ES2989113T3 - Compuestos deuterados y usos de los mismos - Google Patents
Compuestos deuterados y usos de los mismos Download PDFInfo
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- ES2989113T3 ES2989113T3 ES16839942T ES16839942T ES2989113T3 ES 2989113 T3 ES2989113 T3 ES 2989113T3 ES 16839942 T ES16839942 T ES 16839942T ES 16839942 T ES16839942 T ES 16839942T ES 2989113 T3 ES2989113 T3 ES 2989113T3
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- radioligand
- agonist
- compound
- human
- hydrogen peroxide
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Classifications
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- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
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Landscapes
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| US201562208223P | 2015-08-21 | 2015-08-21 | |
| PCT/US2016/048054 WO2017035077A1 (en) | 2015-08-21 | 2016-08-22 | Deuterated compounds and uses thereof |
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| ES2989113T3 true ES2989113T3 (es) | 2024-11-25 |
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| PT1888548E (pt) | 2005-05-26 | 2012-10-30 | Neuron Systems Inc | Derivado de quinolina para o tratamento de doenças da retina |
| WO2011072141A1 (en) | 2009-12-11 | 2011-06-16 | Neuron Systems, Inc. | Compositions and methods for the treatment of macular degeneration |
| CA2898631C (en) | 2013-01-23 | 2023-06-13 | Aldeyra Therapeutics, Inc. | Toxic aldehyde related diseases and treatment |
| CN118724806A (zh) | 2015-08-21 | 2024-10-01 | 奥尔德拉医疗公司 | 氘化化合物和其用途 |
| CA3016759A1 (en) | 2016-02-28 | 2017-08-31 | Aldeyra Therapeutics, Inc. | Treatment of allergic eye conditions with cyclodextrins |
| US11129823B2 (en) | 2016-05-09 | 2021-09-28 | Aldeyra Therapeutics, Inc. | Combination treatment of ocular inflammatory disorders and diseases |
| JP2019532029A (ja) * | 2016-08-22 | 2019-11-07 | アルデイラ セラピューティクス, インコーポレイテッド | アルデヒド補足化合物およびその使用 |
| AU2017317529A1 (en) * | 2016-08-22 | 2019-02-21 | Aldeyra Therapeutics, Inc. | Aldehyde trapping compounds and methods of use thereof |
| MX2019010576A (es) | 2017-03-16 | 2019-10-07 | Aldeyra Therapeutics Inc | Compuestos polimorficos y usos de los mismos. |
| JP7311162B2 (ja) | 2017-10-10 | 2023-07-19 | アルデイラ セラピューティクス, インコーポレイテッド | 炎症性障害の処置 |
| WO2020028820A1 (en) | 2018-08-03 | 2020-02-06 | Aldeyra Therapeutics, Inc. | Topical compositions and methods of preparation and use |
| WO2020033344A1 (en) | 2018-08-06 | 2020-02-13 | Aldeyra Therapeutics, Inc. | Polymorphic compounds and uses thereof |
| EP3856478A4 (en) | 2018-09-25 | 2022-06-08 | Aldeyra Therapeutics, Inc. | FORMULATIONS FOR THE TREATMENT OF DRY EYE |
| JP2022511030A (ja) * | 2018-12-05 | 2022-01-28 | アルデイラ セラピューティクス, インコーポレイテッド | 注射可能な製剤 |
| AU2019409160B2 (en) * | 2018-12-18 | 2022-03-24 | Zhuhai United Laboratories Co., Ltd. | Compound for use in retinal diseases |
| US11786518B2 (en) | 2019-03-26 | 2023-10-17 | Aldeyra Therapeutics, Inc. | Ophthalmic formulations and uses thereof |
| US12098132B2 (en) | 2019-05-02 | 2024-09-24 | Aldeyra Therapeutics, Inc. | Process for preparation of aldehyde scavenger and intermediates |
