Ionizable compounds and compositions and uses thereof
AssigneeNitto Denko Corporation
InventorsRoger Adami, Hao Bai, John Gaudette, Bharat Majeti, Seiji Nukui, Kwok Yin Tsang, Hai Wang, Haiqing Yin, Wenbin Ying
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Abstract
This invention includes ionizable compounds, and compositions and methods of use thereof. The ionizable compounds can be used for making nanoparticle compositions for use in biopharmaceuticals and therapeutics. More particularly, this invention relates to compounds, compositions and methods for providing nanoparticles to encapsulate active agents, such as nucleic acid agents, and to deliver and distribute the active agents to cells, tissues, organs, and subjects.
Claims27
A compound comprising the structure
- wherein R1 and R2 are
- R1═CH2(CH2)nOC(═O)R4
- R2═CH2(CH2)mOC(═O)R5
- n and m are each independently from 1 to 2;
- R4 and R5 are independently for each occurrence a C(12-20) alkyl group, or a C(12-20) alkenyl group;
- R3 is R6R N—C(1-6)alkyl or R6R7R8N+—C(1-6)alkyl, wherein R6 and R7 are each independently hydrogen or a C(1-4) alkyl group, and R8 is a C(1-4) alkyl group.
A compound comprising the structure shown in Formula I
- wherein R1 and R2 are
- R1═CH2(CH2)nOC(═O)R4
- R2═CH2(CH2)mOC(═O)R5
- wherein n and m are each independently from 1 to 2;
- R4 and R5 are independently for each occurrence a C(12-20) alkyl group, or a C(12-20) alkenyl group;
- R3 is selected from
- wherein
- each R6 is independently selected from H, alkyl, hydroxyl, hydroxyalkyl, alkoxy, alkoxyalkoxy, and aminoalkyl;
- each R7 is independently selected from H, alkyl, hydroxyalkyl, and aminoalkyl;
- each R8 is independently selected from H, alkyl, hydroxyalkyl, and aminoalkyl, and any two R8 may form a ring;
- each R9 is independently selected from C(2-20)alkyl, hydroxyalkyl, and aminoalkyl;
- each R10 is independently selected from alkyl, hydroxyl, hydroxyalkyl, alkoxy, alkoxyalkoxy, and aminoalkyl;
- q1 is from zero to four;
- with the proviso that when q1=0-3, and the number of double bonds in each of R1 and R2 is less than two, then no more than one R8 is methyl;
- q2 is from zero to four;
- with the proviso that when q2=0, and the number of double bonds in each of R1 and R2 is less than two, then no more than one R8 is methyl;
- Q is O or NR7;
- p is from 1 to 4.
Dependencies are inferred from the claim text.