DE3024416C2 - Verfahren zur Herstellung von Arzneimitteln mit retardierter Wirkstoff-Freisetzung - Google Patents
Verfahren zur Herstellung von Arzneimitteln mit retardierter Wirkstoff-FreisetzungInfo
- Publication number
- DE3024416C2 DE3024416C2 DE3024416A DE3024416A DE3024416C2 DE 3024416 C2 DE3024416 C2 DE 3024416C2 DE 3024416 A DE3024416 A DE 3024416A DE 3024416 A DE3024416 A DE 3024416A DE 3024416 C2 DE3024416 C2 DE 3024416C2
- Authority
- DE
- Germany
- Prior art keywords
- melting
- component
- melting point
- mixture
- low
- 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
Links
- 238000000034 method Methods 0.000 title claims abstract description 21
- 238000004519 manufacturing process Methods 0.000 title claims description 9
- 239000003814 drug Substances 0.000 title claims description 8
- 239000012730 sustained-release form Substances 0.000 title claims description 7
- 238000013268 sustained release Methods 0.000 title claims description 4
- 239000013543 active substance Substances 0.000 title claims 2
- 238000002844 melting Methods 0.000 claims abstract description 62
- 230000008018 melting Effects 0.000 claims abstract description 45
- 239000000203 mixture Substances 0.000 claims abstract description 40
- 150000002632 lipids Chemical class 0.000 claims abstract description 21
- 239000004480 active ingredient Substances 0.000 claims description 23
- 238000001816 cooling Methods 0.000 claims description 14
- 229940079593 drug Drugs 0.000 claims description 3
- 239000008194 pharmaceutical composition Substances 0.000 abstract description 3
- 239000011149 active material Substances 0.000 abstract 2
- 239000003826 tablet Substances 0.000 description 30
- 239000008187 granular material Substances 0.000 description 20
- 239000000843 powder Substances 0.000 description 14
- 239000000126 substance Substances 0.000 description 13
- 235000021355 Stearic acid Nutrition 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 6
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 6
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 6
- 239000008117 stearic acid Substances 0.000 description 6
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 5
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 5
- 239000000654 additive Substances 0.000 description 5
- 239000001768 carboxy methyl cellulose Substances 0.000 description 5
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 5
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 5
- 235000019438 castor oil Nutrition 0.000 description 5
- 239000004359 castor oil Substances 0.000 description 5
- 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 5
- 239000008101 lactose Substances 0.000 description 5
- 239000000155 melt Substances 0.000 description 5
- 230000000996 additive effect Effects 0.000 description 4
- LRCXRAABFLIVAI-UHFFFAOYSA-N norfenefrine Chemical compound NCC(O)C1=CC=CC(O)=C1 LRCXRAABFLIVAI-UHFFFAOYSA-N 0.000 description 4
- 239000002245 particle Substances 0.000 description 4
- 230000008961 swelling Effects 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 229960001856 norfenefrine Drugs 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 238000003825 pressing Methods 0.000 description 3
- 230000003111 delayed effect Effects 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 239000007888 film coating Substances 0.000 description 2
- 238000009501 film coating Methods 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- 238000000465 moulding Methods 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 description 1
