US2014120159A1PendingUtilityA1

Cyanide antidote compositions and methods of use

Assignee: PETRIKOVICS ILONAPriority: Oct 30, 2012Filed: Oct 30, 2013Published: May 1, 2014
Est. expiryOct 30, 2032(~6.2 yrs left)· nominal 20-yr term from priority
A61K 31/105C07C 381/00C07C 317/14
43
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Claims

Abstract

Cyanide antidote compositions and methods of use are described herein. A cyanide antidote composition may include a sulfur analog, sulfur analog derivative, or a pharmaceutically acceptable derivative of a sulfur analog.

Claims

exact text as granted — not AI-modified
1 . A cyanide antidote composition, comprising:
 a sulfur analog, or pharmaceutically acceptable derivative of a sulfur analog, having the structure:
   R 1 —S n —R 2   (I)
 
   where R 1  is R 3 —SO 2 —; R 2  is R 4 —SO 2 ; and n is 1 to 8;   where R 3  is an alkyl moiety or an aryl moiety;   where R 4  is an alkyl moiety or an aryl moiety.   
     
     
         2 . The cyanide antidote of  claim 1 , wherein the sulfur analog has the structure: 
       
         
           
           
               
               
           
         
       
     
     
         3 . The cyanide antidote of  claim 2 , wherein R 3  and R 4  comprise aryl moieties and n is 1. 
     
     
         4 . The cyanide antidote of  claim 2 , wherein R 3  and R 4  comprise one or more substituted aryl moieties. 
     
     
         5 . The cyanide antidote of  claim 1 , wherein R 3  is an allyl moiety and R 4  is an aryl moiety. 
     
     
         6 . The cyanide antidote of  claim 1 , wherein the sulfur analog has the structure: 
       
         
           
           
               
               
           
         
         where X and Y are alkyl, OH, NH 2 , NHCO 2 R 6 , and/or CO 2 R 6 , where R 6  is hydrogen, alkyl or aryl, or amino; and n ranges from 1 to 8, from 2 to 6, or from 3 to 5; and n is at least 3. 
       
     
     
         7 . The cyanide antidote of  claim 1 , wherein the sulfur analog has the structure: 
       
         
           
           
               
               
           
         
         where X and Y are alkyl moieties and n is at least 3. 
       
     
     
         8 . The cyanide antidote of  claim 1 , wherein the sulfur analog has the structure: 
       
         
           
           
               
               
           
         
       
     
     
         9 . The cyanide antidote of  claim 1 , further comprising liposomes and/or dentrimeric polymers. 
     
     
         10 . The cyanide antidote of  claim 1 , wherein the sulfur analog has the structure S n R 5 , where R 5  is an alkyl moiety, or aryl moiety and n is at least 3. 
     
     
         11 . The cyanide antidote of  claim 1 , wherein the sulfur analog has the structure: 
       
         
           
           
               
               
           
         
         where X and Y are alkyl, OH, NH 2 , NHCO 2 R 6 , and/or CO 2 R 6 , where R 6  is hydrogen, alkyl or aryl, or amino; and n ranges from 1 to 8. 
       
     
     
         12 . A method of treating cyanide intoxication in a subject, comprising:
 administrating to a subject who would benefit from such treatment a therapeutically effective amount of a sulfur analog, or pharmaceutically acceptable derivative of a sulfur analog in an amount sufficient to convert at least some cyanide to thiocyanate to detoxify the subject, wherein the sulfur analog has the structure
   R 1 —S n —R 2   (I)
 
   where R 1  is S or R 3 —SO 2 —; R 2  is R 4 —SO 2 — or R 5 ; and n is 1 to 8;   where R 1  is R 3 —SO 2 —; R 2  is R 4 —SO 7 ; and n isl to 8;   where R 3  is an alkyl moiety or an aryl moiety;   where R 4  is an alkyl moiety or an aryl moiety.   
     
     
         13 . The method of  claim 12 , wherein the sulfur analog has the structure: 
       
         
           
           
               
               
           
         
       
     
     
         14 . The method of  claim 13 , wherein R 3  and R 4  comprise aryl moieties and n is 1. 
     
     
         15 . The method of  claim 13 , wherein R 3  and R 4  comprise one or more substituted aryl moieties. 
     
     
         16 . The method of  claim 12 , wherein R 3  is an allyl moiety and R 4  is an aryl moiety. 
     
     
         17 . The method of  claim 12 , wherein the sulfur analog has the structure: 
       
         
           
           
               
               
           
         
         where X and Y are alkyl, OH, NH 2 , NHCO 2 R 6 , and/or CO 2 R 6 , where R 6  is hydrogen, alkyl or aryl, or amino; and n ranges from 1 to 8, from 2 to 6, or from 3 to 5; and n is at least 3. 
       
     
     
         18 . The method of  claim 12 , wherein the sulfur analog has the structure: 
       
         
           
           
               
               
           
         
         where X and Y are alkyl moieties and n is at least 3. 
       
     
     
         19 . The method of  claim 12 , wherein the sulfur analog has the structure: 
       
         
           
           
               
               
           
         
       
     
     
         20 . The method of  claim 12 , further comprising liposomes and/or dentrimeric polymers. 
     
     
         21 . The method of  claim 12 , wherein the sulfur analog has the structure S n R 5 , where R 5  is an alkyl moiety, or aryl moiety and n is at least 3. 
     
     
         22 . The method of  claim 12 , wherein the sulfur analog has the structure: 
       
         
           
           
               
               
           
         
         where X and Y are alkyl, OH, NH 2 , NHCO 2 R 6 , and/or CO 2 R 6 , where R 6  is hydrogen, alkyl or aryl, or amino; and n ranges from 1 to 8. 
       
     
     
         23 - 27 . (canceled) 
     
     
         28 . A compound having the structure:
   R 1 —S n —R 2   (I)
   where R 1  is R 3 —SO 2 —; R 2  is R 4 —SO 7 ; and n is 1 to 8;   where R 3  is an alkyl moiety or an aryl moiety;   where R 4  is an alkyl moiety or an aryl moiety.   
     
     
         29 - 38 . (canceled)

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