Back to results
US 2006/0223833 A1Published application
Thiazolidinones, their production and use as pharmaceutical agents
AssigneeSchering Corporation
InventorsVolker Schulze, Knut Eis, Lars Wortmann, Dirk Kosemund, Olaf Prien, Gerhard Siemeister, Holger Hess-Stumpp, Uwe Eberspaecher, Damian Arnaiz
Life of this patent
Estimating the term…
Abstract
The invention relates to thiazolidinones of general formula (I) their production and use as inhibitors of polo-like kinases (Plk) for treating various diseases.
Claims18
Compounds of general formula I
- in which
- Q stands for aryl or heteroaryl,
- A and B, independently of one another, stand for hydrogen, halogen, hydroxy, amino or nitro, or
- for C1-C6-alkyl or C1-C6-alkoxy that optionally is substituted in one or more places, in the same way or differently, with halogen, hydroxy, C2-C9-heterocycloalkyl or with the group —NR3R4 or —CO(NR3)-M, whereby the heterocycloalkyl in the ring contains at least one atom, which is the same or different, from the following group of nitrogen, oxygen or sulfur and optionally can be interrupted by one or more —(CO)— or —SO2— groups in the ring, and optionally one or more double bonds can be contained in the ring, and the ring itself optionally can be substituted in one or more places, in the same way or differently, with cyano, halogen or with C1-C6-alkyl, C3-C6-cycloalkyl, or C1-C6-hydroxyalkyl that is substituted in one or more places, in the same way or differently, with halogen, or with the group —COR2 or —NR3R4, or
- for —NR3R4, —NR3(CO)-L, —NR3(CO)—NR3-L, —COR2, —CO(NR3)-M, —NR3(CS)NR3R4, —NR3SO2-L, —SO2—NR3R4 or —SO2(NR3)-M,
- L stands for C1-C6-alkyl or heteroaryl that optionally is substituted in one or more places, in the same way or differently, with hydroxy, C1-C6-hydroxyalkoxy, C1-C6-alkoxyalkoxy, C2-C6-heterocycloalkyl or with the group —NR3R4, whereby the heterocycloalkyl in the ring contains at least one atom, which is the same or different, from the following group of nitrogen, oxygen or sulfur and optionally can be interrupted by one or more —(CO)— or —SO2— groups in the ring, and optionally one or more double bonds can be contained in the ring, and the ring itself optionally can be substituted in one or more places, in the same way or differently, with cyano, halogen, or with C1-C6-alkyl, C3-C6-cycloalkyl, or C1-C6-hydroxyalkyl that is substituted in one or more places, in the same way or differently, with halogen, or with the group —COR2 or —NR3R4,
- M stands for C1-C6-alkyl that optionally is substituted in one or more places, in the same way or differently, with the group —NR3R4 or C2-C6-heterocycloalkyl, whereby the heterocycloalkyl in the ring contains at least one atom, which is the same or different, from the following group of nitrogen, oxygen or sulfur and optionally can be interrupted by one or more —(CO)— or —SO2— groups in the ring, and optionally one or more double bonds can be contained in the ring, and the ring itself optionally can be substituted in one or more places, in the same way or differently, with cyano, halogen or with C1-C6-alkyl, C3-C6-cycloalkyl, or C1-C6-hydroxyalkyl that is substituted in one or more places, in the same way or differently, with halogen, or with the group —COR2or —NR3R4,
- W stands for heteroaryl or C2-C9-heterocycloalkyl, whereby the heterocycloalkyl in the ring contains at least one atom, which is the same or different, from the following group of nitrogen, oxygen or sulfur and optionally can be interrupted by one or more —(CO)— or —SO2— groups in the ring, and optionally one or more double bonds can be contained in the ring,
- X and Y, independently of one another, stand for hydrogen or C1-C6-alkyl or aryl that optionally is substituted in one or more places, in the same way or differently, with halogen, hydroxy, C1-C6-alkoxy, C1-C6-alkylthio or aryl, or for the group —COOR5 or —CONR3R4, or
- X and Y together are formed by the same atom or by adjacent atoms of W from a C3-C6-cycloalkyl ring or a C2-C6-heterocycloalkyl ring, whereby the heterocycloalkyl in the ring contains at least one atom, which is the same or different, from the following group of nitrogen, oxygen or sulfur and optionally can be interrupted by one or more —(CO)— or —SO2— groups in the ring, and optionally one or more double bonds can be contained in the ring, and the ring itself optionally can be substituted in one or more places, in the same way or differently, with C1-C6-alkyl, C3-C6-cycloalkyl, C1-C6-hydroxyalkyl or with the group —NR3R4,
- R1 stands for C1-C4-alkyl, C3-cycloalkyl, allyl or propargyl that optionally is substituted in one or more places, in the same way or differently, with cyano or halogen,
- R2 stands for hydroxy, C1-C6-alkyl, C1-C6-alkoxy or for the group —NR3R4,
- R3 and R4, independently of one another, stand for hydrogen or for C1-C6-alkyl, C1-C6-alkoxy, —CO—C1-C6-alkyl or aryl that optionally is substituted in one or more places, in the same way or differently, with halogen, hydroxy, C2-C6-heterocycloalkyl, C1-C6-hydroxyalkoxy or with the group —NR3R4, whereby the heterocycloalkyl in the ring contains at least one atom, which is the same or different, from the following group of nitrogen, oxygen or sulfur and optionally can be interrupted by one or more —(CO)— or —SO2— groups in the ring, and optionally one or more double bonds can be contained in the ring, and whereby the C2-C6-heterocycloalkyl ring itself in each case optionally can be substituted in one or more places, in the same way or differently, with cyano, halogen, C1-C6-alkyl, C1-C6-hydroxyalkyl, C1-C6-alkoxy, C3-C6-cycloalkyl, or with the group —NR3R4 or —CO—NR3R4, or
- R3 and R4 together formn a C2-C6-heterocycloalkyl ring, whereby the heterocycloalkyl in the ring contains at least one atom, which is the same or different, from the following group of nitrogen, oxygen or sulfur and optionally can be interrupted by one or more —(CO)— or —SO2— groups in the ring, and optionally one or more double bonds can be contained in the ring, and the heterocycloalkyl ring itself optionally can be substituted in one or more places, in the same way or differently, with halogen, C1-C6-alkyl, C3-C6-cycloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkoxyalkyl, cyano, hydroxy or with the group —NR3R4 and
- R5 stands for C1-C6-alkyl that optionally is substituted in one or more places, in the same way or differently, with halogen, hydroxy, C3-C6-heterocycloalkyl, C1-C6-hydroxyalkoxy or with the group —NR3R4, whereby the heterocycloalkyl in the ring contains at least one atom, which is the same or different, from the following group of nitrogen, oxygen or sulfur and optionally can be interrupted by one or more —(CO)— or —SO2— groups in the ring, and optionally one or more double bonds can be contained in the ring, and the heterocycloalkyl ring itself optionally can be substituted in one or more places, in the same.way or differently, with C1-C6-alkyl, C3-C6-cycloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkoxyalkyl, cyano, hydroxy or with the group —NR3R4,
- as well as their solvates, hydrates, stereoisomers, diastereomers, enantiomers and salts.
13 more elements
Dependencies are inferred from the claim text.