JP6397813B2 - ヒドロキシプロピルメチルセルロースアセテートスクシネート（ｈｐｍｃａｓ）の水性分散液 - Google Patents
ヒドロキシプロピルメチルセルロースアセテートスクシネート（ｈｐｍｃａｓ）の水性分散液 Download PDFInfo
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- JP6397813B2 JP6397813B2 JP2015509338A JP2015509338A JP6397813B2 JP 6397813 B2 JP6397813 B2 JP 6397813B2 JP 2015509338 A JP2015509338 A JP 2015509338A JP 2015509338 A JP2015509338 A JP 2015509338A JP 6397813 B2 JP6397813 B2 JP 6397813B2
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- 229920000639 hydroxypropylmethylcellulose acetate succinate Polymers 0.000 title claims description 45
- ZUAAPNNKRHMPKG-UHFFFAOYSA-N acetic acid;butanedioic acid;methanol;propane-1,2-diol Chemical compound OC.CC(O)=O.CC(O)CO.OC(=O)CCC(O)=O ZUAAPNNKRHMPKG-UHFFFAOYSA-N 0.000 title claims description 37
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- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical class [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 claims description 2
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61J—CONTAINERS SPECIALLY ADAPTED FOR MEDICAL OR PHARMACEUTICAL PURPOSES; DEVICES OR METHODS SPECIALLY ADAPTED FOR BRINGING PHARMACEUTICAL PRODUCTS INTO PARTICULAR PHYSICAL OR ADMINISTERING FORMS; DEVICES FOR ADMINISTERING FOOD OR MEDICINES ORALLY; BABY COMFORTERS; DEVICES FOR RECEIVING SPITTLE
- A61J3/00—Devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms
- A61J3/07—Devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms into the form of capsules or similar small containers for oral use
- A61J3/071—Devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms into the form of capsules or similar small containers for oral use into the form of telescopically engaged two-piece capsules
- A61J3/077—Manufacturing capsule shells
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29L—INDEXING SCHEME ASSOCIATED WITH SUBCLASS B29C, RELATING TO PARTICULAR ARTICLES
- B29L2031/00—Other particular articles
- B29L2031/712—Containers; Packaging elements or accessories, Packages
- B29L2031/7174—Capsules
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Engineering & Computer Science (AREA)
- Mechanical Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Medicinal Preparation (AREA)
- Manufacturing Of Micro-Capsules (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201261641485P | 2012-05-02 | 2012-05-02 | |
| US201261641505P | 2012-05-02 | 2012-05-02 | |
| US61/641,485 | 2012-05-02 | ||
| US61/641,505 | 2012-05-02 | ||
| PCT/EP2013/055298 WO2013164121A1 (en) | 2012-05-02 | 2013-03-14 | Aqueous dispersions of hydroxypropyl methylcellulose acetate succinate (hpmcas) |
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| JP2015518005A JP2015518005A (ja) | 2015-06-25 |
| JP2015518005A5 JP2015518005A5 (enExample) | 2018-05-17 |
| JP6397813B2 true JP6397813B2 (ja) | 2018-09-26 |
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| JP2015509339A Expired - Fee Related JP6626712B2 (ja) | 2012-05-02 | 2013-03-14 | 放出制御ポリマーの水性分散液並びにそのシェル及びカプセル |
