JP2018514518A5 - - Google Patents
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- Publication number
- JP2018514518A5 JP2018514518A5 JP2017552439A JP2017552439A JP2018514518A5 JP 2018514518 A5 JP2018514518 A5 JP 2018514518A5 JP 2017552439 A JP2017552439 A JP 2017552439A JP 2017552439 A JP2017552439 A JP 2017552439A JP 2018514518 A5 JP2018514518 A5 JP 2018514518A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- aryl
- heteroaryl
- haloalkyl
- heterocyclyl
- 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
Links
- 125000000217 alkyl group Chemical group 0.000 claims description 73
- 125000003118 aryl group Chemical group 0.000 claims description 57
- 125000001072 heteroaryl group Chemical group 0.000 claims description 56
- 125000000623 heterocyclic group Chemical group 0.000 claims description 55
- 229910052739 hydrogen Inorganic materials 0.000 claims description 40
- 229910052736 halogen Inorganic materials 0.000 claims description 38
- 125000003342 alkenyl group Chemical group 0.000 claims description 35
- 125000000304 alkynyl group Chemical group 0.000 claims description 35
- 239000001257 hydrogen Substances 0.000 claims description 35
- 150000002367 halogens Chemical class 0.000 claims description 31
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims description 30
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims description 29
- 125000001424 substituent group Chemical group 0.000 claims description 28
- 125000006648 (C1-C8) haloalkyl group Chemical group 0.000 claims description 24
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 16
- 125000005843 halogen group Chemical group 0.000 claims description 12
- 150000003839 salts Chemical class 0.000 claims description 6
- 125000006376 (C3-C10) cycloalkyl group Chemical group 0.000 claims description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 5
- 229910052757 nitrogen Inorganic materials 0.000 claims description 5
- 125000004043 oxo group Chemical group O=* 0.000 claims description 5
- 125000004429 atom Chemical group 0.000 claims description 4
- 125000001188 haloalkyl group Chemical group 0.000 claims description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 3
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 3
- 125000005842 heteroatom Chemical group 0.000 claims description 3
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 3
- 229910052760 oxygen Inorganic materials 0.000 claims description 3
- 239000001301 oxygen Chemical group 0.000 claims description 3
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 6
- 150000001875 compounds Chemical class 0.000 claims 2
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims 2
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims 1
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 1
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 1
- JCXJVPUVTGWSNB-UHFFFAOYSA-N Nitrogen dioxide Chemical class O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 claims 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 1
- 150000002460 imidazoles Chemical class 0.000 claims 1
- 150000003222 pyridines Chemical class 0.000 claims 1
- 229910052717 sulfur Chemical group 0.000 claims 1
- 239000011593 sulfur Chemical group 0.000 claims 1
- 150000002431 hydrogen Chemical class 0.000 description 24
- 125000000449 nitro group Chemical class [O-][N+](*)=O 0.000 description 4
- 125000004434 sulfur atom Chemical group 0.000 description 2
- -1 -C 1-4 alkyl- NR'R'' Chemical group 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNPCT/CN2015/076296 | 2015-04-10 | ||
| CN2015076296 | 2015-04-10 | ||
| PCT/CN2016/078787 WO2016161960A1 (en) | 2015-04-10 | 2016-04-08 | NOVEL 5 OR 8-SUBSTITUTED IMIDAZO [1, 5-a] PYRIDINES AS INDOLEAMINE AND/OR TRYPTOPHANE 2, 3-DIOXYGENASES |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2018514518A JP2018514518A (ja) | 2018-06-07 |
