Pyrimidine compounds and use thereof

1. A compound of the formula I

in which

A is a C═W or CR f R g group;

B is a chemical bond or a CR h R i group;

X is O, S, an N—R k group or a CR m R n group;

D is CO═O or a chemical bond;

E is a linear or branched 2 to 10 membered alkylene chain which may have as chain members 1 or 2 non-adjacent heteroatomic groups(s) K which is selected from O, S, S(O), S(O) 2 and N—R p , and which may comprise a carbonyl group and/or a cycloalkanediyl group and/or may have a double or triple bond;

W is oxygen or sulfur;

Z forms together with the C atoms to which it is bonded a fused 5-, 6- or 7-membered carbocycle or heterocycle which has 1, 2, 3, or 4 heteroatoms which are selected from N, O, and S, where the fused carbocycle and the fused heterocycle may have 1 or 2 carbonyl groups as ring members and/or 1, 2, 3, or 4 substituents R which are selected from optionally substituted C 1 -C 6 -alkyl, CN, OR 1 , NR 2 R 3 , NO 2 , SR 4 , SO 2 R 4 , SO 2 NR 2 R 3 , CONR 2 R 3 , COOR 5 , COR 6 , C 1 -C 4 -haloalkoxy, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 2 -C 6 -alkenyloxy, C 2 -C 6 -alkynyloxy, C 3 -C 6 -cycloalkyl, C 3 -C 6 -cycloalkyloxy and halogen and/or 2 substituents R may together form a chain X′-Alk′-X″ in which X′ and X″ are independently of one another O or S, and Alk′ is C 1 -C 4 -alkanediyl which optionally has 1, 2, 3, or 4 alkyl groups or halogen atoms as substituents;

J is CH 2 —CH 2 ;

M is N;

Y is CH 2 ;

n is 0 or 1;

R a , R b are independently of one another selected from optionally substituted C 1 -C 6 -alkyl, C 2 -C 6 -alkyenyl, C 2 -C 6 -alkynyl, C 3 -C 6 -cycloalkyl, C 4 -C 10 -bicycloalkyl, and C 6 -C 10 -tricycloalkyl, where the last three groups mentioned may optionally be substituted by halogen or C 1 -C 4 -alkyl, or halogen, CN, OR 1 , NR 2 R 3 , NO 2 , SR 4 , SO 2 R 5 , CONR 2 R 3 , SO 2 NR 2 R 3 , COOR 5 , COR 6 , O—COR 6 , 5- or 6-membered heterocyclyl having 1, 2 or 3 heteroatoms selected from O, S, and N, and phenyl, where phenyl and heterocyclyl may optionally have 1, 2 or 3 substituents which are selected independently of one another from C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, NR 2 R 3 , CN, C 1 -C 2 -fluoroalkyl and halogen;

R c is C 1 -C 4 -alkyl;

R d , R e are independently of one another selected from hydrogen, halogen, optionally substituted C 1 -C 6 -alkyl, C 3 -C 6 -cycloalkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 1 -C 6 -alkoxy, C 3 -C 6 -cycloalkyloxy, C 3 -C 6 -cycloalkyl-C 1 -C 4 -alkyloxy and optionally substituted phenyl, where CR d R e may together be CO═O, and the radicals R d , R e may together form a chain X′-Alk-X″ in which X and X″ are independently of one another O or S, and Alk is C 2 -C 4 -alkanediyl which optionally has 1, 2, 3, or 4 alkyl groups or halogen atoms as substituents;

R f , R g are independently of one another hydrogen, halogen, optionally substituted C 1 -C 6 -alkyl, C 1 -C 6 -alkoxy, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 3 -C 6 -cycloalkyloxy, C 3 -C 6 -cycloalkyl-C 1 -C 4 -alkyloxy, or C 3 -C 6 -cycloalkyl, or the radicals R f , R g may together form a chain of X′-Alk-X″ in which Alk, X′, and X″ have the aforementioned meanings;

R h , R i are independently of one another hydrogen, halogen, optionally substituted C 1 -C 6 -alkyl, C 1 -C 6 -alkoxy, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 3 -C 6 -cycloalkyloxy, C 3 -C 6 -cycloalkyl-C 1 -C 4 -alkyloxy or C 3 -C 6 -cycloalkyl;

