JP2017525700A5 - - Google Patents
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- Publication number
- JP2017525700A5 JP2017525700A5 JP2017508553A JP2017508553A JP2017525700A5 JP 2017525700 A5 JP2017525700 A5 JP 2017525700A5 JP 2017508553 A JP2017508553 A JP 2017508553A JP 2017508553 A JP2017508553 A JP 2017508553A JP 2017525700 A5 JP2017525700 A5 JP 2017525700A5
- Authority
- JP
- Japan
- Prior art keywords
- methyl
- pyrazole
- pyrazol
- phenyl
- halo
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
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- 125000005843 halogen group Chemical group 0.000 claims description 113
- 125000000217 alkyl group Chemical group 0.000 claims description 51
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 44
- 125000003545 alkoxy group Chemical group 0.000 claims description 43
- 229910052736 halogen Inorganic materials 0.000 claims description 38
- 150000002367 halogens Chemical class 0.000 claims description 38
- 229910052739 hydrogen Inorganic materials 0.000 claims description 32
- 239000001257 hydrogen Substances 0.000 claims description 32
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 32
- -1 polymorph Chemical class 0.000 claims description 32
- 125000001424 substituent group Chemical group 0.000 claims description 32
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 28
- 150000001875 compounds Chemical class 0.000 claims description 28
- 150000003839 salts Chemical class 0.000 claims description 25
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 24
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 24
- 239000012453 solvate Substances 0.000 claims description 24
- 125000004353 pyrazol-1-yl group Chemical group [H]C1=NN(*)C([H])=C1[H] 0.000 claims description 23
- 201000010099 disease Diseases 0.000 claims description 21
- 208000035475 disorder Diseases 0.000 claims description 21
- 150000001204 N-oxides Chemical class 0.000 claims description 18
- 239000008194 pharmaceutical composition Substances 0.000 claims description 15
- 150000002431 hydrogen Chemical group 0.000 claims description 12
- 229910052801 chlorine Inorganic materials 0.000 claims description 11
- 229910052731 fluorine Inorganic materials 0.000 claims description 11
- 229910052794 bromium Inorganic materials 0.000 claims description 7
- 229910052799 carbon Inorganic materials 0.000 claims description 7
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 6
- 108010054200 NR2B NMDA receptor Proteins 0.000 claims description 6
- 208000028552 Treatment-Resistant Depressive disease Diseases 0.000 claims description 6
- 208000024714 major depressive disease Diseases 0.000 claims description 6
- 230000001404 mediated effect Effects 0.000 claims description 6
- WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical compound C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 claims description 5
- 206010015037 epilepsy Diseases 0.000 claims description 5
- 125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 claims description 4
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 4
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 4
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- 208000020925 Bipolar disease Diseases 0.000 claims description 3
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- SBFDBMKEWKLRSB-UHFFFAOYSA-N FC(C=1C=C(C=CC=1F)C=1C=NN(C=1)CC1=NNC=C1)F Chemical compound FC(C=1C=C(C=CC=1F)C=1C=NN(C=1)CC1=NNC=C1)F SBFDBMKEWKLRSB-UHFFFAOYSA-N 0.000 claims description 3
