CN113662928A - 用于眼部给药的半氟化化合物 - Google Patents
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- CN113662928A CN113662928A CN202110942390.4A CN202110942390A CN113662928A CN 113662928 A CN113662928 A CN 113662928A CN 202110942390 A CN202110942390 A CN 202110942390A CN 113662928 A CN113662928 A CN 113662928A
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- A—HUMAN NECESSITIES
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- A61F—FILTERS IMPLANTABLE INTO BLOOD VESSELS; PROSTHESES; DEVICES PROVIDING PATENCY TO, OR PREVENTING COLLAPSING OF, TUBULAR STRUCTURES OF THE BODY, e.g. STENTS; ORTHOPAEDIC, NURSING OR CONTRACEPTIVE DEVICES; FOMENTATION; TREATMENT OR PROTECTION OF EYES OR EARS; BANDAGES, DRESSINGS OR ABSORBENT PADS; FIRST-AID KITS
- A61F9/00—Methods or devices for treatment of the eyes; Devices for putting in contact-lenses; Devices to correct squinting; Apparatus to guide the blind; Protective devices for the eyes, carried on the body or in the hand
- A61F9/0008—Introducing ophthalmic products into the ocular cavity or retaining products therein
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- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/26—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton
- C07C17/263—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by condensation reactions
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Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
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| EP15187760 | 2015-09-30 | ||
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Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR101656121B1 (ko) | 2010-03-17 | 2016-09-08 | 노바리크 게엠베하 | 안압 증가를 치료하기 위한 약학 조성물 |
| EP2444063A1 (en) | 2010-10-20 | 2012-04-25 | Novaliq GmbH | Liquid pharmaceutical compositions for the delivery of active ingredients |
| EP2462921A1 (en) | 2010-11-11 | 2012-06-13 | Novaliq GmbH | Liquid pharmaceutical compositions for the treatment of a posterior eye disease |
| PT2714010T (pt) | 2011-05-25 | 2017-05-05 | Novaliq Gmbh | Composição farmacêutica tópica à base de alcanos semifluorados |
| CA2862974C (en) | 2012-01-23 | 2021-11-16 | Novaliq Gmbh | Stabilised protein compositions based on semifluorinated alkanes |
| CN113679697A (zh) | 2012-09-12 | 2021-11-23 | 诺瓦利克有限责任公司 | 包含半氟化烷烃的混合物的组合物 |
| CA2883003C (en) | 2012-09-12 | 2021-11-16 | Novaliq Gmbh | Semifluorinated alkane compositions |
| ES2687094T3 (es) | 2013-07-23 | 2018-10-23 | Novaliq Gmbh | Composiciones estabilizadas de anticuerpos |
| DK3722274T3 (da) * | 2015-09-30 | 2023-09-11 | Novaliq Gmbh | 2-perfluorbutylpentan til oftalmisk indgivelse |
| DE202016008738U1 (de) | 2015-09-30 | 2019-04-09 | Novaliq Gmbh | Semifluorierte Verbindungen und ihre Zusammensetzungen |
| ES2763121T3 (es) | 2016-06-23 | 2020-05-27 | Novaliq Gmbh | Método de administración tópica |
| CA3036297C (en) | 2016-09-22 | 2023-09-05 | Novaliq Gmbh | Pharmaceutical compositions for use in the therapy of blepharitis |
| US10813976B2 (en) | 2016-09-23 | 2020-10-27 | Novaliq Gmbh | Ophthalmic compositions comprising ciclosporin |
