ES2303642T3 - Formulaciones semi-solidas para la administracion oral de taxoides. - Google Patents
Formulaciones semi-solidas para la administracion oral de taxoides. Download PDFInfo
- Publication number
- ES2303642T3 ES2303642T3 ES04741331T ES04741331T ES2303642T3 ES 2303642 T3 ES2303642 T3 ES 2303642T3 ES 04741331 T ES04741331 T ES 04741331T ES 04741331 T ES04741331 T ES 04741331T ES 2303642 T3 ES2303642 T3 ES 2303642T3
- Authority
- ES
- Spain
- Prior art keywords
- baselineskip
- taxoid
- semi
- formulations
- formula
- 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.)
- Expired - Lifetime
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 95
- 239000007787 solid Substances 0.000 title claims abstract description 29
- 238000009472 formulation Methods 0.000 claims abstract description 75
- AOBORMOPSGHCAX-UHFFFAOYSA-N Tocophersolan Chemical compound OCCOC(=O)CCC(=O)OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C AOBORMOPSGHCAX-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 22
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 9
- 125000003545 alkoxy group Chemical group 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 6
- 239000000463 material Substances 0.000 claims description 6
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims description 6
- 125000002252 acyl group Chemical group 0.000 claims description 3
- 125000003302 alkenyloxy group Chemical group 0.000 claims description 3
- 125000002947 alkylene group Chemical group 0.000 claims description 3
- 125000003118 aryl group Chemical group 0.000 claims description 3
- 238000010438 heat treatment Methods 0.000 claims description 3
- 238000000034 method Methods 0.000 claims description 3
- 239000012439 solid excipient Substances 0.000 claims description 3
- 238000003756 stirring Methods 0.000 claims description 3
- 125000004213 tert-butoxy group Chemical group [H]C([H])([H])C(O*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 3
- 229910002056 binary alloy Inorganic materials 0.000 abstract description 2
- 239000002609 medium Substances 0.000 description 22
- 229940079593 drug Drugs 0.000 description 20
- 239000003814 drug Substances 0.000 description 20
- 239000004094 surface-active agent Substances 0.000 description 20
- 230000002496 gastric effect Effects 0.000 description 17
- 239000000126 substance Substances 0.000 description 10
- 239000008389 polyethoxylated castor oil Substances 0.000 description 9
- 239000000839 emulsion Substances 0.000 description 8
- 239000004530 micro-emulsion Substances 0.000 description 8
- 229920002685 Polyoxyl 35CastorOil Polymers 0.000 description 7
- STORWMDPIHOSMF-UHFFFAOYSA-N decanoic acid;octanoic acid;propane-1,2,3-triol Chemical compound OCC(O)CO.CCCCCCCC(O)=O.CCCCCCCCCC(O)=O STORWMDPIHOSMF-UHFFFAOYSA-N 0.000 description 7
- 238000002474 experimental method Methods 0.000 description 7
- 238000000338 in vitro Methods 0.000 description 7
- 239000003921 oil Substances 0.000 description 7
- QUANRIQJNFHVEU-UHFFFAOYSA-N oxirane;propane-1,2,3-triol Chemical compound C1CO1.OCC(O)CO QUANRIQJNFHVEU-UHFFFAOYSA-N 0.000 description 7
- 230000015572 biosynthetic process Effects 0.000 description 6
- 238000011534 incubation Methods 0.000 description 6
- 150000002632 lipids Chemical class 0.000 description 6
- 239000002245 particle Substances 0.000 description 6
- 235000014113 dietary fatty acids Nutrition 0.000 description 5
- 239000000194 fatty acid Substances 0.000 description 5
- 229930195729 fatty acid Natural products 0.000 description 5
- 230000002209 hydrophobic effect Effects 0.000 description 5
- 239000011159 matrix material Substances 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 239000004480 active ingredient Substances 0.000 description 4
- 239000007903 gelatin capsule Substances 0.000 description 4
- 238000005063 solubilization Methods 0.000 description 4
- 230000007928 solubilization Effects 0.000 description 4
- RZRNAYUHWVFMIP-KTKRTIGZSA-N 1-oleoylglycerol Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(O)CO RZRNAYUHWVFMIP-KTKRTIGZSA-N 0.000 description 3
