US 11,925,689 B2
Multifunctional forms of polyoxazoline copolymers and drug compositions comprising the same
J Milton Harris, Huntsville, AL (US); Kunsang Yoon, Madison, AL (US); Michael David Bentley, Huntsville, AL (US); Zhihao Fang, Madison, AL (US); and Tacey Viegas, Madison, AL (US)
Assigned to Serina Therapeutics, Inc., Huntsville, AL (US)
Filed by Serina Therapeutics, Inc., Huntsville, AL (US)
Filed on Jan. 4, 2022, as Appl. No. 17/568,042.
Application 13/356,552 is a division of application No. 12/787,241, filed on May 25, 2010, granted, now 8,101,706, issued on Jan. 24, 2012.
Application 17/568,042 is a continuation of application No. 16/235,936, filed on Dec. 28, 2018, granted, now 11,213,588.
Application 16/235,936 is a continuation of application No. 15/205,671, filed on Jul. 8, 2016, granted, now 10,166,294, issued on Jan. 1, 2019.
Application 15/205,671 is a continuation of application No. 14/627,555, filed on Feb. 20, 2015, abandoned.
Application 14/627,555 is a continuation of application No. 13/957,989, filed on Aug. 2, 2013, abandoned.
Application 13/957,989 is a continuation of application No. 13/356,552, filed on Jan. 23, 2012, granted, now 8,501,899, issued on Aug. 6, 2013.
Application 12/787,241 is a continuation in part of application No. 12/744,472, granted, now 8,110,651, issued on Feb. 7, 2012, previously published as PCT/US2009/030762, filed on Jan. 12, 2009.
Claims priority of provisional application 61/029,337, filed on Feb. 16, 2008.
Claims priority of provisional application 61/020,684, filed on Jan. 11, 2008.
Prior Publication US 2022/0193243 A1, Jun. 23, 2022
This patent is subject to a terminal disclaimer.
Int. Cl. C08G 73/02 (2006.01); A61K 38/09 (2006.01); A61K 47/59 (2017.01); A61P 35/00 (2006.01)
CPC A61K 47/59 (2017.08) [A61K 38/09 (2013.01); A61P 35/00 (2018.01); C08G 73/0233 (2013.01)] 18 Claims
 
1. A heterofunctional polyoxazoline derivative of the general structure I:
R1—{[N(COX)CH2CH2]n—[N(COR2)CH2—CH2)]n—[N(COY)CH2—CH2)]m}a—Z
wherein:
R1 is an initiating group;
R2 is independently selected for each repeating unit from an unsubstituted or substituted alkyl, an unsubstituted or substituted alkenyl, an unsubstituted or substituted aralkyl or an unsubstituted or substituted heterocyclylalkyl group;
X is a pendent moiety containing a first functional group and the first functional group is selected from the group consisting of: an alkyne, an amine, an oxyamine, an aldehyde, a ketone, an acetal, a ketal, an ester, a carboxylic acid, an activated carboxylic acid, an active carbonate, a chloroformate, an alcohol, an azide, a vinyl sulfone, a maleimide and orthopyridyl disulfide;
Y is a pendent moiety containing a second functional group and the second functional group is selected from the group consisting of: an alkyne, an amine, an oxyamine, an aldehyde, a ketone, an acetal, a ketal, an ester, a carboxylic acid, an activated carboxylic acid, an active carbonate, a chloroformate, an alcohol, an azide, a vinyl sulfone, a maleimide and orthopyridyl disulfide;
Z is a terminating nucleophile;
a is ran which indicates a random copolymer or block which indicates a block copolymer;
o and m are each an integer independently selected from 1-50; and
n is an integer selected from 0-1000;
wherein the heterofunctional polyoxazoline derivative is linked to at least one target molecule, through at least one of the first or second functional groups.