- 239000001828 Gelatine Substances 0.000 description 1
- 229920002907 Guar gum Polymers 0.000 description 1
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- TZRXHJWUDPFEEY-UHFFFAOYSA-N Pentaerythritol Tetranitrate Chemical compound [O-][N+](=O)OCC(CO[N+]([O-])=O)(CO[N+]([O-])=O)CO[N+]([O-])=O TZRXHJWUDPFEEY-UHFFFAOYSA-N 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000008186 active pharmaceutical agent Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 239000001506 calcium phosphate Substances 0.000 description 1
- 229910000389 calcium phosphate Inorganic materials 0.000 description 1
- 235000011010 calcium phosphates Nutrition 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000004568 cement Substances 0.000 description 1
- 229960000541 cetyl alcohol Drugs 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000005056 compaction Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 230000001079 digestive effect Effects 0.000 description 1
- 239000002552 dosage form Substances 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000007941 film coated tablet Substances 0.000 description 1
- 235000011389 fruit/vegetable juice Nutrition 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 125000005456 glyceride group Chemical group 0.000 description 1
- 238000005469 granulation Methods 0.000 description 1
- 230000003179 granulation Effects 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 239000000665 guar gum Substances 0.000 description 1
- 229960002154 guar gum Drugs 0.000 description 1
- 235000010417 guar gum Nutrition 0.000 description 1
- 239000008240 homogeneous mixture Substances 0.000 description 1
- 239000012943 hotmelt Substances 0.000 description 1
- 239000010514 hydrogenated cottonseed oil Substances 0.000 description 1
- 239000008172 hydrogenated vegetable oil Substances 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 229940126601 medicinal product Drugs 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
- BXWNKGSJHAJOGX-UHFFFAOYSA-N n-hexadecyl alcohol Natural products CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 1
- 239000005445 natural material Substances 0.000 description 1
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000003340 retarding agent Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 239000007939 sustained release tablet Substances 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
- 150000005691 triesters Chemical class 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 238000005303 weighing Methods 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
- A61K9/20—Pills, tablets, discs, rods
- A61K9/2004—Excipients; Inactive ingredients
- A61K9/2013—Organic compounds, e.g. phospholipids, fats
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biophysics (AREA)
- Molecular Biology (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Preparation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
Priority Applications (16)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3024416A DE3024416C2 (de) | 1980-06-28 | 1980-06-28 | Verfahren zur Herstellung von Arzneimitteln mit retardierter Wirkstoff-Freisetzung |
| ZA814094A ZA814094B (en) | 1980-06-28 | 1981-06-17 | Retarded release pharmaceutical composition and process |
| FI811951A FI76928C (fi) | 1980-06-28 | 1981-06-22 | Foerfarande foer framstaellning av en farmaceutisk komposition med foerdroejd frigoering av verkningsmedel. |
