CA2603853C - Polymeric micelles for drug delivery - Google Patents
Polymeric micelles for drug delivery Download PDFInfo
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- CA2603853C CA2603853C CA2603853A CA2603853A CA2603853C CA 2603853 C CA2603853 C CA 2603853C CA 2603853 A CA2603853 A CA 2603853A CA 2603853 A CA2603853 A CA 2603853A CA 2603853 C CA2603853 C CA 2603853C
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- amino acid
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US8137695B2 (en) * | 2006-08-18 | 2012-03-20 | Arrowhead Madison Inc. | Polyconjugates for in vivo delivery of polynucleotides |
US8008355B2 (en) * | 2002-03-11 | 2011-08-30 | Roche Madison Inc. | Endosomolytic poly(vinyl ether) polymers |
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US9198887B2 (en) | 2003-09-15 | 2015-12-01 | Nanopharmaceuticals Llc | Thyroid hormone analogs and methods of use |
US8668926B1 (en) | 2003-09-15 | 2014-03-11 | Shaker A. Mousa | Nanoparticle and polymer formulations for thyroid hormone analogs, antagonists, and formulations thereof |
CA2539288C (en) | 2003-09-15 | 2015-05-12 | Shaker A. Mousa | Thyroid hormone analogs and methods of use |
US20050214379A1 (en) * | 2004-01-02 | 2005-09-29 | Sandro Mecozzi | Encapsulation of chemical compounds in fluorous-core and fluorous-inner-shell micelles formed from semifluorinated-block or fluorinated-block copolymers |
EP2348096A3 (en) | 2005-01-04 | 2011-11-09 | Intezyne Technologies Inc. | Synthesis of hybrid block copolymers and uses thereof |
US10130686B2 (en) | 2005-09-15 | 2018-11-20 | Nanopharmaceuticals Llc | Method and composition of thyroid hormone analogues and nanoformulations thereof for treating inflammatory disorders |
US9220788B2 (en) | 2009-06-17 | 2015-12-29 | Nanopharmaceuticals Llc | Nanoparticle and polymer formulations for thyroid hormone analogs, antagonists, and formulations and uses thereof |
US9498536B2 (en) | 2005-09-15 | 2016-11-22 | Nanopharmaceuticals Llc | Method and composition of thyroid hormone analogues and nanoformulations thereof for treating anti-inflammatory disorders |
US20100209382A1 (en) | 2005-09-16 | 2010-08-19 | Ordway Research Institute, Inc. | Polyphenol Conjugates as RGD-Binding Compounds and Methods of Use |
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US8188046B2 (en) | 2006-10-16 | 2012-05-29 | University Of South Florida | Amyloid beta peptides and methods of use |
US8414927B2 (en) * | 2006-11-03 | 2013-04-09 | Boston Scientific Scimed, Inc. | Cross-linked polymer particles |
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EP2101734B1 (en) * | 2006-12-01 | 2013-01-23 | The Regents of the University of California | Vesicles of self-assembling block copolymers and methods for making and using the same |
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US20080248097A1 (en) * | 2007-02-26 | 2008-10-09 | Kwon Glen S | Polymeric micelles for combination drug delivery |
US7618944B2 (en) * | 2007-03-01 | 2009-11-17 | Intezyne Technologies, Inc. | Encapsulated amyloid-beta peptides |
KR101697363B1 (ko) * | 2007-04-30 | 2017-01-17 | 인터자인 테크놀로지스, 인코포레이티드 | 소수성 제제를 캡슐화하기 위해 사용되는 혼합 입체화학을 가지는 혼성 블록 공중합체 미셀 |
EP2152320A2 (en) * | 2007-04-30 | 2010-02-17 | Intezyne Technologies Incorporated | Encapsulated contrast agents |
US9084771B2 (en) | 2007-05-17 | 2015-07-21 | Sutter West Bay Hospitals | Methods and compositions for treating cancer |
