Patent ID: 8202868

Claim:
4-piperazinylpyrimidine compounds of the formula I wherein Ar is phenyl or an aromatic 5- or 6-membered C-bound heteroaromatic radical, having 1 nitrogen atom as ring member and 0, 1, 2 or 3 further heteroatoms, independently of each other, selected from O, S and N, as ring members, wherein Ar may carry 1, 2 or 3 radicals R a which are, independently of each other, selected from the group consisting of C 1 -C 6 alkyl, C 3 -C 6 cycloalkyl, C 1 -C 4 alkoxy-C 1 -C 4 -alkyl, C 1 -C 4 haloalkyl, CN, NO 2 , halogen, OR 2 , NR 3 R 4 , C(O)NR 3 R 4 , O—C(O)NR 3 R 4 , SO 2 NR 3 R 4 , COOR 5 , SR 6 , SOR 6 , SO 2 R 6 , O—C(O)R 7 , COR 7 or C 3 -C 5 cycloalkylmethyl, wherein Ar may also carry a phenyl group or an aromatic 5- or 6-membered C-bound heteroaromatic radical, having 1 nitrogen atom as ring member and 0, 1, 2 or 3 further heteroatoms, independently of each other, selected from O, S and N, wherein the last two mentioned radicals may carry 1, 2, 3 or 4 of the aforementioned radicals R a ; X is a single bond, CONR 8 , S, or O; A is linear C 3 -C 4 alkylene, which may have a double bond or a triple bond and which also may carry 1 or 2 methyl groups; R 1 , R 1a are independently from each other selected from C 3 -C 6 alkyl, C 1 -C 2 -fluoroalkyl, or C 3 -C 6 cycloalkyl, which may carry 1 or 2 C 1 -C 4 alkyl groups, provided that at least one of the radicals R 1 , R 1a is selected from C 3 -C 4 cycloalkyl optionally substituted with a C 1 -C 4 alkyl group; R 2 , R 3 , R 4 , R 5 , R 6 , and R 7 independent of each other are H, C 1 -C 6 alkyl, optionally substituted with OH, C 1 -C 4 alkoxy or phenyl, C 1 -C 4 haloalkyl or phenyl, which may carry 1, 2 or 3 radicals selected from the group consisting of C 1 -C 6 alkyl, C 1 -C 6 alkoxy, NR 3 R 4 , CN, C 1 -C 2 fluoroalkyl oder halogen, R 4 may also be a radical COR 9 , wherein R 9 is hydrogen, C 1 -C 6 alkyl, C 1 -C 6 alkoxy or phenyl, which may carry 1, 2 or 3 radicals selected from the group consisting of C 1 -C 6 alkyl, C 1 -C 6 alkoxy, NR 3 R 4 , CN, C 1 -C 2 fluoroalkyl oder halogen, R 3 and R 4 may together with the nitrogen atom to which they are bound form a N-bound 5 or 6 membered saturated heterocyle, which may have an oxygen atom or an additional nitrogen atom as a ring member and which may carry 1, 2, 3 or 4 C 1 -C 6 alkyl groups; and R 8 is hydrogen or C 1 -C 6 alkyl; their tautomers, enantiomers and diastereomers, and the physiologically tolerated acid addition salts of these compounds and the enantiomers, diastereomers and tautomers thereof.