| US 7,517,894 B2 | ||
| VEGFR-2 and VEGFR-3 inhibitory anthranilamide pyridines | ||
| Andreas Huth, Berlin (Germany); Ludwig Zorn, Berlin (Germany); Martin Krueger, Berlin (Germany); Stuart Ince, Berlin (Germany); Karl Heinz Thierauch, Berlin (Germany); Andreas Menrad, Berlin (Germany); Martin Haberey, Berlin (Germany); and Holger Hess-Stumpp, Berlin (Germany) | ||
| Assigned to Bayer Schering Pharma AG, Berlin (Germany) | ||
| Filed on Jun. 18, 2004, as Appl. No. 10/870,491. | ||
| Claims priority of provisional application 60/483896, filed on Jul. 02, 2003. | ||
| Prior Publication US 2005/0054654 A1, Mar. 10, 2005 | ||
| Int. Cl. A61K 31/4439 (2006.01); C07D 401/04 (2006.01) | ||
| U.S. Cl. 514—338 [546/274.1; 546/275.7] | 11 Claims |
1. A compound of the formula I
 X stands for CH,
W stands for hydrogen or fluorine,
A, B, D, and E each stand for a carbon atom and Q stands for a nitrogen atom,
R1 stands for indazolyl, which is optionally substituted in one or more places in the same way or differently with halogen, hydroxy,
C1-C12-alkyl, C3-C6-cycloalkyl, C3-C6-alkenyl, C2-C6-alkinyl, aralkyloxy, C1-C12-alkoxy, halo-C1-C6-alkyl, cyano-C1-C6-alkyl or with the group ═O, —SO2R6 or —OR5, whereby C1-C6-alkyl is optionally substituted with the group —OR5 or —NR9R10,
R2, R3, Y and Z together with the nitrogen atom form an oxo-imidazoline or oxo-pyrrolidine ring which is optionally substituted
in one or more places in the same way or differently with halogen, cyano, C1-C12-alkyl, C1-C12-alkoxy, halo-C1-C6-alkyl, hydroxy-C1-C6-alkyl or with the group ═O, —OR5, —SR4, —SOR4 or —SO2R6,
R4 stands for C1-C12-alkyl, or aryl,
R5 stands for hydrogen, C1-C12-alkyl, C3-C10-cycloalkyl, C1-C12-alkoxy, halo-C1-C12-alkyl or halo-C3-C6-cycloalkyl,
R6 stands for hydrogen, C1-C12-alkyl, halo-C1-C6-alkyl, or aryl, or for the group —NR9R10, whereby the aryl itself is optionally substituted in one or more places in the same way or differently with C1-C12-alkyl, C1-C6-alkoxy, halogen or halo-C1-C6-alkoxy,
R7 and R8, independently of one another, stand for hydrogen or C1-C12-alkyl, and
R9 and R10, independently of one another, stand for hydrogen, C1-C6 -alkyl, C2-C6-alkenyl, aryl, C3-C8-cycloalkyl or for the group —CONR7R8, or for C1-C12-alkyl that is optionally substituted in one or more places in the same way or differently with aryl, hydroxy, halogen or
C1-C12-alkoxy, whereby the aryl itself is optionally substituted in one or more places in the same way or differently with C1-C6-alkoxy or halo-C1-C6-alkyl,
or an isomer, diastereomer, tautomer or salt thereof.
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