| JP2018514518A5 true JP2018514518A5 (enExample) | 2020-11-12 |
| JP6806342B2 JP6806342B2 (ja) | 2021-01-06 |
Family
ID=57073074
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2017552439A Active JP6806342B2 (ja) | 2015-04-10 | 2016-04-08 | インドールアミンとしての新規５又は８−置換イミダゾ［１，５−ａ］ピリジン類、及び／又はトリプトファン２，３−ジオキシゲナーゼ |
Country Status (7)
| Country | Link |
|---|---|
| US (2) | US10280163B2 (enExample) |
| EP (1) | EP3280715B1 (enExample) |
| JP (1) | JP6806342B2 (enExample) |
| KR (1) | KR20170137165A (enExample) |
| CN (2) | CN107531693B (enExample) |
| TW (1) | TWI698435B (enExample) |
| WO (1) | WO2016161960A1 (enExample) |
Families Citing this family (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP3280715B1 (en) | 2015-04-10 | 2020-11-25 | Beigene, Ltd. | NOVEL 5 OR 8-SUBSTITUTED IMIDAZO [1, 5-a]PYRIDINES AS INDOLEAMINE AND/OR TRYPTOPHANE 2, 3-DIOXYGENASES |
| GB201511790D0 (en) | 2015-07-06 | 2015-08-19 | Iomet Pharma Ltd | Pharmaceutical compound |
| WO2018036414A1 (zh) * | 2016-08-23 | 2018-03-01 | 北京诺诚健华医药科技有限公司 | 稠杂环类衍生物、其制备方法及其在医学上的应用 |
| TW201815766A (zh) | 2016-09-22 | 2018-05-01 | 美商普雷辛肯公司 | 用於ｉｄｏ及ｔｄｏ調節之化合物及方法以及其適應症 |
| EP3515914A4 (en) * | 2016-09-24 | 2020-04-15 | BeiGene, Ltd. | INNOVATIVE 5- OR 8-SUBSTITUTED IMIDAZO [1,5-A] PYRIDINE AS SELECTIVE INHIBITORS OF INDOLEAMINE AND / OR TRYPTOPHANE-2,3-DIOXYGENASES |
| WO2018136437A2 (en) * | 2017-01-17 | 2018-07-26 | Tesaro, Inc. | Compounds useful as inhibitors of indoleamine 2,3-dioxygenase and/or tryptophan dioxygenase |
| TW201920202A (zh) * | 2017-08-17 | 2019-06-01 | 瑞士商愛杜西亞製藥有限公司 | 吲哚胺2,3-二氧酶及/或色胺酸2,3-二氧酶的抑制劑 |
| KR102891807B1 (ko) * | 2017-08-22 | 2025-12-01 | 길리애드 사이언시즈, 인코포레이티드 | 치료 헤테로시클릭 화합물 |
| CN111601808B (zh) * | 2017-10-19 | 2023-09-08 | 捷思英达医药技术（上海）有限公司 | 杂环化合物及其组合物和使用方法 |
| WO2019076358A1 (en) * | 2017-10-19 | 2019-04-25 | Js Innopharm (Shanghai) Ltd | HETEROCYCLIC COMPOUNDS, COMPOSITIONS COMPRISING THE HETEROCYCLIC COMPOUND, AND METHODS OF USE THEREOF |
| CN107721915A (zh) * | 2017-11-12 | 2018-02-23 | 刘磊 | 一种氯羟吡啶毒性杂质dcal的制备及纯化方法 |
| US11472788B2 (en) | 2017-11-25 | 2022-10-18 | Beigene, Ltd. | Benzoimidazoles as selective inhibitors of indoleamine 2,3-dioxygenases |
| ES2907282T3 (es) * | 2018-01-15 | 2022-04-22 | Idorsia Pharmaceuticals Ltd | Inhibidores de la indoleamina 2,3-dioxigenasa y/o de la triptófano dioxigenasa |
| CN110092750B (zh) | 2018-01-29 | 2023-07-21 | 北京诺诚健华医药科技有限公司 | 五氟硫烷基取代的酰胺类化合物、其制备方法及其在医药学上的应用 |
| US11149011B2 (en) | 2018-03-20 | 2021-10-19 | Plexxikon Inc. | Compounds and methods for IDO and TDO modulation, and indications therefor |
| CN110526898A (zh) | 2018-05-25 | 2019-12-03 | 北京诺诚健华医药科技有限公司 | 3-吲唑啉酮类化合物、其制备方法及其在医药学上的应用 |
| EP3823604A4 (en) | 2018-07-17 | 2022-03-16 | Board of Regents, The University of Texas System | COMPOUNDS AS INHIBITORS OF INDOLAMINE-2,3-DIOXYGENASE AND/OR TRYPTOPHANE DIOXYGENASE |
| EP3873608A1 (en) | 2018-10-31 | 2021-09-08 | Gilead Sciences, Inc. | Substituted 6-azabenzimidazole compounds having hpk1 inhibitory activity |
| EP4371987B9 (en) | 2018-10-31 | 2025-11-26 | Gilead Sciences, Inc. | Substituted 6-azabenzimidazole compounds as hpk1 inhibitors |
| CN109293588B (zh) * | 2018-11-14 | 2022-02-01 | 四川大学 | 一种具有ido1/tdo双靶点的小分子化合物及其制备方法与应用 |
| US11453681B2 (en) | 2019-05-23 | 2022-09-27 | Gilead Sciences, Inc. | Substituted eneoxindoles and uses thereof |
| US20220259212A1 (en) | 2019-07-11 | 2022-08-18 | Idorsia Pharmaceuticals Ltd | Inhibitors of indoleamine 2,3-dioxygenase and/or tryptophan 2,3-dioxygenase |
| US11839659B2 (en) | 2020-07-02 | 2023-12-12 | Northwestern University | Proteolysis-targeting chimeric molecules (PROTACs) that induce degradation of indoleamine 2,3-dioxygenase (IDO) protein |
