BRPI0807351A2 - Compostos de piridopirimidinona úteis para tratar doenças ou condições mediadas por canal de sódio - Google Patents
Compostos de piridopirimidinona úteis para tratar doenças ou condições mediadas por canal de sódio Download PDFInfo
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- BRPI0807351A2 BRPI0807351A2 BRPI0807351-1A BRPI0807351A BRPI0807351A2 BR PI0807351 A2 BRPI0807351 A2 BR PI0807351A2 BR PI0807351 A BRPI0807351 A BR PI0807351A BR PI0807351 A2 BRPI0807351 A2 BR PI0807351A2
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- Brazil
- Prior art keywords
- optionally substituted
- heterocyclyl
- haloalkyl
- aralkyl
- cycloalkylalkyl
- Prior art date
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Classifications
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- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
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Landscapes
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- Immunology (AREA)
- Pulmonology (AREA)
- Diabetes (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US88825307P | 2007-02-05 | 2007-02-05 | |
| US60/888253 | 2007-02-05 | ||
| US91212207P | 2007-04-16 | 2007-04-16 | |
| US60/912122 | 2007-04-16 | ||
| PCT/US2008/053075 WO2008097991A1 (en) | 2007-02-05 | 2008-02-05 | Pyridopyrimidinone compounds useful in treating sodium channel-mediated diseases or conditions |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BRPI0807351A2 true BRPI0807351A2 (pt) | 2014-05-20 |
Family
ID=39420569
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BRPI0807351-1A BRPI0807351A2 (pt) | 2007-02-05 | 2008-02-05 | Compostos de piridopirimidinona úteis para tratar doenças ou condições mediadas por canal de sódio |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US20080194616A1 (enExample) |
| EP (1) | EP2079737A1 (enExample) |
| JP (1) | JP2010518026A (enExample) |
| AR (1) | AR065194A1 (enExample) |
| AU (1) | AU2008213836A1 (enExample) |
| BR (1) | BRPI0807351A2 (enExample) |
| CA (1) | CA2677493A1 (enExample) |
| CL (1) | CL2008000369A1 (enExample) |
| MX (1) | MX2009008338A (enExample) |
| RU (1) | RU2009133336A (enExample) |
| TW (1) | TW200838539A (enExample) |
| WO (1) | WO2008097991A1 (enExample) |
Families Citing this family (53)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2394984T3 (es) * | 2006-12-18 | 2013-02-07 | Cardoz Ab | Nueva combinación para uso en el tratamiento de trastornos inflamatorios |
| AU2007336077A1 (en) * | 2006-12-20 | 2008-06-26 | Cardoz Ab | New combination for use in the treatment of inflammatory disorders |
| US8349846B2 (en) * | 2008-01-11 | 2013-01-08 | Glenmark Pharmaceuticals, S.A. | Fused pyrimidine derivatives as TRPV3 modulators |
| CN101531638B (zh) * | 2008-03-13 | 2011-12-28 | 中国科学院广州生物医药与健康研究院 | 用作雌激素相关受体调节剂的化合物及其应用 |
| US20110092463A1 (en) * | 2008-04-07 | 2011-04-21 | Johan Raud | Combination for use in the treatment of inflammatory disorders |
| US8119647B2 (en) * | 2008-04-23 | 2012-02-21 | Glenmark Pharmaceuticals S.A. | Fused pyrimidineone compounds as TRPV3 modulators |
| CN101628913B (zh) * | 2008-07-18 | 2013-01-23 | 中国科学院广州生物医药与健康研究院 | 用作雌激素相关受体调节剂的化合物及其应用 |
| EP2845856A1 (en) | 2009-06-29 | 2015-03-11 | Incyte Corporation | Pyrimidinones as PI3K inhibitors |
| WO2011075630A1 (en) * | 2009-12-18 | 2011-06-23 | Incyte Corporation | Substituted fused aryl and heteroaryl derivatives as pi3k inhibitors |