EP2217281A2 (en) * | 2007-11-07 | 2010-08-18 | Mallinckrodt Inc. | Photonic shell-core cross linked and functionalized nanostructures for biological applications |
US20110104052A1 (en) * | 2007-12-03 | 2011-05-05 | The Johns Hopkins University | Methods of synthesis and use of chemospheres |
JP2011511674A (ja) | 2008-02-07 | 2011-04-14 | ユニヴァーシティ オブ ワシントン | 周方向エアロゾルデバイス |
US20090232762A1 (en) * | 2008-03-11 | 2009-09-17 | May Pang Xiong | Compositions for delivery of therapeutic agents |
US8034396B2 (en) | 2008-04-01 | 2011-10-11 | Tyco Healthcare Group Lp | Bioadhesive composition formed using click chemistry |
JP5317031B2 (ja) * | 2008-05-07 | 2013-10-16 | 公立大学法人大阪府立大学 | ヘッド−テイル型共重合体の中空ナノ微粒子 |
GB2471987B (en) | 2008-06-04 | 2012-02-22 | Gw Pharma Ltd | Anti-tumoural effects of cannabinoid combinations |
GB2475183B (en) * | 2008-06-04 | 2011-11-23 | Gw Pharma Ltd | Cannabinoids in combination with non-cannabinoid chemotherapeutic agent that are selective estrogen receptor modulators |
JP4538666B2 (ja) * | 2008-07-29 | 2010-09-08 | ナノキャリア株式会社 | 薬物内包アクティブターゲット型高分子ミセル、医薬組成物 |
CA2738766A1 (en) * | 2008-09-25 | 2010-04-01 | Invivo Therapeutics Corporation | Spinal cord injury, inflammation, and immune-disease: local controlled release of therapeutic agents |
WO2010036973A1 (en) * | 2008-09-25 | 2010-04-01 | Comgenrx, Inc. | Treatment of hyperproliferative disorders using cardiac glycosides |
AU2009302217A1 (en) * | 2008-10-09 | 2010-04-15 | Northeastern University | Multifunctional self-assembling polymeric nanosystems |
US9464300B2 (en) * | 2008-11-06 | 2016-10-11 | University Of Washington | Multiblock copolymers |
AU2013204152B2 (en) * | 2008-11-06 | 2016-04-14 | Phaserx, Inc. | Multiblock copolymers |
US20100159021A1 (en) * | 2008-12-23 | 2010-06-24 | Paul Davis | Small Molecule Ligands of the Integrin RGD Recognition Site and Methods of Use |
AU2010215199B2 (en) * | 2009-02-21 | 2015-01-15 | Sofradim Production | Compounds and medical devices activated with solvophobic linkers |
US8648144B2 (en) | 2009-02-21 | 2014-02-11 | Sofradim Production | Crosslinked fibers and method of making same by extrusion |
AU2010215202A1 (en) | 2009-02-21 | 2011-10-13 | Covidien Lp | Crosslinked fibers and method of making same using UV radiation |
EP2398523B1 (en) | 2009-02-21 | 2018-04-04 | Covidien LP | Medical devices having activated surfaces |
US8663689B2 (en) | 2009-02-21 | 2014-03-04 | Sofradim Production | Functionalized adhesive medical gel |
WO2010096654A1 (en) | 2009-02-21 | 2010-08-26 | Tyco Healthcare Group Lp | Medical devices having activated surfaces |
CA2753217A1 (en) | 2009-02-21 | 2010-08-26 | Sofradim Production | Apparatus and method of reacting polymers passing through metal ion chelated resin matrix to produce injectable medical devices |
US8968733B2 (en) | 2009-02-21 | 2015-03-03 | Sofradim Production | Functionalized surgical adhesives |
US8535477B2 (en) | 2009-02-21 | 2013-09-17 | Sofradim Production | Medical devices incorporating functional adhesives |
US8512728B2 (en) | 2009-02-21 | 2013-08-20 | Sofradim Production | Method of forming a medical device on biological tissue |
US9375699B2 (en) | 2009-02-21 | 2016-06-28 | Sofradim Production | Apparatus and method of reacting polymers by exposure to UV radiation to produce injectable medical devices |
AU2010215192B2 (en) | 2009-02-21 | 2015-04-30 | Sofradim Production | Amphiphilic compounds and self-assembling compositions made therefrom |
WO2010095056A2 (en) | 2009-02-21 | 2010-08-26 | Sofradim Production | Medical devices with an activated coating |