| CN113784954A (zh) | 2019-05-02 | 2021-12-10 | 奥尔德拉医疗公司 | 多晶型化合物和其用途 |
| CA3159453A1 (en) * | 2019-12-30 | 2021-07-08 | Huijun YIN | Tricyclic compound, and preparation method therefor and medical use thereof |
| CA3175856A1 (en) | 2020-05-13 | 2021-11-18 | Todd Brady | Pharmaceutical formulations and uses thereof |
| CN115843293B (zh) * | 2021-06-25 | 2025-01-24 | 中国医药研究开发中心有限公司 | 三环化合物及其制备方法和医药用途 |
| WO2024109905A1 (zh) * | 2022-11-26 | 2024-05-30 | 珠海联邦制药股份有限公司 | 一种含有吡啶苯基类化合物的眼用制剂及其制备方法和应用 |
| CN120607478A (zh) * | 2024-03-06 | 2025-09-09 | 深圳湾实验室 | 预防和治疗醛代谢紊乱引起的相关疾病的化合物及其用途 |
Family Cites Families (170)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2086186A (en) | 1933-10-10 | 1937-07-06 | Us Rubber Co | Treatment of rubber |
| SU50906A1 (ru) | 1935-12-20 | 1936-11-30 | А.И. Бурляев | Веретено дл пр дильных машин |
| GB1435721A (en) | 1972-05-18 | 1976-05-12 | Lilly Industries Ltd | Benzoxazole derivatives |
| SU509046A1 (ru) | 1975-02-21 | 1984-06-23 | Всесоюзный научно-исследовательский химико-фармацевтический институт им.Серго Орджоникидзе | Производные 2-карбэтокси-3-аминоиндола,про вл ющие противовоспалительную активность, и способ их получени |
| JPS6192592A (ja) | 1984-10-12 | 1986-05-10 | Norin Suisansyo Shokuhin Sogo Kenkyusho | 分岐サイクロデキストリンの製造方法 |
| US4675332A (en) | 1984-12-10 | 1987-06-23 | Warner-Lambert Company | Acidic tetrazolyl substituted indole compounds and their use as antiallergy agents |
| GB8610981D0 (en) | 1986-05-06 | 1986-06-11 | Ici America Inc | Quinoline amides |
| US5032392A (en) | 1986-09-04 | 1991-07-16 | Vision Pharmaceuticals | Aqueous ophthalmic solutions for the treatment of dryness and/or irritation of human or animal eyes |
| NZ225045A (en) | 1987-07-01 | 1990-06-26 | Janssen Pharmaceutica Nv | Antiviral pharmaceutical compositions containing cyclodextrin and an antiviral agent |
| US5002935A (en) | 1987-12-30 | 1991-03-26 | University Of Florida | Improvements in redox systems for brain-targeted drug delivery |
| US5376645A (en) | 1990-01-23 | 1994-12-27 | University Of Kansas | Derivatives of cyclodextrins exhibiting enhanced aqueous solubility and the use thereof |
| AU8942491A (en) | 1990-10-22 | 1992-05-20 | Bausch & Lomb Incorporated | Method and composition for cleaning contact lenses |
| CA2054339C (en) | 1990-11-02 | 2002-12-24 | Francesco G. Salituro | 3-amidoindolyl derivatives |
| US5668117A (en) | 1991-02-22 | 1997-09-16 | Shapiro; Howard K. | Methods of treating neurological diseases and etiologically related symptomology using carbonyl trapping agents in combination with previously known medicaments |
| US6444221B1 (en) | 1992-06-30 | 2002-09-03 | Howard K. Shapiro | Methods of treating chronic inflammatory diseases using carbonyl trapping agents |
| US20050090553A1 (en) | 1992-06-30 | 2005-04-28 | Shapiro Howard K. | Compositions and method for treatment of chronic inflammatory diseases |
| US5472954A (en) | 1992-07-14 | 1995-12-05 | Cyclops H.F. | Cyclodextrin complexation |
| TW401300B (en) | 1992-12-25 | 2000-08-11 | Senju Pharma Co | Antiallergic composition for ophthalmic or nasal use |
| US5493027A (en) | 1993-01-22 | 1996-02-20 | Board Of Regents, The University Of Texas System | Anticonvulsive agents and uses thereof |
