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 (OSRAM) | 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 (OSRAM) |
| EP (1) | EP0459695B1 (OSRAM) |
| JP (1) | JP3157190B2 (OSRAM) |
| AU (1) | AU639334B2 (OSRAM) |
| CA (1) | CA2042289C (OSRAM) |
| ES (1) | ES2073677T3 (OSRAM) |
| GR (1) | GR1002092B (OSRAM) |
| IE (1) | IE67062B1 (OSRAM) |
| IN (1) | IN172428B (OSRAM) |
| NZ (1) | NZ238131A (OSRAM) |
| PT (1) | PT97739B (OSRAM) |
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| JP6812104B2 (ja) * | 2015-12-28 | 2021-01-13 | エスエス製薬株式会社 | 経口固形組成物 |
| US20180147153A1 (en) | 2016-11-28 | 2018-05-31 | Johnson & Johnson Consumer Inc. | Process for making a coated dosage form |
| 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 |
| WO2019090061A1 (en) | 2017-11-02 | 2019-05-09 | Bioventures, Llc | Use of amino acid supplementation for improved muscle protein synthesis |
| US20190166878A1 (en) | 2017-12-06 | 2019-06-06 | Nutriquest, Llc | Feed additive compositions |
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| WO2020073034A1 (en) * | 2018-10-05 | 2020-04-09 | Isp Investments Llc | Smooth high solids film coating composition comprising water soluble cellulose ether, process for preparing the same |
| KR20210126702A (ko) * | 2019-02-20 | 2021-10-20 | 산토리 홀딩스 가부시키가이샤 | 단백질 함유 경구 조성물 및 단백질 함유 경구 조성물의 풍미 개선 방법 |
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| EP4209292A1 (fr) * | 2021-02-22 | 2023-07-12 | Comadur S.A. | Outil de coupe avec des orifices de lubrification de formes complexes |
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| 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 |
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| 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 GR GR910100204A patent/GR1002092B/el not_active IP Right Cessation
- 1991-05-10 CA CA002042289A patent/CA2042289C/en not_active Expired - Lifetime
- 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 PT PT97739A patent/PT97739B/pt not_active IP Right Cessation
- 1991-05-22 EP EP91304631A patent/EP0459695B1/en not_active Expired - Lifetime
- 1991-05-22 ES ES91304631T patent/ES2073677T3/es not_active Expired - Lifetime
- 1991-05-22 IE IE175291A patent/IE67062B1/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| JPH06316536A (ja) | 1994-11-15 |
| GR910100204A (el) | 1992-07-30 |
| ES2073677T3 (es) | 1995-08-16 |
| IN172428B (OSRAM) | 1993-07-24 |
| GR1002092B (en) | 1995-12-28 |
| IE911752A1 (en) | 1991-12-04 |
| PT97739A (pt) | 1992-03-31 |
| JP3157190B2 (ja) | 2001-04-16 |
| US5075114A (en) | 1991-12-24 |
| AU7723491A (en) | 1991-11-28 |
| CA2042289A1 (en) | 1991-11-24 |
| NZ238131A (en) | 1992-09-25 |
| PT97739B (pt) | 1998-10-30 |
| EP0459695A1 (en) | 1991-12-04 |
| EP0459695B1 (en) | 1995-03-15 |
| AU639334B2 (en) | 1993-07-22 |
| IE67062B1 (en) | 1996-02-21 |
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| Date | Code | Title | Description |
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| EEER | Examination request | ||
| MKEX | Expiry |