CA2042289C - Taste masking and sustained release coatings for pharmaceuticals - Google Patents
Taste masking and sustained release coatings for pharmaceuticalsInfo
- Publication number
- CA2042289C CA2042289C CA002042289A CA2042289A CA2042289C CA 2042289 C CA2042289 C CA 2042289C CA 002042289 A CA002042289 A CA 002042289A CA 2042289 A CA2042289 A CA 2042289A CA 2042289 C CA2042289 C CA 2042289C
- Authority
- CA
- Canada
- Prior art keywords
- medicament
- cellulose acetate
- coated
- chewable tablet
- coating
- 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
- 239000003814 drug Substances 0.000 title claims abstract description 87
- 238000000576 coating method Methods 0.000 title claims abstract description 50
- 238000013268 sustained release Methods 0.000 title claims abstract description 17
- 239000012730 sustained-release form Substances 0.000 title claims abstract description 17
- 230000000873 masking effect Effects 0.000 title claims description 15
- 229920002153 Hydroxypropyl cellulose Polymers 0.000 claims abstract description 51
- 239000001863 hydroxypropyl cellulose Substances 0.000 claims abstract description 51
- 235000010977 hydroxypropyl cellulose Nutrition 0.000 claims abstract description 51
- 239000011248 coating agent Substances 0.000 claims abstract description 45
- 229920002301 cellulose acetate Polymers 0.000 claims abstract description 42
- 229920006217 cellulose acetate butyrate Polymers 0.000 claims abstract description 37
- 238000000034 method Methods 0.000 claims abstract description 35
- 239000008187 granular material Substances 0.000 claims abstract description 34
- 239000007931 coated granule Substances 0.000 claims abstract description 24
- 239000000203 mixture Substances 0.000 claims abstract description 18
- 230000008569 process Effects 0.000 claims abstract description 7
- 239000003826 tablet Substances 0.000 claims description 39
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 claims description 28
- 239000007910 chewable tablet Substances 0.000 claims description 24
- 229960001680 ibuprofen Drugs 0.000 claims description 22
- HEFNNWSXXWATRW-UHFFFAOYSA-N Ibuprofen Chemical compound CC(C)CC1=CC=C(C(C)C(O)=O)C=C1 HEFNNWSXXWATRW-UHFFFAOYSA-N 0.000 claims description 20
- 229940068682 chewable tablet Drugs 0.000 claims description 19
- 229920002959 polymer blend Polymers 0.000 claims description 13
- 229960005489 paracetamol Drugs 0.000 claims description 10
- BSYNRYMUTXBXSQ-UHFFFAOYSA-N Aspirin Chemical compound CC(=O)OC1=CC=CC=C1C(O)=O BSYNRYMUTXBXSQ-UHFFFAOYSA-N 0.000 claims description 7
- 229960001138 acetylsalicylic acid Drugs 0.000 claims description 7
- SOYKEARSMXGVTM-UHFFFAOYSA-N chlorphenamine Chemical compound C=1C=CC=NC=1C(CCN(C)C)C1=CC=C(Cl)C=C1 SOYKEARSMXGVTM-UHFFFAOYSA-N 0.000 claims description 7
- 229960003291 chlorphenamine Drugs 0.000 claims description 7
- KWGRBVOPPLSCSI-UHFFFAOYSA-N d-ephedrine Natural products CNC(C)C(O)C1=CC=CC=C1 KWGRBVOPPLSCSI-UHFFFAOYSA-N 0.000 claims description 7
- KWGRBVOPPLSCSI-WCBMZHEXSA-N pseudoephedrine Chemical compound CN[C@@H](C)[C@@H](O)C1=CC=CC=C1 KWGRBVOPPLSCSI-WCBMZHEXSA-N 0.000 claims description 7
- 229960003908 pseudoephedrine Drugs 0.000 claims description 7
- RDOIQAHITMMDAJ-UHFFFAOYSA-N loperamide Chemical compound C=1C=CC=CC=1C(C=1C=CC=CC=1)(C(=O)N(C)C)CCN(CC1)CCC1(O)C1=CC=C(Cl)C=C1 RDOIQAHITMMDAJ-UHFFFAOYSA-N 0.000 claims description 6
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- 150000003839 salts Chemical class 0.000 claims description 6
- 229960001380 cimetidine Drugs 0.000 claims description 5
- CCGSUNCLSOWKJO-UHFFFAOYSA-N cimetidine Chemical compound N#CNC(=N/C)\NCCSCC1=NC=N[C]1C CCGSUNCLSOWKJO-UHFFFAOYSA-N 0.000 claims description 5
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- 229960000620 ranitidine Drugs 0.000 claims description 5
- VMXUWOKSQNHOCA-LCYFTJDESA-N ranitidine Chemical compound [O-][N+](=O)/C=C(/NC)NCCSCC1=CC=C(CN(C)C)O1 VMXUWOKSQNHOCA-LCYFTJDESA-N 0.000 claims description 5
- CMWTZPSULFXXJA-UHFFFAOYSA-N Naproxen Natural products C1=C(C(C)C(O)=O)C=CC2=CC(OC)=CC=C21 CMWTZPSULFXXJA-UHFFFAOYSA-N 0.000 claims description 4