| JP2015509338A Expired - Fee Related JP6397813B2 (ja) | 2012-05-02 | 2013-03-14 | ヒドロキシプロピルメチルセルロースアセテートスクシネート（ｈｐｍｃａｓ）の水性分散液 |
| JP2017225773A Pending JP2018058870A (ja) | 2012-05-02 | 2017-11-24 | 放出制御ポリマーの水性分散液並びにそのシェル及びカプセル |
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| JP2017225773A Pending JP2018058870A (ja) | 2012-05-02 | 2017-11-24 | 放出制御ポリマーの水性分散液並びにそのシェル及びカプセル |
Country Status (6)
| Country | Link |
|---|---|
| US (4) | US10525010B2 (enExample) |
| EP (4) | EP2844296B1 (enExample) |
| JP (3) | JP6626712B2 (enExample) |
| CA (2) | CA2870033C (enExample) |
| ES (2) | ES2728850T3 (enExample) |
| WO (2) | WO2013164121A1 (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10898440B2 (en) | 2012-05-02 | 2021-01-26 | Capsugel Belgium Nv | Bulk enteric capsule shells |
Families Citing this family (64)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2014031419A1 (en) * | 2012-08-24 | 2014-02-27 | Dow Global Technologies Llc | Novel esterified cellulose ethers of high molecular weight and homogeneity |
| WO2015065848A1 (en) * | 2013-11-04 | 2015-05-07 | Capsugel Belgium Nv | Methods and systems for improved bioavailability of active pharmaceutical ingredients including esomeprazole |
| WO2015156922A1 (en) | 2014-04-08 | 2015-10-15 | Dow Global Technologies Llc | Dispersion comprising an esterified cellulose ether |
| EP2946774B1 (en) * | 2014-05-19 | 2020-04-22 | Tillotts Pharma AG | Modified release coated capsules |
| US9782356B2 (en) | 2014-05-20 | 2017-10-10 | Dow Global Technologies Llc | Capsule shells comprising an esterified cellulose ether |
| WO2015179072A1 (en) | 2014-05-20 | 2015-11-26 | Dow Global Technologies Llc | Dispersion comprising a partially neutralized esterified cellulose ether |
| CN104055750B (zh) * | 2014-07-03 | 2016-09-21 | 王荣辉 | 具有靶向功能的空心胶囊及制备方法 |
| WO2016028839A1 (en) * | 2014-08-20 | 2016-02-25 | 3M Innovative Properties Company | Self-contained anaerobic culture device for sulfate-reducing microorganisms |
| CN106574225B (zh) | 2014-08-20 | 2019-12-17 | 3M创新有限公司 | 用于样品分配和分析的装置和方法 |
| US10471152B2 (en) | 2014-08-29 | 2019-11-12 | Capsugel Belgium Nv | Colloidal dispersion comprising HPMCAS |
| WO2016030234A1 (en) | 2014-08-29 | 2016-03-03 | Capsugel Belgium N.V. | Colloidal dispersion comprising hpmcas |
| US9744221B2 (en) | 2014-12-23 | 2017-08-29 | Synthetic Biologics, Inc. | Method and compositions for inhibiting or preventing adverse effects of oral antibiotics |
| CN107406522B (zh) | 2015-03-16 | 2019-02-26 | 陶氏环球技术有限责任公司 | 酯化纤维素醚的凝胶化 |
| EP3270971B1 (en) | 2015-03-16 | 2019-01-09 | Dow Global Technologies LLC | Water-soluble esterified cellulose ethers having a low degree of neutralization |
| US10377835B2 (en) | 2015-03-16 | 2019-08-13 | Dow Global Technologies Llc | Water-soluble esterified cellulose ethers |
| EP3270973B1 (en) | 2015-03-16 | 2019-01-09 | Dow Global Technologies LLC | Aqueous solution of an esterified cellulose ether |
