JP2006513189A5 - - Google Patents
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- Publication number
- JP2006513189A5 JP2006513189A5 JP2004562836A JP2004562836A JP2006513189A5 JP 2006513189 A5 JP2006513189 A5 JP 2006513189A5 JP 2004562836 A JP2004562836 A JP 2004562836A JP 2004562836 A JP2004562836 A JP 2004562836A JP 2006513189 A5 JP2006513189 A5 JP 2006513189A5
- Authority
- JP
- Japan
- Prior art keywords
- doxorubicin
- hydrochloride
- phospholipid
- sucrose
- liposome
- 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.)
- Granted
Links
- 238000000034 method Methods 0.000 claims description 33
- 239000002502 liposome Substances 0.000 claims description 27
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 claims description 24
- 150000003904 phospholipids Chemical class 0.000 claims description 22
- 229930006000 Sucrose Natural products 0.000 claims description 16
- 239000005720 sucrose Substances 0.000 claims description 16
- 230000036571 hydration Effects 0.000 claims description 15
- 238000006703 hydration reaction Methods 0.000 claims description 15
- 239000000203 mixture Substances 0.000 claims description 15
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 claims description 14
- 235000012000 cholesterol Nutrition 0.000 claims description 12
- NRJAVPSFFCBXDT-HUESYALOSA-N 1,2-distearoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCC NRJAVPSFFCBXDT-HUESYALOSA-N 0.000 claims description 11
- 229930182558 Sterol Natural products 0.000 claims description 10
- 150000003432 sterols Chemical class 0.000 claims description 10
- 235000003702 sterols Nutrition 0.000 claims description 10
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 claims description 8
- 229910052921 ammonium sulfate Inorganic materials 0.000 claims description 8
- 235000011130 ammonium sulphate Nutrition 0.000 claims description 8
- 150000002632 lipids Chemical class 0.000 claims description 6
- 239000002904 solvent Substances 0.000 claims description 6
- 239000000872 buffer Substances 0.000 claims description 4
- 239000003814 drug Substances 0.000 claims description 3
- 150000003839 salts Chemical class 0.000 claims description 2
- AOJJSUZBOXZQNB-TZSSRYMLSA-N Doxorubicin Chemical compound O([C@H]1C[C@@](O)(CC=2C(O)=C3C(=O)C=4C=CC=C(C=4C(=O)C3=C(O)C=21)OC)C(=O)CO)[C@H]1C[C@H](N)[C@H](O)[C@H](C)O1 AOJJSUZBOXZQNB-TZSSRYMLSA-N 0.000 claims 22
- 229960004679 doxorubicin Drugs 0.000 claims 11
- QZNNVYOVQUKYSC-JEDNCBNOSA-N (2s)-2-amino-3-(1h-imidazol-5-yl)propanoic acid;hydron;chloride Chemical compound Cl.OC(=O)[C@@H](N)CC1=CN=CN1 QZNNVYOVQUKYSC-JEDNCBNOSA-N 0.000 claims 6
- MWWSFMDVAYGXBV-RUELKSSGSA-N Doxorubicin hydrochloride Chemical compound Cl.O([C@H]1C[C@@](O)(CC=2C(O)=C3C(=O)C=4C=CC=C(C=4C(=O)C3=C(O)C=21)OC)C(=O)CO)[C@H]1C[C@H](N)[C@H](O)[C@H](C)O1 MWWSFMDVAYGXBV-RUELKSSGSA-N 0.000 claims 5
- 229960002918 doxorubicin hydrochloride Drugs 0.000 claims 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 4
- 239000000243 solution Substances 0.000 claims 4
- 239000002246 antineoplastic agent Substances 0.000 claims 3
- 229940042317 doxorubicin liposome Drugs 0.000 claims 3
- KILNVBDSWZSGLL-KXQOOQHDSA-N 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCC KILNVBDSWZSGLL-KXQOOQHDSA-N 0.000 claims 2
- 238000007911 parenteral administration Methods 0.000 claims 2
