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US 12,599,560 B2Granted
Lipids and lipid nanoparticle formulations
AssigneeLonguide Biopharma Corporation
InventorsLonggui Zhang, Yuebao Zhang, Chen Liu, Xiuting Xu, Yan Wang, Meigui Liang, Yuanyuan Xu, Wenting Song, Zehao Liao, Qinying Zhu, Yingxin Lu
Life of this patent
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Abstract
The present disclosure relates generally to lipids, lipid nanoparticle formulations, and methods of using the same for delivering nucleic acids, such as mRNA.
Claims20
A compound of Formula I:
- or a pharmaceutically acceptable salt, stereoisomer, or mixture of stereoisomers thereof, wherein:
- Ring A is C3-10 cycloalkyl, heterocyclyl, aryl, or heteroaryl;
- L1 is a bond or C1-10 alkylene;
- L2 is a bond or C1-10 alkylene;
- R1 is hydrogen, C1-20 alkyl, C2-20 alkenyl, C2-20 alkynyl, C2-20 heteroalkyl,
- wherein the C1-20 alkyl, C2-20 alkenyl, C2-20 alkynyl, or C2-20 heteroalkyl is independently optionally substituted with one to five halo, cyano, —OR4, —SR4, —NR42, —N(R4)3+, oxo, C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, or C1-6 haloalkyl;
- R2 is
- L is C1-10 alkylene or C3-10 heteroalkylene;
- each R4 is independently hydrogen, C1-12 alkyl, C2-12 alkenyl, or C2-12 alkynyl;
- wherein each C1-12 alkyl, C2-12 alkenyl, or C2-12 alkynyl is independently optionally substituted with one to five halo, cyano, —OH, —SR5, —NR52, —N(R5)3+, or oxo;
- each R5 is independently hydrogen, C1-12 alkyl, C2-12 alkenyl, or C2-12 alkynyl;
- wherein each C1-12 alkyl, C2-12 alkenyl, or C2-12 alkynyl is independently optionally substituted with one to five halo, cyano, —OH, —SH, —NH2, —NH(C1-6 alkyl), —N(C1-6 alkyl)2, —N(C1-6 alkyl)3+, or oxo;
- each Y is independently —O—, —NH—, or —NR7—;
- each R7 is independently C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, or C1-6 haloalkyl;
- wherein each C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, or C1-6 haloalkyl is independently optionally substituted with one to five halo, cyano, —OH, —NH2, —NH(C1-6 alkyl), —N(C1-6 alkyl)2, —N(C1-6 alkyl)3+, oxo, C1-6 alkoxy, or C1-6 haloalkoxy;
- each n is independently an integer from 1-20;
- each R is independently hydrogen, —Z—C1-20 alkyl, —Z—C2-20 alkenyl, —Z—C2-20 alkynyl, —Z1—C1-6 alkylene-Z—C1-20 alkyl, —Z1—C1-6 alkylene-Z—C2-20 alkenyl, —Z1—C1-6 alkylene-Z—C2-20 alkynyl, —Z1—C2-6 alkenyl-Z—C1-20 alkyl, —Z1—C2-6 alkenyl-Z—C2-20 alkenyl, —Z1—C2-6 alkenyl-Z—C2-20 alkynyl, —Z1—C2-6 alkynyl-Z—C1-20 alkyl, —Z1—C2-6 alkynyl-Z—C2-20 alkenyl, or —Z1—C2-6 alkynyl-Z—C2-20 alkynyl;
- each Z is independently a bond, —O—, —NR4—, —S—, —S—S—, —C(O)—, —OC(O)—, —C(O)O—, —C(O)NR4—, —S(O)—, —S(O)2—, —NR4C(O)—, —NR4C(O)O—, —NR4C(O)NR4—, —NR4S(O)—, or —S(O)2NR4—,
- each Z1 is independently —O—, —NR4—, —S—, —S—S—, —C(O)—, —OC(O)—, —C(O)O—, —C(O)NR4—, —S(O)—, —S(O)2—, —NR4C(O)—, —NR4C(O)O—, —NR4C(O)NR4—, —NR4S(O)—, or —S(O)2NR4—;
- and
- provided that each
- moiety comprises at least 6 linear atoms.
19 more elements
Dependencies are inferred from the claim text.