CA2511464C - Non-pegylated long-circulating liposomes - Google Patents
Non-pegylated long-circulating liposomes Download PDFInfo
- Publication number
- CA2511464C CA2511464C CA2511464A CA2511464A CA2511464C CA 2511464 C CA2511464 C CA 2511464C CA 2511464 A CA2511464 A CA 2511464A CA 2511464 A CA2511464 A CA 2511464A CA 2511464 C CA2511464 C CA 2511464C
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- CA
- Canada
- Prior art keywords
- composition
- doxorubicin
- liposomes
- liposomal
- pegylated
- 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.)
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- 239000001301 oxygen Substances 0.000 description 1
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- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 229960003171 plicamycin Drugs 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 238000012809 post-inoculation Methods 0.000 description 1
- 230000003389 potentiating effect Effects 0.000 description 1
- 229960004618 prednisone Drugs 0.000 description 1
- XOFYZVNMUHMLCC-ZPOLXVRWSA-N prednisone Chemical compound O=C1C=C[C@]2(C)[C@H]3C(=O)C[C@](C)([C@@](CC4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 XOFYZVNMUHMLCC-ZPOLXVRWSA-N 0.000 description 1
- 230000002028 premature Effects 0.000 description 1
- CPTBDICYNRMXFX-UHFFFAOYSA-N procarbazine Chemical compound CNNCC1=CC=C(C(=O)NC(C)C)C=C1 CPTBDICYNRMXFX-UHFFFAOYSA-N 0.000 description 1
- 229960000624 procarbazine Drugs 0.000 description 1
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- 238000010926 purge Methods 0.000 description 1
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- 229920006395 saturated elastomer Polymers 0.000 description 1
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- 125000005629 sialic acid group Chemical group 0.000 description 1
- MIXCUJKCXRNYFM-UHFFFAOYSA-M sodium;diiodomethanesulfonate;n-propyl-n-[2-(2,4,6-trichlorophenoxy)ethyl]imidazole-1-carboxamide Chemical compound [Na+].[O-]S(=O)(=O)C(I)I.C1=CN=CN1C(=O)N(CCC)CCOC1=C(Cl)C=C(Cl)C=C1Cl MIXCUJKCXRNYFM-UHFFFAOYSA-M 0.000 description 1
- 230000003381 solubilizing effect Effects 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
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- 238000007619 statistical method Methods 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 208000003265 stomatitis Diseases 0.000 description 1
- 229960001052 streptozocin Drugs 0.000 description 1
- 231100000064 subacute toxicity study Toxicity 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 229960001603 tamoxifen Drugs 0.000 description 1
- 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 1
- 210000001550 testis Anatomy 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
- 229960003087 tioguanine Drugs 0.000 description 1
- 231100000440 toxicity profile Toxicity 0.000 description 1
- 238000000108 ultra-filtration Methods 0.000 description 1
- 230000002792 vascular Effects 0.000 description 1
- 210000005166 vasculature Anatomy 0.000 description 1
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- JXLYSJRDGCGARV-XQKSVPLYSA-N vincaleukoblastine Chemical compound C([C@@H](C[C@]1(C(=O)OC)C=2C(=CC3=C([C@]45[C@H]([C@@]([C@H](OC(C)=O)[C@]6(CC)C=CCN([C@H]56)CC4)(O)C(=O)OC)N3C)C=2)OC)C[C@@](C2)(O)CC)N2CCC2=C1NC1=CC=CC=C21 JXLYSJRDGCGARV-XQKSVPLYSA-N 0.000 description 1
