2-oxo-1-pyrrolidine derivatives, processes for preparing them and their uses

1. A compound having the form of structural formula (I)

or in the form of a geometric isomer, enantiomer, diastereomer, or pharmaceutically acceptable salt thereof, wherein

R 1 is hydrogen, substituted or unsubstituted C 1-12 alkyl, substituted or unsubstituted aryl or substituted or unsubstituted 3-8 membered heterocycle,

R 2 is hydrogen,

R 3 is either

(a) a substituted or unsubstituted heterocycle linked to the rest of the molecule via one of its C atoms, said heterocycle is selected from the group consisting of:

1H-benzimidazol-6-yl;

1H-benzimidazol-7-yl;

imidazo[1,2-a]pyridin-3-yl;

imidazo[1,2-a]pyrimidin-3-yl;

imidazo[1,2-b][1,2,4]triazin-7-yl;

imidazo[1,2-b]pyridazin-3-yl;

5,6,7,8-tetrahydroimidazo[1,2-b]pyridazin-3-yl;

imidazo[2,1-b][1,3,4]thiadiazol-5-yl;

imidazo[2,1-b][1,3]thiazol-5-yl;

3H-imidazo[4,5-b]pyridin-7-yl;

1H-imidazol-4-yl;

1H-imidazol-5-yl;

1H-indol-2-yl;

1H-indol-3-yl;

1H-indol-4-yl;

1H-indol-7-yl;

isoxazol-4-yl;

1H-pyrazol-4-yl;

1H-pyrazol-5-yl;

1H-pyrazolo[1,5-a]pyrimidin-3-yl;

1H-pyrazolo[3,4-b]pyridin-3-yl;

pyridazin-4-yl;

pyridin-2-yl;

pyridin-3-yl;

pyridin-4-yl;

1H-pyrrolo[2,3-b]pyridin-3-yl;

1H-pyrrolo[2,3-b]pyridin-4-yl;

1H-pyrrolo[2,3-b]pyridin-5-yl;

1H-pyrrolo[2,3-c]pyridin-2-yl;

1H-pyrrolo[2,3-c]pyridin-3-yl;

1H-pyrrolo[3,2-b]pyridin-3-yl;

1H-pyrrolo[3,2-c]pyridin-2-yl;

1H-pyrrolo[3,2-c]pyridin-3-yl;

1,3,4-thiadiazol-2-yl;

1,3-thiazol-5-yl;

[1,2,4]triazolo[4,3-b]pyridazin-7-yl;

[1,2,4]triazolo[4,3-b]pyridazin-8-yl; or

indolizin-3-yl;

or R 3 is

(b) a substituted or unsubstituted heterocycle linked to the rest of the molecule via one of its N atoms, said heterocycle is selected from the group consisting of:

1H-1,2,3-benzotriazol-1-yl;

1H-imidazo[4,5-b]pyridin-1-yl;

3H-imidazo[4,5-b]pyridin-3-yl;

7H-imidazo[4,5-c]pyridazin-7-yl;

1H-indol-1-yl;

2,3-dihydro-1H-indol-1yl;

9H-purin-9-yl;

1H-pyrazolo[3,4-b]pyridin-1-yl;

2H-pyrazolo[3,4-b]pyridin-2-yl;

1H-pyrrolo[2,3-b]pyridin-1-yl;

1H-pyrrolo[3,2-b]pyridin-1-yl;

3,4-dihydroquinolin-1(2H)-yl;

8H-isothiazolo[5,4-b]indol-8-yl;

1H-1,2,4-triazol-1-yl;

1H-pyrrol-1-yl; or

2-chloro-1H-benzimidazol-1-yl,

R 4 in formula (I) is selected from the group comprising or consisting of C 1-12 alkyl optionally substituted by halogen, C 1-4 alkoxy, C 1-4 alkylthio, azido, nitrooxy or an aryl; C 2-12 alkenyl optionally substituted by halogen; C 2-12 alkynyl optionally substituted by halogen; azido; alkoxycarbonylamino; arylsulfonyloxy; a substituted or unsubstituted aryl; or a 3-8 membered substituted or unsubstituted heterocycle; and

R 5 is hydrogen.