| US20160331689A1 (en) * | 2015-05-12 | 2016-11-17 | SE Tylose USA, Inc. | Aqueous enteric coating composition |
| BR112018001792A2 (pt) | 2015-07-28 | 2018-09-11 | Dow Global Technologies Llc | processo para produzir dispersão de éter de celulose esterificado |
| US20180244860A1 (en) | 2015-09-16 | 2018-08-30 | Dow Global Technologies Llc | Water-redispersible polymer powder |
| WO2017052301A1 (ko) * | 2015-09-25 | 2017-03-30 | 롯데정밀화학 주식회사 | 하이드로겔 시트용 조성물, 이로부터 제조되는 하이드로겔 시트 및 이의 제조 방법 |
| JP6795587B2 (ja) * | 2015-10-02 | 2020-12-02 | ダウ グローバル テクノロジーズ エルエルシー | 分散されたエステル化セルロースエーテルを含む水性組成物 |
| KR102435660B1 (ko) * | 2015-11-06 | 2022-08-24 | 롯데정밀화학 주식회사 | 건조 하이드로겔 시트의 제조방법 및 그 제조방법에 의해 제조된 건조 하이드로겔 시트 |
| CN108348466A (zh) * | 2015-12-08 | 2018-07-31 | 陶氏环球技术有限责任公司 | 包含纤维素醚和水溶性酯化纤维素醚的组合物 |
| EP3199148B1 (en) * | 2016-01-28 | 2020-12-02 | Capsugel Belgium NV | Compositions and resulting hard capsules comprising hydrophilic coloring foodstuff concentrates |
| WO2017146853A1 (en) * | 2016-02-24 | 2017-08-31 | Dow Global Technologies Llc | Aqueous composition comprising water-soluble esterified cellulose ethers |
| PL239878B1 (pl) * | 2016-03-30 | 2022-01-24 | Gdanski Univ Medyczny | Wodna kompozycja oraz sposób wytwarzania dojelitowych elastycznych filmów do sporządzania kapsułek z wodnej kompozycji oraz dojelitowy elastyczny film do sporządzania kapsułek miękkich |
| JP6683561B2 (ja) | 2016-07-12 | 2020-04-22 | 信越化学工業株式会社 | 腸溶性硬カプセル用組成物及び腸溶性硬カプセルの製造方法 |
| EP3272340A1 (en) * | 2016-07-22 | 2018-01-24 | Capsugel Belgium NV | Acid resistant capsules |
| KR20180062784A (ko) * | 2016-12-01 | 2018-06-11 | 롯데정밀화학 주식회사 | 경질캡슐의 제조방법 및 이로부터 제조되는 경질캡슐 |
| US20190030003A1 (en) * | 2017-03-21 | 2019-01-31 | Bioduro, Llc | Gastrointestinal-protective formulations for oral delivery of proteins and peptides |
| WO2019013260A1 (ja) | 2017-07-11 | 2019-01-17 | クオリカプス株式会社 | 腸溶性硬質カプセル |
| CO2017007322A1 (es) * | 2017-07-24 | 2019-01-31 | Novamed S A | Cápsulas duras resistentes al ácido con bajo contenido de coadyuvantes de gelificacion |
| CN111328284A (zh) | 2017-08-07 | 2020-06-23 | 芬奇治疗公司 | 用于维持和恢复健康的肠道屏障的组合物和方法 |
| US11338020B2 (en) | 2018-01-09 | 2022-05-24 | Synthetic Biologics, Inc. | Alkaline phosphatase agents for treatment of neurodevelopmental disorders |
| KR102086461B1 (ko) * | 2018-01-19 | 2020-03-09 | 주식회사 서흥 | 열겔화 히프로멜로오스 하드 캡슐의 제조방법 |
| WO2019165285A1 (en) | 2018-02-23 | 2019-08-29 | Crestovo Holdings Llc | Microbiome related immunotherapies |
| IL276942B2 (en) | 2018-03-15 | 2024-11-01 | Scherer Technologies Llc R P | Enteric softgel capsules |
| ES3032290T3 (en) | 2018-03-20 | 2025-07-16 | Theriva Biologics Inc | Intestinal alkaline phosphatase formulations |
| EP3773686B1 (en) | 2018-03-20 | 2023-06-07 | Theriva Biologics, Inc. | Alkaline phosphatase agents for treatment of radiation disorders |
| US11517535B2 (en) | 2018-05-14 | 2022-12-06 | Capsugel Belgium Nv | Capsules with opacifier |
| KR20210022716A (ko) | 2018-06-22 | 2021-03-03 | 쿠오리카프스 가부시키가이샤 | 장용성 경질 캡슐 |