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- XUFQPHANEAPEMJ-UHFFFAOYSA-N famotidine Chemical compound NC(N)=NC1=NC(CSCCC(N)=NS(N)(=O)=O)=CS1 XUFQPHANEAPEMJ-UHFFFAOYSA-N 0.000 claims description 4
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- CMWTZPSULFXXJA-VIFPVBQESA-N naproxen Chemical compound C1=C([C@H](C)C(O)=O)C=CC2=CC(OC)=CC=C21 CMWTZPSULFXXJA-VIFPVBQESA-N 0.000 claims description 4
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 claims description 3
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- CIVCELMLGDGMKZ-UHFFFAOYSA-N 2,4-dichloro-6-methylpyridine-3-carboxylic acid Chemical compound CC1=CC(Cl)=C(C(O)=O)C(Cl)=N1 CIVCELMLGDGMKZ-UHFFFAOYSA-N 0.000 claims description 2
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- 239000000546 pharmaceutical excipient Substances 0.000 claims description 2
- MKXZASYAUGDDCJ-SZMVWBNQSA-N LSM-2525 Chemical compound C1CCC[C@H]2[C@@]3([H])N(C)CC[C@]21C1=CC(OC)=CC=C1C3 MKXZASYAUGDDCJ-SZMVWBNQSA-N 0.000 claims 5
- 229960001985 dextromethorphan Drugs 0.000 claims 5
- SPCKHVPPRJWQRZ-UHFFFAOYSA-N 2-benzhydryloxy-n,n-dimethylethanamine;2-hydroxypropane-1,2,3-tricarboxylic acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O.C=1C=CC=CC=1C(OCCN(C)C)C1=CC=CC=C1 SPCKHVPPRJWQRZ-UHFFFAOYSA-N 0.000 claims 3
- ZLGIZCLYTDPXEP-LQDNOSPQSA-N (2s)-2,6-diaminohexanoic acid;(2s)-2-[4-(2-methylpropyl)phenyl]propanoic acid;hydrate Chemical compound O.NCCCC[C@H](N)C(O)=O.CC(C)CC1=CC=C([C@H](C)C(O)=O)C=C1 ZLGIZCLYTDPXEP-LQDNOSPQSA-N 0.000 claims 2
- OQGJIIKXRSCRNW-PXRPMCEGSA-N (1s,2s)-2-(methylamino)-1-phenylpropan-1-ol;2-[4-(2-methylpropyl)phenyl]propanoic acid Chemical compound CN[C@@H](C)[C@@H](O)C1=CC=CC=C1.CC(C)CC1=CC=C(C(C)C(O)=O)C=C1 OQGJIIKXRSCRNW-PXRPMCEGSA-N 0.000 claims 1
- 230000000202 analgesic effect Effects 0.000 claims 1
- 229920000642 polymer Polymers 0.000 description 40
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- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 21
- 239000002904 solvent Substances 0.000 description 20
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
- 239000002245 particle Substances 0.000 description 10
- 208000029618 autoimmune pulmonary alveolar proteinosis Diseases 0.000 description 9
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- 239000000796 flavoring agent Substances 0.000 description 9
- 239000004615 ingredient Substances 0.000 description 9
- 239000004480 active ingredient Substances 0.000 description 7
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- 230000001055 chewing effect Effects 0.000 description 6
- -1 acetyl para-aminophenol Chemical compound 0.000 description 5
- 235000019634 flavors Nutrition 0.000 description 5
- 210000001035 gastrointestinal tract Anatomy 0.000 description 5
- 239000000463 material Substances 0.000 description 5
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- ZZSNKZQZMQGXPY-UHFFFAOYSA-N Ethyl cellulose Chemical compound CCOCC1OC(OC)C(OCC)C(OCC)C1OC1C(O)C(O)C(OC)C(CO)O1 ZZSNKZQZMQGXPY-UHFFFAOYSA-N 0.000 description 4
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 description 4
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- IAOZJIPTCAWIRG-QWRGUYRKSA-N aspartame Chemical compound OC(=O)C[C@H](N)C(=O)N[C@H](C(=O)OC)CC1=CC=CC=C1 IAOZJIPTCAWIRG-QWRGUYRKSA-N 0.000 description 4
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- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 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
- A61K9/50—Microcapsules having a gas, liquid or semi-solid filling; Solid microparticles or pellets surrounded by a distinct coating layer, e.g. coated microspheres, coated drug crystals
- A61K9/5005—Wall or coating material
- A61K9/5021—Organic macromolecular compounds
- A61K9/5036—Polysaccharides, e.g. gums, alginate; Cyclodextrin
- A61K9/5042—Cellulose; Cellulose derivatives, e.g. phthalate or acetate succinate esters of hydroxypropyl methylcellulose
- A61K9/5047—Cellulose ethers containing no ester groups, e.g. hydroxypropyl methylcellulose
-
- 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
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0053—Mouth and digestive tract, i.e. intraoral and peroral administration
