CN109310651A - 肾上腺素能受体调节化合物及其使用方法 - Google Patents
肾上腺素能受体调节化合物及其使用方法 Download PDFInfo
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- A61K31/445—Non condensed piperidines, e.g. piperocaine
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- A61K31/535—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one oxygen as the ring hetero atoms, e.g. 1,2-oxazines
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- C07D205/04—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
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- C07D295/16—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms
- C07D295/18—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
- C07D295/182—Radicals derived from carboxylic acids
- C07D295/185—Radicals derived from carboxylic acids from aliphatic carboxylic acids
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- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
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- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
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- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
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- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
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Cited By (1)
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| CN115989019A (zh) * | 2020-06-04 | 2023-04-18 | 库拉森疗法公司 | β肾上腺素能激动剂的形式和组合物 |
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| AU2020405091A1 (en) | 2019-12-18 | 2022-07-14 | Curasen Therapeutics, Inc. | Methods for improving neurological diseases and disorders |
| US20240352002A1 (en) * | 2020-11-19 | 2024-10-24 | Curasen Therapeutics, Inc. | Beta adrenergic agonist and methods of using the same |
| WO2023192319A1 (en) * | 2022-03-28 | 2023-10-05 | University Of South Florida | Chemokine receptors and alpha1 adrenergic receptors/vasopressin receptors 1a heteromers as drug targets for disease |
| GB202213163D0 (en) * | 2022-09-08 | 2022-10-26 | Cambridge Entpr Ltd | Novel compounds, compositions and therapeutic uses thereof |
| CN115414483B (zh) | 2022-09-26 | 2024-10-29 | 孙良丹 | Adrb1活性抑制剂在作为或制备用于治疗银屑病的制剂中的应用 |
Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0042593A1 (de) * | 1980-06-23 | 1981-12-30 | Roche Diagnostics GmbH | Aryloxypropanolamine, Verfahren zu ihrer Herstellung und diese Verbindungen enthaltende Arzneimittel |
| WO2001007026A2 (en) * | 1999-07-22 | 2001-02-01 | Eli Lilly And Company | Improved method of treating type ii diabetes and obesity |
| WO2001078709A2 (en) * | 2000-04-12 | 2001-10-25 | Minerva Biotechnologies Corporation | Treatment of neurodegenerative disease |
| US20060247311A1 (en) * | 2003-03-21 | 2006-11-02 | Dynogen Pharmaceuticals, Inc. | Methods for treating lower urinary tract disorders using alpha2delta subunit calcium channel modulators with smooth muscle modulators |
| WO2010099217A1 (en) * | 2009-02-25 | 2010-09-02 | Braincells, Inc. | Modulation of neurogenesis using d-cycloserine combinations |
| WO2011133226A2 (en) * | 2010-04-22 | 2011-10-27 | The Board Of Trustees Of The Leland Stanford Junior University | Method for enhancing learning and memory impaired by neurodegenerative disorders and compounds and compositions for effecting the same |
| WO2015126915A2 (en) * | 2014-02-18 | 2015-08-27 | The Board Of Trustees Of The Leland Stanford Junior University | Method of improving cognition and social behavior in humans having deficits therein due to neurological disorders and compounds and compositions therefor |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2619164C2 (de) * | 1976-04-30 | 1985-07-11 | Boehringer Mannheim Gmbh, 6800 Mannheim | Indazolyl-(4)-oxy-propanolamine, Verfahren zu ihrer Herstellung und deren Verwendung |
| DE2830211A1 (de) * | 1977-07-21 | 1979-02-01 | Sandoz Ag | Substituierte indol-derivate, ihre herstellung und verwendung |