US8877170B2 (en) | 2009-02-21 | 2014-11-04 | Sofradim Production | Medical device with inflammatory response-reducing coating |
WO2010120506A1 (en) * | 2009-03-31 | 2010-10-21 | Ordway Research Institute, Inc. | Combination treatment of cancer with cetuximab and tetrac |
US20100292432A1 (en) * | 2009-04-30 | 2010-11-18 | Intezyne Technologies, Incorporated | Polymers for polynucleotide encapsulation |
US8287910B2 (en) * | 2009-04-30 | 2012-10-16 | Intezyne Technologies, Inc. | Polymeric micelles for polynucleotide encapsulation |
US8524784B2 (en) | 2009-04-30 | 2013-09-03 | Intezyne Technologies, Incorporated | Polymer micelles containing anthracylines for the treatment of cancer |
WO2010127271A1 (en) * | 2009-04-30 | 2010-11-04 | Intezyne Technologies, Incorporated | Polymer micelles containing anthracylines for the treatment of cancer |
CA2760771A1 (en) * | 2009-05-04 | 2010-11-11 | Intezyne Technologies, Incorporated | Polymer micelles containing sn-38 for the treatment of cancer |
WO2011038278A2 (en) | 2009-09-25 | 2011-03-31 | Wisconsin Alumni Research Foundation | Micelle encapsulation of therapeutic agents |
US9415113B2 (en) | 2009-11-18 | 2016-08-16 | University Of Washington | Targeting monomers and polymers having targeting blocks |
WO2011102906A1 (en) * | 2010-02-19 | 2011-08-25 | Robert Shorr | Imageable lipid-oil-water nanoemulsion delivery system |
WO2011102905A1 (en) * | 2010-02-19 | 2011-08-25 | Robert Shorr | Imageable lipid-oil-water nanoemulsion diagnostic delivery system |
WO2011102904A1 (en) * | 2010-02-19 | 2011-08-25 | Robert Shorr | Imageable lipid-oil-water nanoemulsion therapeutic delivery system |
MX2012009178A (es) | 2010-02-24 | 2012-11-30 | Arrowhead Res Corp | Composiciones para liberacion dirigida de arnsi. |
GB2478595B (en) | 2010-03-12 | 2018-04-04 | Gw Pharma Ltd | Phytocannabinoids in the treatment of glioma |
US20110229528A1 (en) * | 2010-03-12 | 2011-09-22 | Intezyne Technologies, Incorporated | Pegylated polyplexes for polynucleotide delivery |
CA2794335A1 (en) | 2010-03-25 | 2011-09-29 | Sofradim Production | Medical devices incorporating functional adhesives |
CA2794336A1 (en) | 2010-03-25 | 2011-09-29 | Sofradim Production | Surgical fasteners and methods for sealing wounds |
FR2958649B1 (fr) * | 2010-04-07 | 2012-05-04 | Arkema France | Copolymere a blocs issu de matieres renouvelables et procede de fabrication d'un tel copolymere a blocs |
EP2571529A2 (en) | 2010-05-14 | 2013-03-27 | Mallinckrodt LLC | Functional, cross-linked nanostructures for tandem optical imaging and therapy |
US9247931B2 (en) | 2010-06-29 | 2016-02-02 | Covidien Lp | Microwave-powered reactor and method for in situ forming implants |
AU2011273102A1 (en) | 2010-07-01 | 2013-01-31 | Sofradim Production | Medical device with predefined activated cellular integration |
WO2012018594A2 (en) * | 2010-07-26 | 2012-02-09 | Scott & White Healthcare | Plant-derived polysaccharides for delivery of rna-based therapies |
CA2805987C (en) | 2010-07-27 | 2019-04-09 | Sofradim Production | Polymeric fibers having tissue reactive members |
LT2608800T (lt) | 2010-08-23 | 2017-05-10 | The Regents Of The University Of California | Kompozicijos ir medžiagų su dideliu antimikrobiniu aktyvumu ir mažu toksiškumu naudojimas |
US10744151B1 (en) * | 2010-12-01 | 2020-08-18 | Gowey Research Group PLLC | Micro-RNA profiling, compositions, and methods of treating diseases |
