Back to results
US 2010/0144751 A1Published application
IMIDAZO[1,2-a]PYRIDINE COMPOUNDS AS RECEPTOR TYROSINE KINASE INHIBITORS
AssigneeArray BioPharma Inc.
InventorsFredrik P. Marmsater, Mark C. Munson, James P. Rizzi, John E. Robinson, Stephen T. Schlacter, George T. Topalov, Joseph P. Lyssikatos
Life of this patent
Estimating the term…
Abstract
Compounds of Formula (I): are receptor tyrosine inhibitors useful in the treatment of diseases mediated by class (3) and class (5) receptor tyrosine kinases. Particular compounds of this invention have also been found to be inhibitors of Pim-1.
Claims27
A compound of general Formula I:
- or a pharmaceutically acceptable salt thereof, wherein:
- A is a 5-8 membered N-linked heterocyclic ring having at least one nitrogen atom and optionally substituted with one or more R9 groups;
- B is H, CN, ORh, Ar1, hetAr2, C(O)NRiRj, C(O)-hetCyc3, CO2(1-6C alkyl), C(O)NH(1-6C alkyl)-hetCyc3, C(O)(1-6C alkyl)-hetCyc3, SRk, SO2N(1-6C alkyl)2, or (1-6C alkyl)NR′R″;
- R1, R2, R3 and R4 are independently H, F, Cl, CN, Me, Et, isopropyl, cyclopropyl, C(O)NR′R″, CH2OH, or hetAr3;
- R1a is H, F, Cl, CN, Me, or CF3;
- R5, R6, R7 and R8 are independently H, F, Cl, CN or Me;
- each R9 is independently selected from halogen, CN, CF3, (1-6C)alkyl, NRaRb, -(1-6C alkyl)NRaRc, ORa, (1-6C alkyl)ORa [optionally substituted with amino], C(O)NRaRc, C(O)(CRxRy)NRaRc, NHC(O)Re, NHC(O)(CRmRn)NRaRc, NHC(O)NRfRg, (1-6C alkyl)-hetAr1, (1-6C alkyl)-hetCyc1, oxo and CO2(1-6C alkyl);
- each Ra is independently H or (1-6C)alkyl;
- each Rb is independently H, (1-6C)alkyl, (1-6C alkyl)OH, (3-6C)cycloalkyl, CH2hetAr4, (1-6C fluoroalkyl) or -(1-6C alkyl)-O-(1-6C alkyl),
- or NRaRb forms a 4-6 membered heterocyclic ring optionally substituted with OH;
- each Rc is independently H, (1-6C)alkyl, (3-6C)cycloalkyl, or aryl;
- each Re is independently (1-6C alkyl);
- each Rf and Rg is independently H or (1-6C alkyl);
- Rh is H, CF3, (1-6C)alkyl, (1-6Calkyl)-(3-6C cycloalkyl), (1-6C alkyl)-O-(1-6C alkyl), (1-6C alkyl)OH, (1-6C alkyl)-S-(1-6C alkyl), (1-6C alkyl)NR′R″, hetCyc4, (1-6C alkyl)hetCyc4, (1-6C alkyl)aryl, or (1-6C alkyl)-hetAr5;
- Ri is H or 1-6C alkyl;
- Rj is (1-6C)alkyl, (1-6C alkyl)-O-(1-6C alkyl), or (1-6C alkyl)-OH;
- Rk is (1-6C)alkyl, (3-6C)cycloalkyl, or (1-6C alkyl)-O-(1-6C alkyl);
- Rm and Rn are independently H or (1-6C alkyl);
- Rx and Ry are independently H or (1-6C alkyl),
- or Rx and Ry together with the atom to which they are attached form a cyclopropyl ring;
- Ar1 is aryl optionally substituted with OH, O-(1-6C alkyl), C(O)2(1-6C alkyl), or (1-6C alkyl)NR′R″;
- hetCyc1 is a 5-6 membered heterocyclic ring which is optionally substituted with (1-6C)alkyl or OH;
- hetCyc3 and hetCyc4 are independently a 5 or 6 membered heterocyclic ring optionally substituted with OH or —O(1-6C alkyl);
- hetAr1 and hetAr2 are independently a 5-6 membered heteroaryl ring optionally substituted with one to three groups independently selected from (1-6C)alkyl, (3-6C)cycloalkyl, halogen, CN, CF3, OCH2F, OCF3, O(1-6C alkyl), O(3-6C)cycloalkyl, and NR′R″;
- hetAr3 and hetAr4 are independently a 5-6 membered heteroaryl ring;
- hetAr5 is a 5-6 membered heteroaryl ring optionally substituted with (1-6C)alkyl;
- and
- R′ and R″ are independently H or (1-6C)alkyl.
25 more elements
(canceled)
(canceled)
Dependencies are inferred from the claim text.