- BHIZVZJETFVJMJ-UHFFFAOYSA-N 2-hydroxypropyl dodecanoate Chemical compound CCCCCCCCCCCC(=O)OCC(C)O BHIZVZJETFVJMJ-UHFFFAOYSA-N 0.000 description 3
- GHHURQMJLARIDK-UHFFFAOYSA-N 2-hydroxypropyl octanoate Chemical compound CCCCCCCC(=O)OCC(C)O GHHURQMJLARIDK-UHFFFAOYSA-N 0.000 description 3
- 238000013019 agitation Methods 0.000 description 3
- 239000002246 antineoplastic agent Substances 0.000 description 3
- 239000002775 capsule Substances 0.000 description 3
- 238000012512 characterization method Methods 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- 239000012530 fluid Substances 0.000 description 3
- RZRNAYUHWVFMIP-HXUWFJFHSA-N glycerol monolinoleate Natural products CCCCCCCCC=CCCCCCCCC(=O)OC[C@H](O)CO RZRNAYUHWVFMIP-HXUWFJFHSA-N 0.000 description 3
- 239000012535 impurity Substances 0.000 description 3
- 230000000968 intestinal effect Effects 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 230000000144 pharmacologic effect Effects 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 238000000634 powder X-ray diffraction Methods 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 241000640882 Condea Species 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 229930012538 Paclitaxel Natural products 0.000 description 2
- 229920001030 Polyethylene Glycol 4000 Polymers 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 229940041181 antineoplastic drug Drugs 0.000 description 2
- 238000005119 centrifugation Methods 0.000 description 2
- 238000001514 detection method Methods 0.000 description 2
- 238000010790 dilution Methods 0.000 description 2
- 239000012895 dilution Substances 0.000 description 2
- 239000002552 dosage form Substances 0.000 description 2
- 238000002296 dynamic light scattering Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 238000004128 high performance liquid chromatography Methods 0.000 description 2
- 238000001727 in vivo Methods 0.000 description 2
- 229940049918 linoleate Drugs 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 239000000693 micelle Substances 0.000 description 2
- 229960001592 paclitaxel Drugs 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 238000001953 recrystallisation Methods 0.000 description 2
- 230000000717 retained effect Effects 0.000 description 2
- -1 sorbitan PEO fatty acids Chemical class 0.000 description 2
- 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 2
- WECGLUPZRHILCT-GSNKCQISSA-N 1-linoleoyl-sn-glycerol Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(=O)OC[C@@H](O)CO WECGLUPZRHILCT-GSNKCQISSA-N 0.000 description 1
- RFVNOJDQRGSOEL-UHFFFAOYSA-N 2-hydroxyethyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCO RFVNOJDQRGSOEL-UHFFFAOYSA-N 0.000 description 1
- OYHQOLUKZRVURQ-HZJYTTRNSA-M 9-cis,12-cis-Octadecadienoate Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC([O-])=O OYHQOLUKZRVURQ-HZJYTTRNSA-M 0.000 description 1
- 241000282472 Canis lupus familiaris Species 0.000 description 1
- 108010010803 Gelatin Proteins 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 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 1
- 229920002565 Polyethylene Glycol 400 Polymers 0.000 description 1
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical class CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- OGBUMNBNEWYMNJ-UHFFFAOYSA-N batilol Chemical class CCCCCCCCCCCCCCCCCCOCC(O)CO OGBUMNBNEWYMNJ-UHFFFAOYSA-N 0.000 description 1
- 239000003833 bile salt Substances 0.000 description 1
- 229940093761 bile salts Drugs 0.000 description 1
- 230000008033 biological extinction Effects 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 231100000433 cytotoxic Toxicity 0.000 description 1
- 229940127089 cytotoxic agent Drugs 0.000 description 1
- 230000001472 cytotoxic effect Effects 0.000 description 1
- 230000001687 destabilization Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 229960003668 docetaxel Drugs 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 235000021588 free fatty acids Nutrition 0.000 description 1
