Claims
- 1. A compound of formula I
- 2. The compound according to claim 1 wherein m is 1.
- 3. The compound according to claim 1 wherein Y is CR5 and R5 is a group M.
- 4. The compound according to claim 1 wherein W is N; Q is CR7; and R7 is a group M.
- 5. The compound according to claim 2 wherein wherein Y is CR5 and R5 is a group M.
- 6. The compound according to claim 2 wherein W is N; Q is CR7; and R7 is a group M
- 7. The compound according to claim 2 wherein R1 is an optionally substituted phenyl, naphthyl or heteroaryl group
- 8. The compound according to claim 7 wherein R5 or R7 is a group M.
- 9. The compound according to claim 1 selected from the group consisting of:
5-(4-benzylpiperazin-1-yl)-3-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine; 5-(4-methylpiperazin-1-yl)-3-(phenylsulfonyl)-1H-pyrrolo[2,3-c]pyridine; 3-(phenylsulfonyl)-5-(4-propylpiperazin-1-yl)-1H-pyrrolo[2,3-b]pyridine; 3-(phenylsulfonyl)-5-piperazin-1-yl-1H-pyrrolo[2,3-b]pyridine; 3[-(3-cyanophenyl)sulfonyl]-5-piperazin-1-yl-1H-pyrrolo[2,3-b]pyridine; 5-(4-benzylpiperazin-1-yl)-3-[(1-naphthyl)sulfonyl]-1H-pyrrolo[3,2-c]pyridine; 5-(4-methylpiperazin-1-yl)-3-[(2-naphthyl)sulfonyl]-1H-pyrrolo[3,2-b]pyridine; 3-[(2-chloro-4-fluorophenyl)sulfonyl]-5-(4-propylpiperazin-1-yl)-1H-pyrrolo[2,3-b]pyridine; 1-methyl-3-(phenylsulfonyl)-5-piperazin-1-yl-1H-pyrrolo[3,2-b]pyridine; 1-phenyl-3-(phenylsulfonyl)-5-piperazin-1-yl-1H-pyrrolo[2,3-c]pyridine; 5-(4-benzylpiperazin-1-yl)-3-[(3-fluorophenyl)sulfonyl]-1H-pyrrolo[3,2-c]pyridine; 3-[(4-fluorophenyl)sulfonyl]-5-(4-methylpiperazin-1-yl)-1H-pyrrolo[3,2-b]pyridine; 3-[(2-chlorophenyl)sulfonyl]-5-(4-propylpiperazin-1-yl)-1H-pyrrolo[2,3-b]pyridine; 3-[(4-aminophenyl)sulfonyl]-5-piperazin-1-yl-1H-pyrrolo[2,3-b]pyridine; 2-methyl-3-(phenylsulfonyl)-5-piperazin-1-yl-1H-pyrrolo[2,3-b]pyridine; 4-chloro-3-(phenylsulfonyl)-5-piperazin-1-yl-1H-pyrrolo[2,3-b]pyridine; 7-fluoro-3-(phenylsulfonyl)-5-piperazin-1-yl-1H-pyrrolo[2,3-b]pyridine; 6-fluoro-3-(phenylsulfonyl)-5-piperazin-1-yl-1H-pyrrolo[2,3-c]pyridine; 6-(4-benzylpiperazin-1-yl)-3-(phenylsulfonyl)-1H-pyrrolo[3,2-c]pyridine; 6-(4-methylpiperazin-1-yl)-3-(phenylsulfonyl)-1H-pyrrolo[3,2-b]pyridine; 3-(phenylsulfonyl)-6-(4-propylpiperazin-1-yl)-1H-pyrrolo[2,3-b]pyridine; 3-(phenylsulfonyl)-6-piperazin-1-yl-1H-pyrrolo[2,3-b]pyridine; 4-(4-benzylpiperazin-1-yl)-3-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine; 4-(4-methylpiperazin-1-yl)-3-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine; 3-(phenylsulfonyl)-4-(4-propylpiperazin-1-yl)-1H-pyrrolo[3,2-c]pyridine; 3-(phenylsulfonyl)-4-piperazin-1-yl-1H-pyrrolo[3,2-b]pyridine; 3-(phenylsulfonyl)-7-piperazin-1-yl-1H-pyrazolo[4,3-b]pyridine; 3-[(1-naphthyl)sulfonyl]-5-piperazin-1-yl-1H-pyrazolo[4,3-b]pyridine; 3-(phenylsulfonyl)-5-piperazin-1-yl-1H-pyrazolo[4,3-b]pyridine; 3-[(3-fluorophenyl)sulfonyl]-5-piperazin-1-yl-1H-pyrazolo[4,3-b]pyridine; 3-[(3-fluorophenyl)sulfonyl]-7-piperazin-1-yl-1H-pyrazolo[4,3-b]pyridine; 3-(phenylsulfonyl)-7-piperazin-1-yl-1H-pyrazolo[3,4-c]pyridine; 3-[(1-naphthyl)sulfonyl]-7-piperazin-1-yl-1H-pyrazolo[3,4-c]pyridine; 3-(2-thienylsulfonyl)-7-piperazin-1-yl-1H-pyrazolo[3,4-c]pyridine; 3-[(3-fluorophenyl)sulfonyl]-1-methyl-7-piperazin-1-yl-1H-pyrazolo[3,4-c]pyridine; 