CPC C07H 7/06 (2013.01) [A61K 31/7034 (2013.01); A61K 47/60 (2017.08); A61P 1/04 (2018.01); A61P 35/04 (2018.01); C07H 7/04 (2013.01); C07H 15/207 (2013.01); C07H 15/26 (2013.01)] | 42 Claims |
1. A method for treatment of at least one disease, disorder, and/or condition where inhibition of E-selectin mediated functions is useful, the method comprising administering to a subject in need thereof an effective amount of at least one compound chosen from glycomimetic E-selectin antagonists of Formula (I):
and pharmaceutically acceptable salts thereof,
wherein
each R1, which may be identical or different, is independently chosen from H, C1-12 alkyl, C2-12 alkenyl, C2-12 alkynyl, and —NHC(═O)R5 groups, wherein each R5, which may be identical or different, is independently chosen from C1-12 alkyl, C2-12 alkenyl, C2-12 alkynyl, C6-18 aryl, and C1-13 heteroaryl groups;
each R2, which may be identical or different, is independently chosen from halo, —OY1, —NY1Y2, —OC(═O)Y1, —NHC(═O)Y1, and —NHC(═O)NY1Y2 groups, wherein each Y1 and each Y2, which may be identical or different, are independently chosen from H, C1-12 alkyl, C2-12 alkenyl, C2-12 alkynyl, C1-12 haloalkyl, C2-12 haloalkenyl, C2-12 haloalkynyl, C6-18 aryl, and C1-13 heteroaryl groups, wherein Y1 and Y2 may join together along with the nitrogen atom to which they are attached to form a ring;
each R3, which may be identical or different, is independently chosen from
wherein each R6, which may be identical or different, is independently chosen from H, C1-12 alkyl, and C1-12 haloalkyl groups, and wherein each R7, which may be identical or different, is independently chosen from C1-8 alkyl, C2-8 alkenyl, C2-8 alkynyl, —OY3, —NHOH, —NHOCH3, —NHCN, and —NY3Y4 groups, wherein each Y3 and each Y4, which may be identical or different, are independently chosen from H, C1-8 alkyl, C2-8 alkenyl, C2-8 alkynyl, C1-8 haloalkyl, C2-8 haloalkenyl, and C2-8 haloalkynyl groups, wherein Y3 and Y4 may join together along with the nitrogen atom to which they are attached to form a ring;
each R4, which may be identical or different, is independently chosen from —CN, C1-4 alkyl, and C1-4 haloalkyl groups;
m is 2; and
L is chosen from
wherein Q is chosen from
wherein R8 is chosen from H and benzyl, and wherein p is chosen from integers ranging from 0 to 30.
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