- 210000001035 gastrointestinal tract Anatomy 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 239000008241 heterogeneous mixture Substances 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 210000004347 intestinal mucosa Anatomy 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000000787 lecithin Substances 0.000 description 1
- 235000010445 lecithin Nutrition 0.000 description 1
- 229960003511 macrogol Drugs 0.000 description 1
- 239000013028 medium composition Substances 0.000 description 1
- 230000002503 metabolic effect Effects 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 229910021421 monocrystalline silicon Inorganic materials 0.000 description 1
- WWZKQHOCKIZLMA-UHFFFAOYSA-M octanoate Chemical compound CCCCCCCC([O-])=O WWZKQHOCKIZLMA-UHFFFAOYSA-M 0.000 description 1
- 229940049964 oleate Drugs 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 229940100688 oral solution Drugs 0.000 description 1
- 239000008194 pharmaceutical composition Substances 0.000 description 1
- 238000011170 pharmaceutical development Methods 0.000 description 1
- 150000003904 phospholipids Chemical class 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000006069 physical mixture Substances 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920000223 polyglycerol Polymers 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 231100000683 possible toxicity Toxicity 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 230000003381 solubilizing effect Effects 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 230000009897 systematic effect Effects 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- 230000007332 vesicle formation Effects 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
- A61K9/4841—Filling excipients; Inactive ingredients
- A61K9/4858—Organic compounds
-
- 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
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/10—Dispersions; Emulsions
- A61K9/107—Emulsions ; Emulsion preconcentrates; Micelles
-
- 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
-
- 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
- A61K9/107—Emulsions ; Emulsion preconcentrates; Micelles
- A61K9/1075—Microemulsions or submicron emulsions; Preconcentrates or solids thereof; Micelles, e.g. made of phospholipids or block copolymers
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Epidemiology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- Dispersion Chemistry (AREA)
- Medicinal Preparation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP03291795 | 2003-07-18 | ||
| EP03291795A EP1498120A1 (en) | 2003-07-18 | 2003-07-18 | Semi-solid formulations for the oral administration of taxoids |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2303642T3 true ES2303642T3 (es) | 2008-08-16 |
Family
ID=33462258
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES04741331T Expired - Lifetime ES2303642T3 (es) | 2003-07-18 | 2004-07-15 | Formulaciones semi-solidas para la administracion oral de taxoides. |
Country Status (20)
| Country | Link |
|---|---|
| US (1) | US20050070496A1 (enExample) |
| EP (2) | EP1498120A1 (enExample) |
| JP (1) | JP5116306B2 (enExample) |
| KR (1) | KR101143341B1 (enExample) |
| CN (1) | CN1826110B (enExample) |
| AR (1) | AR045996A1 (enExample) |
| AT (1) | ATE388701T1 (enExample) |
| AU (1) | AU2004262496B2 (enExample) |
| BR (1) | BRPI0412759A (enExample) |
| CA (1) | CA2532667A1 (enExample) |
| DE (1) | DE602004012413T2 (enExample) |
| DK (1) | DK1648440T3 (enExample) |
| ES (1) | ES2303642T3 (enExample) |
| IL (1) | IL173110A (enExample) |
| IN (1) | IN229997B (enExample) |
| MX (1) | MX260260B (enExample) |
| MY (1) | MY137965A (enExample) |
| PT (1) | PT1648440E (enExample) |
| TW (1) | TWI342774B (enExample) |
| WO (1) | WO2005013968A1 (enExample) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1498143A1 (en) * | 2003-07-18 | 2005-01-19 | Aventis Pharma S.A. | Self-emulsifying and self-microemulsifying formulations for the oral administration of taxoids |