- A61K9/0056—Mouth soluble or dispersible forms; Suckable, eatable, chewable coherent forms; Forms rapidly disintegrating in the mouth; Lozenges; Lollipops; Bite capsules; Baked products; Baits or other oral forms for animals
-
- 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
- A61K9/50—Microcapsules having a gas, liquid or semi-solid filling; Solid microparticles or pellets surrounded by a distinct coating layer, e.g. coated microspheres, coated drug crystals
- A61K9/5005—Wall or coating material
- A61K9/5021—Organic macromolecular compounds
- A61K9/5036—Polysaccharides, e.g. gums, alginate; Cyclodextrin
- A61K9/5042—Cellulose; Cellulose derivatives, e.g. phthalate or acetate succinate esters of hydroxypropyl methylcellulose
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Zoology (AREA)
- Nutrition Science (AREA)
- Physiology (AREA)
- Medicinal Preparation (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US07/528,003 US5075114A (en) | 1990-05-23 | 1990-05-23 | Taste masking and sustained release coatings for pharmaceuticals |
| US528,003 | 1990-05-23 | ||
| IN325CA1991 IN172428B (index.php) | 1990-05-23 | 1991-04-29 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2042289A1 CA2042289A1 (en) | 1991-11-24 |
| CA2042289C true CA2042289C (en) | 1998-12-08 |
Family
ID=26324259
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002042289A Expired - Lifetime CA2042289C (en) | 1990-05-23 | 1991-05-10 | Taste masking and sustained release coatings for pharmaceuticals |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US5075114A (index.php) |
| EP (1) | EP0459695B1 (index.php) |
| JP (1) | JP3157190B2 (index.php) |
| AU (1) | AU639334B2 (index.php) |
| CA (1) | CA2042289C (index.php) |
| ES (1) | ES2073677T3 (index.php) |
| GR (1) | GR1002092B (index.php) |
| IE (1) | IE67062B1 (index.php) |
| IN (1) | IN172428B (index.php) |
| NZ (1) | NZ238131A (index.php) |
| PT (1) | PT97739B (index.php) |
Families Citing this family (151)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5460825A (en) * | 1990-05-23 | 1995-10-24 | Mcneil-Ppc, Inc. | Taste mask coatings for preparing chewable pharmaceutical tablets |
| DK0537139T3 (da) * | 1990-07-02 | 1994-08-22 | Boehringer Mannheim Gmbh | Fremgangsmåde til fremstilling af formede, pressede dosisenheder med forsinket frigørelse og dertil svarende dosisenhed |
| CA2104684A1 (en) * | 1991-03-04 | 1992-09-05 | Mahdi B. Fawzi | Salts/ion pairs of non-steroidal anti-inflammatory drugs in various dosage forms |
| CA2107229C (en) * | 1991-04-30 | 1997-07-22 | Thomas A. Wheatley | Taste-masked medicaments and their preparation |
| CA2079934C (en) * | 1991-10-15 | 2002-09-03 | Edward J. Roche | Taste mask coatings for preparing chewable pharmaceutical tablets |
| GR1002332B (el) * | 1992-05-21 | 1996-05-16 | Mcneil-Ppc Inc. | Νεες φαρμακευτικες συνθεσεις που περιεχουν σιμεθεικονη. |
| EP0572731A1 (en) * | 1992-06-01 | 1993-12-08 | The Procter & Gamble Company | Chewable preparation containing a decongestant |
| ES2174849T3 (es) * | 1992-06-04 | 2002-11-16 | Smithkline Beecham Corp | Composiciones farmaceuticas con sabor agradable. |
| US5837277A (en) * | 1992-06-04 | 1998-11-17 | Smithkline Beecham Corporation | Palatable pharmaceutical compositions |
| GB9221414D0 (en) * | 1992-10-13 | 1992-11-25 | Glaxo Group Ltd | Pharmaceutical compositions |
| CA2146999A1 (en) * | 1992-10-16 | 1994-04-28 | Stephen John Douglas | Taste-masking compositions of ranitidine |
| KR0168715B1 (ko) * | 1992-11-30 | 1999-01-15 | 밋첼 아이. 커시너 | 맛을 차단하는 약제학적 조성물 |
| CA2110313C (en) * | 1992-12-01 | 2004-10-26 | Edward John Roche | Pharmaceutical compositions containing a guanidinothiazole compound and antacids |
| US6313202B1 (en) * | 1993-05-28 | 2001-11-06 | Eastman Chemical Company | Cellulose ester blends |
| CA2166891C (en) * | 1993-07-09 | 2001-07-03 | Sang K. Wong | Method for making freeze dried drug dosage forms |
| CA2128820A1 (en) * | 1993-07-27 | 1995-01-28 | Walter G. Gowan, Jr. | Rapidly disintegrating pharmaceutical dosage form and process for preparation thereof |
| CA2128821A1 (en) * | 1993-07-27 | 1995-01-28 | Dilip J. Gole | Freeze-dried pharmaceutical dosage form and process for separation thereof |
