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US 2023/0286902 A1Published application
Lipid nanoparticle composition
AssigneeSuzhou Abogen Biosciences Co., Ltd.
InventorBo Ying
Life of this patent
Estimating the term…
Abstract
Provided herein are lipids that can be used in combination with other lipid components, such as neutral lipids, cholesterol and polymer conjugated lipids, to form lipid nanoparticles for delivery of therapeutic agents (e.g., nucleic acid molecules) for therapeutic or prophylactic purposes, including vaccination.
Claims29
A compound of Formula (I):
- or a pharmaceutically acceptable salt, prodrug or stereoisomer thereof, wherein:
- G1 and G2 are each independently a bond, C2-C12 alkylene, or C2-C12 alkenylene, wherein one or more —CH2— in the alkylene or alkenylene is optionally replaced by —O—;
- L1 is —OC(═O)R1, —C(═O)OR1, —OC(═O)OR1, —C(═O)R1, —OR1, —S(O)xR1, —S—SR1, —C(═O)SR1, —SC(═O)R1, —NRaC(═O)R1, —C(═O)NRbRc, —NRaC(═O)NRbRc, —OC(═O)NRbRc, —NRaC(═O)OR1, —SC(═S)R1, —C(═S)SR1, —C(═S)R1, —CH(OH)R1, —P(═O)(ORb)(ORc), -(C6-C10 arylene)-R1, -(6- to 10-membered heteroarylene)-R1, or R1;
- L2 is —OC(═O)R2, —C(═O)OR2, —OC(═O)OR2, —C(═O)R2, —OR2, —S(O)xR2, —S—SR2, —C(═O)SR2, —SC(═O)R2, —NRdC(═O)R2, —C(═O)NReRf, —NRdC(═O)NReRf, —OC(═O)NReRf, —NRdC(═O)OR2, —SC(═S)R2, —C(═S)SR2, —C(═S)R2, —CH(OH)R2, —P(═O)(ORe)(ORf), -(C6-C10 arylene)-R2, -(6- to 10-membered heteroarylene)-R2, or R2;
- R1 and R2 are each independently C6-C32 alkyl or C6-C32 alkenyl;
- Ra, Rb, Rd, and Re are each independently H, C1-C24 alkyl, or C2-C24 alkenyl;
- Rc and Rf are each independently C1-C32 alkyl or C2-C32 alkenyl;
- G3 is C2-C24 alkylene, C2-C24 alkenylene, C3-C8 cycloalkylene, or C3-C8 cycloalkenylene;
- R3 is —N(R4)R5;
- R4 is C3-C8 cycloalkyl, C3-C8 cycloalkenyl, 4- to 8-membered heterocyclyl, or C6-C10 aryl;
- or R4, G3 or part of G3, together with the nitrogen to which they are attached form a cyclic moiety;
- R5 is C1-C12 alkyl or C3-C8 cycloalkyl;
- or R4, R5, together with the nitrogen to which they are attached form a cyclic moiety;
- x is 0, 1 or 2;
- and
- wherein each alkyl, alkenyl, cycloalkyl, cycloalkenyl, heterocyclyl, aryl, alkylene, alkenylene, cycloalkylene, cycloalkenylene, arylene, heteroarylene, and cyclic moiety is independently optionally substituted.
13 more elements
A compound of Formula (II):
- or a pharmaceutically acceptable salt, prodrug or stereoisomer thereof, wherein:
- is a single bond or a double bond;
- G1 and G2 are each independently a bond, C2-C12 alkylene, or C2-C12 alkenylene, wherein one or more —CH2— in the alkylene or alkenylene is optionally replaced by —O—;
- L1 is —OC(═O)R1, —C(═O)OR1, —OC(═O)OR1, —C(═O)R1, —OR1, —S(O)xR1, —S—SR1, —C(═O)SR1, —SC(═O)R1, —NRaC(═O)R1, —C(═O)NRbRc, —NRaC(═O)NRbRc, —OC(═O)NRbRc, —NRaC(═O)OR1, —SC(═S)R1, —C(═S)SR1, —C(═S)R1, —CH(OH)R1, —P(═O)(ORb)(ORc), -(C6-C10 arylene)-R1, -(6- to 10-membered heteroarylene)-R1, or R1;
- L2 is —OC(═O)R2, —C(═O)OR2, —OC(═O)OR2, —C(═O)R2, —OR2, —S(O)xR2, —S—SR2, —C(═O)SR2, —SC(═O)R2, —NRdC(═O)R2, —C(═O)NReRf, —NRdC(═O)NReRf, —OC(═O)NReRf, —NRdC(═O)OR2, —SC(═S)R2, —C(═S)SR2, —C(═S)R2, —CH(OH)R2, —P(═O)(ORe)(ORf), -(C6-C10 arylene)-R2, -(6- to 10-membered heteroarylene)-R2, or R2;
- R1 and R2 are each independently C6-C32 alkyl or C6-C32 alkenyl;
- Ra, Rb, Rd, and Re are each independently H, C1-C24 alkyl, or C2-C24 alkenyl;
- Rc and Rf are each independently C1-C32 alkyl or C2-C32 alkenyl;
- G4 is a bond, C1-C23 alkylene, C2-C23 alkenylene, C3-C8 cycloalkylene, or C3-C8 cycloalkenylene;
- R3 is —N(R4)R5;
- R4 is C1-C12 alkyl, C3-C8 cycloalkyl, C3-C8 cycloalkenyl, 4- to 8-membered heterocyclyl, or C6-C10 aryl;
- or R4, G3 or part of G3, together with the nitrogen to which they are attached form a cyclic moiety;
- R5 is C1-C12 alkyl or C3-C8 cycloalkyl;
- or R4, R5, together with the nitrogen to which they are attached form a cyclic moiety;
- x is 0, 1 or 2;
- and
- wherein each alkyl, alkenyl, cycloalkyl, cycloalkenyl, heterocyclyl, aryl, alkylene, alkenylene, cycloalkylene, cycloalkenylene, arylene, heteroarylene, and cyclic moiety is independently optionally substituted.
14 more elements
4-9. (canceled)
11-13. (canceled)
15-21. (canceled)
(canceled)
26-28. (canceled)
32-34. (canceled)
(canceled)
40-42. (canceled)
A compound in Table 1, or a pharmaceutically acceptable salt, prodrug or stereoisomer thereof.
45-61. (canceled)
Dependencies are inferred from the claim text.