| JP2746832B2 (ja) | 1993-05-14 | 1998-05-06 | 大鵬薬品工業株式会社 | 眼局所抗アレルギー剤 |
| GB9318431D0 (en) | 1993-09-06 | 1993-10-20 | Boots Co Plc | Therapeutic agents |
| US5767109A (en) | 1993-10-20 | 1998-06-16 | Sanchez; Robert A. | Complexing urushiols |
| US5576311A (en) | 1994-11-30 | 1996-11-19 | Pharmos Corporation | Cyclodextrins as suspending agents for pharmaceutical suspensions |
| JP3297969B2 (ja) | 1994-12-26 | 2002-07-02 | ライオン株式会社 | 点眼剤 |
| JPH08175985A (ja) | 1994-12-26 | 1996-07-09 | Lion Corp | 点眼剤 |
| US5597823A (en) | 1995-01-27 | 1997-01-28 | Abbott Laboratories | Tricyclic substituted hexahydrobenz [e]isoindole alpha-1 adrenergic antagonists |
| FR2742053B1 (fr) | 1995-12-06 | 1998-03-06 | Chauvin Lab Sa | Compositions pharmaceutiques a base de mequitazine |
| JP3736916B2 (ja) | 1996-02-19 | 2006-01-18 | 株式会社サンコンタクトレンズ | 含水性ソフトコンタクトレンズの消毒用組成物とその用途 |
| US6107300A (en) | 1996-03-27 | 2000-08-22 | Dupont Pharmaceuticals | Arylamino fused pyrimidines |
| KR20000029694A (ko) | 1996-08-01 | 2000-05-25 | 케네쓰 엘. 로에르트셔 | 살진균활성을갖는4-치환된퀴놀린유도체 |
| US6492520B1 (en) | 1996-08-06 | 2002-12-10 | Pfizer Inc | Substituted pyrido-or pyrimido-containing 6,6- or 6,7-bicyclic derivatives |
| WO1998050372A1 (de) | 1997-05-02 | 1998-11-12 | Schering Aktiengesellschaft | Substituierte heterocyclen und deren verwendung in arzneimitteln |
| JPH10306022A (ja) | 1997-05-06 | 1998-11-17 | Lion Corp | 点眼剤 |
| GB2327672A (en) | 1997-07-23 | 1999-02-03 | Merck & Co Inc | 4-(1,2,3,4-Tetrahydro-1,8-naphthyridin-7-yl)butanoyl-glycyl-3(S)-quinolin-3-yl-beta-alanine |
| EP1012151B1 (en) | 1997-09-02 | 2002-08-07 | Bristol-Myers Squibb Pharma Company | Heterocyclyl-substituted ring-fused pyridines and pyrimidines as corticotropin releasing hormone (crh) antagonists, useful for treating cns and stress-related disorders |
| WO1999046237A1 (en) | 1998-03-12 | 1999-09-16 | Novo Nordisk A/S | Modulators of protein tyrosine phosphatases |
| US6358948B1 (en) | 1999-05-04 | 2002-03-19 | American Home Products Corporation | Quinazolinone and benzoxazine derivatives as progesterone receptor modulators |
| US6498154B1 (en) | 1999-05-04 | 2002-12-24 | Wyeth | Cyclic regimens using quinazolinone and benzoxazine derivatives |
| JP3568108B2 (ja) | 1999-07-28 | 2004-09-22 | 松下電器産業株式会社 | デジタル地図の位置情報伝達方法とそれを実施する装置 |
| EP1233768A1 (en) | 1999-11-15 | 2002-08-28 | Smithkline Beecham | Carvedilol methanesulfonate |
| AU1735001A (en) | 1999-12-10 | 2001-06-18 | Senju Pharmaceutical Co., Ltd. | Cyclodextrin-containing pharmaceutical composition |
| WO2001051919A2 (en) | 2000-01-07 | 2001-07-19 | Transform Pharmaceuticals, Inc. | High-throughput formation, identification, and analysis of diverse solid-forms |
| US6569879B2 (en) | 2000-02-18 | 2003-05-27 | Merck & Co., Inc. | Aryloxyacetic acids for diabetes and lipid disorders |
| JP2001318350A (ja) | 2000-05-11 | 2001-11-16 | Lion Corp | コンタクトレンズ用溶液 |
| JP4748289B2 (ja) | 2000-06-23 | 2011-08-17 | ライオン株式会社 | 点眼剤、眼科用組成物及び吸着抑制方法 |
| FR2827599A1 (fr) | 2001-07-20 | 2003-01-24 | Neuro3D | Composes derives de quinoleine et quinoxaline,preparation et utilisations |
