Selective glycosidase inhibitors and uses thereof
AssigneeSimon Fraser University
InventorsDavid Jaro Vocadlo, Ernest John McEachern, Keith Stubbs
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Abstract
The invention provides compounds of Formula (I) for selectively inhibiting glycosidases, prodrugs of the compounds, and pharmaceutical compositions including the compounds or prodrugs of the compounds. The invention also provides methods of treating diseases and disorders related to deficiency or overexpression of O-GlcNAcase, accumulation or deficiency of O-GlcNAc.
Claims4
A compound of Formula (I) or a pharmaceutically acceptable salt thereof or a prodrug of said compound or salt:
- wherein each R1 is independently H or C(O)CH3;
- and
- wherein R2 is NR8R9, wherein R8 is H or C1-10 alkyl, and R9 is CONR42.
A compound or a pharmaceutically acceptable salt thereof or a prodrug of said compound or salt, selected from the group consisting of:
- 1-((1S,6S,7R,8R,8aR)- 1,7,8-trihydroxy-octahydroindolizin-6-yl)urea;
- 1-methyl-3-((1S,6S,7R,8R,8aR)-1,7,8-trihydroxy-octahydroindolizin-6-yl)urea;
- 1-ethyl-3-((1S,6S,7R,8R,8aR)-1,7,8-trihydroxy-octahydroindolizin-6-yl)urea;
- 1-propyl-3-((1S,6S,7R,8R,8aR)-1,7,8-trihydroxy-octahydroindolizin-6-yl)urea;
- 1-butyl-3-((1S,6S,7R,8R,8aR)-1,7,8-trihydroxy-octahydroindolizin-6-ylurea;
- 1-allyl-3-((1S,6S,7R,8R,8aR)-1,7,8-trihydroxy-octahydroindolizin-6-yl)urea;
- 1,1-dimethyl-3S,6S,7R,8R,8aR)- 1,7,8-trihydroxy-octahydro indolizin-6-yl)urea;
- 1-ethyl-1-methyl-3-((1S,6S,7R,8R,8aR)-1,7,8-trihydroxy-octahydroindolizin-6-yl)urea;
- N-((1S,6S,7R,8R,8aR)-1,7,8-trihydroxy-octahydroindolizin-6-yl)pyrrolidine-1-carboxamide;
- 1,3-dimethyl-1-((1S,6S,7R,8R,8aR)-1,7,8-trihydroxy-octahydro indolizin-6-yl)urea;
- and
- 1,1,3-trimethyl-3-((1S,6S,7R,8R,8aR)-1,7,8-trihydroxy-octahydroindolizin-6-yl)urea.
Dependencies are inferred from the claim text.