Peg lipids and uses thereof
AssigneeModernaTX, Inc.
InventorsEdward J. Hennessy, Kerry Benenato
Life of this patent
Estimating the term…
Abstract
The present disclosure in part provides compounds (i.e., PEG lipids) which are useful in pharmaceutical compositions, cosmetic compositions, and drug delivery systems, e.g. for use in lipid nanoparticle (LNP) formulations. The present disclosure also provides LNP formulations comprising PEG lipids described herein, and methods of using the same. For example, the LNPs provided herein are useful for the delivery of an agent (e.g., therapeutic agent) to a subject. The PEG lipids and LNPs provided herein, in certain embodiments, exhibit increased PEG shedding compared to existing PEG lipids and LNP formulations.
Claims32
1-6. (canceled)
A lipid nanoparticle (LNP) comprising a PEG lipid of Formula (II):
- or a pharmaceutically acceptable salt thereof;
- wherein:
- RO is hydrogen, optionally substituted alkyl, optionally substituted acyl, or an oxygen protecting group;
- r is an integer from 2 to 100, inclusive;
- and
- m is an integer from 5-15, inclusive, or an integer from 19-30, inclusive.
(canceled)
10-67. (canceled)
(canceled)
71-72. (canceled)
74-78. (canceled)
A compound of Formula (I):
- or a pharmaceutically acceptable salt thereof;
- wherein:
- L1 is a bond, optionally substituted C1 alkylene, optionally substituted C3 alkylene, optionally substituted C2-3 alkenylene, or a linker of the formula:
- Y1 is —CR2—, —O—, —NRN—, or —S—;
- R1 is optionally substituted C5-30 alkyl, optionally substituted C5-30 alkenyl, or optionally substituted C5-30 alkynyl;
- RO is hydrogen, optionally substituted alkyl, optionally substituted acyl, or an oxygen protecting group;
- RN is hydrogen, optionally substituted alkyl, optionally substituted acyl, or a nitrogen protecting group;
- and
- each instance of R is independently hydrogen, halogen, or optionally substituted alkyl;
- and
- r is an integer from 2 to 100, inclusive.
80-83. (canceled)
A compound of Formula (III):
- or a pharmaceutically acceptable salt thereof, wherein:
- Y2 is —O—, —NRN—, or —S—
- each instance of R1 is independently optionally substituted C5-30 alkyl, optionally substituted C5-30 alkenyl, or optionally substituted C5-30 alkynyl;
- RO is hydrogen, optionally substituted alkyl, optionally substituted acyl, or an oxygen protecting group;
- RN is hydrogen, optionally substituted alkyl, optionally substituted acyl, or a nitrogen protecting group;
- and
- r is an integer from 2 to 100, inclusive.
86-88. (canceled)
A compound of Formula (IV):
- or a pharmaceutically acceptable salt thereof, wherein:
- L1 is a bond, optionally substituted C1-3 alkylene, optionally substituted C10.3 heteroalkylene, optionally substituted C2-3 alkenylene, or optionally substituted C2-3 alkynylene;
- each instance of R1 is independently optionally substituted C5-30 alkyl, optionally substituted C3-30 alkenyl, or optionally substituted C5-30 alkynyl;
- RO is hydrogen, optionally substituted alkyl, optionally substituted acyl, or an oxygen protecting group;
- r is an integer from 2 to 100, inclusive;
- provided that when L1 is —CH2CH2— or —CH2CH2CH2—, RO is not methyl.
91-94. (canceled)
A compound of Formula (V):
- or a pharmaceutically acceptable salt thereof, wherein:
- L2 is a bond, optionally substituted C1-6 alkylene, optionally substituted C1-6 heteroalkylene, optionally substituted C2-6 alkenylene, optionally substituted C2-6 alkynylene, optionally substituted arylene, optionally substituted heteroarylene, optionally substituted heterocyclylene, or optionally substituted carbocyclylene, or a combination thereof;
- each instance of R1 is independently optionally substituted C5-30 alkyl, optionally substituted C5-30 alkenyl, or optionally substituted C5-30 alkynyl;
- RO is hydrogen, optionally substituted alkyl, optionally substituted acyl, or an oxygen protecting group;
- and
- r is an integer from 2 to 100, inclusive.
97-98. (canceled)
A compound of Formula (VI);
- or a pharmaceutically acceptable salt thereof, wherein:
- L2 is a bond, optionally substituted C1-6 alkylene, optionally substituted C1-6 heteroalkylene, optionally substituted C2-6 alkenylene, optionally substituted C2-6 alkynylene, optionally substituted arylene, optionally substituted heteroarylene, optionally substituted heterocyclylene, or optionally substituted carbocyclylene, or combinations thereof;
- Ring P is optionally substituted aryl, optionally substituted heteroaryl, optionally substituted heterocyclyl, or optionally substituted carbocyclyl;
- each instance of R1 is independently optionally substituted C5-30 alkyl, optionally substituted C3-30 alkenyl, or optionally substituted C5-30 alkynyl;
- RO is hydrogen, optionally substituted alkyl, optionally substituted acyl, or an oxygen protecting group;
- and
- r is an integer from 2 to 100, inclusive.
101-102. (canceled)
104-117. (canceled)
Dependencies are inferred from the claim text.