| ES2965883T3 (es) * | 2016-12-23 | 2024-04-17 | Novaliq Gmbh | Composición oftálmica para el tratamiento de la enfermedad del ojo seco |
| WO2018193093A1 (en) | 2017-04-21 | 2018-10-25 | Novaliq Gmbh | Iodine compositions |
| US10717691B2 (en) | 2017-05-05 | 2020-07-21 | Novaliq Gmbh | Process for the production of semifluorinated alkanes |
| US11278503B2 (en) | 2017-05-12 | 2022-03-22 | Novaliq Gmbh | Pharmaceutical compositions comprising semifluorinated alkanes for the treatment of contact lense-related conditions |
| CA3076776A1 (en) | 2017-09-27 | 2019-04-04 | Novaliq Gmbh | Ophthalmic compositions comprising latanoprost for use in the treatment of ocular diseases |
| CN120022260A (zh) * | 2017-10-04 | 2025-05-23 | 诺瓦利克有限责任公司 | 包含f6h8的眼用组合物 |
| WO2019166631A1 (en) | 2018-03-02 | 2019-09-06 | Novaliq Gmbh | Pharmaceutical compositions comprising nebivolol |
| EP3784246A1 (en) | 2018-04-27 | 2021-03-03 | Novaliq GmbH | Ophthalmic compositions comprising tafluprost for the treatment of glaucoma |
| JP7292567B2 (ja) | 2018-09-27 | 2023-06-19 | ダーマリック セラピューティクス， インコーポレーテッド | 局所日焼け止め製剤 |
| JP7360452B2 (ja) | 2018-09-27 | 2023-10-12 | ダーマリック セラピューティクス， インコーポレーテッド | 脂質バリアの修復 |
| AU2019358249B2 (en) | 2018-10-12 | 2024-02-22 | Novaliq Gmbh | Ophthalmic composition for treatment of dry eye disease |
| EP3923907B1 (en) | 2019-02-13 | 2024-09-25 | Novaliq GmbH | Compositions and methods for the treatment of ocular neovascularization |
| KR20220058577A (ko) | 2019-09-06 | 2022-05-09 | 노바리크 게엠베하 | 포도막염 치료를 위한 안과용 조성물 |
Citations (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20020128527A1 (en) * | 1995-09-29 | 2002-09-12 | Hasso Meinert | Semifluorinated alkanes and the use thereof |
| CN101312647A (zh) * | 2005-11-23 | 2008-11-26 | 诺瓦利克有限责任公司 | 组合物在保存器官和肢体中的应用 |
| CN102652022A (zh) * | 2009-12-14 | 2012-08-29 | 诺瓦利克有限责任公司 | 治疗干眼综合征的药物组合物 |
| CN102869345A (zh) * | 2010-03-17 | 2013-01-09 | 诺瓦利克有限责任公司 | 用于治疗眼内压增高的药物组合物 |
| US20130084250A1 (en) * | 2010-06-02 | 2013-04-04 | Fluoron Gmbh | Preparation |
| CN103153281A (zh) * | 2010-10-20 | 2013-06-12 | 诺瓦利克有限责任公司 | 用于递送活性成分的液态药物组合物 |
| CN103200931A (zh) * | 2010-11-11 | 2013-07-10 | 诺瓦利克有限责任公司 | 用于眼后节疾病治疗的液体药物组合物 |
| CN104619314A (zh) * | 2012-09-12 | 2015-05-13 | 诺瓦利克有限责任公司 | 包含半氟化烷烃的混合物的组合物 |
| CN104755073A (zh) * | 2012-09-12 | 2015-07-01 | 诺瓦利克有限责任公司 | 半氟化烷烃组合物 |
Family Cites Families (111)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2616927A (en) | 1950-05-12 | 1952-11-04 | Minnesota Mining & Mfg | Fluorocarbon tertiary amines |
| US4452818A (en) | 1982-03-19 | 1984-06-05 | Haidt Sterling J | Extraocular method of treating the eye with liquid perfluorocarbons |
| US5077036A (en) | 1986-01-14 | 1991-12-31 | Alliance Pharmaceutical Corp. | Biocompatible stable fluorocarbon emulsions for contrast enhancement and oxygen transport comprising 40-125% wt./volume fluorocarbon combined with a phospholipid |
| JPS6452722A (en) | 1987-05-01 | 1989-02-28 | Anjierini Pharmaceut Inc | Ophthalmic composition |