| AU72069/81A AU545279B2 (en) | 1980-06-28 | 1981-06-23 | Retarded release pharmaceutical compositions |
| DK278381A DK155711C (da) | 1980-06-28 | 1981-06-24 | Fremgangsmaade til fremstilling af et farmaceutisk middel med forsinket frigivelse af aktivt materiale |
| DD81231145A DD159966A5 (de) | 1980-06-28 | 1981-06-25 | Verfahren zur herstellung von arzneimitteln mit retardierter wirkstoff-freisetzung |
| CA000380767A CA1165691A (en) | 1980-06-28 | 1981-06-26 | Retarded release pharmaceutical composition and process |
| HU811873A HU184862B (en) | 1980-06-28 | 1981-06-26 | Process for preparing pharmaceutical compositions with protracted activity |
| AT81302895T ATE7655T1 (de) | 1980-06-28 | 1981-06-26 | Arzneizubereitung mit verzoegerter wirkstoffabgabe und verfahren zu deren herstellung. |
| SU813304330A SU1360575A3 (ru) | 1980-06-28 | 1981-06-26 | Способ получени таблеток |
| JP9846481A JPS5738711A (en) | 1980-06-28 | 1981-06-26 | Manufacture of slow-release medicinal composition |
| EP81302895A EP0043254B1 (en) | 1980-06-28 | 1981-06-26 | Retarded release pharmaceutical composition and process for producing the same |
| IE1438/81A IE51353B1 (en) | 1980-06-28 | 1981-06-26 | Retarded release pharmaceutical composition and process for producing the same |
| DE8181302895T DE3163868D1 (en) | 1980-06-28 | 1981-06-26 | Retarded release pharmaceutical composition and process for producing the same |
| ES503414A ES8301625A1 (es) | 1980-06-28 | 1981-06-26 | Un procedimiento para la obtencion de una composicion farmaceutica que contiene componentes lipidos o lipoides en mez- cla con material activo. |
| US06/534,020 US4483847A (en) | 1980-06-28 | 1983-09-20 | Process for the manufacture of a pharmaceutical composition with a retarded liberation of active material |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3024416A DE3024416C2 (de) | 1980-06-28 | 1980-06-28 | Verfahren zur Herstellung von Arzneimitteln mit retardierter Wirkstoff-Freisetzung |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE3024416A1 DE3024416A1 (de) | 1982-01-21 |
| DE3024416C2 true DE3024416C2 (de) | 1982-04-15 |
Family
ID=6105792
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE3024416A Expired DE3024416C2 (de) | 1980-06-28 | 1980-06-28 | Verfahren zur Herstellung von Arzneimitteln mit retardierter Wirkstoff-Freisetzung |
| DE8181302895T Expired DE3163868D1 (en) | 1980-06-28 | 1981-06-26 | Retarded release pharmaceutical composition and process for producing the same |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE8181302895T Expired DE3163868D1 (en) | 1980-06-28 | 1981-06-26 | Retarded release pharmaceutical composition and process for producing the same |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US4483847A (enExample) |
| EP (1) | EP0043254B1 (enExample) |
| JP (1) | JPS5738711A (enExample) |
| AT (1) | ATE7655T1 (enExample) |
| AU (1) | AU545279B2 (enExample) |
| CA (1) | CA1165691A (enExample) |
| DD (1) | DD159966A5 (enExample) |
| DE (2) | DE3024416C2 (enExample) |
| DK (1) | DK155711C (enExample) |
| ES (1) | ES8301625A1 (enExample) |
| FI (1) | FI76928C (enExample) |
| HU (1) | HU184862B (enExample) |
| IE (1) | IE51353B1 (enExample) |
| SU (1) | SU1360575A3 (enExample) |
| ZA (1) | ZA814094B (enExample) |
Families Citing this family (92)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5959632A (ja) * | 1982-09-28 | 1984-04-05 | Teikoku Chem Ind Corp Ltd | 徐放性組成物 |
| US4713245A (en) * | 1984-06-04 | 1987-12-15 | Mitsui Toatsu Chemicals, Incorporated | Granule containing physiologically-active substance, method for preparing same and use thereof |
