JP6626454B2 - Trpa1モジュレーター - Google Patents
Trpa1モジュレーター Download PDFInfo
- Publication number
- JP6626454B2 JP6626454B2 JP2016562455A JP2016562455A JP6626454B2 JP 6626454 B2 JP6626454 B2 JP 6626454B2 JP 2016562455 A JP2016562455 A JP 2016562455A JP 2016562455 A JP2016562455 A JP 2016562455A JP 6626454 B2 JP6626454 B2 JP 6626454B2
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- Prior art keywords
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- trifluoromethyl
- pain
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- 0 C*N(c(cccc1)c1N1)C1=O Chemical compound C*N(c(cccc1)c1N1)C1=O 0.000 description 13
- PYEHNKXDXBNHQQ-UHFFFAOYSA-N CN(c(cccc1)c1N1)C1=O Chemical compound CN(c(cccc1)c1N1)C1=O PYEHNKXDXBNHQQ-UHFFFAOYSA-N 0.000 description 2
- LZRDHSFPLUWYAX-UHFFFAOYSA-N CC(C)(C)OC(N(CC1)CCC1N)=O Chemical compound CC(C)(C)OC(N(CC1)CCC1N)=O LZRDHSFPLUWYAX-UHFFFAOYSA-N 0.000 description 1
- FCELOKIMDYDKJW-UHFFFAOYSA-N CC(C)N(c(c(C#N)c(cc1)F)c1N1)C1=O Chemical compound CC(C)N(c(c(C#N)c(cc1)F)c1N1)C1=O FCELOKIMDYDKJW-UHFFFAOYSA-N 0.000 description 1
- XBAGZDWYPKLWRN-UHFFFAOYSA-N CC(C1)N=CC=C1C(C)=O Chemical compound CC(C1)N=CC=C1C(C)=O XBAGZDWYPKLWRN-UHFFFAOYSA-N 0.000 description 1
- LTFLDEGXNRXHSJ-UHFFFAOYSA-N CCOC(C(CC(c1ccncc1)=O)=O)=O Chemical compound CCOC(C(CC(c1ccncc1)=O)=O)=O LTFLDEGXNRXHSJ-UHFFFAOYSA-N 0.000 description 1
- HDCZUQPKEVRLKU-UHFFFAOYSA-N CN(c(cc(c(C#N)c1)F)c1N1)C1=O Chemical compound CN(c(cc(c(C#N)c1)F)c1N1)C1=O HDCZUQPKEVRLKU-UHFFFAOYSA-N 0.000 description 1
- SEAIAIUXPNOGEE-UHFFFAOYSA-N CSN(c1c(C(F)(F)F)c(F)ccc1N1)C1=O Chemical compound CSN(c1c(C(F)(F)F)c(F)ccc1N1)C1=O SEAIAIUXPNOGEE-UHFFFAOYSA-N 0.000 description 1
- AVWNNVJXXMKAPB-UHFFFAOYSA-N Cc(c(F)ccc1[N+]([O-])=O)c1F Chemical compound Cc(c(F)ccc1[N+]([O-])=O)c1F AVWNNVJXXMKAPB-UHFFFAOYSA-N 0.000 description 1
- QBOIHIPKKKLRJA-UHFFFAOYSA-N Cc(cc1)ccc1N(C1(C2)CC3=CCC2N3Cc2ccccc2)C=NC1=O Chemical compound Cc(cc1)ccc1N(C1(C2)CC3=CCC2N3Cc2ccccc2)C=NC1=O QBOIHIPKKKLRJA-UHFFFAOYSA-N 0.000 description 1
- UPRGBQCWSXFMBN-UHFFFAOYSA-N N#CC1(CC(CC2)N(Cc3ccccc3)C2C1)Nc(cc1)ccc1F Chemical compound N#CC1(CC(CC2)N(Cc3ccccc3)C2C1)Nc(cc1)ccc1F UPRGBQCWSXFMBN-UHFFFAOYSA-N 0.000 description 1
- OZXCOGPRBUSXLE-UHFFFAOYSA-N N#Cc(cc1F)ccc1[N+]([O-])=O Chemical compound N#Cc(cc1F)ccc1[N+]([O-])=O OZXCOGPRBUSXLE-UHFFFAOYSA-N 0.000 description 1
- YQTSHRQJLSAIAD-UHFFFAOYSA-N N#Cc(ccc(N1)c2NC1=O)c2F Chemical compound N#Cc(ccc(N1)c2NC1=O)c2F YQTSHRQJLSAIAD-UHFFFAOYSA-N 0.000 description 1
- VULXWIDTQPOZBB-UHFFFAOYSA-N N#Cc(cccc1N2)c1NC2=O Chemical compound N#Cc(cccc1N2)c1NC2=O VULXWIDTQPOZBB-UHFFFAOYSA-N 0.000 description 1
- HLKXZPGMQGMDBQ-UHFFFAOYSA-N NC(C1(CC(CC2)N(Cc3ccccc3)C2C1)Nc(cc1)ccc1F)=O Chemical compound NC(C1(CC(CC2)N(Cc3ccccc3)C2C1)Nc(cc1)ccc1F)=O HLKXZPGMQGMDBQ-UHFFFAOYSA-N 0.000 description 1