| US5518731A (en) | 1990-09-27 | 1996-05-21 | Allergan, Inc. | Nonaqueous fluorinated drug delivery vehicle suspensions |
| US6458376B1 (en) | 1990-09-27 | 2002-10-01 | Allergan, Inc. | Nonaqueous fluorinated drug delivery suspensions |
| US5326566A (en) | 1991-05-17 | 1994-07-05 | Bristol-Myers Squibb Company | Use of dibutyl adipate and isopropyl myristate in topical and transdermal products |
| GB9114374D0 (en) | 1991-07-03 | 1991-08-21 | Smithkline Beecham Plc | Novel process |
| FR2679150A1 (fr) | 1991-07-17 | 1993-01-22 | Atta | Preparations comprenant un fluorocarbure ou compose hautement fluore et un compose organique lipophile-fluorophile, et leurs utilisations. |
| US6602900B2 (en) | 1992-09-21 | 2003-08-05 | Allergan, Inc. | Cyclopentane heptan(ENE)oic acid, 2-heteroarylalkenyl derivatives as therapeutic agents |
| US5336175A (en) | 1992-10-29 | 1994-08-09 | Mames Robert N | Method for the treatment of retinal detachments |
| US5370313A (en) | 1994-01-10 | 1994-12-06 | Beard; Walter C. | Sterile liquid dispenser |
| DE4405627A1 (de) | 1994-02-22 | 1995-08-24 | Hoechst Ag | Fluorkohlenwasserstoffe enthaltende Ölemulsionen |
| FR2720943B1 (fr) | 1994-06-09 | 1996-08-23 | Applic Transferts Technolo | Emulsions inverses stables à forte concentration en composé(s) fluoré(s) et leur utilisation pour l'administration pulmonaire de médicaments et pour la fabrication d'émulsions multiples. |
| US6294563B1 (en) | 1994-10-27 | 2001-09-25 | Allergan Sales, Inc. | Combinations of prostaglandins and brimonidine or derivatives thereof |
| US5696164A (en) | 1994-12-22 | 1997-12-09 | Johnson & Johnson Consumer Products, Inc. | Antifungal treatment of nails |
| US5874481A (en) | 1995-06-07 | 1999-02-23 | Alliance Pharmaceutical Corp. | Fluorochemical solutions for the delivery of lipophilic pharmaceutical agents |
| US5667809A (en) | 1995-06-07 | 1997-09-16 | Alliance Pharmaceutical Corp. | Continuous fluorochemical microdispersions for the delivery of lipophilic pharmaceutical agents |
| US5874469A (en) | 1996-01-05 | 1999-02-23 | Alcon Laboratories, Inc. | Fluoroalkyl hydrocarbons for administering water insoluble or unstable drugs |
| FR2752161B1 (fr) | 1996-08-07 | 1998-09-25 | Atta | Emulsions multiples de type hydrocarbure-dans-eau-dans- fluorocarbone pour le transport de substances medicamenteuses hydrophiles et/ou lipophiles |
| US5863560A (en) | 1996-09-11 | 1999-01-26 | Virotex Corporation | Compositions and methods for topical application of therapeutic agents |
| IN184589B (enExample) | 1996-10-16 | 2000-09-09 | Alza Corp | |
| DE19709704C2 (de) | 1997-03-10 | 1999-11-04 | Michael Georgieff | Verwendung einer flüssigen Präparation von Xenon zur intravenösen Verabreichung bei Einleitung und/oder Aufrechterhaltung der Anaesthesie |
| US5980936A (en) | 1997-08-07 | 1999-11-09 | Alliance Pharmaceutical Corp. | Multiple emulsions comprising a hydrophobic continuous phase |
| US5981607A (en) | 1998-01-20 | 1999-11-09 | Allergan | Emulsion eye drop for alleviation of dry eye related symptoms in dry eye patients and/or contact lens wearers |