| KR102755855B1 (ko) * | 2018-07-30 | 2025-01-15 | 가부시키가이샤 리코 | 입자의 제조 방법, 및 이 방법에 의해 제조된 입자 및 의약 |
| JP7503781B2 (ja) * | 2018-07-30 | 2024-06-21 | 株式会社リコー | 粒子の製造方法、並びに、それにより製造された粒子及び医薬 |
| WO2020131801A1 (en) | 2018-12-18 | 2020-06-25 | DDP Specialty Electronic Materials US, Inc. | A sustained release composition comprising a hydroxypropyl methylcellulose acetate succinate |
| CN113677331A (zh) | 2019-03-14 | 2021-11-19 | 赢创运营有限公司 | 包含核壳聚合物和纤维素的胶囊壳 |
| CA3137488C (en) | 2019-05-07 | 2023-10-31 | Bausch Health Ireland Limited | Liquid oral dosage formulations of methylnaltrexone |
| WO2021011754A1 (en) | 2019-07-18 | 2021-01-21 | Synthetic Biologics, Inc. | Intestinal alkaline phosphatase-based treatments of metabolic disorders |
| WO2021016081A1 (en) | 2019-07-19 | 2021-01-28 | Finch Therapeutics Holdings Llc. | Methods and products for treatment of gastrointestinal disorders |
| CN110507629B (zh) * | 2019-09-02 | 2021-02-23 | 广东广发制药有限公司 | 一种植物纤维素软胶囊胶皮及其制备方法 |
| WO2021050965A1 (en) | 2019-09-13 | 2021-03-18 | Crestovo Holdings Llc | Compositions and methods for treating autism spectrum disorder |
| WO2021076926A1 (en) * | 2019-10-16 | 2021-04-22 | Capsugel Belgium Nv | Method and composition for increasing muscle protein synthesis |
| AU2020366529A1 (en) | 2019-10-18 | 2022-05-19 | Finch Therapeutics Holdings Llc | Compositions and methods for delivering a bacterial metabolite to a subject |
| WO2021097288A1 (en) | 2019-11-15 | 2021-05-20 | Finch Therapeutics Holdings Llc | Compositions and methods for treating neurodegenerative diseases |
| US20230062153A1 (en) * | 2019-12-17 | 2023-03-02 | Agfa Nv | Aqueous Dispersion of Polymeric Capsules |
| WO2021142358A1 (en) | 2020-01-10 | 2021-07-15 | Finch Therapeutics Holdings Llc | Compositions and methods for treating hepatic encephalopathy (he) |
| WO2021142353A1 (en) | 2020-01-10 | 2021-07-15 | Finch Therapeutics Holdings Llc | Compositions and methods for treating hepatitis b (hbv) and hepatitis d (hdv) |
| WO2021142347A1 (en) | 2020-01-10 | 2021-07-15 | Finch Therapeutics Holdings Llc | Compositions and methods for non-alcoholic steatohepatitis (nash) |
| US20230201265A1 (en) | 2020-03-31 | 2023-06-29 | Finch Therapeutics Holdings Llc | Compositions comprising non-viable fecal microbiota and methods of use thereof |
| CA3177250A1 (en) | 2020-05-02 | 2021-11-11 | Bausch Health Ireland Limited | Methods of reducing mortality risk in subjects suffering from an underlying disease or condition by administration of methylnaltrexone |
| EP4464313A3 (en) | 2020-11-25 | 2025-02-26 | Capsugel Belgium NV | Double layered delayed-release hard capsules |
| US11564909B2 (en) | 2020-11-30 | 2023-01-31 | Romeg Therapeutics Llc | Methods and compositions for oral pilocarpine liquid |
| US20240263251A1 (en) | 2021-02-19 | 2024-08-08 | Finch Therapeutics Holdings Llc | Compositions and methods for providing secondary bile acids to a subject |
| JPWO2022244713A1 (enExample) * | 2021-05-18 | 2022-11-24 | ||