- 229960004528 vincristine Drugs 0.000 description 1
- OGWKCGZFUXNPDA-XQKSVPLYSA-N vincristine Chemical compound C([N@]1C[C@@H](C[C@]2(C(=O)OC)C=3C(=CC4=C([C@]56[C@H]([C@@]([C@H](OC(C)=O)[C@]7(CC)C=CCN([C@H]67)CC5)(O)C(=O)OC)N4C=O)C=3)OC)C[C@@](C1)(O)CC)CC1=C2NC2=CC=CC=C12 OGWKCGZFUXNPDA-XQKSVPLYSA-N 0.000 description 1
- OGWKCGZFUXNPDA-UHFFFAOYSA-N vincristine Natural products C1C(CC)(O)CC(CC2(C(=O)OC)C=3C(=CC4=C(C56C(C(C(OC(C)=O)C7(CC)C=CCN(C67)CC5)(O)C(=O)OC)N4C=O)C=3)OC)CN1CCC1=C2NC2=CC=CC=C12 OGWKCGZFUXNPDA-UHFFFAOYSA-N 0.000 description 1
- 229960002166 vinorelbine tartrate Drugs 0.000 description 1
- GBABOYUKABKIAF-IWWDSPBFSA-N vinorelbinetartrate Chemical compound C1N(CC=2C3=CC=CC=C3NC=22)CC(CC)=C[C@H]1C[C@]2(C(=O)OC)C1=CC(C23[C@H]([C@@]([C@H](OC(C)=O)[C@]4(CC)C=CCN([C@H]34)CC2)(O)C(=O)OC)N2C)=C2C=C1OC GBABOYUKABKIAF-IWWDSPBFSA-N 0.000 description 1
- 230000003442 weekly effect Effects 0.000 description 1
- 229910000368 zinc sulfate Inorganic materials 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
- A61K9/10—Dispersions; Emulsions
- A61K9/127—Synthetic bilayered vehicles, e.g. liposomes or liposomes with cholesterol as the only non-phosphatidyl surfactant
- A61K9/1277—Preparation processes; Proliposomes
-
- 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
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
- A61K31/7028—Compounds having saccharide radicals attached to non-saccharide compounds by glycosidic linkages
- A61K31/7034—Compounds having saccharide radicals attached to non-saccharide compounds by glycosidic linkages attached to a carbocyclic compound, e.g. phloridzin
- A61K31/704—Compounds having saccharide radicals attached to non-saccharide compounds by glycosidic linkages attached to a carbocyclic compound, e.g. phloridzin attached to a condensed carbocyclic ring system, e.g. sennosides, thiocolchicosides, escin, daunorubicin
-
- 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
- A61K9/10—Dispersions; Emulsions
- A61K9/127—Synthetic bilayered vehicles, e.g. liposomes or liposomes with cholesterol as the only non-phosphatidyl surfactant
-
- 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
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/10—Dispersions; Emulsions
- A61K9/127—Synthetic bilayered vehicles, e.g. liposomes or liposomes with cholesterol as the only non-phosphatidyl surfactant
- A61K9/1277—Preparation processes; Proliposomes
- A61K9/1278—Post-loading, e.g. by ion or pH gradient
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Dispersion Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Molecular Biology (AREA)
- Medicinal Preparation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IN1101/MUM/02 | 2002-12-31 | ||
| IN1101MU2002 | 2002-12-31 | ||
| PCT/IN2003/000424 WO2004058140A2 (en) | 2002-12-31 | 2003-12-31 | Non-pegylated long-circulating liposomes |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2511464A1 CA2511464A1 (en) | 2004-07-15 |
