US 12,116,428 B2
Lipid analogs and liposomes comprising same
Jacob Klein, Rehovot (IL); Weifeng Lin, Rehovot (IL); and Ronit Goldberg, Rehovot (IL)
Assigned to Yeda Research and Development Co. Ltd., Rehovot (IL)
Filed by Yeda Research and Development Co. Ltd., Rehovot (IL)
Filed on Jul. 25, 2022, as Appl. No. 17/872,050.
Application 16/919,138 is a division of application No. 16/064,498, granted, now 10,730,976, issued on Aug. 4, 2020, previously published as PCT/IL2016/051372, filed on Dec. 22, 2016.
Application 17/872,050 is a continuation of application No. 16/919,138, filed on Jul. 2, 2020, granted, now 11,396,563.
Claims priority of application No. 243285 (IL), filed on Dec. 22, 2015.
Prior Publication US 2023/0151129 A1, May 18, 2023
This patent is subject to a terminal disclaimer.
Int. Cl. C07F 9/10 (2006.01); A61K 9/00 (2006.01); A61K 9/08 (2006.01); A61K 9/127 (2006.01); A61P 19/02 (2006.01); C08F 130/02 (2006.01); A61K 47/69 (2017.01)
CPC C08F 130/02 (2013.01) [A61K 9/0051 (2013.01); A61K 9/08 (2013.01); A61K 9/1273 (2013.01); A61P 19/02 (2018.01); C07F 9/106 (2013.01); A61K 9/0019 (2013.01); A61K 47/6909 (2017.08); C08F 2438/01 (2013.01)] 20 Claims
OG exemplary drawing
 
1. A polymeric compound having the general formula I:

OG Complex Work Unit Chemistry
wherein:
m is zero or a positive integer;
n is an integer which is at least 1, wherein when X does not comprise a phosphate group, n is at least 2;
Y is a backbone unit which forms a polymeric backbone;
L is absent or is a linking moiety; and
Z has the general formula II:

OG Complex Work Unit Chemistry
wherein:
A is a substituted or unsubstituted hydrocarbon;
B is an oxygen atom or is absent;
R1-R3 are each independently selected from the group consisting of hydrogen, alkyl, cycloalkyl, heteroalicyclic, aryl and heteroaryl; and
X is a lipid moiety having the general formula III:

OG Complex Work Unit Chemistry
wherein:
W1 and W2 are each independently an acyl group of from 10 to 30 carbon atoms in length;
J is —P(═O)(OH)—O— or absent;
K is a substituted or unsubstituted hydrocarbon from 1 to 10 carbon atoms in length;
M is a linking group selected from the group consisting of —O—, —S—, amino, sulfinyl, sulfonyl, phosphate, phosphonyl, phosphinyl, carbonyl, thiocarbonyl, urea, thiourea, carbamyl, thiocarbamyl, amido, carboxy, and sulfonamide, or absent; and
Q is a substituted or unsubstituted hydrocarbon from 1 to 10 carbon atoms in length, or absent, wherein when M is absent, Q is also absent.