| US5622980A (en) * | 1993-08-17 | 1997-04-22 | Applied Analytical Industries, Inc. | Oral compositions of H2-antagonists |
| HUT72408A (en) * | 1993-09-10 | 1996-04-29 | Egyt Gyogyszervegyeszeti Gyar | Process for producing tablets containing acetyl-salicylic acid |
| US5536505A (en) * | 1993-12-15 | 1996-07-16 | Eastman Chemical Company | Controlled release matrix system using cellulose acetate/poly-2-ethyl-2-oxazoline blends |
| US5470865A (en) * | 1994-08-30 | 1995-11-28 | Eli Lilly And Company | Pharmaceutical composition |
| US5529783A (en) * | 1994-12-19 | 1996-06-25 | Mcneil-Ppc, Inc. | Rotor granulation and coating of acetaminophen, pseudoephedrine, chlorpheniramine, and, optionally dextromethorphan |
| AUPN605795A0 (en) * | 1995-10-19 | 1995-11-09 | F.H. Faulding & Co. Limited | Analgesic pharmaceutical composition |
| US8071128B2 (en) | 1996-06-14 | 2011-12-06 | Kyowa Hakko Kirin Co., Ltd. | Intrabuccally rapidly disintegrating tablet and a production method of the tablets |
| WO1998007447A1 (en) * | 1996-08-23 | 1998-02-26 | Algos Pharmaceutical Corporation | Anticonvulsant containing composition for treating neuropathic pain |
| US6139865A (en) * | 1996-10-01 | 2000-10-31 | Eurand America, Inc. | Taste-masked microcapsule compositions and methods of manufacture |
| JP3001440B2 (ja) * | 1996-11-25 | 2000-01-24 | 日本電気通信システム株式会社 | 仮想ｌａｎ方式 |
| US5904937A (en) * | 1997-10-03 | 1999-05-18 | Fmc Corporation | Taste masked pharmaceutical compositions |
| UA65607C2 (uk) * | 1998-03-04 | 2004-04-15 | Орто-Макнейл Фармацевтикал, Інк. | Фармацевтична композиція (варіанти) та спосіб її приготування |
| US6270790B1 (en) | 1998-08-18 | 2001-08-07 | Mxneil-Ppc, Inc. | Soft, convex shaped chewable tablets having reduced friability |
| BR9916361A (pt) * | 1998-12-18 | 2002-11-05 | Abbott Lab | Forma de dosagem de tabletes de liberação controlada, formulação de tablete de liberação controlada, composição granular para prensagem em uma forma de dosagem de tablete de liberação controlada, e, métodos para preparar uma composição granular, para preparar uma forma de dosagem de tabletes de liberação controlada de divalproex sódio e para tratar epilepsia |
| US6270807B1 (en) | 1999-03-02 | 2001-08-07 | L. Perrigo Company | Taste-masked pharmaceutical composition |
| US6211246B1 (en) * | 1999-06-10 | 2001-04-03 | Mcneil-Ppc, Inc. | Rapidly absorbed liquid compositions |
| US6428809B1 (en) * | 1999-08-18 | 2002-08-06 | Microdose Technologies, Inc. | Metering and packaging of controlled release medication |
| US6451345B1 (en) | 2000-01-20 | 2002-09-17 | Eurand Pharmaceuticals Ltd. | Functional coating of linezolid microcapsules for taste-masking and associated formulation for oral administration |
| US20020119196A1 (en) * | 2000-12-21 | 2002-08-29 | Narendra Parikh | Texture masked particles containing an active ingredient |
| US20020122823A1 (en) * | 2000-12-29 | 2002-09-05 | Bunick Frank J. | Soft tablet containing dextrose monohydrate |
| JP2004532257A (ja) * | 2001-05-31 | 2004-10-21 | シーマ・ラブス、インコーポレイテッド | 高水溶性薬剤のテイスト・マスキング |
| GB0113839D0 (en) * | 2001-06-07 | 2001-08-01 | Boots Co Plc | Therapeutic agents |
| US7914811B2 (en) | 2001-06-29 | 2011-03-29 | Mcneil-Ppc, Inc. | Brittle-coating, soft core dosage form |
| US20030060422A1 (en) | 2001-08-31 | 2003-03-27 | Balaji Venkataraman | Tannate compositions and methods of treatment |
| US7323192B2 (en) | 2001-09-28 | 2008-01-29 | Mcneil-Ppc, Inc. | Immediate release tablet |
| US7122143B2 (en) | 2001-09-28 | 2006-10-17 | Mcneil-Ppc, Inc. | Methods for manufacturing dosage forms |
| US7101573B2 (en) * | 2001-09-28 | 2006-09-05 | Mcneil-Pcc, Inc. | Simethicone solid oral dosage form |
| US6982094B2 (en) | 2001-09-28 | 2006-01-03 | Mcneil-Ppc, Inc. | Systems, methods and apparatuses for manufacturing dosage forms |
| US7838026B2 (en) | 2001-09-28 | 2010-11-23 | Mcneil-Ppc, Inc. | Burst-release polymer composition and dosage forms comprising the same |
| US7217381B2 (en) * | 2001-09-28 | 2007-05-15 | Mcneil-Ppc, Inc. | Systems, methods and apparatuses for manufacturing dosage forms |
| US6767200B2 (en) * | 2001-09-28 | 2004-07-27 | Mcneil-Ppc, Inc. | Systems, methods and apparatuses for manufacturing dosage forms |
