US2013059869A1PendingUtilityA1

Methods and compositions for treating disorders

Assignee: NG HOWARDPriority: Jun 22, 2007Filed: Feb 22, 2012Published: Mar 7, 2013
Est. expiryJun 22, 2027(~0.9 yrs left)· nominal 20-yr term from priority
A61P 17/06C07D 473/08A61P 29/00A61P 25/06A61K 31/105C07D 473/04A61K 31/11C07D 487/04A61K 31/522
48
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Claims

Abstract

Compounds and compositions for treating disorders related to TRPA1 are described herein.

Claims

exact text as granted — not AI-modified
1 . A method of treating pain, the method comprising administering a compound of formula (VIII), or a pharmaceutically acceptable salt thereof: 
       
         
           
           
               
               
           
         
         wherein, 
         each of R 1  and R 2  is independently, C 1 -C 6  alkyl; 
         L is C(O)NR 6 ; 
         R 3a  is an optionally substituted nitrogen-containing heteroaryl, 
         R 3b  is aryl or heteroaryl, each of which is optionally substituted with 1-4 R 7 ; 
         R 6  is H; 
         each R 7  is independently heterocyclyl, which is optionally substituted with 1-3 R 8 ; 
         each R 8  is independently C 1 -C 6  alkyl; 
         R 9  is H; and 
         m is 1, 
         provided that the compound is not a compound depicted in Table 2. 
       
     
     
         2 . The method of  claim 1 , wherein R 3a  is pyridyl. 
     
     
         3 . The method of  claim 1 , wherein R 3b  is phenyl. 
     
     
         4 . The method of  claim 1 , wherein R 1  and R 2  are both methyl. 
     
     
         5 . The method of  claim 1 , wherein R 3b  is substituted with 1-4 R 7 . 
     
     
         6 . The method of  claim 1 , wherein R 8  is methyl. 
     
     
         7 . The method of  claim 1 , wherein the pain is acute pain. 
     
     
         7 . The method of  claim 1 , wherein the pain is chronic pain. 
     
     
         8 . The method of  claim 1 , wherein the pain is post-operative pain. 
     
     
         9 . A method of inhibiting a TRPA1 channel in a sample, wherein the sample comprises one or more TRPA1 channels, comprising contacting the sample with a compound of formula (VIII), or a pharmaceutically acceptable salt thereof: 
       
         
           
           
               
               
           
         
         wherein, 
         each of R 1  and R 2  is independently, C 1 -C 6  alkyl; 
         L is C(O)NR 6 ; 
         R 3a  is an optionally substituted nitrogen-containing heteroaryl, 
         R 3b  is aryl or heteroaryl, each of which is optionally substituted with 1-4 R 7 ; 
         R 6  is H; 
         each R 7  is independently heterocyclyl, which is optionally substituted with 1-3 R 8 ; 
         each R 8  is independently C 1 -C 6  alkyl; 
         R 9  is H; and 
         m is 1, 
         provided that the compound is not a compound depicted in Table 2. 
       
     
     
         10 . The method of  claim 9 , wherein R 3a  is pyridyl. 
     
     
         11 . The method of  claim 9 , wherein R 3b  is phenyl. 
     
     
         12 . The method of  claim 9 , wherein R 1  and R 2  are both methyl. 
     
     
         13 . The method of  claim 9 , wherein R 3b  is substituted with 1-4 R 7 . 
     
     
         14 . The method of  claim 9 , wherein R 8  is methyl. 
     
     
         15 . The method of  claim 9 , wherein the TRPA1 channel comprises a TRPA1 protein comprising an amino acid sequence selected from SEQ ID NO: 1, SEQ ID NO: 3, and SEQ ID NO: 5. 
     
     
         16 . The method of  claim 9 , wherein the TRPA1 channel comprises a TRPA1 protein comprising at least 80% of an amino acid sequence selected from SEQ ID NO: 1, SEQ ID NO: 3, and SEQ ID NO: 5, and retaining a function of TRPA1. 
     
     
         17 . The method of  claim 9 , wherein the sample comprises a cell or a cell culture. 
     
     
         18 . The method of  claim 9 , wherein the sample comprises a membrane. 
     
     
         19 . A method of selectively inhibiting a TRPA1 channel in a sample, wherein the sample comprises one or more TRPA1 channels and one or more non-TRPA1 channels, comprising contacting the sample with a compound of formula (VIII), or a pharmaceutically acceptable salt thereof: 
       
         
           
           
               
               
           
         
         wherein, 
         each of R 1  and R 2  is independently, C 1 -C 6  alkyl; 
         L is C(O)NR 6 ; 
         R 3a  is an optionally substituted nitrogen-containing heteroaryl, 
         R 3b  is aryl or heteroaryl, each of which is optionally substituted with 1-4 R 7 ; 
         R 6  is H; 
         each R 7  is independently heterocyclyl, which is optionally substituted with 1-3 R 8 ; 
         each R 8  is independently C 1 -C 6  alkyl; 
         R 9  is H; and 
         m is 1, 
         provided that the compound is not a compound depicted in Table 2. 
       
     
     
         20 . The method of  claim 19 , wherein the non-TRPA1 channel is selected from Na V 1.2, Ca V 1.2, Ca V 3.1, HERG, and mitochondrial uniporter. 
     
     
         21 . The method of  claim 19 , wherein the non-TRPA1 channel is selected from TRPC6, TRPV5, TRPV6, TRPM8, TRPV1, TRPV2, TRPV4 and TRPV3.

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