3-[(3-fluorophenyl)sulfonyl]-7-piperazin-1-yl-1H-pyrazolo[3,4-c]pyridine; 3-(phenylsulfonyl)-5-piperazin-1-yl-1H-pyrazolo[3,4-c]pyridine; 3-[(1-naphthyl)sulfonyl]-5-piperazin-1-yl-1H-pyrazolo[3,4-c]pyridine; 3-(phenylsulfonyl)-7-piperazin-1-yl-1H-pyrazolo[4,3-c]pyridine; 3-[(1-naphthyl)sulfonyl]-7-piperazin-1-yl-1H-pyrazolo[4,3-c]pyridine; 3-(2-thienylsulfonyl)-7-piperazin-1-yl-1H-pyrazolo[4,3-c]pyridine; 3-[(3-fluorophenyl)sulfonyl]-1-methyl-7-piperazin-1-yl-1H-pyrazolo[4,3-c]pyridine; 3-[(3-fluorophenyl)sulfonyl]-7-piperazin-1-yl-1H-pyrazolo[4,3-c]pyridine; 3-(phenylsulfonyl)-5-piperazin-1-yl-1H-pyrazolo[3,4-b]pyridine; 3-[(1-naphthyl)sulfonyl]-5-piperazin-1-yl-1H-pyrazolo[3,4-b]pyridine; 3-(2-thienylsulfonyl)-5-piperazin-1-yl-1H-pyrazolo[3,4-b]pyridine; 3-[(3-fluorophenyl)sulfonyl]-1-methyl-5-piperazin-1-yl-1H-pyrazolo[3,4-b]pyridine; 3-[(3-fluorophenyl)sulfonyl]-5-piperazin-1-yl-1H-pyrazolo[3,4-b]pyridine; a stereoisomer thereof; and a pharmaceutically acceptable salt thereof.
- 10. A method for the treatment of a central nervous system disorder related to or affected by the 5-HT6 receptor in a patient in need thereof which comprises providing to said patient a therapeutically effective amount of a compound of formula I
- 11. The method according to claim 10 wherein said disorder is a motor disorder, anxiety disorder or cognitive disorder.
- 12. The method according to claim 10 wherein said disorder is a neurodegenerative disorder.
- 13. The method according to claim 11 wherein said disorder is selected from the group consisting of: attention deficit disorder; obsessive compulsive disorder; and withdrawal from drug, alcohol or nicotine addiction; schizophrenia; depression; and Alzheimer's disease.
- 14. The method according to claim 12 wherein said disorder is selected from the group consisting of stroke; head trauma; and neuropathic pain.
- 15. A pharmaceutical composition which comprises a pharmaceutically acceptable carrier and an effective amount of a compound of formula I
- 16. The composition according to claim 15 having a formula I compound wherein m is 1.
- 17. The composition according to claim 16 having a formula I compound wherein Y is CR5 and R5 is a group M.
- 18. The composition according to claim 16 having a formula I compound wherein W is N; Q is CR7; and R7 is a group M.
- 19. The composition according to claim 16 having a formula I compound wherein R1 is an optionally substituted phenyl, naphthyl or heteroaryl group.
- 20. The composition according to claim 15 having a formula I compound selected from the group consisting of:
5-(4-benzylpiperazin-1-yl)-3-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine; 5-(4-methylpiperazin-1-yl)-3-(phenylsulfonyl)-1H-pyrrolo[2,3-c]pyridine; 3-(phenylsulfonyl)-5-(4-propylpiperazin-1-yl)-1H-pyrrolo[2,3-b]pyridine; 3-(phenylsulfonyl)-5-piperazin-1-yl-1H-pyrrolo[2,3-b]pyridine; 3[-(3-cyanophenyl)sulfonyl]-5-piperazin-1-yl-1H-pyrrolo[2,3-b]pyridine; 5-(4-benzylpiperazin-1-yl)-3-[(1-naphthyl)sulfonyl]-1H-pyrrolo[3,2-c]pyridine; 5-(4-methylpiperazin-1-yl)-3-[(2-naphthyl)sulfonyl]-1H-pyrrolo[3,2-b]pyridine; 3-[(2-chloro-4-fluorophenyl)sulfonyl]-5-(4-propylpiperazin-1-yl)-1H-pyrrolo[2,3-b]pyridine; 1-methyl-3-(phenylsulfonyl)-5-piperazin-1-yl-1H-pyrrolo[3,2-b]pyridine; 