Heterocyclic compound and use of the same

1. A compound represented by general formula (1A):

wherein q is an integer selected from 0, 1, and 2; R 1 is a hydrogen atom, a halogen atom, a C 1-6 alkyl group, a C 1-6 haloalkyl group, a C 3-8 cycloalkyl group, a C 2-6 alkenyl group, a C 2-6 alkynyl group, a C 1-6 alkoxy C 1-6 alkyl group, an aralkyl group which may have one or more substituents, an aryl group which may have one or more substituents, an amino C 1-6 alkyl group which may have one or more substituents, a heterocyclic group which may have one or more substituents, or a heterocyclic C 1-6 alkyl group which may have one or more substituents; R 2 is a hydrogen atom, a halogen atom, a C 1-6 alkyl group, a C 1-6 haloalkyl group, a C 2-8 cycloalkyl group, a C 1-6 alkoxy C 1-6 alkyl group, a C 1-6 alkoxy group, an aryl group which may have one or more substituents, an aryl C 2-6 alkynyl group which may have one or more substituents, a C 2-6 alkenyl group which may have one or more substituents, or an aryl C 2-6 alkenyl group which may have one or more substituents; R 3 is a nitro group, a cyano group, a carbamoyl group, a C 1-6 haloalkyl group, a C 1-6 alkoxy group, a C 1-6 alkoxy C 1-6 alkyl group, a C 2-6 alkynyl group which may have one or more substituents, an aryl C 2-6 alkynyl group which may have one or more substituents, a C 2-6 alkenyl group which may have one or more substituents, an aryl C 2-6 alkenyl group which may have one or more substituents, a C 3-6 cycloalkenyl group, a C 4-6 cycloalkadienyl group, or a heterocyclic group which may have one or more substituents; R 4 is a hydrogen atom, a C 1-6 alkyl group, or a C 3-8 cycloalkyl group; R 5 is a hydrogen atom, a C 1-6 alkyl group, a C 3-8 cycloalkyl group, a C 1-6 alkoxy group, a C 1-6 alkylsulfanyl group, a C 1-6 alkylsulfinyl group, a C 1-6 alkylsulfonyl group, an amino group which may have one or more substituents, a C 1-6 haloalkyl group, a halogen atom, an aralkyl group which may have one or more substituents, a C 2-6 alkynyl group which may have one or more substituents, an aryl C 2-6 alkynyl group which may have one or more substituents, a C 2-6 alkenyl group which may have one or more substituents, an aryl C 2-6 alkenyl group which may have one or more substituents, a heterocyclic group which may have one or more substituents, or an aryl group which may have one or more substituents; R 6 is independently a C 1-6 alkoxy group, a halogen atom, a nitro group, a C 2-6 alkynyl group which may have one or more substituents, or a C 1-6 alkyl group; G and J are each independently a nitrogen atom; W is a single bond, C(O), S(O), S(O) 2 or an oxygen atom; X is a C 1-6 alkylene group; Y is an oxygen atom, or a sulfur atom; and Z is a single bond, an oxygen atom, O(CH 2 )O, O(CH 2 CH 2 )O, O(CH 2 CH 2 CH 2 )O, O(CH 2 )C(O), O(CH 2 CH 2 )C(O), O(CH 2 CH 2 CH 2 )C(O), NH, N(CH 2 ), or N(C 2 H 5 ), or

a pharmaceutically acceptable salt thereof.