| JPS6150912A (ja) * | 1984-08-16 | 1986-03-13 | Shionogi & Co Ltd | リポソ−ム製剤の製造法 |
| US4755387A (en) * | 1985-03-21 | 1988-07-05 | The Procter & Gamble Company | Therapeutic particles |
| FR2581541B1 (fr) * | 1985-05-09 | 1988-05-20 | Rhone Poulenc Sante | Nouvelles compositions pharmaceutiques permettant la liberation prolongee d'un principe actif et leur procede de preparation |
| US4820523A (en) * | 1986-04-15 | 1989-04-11 | Warner-Lambert Company | Pharmaceutical composition |
| US4837381A (en) * | 1986-08-11 | 1989-06-06 | American Cyanamid Company | Compositions for parenteral administration and their use |
| US4822619A (en) * | 1987-02-18 | 1989-04-18 | Ionor, Inc. | Controlled release pharmaceutical preparation containing a gastrointestinal irritant drug |
| JP2668880B2 (ja) * | 1987-06-23 | 1997-10-27 | 日本油脂株式会社 | 被覆アミノ酸類の製造方法 |
| DE3737741A1 (de) * | 1987-11-06 | 1989-05-18 | Goedecke Ag | Oral anzuwendende arzneiform zur einmal taeglichen behandlung der hypertonie mit diltiazemhydrochlorid |
| JP2681373B2 (ja) * | 1988-07-18 | 1997-11-26 | 塩野義製薬株式会社 | 徐放性製剤の製造法 |
| EP0418596A3 (en) * | 1989-09-21 | 1991-10-23 | American Cyanamid Company | Controlled release pharmaceutical compositions from spherical granules in tabletted oral dosage unit form |
| US5213810A (en) * | 1990-03-30 | 1993-05-25 | American Cyanamid Company | Stable compositions for parenteral administration and method of making same |
| IE61651B1 (en) * | 1990-07-04 | 1994-11-16 | Zambon Spa | Programmed release oral solid pharmaceutical dosage form |
| US5134016A (en) * | 1990-10-31 | 1992-07-28 | E. I. Du Pont De Nemours And Company | Fiber reinforced porous sheets |
| US5266331A (en) * | 1991-11-27 | 1993-11-30 | Euroceltique, S.A. | Controlled release oxycodone compositions |
| US5478577A (en) * | 1993-11-23 | 1995-12-26 | Euroceltique, S.A. | Method of treating pain by administering 24 hour oral opioid formulations exhibiting rapid rate of initial rise of plasma drug level |
| US5968551A (en) * | 1991-12-24 | 1999-10-19 | Purdue Pharma L.P. | Orally administrable opioid formulations having extended duration of effect |
| US5958459A (en) * | 1991-12-24 | 1999-09-28 | Purdue Pharma L.P. | Opioid formulations having extended controlled released |
| DE59302200D1 (de) * | 1992-05-22 | 1996-05-15 | Goedecke Ag | Verfahren zur herstellung retardierter arzneimittelzubereitungen |
| NZ260408A (en) * | 1993-05-10 | 1996-05-28 | Euro Celtique Sa | Controlled release preparation comprising tramadol |
| US7740881B1 (en) | 1993-07-01 | 2010-06-22 | Purdue Pharma Lp | Method of treating humans with opioid formulations having extended controlled release |
| IL110014A (en) * | 1993-07-01 | 1999-11-30 | Euro Celtique Sa | Solid controlled-release oral dosage forms of opioid analgesics |
| US5879705A (en) * | 1993-07-27 | 1999-03-09 | Euro-Celtique S.A. | Sustained release compositions of morphine and a method of preparing pharmaceutical compositions |
| US5891471A (en) * | 1993-11-23 | 1999-04-06 | Euro-Celtique, S.A. | Pharmaceutical multiparticulates |
| KR100354702B1 (ko) * | 1993-11-23 | 2002-12-28 | 유로-셀티크 소시에떼 아노뉨 | 약학조성물의제조방법및서방형조성물 |
| US5843480A (en) * | 1994-03-14 | 1998-12-01 | Euro-Celtique, S.A. | Controlled release diamorphine formulation |
| GB9422154D0 (en) | 1994-11-03 | 1994-12-21 | Euro Celtique Sa | Pharmaceutical compositions and method of producing the same |
| US5965161A (en) | 1994-11-04 | 1999-10-12 | Euro-Celtique, S.A. | Extruded multi-particulates |