| DE2905877A1 (de) * | 1979-02-16 | 1980-08-28 | Boehringer Mannheim Gmbh | Neue aminopropanolderivate, verfahren zu ihrer herstellung und diese verbindungen enthaltende arzneimittel |
| DD150456A5 (de) * | 1979-03-01 | 1981-09-02 | Ciba Geigy Ag | Verfahren zur herstellung von derivaten des 3-amino-1,2-propandiols |
| US5098996A (en) * | 1984-10-26 | 1992-03-24 | The United States Of America As Represented By The Department Of Health And Human Services | Process for introducing fluorine into biologically active materials |
| JPH09510964A (ja) * | 1994-01-29 | 1997-11-04 | 藤沢薬品工業株式会社 | 抗高血圧剤としての4−(2−(3−アリールオキシ−2−ヒドロキシプロピルアミノアルキルオキシ)−5−ニトロフェニル)−1,4−ジヒドロピリジン |
| JP2004534772A (ja) * | 2001-05-24 | 2004-11-18 | 藤沢薬品工業株式会社 | アミノアルコール誘導体 |
| EP1833480A2 (en) * | 2004-11-30 | 2007-09-19 | Artesian Therapeutics, Inc. | Cardiotonic compounds with inhibitory activity against beta-adrenergic receptors and phosphodiesterase |
-
2017
- 2017-05-12 KR KR1020187036246A patent/KR20190017795A/ko not_active Withdrawn
- 2017-05-12 MA MA044994A patent/MA44994A/fr unknown
- 2017-05-12 WO PCT/US2017/032505 patent/WO2017197324A1/en not_active Ceased
- 2017-05-12 MX MX2018013812A patent/MX2018013812A/es unknown
- 2017-05-12 CA CA3023763A patent/CA3023763A1/en not_active Abandoned
- 2017-05-12 JP JP2018559812A patent/JP2019521964A/ja active Pending
- 2017-05-12 CN CN201780038617.4A patent/CN109310651A/zh active Pending
- 2017-05-12 EP EP17796976.3A patent/EP3454845A4/en not_active Withdrawn
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Patent Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0042593A1 (de) * | 1980-06-23 | 1981-12-30 | Roche Diagnostics GmbH | Aryloxypropanolamine, Verfahren zu ihrer Herstellung und diese Verbindungen enthaltende Arzneimittel |
| WO2001007026A2 (en) * | 1999-07-22 | 2001-02-01 | Eli Lilly And Company | Improved method of treating type ii diabetes and obesity |
| WO2001078709A2 (en) * | 2000-04-12 | 2001-10-25 | Minerva Biotechnologies Corporation | Treatment of neurodegenerative disease |
| US20060247311A1 (en) * | 2003-03-21 | 2006-11-02 | Dynogen Pharmaceuticals, Inc. | Methods for treating lower urinary tract disorders using alpha2delta subunit calcium channel modulators with smooth muscle modulators |
| WO2010099217A1 (en) * | 2009-02-25 | 2010-09-02 | Braincells, Inc. | Modulation of neurogenesis using d-cycloserine combinations |
| WO2011133226A2 (en) * | 2010-04-22 | 2011-10-27 | The Board Of Trustees Of The Leland Stanford Junior University | Method for enhancing learning and memory impaired by neurodegenerative disorders and compounds and compositions for effecting the same |
| WO2015126915A2 (en) * | 2014-02-18 | 2015-08-27 | The Board Of Trustees Of The Leland Stanford Junior University | Method of improving cognition and social behavior in humans having deficits therein due to neurological disorders and compounds and compositions therefor |
Non-Patent Citations (2)
| Title |
|---|
| GRA_ZYNA GROSZEK ET AL.: "Synthesis and adrenolytic activity of 1-(1H-indol-4-yloxy)-3-(2-(2-methoxyphenoxy)ethylamino)propan-2-ol analogs and its enantiomers. Part 2", 《EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY》 * |
| GRA_ZYNA GROSZEK ET AL.: "Synthesis and adrenolytic activity of 1-(1H-indol-4-yloxy)-3-{[2-(2-methoxyphenoxy)ethyl]amino}propan-2-ol and its enantiomers. Part 1", 《EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY》 * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115989019A (zh) * | 2020-06-04 | 2023-04-18 | 库拉森疗法公司 | β肾上腺素能激动剂的形式和组合物 |
Also Published As
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| MX2018013812A (es) | 2019-08-05 |
| EP3454845A1 (en) | 2019-03-20 |
| JP2019521964A (ja) | 2019-08-08 |
| BR112018073227A2 (pt) | 2019-02-19 |
| KR20190017795A (ko) | 2019-02-20 |
| CA3023763A1 (en) | 2017-11-16 |
| US20200237724A1 (en) | 2020-07-30 |
| US11173144B2 (en) | 2021-11-16 |
| MA44994A (fr) | 2019-03-20 |
| AU2017263657A1 (en) | 2018-11-29 |
| EP3454845A4 (en) | 2020-04-22 |
| WO2017197324A1 (en) | 2017-11-16 |
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