Title:
1,4-SUBSTITUTED PIPERAZINE DERIVATIVE
Document Type and Number:
WIPO Patent Application WO/2006/109817
Kind Code:
A1
Abstract:
A compound represented by the formula (I) or a pharmaceutically acceptable salt thereof: (I) wherein R1 represents a branched alkyl group having 3 to 9 carbon atoms or the like; R2 represents a 6-membered heteroaryl group having 1 or 2 nitrogen atoms or the like; R3 represents a hydrogen atom, an alkanoylamino group or the like; R4 represents a hydrogen atom, a lower alkyl group or the like; X1 represents an oxygen or sulfur atom; X2 represents an oxygen atom or a single bond; and m is an integer of 0 to 4. This compound has a metabotropic glutamate receptor 1 inhibitory effect, and therefore is useful for the treatment of a brain disorder such as convulsion, acute pain, inflammatory pain, chronic pain, cerebral infraction or transient cerebral ischemic attack, a mental dysfunction such as schizophrenia, and a disease such as anxiety and drug addiction.
Inventors:
SATOH ATSUSHI (JP)
KAWAMOTO HIROSHI (JP)
KIMURA TOSHIFUMI (JP)
SUZUKI GENTAROH (JP)
SATO AKIO (JP)
OHTA HISASHI (JP)
KAWAMOTO HIROSHI (JP)
KIMURA TOSHIFUMI (JP)
SUZUKI GENTAROH (JP)
SATO AKIO (JP)
OHTA HISASHI (JP)
Application Number:
PCT/JP2006/307691
Publication Date:
October 19, 2006
Filing Date:
April 05, 2006
Export Citation:
Assignee:
BANYU PHARMA CO LTD (JP)
SATOH ATSUSHI (JP)
KAWAMOTO HIROSHI (JP)
KIMURA TOSHIFUMI (JP)
SUZUKI GENTAROH (JP)
SATO AKIO (JP)
OHTA HISASHI (JP)
SATOH ATSUSHI (JP)
KAWAMOTO HIROSHI (JP)
KIMURA TOSHIFUMI (JP)
SUZUKI GENTAROH (JP)
SATO AKIO (JP)
OHTA HISASHI (JP)
International Classes:
C07D213/74; A61K31/496; A61K31/501; A61K31/506; A61P1/00; A61P9/10; A61P25/04; A61P25/08; A61P25/16; A61P25/22; A61P25/28; A61P25/30; C07D213/75; C07D213/79; C07D213/84; C07D237/20; C07D239/42; C07D249/08; C07D263/58; C07D271/06; C07D277/20; C07D277/42; C07D401/04; C07D413/04; C07D417/04
Domestic Patent References:
| WO2004014370A2 | 2004-02-19 | |||
| WO2003093236A1 | 2003-11-13 | |||
| WO2006004142A1 | 2006-01-12 |
Other References:
CHILMONCZYK Z. ET AL.: "Synthesis, Pharmacological Properties and SAR of New 1,4-Disubstituted Piperazine Derivatives with Hypnotic-Sedative Activity", POLISH JOURNAL OF CHEMISTRY, vol. 78, no. 8, 2004, pages 1027 - 1037, XP003005833
MA Z. ET AL.: "Synthesis of acylates of nitridazole and its analogs as schistosomicides", YAOXUE XUEBAO, vol. 24, no. 6, 1989, pages 476 - 480, XP003005834
JI J. ET AL.: "Selective Amination of Polyhalopyridines Catalyzed by a Palladium-Xantphos Complex", ORGANIC LETTERS, vol. 5, no. 24, 2003, pages 4611 - 4614, XP003005835
EVINDAR G. ET AL.: "Copper- and Palladium-Catalyzed Intramolecular Aryl Guanidinylation: An Efficient Method for the Synthesis of 2-Aminobenzimidazoles", ORGANIC LETTERS, vol. 5, no. 2, 2003, pages 133 - 136, XP002373113
ROMERO D.L. ET AL.: "Discovery, Synthesis, and Bioactivity of Bis(heteroaryl)piperazines. 1. A Novel Class of Non-Nucleoside HIV-1 Reverse Transcriptase Inhibitors", JOURNAL OF MEDICINAL CHEMISTRY, vol. 37, no. 7, 1994, pages 999 - 1014, XP002186760
HONG Y. ET AL.: "Palladium catalyzed amination of 2-chloro-1,3-azole derivatives: mild entry to potent H1-antihistaminic norastemizole", TETRAHEDRON LETTERS, vol. 38, no. 32, 1997, pages 5607 - 5610, XP002387468
JOYCE L.L. ET AL.: "Copper- and palladium-catalyzed intramolecular C-S bond formation: a convenient synthesis of 2-aminobenzothiazoles", CHEMICAL COMMUNICATIONS, vol. 4, 2004, pages 446 - 447, XP003005836
MA Z. ET AL.: "Synthesis of acylates of nitridazole and its analogs as schistosomicides", YAOXUE XUEBAO, vol. 24, no. 6, 1989, pages 476 - 480, XP003005834
JI J. ET AL.: "Selective Amination of Polyhalopyridines Catalyzed by a Palladium-Xantphos Complex", ORGANIC LETTERS, vol. 5, no. 24, 2003, pages 4611 - 4614, XP003005835
EVINDAR G. ET AL.: "Copper- and Palladium-Catalyzed Intramolecular Aryl Guanidinylation: An Efficient Method for the Synthesis of 2-Aminobenzimidazoles", ORGANIC LETTERS, vol. 5, no. 2, 2003, pages 133 - 136, XP002373113
ROMERO D.L. ET AL.: "Discovery, Synthesis, and Bioactivity of Bis(heteroaryl)piperazines. 1. A Novel Class of Non-Nucleoside HIV-1 Reverse Transcriptase Inhibitors", JOURNAL OF MEDICINAL CHEMISTRY, vol. 37, no. 7, 1994, pages 999 - 1014, XP002186760
HONG Y. ET AL.: "Palladium catalyzed amination of 2-chloro-1,3-azole derivatives: mild entry to potent H1-antihistaminic norastemizole", TETRAHEDRON LETTERS, vol. 38, no. 32, 1997, pages 5607 - 5610, XP002387468
JOYCE L.L. ET AL.: "Copper- and palladium-catalyzed intramolecular C-S bond formation: a convenient synthesis of 2-aminobenzothiazoles", CHEMICAL COMMUNICATIONS, vol. 4, 2004, pages 446 - 447, XP003005836
Attorney, Agent or Firm:
BANYU PHARMACEUTICAL CO., LTD. (Kudan-kita 1-chome Chiyoda-k, Tokyo 67, JP)
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