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US 11,311,512 B2Granted
Lymph directing prodrugs
AssigneeMonash University
InventorsChris Porter, Jamie Simpson, Natalie Trevaskis, Tim Quach, Sifei Han, Luojuan Hu
Life of this patent
Estimating the term…
Abstract
The present invention relates to compounds and their uses, in particular, compounds in the form of prodrugs that promote transport of a pharmaceutical agent to the lymphatic system and subsequently enhance release of the parent drug.
Claims50
A compound of the formula (I):
- wherein
- R1 and R2 independently represent H or a C2-C28 fatty acid;
- —X— is selected from —O—, —NH—, and —S—;
- —Y— represents a substituted —C3-C20alkyl-, —C3-C20alkenyl-, or —C3-C20alkynyl- group, wherein one or more of the carbon atoms in the alkyl, alkenyl, or alkynyl group may be replaced with NH, S, O, a C5-C8 aromatic or aliphatic cyclic group, or a C5-C8 aromatic or aliphatic heterocyclic group, provided that the alkyl, alkenyl, or alkynyl group does not exceed a length equivalent to a linear C20alkyl group;
- represents a pharmaceutical agent;
- —L— is —X′— or —X′ C(O)—;
- X′ is O, S, N, N(R4), or S(O)2NH;
- represents a single bond when X′ is O, S, N(R4), or S(O)2NH;
- or
- represents two separate bonds when X′ is N;
- —Z— is —C(O)— or —C(O)R3— when —L— is —X′—;
- or
- —Z— is absent when —L— is —X′C(O)—;
- R3 is a self-immolative group;
- and
- R4 is H or C1-C4alkyl;
- or
- a pharmaceutically acceptable salt thereof.
15 more elements
A compound of formula (I):
- wherein
- R1 and R2 independently represent a C2-C28 fatty acid;
- —X— is —O—;
- —Y— represents an unsubstituted, straight-chain —C7-C20alkyl-, —C7-C20alkenyl-, or —C7-C20alkynyl-group, wherein one or more of the carbon atoms in the alkyl, alkenyl, or alkynyl group may be replaced with NH, S, or O, provided that the alkyl, alkenyl, or alkynyl group does not exceed a length equivalent to a linear C20alkyl group;
- represents a pharmaceutical agent;
- —L— is —X′— or —X′C(O)—;
- X′ is O, S, N, N(R4), or S(O)2NH;
- represents a single bond when X′ is O, S, N(R4), or S(O)2NH;
- or
- represents two separate bonds when X′ is N;
- —Z— is —C(O)— or —C(O)R3— when —L— is —X′—;
- or
- —Z— is absent when —L— is —X′C(O)—;
- R3 is a self-immolative group;
- and
- R4 is H or C1-C4alkyl;
- or a pharmaceutically acceptable salt thereof.
14 more elements
Dependencies are inferred from the claim text.