JP2009503013A5 - - Google Patents
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- Publication number
- JP2009503013A5 JP2009503013A5 JP2008524462A JP2008524462A JP2009503013A5 JP 2009503013 A5 JP2009503013 A5 JP 2009503013A5 JP 2008524462 A JP2008524462 A JP 2008524462A JP 2008524462 A JP2008524462 A JP 2008524462A JP 2009503013 A5 JP2009503013 A5 JP 2009503013A5
- Authority
- JP
- Japan
- Prior art keywords
- pharmaceutical formulation
- group
- active ingredient
- matrix
- amphiphilic
- 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
- 239000008194 pharmaceutical composition Substances 0.000 claims 11
- 239000011159 matrix material Substances 0.000 claims 8
- 239000004480 active ingredient Substances 0.000 claims 7
- 239000002775 capsule Substances 0.000 claims 5
- 238000000034 method Methods 0.000 claims 4
- 229920000136 polysorbate Polymers 0.000 claims 4
- 239000002202 Polyethylene glycol Substances 0.000 claims 3
- -1 phosphatidyl diethanolamine Chemical compound 0.000 claims 3
- 229920001223 polyethylene glycol Polymers 0.000 claims 3
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 claims 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims 2
- 239000006184 cosolvent Substances 0.000 claims 2
- RZRNAYUHWVFMIP-HXUWFJFHSA-N glycerol monolinoleate Natural products CCCCCCCCC=CCCCCCCCC(=O)OC[C@H](O)CO RZRNAYUHWVFMIP-HXUWFJFHSA-N 0.000 claims 2
- 235000010445 lecithin Nutrition 0.000 claims 2
- 229940067606 lecithin Drugs 0.000 claims 2
- 239000000787 lecithin Substances 0.000 claims 2
- 239000007788 liquid Substances 0.000 claims 2
- 230000008018 melting Effects 0.000 claims 2
- 238000002844 melting Methods 0.000 claims 2
- 239000000825 pharmaceutical preparation Substances 0.000 claims 2
- WTJKGGKOPKCXLL-RRHRGVEJSA-N phosphatidylcholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCCCCCC WTJKGGKOPKCXLL-RRHRGVEJSA-N 0.000 claims 2
- 150000003904 phospholipids Chemical class 0.000 claims 2
- 239000007787 solid Substances 0.000 claims 2
- BHQCQFFYRZLCQQ-UHFFFAOYSA-N (3alpha,5alpha,7alpha,12alpha)-3,7,12-trihydroxy-cholan-24-oic acid Natural products OC1CC2CC(O)CCC2(C)C2C1C1CCC(C(CCC(O)=O)C)C1(C)C(O)C2 BHQCQFFYRZLCQQ-UHFFFAOYSA-N 0.000 claims 1
- RZRNAYUHWVFMIP-KTKRTIGZSA-N 1-oleoylglycerol Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(O)CO RZRNAYUHWVFMIP-KTKRTIGZSA-N 0.000 claims 1
- ULQISTXYYBZJSJ-UHFFFAOYSA-N 12-hydroxyoctadecanoic acid Chemical compound CCCCCCC(O)CCCCCCCCCCC(O)=O ULQISTXYYBZJSJ-UHFFFAOYSA-N 0.000 claims 1
- KIHBGTRZFAVZRV-UHFFFAOYSA-N 2-Hydroxyoctadecanoic acid Natural products CCCCCCCCCCCCCCCCC(O)C(O)=O KIHBGTRZFAVZRV-UHFFFAOYSA-N 0.000 claims 1
- OIQOAYVCKAHSEJ-UHFFFAOYSA-N 2-[2,3-bis(2-hydroxyethoxy)propoxy]ethanol;hexadecanoic acid;octadecanoic acid Chemical compound OCCOCC(OCCO)COCCO.CCCCCCCCCCCCCCCC(O)=O.CCCCCCCCCCCCCCCCCC(O)=O OIQOAYVCKAHSEJ-UHFFFAOYSA-N 0.000 claims 1
- YDNKGFDKKRUKPY-JHOUSYSJSA-N C16 ceramide Natural products CCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)C=CCCCCCCCCCCCCC YDNKGFDKKRUKPY-JHOUSYSJSA-N 0.000 claims 1
- KLWPJMFMVPTNCC-UHFFFAOYSA-N Camptothecin Natural products CCC1(O)C(=O)OCC2=C1C=C3C4Nc5ccccc5C=C4CN3C2=O KLWPJMFMVPTNCC-UHFFFAOYSA-N 0.000 claims 1
- 239000004380 Cholic acid Substances 0.000 claims 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 claims 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 claims 1
- 108010010803 Gelatin Proteins 0.000 claims 1