| MX9707585A (es) * | 1995-04-03 | 1997-12-31 | Abbott Lab | Mezclas homogeneas de farmacos y aditivos de fusion a baja temperatura para liberacion controlada. |
| DE19522899C1 (de) * | 1995-06-23 | 1996-12-19 | Hexal Pharmaforschung Gmbh | Verfahren zum kontinuierlichen Ersintern eines Granulats |
| KR100508910B1 (ko) | 1995-10-17 | 2006-04-20 | 알티피 파마 코포레이션 | 불용성약물방출 |
| US6465016B2 (en) | 1996-08-22 | 2002-10-15 | Research Triangle Pharmaceuticals | Cyclosporiine particles |
| US7255877B2 (en) | 1996-08-22 | 2007-08-14 | Jagotec Ag | Fenofibrate microparticles |
| DE19705538C1 (de) * | 1997-02-14 | 1998-08-27 | Goedecke Ag | Verfahren zur Trennung von Wirkstoffen in festen pharmazeutischen Zubereitungen |
| US5891476A (en) * | 1997-12-22 | 1999-04-06 | Reo; Joe P. | Tastemasked pharmaceutical system |
| DE69908304T2 (de) * | 1998-02-11 | 2004-02-19 | Rtp Pharma Corp. | Ungesättigte fettsäure und steroide enthaltende kombinationspräparate zur behandlung von entzündungen |
| US6979456B1 (en) | 1998-04-01 | 2005-12-27 | Jagotec Ag | Anticancer compositions |
| AU764001B2 (en) | 1998-05-29 | 2003-08-07 | Skyepharma Canada Inc. | Thermoprotected microparticle compositions and process for terminal steam sterilization thereof |
| ATE252889T1 (de) | 1998-08-19 | 2003-11-15 | Skyepharma Canada Inc | Injizierbare wässerige propofoldispersionen |
| US6806294B2 (en) | 1998-10-15 | 2004-10-19 | Euro-Celtique S.A. | Opioid analgesic |
| PL201578B1 (pl) | 1998-11-20 | 2009-04-30 | Skyepharma Canada Inc | Stała terapeutyczna postać dawkowania nierozpuszczalnego lub słabo rozpuszczalnego w wodzie związku |
| DE19918325A1 (de) | 1999-04-22 | 2000-10-26 | Euro Celtique Sa | Verfahren zur Herstellung von Arzneiformen mit regulierter Wirkstofffreisetzung mittels Extrusion |
| KR20020011985A (ko) * | 1999-05-07 | 2002-02-09 | 파르마솔 게엠베하 | 액상 및 고체상 지질 혼합물에 기초한 지질입자들 및 그의제조방법 |
| US10179130B2 (en) | 1999-10-29 | 2019-01-15 | Purdue Pharma L.P. | Controlled release hydrocodone formulations |
| EP2295043A1 (en) | 1999-10-29 | 2011-03-16 | Euro-Celtique S.A. | Controlled release hydrocodone formulations |
| NZ522239A (en) | 2000-04-20 | 2004-03-26 | Skyepharma Canada Inc | Improved water-insoluble drug particle process |
| CA2420597C (en) | 2000-08-31 | 2011-05-17 | Rtp Pharma Inc. | Milled particles |
| US8586094B2 (en) | 2000-09-20 | 2013-11-19 | Jagotec Ag | Coated tablets |
| EP2932964A1 (en) | 2000-10-30 | 2015-10-21 | Euro-Celtique S.A. | Controlled release hydrocodone formulations |
| ATE373471T1 (de) * | 2000-12-27 | 2007-10-15 | Ares Trading Sa | Lipidmikropartikel mittels kryogenischer mikronisierung |
| US7776314B2 (en) | 2002-06-17 | 2010-08-17 | Grunenthal Gmbh | Abuse-proofed dosage system |
| DE10300325A1 (de) | 2003-01-09 | 2004-07-22 | Hexal Ag | Granulat mit öliger Substanz, Herstellungsverfahren und Tablette |
| BRPI0407181A (pt) | 2003-02-03 | 2006-02-07 | Novartis Ag | Formulação farmacêutica |
| DE102004032051A1 (de) | 2004-07-01 | 2006-01-19 | Grünenthal GmbH | Verfahren zur Herstellung einer gegen Missbrauch gesicherten, festen Darreichungsform |
| DE102005005446A1 (de) | 2005-02-04 | 2006-08-10 | Grünenthal GmbH | Bruchfeste Darreichungsformen mit retardierter Freisetzung |
| US8075872B2 (en) | 2003-08-06 | 2011-12-13 | Gruenenthal Gmbh | Abuse-proofed dosage form |
| US20070048228A1 (en) | 2003-08-06 | 2007-03-01 | Elisabeth Arkenau-Maric | Abuse-proofed dosage form |