| US6837696B2 (en) * | 2001-09-28 | 2005-01-04 | Mcneil-Ppc, Inc. | Apparatus for manufacturing dosage forms |
| US6742646B2 (en) * | 2001-09-28 | 2004-06-01 | Mcneil-Ppc, Inc. | Systems, methods and apparatuses for manufacturing dosage forms |
| BR0212921A (pt) | 2001-09-28 | 2004-10-13 | Mcneil Ppc Inc | Composição farmacêutica com base em fondant |
| US9358214B2 (en) | 2001-10-04 | 2016-06-07 | Adare Pharmaceuticals, Inc. | Timed, sustained release systems for propranolol |
| US6723348B2 (en) * | 2001-11-16 | 2004-04-20 | Ethypharm | Orodispersible tablets containing fexofenadine |
| US6753009B2 (en) | 2002-03-13 | 2004-06-22 | Mcneil-Ppc, Inc. | Soft tablet containing high molecular weight polyethylene oxide |
| US7169450B2 (en) * | 2002-05-15 | 2007-01-30 | Mcneil-Ppc, Inc. | Enrobed core |
| US7807197B2 (en) | 2002-09-28 | 2010-10-05 | Mcneil-Ppc, Inc. | Composite dosage forms having an inlaid portion |
| US20040081695A1 (en) * | 2002-09-28 | 2004-04-29 | Sowden Harry S | Dosage forms having an inner core and an outer shell |
| US20040109889A1 (en) * | 2002-12-04 | 2004-06-10 | Bunick Frank J. | Surface treatment composition for soft substrates |
| US8367111B2 (en) | 2002-12-31 | 2013-02-05 | Aptalis Pharmatech, Inc. | Extended release dosage forms of propranolol hydrochloride |
| US20040258752A1 (en) * | 2003-01-31 | 2004-12-23 | Paruthi Manoj Kumar | Taste masking pharmaceutical composition and process for its preparation |
| US20040265373A1 (en) * | 2003-06-27 | 2004-12-30 | David Wynn | Soft tablet containing high molecular weight cellulosics |
| US20040265372A1 (en) * | 2003-06-27 | 2004-12-30 | David Wynn | Soft tablet containing high molecular weight cellulosics |
| US7632521B2 (en) | 2003-07-15 | 2009-12-15 | Eurand, Inc. | Controlled release potassium chloride tablets |
| WO2005013944A1 (en) * | 2003-08-11 | 2005-02-17 | Merck Frosst Canada Ltd. | Flavored taste-masked pharmaceutical formulation made using a one-step coating process |
| US20050069590A1 (en) * | 2003-09-30 | 2005-03-31 | Buehler Gail K. | Stable suspensions for medicinal dosages |
| US20050074514A1 (en) * | 2003-10-02 | 2005-04-07 | Anderson Oliver B. | Zero cycle molding systems, methods and apparatuses for manufacturing dosage forms |
| EP1679066A4 (en) * | 2003-10-27 | 2011-06-22 | Astellas Pharma Inc | MEDICINAL COATING MICROPARTICLES FOR A MOUTH-DISABLE TABLET |
| US20050175689A1 (en) * | 2003-10-27 | 2005-08-11 | Yamanouchi Pharmaceutical Co., Ltd. | Coated fine particles containing drug for intrabuccally fast disintegrating tablet |
| US7201920B2 (en) | 2003-11-26 | 2007-04-10 | Acura Pharmaceuticals, Inc. | Methods and compositions for deterring abuse of opioid containing dosage forms |
| US8039482B2 (en) * | 2004-03-25 | 2011-10-18 | Astellas Pharma Inc. | Composition of solifenacin or salt thereof for use in solid formulation |
| US8545881B2 (en) | 2004-04-19 | 2013-10-01 | Eurand Pharmaceuticals, Ltd. | Orally disintegrating tablets and methods of manufacture |
| US8747895B2 (en) | 2004-09-13 | 2014-06-10 | Aptalis Pharmatech, Inc. | Orally disintegrating tablets of atomoxetine |
| US9884014B2 (en) | 2004-10-12 | 2018-02-06 | Adare Pharmaceuticals, Inc. | Taste-masked pharmaceutical compositions |
| NZ728442A (en) | 2004-10-21 | 2018-05-25 | Adare Pharmaceuticals Inc | Taste-masked pharmaceutical compositions with gastrosoluble pore-formers |
| US20070190133A1 (en) * | 2004-10-27 | 2007-08-16 | Bunick Frank J | Dosage forms having a microreliefed surface and methods and apparatus for their production |
| US20060088587A1 (en) * | 2004-10-27 | 2006-04-27 | Bunick Frank J | Dosage forms having a microreliefed surface and methods and apparatus for their production |
| US20060088586A1 (en) * | 2004-10-27 | 2006-04-27 | Bunick Frank J | Dosage forms having a microreliefed surface and methods and apparatus for their production |
| US20060087051A1 (en) * | 2004-10-27 | 2006-04-27 | Bunick Frank J | Dosage forms having a microreliefed surface and methods and apparatus for their production |
| US8383159B2 (en) * | 2004-10-27 | 2013-02-26 | Mcneil-Ppc, Inc. | Dosage forms having a microreliefed surface and methods and apparatus for their production |