- JZNWSCPGTDBMEW-UHFFFAOYSA-N Glycerophosphorylethanolamin Natural products NCCOP(O)(=O)OCC(O)CO JZNWSCPGTDBMEW-UHFFFAOYSA-N 0.000 claims 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims 1
- CRJGESKKUOMBCT-VQTJNVASSA-N N-acetylsphinganine Chemical compound CCCCCCCCCCCCCCC[C@@H](O)[C@H](CO)NC(C)=O CRJGESKKUOMBCT-VQTJNVASSA-N 0.000 claims 1
- RVGRUAULSDPKGF-UHFFFAOYSA-N Poloxamer Chemical compound C1CO1.CC1CO1 RVGRUAULSDPKGF-UHFFFAOYSA-N 0.000 claims 1
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 claims 1
- 125000000129 anionic group Chemical group 0.000 claims 1
- VSJKWCGYPAHWDS-FQEVSTJZSA-N camptothecin Chemical compound C1=CC=C2C=C(CN3C4=CC5=C(C3=O)COC(=O)[C@]5(O)CC)C4=NC2=C1 VSJKWCGYPAHWDS-FQEVSTJZSA-N 0.000 claims 1
- 229940127093 camptothecin Drugs 0.000 claims 1
- 235000019438 castor oil Nutrition 0.000 claims 1
- 239000004359 castor oil Substances 0.000 claims 1
- 229940106189 ceramide Drugs 0.000 claims 1
- ZVEQCJWYRWKARO-UHFFFAOYSA-N ceramide Natural products CCCCCCCCCCCCCCC(O)C(=O)NC(CO)C(O)C=CCCC=C(C)CCCCCCCCC ZVEQCJWYRWKARO-UHFFFAOYSA-N 0.000 claims 1
- BHQCQFFYRZLCQQ-OELDTZBJSA-N cholic acid Chemical compound C([C@H]1C[C@H]2O)[C@H](O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H]([C@@H](CCC(O)=O)C)[C@@]2(C)[C@@H](O)C1 BHQCQFFYRZLCQQ-OELDTZBJSA-N 0.000 claims 1
- 235000019416 cholic acid Nutrition 0.000 claims 1
- 229960002471 cholic acid Drugs 0.000 claims 1
- 239000003240 coconut oil Substances 0.000 claims 1
- 235000019864 coconut oil Nutrition 0.000 claims 1
- KXGVEGMKQFWNSR-UHFFFAOYSA-N deoxycholic acid Natural products C1CC2CC(O)CCC2(C)C2C1C1CCC(C(CCC(O)=O)C)C1(C)C(O)C2 KXGVEGMKQFWNSR-UHFFFAOYSA-N 0.000 claims 1
- XXJWXESWEXIICW-UHFFFAOYSA-N diethylene glycol monoethyl ether Chemical compound CCOCCOCCO XXJWXESWEXIICW-UHFFFAOYSA-N 0.000 claims 1
- 229940075557 diethylene glycol monoethyl ether Drugs 0.000 claims 1
- JMGZBMRVDHKMKB-UHFFFAOYSA-L disodium;2-sulfobutanedioate Chemical compound [Na+].[Na+].OS(=O)(=O)C(C([O-])=O)CC([O-])=O JMGZBMRVDHKMKB-UHFFFAOYSA-L 0.000 claims 1
- 239000006185 dispersion Substances 0.000 claims 1
- VSJKWCGYPAHWDS-UHFFFAOYSA-N dl-camptothecin Natural products C1=CC=C2C=C(CN3C4=CC5=C(C3=O)COC(=O)C5(O)CC)C4=NC2=C1 VSJKWCGYPAHWDS-UHFFFAOYSA-N 0.000 claims 1
- MOTZDAYCYVMXPC-UHFFFAOYSA-N dodecyl hydrogen sulfate Chemical compound CCCCCCCCCCCCOS(O)(=O)=O MOTZDAYCYVMXPC-UHFFFAOYSA-N 0.000 claims 1
- 229940043264 dodecyl sulfate Drugs 0.000 claims 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims 1
- 229920000159 gelatin Polymers 0.000 claims 1
- 239000008273 gelatin Substances 0.000 claims 1
- 235000019322 gelatine Nutrition 0.000 claims 1
- 235000011852 gelatine desserts Nutrition 0.000 claims 1
- 125000005456 glyceride group Chemical group 0.000 claims 1
- 235000011187 glycerol Nutrition 0.000 claims 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 claims 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims 1
- 239000012729 immediate-release (IR) formulation Substances 0.000 claims 1
- 235000020778 linoleic acid Nutrition 0.000 claims 1
- OYHQOLUKZRVURQ-HZJYTTRNSA-N linoleic acid group Chemical group C(CCCCCCC\C=C/C\C=C/CCCCC)(=O)O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 claims 1
- 150000002632 lipids Chemical class 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- VVGIYYKRAMHVLU-UHFFFAOYSA-N newbouldiamide Natural products CCCCCCCCCCCCCCCCCCCC(O)C(O)C(O)C(CO)NC(=O)CCCCCCCCCCCCCCCCC VVGIYYKRAMHVLU-UHFFFAOYSA-N 0.000 claims 1