| JP2009538317A (ja) * | 2006-05-26 | 2009-11-05 | バイエル ヘルスケア リミティド ライアビリティ カンパニー | 癌治療のための置換ジアリールウレアを用いた薬物の組み合わせ |
| FR2922107B1 (fr) * | 2007-10-10 | 2010-02-26 | Aventis Pharma Sa | Nouvelles compositions a base de taxoides |
| FR2924024B1 (fr) | 2007-11-27 | 2012-08-17 | Centre Nat Rech Scient | Nanoparticules d'actifs therapeutiques de faible solubilite aqueuse |
| FR2931152B1 (fr) * | 2008-05-16 | 2010-07-30 | Centre Nat Rech Scient | Nouveau systeme de transfert d'acide nucleique |
| PL2493466T3 (pl) | 2009-10-29 | 2021-11-15 | Sanofi Mature Ip | Nowe przeciwguzowe zastosowanie kabazytakselu |
| EP2566474B1 (en) | 2010-05-03 | 2017-11-15 | Teikoku Pharma USA, Inc. | Non-aqueous taxane pro-emulsion formulations and methods of making and using the same |
| JO3685B1 (ar) | 2012-10-01 | 2020-08-27 | Teikoku Pharma Usa Inc | صيغ التشتيت الجسيمي للتاكسين غير المائي وطرق استخدامها |
| CN103980232A (zh) * | 2014-06-05 | 2014-08-13 | 北京诺普德医药科技有限公司 | 10-乙酰基多西紫杉醇及其用途 |
| KR101542364B1 (ko) * | 2014-10-31 | 2015-08-07 | 대화제약 주식회사 | 탁산을 포함하는 경구 투여용 약학 조성물 |
| CN113698369A (zh) * | 2021-08-31 | 2021-11-26 | 无锡紫杉药业有限公司 | 一种除去卡巴他赛中特定单杂的方法 |
Family Cites Families (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3406497A1 (de) * | 1984-02-23 | 1985-09-05 | Mueller Bernhard Willi Werner | Hochdisperse pharmazeutische mehrkomponentensysteme und verfahren zu ihrer herstellung |
| US5272171A (en) * | 1992-02-13 | 1993-12-21 | Bristol-Myers Squibb Company | Phosphonooxy and carbonate derivatives of taxol |
| JP3208517B2 (ja) * | 1992-07-01 | 2001-09-17 | ブリストル−マイヤーズ スクイブ カンパニー | ７，８−シクロプロパタキサン類 |
| US5254580A (en) * | 1993-01-19 | 1993-10-19 | Bristol-Myers Squibb Company | 7,8-cyclopropataxanes |
| US5294637A (en) * | 1992-07-01 | 1994-03-15 | Bristol-Myers Squibb Company | Fluoro taxols |
| US5478854A (en) * | 1992-10-01 | 1995-12-26 | Bristol-Myers Squibb Company | Deoxy taxols |
| US5973160A (en) * | 1992-12-23 | 1999-10-26 | Poss; Michael A. | Methods for the preparation of novel sidechain-bearing taxanes |
| US5646176A (en) * | 1992-12-24 | 1997-07-08 | Bristol-Myers Squibb Company | Phosphonooxymethyl ethers of taxane derivatives |
| US6054136A (en) * | 1993-09-30 | 2000-04-25 | Gattefosse S.A. | Orally administrable composition capable of providing enhanced bioavailability when ingested |
| US6458373B1 (en) * | 1997-01-07 | 2002-10-01 | Sonus Pharmaceuticals, Inc. | Emulsion vehicle for poorly soluble drugs |
| IL131217A0 (en) * | 1998-03-10 | 2001-01-28 | Napro Biotherapeutics Inc | Novel methods and compositions for delivery of taxanes |
| EP1067908B9 (en) * | 1998-04-01 | 2007-01-24 | Jagotec Ag | Taxane microemulsions |
| EP1185301A1 (en) * | 1999-05-24 | 2002-03-13 | Sonus Pharmaceuticals, Inc. | Emulsion vehicle for poorly soluble drugs |
| US6136846A (en) * | 1999-10-25 | 2000-10-24 | Supergen, Inc. | Formulation for paclitaxel |
| JP2004520398A (ja) * | 2001-01-18 | 2004-07-08 | ファルマシア・アンド・アップジョン・カンパニー | 経口生物学的利用能が改善されたパクリタキセルの化学療法マイクロエマルジョン組成物 |
| WO2003045357A1 (en) * | 2001-11-27 | 2003-06-05 | Transform Pharmaceuticals, Inc. | Oral pharmaceutical formulations comprising paclitaxel, derivatives and methods of administration thereof |
| AU2002361701A1 (en) * | 2001-12-20 | 2003-07-09 | Bristol-Myers Squibb Company | Pharmaceutical compositons of orally active taxane derivatives having enhanced bioavailability |
| ATE359779T1 (de) * | 2002-03-01 | 2007-05-15 | Novagali Pharma Sa | Selbstemulgierende systeme zur abgabe von taxoiden |
| KR20090072980A (ko) * | 2007-12-28 | 2009-07-02 | 서울옵토디바이스주식회사 | 발광 다이오드 및 그 제조방법 |
-
2003
- 2003-07-18 EP EP03291795A patent/EP1498120A1/en not_active Ceased
-
2004
- 2004-07-15 KR KR1020067001136A patent/KR101143341B1/ko not_active Expired - Fee Related
- 2004-07-15 CA CA002532667A patent/CA2532667A1/en not_active Abandoned
- 2004-07-15 DE DE602004012413T patent/DE602004012413T2/de not_active Expired - Lifetime
- 2004-07-15 CN CN2004800207228A patent/CN1826110B/zh not_active Expired - Fee Related