| US8759359B2 (en) * | 2009-12-18 | 2014-06-24 | Incyte Corporation | Substituted heteroaryl fused derivatives as PI3K inhibitors |
| EP2558463A1 (en) | 2010-04-14 | 2013-02-20 | Incyte Corporation | Fused derivatives as i3 inhibitors |
| WO2011163195A1 (en) | 2010-06-21 | 2011-12-29 | Incyte Corporation | Fused pyrrole derivatives as pi3k inhibitors |
| JP2013531687A (ja) | 2010-07-16 | 2013-08-08 | パーデュー、ファーマ、リミテッド、パートナーシップ | ナトリウムチャネル遮断剤としてのピリジン化合物 |
| TW201249844A (en) | 2010-12-20 | 2012-12-16 | Incyte Corp | N-(1-(substituted-phenyl)ethyl)-9H-purin-6-amines as PI3K inhibitors |
| WO2012125629A1 (en) | 2011-03-14 | 2012-09-20 | Incyte Corporation | Substituted diamino-pyrimidine and diamino-pyridine derivatives as pi3k inhibitors |
| US9126948B2 (en) | 2011-03-25 | 2015-09-08 | Incyte Holdings Corporation | Pyrimidine-4,6-diamine derivatives as PI3K inhibitors |
| UA121539C2 (uk) | 2011-09-02 | 2020-06-25 | Інсайт Холдинґс Корпорейшн | Гетероцикліламіни як інгібітори рі3к |
| JP6014155B2 (ja) | 2011-10-31 | 2016-10-25 | ゼノン・ファーマシューティカルズ・インコーポレイテッドＸｅｎｏｎ Ｐｈａｒｍａｃｅｕｔｉｃａｌｓ Ｉｎｃ． | ビアリールエーテルスルホンアミドおよび治療剤としてのそれらの使用 |
| ES2586213T3 (es) | 2011-10-31 | 2016-10-13 | Xenon Pharmaceuticals Inc. | Compuestos de bencenosulfonamida y su uso como agentes terapéuticos |
| WO2013115884A2 (en) * | 2011-11-15 | 2013-08-08 | Trustees Of Boston University | Pyridopyrimidinone inhibitors of viruses |
| AU2013203824A1 (en) | 2012-03-16 | 2013-10-03 | Purdue Pharma L.P. | Substituted pyridines and pryimidines as sodium channel blockers |
| AR090548A1 (es) | 2012-04-02 | 2014-11-19 | Incyte Corp | Azaheterociclobencilaminas biciclicas como inhibidores de pi3k |
| BR112014029161A2 (pt) * | 2012-05-22 | 2017-06-27 | Genentech Inc | benzamidas n-substituídas e seu uso no tratamento de dor |
| BR112015000187A2 (pt) * | 2012-07-06 | 2017-06-27 | Genentech Inc | benzamidas substituídas com n e métodos de uso das mesmas |
| WO2014096941A1 (en) | 2012-12-20 | 2014-06-26 | Purdue Pharma L.P. | Cyclic sulfonamides as sodium channel blockers |
| BR112015022488A2 (pt) | 2013-03-14 | 2017-07-18 | Genentech Inc | triazolopiridinas substituídas e métodos de uso das mesmas |
| BR112015023397A2 (pt) | 2013-03-15 | 2017-07-18 | Genentech Inc | benzoxazois substituídos e métodos de uso dos mesmos |
| CN105611923B (zh) * | 2013-09-10 | 2019-08-23 | 卓莫赛尔公司 | 用于治疗疼痛和糖尿病的钠通道调节剂 |
| CR20160296A (es) | 2013-11-27 | 2016-09-20 | Genentech Inc | Benzamidas sustituidas y métodos para usarlas |
| US10730866B2 (en) | 2014-04-07 | 2020-08-04 | Purdue Pharma L.P. | Indole derivatives and use thereof |
| US10077277B2 (en) | 2014-06-11 | 2018-09-18 | Incyte Corporation | Bicyclic heteroarylaminoalkyl phenyl derivatives as PI3K inhibitors |
| EP3166939B1 (en) | 2014-07-07 | 2019-06-05 | Genentech, Inc. | Therapeutic compounds and methods of use thereof |
| UA122332C2 (uk) | 2015-02-27 | 2020-10-26 | Інсайт Корпорейшн | Солі інгібітора pi3k і способи їх отримання |
| SG11201708294YA (en) * | 2015-04-15 | 2017-11-29 | Hoffmann La Roche | Pyridopyrimidinones and their use as nmda receptor modulators |
| WO2016183060A1 (en) | 2015-05-11 | 2016-11-17 | Incyte Corporation | Process for the synthesis of a phosphoinositide 3-kinase inhibitor |
| WO2016183063A1 (en) | 2015-05-11 | 2016-11-17 | Incyte Corporation | Crystalline forms of a pi3k inhibitor |
| WO2016191312A1 (en) | 2015-05-22 | 2016-12-01 | Genentech, Inc. | Substituted benzamides and methods of use thereof |
| WO2016205633A1 (en) | 2015-06-18 | 2016-12-22 | Cephalon, Inc. | 1, 4-substituted piperidine derivatives |
