JP2014516061A5 - - Google Patents
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- Publication number
- JP2014516061A5 JP2014516061A5 JP2014513930A JP2014513930A JP2014516061A5 JP 2014516061 A5 JP2014516061 A5 JP 2014516061A5 JP 2014513930 A JP2014513930 A JP 2014513930A JP 2014513930 A JP2014513930 A JP 2014513930A JP 2014516061 A5 JP2014516061 A5 JP 2014516061A5
- Authority
- JP
- Japan
- Prior art keywords
- ketoprofen
- added
- sonicated
- solvent
- solution
- 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
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- DKYWVDODHFEZIM-UHFFFAOYSA-N ketoprofen Chemical compound OC(=O)C(C)C1=CC=CC(C(=O)C=2C=CC=CC=2)=C1 DKYWVDODHFEZIM-UHFFFAOYSA-N 0.000 description 5
- 229960000991 ketoprofen Drugs 0.000 description 5
- 229920003088 hydroxypropyl methyl cellulose Polymers 0.000 description 4
- 235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 description 4
- 239000011248 coating agent Substances 0.000 description 3
- 238000000576 coating method Methods 0.000 description 3
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 239000001866 hydroxypropyl methyl cellulose Substances 0.000 description 2
- UFVKGYZPFZQRLF-UHFFFAOYSA-N hydroxypropyl methyl cellulose Chemical compound OC1C(O)C(OC)OC(CO)C1OC1C(O)C(O)C(OC2C(C(O)C(OC3C(C(O)C(O)C(CO)O3)O)C(CO)O2)O)C(CO)O1 UFVKGYZPFZQRLF-UHFFFAOYSA-N 0.000 description 2
- 239000003456 ion exchange resin Substances 0.000 description 2
- 229920003303 ion-exchange polymer Polymers 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000011877 solvent mixture Substances 0.000 description 2
- NOOLISFMXDJSKH-UTLUCORTSA-N (+)-Neomenthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O NOOLISFMXDJSKH-UTLUCORTSA-N 0.000 description 1
- 229920001268 Cholestyramine Polymers 0.000 description 1
- NOOLISFMXDJSKH-UHFFFAOYSA-N DL-menthol Natural products CC(C)C1CCC(C)CC1O NOOLISFMXDJSKH-UHFFFAOYSA-N 0.000 description 1
- BVHLGVCQOALMSV-JEDNCBNOSA-N L-lysine hydrochloride Chemical compound Cl.NCCCC[C@H](N)C(O)=O BVHLGVCQOALMSV-JEDNCBNOSA-N 0.000 description 1
- 229920002125 Sokalan® Polymers 0.000 description 1
- 239000004376 Sucralose Substances 0.000 description 1
- 206010043521 Throat irritation Diseases 0.000 description 1
- 235000019658 bitter taste Nutrition 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 239000000796 flavoring agent Substances 0.000 description 1
- 235000019634 flavors Nutrition 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
- 229960005337 lysine hydrochloride Drugs 0.000 description 1
- 230000000873 masking effect Effects 0.000 description 1
- 229940041616 menthol Drugs 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000010979 pH adjustment Methods 0.000 description 1
- 239000008389 polyethoxylated castor oil Substances 0.000 description 1
- 239000002356 single layer Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- BAQAVOSOZGMPRM-QBMZZYIRSA-N sucralose Chemical compound O[C@@H]1[C@@H](O)[C@@H](Cl)[C@@H](CO)O[C@@H]1O[C@@]1(CCl)[C@@H](O)[C@H](O)[C@@H](CCl)O1 BAQAVOSOZGMPRM-QBMZZYIRSA-N 0.000 description 1
- 235000019408 sucralose Nutrition 0.000 description 1
- 239000006068 taste-masking agent Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201161494462P | 2011-06-08 | 2011-06-08 | |
| US61/494,462 | 2011-06-08 | ||
| PCT/EP2012/002291 WO2012167878A1 (en) | 2011-06-08 | 2012-05-30 | Edible oral strip or wafer dosage form containing ion exchange resin for taste masking |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016218592A Division JP6266075B2 (ja) | 2011-06-08 | 2016-11-09 | 味覚マスキングのためのイオン交換樹脂を含有する可食性経口ストリップ又はウエハース剤形 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2014516061A JP2014516061A (ja) | 2014-07-07 |
