US 12,084,415 B2
Biomolecule-polymer-pharmaceutical agent conjugates for delivering the pharmaceutical agent
Jeremiah A. Johnson, Boston, MA (US); Hung Vanthanh Nguyen, Braintree, MA (US); Peyton Shieh, Cambridge, MA (US); Wencong Wang, Cambridge, MA (US); Bin Liu, Hopkinton, MA (US); Valerie Lensch, Cambridge, MA (US); Landon Kilgallon, Cambridge, MA (US); Yutong Dai, Somerville, MA (US); and Samantha Lynn Kristufek, Lubbock, TX (US)
Assigned to Massachusetts Institute of Technology, Cambridge, MA (US)
Filed by Massachusetts Institute of Technology, Cambridge, MA (US)
Filed on Oct. 20, 2022, as Appl. No. 17/970,533.
Claims priority of provisional application 63/291,937, filed on Dec. 20, 2021.
Prior Publication US 2023/0192610 A1, Jun. 22, 2023
Int. Cl. C08G 61/08 (2006.01); C07C 233/60 (2006.01); C07C 301/02 (2006.01); C07D 207/277 (2006.01); C07D 257/08 (2006.01)
CPC C07D 207/277 (2013.01) [C07C 233/60 (2013.01); C07C 301/02 (2013.01); C07D 257/08 (2013.01); C08G 61/08 (2013.01); C08G 2261/136 (2013.01); C08G 2261/1424 (2013.01); C08G 2261/1432 (2013.01); C08G 2261/1646 (2013.01); C08G 2261/354 (2013.01); C08G 2261/418 (2013.01)] 30 Claims
 
1. An end-functionalized polymer of Formula (III):

OG Complex Work Unit Chemistry
or a tautomer, isotopically labeled polymer, or salt thereof, wherein:
B1 is a brush polymer or star polymer;
L1 is substituted or unsubstituted, C1-1000 alkylene, substituted or unsubstituted, C2-1000 alkenylene, substituted or unsubstituted, C2-1000 alkynylene, substituted or unsubstituted, C1-1000 heteroalkylene, substituted or unsubstituted, C2-1000 heteroalkenylene, or substituted or unsubstituted, C2-1000 heteroalkynylene;
optionally wherein one or more backbone carbon atoms of the C1-1000 alkylene, C2-1000 alkenylene, C2-1000 alkynylene, C1-1000 heteroalkylene, C2-1000 heteroalkenylene, or C2-1000 heteroalkynylene are independently replaced with substituted or unsubstituted carbocyclylene, substituted or unsubstituted heterocyclylene, substituted or unsubstituted arylene, or substituted or unsubstituted heteroarylene, as valency permits;
E1 is a thiophile, a first click-chemistry handle, a nucleophile, an electrophile, or a leaving group, H, halogen, substituted or unsubstituted, C1-6 alkyl, substituted or unsubstituted, C2-6 alkenyl, substituted or unsubstituted, C2-6 alkynyl, substituted or unsubstituted carbocyclyl, substituted or unsubstituted heterocyclyl, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, —ORa, —N(Ra)2, —SRa, —CN, —SCN, —C(═O)Ra, —C(═O)ORa, —C(═O)N(Ra)2, —C(═NRa)Ra, —C(═NRa)ORa, —C(═NRa)N(Ra)2, —NO2, —N3, —NRaC(═O)Ra,—NRaC(═O)ORa,—NRaC(═O)N(Ra)2,—NRaC(═NRa)Ra, —NRaC(═NRa)ORa,—NRaC(═NRa)N(Ra)2, —OC(═O)Ra, —OC(═O)ORa, —OC(═O)N(Ra)2, —OC(═NRa)Ra, —OC(═NRa)ORa, —OC(═NRa)N(Ra)2,—NRaS(═O)2Ra, —NRaS(═O)2ORa, —NRaS(═O)2N(Ra)2, —OS(═O)Ra, —OS(═O)ORa, —OS(═O)N(Ra)2, —S(═O)Ra, —S(═O)ORa, —S(═O)N(Ra)2, —OS(═O)2Ra, —OS(═O)2ORa, —OS(═O)2N(Ra)2, —S(═O)2Ra, —S(═O)2ORa, —S(═O)2N(Ra)2, or —P(═O)(Ra)2; and
each instance of Ra is independently H, substituted or unsubstituted, C1-6 alkyl, substituted or unsubstituted, C2-6 alkenyl, substituted or unsubstituted, C2-6 alkynyl, substituted or unsubstituted carbocyclyl, substituted or unsubstituted heterocyclyl, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, a nitrogen protecting group when attached to a nitrogen atom, an oxygen protecting group when attached to an oxygen atom, or a sulfur protecting group when attached to a sulfur atom, or two instances of Ra attached to a nitrogen atom are joined with the nitrogen atom to form substituted or unsubstituted heterocyclyl or substituted or unsubstituted heteroaryl.