| UA83620C2 (ru) | 2001-12-05 | 2008-08-11 | Уайт | Замещенные бензоксазолы и их аналоги как эстрогенные агенты |
| US20060014786A1 (en) | 2002-05-17 | 2006-01-19 | Rajeev Raut | Opthalmic pharmaceutical compositions and methods for treating ocular inflammation |
| CA2451267A1 (en) | 2002-12-13 | 2004-06-13 | Warner-Lambert Company Llc | Pharmaceutical uses for alpha2delta ligands |
| WO2004069157A2 (en) | 2003-01-17 | 2004-08-19 | Ophthalmic Research Associates, Inc. | Combinational use of long-acting and short-acting anti-histamines for ocular allergies |
| US20040242704A1 (en) | 2003-03-14 | 2004-12-02 | University Of Washington, Techtransfer - Invention Licensing | Stabilized mutant opsin proteins |
| EP2301549A1 (en) | 2003-04-18 | 2011-03-30 | Advanced Medicine Research Institute | Remedies for diseases to be applied to eye |
| US20060111318A1 (en) | 2003-04-18 | 2006-05-25 | Advanced Medicine Research Institute | Agent for treating eye diseases |
| US7297709B2 (en) | 2003-05-22 | 2007-11-20 | Abbott Laboratories | Indazole, benzisoxazole, and benzisothiazole kinase inhibitors |
| US20040235892A1 (en) | 2003-05-22 | 2004-11-25 | Yujia Dai | Indazole and benzisoxazole kinase inhibitors |
| US7083803B2 (en) | 2003-09-19 | 2006-08-01 | Advanced Ocular Systems Limited | Ocular solutions |
| JP2005132834A (ja) | 2003-10-09 | 2005-05-26 | Kyowa Hakko Kogyo Co Ltd | キノリン誘導体 |
| EP2468729B1 (en) | 2003-10-15 | 2013-12-25 | Ube Industries, Ltd. | Novel indazole derivative |
| CA2543644A1 (en) | 2003-10-27 | 2005-05-06 | Astellas Pharma Inc. | Pyrazine derivatives and pharmaceutical use thereof |
| KR20060109947A (ko) | 2003-11-20 | 2006-10-23 | 오쎄라 파마슈티걸즈, 인크. | 황반 변성 및 다른 안과 질환의 개선 |
| JP2005187407A (ja) | 2003-12-25 | 2005-07-14 | Lion Corp | アレルギー眼疾患用眼科組成物 |
| US20050197292A1 (en) | 2004-01-30 | 2005-09-08 | Glennda Smithson | Compositions and methods for treating T-cell mediated pathological conditions |
| EP1722766A2 (en) | 2004-02-17 | 2006-11-22 | President And Fellows Of Harvard College | Management of ophthalmologic disorders, including macular degeneration |
| US20050234018A1 (en) | 2004-04-15 | 2005-10-20 | Allergan, Inc. | Drug delivery to the back of the eye |
| JP2006008568A (ja) | 2004-06-24 | 2006-01-12 | Cyclochem:Kk | IgE抗体抑制剤および食品 |
| WO2006002473A1 (en) | 2004-07-02 | 2006-01-12 | Adelaide Research & Innovation Pty Ltd | Method of controlling damage mediated by alpha, beta-unsaturated aldehydes |
| FR2875409B1 (fr) | 2004-09-17 | 2010-05-07 | Sanofi Aventis | Composition pharmaceutique comprenant une dispersion solide a matrice polymere comprenant une phase continue de polydextrose et une phase continue d'un polymere autre que du polydextrose |
| CN101048384A (zh) | 2004-10-28 | 2007-10-03 | 默克公司 | 促代谢型谷氨酸盐受体的嘧啶和喹啉增效剂 |
| WO2006077821A1 (ja) | 2005-01-19 | 2006-07-27 | Dainippon Sumitomo Pharma Co., Ltd. | アルドステロン受容体調節剤としての芳香族スルホン化合物 |
| TW200640443A (en) | 2005-02-23 | 2006-12-01 | Alcon Inc | Methods for treating ocular angiogenesis, retinal edema, retinal ischemia, and diabetic retinopathy using selective RTK inhibitors |
| CN1830964B (zh) | 2005-03-11 | 2011-06-15 | 中国科学院上海药物研究所 | 4-取代苯氨基-3-硝基喹啉类化合物及其制备方法和用途 |