R k , R P are independently of one another hydrogen, C 1 -C 4 -alkyl, C 1 -C 6 -alkoxy, C 1 -C 6 -alkoxyalkyl, C 1 -C 6 -alkylcarbonyl, C 1 -C 6 -alkoxycarbonyl, phenylalkyl, phenylcarbonyl, phenoxycarbonyl, where phenyl in the last three groups mentioned may have 1, 2, or 3 substituents which are selected from C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, NR 2 R 3 , CN, C 1 -C 2 -fluoroalkyl and halogen;

R m , R n are independently of one another hydrogen, halogen, optionally substituted C 1 -C 6 -alkyl, C 1 -C 6 -alkoxy, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 3 -C 6 -cycloalkyloxy, C 3 -C 6 -cycloalkyl-C 1 -C 4 -alkyloxy or C 3 -C 6 -cycloalkyl; and

in the case where X is CR m R n or N—R k , one of the radicals R d or R e may together with one of the radicals of R m , R n , or R k also be a π bond;

R 1 , R 2 , R 3 , R 4 , R 5 , and R 6 are independently of one another H, optionally substituted C 1 -C 6 -alkyl or optionally substituted phenyl, where R 3 may also be a group COR 7 , where R 7 is hydrogen, optionally substituted C 1 -C 4 -alkyl or optionally substituted phenyl, where R 2 with R 3 may also form together with the nitrogen atom to which they are bonded a 5- or 6-membered, saturated or unsaturated heterocyle which may have a further heteroatom selected from O, S, and NR 8 as ring member, where R 8 is hydrogen or C 1 -C 4 -alkyl, or

the physiologically acceptable acid addition salts of this compound.

2. The compound of the formula I according to claim 1 , in which Z together with the C atoms to which it is bonded stands for a fused phenyl ring which may have 1, 2, 3, or 4 of the aforementioned substituents R.

3. The compound of the formula I according to claim 1 , in which either A is a C═W group or D is C═O.

4. The compound of the formula I according to claim 1 , in which E is a (CH 2 ) k group in which k is 3, 4, 5, or 6.

5. The compound of the formula I according to claim 1 , in which B is a chemical bond.

6. The compound of the formula I according to claim 1 , in which J is CH 2 —CH 2 and Y is CH 2 .

7. The compound of the formula I according to claim 1 , in which M is N.

8. The compound of the formula I, according to claim 1 , in which R a and R b are independently of one another C 1 -C 6 -alkyl, C 1 -C 6 -haloalkyl, C 2 -C 6 -alkenyl, C 3 -C 6 -cycloalkyl, C 1 -C 6 -alkoxy-C 1 -C 4 -alkyl or C 3 -C 6 -cycloalkyl-C 1 -C 4 -alkyl.

9. The compound of the formula I according to claim 8 , in which R a is C 1 -C 6 -alkyl, and R b is selected from C 1 -C 6 -alkyl, C 3 -C 6 -cycloalkyl and C 1 -C 2 -fluoroalkyl.

10. The compound of the formula I according to claim 1 of the formula Ia,

in which n, X, E, J, M, R, R a , R b , R c and R d have the aforementioned meanings, and m is 0, 1, 2, or 3.

11. A pharmaceutical composition comprising at least one active ingredient selected from the compounds of the formula I according to claim 1 and the physiologically tolerated acid addition salts thereof, together with physiologically acceptable carriers and/or excipients.

12. The compound of the formula Ia according to claim 10 , wherein X is CH 2 and R d is a hydrogen.

13. The compound of the formula Ia according to claim 10 , in which E is a (CH 2 ) k group in which k is 3, 4, 5, or 6.

14. The compound of the formula Ia according to claim 10 , in which J is CH 2 —CH 2 and Y is CH 2 .

15. The compound of the formula Ia according to claim 10 , in which M is N.

16. The compound of the formula Ia according to claim 10 , according to claim 1 , in which Ra and Rb are independently of one another C 1 -C 6 -alkyl, C 1 -C 6 -haloalkyl, C 2 -C 6 -alkenyl, C 3 -C 6 -cycloalkyl, C 1 -C 6 -alkoxy-C 1 -C 4 -alkyl or C 3 -C 6 -cycloalkyl-C 1 -C 4 -alkyl.

17. The compound of the formula Ia according to claim 10 , in which R a is C 1 -C 6 -alkyl, and R b is selected from C 1 -C 6 -alkyl, C 3 -C 6 -cycloalkyl and C 1 -C 2 -fluoroalkyl.