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US 2003/0144286 A1Published application
Benzimidazole derivatives
AssigneeTularik Inc.
InventorsAlexander David Frenkel, Sarah Elizabeth Lively, Jay P. Powers, Andrew Smith, Daqing Sun, Craig Tomooka, Zhulun Wang
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Abstract
Compounds, pharmaceutical compositions and methods are provided that are useful in the treatment of inflammatory and immune-related conditions or disorders. In particular, the invention provides compounds which modulate the expression and/or function of proteins involved in inflammation, immune response regulation and cell proliferation. The subject compounds are 2-amino-imidazole derivatives.
Claims78
A compound of formula (I):
- 57
- or a pharmaceutically acceptable salt or prodrug thereof, wherein
- R1 is selected from the group consisting of H, (C1-C8)alkyl, hetero(C1-C8)alkyl, fluoro(C1-C4)alkyl, cycloalkyl(C1-C8)alkyl, heterocyclo(C1-C8)alkyl, aryl, aryl(C1-C8)alkyl, arylhetero(C1-C8)alkyl and heteroaryl;
- R2 is selected from the group consisting of (C1-C8)alkyl, hetero(C1-C8)alkyl, perfluoro(C1-C4)alkyl, aryl and heteroaryl;
- Y is selected from the group consisting of C(O), S(O)m, S(O)2NR′, C(O)NR′, CR3R4, C(NR′), C(═CR3R4), CR3(OR′) and CR3(NR′R″), wherein the subscript m is an integer selected from 1 to 2;
- Z1 and Z2 are independently selected from the group consisting of H, halogen, CN, CO2R′, CONR′R″, (C1-C4)alkyl, (C1-C4)heteroalkyl, perfluoro(C1-C4)alkyl, aryl, heteroaryl, NR′R″ and OR′, or Z1 and Z2 may be combined to form an additional fused 5-, 6-, 7- or 8-membered cycloalkane, heterocycloalkane, aromatic or heteroaromatic ring;
- R3 and R4 are independently selected from the group consisting of H, CN, CO2R′, CONR′R″, (C1-C4)alkyl, (C1-C4)heteroalkyl, aryl, heteroaryl, NR′R″ and OR′;
- R′ and R″ are independently selected from the group consisting of H, (C1-C4)alkyl, hetero(C1-C4)alkyl, aryl and aryl(C1-C4)alkyl;
- alternatively, when R′ and R″ are attached to nitrogen, R′ and R″ may be combined with the nitrogen atom to form a 5-, 6- or 7-membered ring;
- and
- alternatively, when Y is CR3R4, C(NR′), C(═CR3R4), CR3(OR′) or CR3(NR′R″), R3, R4 or R′may be combined with R2 to form a 5-, 6-, 7- or 8-membere ring containing from 0 to 3 heteroatoms selected from the group consisting of O, N, Si and S;
- with the proviso that R1 is not 3-(dialkylamino)propyl when Y is C(O) and Z1 and Z2 are combined to form an additional fused benzene ring.
9 more elements
Dependencies are inferred from the claim text.