- 229940046159 pegylated liposomal doxorubicin Drugs 0.000 claims 2
- 229940124597 therapeutic agent Drugs 0.000 claims 2
- NAALWFYYHHJEFQ-ZASNTINBSA-N (2s,5r,6r)-6-[[(2r)-2-[[6-[4-[bis(2-hydroxyethyl)sulfamoyl]phenyl]-2-oxo-1h-pyridine-3-carbonyl]amino]-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid Chemical compound N([C@@H](C(=O)N[C@H]1[C@H]2SC([C@@H](N2C1=O)C(O)=O)(C)C)C=1C=CC(O)=CC=1)C(=O)C(C(N1)=O)=CC=C1C1=CC=C(S(=O)(=O)N(CCO)CCO)C=C1 NAALWFYYHHJEFQ-ZASNTINBSA-N 0.000 claims 1
- MWWSFMDVAYGXBV-FGBSZODSSA-N (7s,9s)-7-[(2r,4s,5r,6s)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-6,9,11-trihydroxy-9-(2-hydroxyacetyl)-4-methoxy-8,10-dihydro-7h-tetracene-5,12-dione;hydron;chloride Chemical compound Cl.O([C@H]1C[C@@](O)(CC=2C(O)=C3C(=O)C=4C=CC=C(C=4C(=O)C3=C(O)C=21)OC)C(=O)CO)[C@H]1C[C@H](N)[C@@H](O)[C@H](C)O1 MWWSFMDVAYGXBV-FGBSZODSSA-N 0.000 claims 1
- JLPULHDHAOZNQI-JLOPVYAASA-N [(2r)-3-hexadecanoyloxy-2-[(9e,12e)-octadeca-9,12-dienoyl]oxypropyl] 2-(trimethylazaniumyl)ethyl phosphate Chemical class CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C\C\C=C\CCCCC JLPULHDHAOZNQI-JLOPVYAASA-N 0.000 claims 1
- 229940034982 antineoplastic agent Drugs 0.000 claims 1
- 239000007853 buffer solution Substances 0.000 claims 1
- 229960003109 daunorubicin hydrochloride Drugs 0.000 claims 1
- 239000000032 diagnostic agent Substances 0.000 claims 1
- 229940039227 diagnostic agent Drugs 0.000 claims 1
- 238000000502 dialysis Methods 0.000 claims 1
- 229960003265 epirubicin hydrochloride Drugs 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 239000012528 membrane Substances 0.000 description 8
- 239000007951 isotonicity adjuster Substances 0.000 description 3
- 230000035699 permeability Effects 0.000 description 3
- ATRRKUHOCOJYRX-UHFFFAOYSA-N Ammonium bicarbonate Chemical compound [NH4+].OC([O-])=O ATRRKUHOCOJYRX-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 239000001099 ammonium carbonate Substances 0.000 description 2
- 125000000185 sucrose group Chemical group 0.000 description 2
- 229910000013 Ammonium bicarbonate Inorganic materials 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- 229930195725 Mannitol Natural products 0.000 description 1
- 235000012538 ammonium bicarbonate Nutrition 0.000 description 1
- 235000012501 ammonium carbonate Nutrition 0.000 description 1
- 239000000908 ammonium hydroxide Substances 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 1
- -1 but not limited to Substances 0.000 description 1
- 239000008121 dextrose Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000000594 mannitol Substances 0.000 description 1
- 235000010355 mannitol Nutrition 0.000 description 1
- 239000002357 osmotic agent Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
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 (3)
| Publication Number | Publication Date |
|---|---|
| JP2006513189A JP2006513189A (ja) | 2006-04-20 |
| JP2006513189A5 true JP2006513189A5 (https=) | 2007-03-22 |
| JP5355842B2 JP5355842B2 (ja) | 2013-11-27 |
Family
ID=32500467
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2004562836A Expired - Fee Related JP5355842B2 (ja) | 2002-12-31 | 2003-12-31 | 非ペギレート化長循環性リポソーム |
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
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