ES2650242T3 - Sistema de suministro de fármacos para la administración de sustancias farmacéuticamente activas poco solubles en agua - Google Patents
Sistema de suministro de fármacos para la administración de sustancias farmacéuticamente activas poco solubles en agua Download PDFInfo
- Publication number
- ES2650242T3 ES2650242T3 ES08861526.5T ES08861526T ES2650242T3 ES 2650242 T3 ES2650242 T3 ES 2650242T3 ES 08861526 T ES08861526 T ES 08861526T ES 2650242 T3 ES2650242 T3 ES 2650242T3
- Authority
- ES
- Spain
- Prior art keywords
- retinoyl
- methyl ester
- sodium salt
- cysteic acid
- acid methyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title abstract description 10
- 238000012377 drug delivery Methods 0.000 title abstract description 5
- 239000013543 active substance Substances 0.000 title abstract 2
- 159000000000 sodium salts Chemical class 0.000 abstract description 29
- 239000002245 particle Substances 0.000 abstract description 16
- 239000002105 nanoparticle Substances 0.000 abstract description 5
- 238000002296 dynamic light scattering Methods 0.000 abstract description 2
- 239000000126 substance Substances 0.000 abstract 4
- 239000013078 crystal Substances 0.000 abstract 1
- 239000000243 solution Substances 0.000 description 35
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 33
- 239000000203 mixture Substances 0.000 description 32
- 238000009472 formulation Methods 0.000 description 25
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 23
- ZDZOTLJHXYCWBA-VCVYQWHSSA-N N-debenzoyl-N-(tert-butoxycarbonyl)-10-deacetyltaxol Chemical compound O([C@H]1[C@H]2[C@@](C([C@H](O)C3=C(C)[C@@H](OC(=O)[C@H](O)[C@@H](NC(=O)OC(C)(C)C)C=4C=CC=CC=4)C[C@]1(O)C3(C)C)=O)(C)[C@@H](O)C[C@H]1OC[C@]12OC(=O)C)C(=O)C1=CC=CC=C1 ZDZOTLJHXYCWBA-VCVYQWHSSA-N 0.000 description 21
- 210000004027 cell Anatomy 0.000 description 21
- 229930012538 Paclitaxel Natural products 0.000 description 20
- 229960003668 docetaxel Drugs 0.000 description 20
- 229960001592 paclitaxel Drugs 0.000 description 20
- RCINICONZNJXQF-MZXODVADSA-N taxol Chemical compound O([C@@H]1[C@@]2(C[C@@H](C(C)=C(C2(C)C)[C@H](C([C@]2(C)[C@@H](O)C[C@H]3OC[C@]3([C@H]21)OC(C)=O)=O)OC(=O)C)OC(=O)[C@H](O)[C@@H](NC(=O)C=1C=CC=CC=1)C=1C=CC=CC=1)O)C(=O)C1=CC=CC=C1 RCINICONZNJXQF-MZXODVADSA-N 0.000 description 20
- 239000007864 aqueous solution Substances 0.000 description 15
- 150000004702 methyl esters Chemical class 0.000 description 12
- 238000001704 evaporation Methods 0.000 description 11
- 230000008020 evaporation Effects 0.000 description 11
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 10
- 229940123237 Taxane Drugs 0.000 description 8
- 239000003814 drug Substances 0.000 description 8
- 229930105110 Cyclosporin A Natural products 0.000 description 7
- PMATZTZNYRCHOR-CGLBZJNRSA-N Cyclosporin A Chemical compound CC[C@@H]1NC(=O)[C@H]([C@H](O)[C@H](C)C\C=C\C)N(C)C(=O)[C@H](C(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@@H](C)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)N(C)C(=O)[C@H](C(C)C)NC(=O)[C@H](CC(C)C)N(C)C(=O)CN(C)C1=O PMATZTZNYRCHOR-CGLBZJNRSA-N 0.000 description 7
- 108010036949 Cyclosporine Proteins 0.000 description 7
- 238000004090 dissolution Methods 0.000 description 7
- 239000002904 solvent Substances 0.000 description 7
- 231100000135 cytotoxicity Toxicity 0.000 description 6
- 230000003013 cytotoxicity Effects 0.000 description 6
- 229940079593 drug Drugs 0.000 description 6
- 239000002253 acid Substances 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- 239000011780 sodium chloride Substances 0.000 description 5
- DKPFODGZWDEEBT-QFIAKTPHSA-N taxane Chemical class C([C@]1(C)CCC[C@@H](C)[C@H]1C1)C[C@H]2[C@H](C)CC[C@@H]1C2(C)C DKPFODGZWDEEBT-QFIAKTPHSA-N 0.000 description 5
- 108091003079 Bovine Serum Albumin Proteins 0.000 description 4