1-phenyl-3-(phenylsulfonyl)-5-piperazin-1-yl-1H-pyrrolo[2,3-c]pyridine; 5-(4-benzylpiperazin-1-yl)-3-[(3-fluorophenyl)sulfonyl]-1H-pyrrolo[3,2-c]pyridine; 3-[(4-fluorophenyl)sulfonyl]-5-(4-methylpiperazin-1-yl)-1H-pyrrolo[3,2-b]pyridine; 3-[(2-chlorophenyl)sulfonyl]-5-(4-propylpiperazin-1-yl)-1H-pyrrolo[2,3-b]pyridine; 3-[(4-aminophenyl)sulfonyl]-5-piperazin-1-yl-1H-pyrrolo[2,3-b]pyridine; 2-methyl-3-(phenylsulfonyl)-5-piperazin-1-yl-1H-pyrrolo[2,3-b]pyridine; 4-chloro-3-(phenylsulfonyl)-5-piperazin-1-yl-1H-pyrrolo[2,3-b]pyridine; 7-fluoro-3-(phenylsulfonyl)-5-piperazin-1-yl-1H-pyrrolo[2,3-b]pyridine; 6-fluoro-3-(phenylsulfonyl)-5-piperazin-1-yl-1H-pyrrolo[2,3-c]pyridine; 6-(4-benzylpiperazin-1-yl)-3-(phenylsulfonyl)-1H-pyrrolo[3,2-c]pyridine; 6-(4-methylpiperazin-1-yl)-3-(phenylsulfonyl)-1H-pyrrolo[3,2-b]pyridine; 3-(phenylsulfonyl)-6-(4-propylpiperazin-1-yl)-1H-pyrrolo[2,3-b]pyridine; 3-(phenylsulfonyl)-6-piperazin-1-yl-1H-pyrrolo[2,3-b]pyridine; 4-(4-benzylpiperazin-1-yl)-3-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine; 4-(4-methylpiperazin-1-yl)-3-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine; 3-(phenylsulfonyl)-4-(4-propylpiperazin-1-yl)-1H-pyrrolo[3,2-c]pyridine; 3-(phenylsulfonyl)-4-piperazin-1-yl-1H-pyrrolo[3,2-b]pyridine; 3-(phenylsulfonyl)-7-piperazin-1-yl-1H-pyrazolo[4,3-b]pyridine; 3-[(1-naphthyl)sulfonyl]-5-piperazin-1-yl-1H-pyrazolo[4,3-b]pyridine; 3-(phenylsulfonyl)-5-piperazin-1-yl-1H-pyrazolo[4,3-b]pyridine; 3-[(3-fluorophenyl)sulfonyl]-5-piperazin-1-yl-1H-pyrazolo[4,3-b]pyridine; 3-[(3-fluorophenyl)sulfonyl]-7-piperazin-1-yl-1H-pyrazolo[4,3-b]pyridine; 3-(phenylsulfonyl)-7-piperazin-1-yl-1H-pyrazolo[3,4-c]pyridine; 3-[(1-naphthyl)sulfonyl]-7-piperazin-1-yl-1H-pyrazolo[3,4-c]pyridine; 3-(2-thienyisulfonyl)-7-piperazin-1-yl-1H-pyrazolo[3,4-c]pyridine; 3-[(3-fluorophenyl)sulfonyl]-1-methyl-7-piperazin-1-yl-1H-pyrazolo[3,4-c]pyridine; 3-[(3-fluorophenyl)sulfonyl]-7-piperazin-1-yl-1H-pyrazolo[3,4-c]pyridine; 3-(phenylsulfonyl)-5-piperazin-1-yl-1H-pyrazolo[3,4-c]pyridine; 3-[(1-naphthyl)sulfonyl]-5-piperazin-1-yl-1H-pyrazolo[3,4-c]pyridine; 3-(phenylsulfonyl)-7-piperazin-1-yl-1H-pyrazolo[4,3-c]pyridine; 3-[(1-naphthyl)sulfonyl]-7-piperazin-1-yl-1H-pyrazolo[4,3-c]pyridine; 3-(2-thienyisulfonyl)-7-piperazin-1-yl-1H-pyrazolo[4,3-c]pyridine; 3-[(3-fluorophenyl)sulfonyl]-1-methyl-7-piperazin-1-yl-1H-pyrazolo[4,3-c]pyridine; 3-[(3-fluorophenyl)sulfonyl]-7-piperazin-1-yl-1H-pyrazolo[4,3-c]pyridine; 3-(phenylsulfonyl)-5-piperazin-1-yl-1H-pyrazolo[3,4-b]pyridine; 3-[(1-naphthyl)sulfonyl]-5-piperazin-1-yl-1H-pyrazolo[3,4-b]pyridine; 3-(2-thienylsulfonyl)-5-piperazin-1-yl-1H-pyrazolo[3,4-b]pyridine; 3-[(3-fluorophenyl)sulfonyl]-1-methyl-5-piperazin-1-yl-1H-pyrazolo[3,4-b]pyridine; 3-[(3-fluorophenyl)sulfonyl]-5-piperazin-1-yl-1H-pyrazolo[3,4-b]pyridine; a stereoisomer thereof; and a pharmaceutically acceptable salt thereof.
BACKGROUND OF THE INVENTION
[0001] This application claims priority from provisional application No. 60/447515 filed on Feb. 14, 2003, the entire disclosure of which is hereby incorporated by reference.
Provisional Applications (1)
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Number |
Date |
Country |
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60447515 |
Feb 2003 |
US |