounds and methods for reducing the severity of convulsant activity, or epileptic seizures.

Claims

exact text as granted — not AI-modified
What is claimed is: 
     
         1 . A compound represented by the following formula (I): 
       
         
           
           
               
               
           
         
         wherein, 
         R=H, CH 3 , C 2  to C 6  (linear or branched), cC 3 H 5 , cC 5 H 9 , cC 6 H 11 , CH=CH 2 , or CH 2 Ar, 
         R 1 =R 2 =H or CH 3 , 
         R 3 =R 4 =H or CH 3 , 
         R 5 =H, CH 3 , OCH 3 , OCH 2 Ar, Cl, or Br, and 
         R 6 =H or CH 3 . 
       
     
     
         2 . The compound of  claim 1 , wherein R=H, CH 3 , C 2  to C 6  (linear or branched), cC 3 H 5 , cC 5 H 9 , or cC 6 H 11 . 
     
     
         3 . The compound of  claim 2 , wherein R 5 =H or CH 3 . 
     
     
         4 . The compound of  claim 3 , wherein R=H, CH 3 , or C 2  to C 6  (linear or branched). 
     
     
         5 . The compound of  claim 4 , wherein R=H or CH 3 . 
     
     
         6 . The compound of  claim 1 , wherein the compound represented by the formula (I) is a compound represented by the following formula: 
       
         
           
           
               
               
           
         
       
     
     
         7 . The compound of  claim 1 , wherein the compound represented by the formula (I) is 2-(3,5,5-trimethylcyclohex-2-en-1-ylidene)pentanenitrile. 
     
     
         8 . The compound of  claim 1 , wherein the compound represented by the formula (I) is 3-methyl-2-(3,5,5-trimethylcyclohex-2-en-1-ylidene)butanenitrile. 
     
     
         9 . The compound of  claim 1 , wherein the compound represented by the formula (I) is a compound represented by the following formula: 
       
         
           
           
               
               
           
         
       
     
     
         10 . The compound of  claim 1 , wherein the compound represented by the formula (I) is a compound represented by the following formula: 
       
         
           
           
               
               
           
         
       
     
     
         11 . The compound of  claim 1 , wherein the compound represented by the formula (I) is a compound represented by the following formula: 
       
         
           
           
               
               
           
         
       
     
     
         12 . The compound of  claim 1 , wherein the compound represented by the formula (I) is a compound represented by the following formula: 
       
         
           
           
               
               
           
         
       
     
     
         13 . A pharmaceutical composition for reducing the severity of convulsant activity, comprising a compound represented by the following formula (I) or a pharmaceutically acceptable salt or solvate thereof, and a pharmaceutically acceptable excipient: 
       
         
           
           
               
               
           
         
         wherein, 
         R=H, CH 3 , C 2  to C 6  (linear or branched), cC 3 H 5 , cC 5 H 9 , cC 6 H 11 , CH=CH 2 , or CH 2 Ar, 
         R 1 =R 2 =H or CH 3 , 
         R 3 =R 4 =H or CH 3 , 
         R 5 =H, CH 3 , OCH 3 , OCH 2 Ar, Cl, or Br, and 
         R 6 =H or CH 3 . 
       
     
     
         14 . The pharmaceutical composition of  claim 13 , wherein R=H, CH 3 , C 2  to C 6  (linear or branched), cC 3 H 5 , cC 5 H 9 , or cC 6 H 11 . 
     
     
         15 . The pharmaceutical composition of  claim 14 , wherein R 5 =H or CH 3 . 
     
     
         16 . The pharmaceutical composition of  claim 15 , wherein R=H, CH 3 , or C 2  to C 6  (linear or branched). 
     
     
         17 . The pharmaceutical composition of  claim 16 , wherein R=H or CH 3 . 
     
     
         18 . The pharmaceutical composition of  claim 13 , wherein the compound represented by the formula (I) is a compound represented by the following formula: 
       
         
           
           
               
               
           
         
       
     
     
         19 . The pharmaceutical composition of  claim 13 , wherein the compound represented by the formula (I) is 2-(3,5,5-trimethylcyclohex-2-en-1-ylidene)pentanenitrile. 
     
     
         20 . The pharmaceutical composition of  claim 13 , wherein the compound represented by the formula (I) is 3-methyl-2-(3,5,5-trimethylcyclohex-2-en-1-ylidene)butanenitrile. 
     
     
         21 . The pharmaceutical composition of  claim 13 , wherein the compound represented by the formula (I) is a compound represented by the following formula: 
       
         
           
           
               
               
           
         
       
     
     
         22 . The pharmaceutical composition of  claim 13 , wherein the compound represented by the formula (I) is a compound represented by the following formula: 
       
         
           
           
               
               
           
         
       
     
     
         23 . The pharmaceutical composition of  claim 13 , wherein the compound represented by the formula (I) is a compound represented by the following formula: 
       
         
           
           
               
               
           
         
       
     
     
         24 . The pharmaceutical composition of  claim 13 , wherein the compound represented by the formula (I) is a compound represented by the following formula: 
       
         
           
           
               
               
           
         
       
     
     
         25 . A method for reducing the severity of convulsant activity, comprising administering to a subject a therapeutically effective amount of a compound represented by the following formula (I): 
       
         
           
           
               
               
           
         
         wherein, 
         R=H, CH 3 , C 2  to C 6  (linear or branched), cC 3 H 5 , cC 5 H 9 , cC 6 H 11 , CH=CH 2 , or CH 2 Ar, 
         R 1 =R 2 =H or CH 3 , 
         R 3 =R 4 =H or CH 3 , 
         R 5 =H, CH 3 , OCH 3 , OCH 2 Ar, Cl, or Br, and 
         R 6 =H or CH 3 . 
       
     
     
         26 . The method of  claim 25 , wherein R=H, CH 3 , C 2  to C 6  (linear or branched), cC 3 H 5 , cC 5 H 9 , or cC 6 H 11 . 
     
     
         27 . The method of  claim 26 , wherein R 5 =H or CH 3 . 
     
     
         28 . The method of  claim 27 , wherein R=H, CH 3 , or C 2  to C 6  (linear or branched). 
     
     
         29 . The method of  claim 28 , wherein R=H or CH 3 . 
     
     
         30 . The method of  claim 25 , wherein the compound represented by the formula (I) is a compound represented by the following formula: 
       
         
           
           
               
               
           
         
       
     
     
         31 . The method of  claim 25 , wherein the compound represented by the formula (I) is 2-(3,5,5-trimethylcyclohex-2-en-1-ylidene)pentanenitrile. 
     
     
         32 . The method of  claim 25 , wherein the compound represented by the formula (I) is 3-methyl-2-(3,5,5-trimethylcyclohex-2-en-1-ylidene)butanenitrile. 
     
     
         33 . The method of  claim 25 , wherein the compound represented by the formula (I) is a compound represented by the following formula: 
       
         
           
           
               
               
           
         
       
     
     
         34 . The method of  claim 25 , wherein the compound represented by the formula (I) is a compound represented by the following formula: 
       
         
           
           
               
               
           
         
       
     
     
         35 . The method of  claim 25 , wherein the compound represented by the formula (I) is a compound represented by the following formula: 
       
         
           
           
               
               
           
         
       
     
     
         36 . The method of  claim 25 , wherein the compound represented by the formula (I) is a compound represented by the following formula:

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