2. A compound represented by general formula (2):

wherein R 1 is a hydrogen atom, a halogen atom, a C 1-6 alkyl group, a C 3-8 cycloalkyl group, a C 2-6 alkenyl group, a C 2-6 alkynyl group, an aralkyl group which may have one or more substituents, a C 1-6 alkoxy C 1-6 alkyl group, an aryl group which may have one or more substituents, an amino C 1-6 alkyl group which may have one or more substituents, a heterocyclic group which may have one or more substituents, or a heterocyclic C 1-6 alkyl group which may have one or more substituents; R 2 is a hydrogen atom, a halogen atom, a C 1-6 alkyl group, a C 1-6 haloalkyl group, a C 3-8 cycloalkyl group, a C 1-6 alkoxy C 1-6 alkyl group, a C 1-6 alkoxy group, an aryl group which may have one or more substituents, a C 2-6 alkynyl group which may have one or more substituents, an aryl C 2-6 alkynyl group which may have one or more substituents, a C 2-6 alkenyl group which may have one or more substituents, or an aryl C 2-6 alkenyl group which may have one or more substituents; R 3 is a hydrogen atom, a halogen atom, a nitro group, a cyano group, a carbamoyl group, a carboxyl group, a C 1-6 alkyl group, a C 1-6 haloalkyl group, a C 1-6 alkoxy group, a C 1-6 alkoxy C 1-6 alkyl group, a C 1-6 alkoxycarbonyl group, a C 2-6 alkynyl group which may have one or more substituents, an aryl C 2-6 alkynyl group which may have one or more substituents, a C 2-6 alkenyl group which may have one or more substituents, an aryl C 2-6 alkenyl group which may have one or more substituents, a heterocyclic group which may have one or more substituents, or an aryl group which may have one or more substituents; R 4 is a hydrogen atom, a C 1-6 alkyl group, or a C 3-8 cycloalkyl group; R 5 is a hydrogen atom, a C 1-6 alkyl group, a C 3-8 cycloalkyl group, a C 1-6 alkoxy group, a C 1-6 alkylsulfanyl group, a C 1-6 alkylsulfinyl group, a C 1-6 alkylsulfonyl group, an amino group which may have one or more substituents, a C 1-6 haloalkyl group, a halogen atom, an aralkyl group which may have one or more substituents, a C 2-6 alkynyl group which may have one or more substituents, an aryl C 2-6 alkynyl group which may have one or more substituents, a C 2-6 alkenyl group which may have one or more substituents, an aryl C 2-6 alkenyl group which may have one or more substituents, a heterocyclic group which may have one or more substituents, or an aryl group which may have one or more substituents; G is a nitrogen atom; J is a nitrogen atom; X is a C 1-6 alkylene group; Y is an oxygen atom, or a sulfur atom; and Z is a single bond, an oxygen atom, O(CH 2 )O, O(CH 2 CH 2 )O, O(CH 2 CH 2 CH 2 )O, O(CH 2 )C(O), O(CH 2 CH 2 )C(O), O(CH 2 CH 2 CH 2 )C(O), NH, N(CH 3 ), or N(C 2 H 5 ), or

a pharmaceutically acceptable salt thereof.

3. A compound represented by general formula (3):

wherein R 1 is a hydrogen atom, a C 1-6 alkyl group, a C 3-8 cycloalkyl group, a C 2-6 alkenyl group, a C 2-6 alkynyl group, or an aralkyl group which may have one or more substituents; R 2 is a hydrogen atom, a halogen atom, a C 1-6 alkyl group, a C 1-6 haloalkyl group, a C 1-6 alkoxy C 1-6 alkyl group, a C 1-6 alkoxy group, an aryl group which may have one or more substituents, a C 2-6 alkynyl group which may have one or more substituents, an aryl C 2-6 alkynyl group which may have one or more substituents, a C 2-6 alkenyl group which may have one or more substituents, or an aryl C 2-6 alkenyl group which may have one or more substituents; and R 3 is a hydrogen atom, a halogen atom, a cyano group, a carbamoyl group, a carboxyl group, a C 1-6 alkyl group, a C 1-6 haloalkyl group, a C 1-6 alkoxy group, a C 1-6 alkoxycarbonyl group, a C 2-6 alkynyl group which may have one or more substituents, an aryl C 2-6 alkynyl group which may have one or more substituents, an aryl C 2-6 alkenyl group which may have one or more substituents, a C 2-6 alkenyl group which may have one or more substituents, or an aryl group which may have one or more substituents, or

a pharmaceutically acceptable salt thereof.

4. A compound represented by general formula (4):

wherein p is an integer selected from 0, 1, 2 and 3; R 1 is a hydrogen atom, a C 1-6 alkyl group, a C 3-8 cycloalkyl group, a C 2-6 alkenyl group, a C 2-6 alkynyl group, an aralkyl group which may have one or more substituents, an amino C 1-6 alkyl group which may have one or more substituents, a heterocyclic group which may have one or more substituents, or a heterocyclic C 1-6 alkyl group which may have one or more substituents; R 2 is a hydrogen atom, a C 1-6 alkyl group, a C 1-6 haloalkyl group, or a halogen atom; R 3 is independently a halogen atom, a C 1-6 haloalkyl group, a C 1-6 alkyl group, a C 1-6 alkoxy group, or a C 1-6 haloalkoxy group; R 4 is a hydrogen atom or a C 1-6 alkyl group; R 5 is a hydrogen atom, a C 1-6 alkyl group, a C 3-8 cycloalkyl group, a C 1-6 haloalkyl group, or a halogen atom; X is a C 1-6 alkylene group; Y is an oxygen atom or a sulfur atom; and Z is a single bond, an oxygen atom, O(CH 2 )O, O(CH 2 CH 2 )O, O(CH 2 )C(O), O(CH 2 CH 2 )C(O), NH, N(CH 3 ), or N(C 2 H 5 ), or

a pharmaceutically acceptable salt thereof.