- LHMLJRCNGQZNHL-UHFFFAOYSA-N FC(OC=1C=C(C=CC=1F)C=1C=NN(C=1)CC1=NNC=C1)F Chemical compound FC(OC=1C=C(C=CC=1F)C=1C=NN(C=1)CC1=NNC=C1)F LHMLJRCNGQZNHL-UHFFFAOYSA-N 0.000 claims description 3
- 208000019022 Mood disease Diseases 0.000 claims description 3
- 108090001041 N-Methyl-D-Aspartate Receptors Proteins 0.000 claims description 3
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- 230000004770 neurodegeneration Effects 0.000 claims description 3
- 208000020016 psychiatric disease Diseases 0.000 claims description 3
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| US6610723B2 (en) * | 2001-01-29 | 2003-08-26 | Hoffmann-La Roche Inc. | Imidazole derivatives |
| KR20040111445A (ko) | 2002-03-28 | 2004-12-31 | 에자이 가부시키가이샤 | 신경퇴행성 질환 치료용 ｃ─Ｊｕｎ Ｎ─말단 키나아제억제제로서의 ７─아자인돌 |
| KR20070027503A (ko) | 2004-02-18 | 2007-03-09 | 아스트라제네카 아베 | 트리아졸 화합물 및 대사성 글루타메이트 수용체길항제로서 이들의 용도 |
| WO2007065655A1 (en) | 2005-12-07 | 2007-06-14 | Neurosearch Sweden Ab | Disubstituted phenylpiperidines as modulators of cortical catecholaminergic neurotransmission |
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| PE20090610A1 (es) * | 2007-08-30 | 2009-06-11 | Takeda Pharmaceutical | Derivados de pirazol sustituidos |
| EP2215073A4 (en) | 2007-10-31 | 2011-04-06 | Merck Sharp & Dohme | SLEEP MODULATION WITH NR2B RECEPTOR ANTAGONISTS |
| CA2719749A1 (en) * | 2008-03-27 | 2009-10-01 | Evotec Neurosciences Gmbh | Methods for treating disorders using nmda nr2b-subtype selective antagonist |
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| WO2010016490A1 (ja) | 2008-08-05 | 2010-02-11 | 第一三共株式会社 | イミダゾピリジン－２－オン誘導体 |
| MX2011003691A (es) | 2008-10-16 | 2011-09-06 | Ortho Mcneil Janssen Pharm | Derivados de indol y benzomorfolina como moduladores de los receptores de glutamato metabotropico. |
| AU2009324894B2 (en) | 2008-11-25 | 2015-04-09 | University Of Rochester | MLK inhibitors and methods of use |
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| WO2013130855A1 (en) * | 2012-03-02 | 2013-09-06 | Takeda Pharmaceutical Company Limited | Indazole derivatives |
| WO2014124651A1 (en) | 2013-02-15 | 2014-08-21 | Københavns Universitet | Pyrrolidine-2-carboxylic acid derivatives as iglur antagonists |
| JP2016516710A (ja) | 2013-03-13 | 2016-06-09 | アッヴィ・インコーポレイテッド | ピリジン系ｃｄｋ９キナーゼ阻害薬 |
| PT3180329T (pt) | 2014-08-15 | 2020-06-08 | Janssen Pharmaceuticals Inc | Triazóis como inibidores do recetor nr2b |
| SI3319963T1 (sl) | 2015-07-09 | 2020-02-28 | Janssen Pharmaceutica Nv | Substituirani 4-azaindoli in njihova uporaba kot modulatorji receptorja GLUN2B |
| EP3414233A1 (en) | 2016-02-10 | 2018-12-19 | Janssen Pharmaceutica NV | Substituted 1,2,3-triazoles as nr2b-selective nmda modulators |
| TW201819376A (zh) | 2016-10-06 | 2018-06-01 | 比利時商健生藥品公司 | 經取代之１Ｈ－咪唑並［４，５－ｂ］吡啶－２（３Ｈ）－酮及其作為ＧＬＵＮ２Ｂ受體調節劑之用途 |
-
2015
- 2015-08-14 DK DK15775837.6T patent/DK3180315T3/da active
- 2015-08-14 PL PL15775837T patent/PL3180315T3/pl unknown
- 2015-08-14 ES ES15775837T patent/ES2791252T3/es active Active
- 2015-08-14 JP JP2017508553A patent/JP6618525B2/ja active Active
- 2015-08-14 US US17/124,879 patent/USRE49517E1/en active Active
- 2015-08-14 US US15/503,875 patent/US10155727B2/en not_active Ceased
- 2015-08-14 HU HUE15775837A patent/HUE049278T2/hu unknown
- 2015-08-14 PT PT157758376T patent/PT3180315T/pt unknown
- 2015-08-14 EP EP15775837.6A patent/EP3180315B1/en active Active
- 2015-08-14 WO PCT/US2015/045413 patent/WO2016025918A1/en not_active Ceased
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