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US 2014/0350005 A1Published application
D2 antagonists, methods of synthesis and methods of use
AssigneeAltos Therapeutics, LLC
InventorsGARY W. LUEHR, ARATHI SUNDARAM, PRIYADARSHINI JAISHANKAR, PHILIP W. PAYNE, PASCAL DRUZGALA
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Abstract
Provided are D2 or D3 antagonist compounds and pharmaceutical compositions of formula I and pharmaceutically acceptable salts thereof, or isomers thereof, wherein R1, R2 and R3 are as defined herein. The invention further comprises methods for making the compounds of the invention and methods for the treatment of conditions mediated by the dopamine D2 or D3 receptor from the compounds of the invention.
Claims19
A compound of formula:
- I
- or a pharmaceutically acceptable salt thereof, or isomer thereof, wherein
- R1 is chosen from the group consisting of
- (2-oxo-2,3-dihydro-1H-benzo[d]imidazol-1-yl)(C2-C4alkyl) optionally substituted at the 3 position with cyclopropyl or at the 6 position with chlorine,
- (2-oxobenzo[d]oxazol-3(2H)-yl)(C2-C4alkyl),
- (2-oxobenzo[d]thiazol-3(2H)-yl)(C2-C4alkyl),
- (2-oxoindolin-1-yl)(C2-C4alkyl) optionally substituted at the 3-position with one or two components chosen from methyl or fluoro,
- (3-spirocyclopropane-(2-oxoindolin-1-yl))(C2-C4alkyl),
- (2-oxoindolin-3-yl))(C2-C4alkyl),
- bis(4-fluorophenyl)methyl-(C1-C6alkyl),
- (1H-benzo[d][1,2,3]triazol-1-yl)(C2-C4alkyl),
- 2,3-dihydrobenzo[b][1,4]dioxine-2-(C2-C4alkyl),
- 1-(thiophen-2-yl)-1-oxo-(C1-C6alkyl),
- 3-oxo-2H-benzo[b][1,4]oxazin-4-yl))(C2-C4alkyl),
- (2-(cycloalkyl)-1H-benzo[d]imidazol-1-yl)(C2-C4alkyl),
- ((3-((C1-C6alkyl)carbonyloxy(methyl))-2-oxo-2,3-dihydro-1H-benzo[d]imidazol-1-yl))(C2-C4 alkyl),
- ((3-(methoxycarbonylethyl)-2-oxo-2,3-dihydro-1H-benzo[c/]imidazol-1-yl))(C2-C4 alkyl),
- ((2-(t-butoxycarbonyl)-2,3-dihydro-1H-benzo[c/]imidazol-1-yl))(C2-C4 alkyl),
- 1H-indazol-3-yl(C2-C4 alkyl),
- (1-(indolin-1-yl)-1-oxo)(C2-C4alkyl),
- ((3-(C1-C6alkyl)oxycarbonyl(C1-C6alkyl))-1H-indol-1-yl)(C2-C4alkyl), or
- (2-(C1-C6alkyl)oxycarbonyl-1H-indol-1-yl)(C2-C4alkyl)
- R2 is phenyl optionally para-substituted with chloro, fluoro or methoxy, linear or branched C2-C6 alkyl, cycloalkyl of three to seven carbon atoms optionally substituted with one to six halogens;
- R3 is
- wherein n is 3-5,
- and
- R10 is H or alkyl of one to six carbons.
24 more elements
(canceled)
Dependencies are inferred from the claim text.