| US20060088593A1 (en) * | 2004-10-27 | 2006-04-27 | Bunick Frank J | Dosage forms having a microreliefed surface and methods and apparatus for their production |
| US20070281022A1 (en) * | 2004-10-27 | 2007-12-06 | Bunick Frank J | Dosage forms having a microreliefed surface and methods and apparatus for their production |
| CN101141961B (zh) * | 2004-12-27 | 2011-07-06 | 安斯泰来制药株式会社 | 索非那新或其盐的稳定的颗粒状药物组合物 |
| US8673352B2 (en) | 2005-04-15 | 2014-03-18 | Mcneil-Ppc, Inc. | Modified release dosage form |
| US9161918B2 (en) | 2005-05-02 | 2015-10-20 | Adare Pharmaceuticals, Inc. | Timed, pulsatile release systems |
| CA2616012A1 (en) * | 2005-07-20 | 2007-01-25 | Astellas Pharma Inc. | Drug-containing coated fine particle for intrabuccally disintegrating preparation and method of producing the same |
| US7815939B2 (en) * | 2005-07-20 | 2010-10-19 | Astellas Pharma Inc. | Coated fine particles containing drug for intrabuccally fast disintegrating dosage forms |
| US8778395B2 (en) | 2005-08-11 | 2014-07-15 | Andrx Labs, Llc | Diltiazem controlled release formulation and method of manufacture |
| US20070077300A1 (en) * | 2005-09-30 | 2007-04-05 | Wynn David W | Oral compositions containing a salivation inducing agent |
| CA2647536C (en) * | 2006-03-28 | 2015-01-27 | Mcneil-Ppc, Inc. | Non-homogenous dosage form coatings |
| US20070286903A1 (en) * | 2006-06-13 | 2007-12-13 | Becicka Brian T | Composition and method for taste masking |
| US20080031927A1 (en) * | 2006-07-11 | 2008-02-07 | Catani Steven J | Solid oral dosage vitamin and mineral compositions |
| EP2089013B1 (en) | 2006-10-20 | 2017-09-27 | Johnson & Johnson Consumer Inc. | Combination of acetaminophen with ibuprofen for the treament of pain |
| US20080194307A1 (en) * | 2007-02-13 | 2008-08-14 | Jeff Sanger | Sports-based game of chance |
| GB2447898B (en) * | 2007-03-24 | 2011-08-17 | Reckitt Benckiser Healthcare | A tablet having improved stability with at least two actives |
| CN101778642B (zh) * | 2007-06-06 | 2012-07-11 | 诺华丝国际股份有限公司 | 促进骨和关节的生长、修复以及维持的食品添加剂 |
| US20090004248A1 (en) * | 2007-06-29 | 2009-01-01 | Frank Bunick | Dual portion dosage lozenge form |
| KR20100087287A (ko) * | 2007-09-17 | 2010-08-04 | 맥네일-피피씨, 인코포레이티드 | 폴리비닐 알코올과 폴리에틸렌 글리콜의 공중합체 및 검을 포함하는 침지 코팅 조성물 |
| US8439033B2 (en) | 2007-10-09 | 2013-05-14 | Microdose Therapeutx, Inc. | Inhalation device |
| EP2217213B1 (en) | 2007-10-31 | 2017-05-24 | Johnson & Johnson Consumer Inc. | Orally disintegrative dosage form |
| BRPI0821735A2 (pt) * | 2007-12-21 | 2015-06-16 | Mcneil Ppc Inc | Fabricação de tablete |
| ES2384305T3 (es) * | 2008-02-19 | 2012-07-03 | Mcneil-Ppc, Inc. | Composiciones de revestimiento por inmersión que contienen un almidón con elevado contenido de amilosa |
| US8372432B2 (en) | 2008-03-11 | 2013-02-12 | Depomed, Inc. | Gastric retentive extended-release dosage forms comprising combinations of a non-opioid analgesic and an opioid analgesic |
| JP5607550B2 (ja) | 2008-03-11 | 2014-10-15 | ディポメド，インコーポレイティド | 非オピオイド鎮痛剤及びオピオイド鎮痛剤の組合せを含む胃保持性持続放出剤形 |
| RU2011102777A (ru) * | 2008-06-26 | 2012-08-10 | МакНЕЙЛ-ППС, ИНК. (US) | Частицы с покрытием, содержащие фармацевтически активные агенты |
| WO2010006029A2 (en) | 2008-07-08 | 2010-01-14 | Hyperbranch Medical Technology, Inc. | Self-contained medical applicators for multiple component formulations, and methods of use thereof |
| US20100034894A1 (en) * | 2008-08-08 | 2010-02-11 | Szymczak Christopher E | Use of Sucralose as a Granulating Agent |
| US20100112052A1 (en) * | 2008-10-31 | 2010-05-06 | Vincent Chen | Osmotic tablet with a compressed outer coating |
| US20100247586A1 (en) * | 2009-03-27 | 2010-09-30 | Andreas Hugerth | Multi-Portion Intra-Oral Dosage Form With Organoleptic Properties |
| MX347467B (es) * | 2009-06-22 | 2017-04-26 | Wyeth Llc | Comprimidos de ibuprofeno de sodio y procedimientos de fabricación de composiciones farmacéuticas que incluyen ibuprofeno de sodio. |
| BRPI1016013A2 (pt) | 2009-06-29 | 2016-04-26 | Mcneil Ppc Inc | tablete farmacêutico contendo uma cápsula preenchida com líquido. |