2. The compound according to claim 1 , wherein

R 1 and R 2 are hydrogen,

R 3 is a substituted or unsubstituted heterocycle linked to the rest of the molecule via one of its N atoms selected from the group consisting of:

1H-1,2,3-benzotriazol-1-yl;

1H-imidazo[4,5-b]pyridin-1-yl;

3H-imidazo[4,5-b]pyridin-3-yl;

7H-imidazo[4,5-c]pyridazin-7-yl;

1H-indol-1-yl;

2,3-dihydro-1H-indol-1yl;

9H-purin-9-yl;

1H-pyrazolo[3,4-b]pyridin-1-yl;

2H-pyrazolo[3,4-b]pyridin-2-yl;

1H-pyrrolo[2,3-b]pyridin-1-yl;

1H-pyrrolo[3,2-b]pyridin-1-yl;

3,4-dihydroquinolin-1(2H)-yl;

8H-isothiazolo[5,4-b]indol-8-yl;

1H-1,2,4-triazol-1-yl;

1H-pyrrol-1-yl; and

2-chloro-1H-benzimidazol-1-yl;

R 4 is phenyl, 2,3,5-trifluorophenyl or 3-chloro-4-fluorophenyl, and

R 5 is hydrogen.

3. The compound according to claim 1 , wherein R 3 is a substituted or unsubstituted heterocycle linked to the rest of the molecule via one of its C atoms, said heterocycle is selected from the group consisting of:

1H-benzimidazol-6-yl;

1H-benzimidazol-7-yl;

imidazo[1,2-a]pyridin-3-yl;

imidazo[1,2-a]pyrimidin-3-yl;

imidazo[1,2-b][1,2,4]triazin-7-yl;

imidazo[1,2-b]pyridazin-3-yl;

5,6,7,8-tetrahydroimidazo[1,2-b]pyridazin-3-yl;

imidazo[2,1-b][1,3,4]thiadiazol-5-yl;

imidazo[2,1-b][1,3]thiazol-5-yl;

3H-imidazo[4,5-b]pyridin-7-yl;

1H-imidazol-4-yl;

1H-imidazol-5-yl;

1H-indol-2-yl;

1H-indol-3-yl;

1H-indol-4-yl;

1H-indol-7-yl;

isoxazol-4-yl;

1H-pyrazol-4-yl;

1H-pyrazol-5-yl;

1H-pyrazolo[1,5-a]pyrimidin-3-yl;

1H-pyrazolo[3,4-b]pyridin-3-yl;

pyridazin-4-yl;

pyridin-2-yl;

pyridin-3-yl;

pyridin-4-yl;

1H-pyrrolo[2,3-b]pyridin-3-yl;

1H-pyrrolo[2,3-b]pyridin-4-yl;

1H-pyrrolo[2,3-b]pyridin-5-yl;

1H-pyrrolo[2,3-c]pyridin-2-yl;

1H-pyrrolo[2,3-c]pyridin-3-yl;

1H-pyrrolo[3,2-b]pyridin-3-yl;

1H-pyrrolo[3,2-c]pyridin-2-yl;

1H-pyrrolo[3,2-c]pyridin-3-yl;

1,3,4-thiadiazol-2-yl;

1,3-thiazol-5-yl;

[1,2,4]triazolo[4,3-b]pyridazin-7-yl;

[1,2,4]triazolo[4,3-b]pyridazin-8-yl; and

indolizin-3-yl.

4. The compound according to claim 1 , wherein R 3 is a substituted or unsubstituted heterocycle linked to the rest of the molecule via one of its N atoms, said heterocycle is selected from the group consisting of:

1H-1,2,3-benzotriazol-1-yl;

1H-imidazo[4,5-b]pyridin-1-yl;

3H-imidazo[4,5-b]pyridin-3-yl;

7H-imidazo[4,5-c]pyridazin-7-yl;

1H-indol-1-yl;

2,3-dihydro-1H-indol-1yl;

9H-purin-9-yl;

1H-pyrazolo[3,4-b]pyridin-1-yl;

2H-pyrazolo[3,4-b]pyridin-2-yl;

1H-pyrrolo[2,3-b]pyridin-1-yl;

1H-pyrrolo[3,2-b]pyridin-1-yl;

3,4-dihydroquinolin-1(2H)-yl;

8H-isothiazolo[5,4-b]indol-8-yl;

1H-1,2,4-triazol-1-yl;

1H-pyrrol-1-yl; or

2-chloro-1H-benzimidazol-1-yl.

5. The compound according to claim 3 or 4 , wherein R 1 and R 2 are H.

6. The compound according to claim 3 or 4 , wherein R 4 is substituted or unsubstituted phenyl.

7. The compound according to claim 5 , wherein R 4 is substituted or unsubstituted phenyl.

8. The compound according to claim 1 , wherein R 3 is 1,2,4-triazol-1-yl.

9. The compound according to claim 5 , wherein R 3 is 1,2,4-triazol-1-yl.

10. The compound according to claim 7 , wherein R 3 is 1,2,4-triazol-1-yl.

11. The compound according to claim 1 , wherein R 3 is pyrazol-4-yl or pyrazol-5-yl.

12. The compound according to claim 5 , wherein R 3 is pyrazol-4-yl or pyrazol-5-yl.

13. The compound according to claim 7 , wherein R 3 is pyrazol-4-yl or pyrazol-5-yl.