| JP2014516061A5 true JP2014516061A5 (https=) | 2015-07-09 |
| JP6067687B2 JP6067687B2 (ja) | 2017-01-25 |
Family
ID=46207962
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014513930A Active JP6067687B2 (ja) | 2011-06-08 | 2012-05-30 | 味覚マスキングのためのイオン交換樹脂を含有する可食性経口ストリップ又はウエハース剤形 |
| JP2016218592A Active JP6266075B2 (ja) | 2011-06-08 | 2016-11-09 | 味覚マスキングのためのイオン交換樹脂を含有する可食性経口ストリップ又はウエハース剤形 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016218592A Active JP6266075B2 (ja) | 2011-06-08 | 2016-11-09 | 味覚マスキングのためのイオン交換樹脂を含有する可食性経口ストリップ又はウエハース剤形 |
Country Status (8)
| Country | Link |
|---|---|
| US (3) | US9597287B2 (https=) |
| EP (1) | EP2717852B1 (https=) |
| JP (2) | JP6067687B2 (https=) |
| CN (1) | CN103596551B (https=) |
| BR (1) | BR112013031406B1 (https=) |
| CA (1) | CA2838589C (https=) |
| ES (1) | ES2737976T3 (https=) |
| WO (1) | WO2012167878A1 (https=) |
Families Citing this family (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU2015289150B2 (en) * | 2014-07-17 | 2020-10-15 | Hexal Ag | Orodispersible film |
| EP3215117B1 (en) * | 2014-11-04 | 2019-10-23 | AcuCort AB | Dexamethasone oral film |
| WO2017094709A1 (ja) * | 2015-12-01 | 2017-06-08 | 株式会社リコー | 水崩壊性樹脂組成物及びこれを用いた三次元造形用材料セット並びに三次元造形物の製造方法 |
| US20180250240A1 (en) * | 2016-03-11 | 2018-09-06 | Intelgenx Corp. | Method of treatment and device for the improved bioavailability of leukotriene receptor antagonists |
| IL247161A0 (en) * | 2016-08-08 | 2016-12-29 | Rubin Yoram | Fast-dissolving adhesive films for the treatment of oral conditions |
| US10238600B2 (en) | 2017-04-13 | 2019-03-26 | Richard C. Fuisz | Package, system and methods for custody and control of drugs, and method and composition for making an oral soluble film, containing at least one active agent |
| US9901545B1 (en) * | 2017-04-13 | 2018-02-27 | Richard C. Fuisz | Method and composition for making an oral soluble film, containing at least one active agent |
| WO2018215994A1 (en) * | 2017-05-26 | 2018-11-29 | Church & Dwight Co., Inc. | Oral care composition |
| DE102017112527B4 (de) * | 2017-06-07 | 2019-01-03 | Lts Lohmann Therapie-Systeme Ag | Schnell zerfallende Schaumwafer mit hohem Flächengewicht |
| DE102017129012A1 (de) * | 2017-12-06 | 2019-06-06 | Lts Lohmann Therapie-Systeme Ag | Oraler Dünnfilm mit hoher Wirkstoffbeladung |
| CA3091443A1 (en) * | 2018-02-22 | 2019-08-29 | Avior, Inc. | Transmucosal film composition and methods of making and using the same |
| US10828254B2 (en) | 2018-09-28 | 2020-11-10 | Intelgenx Corp. | Oral film formulation for modulating absorption profile |
| US12303501B2 (en) | 2018-11-05 | 2025-05-20 | Intelgenx Corp. | Lipophilic active oral film formulation and method of making the same |
| US20220003741A1 (en) | 2018-11-16 | 2022-01-06 | Decimadx, Llc | Oral wash for oral fluid collection and analysis and methods of use thereof |
| US11318107B2 (en) | 2019-02-22 | 2022-05-03 | Avior, Inc. | Pharmaceutical active-containing film delivery device for oral transmucosal administration |
| BR112021017954A2 (pt) * | 2019-03-14 | 2021-11-16 | Neuroenergy Ventures Inc | Formulação de mascaramento de sabor para compostos de corpo cetônico |
| EP4051285A4 (en) * | 2019-10-28 | 2023-12-06 | Brillian Pharma Inc. | Pharmaceutical unit dose systems for oral dry solution and suspension |
| EP3895691A1 (en) * | 2020-04-15 | 2021-10-20 | LTS Lohmann Therapie-Systeme AG | Ulipristal acetate otf |
| DE102020112422A1 (de) * | 2020-05-07 | 2021-11-11 | Lts Lohmann Therapie-Systeme Ag | Verfahren zur Herstellung eines oralen Dünnfilms umfassend Mikropartikel |