| EP1893174A2 (en) | 2005-05-10 | 2008-03-05 | Cytophil, Inc. | Injectable hydrogels and methods of making and using same |
| PT1888548E (pt) | 2005-05-26 | 2012-10-30 | Neuron Systems Inc | Derivado de quinolina para o tratamento de doenças da retina |
| US8435965B2 (en) | 2005-12-27 | 2013-05-07 | Lion Corporation | Composition for soft contact lens and adsorption suppressing method |
| US7842312B2 (en) | 2005-12-29 | 2010-11-30 | Cordis Corporation | Polymeric compositions comprising therapeutic agents in crystalline phases, and methods of forming the same |
| US20070297981A1 (en) | 2006-01-25 | 2007-12-27 | Ousler George W Iii | Formulations and methods for treating dry eye |
| JP4466875B2 (ja) | 2006-04-05 | 2010-05-26 | ライオン株式会社 | ソフトコンタクトレンズ用点眼剤 |
| KR20080109096A (ko) | 2006-04-14 | 2008-12-16 | 프라나 바이오테크놀로지 리미티드 | 연령 관련 황반 변성(에이엠디)의 치료 방법 |
| JP5194218B2 (ja) | 2006-06-05 | 2013-05-08 | 株式会社メニコンネクト | 含水性コンタクトレンズの保存方法ならびに該保存方法により保存された含水性コンタクトレンズ |
| RU2009106461A (ru) | 2006-07-25 | 2010-08-27 | Энвиво Фармасьютикалз, Инк. (Us) | Хинолиновые производные |
| JP2010500406A (ja) | 2006-08-14 | 2010-01-07 | シェーリング コーポレイション | 5−(1(s)−アミノ−2−ヒドロキシエチル)−n−[(2,4−ジフルオロフェニル)−メチル]−2−[8−メトキシ−2−(トリフルオロメチル)−5−キノリン]−4−オキサゾールカルボキサミドの塩 |
| RU2434630C2 (ru) | 2006-08-31 | 2011-11-27 | Юранд, Инк. | Системы доставки лекарственных средств, включающие в себя твердые растворы слабоосновных лекарственных средств |
| TW200823187A (en) | 2006-10-24 | 2008-06-01 | Wyeth Corp | Benzodioxane derivatives and uses thereof |
| US8158609B1 (en) | 2006-11-02 | 2012-04-17 | Novartis Ag | Use of cyclodextrins as an active ingredient for treating dry AMD and solubilizing drusen |
| US20080241256A1 (en) | 2007-03-30 | 2008-10-02 | Liisa Kuhn | Targeted active agent delivery system based on calcium phosphate nanoparticles |
| US8490764B2 (en) | 2007-05-30 | 2013-07-23 | Margaret Simester | Portable storage and changing station |
| TW200914437A (en) | 2007-06-20 | 2009-04-01 | Ironwood Pharmaceuticals Inc | FAAH inhibitors |
| MX2010003667A (es) | 2007-10-05 | 2010-09-28 | Acucela Inc | Compuestos alcoxi para el tratamiento de enfermedades. |
| JP6022746B2 (ja) | 2008-02-11 | 2016-11-09 | ユニヴァーシティ オブ ワシントン | 加齢関連性網膜機能不全の治療及び予防方法 |
| CN102177157A (zh) | 2008-08-12 | 2011-09-07 | 西特里斯药业公司 | 作为沉默调节蛋白调节剂的苯并*唑类、苯并噻唑类和相关的类似物 |
| JP5773877B2 (ja) | 2008-10-22 | 2015-09-02 | アキュセラ インコーポレイテッド | 眼の疾患及び障害を治療する化合物 |
| MX2011004924A (es) | 2008-11-11 | 2011-05-30 | Novartis Ag | Sales de fingolimod. |
| AU2010226249A1 (en) | 2009-03-17 | 2011-10-13 | Aciex Therapeutics, Inc. | Ophthalmic formulations of ketotifen and methods of use |
| WO2010133672A1 (en) | 2009-05-20 | 2010-11-25 | Clanotech Ab | Derivatives of quinoline-3-carboxylic acid and their medical use |
| WO2010141834A1 (en) | 2009-06-05 | 2010-12-09 | Aciex Therapeutics, Inc. | Ophthalmic formulations of fluticasone and methods of use |
| US20100331315A1 (en) | 2009-06-18 | 2010-12-30 | Mustapha Haddach | Rhodanines and related heterocycles as kinase inhibitors |
| EP2477594A4 (en) | 2009-07-15 | 2013-03-13 | Univ Vanderbilt | ISOKETAL CATCHER AND TREATMENT OF DISEASES WITH OXIDATIVE INJURY |
| TWI492769B (zh) | 2009-09-23 | 2015-07-21 | Alcon Res Ltd | 可注射的水性眼用組成物及其使用之方法 |