- KRZCOLNOCZKSDF-UHFFFAOYSA-N Nc(cc1)ccc1F Chemical compound Nc(cc1)ccc1F KRZCOLNOCZKSDF-UHFFFAOYSA-N 0.000 description 1
- WPPDWDCRVGLJQC-UHFFFAOYSA-N O=C(C1(C2)CC3NC4C2C3C4)NCN1c(cc1)ccc1F Chemical compound O=C(C1(C2)CC3NC4C2C3C4)NCN1c(cc1)ccc1F WPPDWDCRVGLJQC-UHFFFAOYSA-N 0.000 description 1
- MQZDDGZLHBLPOT-UHFFFAOYSA-N O=C(Nc1ccc2F)Nc1c2F Chemical compound O=C(Nc1ccc2F)Nc1c2F MQZDDGZLHBLPOT-UHFFFAOYSA-N 0.000 description 1
- WYJVCRXXZYKEGZ-UPHRSURJSA-N O=C1NC(/C=C\S)=C(C2)C2N1 Chemical compound O=C1NC(/C=C\S)=C(C2)C2N1 WYJVCRXXZYKEGZ-UPHRSURJSA-N 0.000 description 1
- PGDIPOWQYRAOSK-UHFFFAOYSA-N O=C1Nc2ncccc2N1 Chemical compound O=C1Nc2ncccc2N1 PGDIPOWQYRAOSK-UHFFFAOYSA-N 0.000 description 1
- SEVUDOJHWVTRRK-UHFFFAOYSA-N [O-][N+](c(c(F)c1C(F)(F)F)ccc1F)=O Chemical compound [O-][N+](c(c(F)c1C(F)(F)F)ccc1F)=O SEVUDOJHWVTRRK-UHFFFAOYSA-N 0.000 description 1
- ARCACZWMYGILNI-UHFFFAOYSA-N [O-][N+](c(c(F)c1F)ccc1F)=O Chemical compound [O-][N+](c(c(F)c1F)ccc1F)=O ARCACZWMYGILNI-UHFFFAOYSA-N 0.000 description 1
- QDKIYDGHCFZBGC-UHFFFAOYSA-N [O-][N+](c1cccnc1F)=O Chemical compound [O-][N+](c1cccnc1F)=O QDKIYDGHCFZBGC-UHFFFAOYSA-N 0.000 description 1
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- C—CHEMISTRY; METALLURGY
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- A61K31/167—Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide having the nitrogen of a carboxamide group directly attached to the aromatic ring, e.g. lidocaine, paracetamol
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- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/10—Spiro-condensed systems
- C07D491/107—Spiro-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring
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- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/10—Spiro-condensed systems
- C07D491/113—Spiro-condensed systems with two or more oxygen atoms as ring hetero atoms in the oxygen-containing ring
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- C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
- C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D495/10—Spiro-condensed systems
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- C07D498/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D498/04—Ortho-condensed systems
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- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
- C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
- C07D513/10—Spiro-condensed systems
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- Nitrogen Condensed Heterocyclic Rings (AREA)
- Plural Heterocyclic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
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| US201461924119P | 2014-01-06 | 2014-01-06 | |