| MX379846B (es) | 2015-06-18 | 2025-03-11 | 89Bio Ltd | Derivados de 4-bencil y 4-benzoil piperidina sustituidos. |
| MA42683A (fr) | 2015-08-27 | 2018-07-04 | Genentech Inc | Composés thérapeutiques et leurs méthodes utilisation |
| PE20181003A1 (es) | 2015-09-28 | 2018-06-26 | Genentech Inc | Compuestos terapeuticos y sus metodos de uso |
| CN108495851A (zh) | 2015-11-25 | 2018-09-04 | 基因泰克公司 | 取代的苯甲酰胺及其使用方法 |
| EP3854782A1 (en) | 2016-03-30 | 2021-07-28 | Genentech, Inc. | Substituted benzamides and methods of use thereof |
| SG11201903348UA (en) | 2016-10-17 | 2019-05-30 | Genentech Inc | Therapeutic compounds and methods of use thereof |
| WO2018175707A1 (en) | 2017-03-24 | 2018-09-27 | Genentech, Inc. | 4-piperidin-n-(pyrimidin-4-yl)chroman-7-sulfonamide derivatives as sodium channel inhibitors |
| EP3759098A1 (en) | 2018-02-26 | 2021-01-06 | Genentech, Inc. | Pyridine-sulfonamide compounds and their use against pain and related conditions |
| EP3774801A1 (en) | 2018-03-30 | 2021-02-17 | F. Hoffmann-La Roche AG | Fused ring hydro-pyrido compounds as sodium channel inhibitors |
| TW202003490A (zh) | 2018-05-22 | 2020-01-16 | 瑞士商赫孚孟拉羅股份公司 | 治療性化合物及其使用方法 |
| MX2020012826A (es) | 2018-06-01 | 2021-03-09 | Incyte Corp | Regimen de dosificacion para el tratamiento de trastornos relacionados con fosfatidilinositol 3-cinasas (pi3k). |
| EP3801738A4 (en) * | 2018-06-05 | 2022-02-16 | InCarda Therapeutics, Inc. | PROCEDURE FOR DIAGNOSIS OF BRUGADA SYNDROME USING AN AEROSOL |
| US12473289B2 (en) * | 2019-11-25 | 2025-11-18 | Amgen Inc. | Heterocyclic compounds as delta-5 desaturase inhibitors and methods of use |
| CN110818709B (zh) * | 2019-11-28 | 2022-09-02 | 成都大学 | 一种co2参与下合成嘧啶酮类化合物的方法 |
| CN113292557B (zh) * | 2021-05-31 | 2022-02-11 | 贵州大学 | 一种含吲哚单元的吡啶并嘧啶酮类介离子衍生物及其制备方法和用途 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63112566A (ja) * | 1986-10-28 | 1988-05-17 | Nissan Chem Ind Ltd | ピリミジノン誘導体、その製法および殺虫・殺ダニ・殺菌剤 |
| WO2005041971A1 (en) * | 2003-10-21 | 2005-05-12 | Merck & Co., Inc. | Triazolo-pyridazine compounds and derivatives thereof useful in the treatment of neuropathic pain |
| AR053713A1 (es) * | 2005-04-20 | 2007-05-16 | Xenon Pharmaceuticals Inc | Compuestos heterociclicos y sus usos como agentes terapeuticos |
| JP2008546843A (ja) * | 2005-06-27 | 2008-12-25 | アムゲン インコーポレイティッド | 抗炎症性アリールニトリル化合物 |
| CA2622639C (en) * | 2005-10-04 | 2012-01-03 | Istituto Di Recerche Di Biologia Molecolare P. Angeletti S.P.A. | Hiv integrase inhibitors |
| EP1818058A3 (en) * | 2006-02-13 | 2007-11-07 | Astion Pharma A/S | Treatment of mmp-mediated dermatological diseases with pemirolast |
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- 2008-02-05 AR ARP080100493A patent/AR065194A1/es unknown
- 2008-02-05 US US12/026,435 patent/US20080194616A1/en not_active Abandoned
- 2008-02-05 RU RU2009133336/04A patent/RU2009133336A/ru unknown
- 2008-02-05 BR BRPI0807351-1A patent/BRPI0807351A2/pt not_active IP Right Cessation
- 2008-02-05 TW TW097104675A patent/TW200838539A/zh unknown
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- 2008-02-05 CA CA002677493A patent/CA2677493A1/en not_active Abandoned
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| WO2008097991A1 (en) | 2008-08-14 |
| CL2008000369A1 (es) | 2008-04-18 |
| TW200838539A (en) | 2008-10-01 |
| RU2009133336A (ru) | 2011-03-20 |
| AR065194A1 (es) | 2009-05-20 |
| CA2677493A1 (en) | 2008-08-14 |
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