| EP2509596B1 (en) | 2009-12-08 | 2019-08-28 | Case Western Reserve University | Gamma aminoacids for treating ocular disorders |
| WO2011072141A1 (en) | 2009-12-11 | 2011-06-16 | Neuron Systems, Inc. | Compositions and methods for the treatment of macular degeneration |
| WO2011078204A1 (ja) | 2009-12-24 | 2011-06-30 | 浜理薬品工業株式会社 | 高脂血症の予防または治療剤、および抗疲労剤 |
| CA2788440A1 (en) | 2010-02-26 | 2011-09-01 | Xenon Pharmaceuticals Inc. | Pharmaceutical compositions of spiro-oxindole compound for topical administration and their use as therapeutic agents |
| WO2011116066A1 (en) * | 2010-03-17 | 2011-09-22 | Concert Pharmaceuticals, Inc. | Derivatives of dimethylcurcumin |
| JP2011203665A (ja) | 2010-03-26 | 2011-10-13 | Ophtecs Corp | コンタクトレンズの白濁解消用製剤及び白濁解消方法 |
| KR20130138770A (ko) | 2010-09-01 | 2013-12-19 | 아레나 파마슈티칼스, 인크. | 광학적으로 활성 산을 갖는 로르카세린의 염 |
| EP2632441A4 (en) | 2010-10-29 | 2015-04-01 | Relmada Therapeutics Inc | COMPOSITIONS OF (-) - 17- (CYCLOBUTYLMETHYL-) MORPHINAN-3,14-DIOL |
| DK2663550T3 (en) | 2011-01-12 | 2017-03-27 | Ventirx Pharmaceuticals Inc | SUBSTITUTED BENZOAZEPINS AS MODULATORS OF TOLL-LIKE RECEPTORS |
| US10463687B2 (en) | 2011-01-20 | 2019-11-05 | Cornell University | Treatments for retinal disorders |
| CN103442735B (zh) | 2011-01-31 | 2016-11-09 | 特米拉公司 | 用于减轻技术领域中所不希望的医学状况的有效要素 |
| TWI544922B (zh) | 2011-05-19 | 2016-08-11 | 愛爾康研究有限公司 | 高濃度歐羅派特錠(olopatadine)眼用組成物 |
| HK1202064A1 (en) | 2011-10-13 | 2015-09-18 | 托马斯.盖德克 | Topical formulations of chemerin c15 peptides for the treatment of dermatological conditions |
| WO2015187942A1 (en) | 2014-06-04 | 2015-12-10 | Case Western Reserve University | Compositions and methods of treating diabetic retinopathy |
| US9817701B2 (en) | 2011-12-12 | 2017-11-14 | International Business Machines Corporation | Threshold computing in a distributed computing system |
| US20130190500A1 (en) | 2011-12-12 | 2013-07-25 | Neuron Systems, Inc. | Process to prepare 6-chloro-3-amino-2-(2-hydroxypropyl)-1-azanaphthalene |
| US20130165419A1 (en) | 2011-12-21 | 2013-06-27 | Insite Vision Incorporated | Combination anti-inflammatory ophthalmic compositions |
| GB201200192D0 (en) | 2012-01-06 | 2012-02-22 | Rosemont Pharmaceuticals Ltd | Methotrexate composition |
| IN2015DN00538A (https=) | 2012-08-01 | 2015-06-26 | Lewis And Clark Pharmaceuticals Inc | |
| EP2916827B1 (en) | 2012-11-08 | 2020-06-10 | Clearside Biomedical Inc. | Methods for the treatment of ocular disease in human subjects |
| RU2015120478A (ru) | 2012-12-20 | 2017-01-25 | Альдейра Терапьютикс, Инк. | Пери-карбинолы |
| CA2898631C (en) | 2013-01-23 | 2023-06-13 | Aldeyra Therapeutics, Inc. | Toxic aldehyde related diseases and treatment |
| TWI624262B (zh) | 2013-01-23 | 2018-05-21 | 桑紐爾製藥公司 | 醫藥配方 |
| SG11201505599YA (en) | 2013-01-25 | 2015-08-28 | Aldeyra Therapeutics Inc | Novel traps in the treatment of macular degeneration |
| TWI643853B (zh) | 2013-02-27 | 2018-12-11 | 阿爾米雷爾有限公司 | 同時具有β2腎上腺素受體促效劑和M3毒蕈鹼受體拮抗劑活性之2-氨基-1-羥乙基-8-羥基喹啉-2(1H)-酮衍生物之鹽類 |
| US9713330B1 (en) * | 2013-03-15 | 2017-07-25 | Deuteria Agrochemicals, Llc | Deuterium-enriched aldehydes |
