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US 11,696,904 B2Granted
Prodrug for therapeutic applications
AssigneeThe Regents of the University of California
InventorsYoung Jik Kwon, Jessica Kemp
Life of this patent
Estimating the term…
Abstract
The disclosure provides for prodrugs of Fingolimod that were designed to specifically prevent phosphorylation during circulation, hence avoiding bradycardia and lymphopenia. The disclosure further provides for the use of the prodrugs in the treatment of cancer and multiple sclerosis in subjects in need of treatment thereof.
Claims16
A prodrug of fingolimod comprising an acid-labile linkage that when exposed to an environment that has a pH<7.0 releases the parent drug fingolimod, wherein the prodrug comprises the structure of Formula II:
- or a pharmaceutically acceptable salt or solvate thereof,
- wherein,
- R6 is selected from H, D,
- optionally substituted (C1-C30)alkyl, optionally substituted (C1-C30)heteroalkyl, optionally substituted (C1-C30)alkenyl, optionally substituted (C1-C30)heteroalkenyl, optionally substituted (C1-C30)alkynyl, optionally substituted (C1-C30)heteroalkynyl, optionally substituted aryl, optionally substituted (C3-C12)cycloalkyl, optionally substituted (C4-C12)cycloalkenyl, optionally substituted heterocycle, optionally substituted heteroaryl, optionally substituted mixed ring system, optionally substituted (C2-C30)-alkoxy, optionally substituted (C2-C30)-ester, polyethyleneimine, poly(glycolic acid), a poly(lactic acid), poly(glycolic-co-lactic acid), chitosan, poly(methacrylic acid), poly(acrylic acid), polycaprolactone, poly(ethylene/vinyl acetate), poly(vinyl acetate), poly(vinyl methyl ether), poly(vinyl alcohol), poly (N-isopropylacrylamide), —OH, a lipid, a saccharide, a polysaccharide, a nucleic acid, an amino acid, a peptide, a peptoid, a fatty acid, ethylene glycol, and polyethylene glycol;
- and
- R7 is selected from an optionally substituted (C1-C30)alkyl, optionally substituted (C1-C30)heteroalkyl, optionally substituted (C1-C30)alkenyl, optionally substituted (C1-C30)heteroalkenyl, optionally substituted (C1-C30)alkynyl, optionally substituted (C1-C30)heteroalkynyl, optionally substituted aryl, optionally substituted (C3-C12)cycloalkyl, optionally substituted (C4-C12)cycloalkenyl, optionally substituted heterocycle, optionally substituted heteroaryl, optionally substituted mixed ring system, optionally substituted (C2-C30)-alkoxy, optionally substituted (C2-C30)-ester, polyethyleneimine, poly(glycolic acid), a poly(lactic acid), poly(glycolic-co-lactic acid), chitosan, poly(methacrylic acid), poly(acrylic acid), polycaprolactone, poly(ethylene/vinyl acetate), poly(vinyl acetate), poly(vinyl methyl ether), poly(vinyl alcohol), poly (N-isopropylacrylamide), —OH, a lipid, a saccharide, a polysaccharide, a nucleic acid, an amino acid, a peptide, a peptoid, a fatty acid, ethylene glycol, and polyethylene glycol.
3 more elements
Dependencies are inferred from the claim text.