- 239000008388 non-ionic emulsifying wax Substances 0.000 claims 1
- 239000003921 oil Substances 0.000 claims 1
- 235000019198 oils Nutrition 0.000 claims 1
- 150000008104 phosphatidylethanolamines Chemical class 0.000 claims 1
- 229960000502 poloxamer Drugs 0.000 claims 1
- 229920001983 poloxamer Polymers 0.000 claims 1
- 229950008882 polysorbate Drugs 0.000 claims 1
- 229940068965 polysorbates Drugs 0.000 claims 1
- 229920006395 saturated elastomer Polymers 0.000 claims 1
- 238000007789 sealing Methods 0.000 claims 1
- 239000011734 sodium Substances 0.000 claims 1
- 229910052708 sodium Inorganic materials 0.000 claims 1
- 229940079862 sodium lauryl sarcosinate Drugs 0.000 claims 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 claims 1
- ADWNFGORSPBALY-UHFFFAOYSA-M sodium;2-[dodecyl(methyl)amino]acetate Chemical compound [Na+].CCCCCCCCCCCCN(C)CC([O-])=O ADWNFGORSPBALY-UHFFFAOYSA-M 0.000 claims 1
- 230000007928 solubilization Effects 0.000 claims 1
- 238000005063 solubilization Methods 0.000 claims 1
- 239000000600 sorbitol Substances 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- 239000000725 suspension Substances 0.000 claims 1
- 150000003626 triacylglycerols Chemical class 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT000418A ITRM20050418A1 (it) | 2005-08-04 | 2005-08-04 | Sistemi terapeutici a rilascio immediato per il migliorato assorbimento orale di 7-[(e)-t-butilossimminometil] camptotecina. |
| ITRM2005A000418 | 2005-08-04 | ||
| PCT/EP2006/064111 WO2007017331A2 (en) | 2005-08-04 | 2006-07-11 | Immediate release therapeutic systems for improved oral absorption of 7- [ (e) -tert-butyloxyiminomethyl] camptothecin |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2009503013A JP2009503013A (ja) | 2009-01-29 |
| JP2009503013A5 true JP2009503013A5 (enExample) | 2010-09-09 |
| JP5225084B2 JP5225084B2 (ja) | 2013-07-03 |
Family
ID=37727667
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2008524462A Expired - Fee Related JP5225084B2 (ja) | 2005-08-04 | 2006-07-11 | ７−［（ｅ）−ｔ−ブチルオキシミノメチル］カンプトテシンの改良された経口吸収のための即効型治療システム |
Country Status (19)
| Country | Link |
|---|---|
| US (1) | US20090053307A1 (enExample) |
| EP (1) | EP1915153B1 (enExample) |
| JP (1) | JP5225084B2 (enExample) |
| KR (1) | KR101301548B1 (enExample) |
| CN (1) | CN101287466B (enExample) |
| AU (1) | AU2006278114B2 (enExample) |
| BR (1) | BRPI0614471A2 (enExample) |
| CA (1) | CA2612080C (enExample) |
| CY (1) | CY1114311T1 (enExample) |
| DK (1) | DK1915153T3 (enExample) |
| ES (1) | ES2407408T3 (enExample) |
| HR (1) | HRP20130364T1 (enExample) |
| IT (1) | ITRM20050418A1 (enExample) |
| MX (1) | MX2008001029A (enExample) |
| PL (1) | PL1915153T3 (enExample) |
| PT (1) | PT1915153E (enExample) |
| RS (1) | RS52777B (enExample) |
| SI (1) | SI1915153T1 (enExample) |
| WO (1) | WO2007017331A2 (enExample) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2463565A (en) | 2008-09-12 | 2010-03-24 | Critical Pharmaceuticals Ltd | Improvements in the absorption of therapeutic agents across mucosal membranes or the skin |
| US7892036B2 (en) * | 2008-12-30 | 2011-02-22 | Multiway Industries (Hk) Ltd. | Electrical wall tap assembly |
| USD618617S1 (en) | 2008-12-30 | 2010-06-29 | Multiway Industries (Hk) Ltd. | Three way electrical plug |