| US20160151410A1 (en) | 2013-07-02 | 2016-06-02 | The Trustees Of Columbia University In The City Of New York | Clearance of bioactive lipids from membrane structures by cyclodextrins |
| WO2015198350A1 (en) | 2014-06-25 | 2015-12-30 | Synergia Bio Sciences Private Limited | A pharmaceutical oil-in-water nano-emulsion |
| RU2016141135A (ru) | 2014-07-29 | 2018-08-28 | Терапьютиксмд, Инк. | Трансдермальный крем |
| NO2721710T3 (https=) | 2014-08-21 | 2018-03-31 | ||
| EP3628640B1 (en) * | 2014-09-02 | 2023-08-09 | Hub Therapeutics | Methods of making a deuterated or a non-deuterated molecule and pharmaceutical formulations for treatment |
| TW201628622A (zh) | 2014-11-17 | 2016-08-16 | 製藥公司 | Tlr抑制劑與布魯頓氏(bruton's)酪胺酸激酶抑制劑之組合 |
| WO2016085939A2 (en) | 2014-11-24 | 2016-06-02 | Case Western Reserve University | Compounds and methods of treating ocular disorders |
| US9953187B2 (en) | 2014-11-25 | 2018-04-24 | Honeywell International Inc. | System and method of contextual adjustment of video fidelity to protect privacy |
| NZ735715A (en) | 2015-04-15 | 2022-09-30 | Beigene Ltd | Maleate salts of a b-raf kinase inhibitor, crystalline forms, methods of preparation, and uses therefore |
| KR20180073553A (ko) * | 2015-08-21 | 2018-07-02 | 알데이라 테라퓨틱스, 아이엔씨. | 알데히드 접합체 및 이의 용도 |
| CN118724806A (zh) | 2015-08-21 | 2024-10-01 | 奥尔德拉医疗公司 | 氘化化合物和其用途 |
| GB201522441D0 (en) | 2015-12-18 | 2016-02-03 | Midatech Pharma Wales Ltd | Sustained release cyclosporine-loaded microparticles |
| CA3016759A1 (en) | 2016-02-28 | 2017-08-31 | Aldeyra Therapeutics, Inc. | Treatment of allergic eye conditions with cyclodextrins |
| US11129823B2 (en) | 2016-05-09 | 2021-09-28 | Aldeyra Therapeutics, Inc. | Combination treatment of ocular inflammatory disorders and diseases |
| WO2017214201A1 (en) | 2016-06-06 | 2017-12-14 | Thesan Pharmaceuticals, Inc. | Formulations for substituted 3-pyrrolidines, compositions containing, and uses of, same |
| JP2019532029A (ja) * | 2016-08-22 | 2019-11-07 | アルデイラ セラピューティクス, インコーポレイテッド | アルデヒド補足化合物およびその使用 |
| AU2017317529A1 (en) | 2016-08-22 | 2019-02-21 | Aldeyra Therapeutics, Inc. | Aldehyde trapping compounds and methods of use thereof |
| US11510931B2 (en) | 2016-09-28 | 2022-11-29 | Medicon Pharmaceuticals, Inc. | Compositions and methods for treating ophthalmic conditions |
| PL3523283T3 (pl) | 2016-10-05 | 2021-12-13 | Mitobridge, Inc. | Postacie krystaliczne i postacie soli związków stanowiących agonistów ppar |
| CN110114119B (zh) | 2016-10-12 | 2022-05-31 | Ps治疗有限公司 | 人工泪液、隐形眼镜和药物载体组合物及其使用方法 |
| GB2556082A (en) | 2016-11-18 | 2018-05-23 | Warneford Healthcare Ltd | Ophthalmic composition |
| MX2019010576A (es) | 2017-03-16 | 2019-10-07 | Aldeyra Therapeutics Inc | Compuestos polimorficos y usos de los mismos. |
| US10664688B2 (en) | 2017-09-20 | 2020-05-26 | Google Llc | Systems and methods of detecting and responding to a visitor to a smart home environment |
| JP7311162B2 (ja) | 2017-10-10 | 2023-07-19 | アルデイラ セラピューティクス, インコーポレイテッド | 炎症性障害の処置 |
| CN111527530B (zh) | 2017-12-14 | 2022-06-21 | 路创技术有限责任公司 | 无线音频设备的隐私模式 |
| WO2020018498A1 (en) | 2018-07-16 | 2020-01-23 | Aldeyra Therapeutics, Inc. | Cyclodextrin formulations |
| WO2020028820A1 (en) | 2018-08-03 | 2020-02-06 | Aldeyra Therapeutics, Inc. | Topical compositions and methods of preparation and use |
