AMIDE COMPOUND

• US 20090163508A1
• Filed: 10/09/2008
• Published: 06/25/2009
• Est. Priority Date: 10/10/2007
• Status: Abandoned Application

• Current Assignee: Takeda Pharmaceutical Company Limited
• Original Assignee: Takeda Pharmaceutical Company Limited
• Inventors: KORI, Masakuni, Kouno, Mitsunori
• Application Number:
  US12/248,730
• Publication Number:
  US 20090163508A1
• Time in Patent Office: Days
• US Class Current: 514/252.20
• CPC Class Codes: A61P 25/00 Drugs for disorders of the nervous system
• CPC Class Codes: A61P 25/02 for peripheral neuropathies
• CPC Class Codes: A61P 25/04 Centrally acting analgesics, e.g. opioids
• CPC Class Codes: A61P 25/18 Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
• CPC Class Codes: A61P 25/22 Anxiolytics
• CPC Class Codes: A61P 25/24 Antidepressants
• CPC Class Codes: A61P 29/00 Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
• CPC Class Codes: A61P 43/00 Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
• CPC Class Codes: C07D 213/74 Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals
• CPC Class Codes: C07D 213/75 Amino or imino radicals, acylated by carboxylic or carbonic acids, or by sulfur or nitrogen analogues thereof, e.g. carbamates
• CPC Class Codes: C07D 231/40 Acylated on said nitrogen atom
• CPC Class Codes: C07D 237/20 Nitrogen atoms nitro radicals C07D237/12
• CPC Class Codes: C07D 241/20 Nitrogen atoms nitro radicals C07D241/16
• CPC Class Codes: C07D 261/14 Nitrogen atoms
• CPC Class Codes: C07D 295/205 Radicals derived from carbonic acid
• CPC Class Codes: C07D 401/12 linked by a chain containing hetero atoms as chain links
• CPC Class Codes: C07D 403/12 linked by a chain containing hetero atoms as chain links
• CPC Class Codes: C07D 413/12 linked by a chain containing hetero atoms as chain links

Abstract

An object of the present invention is to provide a novel fused-ring compound which has a FAAH inhibitory effect and is useful as an analgesic.

The present invention relates to a compound represented by formula (I):

wherein symbols are as defined in the specification, or salt thereof.

Claims

1. A compound represented by formula (I):

2. The compound according to claim 1, wherein R is an aromatic hydrocarbon or aromatic heterocyclic group which may be substituted by one or more substituents selected from halogen and a C_1-6 alkyl group which may be halogenated.

3. The compound according to claim 1, wherein R is a phenyl or 5- to 10-membered aromatic heterocyclic group which may be substituted by one or more C_1-6 alkyl groups.

4. The compound according to claim 1, wherein the moiety represented by the formula:

5. The compound according to claim 1, wherein ring B is a phenyl group substituted by one or more halogen atoms.

6. The compound according to claim 1, wherein R is a phenyl or 5- to 10-membered aromatic heterocyclic group which may be substituted by one or more C_1-6 alkyl groups, the moiety represented by the formula:

7. The compound according to claim 1, wherein R is an isoxazolyl, pyridazinyl, pyridinyl, or phenyl group which may be substituted by one or more methyl groups,

the moiety represented by the formula:

8. The compound according to claim 1, wherein R is an isoxazolyl group which may be substituted by one or more methyl groups,

the moiety represented by the formula:

9. The compound according to claim 1, wherein the moiety represented by the formula:

10. The compound according to claim 1, wherein R is a phenyl or 5- to 10-membered aromatic heterocyclic group which may be substituted by one or more C_1-6 alkyl groups, and

the moiety represented by the formula:

11. The compound according to claim 1, wherein R is an isoxazolyl, pyridazinyl, pyridinyl, or phenyl group which may be substituted by one or more methyl groups,

the moiety represented by the formula:

12. The compound according to claim 1, wherein R is a pyridazinyl or pyridinyl group,

the moiety represented by the formula:

20. A prodrug of the compound according to claim 1.

21. A medicine comprising the compound according to claim 1 or the prodrug according to claim 20.

22. The medicine according to claim 21, which is a FAAH inhibitor.

23. The medicine according to claim 21, which is a prophylatic or therapeutic agent for anxiety or depression, or an analgesic.

24. The medicine according to claim 21, which is a prophylactic or therapeutic agent for inflammatory pain or neuropathic pain.

25. A FAAH inhibitory method characterized by administering to a mammal the effective amount of compound according to claim 1, or a prodrug thereof.

26. A method of prophylaxis or treatment for anxiety, or depression, or of pain relief characterized by administering to a mammal the effective amount of compound according to claim 1, or a prodrug thereof.

27. A method of prophylaxis or treatment for inflammatory pain or neuropathic pain characterized by administering to a mammal the effective amount of compound according to claim 1, or a prodrug thereof.

28. Use of the compound according to claim 1, or a prodrug thereof, for the manufacture of a FAAH inhibitor.

29. Use of the compound according to claim 1, or a prodrug thereof, for the manufacture a prophylactic or therapeutic agent for anxiety or depression, or an analgesic.

30. Use of the compound according to claim 1, or a prodrug thereof, for the manufacture a prophylactic or therapeutic agent for inflammatory pain or neuropathic pain.

13. 4-[2-2,3-difluorophenyl)pyrimidin-2-yl]-N-3,4-dimethylisoxazol-5-yl)piperazine-1-carboxamide or salt thereof.

14. 4-[6-(2,4-difluorophenyl)pyrazin-2-yl]-N-(3,4-dimethylisoxazol-5-yl)piperazine-1-carboxamide or salt thereof.

15. 4-[4-(2,4-difluorophenyl)pyrimidin-2-yl]-N-pyridin-3-ylpiperazine-1-carboxamide or salt thereof.

16. 4-[4-(2,4-difluorophenyl)pyrimidin-2-yl]-N-(3,4-dimethylisoxazol-5-yl)piperazine-1-carboxamide or salt thereof.

17. 4-[6-(2,4-difluorophenyl)pyrimidin-4-yl]-N-(3,4-dimethylisoxazol-5-yl)piperazine-1-carboxamide or salt thereof.

18. 4-(4-phenylpyrimidin-2-yl)-N-pyridin-3-ylpiperazine-1-carboxamide or salt thereof.

19. 4-(4-phenylpyrimidin-2-yl)-N-pyridazin-3-ylpiperazine-1-carboxamide or salt thereof.