5. The compound or a pharmaceutically acceptable salt thereof according to claim 4 , wherein R 1 is a hydrogen atom or a C 1-6 alkyl group; R 2 is a hydrogen atom or a C 1-6 alkyl group; R 3 is a halogen atom, a C 1-6 haloalkyl group, or a C 1-6 alkyl group; R 5 is a hydrogen atom or a C 1-6 alkyl group; and Z is an oxygen atom.

6. A compound represented by general formula (5):

wherein p is an integer selected from 0, 1, 2 and 3, R 1 is a hydrogen atom or a C 1-6 alkyl group; R 2 is a hydrogen atom, a halogen atom, a C 1-6 alkyl group, or a C 1-6 haloalkyl group; and R 3 is independently a halogen atom, a C 1-6 alkyl group, or a C 1-6 haloalkyl group, or

a pharmaceutically acceptable salt thereof.

7. The compound or a pharmaceutically acceptable salt thereof according to claim 6 , wherein R 2 is a hydrogen atom or a C 1-6 alkyl group.

8. A compound represented by general formula (6):

wherein R 1 is a hydrogen atom or a C 1-6 alkyl group; R 2 is a hydrogen atom or a C 1-6 alkyl group; and R 3 is a hydrogen atom, a halogen atom, a C 1-6 alkyl group, or a C 1-6 haloalkyl group, or

a pharmaceutically acceptable salt thereof.

9. The compound or a pharmaceutically acceptable salt thereof according to claim 4 , wherein R 1 is a C 1-6 alkyl group; R 2 is a C 1-6 alkyl group; and R 3 is a halogen atom or a C 1-6 haloalkyl group.

10. The compound or a pharmaceutically acceptable salt thereof according to claim 4 , wherein R 1 is a methyl group or an ethyl group; R 2 is a methyl group or an ethyl group; and R 3 is a fluorine atom, a chlorine atom, or a trifluoromethyl group.

11. A compound represented by general formula (7):

wherein R 1 is a methyl group or an ethyl group; and R 2 is a methyl group or an ethyl group, or

a pharmaceutically acceptable salt thereof.

12. A compound selected from the group consisting of:

methyl 5-(6-methyl-5-{[4-(trifluoromethyl)phenyl]ethynyl}pyrimidin-4-ylaminomethyl)-2-furancarboxylate; and

ethyl 5-(6-methyl-5-{[4-(trifluoromethyl)phenyl]ethynyl}pyrimidin-4-ylaminomethyl)-2-furancarboxylate, or

a pharmaceutically acceptable salt thereof.

13. A compound selected from the group consisting of:

methyl 5-(5-{[4-(trifluoromethyl)phenyl]ethynyl}pyrimidin-4-ylaminomethyl)-2-furancarboxylate; and

ethyl 5-(5-{[4-(trifluoromethyl)phenyl]ethynyl}pyrimidin-4-ylaminomethyl)-2-furancarboxylate, or

a pharmaceutically acceptable salt thereof.

14. A compound selected from the group consisting of:

methyl 5-(2-isopropyl-6-methyl-5-{[4-(trifluoromethyl)phenyl]ethynyl}pyrimidin-4-ylaminomethyl)-2-furancarboxylate;

ethyl 5-(2-isopropyl-6-methyl-5-{[4-(trifluoromethyl)phenyl]ethynyl}pyrimidin-4-ylaminomethyl)-2-furancarboxylate;

methyl 5-(2,6-dimethyl-5-{[4-(trifluoromethyl)phenyl]ethynyl}pyrimidin-4-ylaminomethyl)-2-furancarboxylate; and

ethyl 5-(2,6-dimethyl-5-{[4-(trifluoromethyl)phenyl]ethynyl}pyrimidin-4-ylaminomethyl)-2-furancarboxylate, or

a pharmaceutically acceptable salt thereof.

15. A pharmaceutical composition containing the compound or a pharmaceutically acceptable salt thereof according to claim 1 .

16. The compound or a pharmaceutically acceptable salt thereof according to claim 6 , wherein R 1 is a C 1-6 alkyl group; R 2 is a C 1-6 alkyl group; and R 3 is a halogen atom or a C 1-6 haloalkyl group.

17. The compound or a pharmaceutically acceptable salt thereof according to claim 6 , wherein R 1 is a methyl group or an ethyl group; R 2 is a methyl group or an ethyl group; and R 3 is a fluorine atom, a chlorine atom, or a trifluoromethyl group.

18. The compound or a pharmaceutically acceptable salt thereof according to claim 8 , wherein R 1 is a C 1-6 alkyl group; R 2 is a C 1-6 alkyl group; and R 3 is a halogen atom or a C 1-6 haloalkyl group.

19. The compound or a pharmaceutically acceptable salt thereof according to claim 8 , wherein R 1 is a methyl group or an ethyl group; R 2 is a methyl group or an ethyl group; and R 3 is a fluorine atom, a chlorine atom, or a trifluoromethyl group.