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US 2010/0249132 A1Published application
Imidazole derivatives
AssigneeMerck Patent GmbH
InventorsMelanie Schultz, Kai Schiemann, Gerard Botton, Andree Blaukat, Ingo Kober
Life of this patent
Estimating the term…
Abstract
Compounds of the formula (I), in which R1, D, E, L, Q, X and q have the meanings indicated in Claim 1, can and be employed for the treatment of tumours.
Claims30
Compounds of the formula I
- in which
- R1 denotes OH, OA, N(R2)2, Ar3 or (CR2)nHet,
- D is absent or denotes Alk, OAlk, O, S or NR2,
- E is absent or denotes Alk, OAlk, O, S or NR2,
- Q denotes Alk, OCH2, NR(CR2)n or O,
- Alk denotes unbranched or branched alkylene having 1, 2, 3 or 4 C atoms, in which 1-5 H atoms may be replaced by F and/or Cl,
- L denotes A, Ar1 or Het1,
- X denotes Alk, Ar-diyl or Het-diyl,
- R2 denotes H, A, (CR2)nAr or (CR2)nHet,
- Ar1 denotes phenyl, indanyl, naphthyl or biphenyl, each of which is unsubstituted or mono-, di-, tri-, tetra- or pentasubstituted by Hal, NO2, CN, A, (CH2)nAr, (CH2)nCOOA, (CH2)nCOOAr, (CH2)mCOOHet, (CH2)nCON(R2)2, (CH2)nCOR2, (CH2)nN(R2)2, (CH2)nSOmA, (CH2)nSOmAr, (CH2)nSOmHet, (CH2)nC(R3)2(CH2)nN(R2)2, (CH2)nNR2SOmR2, (CH2)nSOmNRR2, (CH2)nNR2SOmNRR2, (CH2)nOR2, O(CH2)pHet, NRCOR2, NRSOmR2, (CH2)nSOmN(R2)2, O(CH2)pNR2, O(CH2)nCR2-(CH2)nN(R2)2, NR(CH2)nCR2(CH2)nN(R2)2, O(CH2)pNR2SOmA, O(CH2)pNR2SOmAr, O(CH2)pNR2SOmNRR2, O(CH2)pSOmA, O(CH2)pSOmAr and/or O(CH2)nSOmNRR2,
- A3 denotes phenyl which is substituted by COA, OCR2COOH, (CH2)nCR2COOH, (CH2)nHet3, O(CH2)pCONHHet3, (CH2)nCONHHet3, CONROH, NHCO(CH2)nHet3, COOHet3, (CH2)nCOOH, (CH2)nCOOA, CONH(CH2)nHet3, S(O)mA, Hal, COHet3, O(CH2)pCOHet3, O(CH2)pCOOH, O(CH2)pCOOA, OA or CONHC(═NH)NH2,
- R3 denotes unbranched or branched alkyl having 1-6 C atoms,
- Het1 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, NO2, CN, A, (CH2)nAr, (CH2)nCOOA, (CH2)nCOOAr, (CH2)mCOOHet, (CH2)nCON(R2)2, (CH2)nCOR2, (CH2)nN(R2)2, (CH2)nSOmA, (CH2)nSOmAr, (CH2)nSOmHet, (CH2)nC(R3)2(CH2)nN(R2)2, (CH2)nNR2SOmR2, (CH2)nSOmNRR2, (CH2)nNR2SOmNRR2, (CH2)nOR2, O(CH2)nHet, NRCOR2, NRSOmR2, (CH2)nSOmN(R2)2, O(CH2)pNR2, O(CH2)nCR2(CH2)nN(R2)2, NR(CH2)nCR2(CH2)nN(R2)2, O(CH2)pNR2SOmA, O(CH2)pNR2SOmAr, O(CH2)pNR2SOmNRR2, O(CH2)pSOmA, O(CH2)pSOmAr, O(CH2)nSOmNRR2, ═O (carbonyl oxygen), ═NR and/or ═S,
- R denotes H or unbranched or branched alkyl having 1, 2, 3, 4, 5 or 6 C atoms,
- Ar denotes phenyl, indanyl, naphthyl or biphenyl, each of which is unsubstituted or mono-, di-, tri-, tetra- or pentasubstituted by Hal, A, (CR2)nOR, O(CR2)nAr2, (CR2)nNR2, SR, NO2, CN, COOR, CONR2, NRCOA, NRSO2A, SO2NR2, S(O)mA, CO-Het, (CR2)nHet, O(CR2)nNR2, O(CR2)nHet, NHCOOA, NHCONR2, NHCOO(CR2)nNR2, NHCOO(CR2)nHet, CR═CRAr2, SO2Het, NHCONH(CR2)nNR2, NHCONH(CR2)nHet, OCONH(CR2)nNR2, CONH(CR2)nHet, CONR(CR2)nNR2, CONR(CR2)nHet and/or COA,
- 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, Ar2, O(CR2)nAr2, (CR2)nOR, (CR2)nNR2, SR, NO2, CN, COOR, CONR2, NRCOA, NRSO2A, SO2NR2, S(O)qA, CO-Het2, (CR2)nHet2, O(CR2)nNR2, O(CR2)nHet2, NHCOOA, NHCONR2, NHCOO(CR2)nNR2, NHCOO(CR2)nHet2, NHCONH(CR2)nNR2, NHCONH(CR2)nHet2, OCONH(CR2)nNR2, OCONH(CR2)nHet2, CO-Het2, CHO, COA, ═S, ═NH, ═NA and/or ═O (carbonyl oxygen),
- Het2 denotes a monocyclic saturated, unsaturated or aromatic heterocycle having 1 to 4 N, O and/or S atoms, which may be mono- or disubstituted by A, OA, OH, Hal and/or ═O (carbonyl oxygen),
- Het3 denotes a mono- or bicyclic saturated, unsaturated, aromatic heterocycle having 1 to 4 N, O, and/or S atoms, which may be unsubstituted or mono- di- or trisubstituted by A, CH2COOH, CH2Het4 and/or ═O,
- Het4 denotes a monocyclic aromatic heterocycle having 1 to 4 N, O, and/or S atoms,
- Ar2 denotes phenyl which is unsubstituted or mono-, di-, tri-, tetra- or pentasubstituted by Hal, CN, A and/or (CR2)nOR,
- A denotes unbranched or branched alkyl having 1-10 C atoms, in which 1-7 H atoms may be replaced by OR, CN, NR2, F and/or Cl and/or in which one or two non-adjacent CH2 groups may be replaced by O, NH, S, SO, SO2 and/or by CH═CH groups,
- or
- cyclic alkyl having 3-7 C atoms,
- m denotes 0, 1 or 2,
- n denotes 0, 1, 2, 3, 4, 5, 6, 7 or 8,
- p denotes 1, 2, 3, 4, 5 or 6,
- q denotes 0 or 1,
- Hal denotes F, Cl, Br or I,
- where, if q=0 and R1═NH2, NHA, NA2, NHAr or NAAr, then D≠OAlk,
- and pharmaceutically usable, tautomers, salts and stereoisomers thereof, including mixtures thereof in all ratios.
27 more elements
Dependencies are inferred from the claim text.