- 230000000735 allogeneic effect Effects 0.000 description 4
- 238000002474 experimental method Methods 0.000 description 4
- 239000012091 fetal bovine serum Substances 0.000 description 4
- 238000001914 filtration Methods 0.000 description 4
- 150000002500 ions Chemical class 0.000 description 4
- 210000000056 organ Anatomy 0.000 description 4
- 238000002054 transplantation Methods 0.000 description 4
- 208000036832 Adenocarcinoma of ovary Diseases 0.000 description 3
- 206010061328 Ovarian epithelial cancer Diseases 0.000 description 3
- 239000003242 anti bacterial agent Substances 0.000 description 3
- 229940088710 antibiotic agent Drugs 0.000 description 3
- 239000001963 growth medium Substances 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 208000013371 ovarian adenocarcinoma Diseases 0.000 description 3
- 201000006588 ovary adenocarcinoma Diseases 0.000 description 3
- 239000013641 positive control Substances 0.000 description 3
- 206010006187 Breast cancer Diseases 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 2
- 206010020751 Hypersensitivity Diseases 0.000 description 2
- 238000012404 In vitro experiment Methods 0.000 description 2
- ZDXPYRJPNDTMRX-VKHMYHEASA-N L-glutamine Chemical compound OC(=O)[C@@H](N)CCC(N)=O ZDXPYRJPNDTMRX-VKHMYHEASA-N 0.000 description 2
- 229930182816 L-glutamine Natural products 0.000 description 2
- 239000004480 active ingredient Substances 0.000 description 2
- 230000001464 adherent effect Effects 0.000 description 2
- 201000008274 breast adenocarcinoma Diseases 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- 229910052791 calcium Inorganic materials 0.000 description 2
- 239000001110 calcium chloride Substances 0.000 description 2
- 229910001628 calcium chloride Inorganic materials 0.000 description 2
- 235000011148 calcium chloride Nutrition 0.000 description 2
- 238000004364 calculation method Methods 0.000 description 2
- 238000004113 cell culture Methods 0.000 description 2
- 230000010261 cell growth Effects 0.000 description 2
- 229960001265 ciclosporin Drugs 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 230000003247 decreasing effect Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000000338 in vitro Methods 0.000 description 2
- 238000011534 incubation Methods 0.000 description 2
- 238000001802 infusion Methods 0.000 description 2
- 230000005764 inhibitory process Effects 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 208000002154 non-small cell lung carcinoma Diseases 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000011550 stock solution Substances 0.000 description 2
- 210000004881 tumor cell Anatomy 0.000 description 2
- 208000029729 tumor suppressor gene on chromosome 11 Diseases 0.000 description 2
- 108010012934 Albumin-Bound Paclitaxel Proteins 0.000 description 1
- 206010028980 Neoplasm Diseases 0.000 description 1
- 238000000692 Student's t-test Methods 0.000 description 1
- 229940028652 abraxane Drugs 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- SHGAZHPCJJPHSC-YCNIQYBTSA-N all-trans-retinoic acid Chemical compound OC(=O)\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C SHGAZHPCJJPHSC-YCNIQYBTSA-N 0.000 description 1
- 208000026935 allergic disease Diseases 0.000 description 1
- 239000013011 aqueous formulation Substances 0.000 description 1
- 238000012925 biological evaluation Methods 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000010835 comparative analysis Methods 0.000 description 1
- 239000013068 control sample Substances 0.000 description 1
- 230000001472 cytotoxic effect Effects 0.000 description 1
- 238000002784 cytotoxicity assay Methods 0.000 description 1
- 231100000263 cytotoxicity test Toxicity 0.000 description 1
- 231100000673 dose–response relationship Toxicity 0.000 description 1
- 238000003255 drug test Methods 0.000 description 1