| EP0983037B1 (en) | 1998-02-09 | 2003-05-02 | MacroChem Corporation | Antifungal nail lacquer |
| DE19861012A1 (de) | 1998-03-18 | 1999-09-30 | Pharm Pur Gmbh | Behandlungsmittel für die Ophthalmologie |
| EP1105096B1 (en) | 1998-08-19 | 2003-10-29 | Skyepharma Canada Inc. | Injectable aqueous dispersions of propofol |
| US6140374A (en) | 1998-10-23 | 2000-10-31 | Abbott Laboratories | Propofol composition |
| US6159977A (en) | 1998-11-16 | 2000-12-12 | Astan, Inc. | Therapeutic anti-fungal nail preparation |
| US7258869B1 (en) | 1999-02-08 | 2007-08-21 | Alza Corporation | Stable non-aqueous single phase viscous vehicles and formulations utilizing such vehicle |
| CN1232244C (zh) | 1999-02-08 | 2005-12-21 | 阿尔萨公司 | 稳定的非水性单相粘性载体及采用该载体的制剂 |
| AU3898700A (en) | 1999-03-15 | 2000-10-04 | John Claude Krusz | Treatment of acute headaches and chronic pain using rapidly-cleared anesthetic drug at sub-anesthetic dosages |
| US6177477B1 (en) | 1999-03-24 | 2001-01-23 | American Home Products Corporation | Propofol formulation containing TRIS |
| US6239113B1 (en) | 1999-03-31 | 2001-05-29 | Insite Vision, Incorporated | Topical treatment or prevention of ocular infections |
| DE19926890C1 (de) | 1999-06-12 | 2000-07-27 | Pharm Pur Gmbh | Verwendung eines hochfluorierten oligomeren Alkans in der Ophthalmologie |
| DE19938668B4 (de) | 1999-08-14 | 2006-01-26 | Bausch & Lomb Inc. | Tränenersatzmittel |
| US6528086B2 (en) | 1999-09-28 | 2003-03-04 | Zars, Inc. | Methods and apparatus for drug delivery involving phase changing formulations |
| JP2001158734A (ja) | 1999-12-02 | 2001-06-12 | Lion Corp | 眼科用組成物及びソフトコンタクトレンズに対する吸着抑制方法 |
| US20030018044A1 (en) | 2000-02-18 | 2003-01-23 | Peyman Gholam A. | Treatment of ocular disease |
| DE10024413A1 (de) | 2000-05-19 | 2001-12-06 | Mika Pharma Gmbh | Pharmazeutische und/oder kosmetische Zubereitung |
| US6399087B1 (en) | 2000-12-20 | 2002-06-04 | Amphastar Pharmaceuticals, Inc. | Propofol formulation with enhanced microbial inhibition |
| US20030027833A1 (en) | 2001-05-07 | 2003-02-06 | Cleary Gary W. | Compositions and delivery systems for administration of a local anesthetic agent |
| JP4806162B2 (ja) | 2001-09-04 | 2011-11-02 | トロムスドルフ ゲーエムベーハー ウント コンパニー カーゲー アルツナイミッテル | 爪の成長の機能障害および疾患を治療するための硬膏 |
| US20040033228A1 (en) | 2002-08-16 | 2004-02-19 | Hans-Juergen Krause | Formulation of human antibodies for treating TNF-alpha associated disorders |
| US7074827B2 (en) | 2002-10-24 | 2006-07-11 | Sucampo Ag (Usa) Inc. | Method for treating ocular hypertension and glaucoma |
| ES2541488T3 (es) | 2003-08-25 | 2015-07-21 | Foamix Pharmaceuticals Ltd. | Espuma farmacéutica penetrante |
| US20050079210A1 (en) | 2003-10-09 | 2005-04-14 | Gupta Shyam K. | Liposomal delivery system for topical pharmaceutical, cosmeceutical, and cosmetic ingredients |
| EP1670433B1 (en) | 2003-10-10 | 2011-11-23 | Antares Pharma IPL AG | Transdermal pharmaceutical formulation for minimizing skin residues |
| EP1684724A4 (en) | 2003-11-19 | 2008-04-02 | Barnes Jewish Hospital | IMPROVED DRUG DELIVERY |
| GB0408164D0 (en) | 2004-04-13 | 2004-05-19 | Immune Targeting Systems Ltd | Antigen delivery vectors and constructs |