| CA2511464C true CA2511464C (en) | 2011-08-23 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2511464A Expired - Fee Related CA2511464C (en) | 2002-12-31 | 2003-12-31 | Non-pegylated long-circulating liposomes |
Country Status (18)
| Country | Link |
|---|---|
| EP (1) | EP1435231B8 (https=) |
| JP (1) | JP5355842B2 (https=) |
| KR (2) | KR101133084B1 (https=) |
| CN (1) | CN1756533B (https=) |
| AT (1) | ATE453381T1 (https=) |
| AU (1) | AU2003303368B2 (https=) |
| BR (1) | BR0317882A (https=) |
| CA (1) | CA2511464C (https=) |
| DE (1) | DE60330745D1 (https=) |
| DK (1) | DK1435231T3 (https=) |
| EA (1) | EA008930B1 (https=) |
| ES (1) | ES2337563T3 (https=) |
| IL (1) | IL169364A (https=) |
| MX (1) | MXPA05007102A (https=) |
| NZ (1) | NZ540778A (https=) |
| PT (1) | PT1435231E (https=) |
| WO (1) | WO2004058140A2 (https=) |
| ZA (1) | ZA200504850B (https=) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP5634862B2 (ja) * | 2007-05-16 | 2014-12-03 | カーテーベー トゥモーアフォルシュングス ゲゼルシャフト ミット ベシュレンクテル ハフツング | 低粘度アントラサイクリン製剤 |
| ES2593027T3 (es) * | 2009-03-30 | 2016-12-05 | Eisai R&D Management Co., Ltd. | Composición liposomal |
| EP2415464B1 (en) | 2009-03-30 | 2017-05-10 | Eisai R&D Management Co., Ltd. | Method for producing liposome composition |
| WO2012118376A1 (en) * | 2011-03-01 | 2012-09-07 | To-Bbb Holding B.V. | Advanced active liposomal loading of poorly water-soluble substances |
| KR102666251B1 (ko) * | 2014-11-25 | 2024-05-27 | 큐라디즘 | 약학적 조성물, 이의 제조 및 용도 |
| US12029724B2 (en) | 2016-04-28 | 2024-07-09 | Eisai R&D Management Co., Ltd. | Method for inhibiting tumor growth |
| RU2758669C2 (ru) * | 2016-09-27 | 2021-11-01 | Вертекс Фармасьютикалз Инкорпорейтед | Способ лечения рака с применением сочетания днк-поражающих агентов и ингибиторов днк-пк |
| US11083705B2 (en) | 2019-07-26 | 2021-08-10 | Eisai R&D Management Co., Ltd. | Pharmaceutical composition for treating tumor |
| US12036204B2 (en) | 2019-07-26 | 2024-07-16 | Eisai R&D Management Co., Ltd. | Pharmaceutical composition for treating tumor |
| CN116570775B (zh) * | 2023-05-16 | 2024-08-02 | 万瑞飞鸿(北京)医疗器材有限公司 | 一种药物涂层、血管支架及其制备方法和应用 |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4235871A (en) * | 1978-02-24 | 1980-11-25 | Papahadjopoulos Demetrios P | Method of encapsulating biologically active materials in lipid vesicles |
| EP0153955A1 (en) * | 1983-09-06 | 1985-09-11 | Health Research, Inc. | Liposome delivery method for decreasing the toxicity of an antitumor drug |
| US4880635B1 (en) * | 1984-08-08 | 1996-07-02 | Liposome Company | Dehydrated liposomes |
| CA1270198A (en) * | 1984-08-08 | 1990-06-12 | Marcel B. Bally | Encapsulation of antineoplastic agents in liposomes |
| US4920016A (en) | 1986-12-24 | 1990-04-24 | Linear Technology, Inc. | Liposomes with enhanced circulation time |
| CA1338702C (en) * | 1987-03-05 | 1996-11-12 | Lawrence D. Mayer | High drug:lipid formulations of liposomal- antineoplastic agents |
| JPH0720857B2 (ja) | 1988-08-11 | 1995-03-08 | テルモ株式会社 | リポソームおよびその製法 |
| IL91664A (en) * | 1988-09-28 | 1993-05-13 | Yissum Res Dev Co | Ammonium transmembrane gradient system for efficient loading of liposomes with amphipathic drugs and their controlled release |
| US6132763A (en) | 1988-10-20 | 2000-10-17 | Polymasc Pharmaceuticals Plc | Liposomes |