| US8313768B2 (en) | 2009-09-24 | 2012-11-20 | Mcneil-Ppc, Inc. | Manufacture of tablet having immediate release region and sustained release region |
| US8858210B2 (en) | 2009-09-24 | 2014-10-14 | Mcneil-Ppc, Inc. | Manufacture of variable density dosage forms utilizing radiofrequency energy |
| WO2012039788A1 (en) | 2010-09-22 | 2012-03-29 | Mcneil-Ppc, Inc. | Multi-layered orally disintegrating tablet and the manufacture thereof |
| US20110070301A1 (en) | 2009-09-24 | 2011-03-24 | Luber Joseph R | Orally transformable tablets |
| AU2010300641B2 (en) | 2009-09-30 | 2016-03-17 | Acura Pharmaceuticals, Inc. | Methods and compositions for deterring abuse |
| WO2011041470A2 (en) | 2009-09-30 | 2011-04-07 | Mallinckrodt Inc. | Sustained-release opiate and opiate derivative compositions |
| AU2010325746B2 (en) | 2009-12-02 | 2016-02-25 | Adare Pharmaceuticals S.R.L. | Fexofenadine microcapsules and compositions containing them |
| US9198861B2 (en) | 2009-12-22 | 2015-12-01 | Mallinckrodt Llc | Methods of producing stabilized solid dosage pharmaceutical compositions containing morphinans |
| US8597681B2 (en) | 2009-12-22 | 2013-12-03 | Mallinckrodt Llc | Methods of producing stabilized solid dosage pharmaceutical compositions containing morphinans |
| US20110150989A1 (en) * | 2009-12-22 | 2011-06-23 | Mallinkckrodt Inc. | Methods of Producing Stabilized Solid Dosage Pharmaceutical Compositions Containing Morphinans |
| WO2011087765A2 (en) | 2009-12-22 | 2011-07-21 | Mallinckrodt Inc. | Methods of producing stabilized solid pharmaceutical compositions containing morphinans |
| CN102665807A (zh) | 2010-01-05 | 2012-09-12 | 微剂量治疗技术公司 | 吸入设备和方法 |
| EP2618813A1 (en) | 2010-09-22 | 2013-07-31 | McNeil-PPC, Inc. | Manufacture of tablets from energy-applied powder blend |
| US8658631B1 (en) | 2011-05-17 | 2014-02-25 | Mallinckrodt Llc | Combination composition comprising oxycodone and acetaminophen for rapid onset and extended duration of analgesia |
| US8741885B1 (en) | 2011-05-17 | 2014-06-03 | Mallinckrodt Llc | Gastric retentive extended release pharmaceutical compositions |
| US8858963B1 (en) | 2011-05-17 | 2014-10-14 | Mallinckrodt Llc | Tamper resistant composition comprising hydrocodone and acetaminophen for rapid onset and extended duration of analgesia |
| US9445971B2 (en) | 2012-05-01 | 2016-09-20 | Johnson & Johnson Consumer Inc. | Method of manufacturing solid dosage form |
| US20130295174A1 (en) | 2012-05-01 | 2013-11-07 | Mcneil-Ppc, Inc. | Tablet comprising a first and second region |
| US9233491B2 (en) | 2012-05-01 | 2016-01-12 | Johnson & Johnson Consumer Inc. | Machine for production of solid dosage forms |
| US9511028B2 (en) | 2012-05-01 | 2016-12-06 | Johnson & Johnson Consumer Inc. | Orally disintegrating tablet |
| AU2013352162B2 (en) | 2012-11-30 | 2018-08-16 | Acura Pharmaceuticals, Inc. | Self-regulated release of active pharmaceutical ingredient |
| EP3091966B1 (en) | 2014-01-10 | 2019-07-31 | Johnson & Johnson Consumer Inc. | Process for making tablet using radiofrequency and lossy coated particles |
| AU2015237723B2 (en) | 2014-03-26 | 2018-04-26 | Sun Pharma Advanced Research Company Ltd. | Abuse deterrent immediate release biphasic matrix solid dosage form |
| US20150328162A1 (en) * | 2014-05-15 | 2015-11-19 | Mario Medri | Pharmaceutical preparations |
| EP2952103B1 (de) * | 2014-06-05 | 2019-05-08 | Symrise AG | Stoffgemische |
| MA40859A (fr) | 2014-10-29 | 2017-09-05 | Johnson & Johnson Consumer Inc | Particules de cadotril |
| US11103581B2 (en) | 2015-08-31 | 2021-08-31 | Acura Pharmaceuticals, Inc. | Methods and compositions for self-regulated release of active pharmaceutical ingredient |
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| CN110225745A (zh) | 2016-11-28 | 2019-09-10 | 强生消费者公司 | 用于制备包衣剂型的方法 |
| US10493026B2 (en) | 2017-03-20 | 2019-12-03 | Johnson & Johnson Consumer Inc. | Process for making tablet using radiofrequency and lossy coated particles |
| CN110650732A (zh) | 2017-05-22 | 2020-01-03 | 强生消费者公司 | 锭剂剂型 |
| KR102775380B1 (ko) | 2017-11-02 | 2025-03-04 | 바이오벤처스, 엘엘씨 | 개선된 근육 단백질 합성을 위한 아미노산 보충물의 이용 |