| ES2387619T3 (es) | 2004-04-19 | 2012-09-27 | Centre National De La Recherche Scientifique (Cnrs) | Suplementos de tensioactivos pulmonares |
| US20050288196A1 (en) | 2004-06-08 | 2005-12-29 | Ocularis Pharma, Inc. | Silicone polymer contact lens compositions and methods of use |
| US7063241B2 (en) | 2004-06-10 | 2006-06-20 | Allergan, Inc. | Dispensing tip |
| WO2006007510A1 (en) | 2004-07-01 | 2006-01-19 | Schepens Eye Research | Compositions and methods for treating eye disorders and conditions |
| US7740875B2 (en) | 2004-10-08 | 2010-06-22 | Mediquest Therapeutics, Inc. | Organo-gel formulations for therapeutic applications |
| US20060078580A1 (en) | 2004-10-08 | 2006-04-13 | Mediquest Therapeutics, Inc. | Organo-gel formulations for therapeutic applications |
| EP1688161A1 (en) | 2004-11-02 | 2006-08-09 | Switch Biotech Aktiengesellschaft | Use of pirlindole for the treatment of diseases which are characterized by proliferation of t-lymphocytes and/or hyperproliferation of keratinocytes in particular atopic dermatitis and psoriasis |
| US7851504B2 (en) | 2005-03-16 | 2010-12-14 | Allergan, Inc. | Enhanced bimatoprost ophthalmic solution |
| GB0511499D0 (en) | 2005-06-06 | 2005-07-13 | Medpharm Ltd | Topical ungual formulations |
| ES2318802T3 (es) | 2005-08-05 | 2009-05-01 | BHARAT SERUMS & VACCINES LTD. | Composiciones de emulsion de propofol intravenosas que tienen eficacia conservante. |
| FR2892023B1 (fr) | 2005-10-14 | 2009-09-25 | Galderma Sa | Composition pharmaceutique a base d'amorolfine et d'agent filmogene hydrosoluble pour application ungueale et peri-ungueale |
| TWI376239B (en) | 2006-02-01 | 2012-11-11 | Andrew Xian Chen | Vitamin e succinate stabilized pharmaceutical compositions, methods for the preparation and the use thereof |
| AR062046A1 (es) | 2006-07-25 | 2008-08-10 | Osmotica Pharmaceutical Argentina S A | Soluciones oftalmicas |
| AU2007281918A1 (en) | 2006-08-04 | 2008-02-14 | Insys Therapeutics Inc. | Aqueous dronabinol formulations |
| CA2664879C (en) | 2006-09-29 | 2015-03-24 | Surmodics, Inc. | Biodegradable ocular implants and methods for treating ocular conditions |
| WO2008070490A2 (en) | 2006-11-28 | 2008-06-12 | Wisconsin Alumni Research Foundation | Fluoropolymer-based emulsions for the intravenous delivery of fluorinated volatile anesthetics |
| KR20090087917A (ko) | 2006-12-07 | 2009-08-18 | 썬 파마 어드밴스트 리서치 컴패니 리미티드 | 마이크로리터량의 액체를 방울의 형태로 분배하기 위한 계량된 방울 병 |
| CN200977281Y (zh) | 2006-12-08 | 2007-11-21 | 陈宇 | 带助滴器的滴眼瓶 |
| FR2918891B1 (fr) | 2007-07-20 | 2009-09-25 | Thea Sa Lab | Solution ophtalmique a base de prostaglandines sans conservateur |
| US8222292B2 (en) | 2007-08-06 | 2012-07-17 | Insys Therapeutics, Inc. | Liquid cannabinoid formulations |
| DE102007055046A1 (de) | 2007-11-19 | 2009-05-28 | Fluoron Gmbh | Infusionslösung |
| DK2110126T3 (da) | 2008-04-18 | 2012-02-27 | Novaliq Gmbh | Inhalations- og instillationsanvendelse af semifluorerede alkaner som aktiv bestanddel-bærere inden for det intrapulmonale område |