- 238000002338 electrophoretic light scattering Methods 0.000 description 1
- 230000009036 growth inhibition Effects 0.000 description 1
- 230000009610 hypersensitivity Effects 0.000 description 1
- 239000003978 infusion fluid Substances 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- FABUFPQFXZVHFB-CFWQTKTJSA-N ixabepilone Chemical compound C/C([C@@H]1C[C@@H]2O[C@]2(C)CCC[C@@H]([C@@H]([C@H](C)C(=O)C(C)(C)[C@H](O)CC(=O)N1)O)C)=C\C1=CSC(C)=N1 FABUFPQFXZVHFB-CFWQTKTJSA-N 0.000 description 1
- 229960002014 ixabepilone Drugs 0.000 description 1
- 239000008176 lyophilized powder Substances 0.000 description 1
- 230000003211 malignant effect Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000000693 micelle Substances 0.000 description 1
- 239000013642 negative control Substances 0.000 description 1
- 230000017095 negative regulation of cell growth Effects 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 238000010899 nucleation Methods 0.000 description 1
- -1 paclitaxel methyl ester Chemical class 0.000 description 1
- 239000008194 pharmaceutical composition Substances 0.000 description 1
- 230000000644 propagated effect Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 229930002330 retinoic acid Natural products 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- HSFQBFMEWSTNOW-UHFFFAOYSA-N sodium;carbanide Chemical group [CH3-].[Na+] HSFQBFMEWSTNOW-UHFFFAOYSA-N 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 229940063683 taxotere Drugs 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 231100000164 trypan blue assay Toxicity 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
- A61K9/50—Microcapsules having a gas, liquid or semi-solid filling; Solid microparticles or pellets surrounded by a distinct coating layer, e.g. coated microspheres, coated drug crystals
- A61K9/51—Nanocapsules; Nanoparticles
- A61K9/5107—Excipients; Inactive ingredients
- A61K9/5123—Organic compounds, e.g. fats, sugars
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
- A61K31/337—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having four-membered rings, e.g. taxol
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
- A61K38/04—Peptides having up to 20 amino acids in a fully defined sequence; Derivatives thereof
- A61K38/12—Cyclic peptides, e.g. bacitracins; Polymyxins; Gramicidins S, C; Tyrocidins A, B or C
- A61K38/13—Cyclosporins
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
- A61K9/141—Intimate drug-carrier mixtures characterised by the carrier, e.g. ordered mixtures, adsorbates, solid solutions, eutectica, co-dried, co-solubilised, co-kneaded, co-milled, co-ground products, co-precipitates, co-evaporates, co-extrudates, co-melts; Drug nanoparticles with adsorbed surface modifiers
- A61K9/145—Intimate drug-carrier mixtures characterised by the carrier, e.g. ordered mixtures, adsorbates, solid solutions, eutectica, co-dried, co-solubilised, co-kneaded, co-milled, co-ground products, co-precipitates, co-evaporates, co-extrudates, co-melts; Drug nanoparticles with adsorbed surface modifiers with organic compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
- A61P37/06—Immunosuppressants, e.g. drugs for graft rejection
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
- Immunology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Biomedical Technology (AREA)
- Physics & Mathematics (AREA)
- Nanotechnology (AREA)
- Optics & Photonics (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Gastroenterology & Hepatology (AREA)
- Transplantation (AREA)
- Medicinal Preparation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PCT/SE2007/001127 WO2009078754A1 (en) | 2007-12-19 | 2007-12-19 | Drug delivery system for administration of poorly water soluble pharmaceutically active substances |