| TW202246259A (zh) | 2021-01-29 | 2022-12-01 | 瑞士商赫孚孟拉羅股份公司 | 吡唑醯胺衍生物 |
| BR112023017582A2 (pt) | 2021-03-05 | 2023-12-05 | Univ Basel | Composições para o tratamento de doenças ou condições associadas ao ebv |
| EP4052705A1 (en) | 2021-03-05 | 2022-09-07 | Universität Basel Vizerektorat Forschung | Compositions for the treatment of ebv associated diseases or conditions |
| WO2023133524A1 (en) * | 2022-01-06 | 2023-07-13 | Terran Biosciences, Inc. | A process for synthesizing ketanserin |
| WO2024117205A1 (ja) * | 2022-11-30 | 2024-06-06 | 北興化学工業株式会社 | 双環式ピリジン誘導体およびその塩、並びに、当該誘導体又はその塩を有効成分として含有することを特徴とする有害生物防除剤 |
| CN117534669A (zh) * | 2023-11-01 | 2024-02-09 | 上海凌凯医药科技有限公司 | 五元氮杂环并吡啶醇的制备方法 |
| WO2025260150A1 (en) * | 2024-06-21 | 2025-12-26 | Microbiológica Química E Farmacêutica Ltda. | Novel n-benzyl phthalimides for the treatment of pain. methods of preparation and therapeutic use |
| CN119707787B (zh) * | 2024-12-24 | 2025-09-19 | 陕西师范大学 | 一种光连续流动合成4-烷基吡啶类化合物的方法 |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0971586A (ja) * | 1995-09-07 | 1997-03-18 | Yamanouchi Pharmaceut Co Ltd | 新規な二環性縮合イミダゾール誘導体 |
| CA2489560A1 (en) | 2002-06-27 | 2004-01-08 | Schering Aktiengesellschaft | Substituted quinoline ccr5 receptor antagonists |
| JP2006505570A (ja) | 2002-10-17 | 2006-02-16 | アムジエン・インコーポレーテツド | ベンズイミダゾール誘導体およびそれのバニロイド受容体リガンドとしての使用 |
| GB0226724D0 (en) * | 2002-11-15 | 2002-12-24 | Merck Sharp & Dohme | Therapeutic agents |
| US7432278B2 (en) | 2004-03-08 | 2008-10-07 | The University Of North Carolina At Chapel Hill | Dicationic imidazo[1,2-a]pyridines and 5,6,7,8-tetrahydro-imidazo[1,2-a]pyridines as antiprotozoal agents |
| FR2906250B1 (fr) | 2006-09-22 | 2008-10-31 | Sanofi Aventis Sa | Derives de 2-aryl-6phenyl-imidazo(1,2-a) pyridines, leur preparation et leur application en therapeutique |
| WO2008110523A1 (en) * | 2007-03-09 | 2008-09-18 | Probiodrug Ag | Imidazo [1,5-a] pyridine derivatives as inhibitors of glutaminyl cyclase |
| NO2694640T3 (enExample) * | 2011-04-15 | 2018-03-17 | ||
| CN102532144B (zh) * | 2012-01-20 | 2014-09-10 | 辽宁思百得医药科技有限公司 | 一种新型吲哚胺-2,3-双加氧酶抑制剂及其制备方法和用途 |
| CA2902174A1 (en) | 2013-03-14 | 2014-10-02 | Newlink Genetics Corporation | Tricyclic compounds as inhibitors of immunosuppression mediated by tryptophan metabolization |
| EP3280715B1 (en) | 2015-04-10 | 2020-11-25 | Beigene, Ltd. | NOVEL 5 OR 8-SUBSTITUTED IMIDAZO [1, 5-a]PYRIDINES AS INDOLEAMINE AND/OR TRYPTOPHANE 2, 3-DIOXYGENASES |
| JP2019528301A (ja) | 2016-08-26 | 2019-10-10 | ブリストル−マイヤーズ スクイブ カンパニーＢｒｉｓｔｏｌ−Ｍｙｅｒｓ Ｓｑｕｉｂｂ Ｃｏｍｐａｎｙ | インドールアミン２，３−ジオキシゲナーゼの阻害剤およびその使用方法 |
| EP3515914A4 (en) | 2016-09-24 | 2020-04-15 | BeiGene, Ltd. | INNOVATIVE 5- OR 8-SUBSTITUTED IMIDAZO [1,5-A] PYRIDINE AS SELECTIVE INHIBITORS OF INDOLEAMINE AND / OR TRYPTOPHANE-2,3-DIOXYGENASES |
| US11472788B2 (en) | 2017-11-25 | 2022-10-18 | Beigene, Ltd. | Benzoimidazoles as selective inhibitors of indoleamine 2,3-dioxygenases |
-
2016
- 2016-04-08 EP EP16776135.2A patent/EP3280715B1/en not_active Not-in-force
- 2016-04-08 JP JP2017552439A patent/JP6806342B2/ja active Active
- 2016-04-08 CN CN201680020381.7A patent/CN107531693B/zh not_active Expired - Fee Related
- 2016-04-08 US US15/564,666 patent/US10280163B2/en active Active
- 2016-04-08 WO PCT/CN2016/078787 patent/WO2016161960A1/en not_active Ceased
- 2016-04-08 CN CN201910357804.XA patent/CN110872289A/zh active Pending
- 2016-04-08 KR KR1020177032633A patent/KR20170137165A/ko not_active Abandoned
- 2016-04-08 TW TW105111144A patent/TWI698435B/zh not_active IP Right Cessation
-
2019
- 2019-03-27 US US16/366,353 patent/US10647714B2/en active Active
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