US10758578B2 (en) | 2010-12-01 | 2020-09-01 | Gowey Research Group PLLC | Herbal formulations of carnivorous plants and methods for treating inflammation |
US11344505B1 (en) | 2010-12-01 | 2022-05-31 | Gowey Research Group, Pllc | Herbal formulations of carnivorous plants and methods for treating inflammation |
US11414663B2 (en) | 2010-12-01 | 2022-08-16 | Gowey Research Group, Pllc | Micro-RNA profiling, compositions, and methods of treating diseases |
US8802240B2 (en) | 2011-01-06 | 2014-08-12 | Nanopharmaceuticals Llc | Uses of formulations of thyroid hormone analogs and nanoparticulate forms thereof to increase chemosensitivity and radiosensitivity in tumor or cancer cells |
BR122021002471B8 (pt) | 2011-03-03 | 2022-10-25 | Impel Neuropharma Inc | Dispositivo de distribuição de droga nasal |
WO2012138730A1 (en) * | 2011-04-04 | 2012-10-11 | Board Of Regents Of The University Of Nebraska | Drug delivery compositions and methods |
EP2696853B1 (en) | 2011-04-11 | 2019-10-23 | Council of Scientific & Industrial Research | Surface induced disassembly of nano containers |
CN107376071B (zh) | 2011-05-09 | 2021-07-09 | 英倍尔药业股份有限公司 | 用于将化合物递送到使用者的上部嗅觉区的喷嘴 |
WO2012162307A2 (en) * | 2011-05-23 | 2012-11-29 | University Of Massachusetts | Crosslinked polymer nano-assemblies and uses thereof |
EP2543671A1 (de) * | 2011-07-08 | 2013-01-09 | cynora GmbH | Querverknüpfung und Stabilisierung von organischen Metallkomplexen in Netzwerken |
WO2013009928A1 (en) * | 2011-07-11 | 2013-01-17 | Organic Medical Research | Cannabinoid formulations |
JP6170047B2 (ja) | 2011-08-31 | 2017-07-26 | ユニバーシティ・オブ・ジョージア・リサーチ・ファウンデイション・インコーポレイテッド | アポトーシス−ターゲティングナノ粒子 |
US8609146B2 (en) | 2011-09-19 | 2013-12-17 | Intezyne Technologies, Inc. | Multi-block copolymers for the preparation of stabilized micelles |
KR101334420B1 (ko) * | 2011-11-17 | 2013-11-29 | 재단법인대구경북과학기술원 | 약물 전달을 위한 코어 크로스링킹된 고분자 마이셀 화합물 및 이의 제조방법 |
TWI568453B (zh) * | 2011-11-22 | 2017-02-01 | 原創生醫股份有限公司 | 具有螯合型複合微胞之藥物載體及其應用 |
EP2791160B1 (en) | 2011-12-16 | 2022-03-02 | ModernaTX, Inc. | Modified mrna compositions |
ES2669561T3 (es) | 2012-02-17 | 2018-05-28 | University Of Georgia Research Foundation, Inc. | Nanopartículas para el transporte mitocondrial de agentes |
WO2013124867A1 (en) | 2012-02-21 | 2013-08-29 | Amrita Vishwa Vidyapeetham University | Polymer - polymer or polymer - protein core - shell nano medicine loaded with multiple drug molecules |
DK2634193T3 (en) * | 2012-02-29 | 2015-03-02 | Enzypep B V | Condensation of the side-chain protected oligopeptidfragmenter using subtilisins in organic solvents |
AU2013243948A1 (en) | 2012-04-02 | 2014-10-30 | Moderna Therapeutics, Inc. | Modified polynucleotides for the production of proteins associated with human disease |
AU2013243949A1 (en) | 2012-04-02 | 2014-10-30 | Moderna Therapeutics, Inc. | Modified polynucleotides for the production of biologics and proteins associated with human disease |
US20140113879A1 (en) * | 2012-04-11 | 2014-04-24 | Intezyne Technologies, Inc. | Block copolymers for stable micelles |
US9944752B2 (en) | 2012-04-11 | 2018-04-17 | Intezyne Technologies, Inc. | Block copolymers for stable micelles |
US20140127271A1 (en) * | 2012-04-11 | 2014-05-08 | Intezyne Technologies, Inc. | Block copolymers for stable micelles |
NZ700397A (en) * | 2012-04-11 | 2016-02-26 | Intezyne Technologies Inc | Block copolymers for stable micelles |
AU2013309496A1 (en) * | 2012-08-28 | 2014-06-05 | Original BioMedicals Co., Ltd | The controlled release method for a pharmaceutical composition composed of chelating complex micelles |