| WOPCT/SE2007/001127 | 2007-12-19 | ||
| PCT/SE2008/051515 WO2009078802A1 (en) | 2007-12-19 | 2008-12-18 | Drug delivery system for administration of poorly water soluble pharmaceutically active substances |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2650242T3 true ES2650242T3 (es) | 2018-01-17 |
Family
ID=40795732
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES08861526.5T Active ES2650242T3 (es) | 2007-12-19 | 2008-12-18 | Sistema de suministro de fármacos para la administración de sustancias farmacéuticamente activas poco solubles en agua |
Country Status (27)
| Country | Link |
|---|---|
| US (4) | US8999382B2 (OSRAM) |
| EP (1) | EP2231189B1 (OSRAM) |
| JP (1) | JP5466172B2 (OSRAM) |
| KR (1) | KR101572703B1 (OSRAM) |
| CN (1) | CN101951956B (OSRAM) |
| AU (1) | AU2008339099B2 (OSRAM) |
| BR (1) | BRPI0821740B1 (OSRAM) |
| CA (1) | CA2709266C (OSRAM) |
| CY (2) | CY1119805T1 (OSRAM) |
| DK (1) | DK2231189T3 (OSRAM) |
| EA (1) | EA015247B1 (OSRAM) |
| ES (1) | ES2650242T3 (OSRAM) |
| FR (1) | FR19C1030I1 (OSRAM) |
| HR (1) | HRP20171796T1 (OSRAM) |
| HU (1) | HUE034684T2 (OSRAM) |
| LT (2) | LT2231189T (OSRAM) |
| LU (1) | LUC00117I2 (OSRAM) |
| MX (1) | MX2010006914A (OSRAM) |
| MY (2) | MY157186A (OSRAM) |
| NL (1) | NL300987I9 (OSRAM) |
| NO (2) | NO2231189T3 (OSRAM) |
| NZ (1) | NZ586859A (OSRAM) |
| PL (1) | PL2231189T3 (OSRAM) |
| PT (1) | PT2231189T (OSRAM) |
| SI (1) | SI2231189T1 (OSRAM) |
| WO (2) | WO2009078754A1 (OSRAM) |
| ZA (1) | ZA201004685B (OSRAM) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2009078756A1 (en) | 2007-12-19 | 2009-06-25 | Ardenia Investments, Ltd. | Drug delivery system for administration of a water soluble, cationic and amphiphilic pharmaceutically active substance |
| WO2009078754A1 (en) * | 2007-12-19 | 2009-06-25 | Ardenia Investments, Ltd. | Drug delivery system for administration of poorly water soluble pharmaceutically active substances |
| WO2009078755A1 (en) | 2007-12-19 | 2009-06-25 | Ardenia Investments, Ltd. | Drug delivery system for administration of a water soluble, cationic and amphiphilic pharmaceutically active substance |
| CA2759332A1 (en) * | 2009-04-21 | 2010-10-28 | Selecta Biosciences, Inc. | Immunonanotherapeutics providing a th1-biased response |
| CN106177940A (zh) | 2010-05-26 | 2016-12-07 | 西莱克塔生物科技公司 | 含有佐剂的合成纳米载体的剂量选择 |
| US9994443B2 (en) | 2010-11-05 | 2018-06-12 | Selecta Biosciences, Inc. | Modified nicotinic compounds and related methods |
| CN103908432B (zh) * | 2013-01-02 | 2018-09-21 | 博瑞生物医药（苏州）股份有限公司 | 一种伊沙匹隆白蛋白的冻干组合物及其制备方法 |
| CN112239418B (zh) * | 2019-07-18 | 2023-07-07 | 上海现代药物制剂工程研究中心有限公司 | 视黄醇类化合物及其钠盐的制备方法 |
| CN112321465B (zh) * | 2019-07-18 | 2023-06-06 | 上海现代药物制剂工程研究中心有限公司 | 一种含苯基化合物、其中间体、制备方法及应用 |
| WO2021259472A1 (en) * | 2020-06-24 | 2021-12-30 | Oasmia Pharmaceutical Ab | Micellar docetaxel for use in the treatment of cancer |
| CN115429886B (zh) * | 2021-06-02 | 2025-10-31 | 复旦大学 | 一种药物纳米结晶制剂及其制备方法 |
Family Cites Families (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6096331A (en) * | 1993-02-22 | 2000-08-01 | Vivorx Pharmaceuticals, Inc. | Methods and compositions useful for administration of chemotherapeutic agents |
| DE19839566C2 (de) * | 1998-08-31 | 2002-01-17 | Fumapharm Ag Muri | Verwendung von Fumarsäurederivaten in der Transplantationsmedizin |
| US6197809B1 (en) * | 1998-12-23 | 2001-03-06 | Ardenia Investments Ltd. | Compounds for the treatment of cancer |
| US6656504B1 (en) * | 1999-09-09 | 2003-12-02 | Elan Pharma International Ltd. | Nanoparticulate compositions comprising amorphous cyclosporine and methods of making and using such compositions |
| SE0101702D0 (sv) * | 2001-05-15 | 2001-05-15 | Ardenia Investments Ltd | Novel potentiating compounds |
| US20050249786A1 (en) * | 2001-09-28 | 2005-11-10 | Solubest Ltd. | Hydrophilic dispersions of nanoparticles of inclusion complexes of amorphous compounds |
