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US 9,067,963 B2Granted
N-alkyl 2-(disubstituted)alkynyladenosine-5-uronamides as A2A agonists
AssigneeLewis and Clark Pharmaceuticals, Inc.
InventorsRobert D Thompson, Anthony Beauglehole, Guoquan Wang
Life of this patent
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Abstract
The present invention provides N-alkyl 2-(disubstituted)alkynyladenosine-5′-uronamides and derivatives thereof and pharmaceutical compositions containing the same that are selective agonists of A2A adenosine receptors (ARs). These compounds and compositions are useful as pharmaceutical agents.
Claims18
A compound of Formula Ia or a stereoisomer or pharmaceutically acceptable salt thereof:
- wherein:
- R is CH3;
- R1 is independently selected from:
- H, C1-8 alkyl, and C3-8 cycloalkyl;
- R2 is selected from:
- H, C1-8 alkyl-C3-8 cycloalkyl, C3-8cycloalkyl-C1-8 alkylene-, C1-8 alkoxy-C1-8 alkylene-, 5-10 membered heterocyclyl, 5-10 membered heterocyclyl-C1-8 alkylene-, 5-10 membered heteroaryl, 5-10 membered heteroaryl-C1-8 alkylene-, aryl, and aryl-C1-8 alkylene-;
- ring A is a phenyl ring or a 5-6 membered heteroaryl attached via the carbon atom shown and having 1-3 ring heteroatoms selected from O, N, and S(O)p;
- ring A is optionally substituted with 1-3 R3 groups;
- R3 is independently selected from:
- C1-8 alkyl, F, Cl, Br, I, —CN, ORa, SRa, NRaRb, CF3, OCF3, CORa, CO2Ra, C(O)NRaRb, OC(O)Ra, OCO2Ra, OC(O)NRaRb, NRbCORa, NRbCO2Ra, NRbC(O)NRaRb, S(O)pNRaRb, C3-10cycloalkyl, C3-10cycloalkyl-C1-8alkylene-, 5-10 membered heterocyclyl, 5-10 membered heterocyclyl-C1-8alkylene-, aryloxy, aryl, aryl-, -C1-8alkylene-, 5-10 membered heteroaryl, and 5-10 membered heteroaryl-C1-8alkylene-;
- Ra is independently selected from:
- H, C1-8 alkyl, C3-8cycloalkyl, and C3-8 C1-8 alkylene-;
- and,
- Rb is independently selected from:
- H, C1-8 alkyl, C3-8 cycloalkyl, and C3-8 cycloalkyl-C1-8 alkylene-.
12 more elements
Dependencies are inferred from the claim text.