| US61/924,119 | 2014-01-06 | ||
| PCT/US2014/072291 WO2015103060A1 (en) | 2014-01-06 | 2014-12-23 | Trpa1 modulators |
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| JP2017503024A JP2017503024A (ja) | 2017-01-26 |
| JP2017503024A5 JP2017503024A5 (https=) | 2018-02-08 |
| JP6626454B2 true JP6626454B2 (ja) | 2019-12-25 |
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| US (2) | US9951046B2 (https=) |
| EP (1) | EP3092228A4 (https=) |
| JP (1) | JP6626454B2 (https=) |
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| IL (1) | IL246625B (https=) |
| SG (1) | SG11201605559VA (https=) |
| WO (1) | WO2015103060A1 (https=) |
| ZA (1) | ZA201605332B (https=) |
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| WO2015103060A1 (en) | 2014-01-06 | 2015-07-09 | Algomedix, Inc. | Trpa1 modulators |
| PL3381896T3 (pl) | 2015-11-27 | 2023-05-08 | Taiho Pharmaceutical Co., Ltd. | Związek bifenylowy lub jego sól |
| JP2019521189A (ja) * | 2016-07-06 | 2019-07-25 | アルゴメディックス,インク. | ドライアイ、眼痛および炎症の処置のためのtrpa1アンタゴニスト |
| CN106580984A (zh) * | 2016-12-12 | 2017-04-26 | 高群 | 一种治疗高血脂症的药物组合物 |
| WO2018162607A1 (en) * | 2017-03-07 | 2018-09-13 | F. Hoffmann-La Roche Ag | Oxadiazole transient receptor potential channel inhibitors |
| CN110740991B (zh) | 2017-05-26 | 2023-07-04 | 大鹏药品工业株式会社 | 新型联苯化合物或其盐 |
| JP6738962B2 (ja) * | 2017-05-26 | 2020-08-12 | 大鵬薬品工業株式会社 | 新規なビフェニル化合物を用いた抗腫瘍効果増強剤 |
| US12435128B2 (en) | 2017-05-31 | 2025-10-07 | Taiho Pharmaceutical Co., Ltd. | Method for predicting therapeutic effect of LSD1 inhibitor based on expression of INSM1 |
| CN109596818B (zh) * | 2018-12-13 | 2024-03-19 | 丁蓉 | 一种基于电生理学分析当归四逆汤预防奥沙利铂神经毒性机制的研究方法 |
| MX2022005812A (es) | 2019-11-13 | 2022-08-16 | Taiho Pharmaceutical Co Ltd | Metodos de tratamiento de enfermedades y trastornos relacionados con desmetilasa 1 especifica de lisina con inhibidores de desmetilasa 1 especifica de lisina. |
| JP7688339B2 (ja) * | 2020-01-22 | 2025-06-04 | 国立研究開発法人理化学研究所 | 新規化合物、およびその利用 |
| FR3114235A1 (fr) | 2020-09-18 | 2022-03-25 | Université Grenoble Alpes | Inhibition du canal trpa1 astrocytaire comme nouvelle cible therapeutique neuroprotectrice dans les phases prodromales de la maladie d’alzheimer |
| CN112694436B (zh) * | 2020-12-30 | 2022-07-08 | 济南周行医药科技有限公司 | 一种槟榔碱的合成方法 |
| IT202100015098A1 (it) | 2021-06-09 | 2022-12-09 | Flonext S R L | Composto antagonista del canale trpa1 per uso in patologie degenerative della retina |
| KR20250091305A (ko) * | 2022-11-10 | 2025-06-20 | 프라임 진 테라퓨틱스 컴퍼니 리미티드 | 질소 함유 스피로 고리 화합물, 약학 조성물 및 이의 용도 |
| CN121735881A (zh) * | 2026-02-27 | 2026-03-27 | 泰励生物科技(上海)有限公司 | 砜类化合物的制备方法 |
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| GB8429128D0 (en) * | 1984-11-17 | 1984-12-27 | Fisons Plc | Heterocyclic compounds |
