Cationic lipid
The present invention provides a technology which enables introduction of an active ingredient (e.g. nucleic acids) into various cells with a high efficiency, and compounds used therefor. The present invention provides a compound represented by the formula: [wherein, each symbol is as defined in the present description] or a salt thereof.
1. A compound represented by the formula:
W denotes formula -NR 1 R 2 or formula -N + R 3 R 4 R 5 (Z 31 );
R 1 and R 2 denote, each independently, a C 1-4 alkyl group or hydrogen atom;
R 3 , R 4 and R 5 denote, each independently, a C 1-4 alkyl group;
Z − denotes a negative ion;
X denotes a C 1-6 alkylene group which may be substituted;
Y A , Y B and Y C denote, each independently, a methine group which may be substituted;
L A , L B and L C denote, each independently, a methylene group which may be substituted or a bond; and
R A1 , R A2 , R B1 , R B2 , R C1 and R C2 denote, each independently, a C 4-10 alkyl group which may be substituted,
or a salt thereof.
2. The compound according to claim 1 or a salt thereof, wherein
R 1 , R 2 , R 3 , R 4 and R 5 are a methyl group;
Z 31 is a halide ion;
X is an ethylene group, trimethylene group or tetramethylene group;
Y A , Y B and Y C are a methine group;
L A , L B and L C are, each independently, a bond or methylene group; and
R A1 , R A2 , R B1 , R B2 , R C1 and R C2 are, each independently, a butyl group, pentyl group or hexyl group.
3. A compound selected from the group consisting of:
3-((5-(dimethylamino)pentanoyl)oxy)-2,2-bis(((2-pentylheptanoyl) oxy)methyl)propyl 2-pentylheptanoate or a salt thereof and
3-((5-(dimethylamino)pentanoyl)oxy)-2,2-bis(((3-pentyloctanoyl) oxy)methyl)propyl 3-pentyloctanoate or a salt thereof.
4. A salt of N,N,N-trimethyl-5-oxo-5-(3-((3-pentyloctanoyl)oxy)-2,2-bis(((3-pentyloctanoyl)oxy)methyl)propoxy)pentane-l-aminium and a negative ion.
5. A lipid particle containing the compound according to claim 1 or a salt thereof.
6. A composition containing an active ingredient and the compound according to claim 1 or a salt thereof.
7. The composition according to claim 6 , wherein the active ingredient is a nucleic acid.
8. The composition according to claim 7 , wherein the nucleic acid is siRNA or mRNA.