| EP4543419A1 (en) | 2022-06-21 | 2025-04-30 | Nutrition & Biosciences USA 1, LLC | Film forming delayed/enteric formulations for hard shell capsules, films and coatings |
Family Cites Families (78)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US338818A (en) * | 1886-03-30 | Picket-fence | ||
| GB643853A (en) | 1946-04-13 | 1950-09-27 | Lilly Co Eli | Medicinal capsules and process of manufacture |
| US2718667A (en) | 1952-05-01 | 1955-09-27 | Eastman Kodak Co | Method of preparing enteric capsules |
| GB1144225A (en) | 1965-09-07 | 1969-03-05 | Dow Chemical Co | Preparation of medicinal capsule shells from hydroxyalkyl-alkyl cellulose ethers |
| US3740421A (en) | 1966-09-19 | 1973-06-19 | Basf Wyandotte Corp | Polyoxyethylene-polyoxypropylene aqueous gels |
| US3617588A (en) | 1969-06-16 | 1971-11-02 | Dow Chemical Co | Dip-coating process for preparing cellulose ether capsule shells |
| CA944689A (en) * | 1970-07-28 | 1974-04-02 | Claude Rene | Capsules en matieres plastiques et leurs procedes de fabrication |
| US4001211A (en) | 1974-12-02 | 1977-01-04 | The Dow Chemical Company | Pharmaceutical capsules from improved thermogelling methyl cellulose ethers |
| US4138013A (en) | 1976-08-27 | 1979-02-06 | Parke, Davis & Company | Enteric capsules |
| US4111202A (en) | 1976-11-22 | 1978-09-05 | Alza Corporation | Osmotic system for the controlled and delivery of agent over time |
| DE2966893D1 (en) | 1978-10-02 | 1984-05-17 | Purdue Research Foundation | Foods and pharmaceutical coating composition, method of preparation and products so coated |
| JPS5890428A (ja) | 1981-11-17 | 1983-05-30 | Hitachi Denshi Ltd | 自動組立装置 |
| JPS58138458A (ja) | 1982-02-10 | 1983-08-17 | 信越化学工業株式会社 | 腸溶性カプセルの製造方法 |
| DE3222476A1 (de) | 1982-06-15 | 1983-12-15 | Warner-Lambert Co., 07950 Morris Plains, N.J. | Magensaftresistente weichgelatinekapseln und verfahren zu ihrer herstellung |
| US4656066A (en) | 1982-12-20 | 1987-04-07 | Warner-Lambert Company | Apparatus and method for sealing capsules |
| US4539060A (en) | 1983-02-18 | 1985-09-03 | Warner-Lambert Company | Apparatus and method of sealing capsules |
| JPS6114584U (ja) | 1984-06-28 | 1986-01-28 | 株式会社 宮川製作所 | 電話回線ル−プ電流瞬断防止装置 |
| JPS62104593A (ja) | 1985-10-31 | 1987-05-15 | Terumo Corp | アミノ酸脱炭酸能検査用培地組成物 |
| EP0352800A3 (en) | 1988-07-28 | 1991-05-08 | Warner-Lambert Company | Aqueous polymeric dispersion of cellulosic and acrylic based polymers for preparing pharmaceutical dosage forms and dosage forms thereof |
| JPH0347246A (ja) | 1989-04-13 | 1991-02-28 | Olympus Optical Co Ltd | 内視鏡用処置具 |
| JPH0634807B2 (ja) | 1989-06-08 | 1994-05-11 | 信越化学工業株式会社 | 医薬用硬質カプセルの製造方法 |
| JP2552937B2 (ja) | 1990-03-29 | 1996-11-13 | 日本エランコ株式会社 | 医薬用硬質カプセルおよびその製造方法 |
| US5264223A (en) | 1990-03-29 | 1993-11-23 | Japan Elanco Company, Ltd. | Hard capsule for pharmaceutical drugs and method for producing the same |
| US5273760A (en) * | 1991-12-24 | 1993-12-28 | Euroceltigue, S.A. | Stabilized controlled release substrate having a coating derived from an aqueous dispersion of hydrophobic polymer |