| USD618175S1 (en) | 2009-10-15 | 2010-06-22 | Multiway Industries (Hk) Ltd. | Three-outlet surge-protected adaptor |
| USD616823S1 (en) | 2009-10-15 | 2010-06-01 | Multiway Industries (Hk) Ltd. | Single-outlet surge-protected adaptor |
| JP2013512948A (ja) * | 2009-12-08 | 2013-04-18 | イル・ファ・カンパニー・リミテッド | ２０−Ｏ−β−Ｄ−グルコピラノシル−２０（Ｓ）−プロトパナキサジオールを含む固体分散体 |
| USD651977S1 (en) | 2011-01-10 | 2012-01-10 | Multiway Industries (Hk) Ltd. | Multiple outlet electrical connector |
| CN108066311B (zh) * | 2017-12-26 | 2020-09-08 | 兆科（广州）肿瘤药物有限公司 | 一种吉马替康胶囊及其制备方法 |
| USD958079S1 (en) | 2019-08-30 | 2022-07-19 | Multiway Industries (Hk) Ltd. | 3-way electrical tap |
| USD955993S1 (en) | 2019-08-30 | 2022-06-28 | Multiway Industries (Hk) Ltd. | 3-way electrical tap |
| CN111529497A (zh) * | 2020-02-11 | 2020-08-14 | 兆科（广州）肿瘤药物有限公司 | 一种吉马替康药物固体分散组合物及其制备方法 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5726181A (en) * | 1995-06-05 | 1998-03-10 | Bionumerik Pharmaceuticals, Inc. | Formulations and compositions of poorly water soluble camptothecin derivatives |
| CA2294031E (en) * | 1997-07-29 | 2012-04-03 | Pharmacia & Upjohn Company | Self-emulsifying formulation for lipophilic compounds |
| AR013261A1 (es) * | 1997-08-01 | 2000-12-13 | Smithkline Beecham Corp | Formulaciones farmaceuticas para analogos de camptotecina en capsula de gelatina |
| US7030155B2 (en) * | 1998-06-05 | 2006-04-18 | Sonus Pharmaceuticals, Inc. | Emulsion vehicle for poorly soluble drugs |
| ATE216998T1 (de) * | 1999-03-09 | 2002-05-15 | Sigma Tau Ind Farmaceuti | Camptothecin-derivate mit antitumor-wirkung |
| JP2003500368A (ja) * | 1999-05-24 | 2003-01-07 | ソーナス ファーマシューティカルス，インコーポレイテッド | 溶解度が不十分な薬剤のためのエマルジョンビヒクル |
| CA2559532A1 (en) * | 2004-03-26 | 2005-10-06 | Novartis Ag | Use of camptothecin derivates for the treatment of proliferative diseases in a fixed dosing regimen |
| GT200500310A (es) * | 2004-11-19 | 2006-06-19 | Compuestos organicos | |
| ME01495B (me) * | 2004-12-21 | 2014-04-20 | Sigma Tau Ind Farmaceuti | STEREOSELEKT IVNI POSTUPAK l KRISTALNI OBLICI KAMPTOTECINA |
-
2005
- 2005-08-04 IT IT000418A patent/ITRM20050418A1/it unknown
-
2006
- 2006-07-11 MX MX2008001029A patent/MX2008001029A/es active IP Right Grant
- 2006-07-11 HR HRP20130364TT patent/HRP20130364T1/hr unknown
- 2006-07-11 SI SI200631573T patent/SI1915153T1/sl unknown
- 2006-07-11 JP JP2008524462A patent/JP5225084B2/ja not_active Expired - Fee Related
- 2006-07-11 BR BRPI0614471-3A patent/BRPI0614471A2/pt not_active Application Discontinuation
- 2006-07-11 EP EP06777710.2A patent/EP1915153B1/en active Active
- 2006-07-11 PT PT67777102T patent/PT1915153E/pt unknown
- 2006-07-11 CA CA2612080A patent/CA2612080C/en not_active Expired - Fee Related
- 2006-07-11 AU AU2006278114A patent/AU2006278114B2/en not_active Ceased
- 2006-07-11 CN CN200680027844.9A patent/CN101287466B/zh active Active
- 2006-07-11 RS RS20130196A patent/RS52777B/sr unknown
- 2006-07-11 KR KR1020087003092A patent/KR101301548B1/ko not_active Expired - Fee Related
- 2006-07-11 US US11/993,328 patent/US20090053307A1/en not_active Abandoned
- 2006-07-11 DK DK06777710.2T patent/DK1915153T3/da active
- 2006-07-11 PL PL06777710T patent/PL1915153T3/pl unknown
- 2006-07-11 WO PCT/EP2006/064111 patent/WO2007017331A2/en not_active Ceased
- 2006-07-11 ES ES06777710T patent/ES2407408T3/es active Active
-
2013
- 2013-04-25 CY CY20131100341T patent/CY1114311T1/el unknown
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