Sulfoximine-substituted pyrimidines as CDK- and/or VEGF inhibitors, their production and use as pharmaceutical agents

Compounds of general formula (I)

• in which
• Q stands for the group
• [or]
• D, E, G,
• L, M and T, in each case independently of one another, stand for carbon, oxygen, nitrogen or sulfur,
• R1 stands for hydrogen, halogen, C1-C6-alkyl, CF3, CN, nitro, or for the group —COR8 or —O—C1-C6-alkyl,
• R2 stands for hydrogen, or C1-C10-alkyl, C2-C10-alkenyl, C2-C10-alkinyl, C3-C10-cycloalkyl, aryl or heteroaryl that is optionally substituted in one or more places, in the same way or differently, with hydroxy, halogen, C1-C6-alkoxy, amino, cyano, C1-C6-alkyl, —NH—(CH2)n—C3-C10-cycloalkyl, —C3-C10-cycloalkyl, C1-C6-hydroxyalkyl, C2-C6-alkenyl, C2-C6-alkinyl, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-alkoxy-C1-C6-alkoxy-C1-C6-alkyl, —NHC1-C6-alkyl, —N(C1-C6-alkyl)2, C1-C6-alkanoyl, —CONR9R10, —COR8, C1-C6-alkylOAc, aryl, heteroaryl, —(CH2)n-aryl, —(CH2)n-heteroaryl, phenyl-(CH2)n—R8, —(CH2)nPO3(R8)2 or with the group —R6 or —NR9R10, and the phenyl, C3-C10-cycloalkyl, aryl, heteroaryl, —(CH2)n-aryl and —(CH2)n-heteroaryl itself optionally can be substituted in one or more places, in the same way or differently, with halogen, hydroxy, C1-C6-alkyl, C1-C6-alkoxy, or with the group —CF3 or —OCF3, and the ring of C3-C10-cycloalkyl and C1-C10-alkyl optionally can be interrupted by one or more nitrogen, oxygen and/or sulfur atoms and/or can be interrupted by one or more —C(O) groups in the ring and/or optionally one or more possible double bonds can be contained in the ring,
• X stands for oxygen, sulfur, or for the group —NH— or —N(C1-C3-alkyl)-
• or
• X and R2 together form a C3-C10-cycloalkyl ring, which optionally can contain one or more heteroatoms and optionally can be substituted in one or more places, in the same way or differently, with hydroxy, C1-C6-alkyl, C1-C6-alkoxy, halogen or the group —NR9R10,
• R3 stands for hydrogen, hydroxy, halogen, CF3, OCF3 or for the group —NR9R10, or for C1-C6-alkyl, C3-C6-cycloalkyl or C1-C6-alkoxy that is optionally substituted in one or more places, in the same way or differently, with halogen, hydroxy, C1-C6-alkoxy or the group —NR9R10,
• m stands for 0-4,
• R4 stands for hydrogen or for the group —COR8, NO2, trimethylsilanyl (TMS), tert-butyl-dimethylsilanyl (TBDMS), tert-butyl-diphenylsilanyl (TBDPS), triethylsilanyl (TES) or —SO2R7 or for C1-C10-alkyl or C3-C10-cycloalkyl that is optionally substituted in one or more places, in the same way or differently, with hydroxy, halogen, C1-C6-alkoxy, C1-C6-alkylthio, cyano, C3-C10-cycloalkyl, C1-C6-hydroxyalkyl, C2-C6-alkenyl, C2-C6-alkinyl, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-alkoxy-C1-C6-alkoxy-C1-C6-alkyl or with the group —CONR9R10, COR8, —CF3, —OCF3 or —NR9R10,
• R5 stands for C1-C10-alkyl, C2-C6-alkenyl, C2-C6-alkinyl or C3-C10-cycloalkyl that is optionally substituted in one or more places, in the same way or differently, with hydroxy, C1-C6-alkoxy, C3-C10-cycloalkyl, halogen or the group —NR9R10,
• or
• R4 and R5 together can form a C5-C10-cycloalkyl ring of group
• whereby
• V, W and Y, in each case independently of one another, stand for —CH2— that is optionally substituted in one or more places, in the same way or differently, with hydroxy, C1-C10-alkyl, C1-C10-alkoxy or —NR9R10, whereby C1-C10-alkyl or C1-C10-alkoxy also can be substituted in one or more places, in the same way or differently, with hydroxy, —NR9R10 or C1-C10-alkoxy and/or can be interrupted by one or more —C(O)— groups in the ring, and/or optionally one or more double bonds can be contained in the ring,
• R6 stands for a heteroaryl or a C3-C10-cycloalkyl ring, which optionally can contain one or more heteroatoms and optionally can be substituted in one or more places, in the same way or differently, with hydroxy, C1-C6-alkyl, C1-C6-alkoxy or halogen,
• R7 stands for C1-C10-alkyl or aryl that is optionally substituted in one or more places, in the same way or differently, with halogen, hydroxy, C1-C6-alkyl, C1-C6-alkoxy or with the group trimethylsilanyl (TMS) or —NR9R10,
• R8 stands for hydrogen, C1-C6-alkyl, hydroxy, C1-C6-alkoxy, C1-C6-alkylthio, benzoxy or —NR9R10,
• R9 and R10, in each case independently of one another, stand for hydrogen, C1-C6-alkyl, C1-C6-alkoxy, hydroxy, hydroxy-C1-C6-alkyl, dihydroxy-C1-C6-alkyl, phenyl, heteroaryl or for the group —(CH2)nNR9R10, —CNHNH2 or —NR9R10,
• or
• R9 and R10 together form a C3-C10-cycloalkyl ring that optionally can be interrupted by one or more nitrogen, oxygen and/or sulfur atoms and/or can be interrupted by one or more —C(O)— groups in the ring and/or optionally one or more possible double bonds can be contained in the ring, and
• n stands for 1-6,
• as well as their isomers, diastereomers, enantiomers and/or salts.