| US20100006600A1 (en) | 2008-07-14 | 2010-01-14 | Dascanio Gustavo A | Fluid dispenser including hydrophobic ring |
| HUE032158T2 (en) | 2008-10-31 | 2017-09-28 | Univ Mississippi | Process for the preparation of delta9-THC amino acid esters |
| JP2012509737A (ja) | 2008-11-26 | 2012-04-26 | サーモディクス，インコーポレイティド | 埋め込み式の眼薬送達器具および眼薬送達方法 |
| US8501800B2 (en) | 2009-03-05 | 2013-08-06 | Insite Vision Incorporated | Controlled-release ophthalmic vehicles |
| IT1393419B1 (it) | 2009-03-19 | 2012-04-20 | Medivis S R L | Composizioni oftalmiche a base di acidi grassi polinsaturi omega-3 e omega-6. |
| WO2010146536A1 (en) | 2009-06-18 | 2010-12-23 | Koninklijke Philips Electronics N.V. | Suspension of particles with drug |
| JP5549669B2 (ja) | 2009-06-25 | 2014-07-16 | ライオン株式会社 | 眼科用組成物、ドライアイ治療剤及びビタミンａの安定化方法 |
| JP5736635B2 (ja) | 2009-06-25 | 2015-06-17 | ライオン株式会社 | ドライアイ治療剤 |
| DE102010027315A1 (de) | 2009-07-24 | 2011-01-27 | Mika Pharma Gesellschaft Für Die Entwicklung Und Vermarktung Pharmazeutischer Produkte Mbh | Verfahren zur Entwicklung einer als Schaum auf die Haut zu applizierende flüssige Zusammensetzung sowie eine topisch applizierbare Zusammensetzung |
| JP2011024841A (ja) | 2009-07-28 | 2011-02-10 | 健太 ▲浜崎▼ | 点眼補助具 |
| EP2332525A1 (en) | 2009-11-23 | 2011-06-15 | Novaliq GmbH | Pharmaceutical composition comprising propofol |
| US20110223208A1 (en) | 2010-03-09 | 2011-09-15 | Beth Hill | Non-Aqueous High Concentration Reduced Viscosity Suspension Formulations |
| CA2819988C (en) | 2011-01-04 | 2019-11-12 | Novaliq Gmbh | O/w-emulsions comprising semifluorinated alkanes |
| EP2714008B1 (en) | 2011-05-25 | 2016-12-14 | Novaliq GmbH | Pharmaceutical composition for administration to nails |
| PT2714010T (pt) | 2011-05-25 | 2017-05-05 | Novaliq Gmbh | Composição farmacêutica tópica à base de alcanos semifluorados |
| CN202136470U (zh) | 2011-06-08 | 2012-02-08 | 天津市金亿达药用包装材料有限公司 | 便于滴药的眼药瓶 |
| US8758826B2 (en) | 2011-07-05 | 2014-06-24 | Wet Inc. | Cannabinoid receptor binding agents, compositions, and methods |
| CA2862974C (en) | 2012-01-23 | 2021-11-16 | Novaliq Gmbh | Stabilised protein compositions based on semifluorinated alkanes |
| US9549966B2 (en) | 2012-02-21 | 2017-01-24 | Massachusetts Eye & Ear Infirmary | Inflammatory eye disorders |
| US9878000B2 (en) | 2012-06-20 | 2018-01-30 | University Of Waterloo | Mucoadhesive nanoparticle composition comprising immunosuppresant and methods of use thereof |
| EP2730291A1 (en) * | 2012-11-09 | 2014-05-14 | Fluoron Gmbh | Internal Tamponade Composition |
| EP2783703A1 (en) | 2013-03-25 | 2014-10-01 | B. Braun Melsungen AG | Semifluorocarbon compound containing contrast agent |
| ES2687094T3 (es) | 2013-07-23 | 2018-10-23 | Novaliq Gmbh | Composiciones estabilizadas de anticuerpos |
| AU2014332488B2 (en) | 2013-10-09 | 2017-03-09 | Johnson Living Trust Dated October 26, 2001, Leonidas A. Johnson, Trustee | Methods and compositions for treating and preventing signs or symptoms of eye disease |
| CN203524843U (zh) | 2013-10-20 | 2014-04-09 | 吕相瑜 | 自助滴眼液辅助支架 |