US20140134601A1 (en) * | 2012-11-09 | 2014-05-15 | Korea University Research And Business Foundation | Use of protein nanoparticle based hydrogel |
KR101403191B1 (ko) * | 2012-11-19 | 2014-06-02 | 가톨릭대학교 산학협력단 | 약물 전달을 위한 야누스 및 다중 결합 미셀 및 이의 제조 방법 |
WO2014141289A1 (en) | 2013-03-12 | 2014-09-18 | Amrita Vishwa Vidyapeetham University | Photo - chemo composition on the basis of microcapsules with a core -shell structure |
US8652527B1 (en) | 2013-03-13 | 2014-02-18 | Upsher-Smith Laboratories, Inc | Extended-release topiramate capsules |
US10258698B2 (en) | 2013-03-14 | 2019-04-16 | Modernatx, Inc. | Formulation and delivery of modified nucleoside, nucleotide, and nucleic acid compositions |
US9101545B2 (en) | 2013-03-15 | 2015-08-11 | Upsher-Smith Laboratories, Inc. | Extended-release topiramate capsules |
US9784730B2 (en) | 2013-03-21 | 2017-10-10 | University Of Washington Through Its Center For Commercialization | Nanoparticle for targeting brain tumors and delivery of O6-benzylguanine |
JP2016519684A (ja) | 2013-04-08 | 2016-07-07 | デニス エム ブラウン | 準最適に投与された薬物療法の有効性を改善するための及び/又は副作用を低減するための方法および組成物 |
EP2991713B1 (en) | 2013-04-28 | 2019-06-19 | Impel Neuropharma Inc. | Medical unit dose container |
US9775928B2 (en) | 2013-06-18 | 2017-10-03 | Covidien Lp | Adhesive barbed filament |
GB2516814B (en) | 2013-06-19 | 2016-08-31 | Otsuka Pharma Co Ltd | Use of phytocannabinoids for increasing radiosensitivity in the treatment of cancer |
US20160194625A1 (en) | 2013-09-03 | 2016-07-07 | Moderna Therapeutics, Inc. | Chimeric polynucleotides |
WO2015034925A1 (en) | 2013-09-03 | 2015-03-12 | Moderna Therapeutics, Inc. | Circular polynucleotides |
FR3011550B1 (fr) * | 2013-10-07 | 2016-11-18 | Arkema France | Copolymere a blocs polyamide et a bloc polyether |
US20170080093A1 (en) * | 2013-10-22 | 2017-03-23 | Tyme, Inc. | Tyrosine Derivatives And Compositions Comprising Them |
US9585841B2 (en) * | 2013-10-22 | 2017-03-07 | Tyme, Inc. | Tyrosine derivatives and compositions comprising them |
WO2015074050A1 (en) | 2013-11-18 | 2015-05-21 | Nanopharmaceuticals Llc | Methods for screening patients for resistance to angioinhibition, treatment and prophylaxis thereof |
JP6621409B2 (ja) | 2013-11-22 | 2019-12-18 | ミナ セラピューティクス リミテッド | C/EBPα小分子活性化RNA組成物 |
US9763992B2 (en) | 2014-02-13 | 2017-09-19 | Father Flanagan's Boys' Home | Treatment of noise induced hearing loss |
WO2015138992A1 (en) | 2014-03-14 | 2015-09-17 | University Of Georgia Research Foundation, Inc. | Mitochondrial delivery of 3-bromopyruvate |
US9622970B2 (en) * | 2014-05-08 | 2017-04-18 | Yaguang Liu | Pharmaceutical composition containing lutein and antioxidant for treating and preventing human disease |
WO2015179402A1 (en) | 2014-05-19 | 2015-11-26 | North Carolina State University | Methods of folding a graft copolymer with dual anticancer drugs and related applications |
CA2955250A1 (en) | 2014-07-16 | 2016-01-21 | Moderna Therapeutics, Inc. | Chimeric polynucleotides |
EP3171895A1 (en) | 2014-07-23 | 2017-05-31 | Modernatx, Inc. | Modified polynucleotides for the production of intrabodies |
US11111284B2 (en) | 2014-08-21 | 2021-09-07 | The General Hospital Corporation | Tumor necrosis factor superfamily and TNF-like ligand muteins and methods of preparing |
US11298424B2 (en) | 2014-10-01 | 2022-04-12 | The Regents Of The University Of California | Non-ionic and thermoresponsive diblock copolypeptide hydrogels for delivery of molecules and cells |
