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US 11,325,883 B2Granted
Functionalized N,N-dialkylamino phenyl ethers and their method of use
AssigneeTemple University of the Commonwealth System of Higher Education
InventorsEdward G. Melenski, Wayne E. Childers, Marlene A. Jacobson, Magid A. Abou-Gharbia
Life of this patent
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Abstract
Pharmaceutical compositions of the invention comprise functionalized N,N-dialkylamino phenyl ethers derivatives having a disease-modifying action in the treatment of diseases associated with lysosomal storage dysfunction that include Gaucher's disease, and any disease or condition involving lysosomal storage dysfunction.
Claims16
A compound having formula (I):
- Including enantiomers, diastereomers, hydrates, solvates, pharmaceutically acceptable salts, prodrugs and complexes thereof, wherein:
- R1 is selected from the group consisting of hydrogen, C1-C6 linear alkyl, C1-C10 branched alkyl, alkenyl, alkynyl, C3-C10 cycloalkyl, cycloalkenyl, alkyl-cycloalkyl and alkyl-cycloalkenyl optionally substituted with a C1-C5 alkyl group;
- R2 is at each occurrence independently selected from the group consisting of H, OH, halogen, CN, NO2, C1-C10 alkoxy, C3-C10 branched alkoxy, C1-C10 haloalkoxy, C3-C10 branched haloalkoxy, NR8R9, C(O)OR10, C1-C10 thioalkyl, C3-C10 branched thioalkyl, C1-C10 halothioalkyl, —S(O)C1-C10 alkyl, —S(O)C3-C10 branched alkyl, —S(O)C1-C10 haloalkyl, —S(O)C3-C10 branched haloalkyl, —SO2C1-C10 alkyl, —SO2C3-C10 branched alkyl, —SO2C1-C10 haloalkyl, —SO2C1-C10 branched haloalkyl, SO2NR11R12, —NR11SO2R13, C(O)—NR11R12;
- R3 is a substituted or unsubstituted aryl or heteroaryl group of 1-10 carbon atoms, wherein the heteroaryl group comprises 1-4 heteroatoms, wherein the heteroatom is selected from the group consisting of O, N, S, S(O), SO2, and wherein the aryl or heteroaryl group may be optionally substituted with a substituent selected from the group consisting of H, OH, halogen, CN, NO2, C1-C10 alkoxy, C3-C10 branched alkoxy, C1-C10 haloalkoxy, C3-C10 branched haloalkoxy, NR8R9, C(O)OR10, C1-C10 thioalkyl, C3-C10 branched thioalkyl, C1-C10 halothioalkyl, —S(O)C1-C10 alkyl, —S(O)C3-C10 branched alkyl, —S(O)C1-C10 haloalkyl, —S(O)C3-C10 branched haloalkyl, —SO2C1-C10 alkyl, —SO2C3-C10 branched alkyl, —SO2C1-C10 haloalkyl, —SO2C1-C10 branched haloalkyl, SO2NR11R12, —NR11SO2R13, C(O)—NR11R12;
- R4 is at each occurrence independently selected from the group consisting of hydrogen, C1-C6 linear alkyl, and C3-C7 branched alkyl;
- R5 is at each occurrence independently selected from the group consisting of hydrogen, C1-C6 linear alkyl, and C3-C7 branched alkyl;
- m is 2, 3, 4, 5, 6, 7, 8, 9, or 10;
- R6 is selected from the group consisting of hydrogen, C1-C6 linear alkyl and C3-C7 branched alkyl;
- R7 is selected from the group consisting of hydrogen, C1-C6 linear alkyl and C3-C7 branched alkyl;
- or R6 and R7 may optionally be taken together with the atoms to which they are bound to form a ring containing 4 to 7 members, and wherein the ring may optionally comprise a member selected from the group consisting of O, S, and NR14;
- R8 is at each occurrence independently selected from the group consisting of hydrogen, C1-C6 linear alkyl, and C3-C7 branched alkyl;
- R9 is at each occurrence independently selected from the group consisting of hydrogen, C1-C6 linear alkyl, and C3-C7 branched alkyl;
- R10 is at each occurrence independently selected from the group consisting of hydrogen, C1-C6 linear alkyl, and C3-C7 branched alkyl;
- R11 is at each occurrence independently selected from the group consisting of hydrogen, C1-C6 linear alkyl, and C3-C7 branched alkyl;
- R12 is at each occurrence independently selected from the group consisting of hydrogen, C1-C6 linear alkyl, and C3-C7 branched alkyl;
- R13 is at each occurrence independently selected from the group consisting of hydrogen, C1-C6 linear alkyl, and C3-C7 branched alkyl;
- and
- R14 is at each occurrence independently selected from the group consisting of hydrogen, C1-C6 linear alkyl, and C3-C7 branched alkyl.
15 more elements
Dependencies are inferred from the claim text.