| US20050191359A1 (en) * | 2001-09-28 | 2005-09-01 | Solubest Ltd. | Water soluble nanoparticles and method for their production |
| SE0202311D0 (sv) * | 2002-07-23 | 2002-07-23 | Ardenia Investments Ltd | Novel compounds, cytotoxic preparations comprising said compounds, methods of manufacture of said preparations, as well as methods of treatment |
| CN100360502C (zh) * | 2002-07-23 | 2008-01-09 | 阿登尼亚投资有限公司 | 视黄醇衍生物、它们在治疗癌症和增强其它细胞毒性剂功效中的应用 |
| US7259984B2 (en) * | 2002-11-26 | 2007-08-21 | Cornell Research Foundation, Inc. | Multibit metal nanocrystal memories and fabrication |
| 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 |
| US20050196343A1 (en) | 2004-02-27 | 2005-09-08 | Molecular Therapeutics, Inc. | Degradable nanoparticles |
| US7871632B2 (en) | 2004-07-12 | 2011-01-18 | Adventrx Pharmaceuticals, Inc. | Compositions for delivering highly water soluble drugs |
| US8945629B2 (en) * | 2004-09-10 | 2015-02-03 | University Of Wyoming | Nanoparticles for cytoplasmic drug delivery to cancer cells |
| AU2006284657B2 (en) * | 2005-08-31 | 2012-07-19 | Abraxis Bioscience, Llc | Compositions and methods for preparation of poorly water soluble drugs with increased stability |
| WO2009078756A1 (en) | 2007-12-19 | 2009-06-25 | Ardenia Investments, Ltd. | Drug delivery system for administration of a water soluble, cationic and amphiphilic pharmaceutically active substance |
| WO2009078754A1 (en) * | 2007-12-19 | 2009-06-25 | Ardenia Investments, Ltd. | Drug delivery system for administration of poorly water soluble pharmaceutically active substances |
| WO2009078755A1 (en) | 2007-12-19 | 2009-06-25 | Ardenia Investments, Ltd. | Drug delivery system for administration of a water soluble, cationic and amphiphilic pharmaceutically active substance |
-
2007
- 2007-12-19 WO PCT/SE2007/001127 patent/WO2009078754A1/en not_active Ceased
-
2008
- 2008-12-18 PT PT88615265T patent/PT2231189T/pt unknown
- 2008-12-18 NO NO08861526A patent/NO2231189T3/no unknown
- 2008-12-18 BR BRPI0821740-8A patent/BRPI0821740B1/pt active IP Right Grant
- 2008-12-18 DK DK08861526.5T patent/DK2231189T3/en active
- 2008-12-18 HR HRP20171796TT patent/HRP20171796T1/hr unknown
- 2008-12-18 SI SI200831891T patent/SI2231189T1/en unknown
- 2008-12-18 NZ NZ586859A patent/NZ586859A/en unknown
- 2008-12-18 HU HUE08861526A patent/HUE034684T2/en unknown
- 2008-12-18 CA CA2709266A patent/CA2709266C/en active Active
- 2008-12-18 KR KR1020107015610A patent/KR101572703B1/ko active Active
- 2008-12-18 EP EP08861526.5A patent/EP2231189B1/en active Active
- 2008-12-18 MY MYPI2010002787A patent/MY157186A/en unknown
- 2008-12-18 MX MX2010006914A patent/MX2010006914A/es active IP Right Grant
- 2008-12-18 AU AU2008339099A patent/AU2008339099B2/en active Active
- 2008-12-18 MY MYPI2010002786A patent/MY157187A/en unknown
- 2008-12-18 LT LTEP08861526.5T patent/LT2231189T/lt unknown
- 2008-12-18 PL PL08861526T patent/PL2231189T3/pl unknown
- 2008-12-18 WO PCT/SE2008/051515 patent/WO2009078802A1/en not_active Ceased
- 2008-12-18 CN CN2008801270180A patent/CN101951956B/zh active Active
- 2008-12-18 ES ES08861526.5T patent/ES2650242T3/es active Active
- 2008-12-18 EA EA200802350A patent/EA015247B1/ru unknown
- 2008-12-18 JP JP2010539385A patent/JP5466172B2/ja active Active
- 2008-12-18 US US12/809,252 patent/US8999382B2/en active Active
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2010
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2015
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2017
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2019
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2020
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2021
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