CN104448300B (zh) * | 2014-12-09 | 2017-01-11 | 西安医学院 | 低分子量l-聚谷氨酸-丝裂霉素c及其合成方法和应用 |
US10232050B1 (en) | 2014-12-12 | 2019-03-19 | Clemson University | Multi-functional particles and methods of using the same |
US11633355B2 (en) | 2014-12-12 | 2023-04-25 | Clemson University Research Foundation | Multi-functional particles and methods of using the same |
US9956300B2 (en) * | 2015-03-18 | 2018-05-01 | Duke Univerity | Hydrogels formed from polypeptide micelles and methods of use thereof |
FR3034423B1 (fr) * | 2015-04-03 | 2019-05-31 | Cnrs | Dispersion aqueuse de particules d'au moins un polymere thermoplastique, son procede de preparation et ses applications, notamment pour l'ensimage de fibres de renfort |
EP3297655B1 (en) | 2015-05-18 | 2020-04-15 | Arizona Board of Regents on Behalf of the University of Arizona | Enhanced melanoma cancer prevention by novel melanotropins |
US20160346408A1 (en) * | 2015-05-26 | 2016-12-01 | Intezyne Technologies | Iron stabilized micelles as magnetic contrast agents |
JP6753927B2 (ja) | 2015-09-10 | 2020-09-09 | インペル ニューロファーマ インコーポレイテッド | 直列形経鼻送達デバイス |
EP3365007A4 (en) | 2015-10-22 | 2019-07-03 | ModernaTX, Inc. | VACCINE AGAINST BROAD SPECTRUM INFLUENZA VIRUS |
CA3002912A1 (en) | 2015-10-22 | 2017-04-27 | Modernatx, Inc. | Nucleic acid vaccines for varicella zoster virus (vzv) |
US20180303929A1 (en) | 2015-10-22 | 2018-10-25 | Moderna TX, Inc. | Herpes simplex virus vaccine |
EP3364981A4 (en) | 2015-10-22 | 2019-08-07 | ModernaTX, Inc. | VACCINE AGAINST THE HUMAN CYTOMEGALOVIRUS |
EP4011451A1 (en) | 2015-10-22 | 2022-06-15 | ModernaTX, Inc. | Metapneumovirus mrna vaccines |
SG10201914006UA (en) | 2015-10-22 | 2020-03-30 | Modernatx Inc | Respiratory syncytial virus vaccine |
HRP20220525T1 (hr) | 2015-12-23 | 2022-05-27 | Modernatx, Inc. | Postupci uporabe polinukleotida koji kodiraju ligand ox40 |
WO2017120612A1 (en) | 2016-01-10 | 2017-07-13 | Modernatx, Inc. | Therapeutic mrnas encoding anti ctla-4 antibodies |
KR101905010B1 (ko) | 2016-04-19 | 2018-10-08 | 앱티스 주식회사 | 코엔자임 q10 가용화 조성물 및 이의 제조방법 |
EP3463477A4 (en) | 2016-06-07 | 2020-03-04 | NanoPharmaceuticals LLC | NON-CLeavable POLYMER CONJUGATED WITH THYROID ANTAGONISTS OF avß3 INTEGRIN |
US10548908B2 (en) * | 2016-09-15 | 2020-02-04 | Nostopharma, LLC | Compositions and methods for preventing and treating heterotopic ossification and pathologic calcification |
US10143689B2 (en) | 2017-02-08 | 2018-12-04 | Interzyne Technologies, Inc. | SN-38 loaded iron crosslinked micelle and methods thereof |
CN110591078B (zh) * | 2017-06-26 | 2021-11-05 | 苏州大学 | 还原/pH双重响应性阿霉素前药的制备方法 |
EP4219715A3 (en) | 2017-09-08 | 2023-09-06 | MiNA Therapeutics Limited | Stabilized cebpa sarna compositions and methods of use |
AU2018330495A1 (en) | 2017-09-08 | 2020-03-26 | Mina Therapeutics Limited | Stabilized hnf4a sarna compositions and methods of use |
US20210236644A1 (en) | 2017-11-10 | 2021-08-05 | Cocoon Biotech Inc. | Ocular applications of silk-based products |
EP3713628A4 (en) | 2017-11-21 | 2021-08-18 | Impel Neuropharma Inc. | INTRA-NASAL DEVICE WITH DIVER TUBE |
CA3081680A1 (en) | 2017-11-21 | 2019-05-31 | Impel Neuropharma, Inc. | Intranasal device with inlet interface |
WO2019113461A1 (en) * | 2017-12-08 | 2019-06-13 | Western University Of Health Sciences | Lipid emulsified drug delivery systems for chemoprevention and treatment |
