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US 2014/0228340 A1Published application
Benzonitrile derivatives as kinase inhibitors
AssigneeMerck Patent GmbH
InventorsGuenter Hoelzemann, Dieter Dorsch, Hans-Michael Eggenweiler
Life of this patent
Estimating the term…
Abstract
Compounds of the formula I, in which R1, R2, X and Y have the meanings indicated in Claim 1, are inhibitors of TBK1 and IKKε and can be employed, inter alia, for the treatment of cancer and inflammatory diseases.
Claims14
Compounds of the formula I
- in which
- X denotes CH or N,
- Y denotes Het2-diyl,
- R1 denotes O(CH2)nHet1, NH(CH2)nHet1, OA, NHA, NA2, O(CH2)nCyc or NH(CH2)nCyc,
- R2 denotes H, A, Ar1, (CH2)nHet3, CN, (CH2)nCyc, CONH2, COOA, (CH2)nOH, (CH2)nOA, (CH2)nNH2, (CH2)nNHA or (CH2)nNA2,
- Ar1 denotes phenyl which is unsubstituted or mono-, di- or trisubstituted by Hal, A, OH, OA, COOH, COOA, CN, CONH2, NHSO2A, NO2, NH2, NHA, NA2, SO2NH2, SO2NHA, SO2NA2, CHO and/or SO2A,
- Het1 denotes dihydropyrrolyl, pyrrolidinyl, azetidinyl, tetrahydroimidazolyl, dihydropyrazolyl, tetrahydropyrazolyl, dihydropyridyl, tetrahydropyridyl, piperidinyl, morpholinyl, hexahydropyridazinyl, hexahydropyrimidinyl, 1,3-dioxolanyl, tetrahydropyranyl or piperazinyl, each of which is unsubstituted or monosubstituted by OH, COOA, CONH2, COA and/or A,
- Het2 denotes furyl, thienyl, pyrrolyl, imidazolyl, pyrazolyl, oxazolyl, isoxazolyl, thiazolyl, triazolyl, pyridyl, pyrimidyl, pyridazinyl, pyrazinyl, indolyl, isoindolyl, benzimidazolyl, indazolyl, quinolyl, 1,3-benzodioxolyl, benzothiophenyl, benzofuranyl, imidazopyridyl, 5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-2-yl or furo[3,2-b]pyridyl, each of which is unsubstituted or monosubstituted by Hal, A, OH, ═O, OA, CN, COOA, COOH, CONH2 and/or NHCOA,
- Het3 denotes dihydropyrrolyl, pyrrolidinyl, azetidinyl, tetrahydroimidazolyl, tetrahydrofuranyl, dihydropyrazolyl, tetrahydropyrazolyl, dihydropyridyl, tetrahydropyridyl, dihydropyranyl, tetrahydropyranyl, piperidinyl, morpholinyl, hexahydropyridazinyl, hexahydropyrimidinyl, 1,3-dioxolanyl, piperazinyl, furyl, thienyl, pyrrolyl, imidazolyl, pyrazolyl, oxazolyl, isoxazolyl, thiazolyl, triazolyl, pyridyl, pyrimidyl, pyridazinyl, indolyl, isoindolyl, benzimidazolyl, indazolyl, quinolyl, 1,3-benzodioxolyl, benzothiophenyl, benzofuranyl, imidazopyridyl or furo[3,2-b]pyridyl, each of which is unsubstituted or mono- or disubstituted by Hal, A, OH, OA, CN, COOA, COOH, CONH2, CONHA, CONA2, COA, COCH2NH2, COCH2NHA, COCH2NA2, (CH2)nCyc and/or NHCOA,
- A denotes unbranched or branched alkyl having 1-10 C atoms, in which one or two non-adjacent CH and/or CH2 groups may be replaced by N, O and/or S atoms and/or, in addition, 1-7H atoms may be replaced by F and/or Cl,
- Cyc denotes cyclic alkyl having 3, 4, 5, 6 or 7 C atoms which is unsubstituted or monosubstituted by CN, (CH2)nOH or A,
- Hal denotes F, Cl, Br or I,
- n denotes 0, 1, 2, 3 or 4,
- and pharmaceutically usable salts, tautomers and stereoisomers thereof, including mixtures thereof in all ratios.
11 more elements
Dependencies are inferred from the claim text.