| WO2020033344A1 (en) | 2018-08-06 | 2020-02-13 | Aldeyra Therapeutics, Inc. | Polymorphic compounds and uses thereof |
| US10915995B2 (en) | 2018-09-24 | 2021-02-09 | Movidius Ltd. | Methods and apparatus to generate masked images based on selective privacy and/or location tracking |
| EP3856478A4 (en) | 2018-09-25 | 2022-06-08 | Aldeyra Therapeutics, Inc. | FORMULATIONS FOR THE TREATMENT OF DRY EYE |
| WO2020072621A1 (en) | 2018-10-02 | 2020-04-09 | Aldeyra Therapeutics, Inc. | Contact lens solutions and kits |
| JP2022511030A (ja) | 2018-12-05 | 2022-01-28 | アルデイラ セラピューティクス, インコーポレイテッド | 注射可能な製剤 |
| US11786518B2 (en) | 2019-03-26 | 2023-10-17 | Aldeyra Therapeutics, Inc. | Ophthalmic formulations and uses thereof |
| US12098132B2 (en) | 2019-05-02 | 2024-09-24 | Aldeyra Therapeutics, Inc. | Process for preparation of aldehyde scavenger and intermediates |
| CN113784954A (zh) | 2019-05-02 | 2021-12-10 | 奥尔德拉医疗公司 | 多晶型化合物和其用途 |
| EP4028015A4 (en) | 2019-09-13 | 2023-11-15 | Aldeyra Therapeutics, Inc. | Ophthalmic formulations of methotrexate |
| WO2021195211A1 (en) | 2020-03-24 | 2021-09-30 | Aldeyra Therapeutics, Inc. | Quinoline compounds for treating respiratory disorders and viral infections |
| EP4135697A4 (en) * | 2020-04-13 | 2024-05-15 | Aldeyra Therapeutics, Inc. | Quinoline compounds for treating lung, liver, and kidney diseases, disorders, or conditions |
| CA3175856A1 (en) | 2020-05-13 | 2021-11-18 | Todd Brady | Pharmaceutical formulations and uses thereof |
| US20230228744A1 (en) | 2020-06-04 | 2023-07-20 | Aldeyra Therapeutics, Inc. | Dry eye disease biomarkers and their use for treatment |
| CN112541870A (zh) | 2020-12-07 | 2021-03-23 | 北京大米科技有限公司 | 一种视频处理的方法、装置、可读存储介质和电子设备 |
| US20220211691A1 (en) | 2021-01-07 | 2022-07-07 | Aldeyra Therapeutics, Inc. | Treatment of dry eye disease |
| WO2022150580A1 (en) | 2021-01-07 | 2022-07-14 | Aldeyra Therapeutics, Inc. | Treatment of dry eye disease |
| CN112800947A (zh) | 2021-01-27 | 2021-05-14 | 上海电气集团股份有限公司 | 视频监控方法、系统、电子设备及存储介质 |
| AU2022303386A1 (en) | 2021-07-02 | 2023-12-14 | Aldeyra Therapeutics, Inc. | Heterocyclic aldehyde trapping compounds and uses thereof |
| WO2023192372A1 (en) | 2022-03-29 | 2023-10-05 | Aldeyra Therapeutics, Inc. | Methods of treating sjögren-larssen syndrome |
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| US12240816B2 (en) | 2025-03-04 |
| EP4400106A1 (en) | 2024-07-17 |
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| IL257611A (en) | 2018-04-30 |
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| US20200199075A1 (en) | 2020-06-25 |
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| US20180354905A1 (en) | 2018-12-13 |
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| CN108135907A (zh) | 2018-06-08 |
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| US10550085B2 (en) | 2020-02-04 |
| KR102664994B1 (ko) | 2024-05-13 |
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| US20230174491A1 (en) | 2023-06-08 |
| CO2018002822A2 (es) | 2018-05-31 |
| CN118724806A (zh) | 2024-10-01 |
| US11046650B2 (en) | 2021-06-29 |
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