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| EP3860849A4 (en) | 2018-10-05 | 2022-06-22 | ISP Investments LLC | SMOOTH HIGH SOLIDS FILM COATING COMPOSITION WITH WATER SOLUBLE CELLULOSE ETHER, PROCESS FOR ITS PRODUCTION |
| US20220183338A1 (en) * | 2019-02-20 | 2022-06-16 | Suntory Holdings Limited | Protein-containing oral composition and method for improving flavor of protein-containing oral composition |
| GB2604052A (en) | 2019-09-19 | 2022-08-24 | Univ Texas Tech System | Swine maternal neonatal pheromone |
| EP4209292A1 (fr) | 2021-02-22 | 2023-07-12 | Comadur S.A. | Outil de coupe avec des orifices de lubrification de formes complexes |
| TW202337326A (zh) | 2021-12-17 | 2023-10-01 | 美商紐翠魁斯特有限責任公司 | 改善處於免疫壓力下之動物的營養狀態之方法 |
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| WO2024223532A1 (en) | 2023-04-28 | 2024-10-31 | Behrooz Kasraee | A dietary supplement combination and use thereof for improving muscle performance |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DK150008C (da) * | 1981-11-20 | 1987-05-25 | Benzon As Alfred | Fremgangsmaade til fremstilling af et farmaceutisk oralt polydepotpraeparat |
| US4643892A (en) * | 1983-07-20 | 1987-02-17 | Warner-Lambert Company | Magnesium trisilicate suitable for preparation of medicament adsorbates of analgesics |
| US4894233A (en) * | 1984-10-05 | 1990-01-16 | Sharma Shri C | Novel drug delivery system for decongestants |
| IE58110B1 (en) * | 1984-10-30 | 1993-07-14 | Elan Corp Plc | Controlled release powder and process for its preparation |
| GB8618811D0 (en) * | 1986-08-01 | 1986-09-10 | Approved Prescription Services | Sustained release ibuprofen formulation |
| US4800087A (en) * | 1986-11-24 | 1989-01-24 | Mehta Atul M | Taste-masked pharmaceutical compositions |
| US4835187A (en) * | 1987-06-15 | 1989-05-30 | American Home Products Corporation | Spray dried ibuprofen |
| US4915949A (en) * | 1987-07-13 | 1990-04-10 | Alza Corporation | Dispenser with movable matrix comprising a plurality of tiny pills |
| US4915953A (en) * | 1987-09-03 | 1990-04-10 | Alza Corporation | Dosage form for delivering acetaminophen or phenylpropanolamine |
| US4837031A (en) * | 1987-09-17 | 1989-06-06 | Mallinckrodt, Inc. | Compositions containing ibuprofen |
| NZ226822A (en) * | 1987-11-16 | 1990-03-27 | Mcneil Consumer Prod | Chewable medicament tablet containing means for taste masking |
| US4851226A (en) * | 1987-11-16 | 1989-07-25 | Mcneil Consumer Products Company | Chewable medicament tablet containing means for taste masking |
| US4835188A (en) * | 1987-12-08 | 1989-05-30 | American Home Products Corporation | Spray dried ibuprofen |
-
1990
- 1990-05-23 US US07/528,003 patent/US5075114A/en not_active Expired - Lifetime
-
1991
- 1991-04-29 IN IN325CA1991 patent/IN172428B/en unknown
- 1991-05-10 CA CA002042289A patent/CA2042289C/en not_active Expired - Lifetime
- 1991-05-10 GR GR910100204A patent/GR1002092B/el not_active IP Right Cessation
- 1991-05-13 NZ NZ238131A patent/NZ238131A/en unknown
- 1991-05-21 JP JP14418391A patent/JP3157190B2/ja not_active Expired - Lifetime
- 1991-05-21 AU AU77234/91A patent/AU639334B2/en not_active Expired
- 1991-05-22 ES ES91304631T patent/ES2073677T3/es not_active Expired - Lifetime
- 1991-05-22 EP EP91304631A patent/EP0459695B1/en not_active Expired - Lifetime
- 1991-05-22 IE IE175291A patent/IE67062B1/en not_active IP Right Cessation
- 1991-05-22 PT PT97739A patent/PT97739B/pt not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| GR910100204A (el) | 1992-07-30 |
| GR1002092B (en) | 1995-12-28 |
| CA2042289A1 (en) | 1991-11-24 |
| IN172428B (index.php) | 1993-07-24 |
| JP3157190B2 (ja) | 2001-04-16 |
| PT97739A (pt) | 1992-03-31 |
| NZ238131A (en) | 1992-09-25 |
| ES2073677T3 (es) | 1995-08-16 |
| EP0459695A1 (en) | 1991-12-04 |
| US5075114A (en) | 1991-12-24 |
| AU639334B2 (en) | 1993-07-22 |
| IE911752A1 (en) | 1991-12-04 |
| IE67062B1 (en) | 1996-02-21 |
| PT97739B (pt) | 1998-10-30 |
| EP0459695B1 (en) | 1995-03-15 |
| AU7723491A (en) | 1991-11-28 |
| JPH06316536A (ja) | 1994-11-15 |
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Legal Events
| Date | Code | Title | Description |
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| EEER | Examination request | ||
| MKEX | Expiry |