| WO1993024109A1 (en) * | 1992-06-04 | 1993-12-09 | Smithkline Beecham Corporation | Palatable pharmaceutical compositions |
| JP3017906B2 (ja) * | 1993-10-08 | 2000-03-13 | 信越化学工業株式会社 | 腸溶性コーティング剤分散液 |
| US5508276A (en) * | 1994-07-18 | 1996-04-16 | Eli Lilly And Company | Duloxetine enteric pellets |
| US5756123A (en) | 1994-12-01 | 1998-05-26 | Japan Elanco Co., Ltd. | Capsule shell |
| AU4367396A (en) * | 1994-12-05 | 1996-06-26 | Permethyl Specialties L.L.C. | Water soluble, biodegradable polymeric materials for skin care, hair care and cosmetic applications |
| US5851579A (en) * | 1996-10-28 | 1998-12-22 | Eastman Chemical Company | Aqueous enteric coating compositions |
| US5910319A (en) * | 1997-05-29 | 1999-06-08 | Eli Lilly And Company | Fluoxetine enteric pellets and methods for their preparation and use |
| ES2234306T3 (es) | 1998-09-28 | 2005-06-16 | Warner-Lambert Company Llc | Administracion enterica y via colon usando capsulas de hpmc. |
| DE19901686A1 (de) | 1999-01-18 | 2000-07-20 | Gruenenthal Gmbh | Retardierte Tramadolzubereitungen mit einem lagerstabilen Freisetzungsprofil und Verfahren zu deren Herstellung |
| US6515008B1 (en) * | 2000-05-04 | 2003-02-04 | Smithkline Beecham Corporation | Formulation |
| SE0100200D0 (sv) * | 2001-01-24 | 2001-01-24 | Astrazeneca Ab | New film coating |
| EP1262174A1 (en) | 2001-06-01 | 2002-12-04 | Celanese Ventures GmbH | Two part hard shell capsule made of poly(1,4-alpha-D-glucane) and starch |
| KR100461566B1 (ko) | 2001-11-15 | 2004-12-14 | 삼성정밀화학 주식회사 | 수계 분산 히드록시프로필메틸 셀룰로오스 프탈레이트나노입자의 제조방법 |
| AU2002366038B2 (en) | 2001-11-22 | 2007-08-02 | Morishita Jintan Co., Ltd. | Non-gelatinous capsule film compositions and capsules using the same |
| FR2829142B1 (fr) | 2001-12-27 | 2004-02-13 | Ulice | Composition filmogene d'heteroxylanes pour la fabrication de capsules ainsi obtenues |
| WO2004012701A2 (en) | 2002-08-02 | 2004-02-12 | Scitech Centre | NOVEL pH DEPENDENT ROBUST ENTERIC POLYMERIC CONTAINER, AN IMPROVEMENT OVER EXISTING ENTERIC DOSAGE FORMS. |
| US7429619B2 (en) * | 2002-08-02 | 2008-09-30 | Mcneil Consumer Healthcare | Polyacrylic film forming compositions |
| SI1545475T1 (sl) | 2002-10-01 | 2014-10-30 | Banner Pharmacaps, Inc. | Enteričen sestavek za pripravo ovoja mehke kapsule |
| KR100483072B1 (ko) | 2003-11-26 | 2005-04-14 | 박현진 | 하드 캅셀에 적합한 필름 형성 조성물 및 이의 제조방법 |
| TW200520790A (en) | 2003-12-22 | 2005-07-01 | Dah Feng Capsule Industry Co Ltd | The compositions of a vegetarian capsule shell |
| US20070298095A1 (en) * | 2004-05-24 | 2007-12-27 | Shionogi Qualicaps Co., Ltd. | Surface-Modified and Solubility-Improved Hard Capsule |
| JP2006016372A (ja) | 2004-07-05 | 2006-01-19 | Shionogi Qualicaps Co Ltd | 腸溶性硬カプセル剤 |
| JPWO2006082842A1 (ja) * | 2005-02-03 | 2008-08-07 | クオリカプス株式会社 | 溶解性が改善された硬カプセル |
| EP1905455B1 (en) * | 2005-06-06 | 2013-07-24 | Ajinomoto Co., Inc. | Capsule coating composition |