| ES2784229T3 (es) | 2013-11-20 | 2020-09-23 | Panag Pharma Inc | Composiciones y procedimientos para el tratamiento de la inflamación y el dolor ocular |
| WO2015153469A1 (en) | 2014-03-31 | 2015-10-08 | Amcor Limited | Controlled release container |
| EP2944324A1 (de) | 2014-05-13 | 2015-11-18 | LTS LOHMANN Therapie-Systeme AG | Verwendung von semifluorierten Alkanen in transdermalen therapeutischen Systemen |
| CN106572941B (zh) | 2014-08-13 | 2020-06-23 | 佛罗里达大学研究基金会股份有限公司 | 从眼药水中去除防腐剂 |
| MA41299A (fr) | 2014-12-30 | 2017-11-07 | Axim Biotechnologies Inc | Solutions ophtalmiques pour le traitement du glaucome et de la conjonctivite |
| DK3722274T3 (da) | 2015-09-30 | 2023-09-11 | Novaliq Gmbh | 2-perfluorbutylpentan til oftalmisk indgivelse |
| DE202016008738U1 (de) * | 2015-09-30 | 2019-04-09 | Novaliq Gmbh | Semifluorierte Verbindungen und ihre Zusammensetzungen |
| ES2763121T3 (es) | 2016-06-23 | 2020-05-27 | Novaliq Gmbh | Método de administración tópica |
| CA3036297C (en) | 2016-09-22 | 2023-09-05 | Novaliq Gmbh | Pharmaceutical compositions for use in the therapy of blepharitis |
| US10813976B2 (en) | 2016-09-23 | 2020-10-27 | Novaliq Gmbh | Ophthalmic compositions comprising ciclosporin |
| AU2017333420A1 (en) | 2016-09-28 | 2019-04-04 | Novaliq Gmbh | Compositions comprising a cannabinoid receptor binding ligand |
| AU2017380769B2 (en) | 2016-12-22 | 2023-12-21 | Novaliq Gmbh | Compositions comprising tacrolimus for the treatment of intraocular inflammatory eye diseases |
| ES2965883T3 (es) | 2016-12-23 | 2024-04-17 | Novaliq Gmbh | Composición oftálmica para el tratamiento de la enfermedad del ojo seco |
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Patent Citations (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20020128527A1 (en) * | 1995-09-29 | 2002-09-12 | Hasso Meinert | Semifluorinated alkanes and the use thereof |
| CN101312647A (zh) * | 2005-11-23 | 2008-11-26 | 诺瓦利克有限责任公司 | 组合物在保存器官和肢体中的应用 |
| CN102652022A (zh) * | 2009-12-14 | 2012-08-29 | 诺瓦利克有限责任公司 | 治疗干眼综合征的药物组合物 |
| CN102869345A (zh) * | 2010-03-17 | 2013-01-09 | 诺瓦利克有限责任公司 | 用于治疗眼内压增高的药物组合物 |
| US20130084250A1 (en) * | 2010-06-02 | 2013-04-04 | Fluoron Gmbh | Preparation |
| CN103153281A (zh) * | 2010-10-20 | 2013-06-12 | 诺瓦利克有限责任公司 | 用于递送活性成分的液态药物组合物 |
| CN103200931A (zh) * | 2010-11-11 | 2013-07-10 | 诺瓦利克有限责任公司 | 用于眼后节疾病治疗的液体药物组合物 |
| CN104619314A (zh) * | 2012-09-12 | 2015-05-13 | 诺瓦利克有限责任公司 | 包含半氟化烷烃的混合物的组合物 |
| CN104755073A (zh) * | 2012-09-12 | 2015-07-01 | 诺瓦利克有限责任公司 | 半氟化烷烃组合物 |
Non-Patent Citations (2)
| Title |
|---|
| BARATA-VALLEJO, S.等: "(Me3Si)3SiH-Mediated Intermolecular Radical Perfluoroalkylation Reactions of Olefins in water", 《THE JOURNAL OF ORGANIC CHEMISTRY》, vol. 75, no. 18, 25 August 2010 (2010-08-25), pages 6141 - 6148, XP055256850, DOI: 10.1021/jo100901z * |
| MEINERT, H等: "Semifluorinated alkanes-a new class of compounds with outstanding properties for use in ophthalmology", 《EUROPEAN JOURNAL OF OPHTHALMOLOGY》, vol. 10, no. 3, 1 January 2000 (2000-01-01), pages 189 - 197, XP009134460 * |
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