WO2019129657A1 (en) | 2017-12-28 | 2019-07-04 | Fundació Hospital Universitari Vall D'hebron - Institut De Recerca | Actively targeted polymeric micelles for drug and gene delivery |
CA3088942C (en) | 2018-01-05 | 2023-01-03 | Impel Neuropharma, Inc. | Intranasal delivery of dihydroergotamine by precision olfactory device |
JP2021509677A (ja) | 2018-01-05 | 2021-04-01 | インペル ニューロファーマ インコーポレイテッド | 精密嗅覚装置によるオランザピンの鼻孔間送達 |
US10328043B1 (en) | 2018-04-11 | 2019-06-25 | Nanopharmaceuticals, Llc. | Composition and method for dual targeting in treatment of neuroendocrine tumors |
US11351137B2 (en) | 2018-04-11 | 2022-06-07 | Nanopharmaceuticals Llc | Composition and method for dual targeting in treatment of neuroendocrine tumors |
EP3775211B1 (en) | 2018-04-12 | 2023-04-05 | MiNA Therapeutics Limited | Sirt1-sarna compositions and methods of use |
CN109111582A (zh) * | 2018-06-14 | 2019-01-01 | 哈尔滨工业大学无锡新材料研究院 | 一种聚醚胺-戊二酸共聚物胶团及其制备方法 |
US11517548B2 (en) | 2018-07-19 | 2022-12-06 | Impel Pharmaceuticals Inc. | Respiratory tract delivery of levodopa and DOPA decarboxylase inhibitor for treatment of Parkinson's Disease |
EP3833762A4 (en) | 2018-08-09 | 2022-09-28 | Verseau Therapeutics, Inc. | OLIGONUCLEOTIDE COMPOSITIONS FOR TARGETING CCR2 AND CSF1R AND THEIR USES |
EP3906017A4 (en) | 2019-01-03 | 2022-12-28 | Impel Pharmaceuticals Inc. | NASAL DRUG DELIVERY DEVICE |
US20220211740A1 (en) | 2019-04-12 | 2022-07-07 | Mina Therapeutics Limited | Sirt1-sarna compositions and methods of use |
US11878109B2 (en) | 2019-05-17 | 2024-01-23 | Impel Pharmaceuticals Inc. | Single-use nasal delivery device |
CN112999151B (zh) * | 2019-12-19 | 2024-03-19 | 鲁南制药集团股份有限公司 | 一种口服用紫杉醇复合胶束 |
KR102376945B1 (ko) * | 2019-12-19 | 2022-03-21 | 상지대학교산학협력단 | 파킨슨병용 약제학적 조성물 및 그 치료제 |
CN113024789B (zh) * | 2019-12-23 | 2023-01-06 | 福建省紫杉园药业有限责任公司 | 一种交联聚合物胶束及其制备方法和应用 |
CN111228301A (zh) * | 2020-01-14 | 2020-06-05 | 哈尔滨医科大学 | 一种用于治疗血管生成介导疾病的复方制剂及其制备方法和应用 |
CN111297876B (zh) * | 2020-01-16 | 2021-04-27 | 武汉理工大学 | 一种塞来昔布胶束和和厚朴酚胶束药物联用控释系统及其制备方法 |
US10961204B1 (en) | 2020-04-29 | 2021-03-30 | Nanopharmaceuticals Llc | Composition of scalable thyrointegrin antagonists with improved blood brain barrier penetration and retention into brain tumors |
GB2603454A (en) | 2020-12-09 | 2022-08-10 | Ucl Business Ltd | Novel therapeutics for the treatment of neurodegenerative disorders |
WO2022145486A1 (en) * | 2020-12-28 | 2022-07-07 | Kawasaki Institute Of Industrial Promotion | Poly-ion complex micelle |
EP4314292A1 (en) | 2021-03-26 | 2024-02-07 | MiNA Therapeutics Limited | Tmem173 sarna compositions and methods of use |
WO2023099884A1 (en) | 2021-12-01 | 2023-06-08 | Mina Therapeutics Limited | Pax6 sarna compositions and methods of use |
US11723888B2 (en) | 2021-12-09 | 2023-08-15 | Nanopharmaceuticals Llc | Polymer conjugated thyrointegrin antagonists |
GB202117758D0 (en) | 2021-12-09 | 2022-01-26 | Ucl Business Ltd | Therapeutics for the treatment of neurodegenerative disorders |
WO2023161350A1 (en) | 2022-02-24 | 2023-08-31 | Io Biotech Aps | Nucleotide delivery of cancer therapy |
WO2023170435A1 (en) | 2022-03-07 | 2023-09-14 | Mina Therapeutics Limited | Il10 sarna compositions and methods of use |
CN114957733B (zh) * | 2022-05-12 | 2024-04-05 | 安徽工程大学 | Boc-苯丙氨酸改性淀粉纳米粒子及其制备方法和在疏水药物负载的应用 |
CN114920869B (zh) * | 2022-05-24 | 2023-07-14 | 太原工业学院 | 两亲性精氨酸嵌段环丙沙星共聚物、纳米颗粒及其制备方法和应用 |
Family Cites Families (21)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB2240547A (en) | 1990-01-31 | 1991-08-07 | Ciba Geigy Ag | New compositions |