| US20070053869A1 (en) * | 2005-09-02 | 2007-03-08 | Yuichi Sugiyama | Formulation and method for enhancement of gastrointestinal absorption of pharmaceutical agents |
| US20070082046A1 (en) * | 2005-10-11 | 2007-04-12 | Banner Pharmacaps, Inc. | Enteric valproic acid |
| CN102488652B (zh) | 2006-03-16 | 2014-06-18 | 特瑞斯制药股份有限公司 | 含有药物-离子交换树脂复合物的经修饰释放的制剂 |
| CA2597740C (en) | 2006-04-26 | 2012-10-16 | Supernus Pharmaceuticals, Inc. | Modified-release preparations containing oxcarbazepine and derivatives thereof |
| EP2101741B1 (en) * | 2006-10-17 | 2010-08-11 | Bend Research, Inc. | Solid dispersion comprising a poorly water soluble drug |
| US20100168410A1 (en) | 2006-10-27 | 2010-07-01 | Pfizer Products Inc. | Hydroxypropyl Methyl Cellulose Hard Capsules and Process of Manufacture |
| GB0706178D0 (en) | 2007-03-29 | 2007-05-09 | Univ Aston | Enteric pharmaceutical capsules |
| EP2144601A4 (en) | 2007-04-05 | 2012-10-10 | Univ Kansas | RAPID DISSOLVING PHARMACEUTICAL COMPOSITIONS COMPRISING PULLULANE |
| WO2009016258A1 (de) * | 2007-08-02 | 2009-02-05 | Basf Se | Wässrige polymerdispersion auf basis von n, n-diethylaminoethylmethacrylat, deren herstellung und verwendung |
| US20090074944A1 (en) | 2007-09-18 | 2009-03-19 | Viva Pharmaceuticals Inc. | Enteric coatings for orally ingestible compositions |
| US8968717B2 (en) | 2007-10-19 | 2015-03-03 | Capsugel Belgium Nv | Multi-compartmented container |
| JP5524624B2 (ja) | 2007-11-16 | 2014-06-18 | 旭化成ケミカルズ株式会社 | 水系フィルムコーティング液、および、フィルムコーティング顆粒、ならびに、これを用いた錠剤 |
| JP5716212B2 (ja) | 2008-05-12 | 2015-05-13 | キャプシュゲル・ベルジウム・エヌ・ヴィ | 空気ベントを有する改良されたカプセル |
| CN102257120A (zh) | 2008-12-18 | 2011-11-23 | Adds制药有限责任公司 | 吹塑薄壁的给药胶囊 |
| US9107451B2 (en) | 2009-07-29 | 2015-08-18 | Evonik Röhm Gmbh | Coating composition for the dip coating of capsule halves |
| KR101705204B1 (ko) | 2009-09-11 | 2017-02-09 | 롯데정밀화학 주식회사 | 장용성 경질 캡슐용 수성 조성물, 장용성 경질 캡슐의 제조방법 및 장용성 경질 캡슐 |
| ES2804779T3 (es) | 2009-09-24 | 2021-02-09 | Capsugel Belgium Nv | Cápsulas resistentes a los ácidos |
| KR101182827B1 (ko) * | 2010-06-11 | 2012-09-14 | 삼성정밀화학 주식회사 | 장용성 경질 캡슐의 제조방법 및 장용성 경질 캡슐 |
| KR101787481B1 (ko) | 2010-10-21 | 2017-10-18 | 롯데정밀화학 주식회사 | 장용성 경질 캡슐용 조성물 및 상기 조성물을 사용하여 제조된 장용성 경질 캡슐 |
| EP2722104B1 (en) * | 2010-10-26 | 2018-03-07 | Capsugel Belgium NV | Bulk Enteric Capsule Shells |
| JP6224596B2 (ja) * | 2011-09-29 | 2017-11-01 | ユニオン カーバイド ケミカルズ アンド プラスティックス テクノロジー エルエルシー | 陽イオン性コンディショナー代替品 |
| WO2013150331A1 (en) * | 2011-11-09 | 2013-10-10 | Capsugel Belgium Nv | Acid resistant banding solution for acid resistant two piece hard capsules |
| ES2728850T3 (es) * | 2012-05-02 | 2019-10-29 | Capsugel Belgium Nv | Dispersiones acuosas de acetato acetato succinato de hidroxipropilmetilcelulosa (HPMCAS) |
| WO2015179072A1 (en) | 2014-05-20 | 2015-11-26 | Dow Global Technologies Llc | Dispersion comprising a partially neutralized esterified cellulose ether |
| US10471152B2 (en) | 2014-08-29 | 2019-11-12 | Capsugel Belgium Nv | Colloidal dispersion comprising HPMCAS |
