Title:
4-ALKYNYL IMIDAZOLE DERIVATIVE AND MEDICINE COMPRISING SAME AS ACTIVE INGREDIENT
Document Type and Number:
WIPO Patent Application WO/2014/200075
Kind Code:
A1
Abstract:
Provided are 4-alkynyl imidazole derivatives represented by general formula (I) and pharmacologically permissible salts thereof. The derivatives have excellent EP4 receptor antagonist effects and are useful as medicines for treating diseases associated with EP4 receptors, for example, anti-inflammatory agents and/or analgesics for inflammatory diseases and diseases associated with various kinds of pain, and also as medicines for treating immune diseases that occur as a result of Th1 cell and/or Th17 cell activation, which causes tissue destruction and gives rise to inflammation.
Inventors:
IKEGAMI SATORU (JP)
WATANABE ATSUSHI (JP)
HIRANO KIMIO (JP)
OHYAMA TADASHI (JP)
WATANABE ATSUSHI (JP)
HIRANO KIMIO (JP)
OHYAMA TADASHI (JP)
Application Number:
PCT/JP2014/065643
Publication Date:
December 18, 2014
Filing Date:
June 12, 2014
Export Citation:
Assignee:
KAKEN PHARMA CO LTD (JP)
International Classes:
A61K31/4164; C07D233/90; A61K31/4174; A61K31/4178; A61K31/4245; A61K31/4439; A61P19/00; A61P19/02; A61P21/00; A61P25/04; A61P29/00; A61P43/00; C07D401/06; C07D401/12; C07D403/12; C07D413/12
Domestic Patent References:
| WO2012039972A1 | 2012-03-29 | |||
| WO2012103071A2 | 2012-08-02 | |||
| WO2005021508A1 | 2005-03-10 | |||
| WO2005105732A1 | 2005-11-10 | |||
| WO2005105733A1 | 2005-11-10 | |||
| WO2007121578A1 | 2007-11-01 | |||
| WO2007143825A1 | 2007-12-21 | |||
| WO2008104055A1 | 2008-09-04 | |||
| WO2008017164A1 | 2008-02-14 | |||
| WO2009005076A1 | 2009-01-08 | |||
| WO2009139373A1 | 2009-11-19 | |||
| WO2012039972A1 | 2012-03-29 | |||
| WO2012103071A2 | 2012-08-02 | |||
| WO2003099857A1 | 2003-12-04 |
Foreign References:
| JP2010519260A | 2010-06-03 |
Other References:
DATABASE REGISTRY [online] 16 November 1984 (1984-11-16), "1H-IMIDAZOLE, 5-ETHYNYL-1-METHYL- (CA INDEX NAME)", XP055300493, retrieved from STN Database accession no. 71759-92-7
SAKATA D ET AL., J PHARMACOL SCI, vol. 112, 2010, pages 1 - 5
YAO C ET AL., NATURE MEDICINE, vol. 15, 2009, pages 633 - 640
KENZO MURAMOTO: "The regulation of immune response by a novel synthetic compound E6201 and EP4 antagonists and their pharmacological effects", REPOSITORY OF KUMAMOTO UNIVERSITY, 4 January 2011 (2011-01-04), Retrieved from the Internet
GREENE; WUTS: "Protective Groups in Organic Synthesis", 1999
"Handbook on How to Select and Use NSAIDs", YODOSHA
CLARK P ET AL., J PHARMACOL EXP THER, vol. 325, 2008, pages 425 - 434
THAMPATTY BP ET AL., GENE, vol. 386, 2007, pages 154 - 161
PETRI M ET AL., J RHEUMATOL, vol. 31, 2004, pages 1614 - 1620
ST-JACQUES B ET AL., J NEUROCHEM, vol. 118, 2011, pages 841 - 854
HOSHINO T ET AL., J NEUROCHEM, vol. 120, 2012, pages 795 - 805
KATOH H ET AL., INFLAMMATION AND REGENERATION, vol. 31, 2011, pages 316 - 324
MA X ET AL., ONCOIMMUNOLOGY, vol. 2, 2013, pages E22647
YOKOYAMA U ET AL., PLOS ONE, vol. 7, 2012, pages E36724
CHUANG YC ET AL., BJU INT, vol. 106, 2010, pages 1782 - 1787
WRIGHT DH ET AL., AM J PHYSIOL REGUL INTEGR COMP PHYSIOL, vol. 281, 2001, pages R1345 - 1360
ANTONOVA M ET AL., J HEADACHE PAIN, vol. 12, 2011, pages 551 - 559
ASO H ET AL., AM J PHYSIOL LUNG CELL MOL PHYSIOL, vol. 302, 2011, pages L266 - 73
YANNI SE ET AL., INVEST OPHTHALMOL VIS SCI, vol. 50, 2009, pages 5479 - 5486
ZHANG Y ET AL., BLOOD, vol. 118, 2011, pages 5355 - 5364
See also references of EP 3009426A4
SAKATA D ET AL., J PHARMACOL SCI, vol. 112, 2010, pages 1 - 5
YAO C ET AL., NATURE MEDICINE, vol. 15, 2009, pages 633 - 640
KENZO MURAMOTO: "The regulation of immune response by a novel synthetic compound E6201 and EP4 antagonists and their pharmacological effects", REPOSITORY OF KUMAMOTO UNIVERSITY, 4 January 2011 (2011-01-04), Retrieved from the Internet
GREENE; WUTS: "Protective Groups in Organic Synthesis", 1999
"Handbook on How to Select and Use NSAIDs", YODOSHA
CLARK P ET AL., J PHARMACOL EXP THER, vol. 325, 2008, pages 425 - 434
THAMPATTY BP ET AL., GENE, vol. 386, 2007, pages 154 - 161
PETRI M ET AL., J RHEUMATOL, vol. 31, 2004, pages 1614 - 1620
ST-JACQUES B ET AL., J NEUROCHEM, vol. 118, 2011, pages 841 - 854
HOSHINO T ET AL., J NEUROCHEM, vol. 120, 2012, pages 795 - 805
KATOH H ET AL., INFLAMMATION AND REGENERATION, vol. 31, 2011, pages 316 - 324
MA X ET AL., ONCOIMMUNOLOGY, vol. 2, 2013, pages E22647
YOKOYAMA U ET AL., PLOS ONE, vol. 7, 2012, pages E36724
CHUANG YC ET AL., BJU INT, vol. 106, 2010, pages 1782 - 1787
WRIGHT DH ET AL., AM J PHYSIOL REGUL INTEGR COMP PHYSIOL, vol. 281, 2001, pages R1345 - 1360
ANTONOVA M ET AL., J HEADACHE PAIN, vol. 12, 2011, pages 551 - 559
ASO H ET AL., AM J PHYSIOL LUNG CELL MOL PHYSIOL, vol. 302, 2011, pages L266 - 73
YANNI SE ET AL., INVEST OPHTHALMOL VIS SCI, vol. 50, 2009, pages 5479 - 5486
ZHANG Y ET AL., BLOOD, vol. 118, 2011, pages 5355 - 5364
See also references of EP 3009426A4
Attorney, Agent or Firm:
ONO, Shinjiro et al. (JP)
Ono Shinjiro (JP)
Ono Shinjiro (JP)
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