- 2004-07-15 WO PCT/EP2004/008551 patent/WO2005013968A1/en not_active Ceased
- 2004-07-15 ES ES04741331T patent/ES2303642T3/es not_active Expired - Lifetime
- 2004-07-15 PT PT04741331T patent/PT1648440E/pt unknown
- 2004-07-15 MX MXPA06000636 patent/MX260260B/es active IP Right Grant
- 2004-07-15 BR BRPI0412759-5A patent/BRPI0412759A/pt not_active IP Right Cessation
- 2004-07-15 AU AU2004262496A patent/AU2004262496B2/en not_active Ceased
- 2004-07-15 JP JP2006519899A patent/JP5116306B2/ja not_active Expired - Fee Related
- 2004-07-15 AR ARP040102493A patent/AR045996A1/es not_active Application Discontinuation
- 2004-07-15 AT AT04741331T patent/ATE388701T1/de not_active IP Right Cessation
- 2004-07-15 IN IN198CH2006 patent/IN229997B/en unknown
- 2004-07-15 DK DK04741331T patent/DK1648440T3/da active
- 2004-07-15 EP EP04741331A patent/EP1648440B1/en not_active Expired - Lifetime
- 2004-07-16 TW TW093121233A patent/TWI342774B/zh not_active IP Right Cessation
- 2004-07-16 MY MYPI20042868A patent/MY137965A/en unknown
- 2004-07-19 US US10/894,163 patent/US20050070496A1/en not_active Abandoned
-
2006
- 2006-01-12 IL IL173110A patent/IL173110A/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| CN1826110A (zh) | 2006-08-30 |
| IN2006CH00198A (enExample) | 2007-06-08 |
| CA2532667A1 (en) | 2005-02-17 |
| WO2005013968A1 (en) | 2005-02-17 |
| AR045996A1 (es) | 2005-11-23 |
| MXPA06000636A (es) | 2006-04-19 |
| AU2004262496A1 (en) | 2005-02-17 |
| PT1648440E (pt) | 2008-06-24 |
| ATE388701T1 (de) | 2008-03-15 |
| AU2004262496B2 (en) | 2009-02-05 |
| DE602004012413D1 (de) | 2008-04-24 |
| CN1826110B (zh) | 2010-05-12 |
| TWI342774B (en) | 2011-06-01 |
| JP2009513558A (ja) | 2009-04-02 |
| HK1091743A1 (zh) | 2007-01-26 |
| IN229997B (enExample) | 2009-03-27 |
| KR101143341B1 (ko) | 2012-05-24 |
| MX260260B (es) | 2008-09-04 |
| IL173110A0 (en) | 2006-06-11 |
| KR20060037370A (ko) | 2006-05-03 |
| BRPI0412759A (pt) | 2006-09-26 |
| EP1648440B1 (en) | 2008-03-12 |
| MY137965A (en) | 2009-04-30 |
| EP1648440A1 (en) | 2006-04-26 |
| IL173110A (en) | 2011-04-28 |
| DE602004012413T2 (de) | 2009-03-12 |
| TW200517104A (en) | 2005-06-01 |
| EP1498120A1 (en) | 2005-01-19 |
| JP5116306B2 (ja) | 2013-01-09 |
| DK1648440T3 (da) | 2008-07-14 |
| US20050070496A1 (en) | 2005-03-31 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| ES2831037T3 (es) | Composición farmacéutica oral automicroemulsionante de fármacos hidrófilos y método de preparación | |
| US8709379B2 (en) | Liposomal nanoparticles and other formulations of fenretinide for use in therapy and drug delivery | |
| ES2863500T3 (es) | Formulaciones lipídicas de acetato de abiraterona | |
| JP5553839B2 (ja) | 経口投与される強力なｈｃｖ阻害活性を有する医薬組成物 | |
| CN102470103A (zh) | 用作丙型肝炎病毒蛋白酶抑制剂的药物组合物 | |
| US20090069411A1 (en) | Self-emulsifying and self-microemulsifying formulations for the oral administration of taxoids | |
| JP2009513642A (ja) | 低水溶解度の薬剤を含む製剤およびそれの使用方法 | |
| ES2303642T3 (es) | Formulaciones semi-solidas para la administracion oral de taxoides. | |
| ES2210056T3 (es) | Preconcentrados en microemulsion y microemulsiones que contienen coenzima q10. | |
| ES2300471T3 (es) | Nuevo sistema de liberacion de farmaco auto-emulsionable. | |
| Goyal et al. | Self microemulsifying drug delivery system: A method for enhancement of bioavailability | |
| Javaid et al. | Exploring niosomes: a comprehensive review of their structure, formulation, and biomedical applications | |
| JP2007504256A (ja) | 生物活性剤の送達のための組成物及び方法 | |
| Kolekar et al. | Self-emulsifying drug delivery Systems (SEDDS): A novel dissolution enhancement technique | |
| Rajni et al. | Advancement in Novel Drug Delivery System: Niosomes. | |
| KR100196610B1 (ko) | 테부페론의 약제학적 조성물 | |
| Hasan | Formulation Design of Sel-Micro-Emulsifying Lipid Systems. | |
| HK1091743B (en) | Semi-solid formulations for the oral administration of taxoids | |
| HK1089951B (en) | Self-emulsifying and self-microemulsifying formulations for the oral administration of taxoids |