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US 2011/0257173 A1Published application
3 (3-Pyrimidin-2-ylbenzyl)-1,2,4-triazolo[4,3-b]pyridazine derivatives
AssigneeMerck Patent GmbH Mit Beschraenkter Haftung
InventorsDieter Dorsch, Oliver Schadt, Frank Stieber, Andree Blaukat
Life of this patent
Estimating the term…
Abstract
Compounds of the formula (I), in which R1, R2, R3, R3′, R4 have the meanings indicated in claim 1, are inhibitors of tyrosine kinases, in particular Met kinase, and can be employed, inter alia, for the treatment of tumours.
Claims24
Compounds of the formula I
- in which
- R1 denotes OH, OA, O[C(R5)2]nAr, O[C(R5)2]nHet, O[C(R5)2]pN(R5)2, N(R5)2, NR5[C(R5)2]nAr, NR5[C(R5)2]nHet, NR5[C(R5)2]pN(R5)2, COOR5, CON(R5)2, CONR5[C(R5)2]pN(R5)2, CONR5[C(R5)2]pOR5, CONR5[(R5)2]nHet, COHet or COA,
- R2 denotes H, A, Hal, OH, OA, N(R5)2, N═CR5N(R5)2, SR5, NO2, CN, COOR5, CON(R5)2, NR5COA, NR5SO2A, SO2N(R5)2, S(O)mA, Het, [C(R5)2]nN(R5)2, [C(R5)2]nHet, O[C(R5)2]nN(R5)2, O[C(R5)2]nHet, S[C(R5)2]pN(R5)2, S[C(R5)2]nHet, NR5[C(R5)2]pN(R5)2, —NR5[C(R5)2]nHet, NHCON(R5)2, NHCONH[C(R5)2]pN(R5)2, NHCONH[C(R5)2]n-Het, NHCO[C(R5)2]pN(R5)2, NHCO[C(R5)2]nHet, CON(R5)2, CONR5[C(R5)2]pN(R5)2, CONR5[C(R5)2]nHet, COHet, COA, O[C(R5)2]nNR5COZ, O[C(R5)2]nNR2COHet1, O[C(R5)2]nCyc[C(R5)2]nN(R5)2, O[C(R5)2]nCyc[C(R5)2]nOR5, O[C(R5)2]nCyc[C(R5)2]nHet1,
- O[C(R5)2]nCR5(NR5)2COOR5, O[C(R5)2]nNR5CO[C(R5)2]nNR5COA, O[C(R5)2]nNR5COOA, O[C(R5)2]nCO—NR5-A, O[C(R5)2]nCO—NR5—[C(R5)2]nHet1, O[C(R5)2]nCONH2, O[C(R5)2]nCONHA, O[C(R2)2]nCONA2, O[C(R5)2]nCO—NR5—[C(R2)2]nN(R5)2 or OCOA,
- Z denotes CR5(NR5)2CR5(OR5)A,
- R3, R3′ each, independently of one another, denote H, F or A, together also denote alkylene having 2-5 C atoms,
- R4 denotes H, A or Hal,
- R5 denotes H or A′,
- A denotes unbranched or branched alkyl having 1-10 C atoms, in which 1-7 H atoms may be replaced by OH, F, Cl and/or Br, and/or in which one or two CH2 groups may be replaced by O, NH, 5, SO, SO2 and/or CH═CH groups,
- or
- cyclic alkyl having 3-7 C atoms, in which 1-7 H atoms may be replaced by OH, F, Cl and/or Br,
- A′ denotes unbranched or branched alkyl having 1-6 C atoms, in which 1-5 H atoms may be replaced by F,
- Cyc denotes cycloalkylene having 3-7 C atoms,
- Ar denotes phenyl, naphthyl or biphenyl, each of which is un-substituted or mono-, di- or trisubstituted by Hal, A, OR5, N(R5)2, SR5, NO2, CN, COORS, CON(R5)2, NR5COA, NR5SO2A, SO2N(R5)2 and/or S(O)mA,
- Het denotes a mono-, bi- or tricyclic saturated, unsaturated or aromatic heterocycle having 1 to 4 N, O and/or S atoms, which may be unsubstituted or mono-, di- or trisubstituted by Hal, A, OR5, N(R5)2, SR5, NO2, CN, COOR5, CON(R5)2, NR5COA, NR5SO2A, SO2N(R5)2, S(O)mA, CO-Het1, Het1, [C(R5)2]n—N(R5)2, [C(R5)2]nHet1, O[C(R5)2]pN(R5)2, O[C(R5)2]nHet1, NHCOOA, NHCON(R5)2, NHCOO[C(R5)2]pN(R5)2, NHCOO[C(R5)2]nHet1, NHCONH[C(R5)2]pN(R5)2, NHCONH[C(R5)2]nHet1, OCONH[C(R5)2]pN(R5)2, OCONH[C(R5)2]nHet1, CO-Het1, CHO, COA, ═S, —NH, ═NA and/or ═O (carbonyl oxygen),
- Het1 denotes a monocyclic saturated heterocycle having 1 to 2 N and/or O atoms, which may be mono- or disubstituted by A, OA, OH, Hal and/or ═O (carbonyl oxygen),
- Hal denotes F, Cl, Br or I,
- m denotes 0, 1 or 2,
- n denotes 0, 1, 2, 3 or 4,
- p denotes 2, 3, 4, 5, or 6,
- q denotes 1, 2, 3, 4 or 5,
- and pharmaceutically usable salts, tautomers and stereoisomers thereof, including mixtures thereof in all ratios.
19 more elements
Dependencies are inferred from the claim text.