| DE3575130D1 (de) * | 1984-05-12 | 1990-02-08 | Fisons Plc | Antiinflammatorische 1,n-diarylpyrazol-3-amine, deren zusammensetzungen und verfahren zu deren herstellung. |
| AU7726898A (en) * | 1997-05-22 | 1998-12-11 | G.D. Searle & Co. | Pyrazole derivatives as p38 kinase inhibitors |
| WO1999058523A1 (en) * | 1998-05-14 | 1999-11-18 | G.D. Searle & Co. | 1,5-DIARYL SUBSTITUTED PYRAZOLES AS p38 KINASE INHIBITORS |
| AU2004200420A1 (en) * | 2003-03-11 | 2004-09-30 | Astellas Pharma Inc. | Inhibitor of cyclooxygenase |
| EP1620095A4 (en) * | 2003-04-24 | 2009-04-01 | Merck & Co Inc | HEMMER OF ACT ACTIVITY |
| KR100798161B1 (ko) | 2003-10-23 | 2008-01-28 | 에프. 호프만-라 로슈 아게 | 신경병적 또는 신경정신병적 장애의 치료에서 glyt-1저해제로서 사용하기 위한 트라이아자-스피로피페리딘유도체 |
| TW200526641A (en) * | 2003-12-26 | 2005-08-16 | Daiichi Seiyaku Co | Amidopyrazole derivatives |
| ZA200605252B (en) * | 2003-12-26 | 2007-11-28 | Daiichi Seiyaku Co | Amidopyrazole derivative |
| GB0417910D0 (en) * | 2004-08-11 | 2004-09-15 | Novartis Ag | Organic compounds |
| US8703805B2 (en) | 2005-06-27 | 2014-04-22 | Exelixis Patent Company Llc | Modulators of LXR |
| JP5858557B2 (ja) | 2005-12-22 | 2016-02-10 | ハイドラ バイオサイエンシズ インコーポレイテッドHydra Biosciences,Inc. | 疼痛を処置するためのtrpa1阻害剤 |
| US7977358B2 (en) | 2007-07-26 | 2011-07-12 | Hoffmann-La Roche Inc. | Pyrazol derivatives |
| MX2010007391A (es) | 2008-01-04 | 2010-10-05 | Abbott Lab | Antagonistas de trpa1. |
| EP2300440B1 (en) | 2008-06-02 | 2013-02-27 | Janssen Pharmaceutica, N.V. | 3,4-dihydropyrimidine trpa1 antagonists |
| WO2010125469A1 (en) * | 2009-04-29 | 2010-11-04 | Glenmark Pharmaceuticals, S.A. | Pyrimidinedione-fused heterocyclic compounds as trpa1 modulators |
| WO2011043954A1 (en) | 2009-10-07 | 2011-04-14 | Merck Sharp & Dohme Corp. | Novel trpa1 antagonists |
| US9133128B2 (en) | 2011-06-17 | 2015-09-15 | Research Triangle Institute | Pyrazole derivatives as cannabinoid receptor 1 antagonists |
| DE102011055815A1 (de) | 2011-11-29 | 2013-05-29 | Aicuris Gmbh & Co. Kg | Carboxamid-substituierte Heteroaryl-Pyrazole und ihre Verwendung |
| PL2903965T3 (pl) | 2012-10-01 | 2017-08-31 | Orion Corporation | Pochodne n-prop-2-ynylokarboksamidu i ich zastosowanie jako antagonistów trpa1 |
| WO2015103060A1 (en) | 2014-01-06 | 2015-07-09 | Algomedix, Inc. | Trpa1 modulators |
| JP2019521189A (ja) | 2016-07-06 | 2019-07-25 | アルゴメディックス,インク. | ドライアイ、眼痛および炎症の処置のためのtrpa1アンタゴニスト |
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2014
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| EP3092228A4 (en) | 2017-06-14 |
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| US10428049B2 (en) | 2019-10-01 |
| CA2936111C (en) | 2023-03-14 |
| SG11201605559VA (en) | 2016-08-30 |
| WO2015103060A1 (en) | 2015-07-09 |
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