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| US2875130A (en) * | 1956-11-20 | 1959-02-24 | Smith Kline French Lab | Method of preparing sustained release particles and the product of the method |
| GB906422A (en) * | 1958-05-02 | 1962-09-19 | Wellcome Found | Improvements in and relating to prolonged acting pharmaceutical preparations |
| US3108046A (en) * | 1960-11-25 | 1963-10-22 | Smith Kline French Lab | Method of preparing high dosage sustained release tablet and product of this method |
| US3146167A (en) * | 1961-10-05 | 1964-08-25 | Smith Kline French Lab | Method of preparing sustained release pellets and products thereof |
| US3279998A (en) * | 1962-06-22 | 1966-10-18 | Smith Kline French Lab | Method of preparing sustained release tablets |
| GB1021924A (en) * | 1962-06-22 | 1966-03-09 | Smith Kline French Lab | Improvements in or relating to method of preparing sustained release tablets |
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| NL6808619A (enExample) * | 1968-06-19 | 1969-12-23 | ||
| GB1312918A (en) * | 1969-07-08 | 1973-04-11 | Beecham Group Ltd | Veterinary treatment |
| DK121813B (da) * | 1969-12-10 | 1971-12-06 | C Mangen | Fremgangsmåde til fremstilling af tabletlignende doseringsenheder. |
| DE2426811A1 (de) * | 1974-06-04 | 1976-01-08 | Klinge Co Chem Pharm Fab | Verfahren zur herstellung von retard-tabletten |
-
1980
- 1980-06-28 DE DE3024416A patent/DE3024416C2/de not_active Expired
-
1981
- 1981-06-17 ZA ZA814094A patent/ZA814094B/xx unknown
- 1981-06-22 FI FI811951A patent/FI76928C/fi not_active IP Right Cessation
- 1981-06-23 AU AU72069/81A patent/AU545279B2/en not_active Expired
- 1981-06-24 DK DK278381A patent/DK155711C/da not_active IP Right Cessation
- 1981-06-25 DD DD81231145A patent/DD159966A5/de unknown
- 1981-06-26 CA CA000380767A patent/CA1165691A/en not_active Expired
- 1981-06-26 EP EP81302895A patent/EP0043254B1/en not_active Expired
- 1981-06-26 ES ES503414A patent/ES8301625A1/es not_active Expired
- 1981-06-26 DE DE8181302895T patent/DE3163868D1/de not_active Expired
- 1981-06-26 IE IE1438/81A patent/IE51353B1/en not_active IP Right Cessation
- 1981-06-26 SU SU813304330A patent/SU1360575A3/ru active
- 1981-06-26 JP JP9846481A patent/JPS5738711A/ja active Granted
- 1981-06-26 AT AT81302895T patent/ATE7655T1/de not_active IP Right Cessation
- 1981-06-26 HU HU811873A patent/HU184862B/hu unknown
-
1983
- 1983-09-20 US US06/534,020 patent/US4483847A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| FI76928B (fi) | 1988-09-30 |
| DE3024416A1 (de) | 1982-01-21 |
| HU184862B (en) | 1984-10-29 |
| CA1165691A (en) | 1984-04-17 |
| DD159966A5 (de) | 1983-04-20 |
| AU545279B2 (en) | 1985-07-11 |
| DK278381A (da) | 1981-12-29 |
| AU7206981A (en) | 1982-01-07 |
| JPS5738711A (en) | 1982-03-03 |
| ES503414A0 (es) | 1983-01-01 |
| ES8301625A1 (es) | 1983-01-01 |
| US4483847A (en) | 1984-11-20 |
| EP0043254B1 (en) | 1984-05-30 |
| DE3163868D1 (en) | 1984-07-05 |
| EP0043254A1 (en) | 1982-01-06 |
| IE811438L (en) | 1981-12-28 |
| FI76928C (fi) | 1989-01-10 |
| JPS6140204B2 (enExample) | 1986-09-08 |
| ZA814094B (en) | 1982-07-28 |
| SU1360575A3 (ru) | 1987-12-15 |
| IE51353B1 (en) | 1986-12-10 |
| FI811951L (fi) | 1981-12-29 |
| ATE7655T1 (de) | 1984-06-15 |
| DK155711B (da) | 1989-05-08 |
| DK155711C (da) | 1989-10-23 |
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| OP8 | Request for examination as to paragraph 44 patent law | ||
| D2 | Grant after examination | ||
| 8363 | Opposition against the patent | ||
| 8330 | Complete renunciation |