| US11291701B1 (en) * | 2021-02-04 | 2022-04-05 | Seed Edibles | Orally disintegrating, sublingual and buccal formulations |
| US12440472B2 (en) | 2021-06-16 | 2025-10-14 | Intelgenx Corp. | Stable tryptamine oral films |
| EP4391986A1 (de) * | 2021-08-25 | 2024-07-03 | KNOBEL, Guido | Vorrichtung zum herstellen eines pharmazeutikums, nahrungsergänzungsmittel oder kosmetikums |
| US20230225965A1 (en) * | 2022-01-19 | 2023-07-20 | Intelgenx Corp. | Oral films with flavor entrapment |
| EP4257118A1 (en) * | 2022-04-05 | 2023-10-11 | LTS LOHMANN Therapie-Systeme AG | Oral thin film |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3738236A1 (de) * | 1987-11-11 | 1989-05-24 | Euro Celtique Sa | Beisskapsel |
| RU2216319C1 (ru) | 1999-11-30 | 2003-11-20 | Панацея Биотек Лимитед | Быстрорастворимая фармацевтическая композиция в виде твердой лекарственной формы с пролонгированным сладким вкусом и способ ее получения |
| US7067116B1 (en) * | 2000-03-23 | 2006-06-27 | Warner-Lambert Company Llc | Fast dissolving orally consumable solid film containing a taste masking agent and pharmaceutically active agent at weight ratio of 1:3 to 3:1 |
| US6995190B2 (en) | 2001-03-09 | 2006-02-07 | Veterinary Solutions | Method and treatment with ketoprofen solution |
| CA2520383C (en) * | 2003-03-26 | 2013-12-17 | The Procter & Gamble Company | Rapidly dissolving edible film compositions with improved film strength and stability |
| AR051397A1 (es) * | 2004-10-21 | 2007-01-10 | Novartis Ag | Composicion farmaceutica |
| BRPI0709382A2 (pt) | 2006-03-16 | 2011-07-12 | Novartis Ag | forma de dosagem sólida contendo um agente ativo de sabor mascarado |
| DE102006027791A1 (de) * | 2006-06-16 | 2007-12-20 | Lts Lohmann Therapie-Systeme Ag | AchE-NMDA-Kombinationswafer |
| US8568777B2 (en) | 2007-03-30 | 2013-10-29 | Monosol Rx, Llc | Packaged film dosage unit containing a complexate |
| US8418483B2 (en) | 2007-10-08 | 2013-04-16 | Emerson Climate Technologies, Inc. | System and method for calculating parameters for a refrigeration system with a variable speed compressor |
| WO2009048522A1 (en) * | 2007-10-11 | 2009-04-16 | Richard Fuisz | Smokeless tobacco product |
| US20090196907A1 (en) * | 2008-01-31 | 2009-08-06 | Bunick Frank J | Edible film-strips for immediate release of active ingredients |
| US8282954B2 (en) * | 2008-12-15 | 2012-10-09 | Monosol Rx, Llc | Method for manufacturing edible film |
| US20100285130A1 (en) * | 2009-05-06 | 2010-11-11 | Monosol Rx, Llc | Coating of complexed actives in film formulations |
| US8187617B2 (en) * | 2009-09-11 | 2012-05-29 | William Wayne Howard | Immediate release compositions and methods for delivering drug formulations using weak acid ion exchange resins in abnormally high pH environments |
-
2012
- 2012-05-30 BR BR112013031406-0A patent/BR112013031406B1/pt not_active IP Right Cessation
- 2012-05-30 US US14/123,490 patent/US9597287B2/en active Active
- 2012-05-30 JP JP2014513930A patent/JP6067687B2/ja active Active
- 2012-05-30 CA CA2838589A patent/CA2838589C/en active Active
- 2012-05-30 WO PCT/EP2012/002291 patent/WO2012167878A1/en not_active Ceased
- 2012-05-30 CN CN201280027780.8A patent/CN103596551B/zh active Active
- 2012-05-30 ES ES12725312T patent/ES2737976T3/es active Active
- 2012-05-30 EP EP12725312.8A patent/EP2717852B1/en active Active
-
2016
- 2016-11-09 JP JP2016218592A patent/JP6266075B2/ja active Active
-
2017
- 2017-01-31 US US15/420,918 patent/US10398746B2/en active Active
-
2019
- 2019-07-15 US US16/511,236 patent/US10744176B2/en active Active
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