KR940003548U (ko) * | 1992-08-14 | 1994-02-21 | 김형술 | 세탁물 건조기 |
CA2231442A1 (en) * | 1995-09-07 | 1997-03-13 | University Of Georgia Research Foundation, Inc. | Therapeutic azide compounds |
JPH11335267A (ja) | 1998-05-27 | 1999-12-07 | Nano Career Kk | 水難溶性薬物を含有するポリマーミセル系 |
JP4659937B2 (ja) * | 1999-11-19 | 2011-03-30 | ナノキャリア株式会社 | コア−シェル構造のポリイオンコンプレックスミセル |
JP3523821B2 (ja) * | 2000-02-09 | 2004-04-26 | ナノキャリア株式会社 | 薬物が封入されたポリマーミセルの製造方法および該ポリマーミセル組成物 |
FR2814951B1 (fr) * | 2000-10-06 | 2003-01-17 | Flamel Tech Sa | Suspension colloidale de particules submicroniques de vectorisation de principes actifs hydrophiles (insuline) et leur mode de preparation |
FR2822834B1 (fr) * | 2001-04-02 | 2005-02-25 | Flamel Tech Sa | Suspension colloidale de nanoparticules a base de copolymeres amphiphile pour la vectorisation de principes actifs et leur mode de preparation |
US20040126900A1 (en) * | 2001-04-13 | 2004-07-01 | Barry Stephen E | High affinity peptide- containing nanoparticles |
US6881484B2 (en) * | 2001-05-30 | 2005-04-19 | Mitsubishi Kagaku Iatron, Inc. | Core-shell particle including signal-generating substance enclosed therein and process for producing the same |
US20050249786A1 (en) * | 2001-09-28 | 2005-11-10 | Solubest Ltd. | Hydrophilic dispersions of nanoparticles of inclusion complexes of amorphous compounds |
US6780324B2 (en) * | 2002-03-18 | 2004-08-24 | Labopharm, Inc. | Preparation of sterile stabilized nanodispersions |
JP2004010479A (ja) * | 2002-06-03 | 2004-01-15 | Japan Science & Technology Corp | ブロック共重合体とアンスラサイクリン系抗癌剤を含む新規固型製剤及びその製造法 |
JP2004018494A (ja) * | 2002-06-19 | 2004-01-22 | Japan Science & Technology Corp | ブロック共重合体−薬剤複合体の製造法 |
JP4535229B2 (ja) | 2003-05-08 | 2010-09-01 | 国立大学法人 東京大学 | ポリエチレングリコール−ポリカチオンブロック共重合体 |
JP4763459B2 (ja) | 2003-05-29 | 2011-08-31 | 株式会社東京大学Tlo | 安定化高分子ミセル |
JP2006199590A (ja) | 2003-09-04 | 2006-08-03 | Nano Career Kk | 水溶性の塩基性薬物内包ナノ粒子含有組成物 |
US7311901B2 (en) * | 2003-10-10 | 2007-12-25 | Samyang Corporation | Amphiphilic block copolymer and polymeric composition comprising the same for drug delivery |
JP4920593B2 (ja) * | 2004-10-25 | 2012-04-18 | インテザイン テクノロジーズ, インコーポレイテッド | ヘテロ二官能性ポリ(エチレングリコール)およびそれらの使用 |
IL165260A0 (en) | 2004-11-16 | 2005-12-18 | Yissum Res Dev Co | Polymeric nano-shells |
EP2348096A3 (en) * | 2005-01-04 | 2011-11-09 | Intezyne Technologies Inc. | Synthesis of hybrid block copolymers and uses thereof |
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WO2006107903A2 (en) | 2006-10-12 |
IL186254A0 (en) | 2008-01-20 |
KR101288729B1 (ko) | 2013-07-23 |
US20060240092A1 (en) | 2006-10-26 |
ATE440117T1 (de) | 2009-09-15 |
AU2006231452B2 (en) | 2011-05-26 |
AU2006231452A1 (en) | 2006-10-12 |
EP1907444A2 (en) | 2008-04-09 |
ES2332062T3 (es) | 2010-01-25 |
DE602006008625D1 (de) | 2009-10-01 |
EP1907444B1 (en) | 2009-08-19 |
IL186254A (en) | 2012-04-30 |
MX2007012157A (es) | 2008-03-14 |
US7638558B2 (en) | 2009-12-29 |
US20100159020A1 (en) | 2010-06-24 |
US8426477B1 (en) | 2013-04-23 |
WO2006107903A3 (en) | 2007-02-15 |
US8299128B2 (en) | 2012-10-30 |
JP2008537943A (ja) | 2008-10-02 |
NZ562064A (en) | 2011-03-31 |
US20130195987A1 (en) | 2013-08-01 |
US20110092668A1 (en) | 2011-04-21 |
US20110091534A1 (en) | 2011-04-21 |
US8263665B2 (en) | 2012-09-11 |
US8263663B2 (en) | 2012-09-11 |
US8779008B2 (en) | 2014-07-15 |
KR20080015070A (ko) | 2008-02-18 |
CA2603853A1 (en) | 2006-10-12 |
JP4390845B2 (ja) | 2009-12-24 |
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