| TWI587880B (zh) | 2015-03-24 | 2017-06-21 | Can be made into the composition of enteric capsule shell, enteric capsule shell and its process | |
| US9452141B1 (en) | 2015-05-01 | 2016-09-27 | Dah Feng Capsule Industry Co., Ltd. | Acid resistant capsule shell composition, acid resistant capsule shell and its preparing process |
| EP3167880B1 (en) * | 2015-11-10 | 2019-06-19 | Capsugel Belgium NV | Acid resistant banding or sealing solution for acid resistant two piece hard capsules |
| US20170157058A1 (en) | 2015-12-08 | 2017-06-08 | Dah Feng Capsule Industry Co., Ltd. | Acid resistant capsule shell composition, acid resistant capsule shell and its preparing process |
| EP3272340A1 (en) | 2016-07-22 | 2018-01-24 | Capsugel Belgium NV | Acid resistant capsules |
-
2013
- 2013-03-14 ES ES13709435T patent/ES2728850T3/es active Active
- 2013-03-14 EP EP13709435.5A patent/EP2844296B1/en not_active Not-in-force
- 2013-03-14 ES ES13711002.9T patent/ES2692644T3/es active Active
- 2013-03-14 CA CA2870033A patent/CA2870033C/en active Active
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- 2013-03-14 EP EP13711002.9A patent/EP2844297B1/en not_active Not-in-force
- 2013-03-14 US US14/398,177 patent/US10525010B2/en not_active Expired - Fee Related
- 2013-03-14 WO PCT/EP2013/055298 patent/WO2013164121A1/en not_active Ceased
- 2013-03-14 JP JP2015509339A patent/JP6626712B2/ja not_active Expired - Fee Related
- 2013-03-14 WO PCT/EP2013/055302 patent/WO2013164122A1/en not_active Ceased
- 2013-03-14 US US13/827,523 patent/US10463625B2/en not_active Expired - Fee Related
- 2013-03-14 EP EP19162194.5A patent/EP3524271A1/en not_active Withdrawn
- 2013-03-14 JP JP2015509338A patent/JP6397813B2/ja not_active Expired - Fee Related
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10898440B2 (en) | 2012-05-02 | 2021-01-26 | Capsugel Belgium Nv | Bulk enteric capsule shells |
Also Published As
| Publication number | Publication date |
|---|---|
| EP2844296B1 (en) | 2019-03-13 |
| US20150132372A1 (en) | 2015-05-14 |
| WO2013164121A1 (en) | 2013-11-07 |
| CA2870134A1 (en) | 2013-11-07 |
| WO2013164121A4 (en) | 2014-01-30 |
| US20210196642A1 (en) | 2021-07-01 |
| CA2870033A1 (en) | 2013-11-07 |
| EP3524271A1 (en) | 2019-08-14 |
| JP2018058870A (ja) | 2018-04-12 |
| JP2015518005A (ja) | 2015-06-25 |
| ES2692644T3 (es) | 2018-12-04 |
| US10463625B2 (en) | 2019-11-05 |
| EP3446713A2 (en) | 2019-02-27 |
| CA2870134C (en) | 2020-04-28 |
| JP2015515962A (ja) | 2015-06-04 |
| ES2728850T3 (es) | 2019-10-29 |
| JP6626712B2 (ja) | 2019-12-25 |
| EP2844297A1 (en) | 2015-03-11 |
| EP2844297B1 (en) | 2018-08-15 |
| EP2844296A1 (en) | 2015-03-11 |
| US20130295188A1 (en) | 2013-11-07 |
| WO2013164122A1 (en) | 2013-11-07 |
| EP3446713A3 (en) | 2019-05-15 |
| US10525010B2 (en) | 2020-01-07 |
| CA2870033C (en) | 2017-04-18 |
| US10898440B2 (en) | 2021-01-26 |
| US20200054569A1 (en) | 2020-02-20 |
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