Lipid compositions

Abstract

Disclosed herein are lipid compositions comprising a cationic lipid of formula (I), a neutral lipid, a sterol and a PEG or PEG-modified lipid, wherein formula (I) is Also disclosed are methods of producing the cationic lipid of formula (I).

1 - 2 . (canceled) 
     
     
         3 . A composition, the composition comprising a sterol; a neutral lipid; a PEG or a PEG-modified lipid; and a compound of formula (III), (IV) or a mixture thereof, 
       
         
           
           
               
               
           
         
       
       wherein each R is independently H, alkyl, 
       
         
           
           
               
               
           
         
       
       provided that at least one R is 
       
         
           
           
               
               
           
         
       
       wherein R 1 , for each occurrence, is independently H, R 3 , 
       
         
           
           
               
               
           
         
       
       wherein R 3  is optionally substituted with one or more substituent; 
       R 2 , for each occurrence, is independently, alkyl, alkenyl, alkynyl, heteroalkyl, heteroalkenyl, or heteroalkynyl; each of which is optionally substituted with one or more substituent; 
       R 3 , for each occurrence, is independently, alkyl, alkenyl, alkynyl, heteroalkyl, heteroalkenyl, or heteroalkynyl; each of which is optionally substituted with one or more substituent; 
       Y, for each occurrence, is independently O, NR 4 , or S; 
       R 4 , for each occurrence is independently H alkyl, alkenyl, alkynyl, heteroalkyl, heteroalkenyl, or heteroalkynyl; each of which is optionally substituted with one or more substituent. 
     
     
         4 - 59 . (canceled) 
     
     
         60 . A compound having the formula: 
       
         
           
           
               
               
           
         
       
       or a salt thereof. 
     
     
         61 - 68 . (canceled) 
     
     
         69 . A lipid of formula (I): 
       
         
           
           
               
               
           
         
         or a salt thereof, wherein,
 each X a  and X b , for each occurrence, is independently C 1-16  alkylene; 
 n is 0, 1, 2, 3, 4, or 5; 
 A for each occurrence is NR 2  or a cyclic moiety optionally substituted with 1-3 R; 
 B is NR or a cyclic moiety optionally substituted with 1-2 R; 
 each R is independently H, alkyl, 
 
       
       
         
           
           
               
               
           
         
         provided that at least one R is 
       
       
         
           
           
               
               
           
         
         
           R 1 , for each occurrence, is independently H, R 3 , 
         
       
       
         
           
           
               
               
           
         
         
           R 2 , for each occurrence, is independently, alkyl, alkenyl, alkynyl, heteroalkyl, heteroalkenyl, or heteroalkynyl; 
           R 3 , for each occurrence, is independently, alkyl, alkenyl, alkynyl, heteroalkyl, heteroalkenyl, or heteroalkynyl; 
           Y, for each occurrence, is independently O, NR 4 , or S; 
           R 4 , for each occurrence is independently H alkyl, alkenyl, alkynyl, heteroalkyl, heteroalkenyl, or heteroalkynyl.