| US5013556A (en) | 1989-10-20 | 1991-05-07 | Liposome Technology, Inc. | Liposomes with enhanced circulation time |
| CA2263455C (en) * | 1996-08-23 | 2002-10-29 | Sequus Pharmaceuticals, Inc. | Liposomes containing a cisplatin compound |
| BR9914601A (pt) * | 1998-09-16 | 2001-10-23 | Alza Corp | Inibidor de topoisomerase capturado por lipossoma |
| KR20000061075A (ko) * | 1999-03-23 | 2000-10-16 | 린 중친 | 리포솜의 응집을 방지하기 위한 방법 및 조성물 |
| GB0111279D0 (en) * | 2001-05-10 | 2001-06-27 | Nycomed Imaging As | Radiolabelled liposomes |
-
2003
- 2003-12-31 KR KR1020057012107A patent/KR101133084B1/ko not_active Expired - Fee Related
- 2003-12-31 MX MXPA05007102A patent/MXPA05007102A/es active IP Right Grant
- 2003-12-31 ES ES03258252T patent/ES2337563T3/es not_active Expired - Lifetime
- 2003-12-31 BR BR0317882-0A patent/BR0317882A/pt not_active IP Right Cessation
- 2003-12-31 CN CN2003801100257A patent/CN1756533B/zh not_active Expired - Fee Related
- 2003-12-31 EP EP03258252A patent/EP1435231B8/en not_active Expired - Lifetime
- 2003-12-31 EA EA200500850A patent/EA008930B1/ru not_active IP Right Cessation
- 2003-12-31 NZ NZ540778A patent/NZ540778A/en not_active IP Right Cessation
- 2003-12-31 DK DK03258252.0T patent/DK1435231T3/da active
- 2003-12-31 PT PT03258252T patent/PT1435231E/pt unknown
- 2003-12-31 JP JP2004562836A patent/JP5355842B2/ja not_active Expired - Fee Related
- 2003-12-31 DE DE60330745T patent/DE60330745D1/de not_active Expired - Lifetime
- 2003-12-31 AT AT03258252T patent/ATE453381T1/de active
- 2003-12-31 KR KR1020117014172A patent/KR101171045B1/ko not_active Expired - Fee Related
- 2003-12-31 WO PCT/IN2003/000424 patent/WO2004058140A2/en not_active Ceased
- 2003-12-31 CA CA2511464A patent/CA2511464C/en not_active Expired - Fee Related
- 2003-12-31 AU AU2003303368A patent/AU2003303368B2/en not_active Ceased
-
2005
- 2005-06-14 ZA ZA200504850A patent/ZA200504850B/en unknown
- 2005-06-23 IL IL169364A patent/IL169364A/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| EP1435231B1 (en) | 2009-12-30 |
| KR20110075051A (ko) | 2011-07-05 |
| AU2003303368B2 (en) | 2010-06-17 |
| EA200500850A1 (ru) | 2006-02-24 |
| JP2006513189A (ja) | 2006-04-20 |
| WO2004058140B1 (en) | 2004-12-16 |
| EA008930B1 (ru) | 2007-08-31 |
| CN1756533A (zh) | 2006-04-05 |
| NZ540778A (en) | 2008-04-30 |
| WO2004058140A3 (en) | 2004-10-28 |
| KR101133084B1 (ko) | 2012-04-04 |
| BR0317882A (pt) | 2005-12-13 |
| CN1756533B (zh) | 2010-06-16 |
| EP1435231A1 (en) | 2004-07-07 |
| KR101171045B1 (ko) | 2012-08-03 |
| EP1435231B8 (en) | 2010-03-03 |
| KR20050088233A (ko) | 2005-09-02 |
| PT1435231E (pt) | 2010-04-08 |
| ES2337563T3 (es) | 2010-04-27 |
| AU2003303368A1 (en) | 2004-07-22 |
| HK1089946A1 (en) | 2006-12-15 |
| ATE453381T1 (de) | 2010-01-15 |
| CA2511464A1 (en) | 2004-07-15 |
| IL169364A (en) | 2012-05-31 |
| ZA200504850B (en) | 2006-08-30 |
| DE60330745D1 (de) | 2010-02-11 |
| JP5355842B2 (ja) | 2013-11-27 |
| IL169364A0 (en) | 2007-07-04 |
| WO2004058140A2 (en) | 2004-07-15 |
| MXPA05007102A (es) | 2005-08-26 |
| DK1435231T3 (da) | 2010-04-26 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKLA | Lapsed |
Effective date: 20170103 |