NO321862B1 - Tabletter med farmasoytisk kontrollert frigjoring, som inneholder en baerer basert pa tverrbundet amylose og hydroksypropylmetylcellulose, og anvendelse derav - Google Patents

Tabletter med farmasoytisk kontrollert frigjoring, som inneholder en baerer basert pa tverrbundet amylose og hydroksypropylmetylcellulose, og anvendelse derav Download PDF

Info

Publication number: NO321862B1
Authority: NO; Norway
Prior art keywords: hpmc; tablet; cross; carrier; amylose
Prior art date: 1996-04-10

Application number

NO19984703A

Other languages

English (en)

Norwegian (no)

Other versions

NO984703D0 (no

NO984703L (no

Inventor

Francois Chouinard

Wilfrid Jacques

Original Assignee

Labopharm Inc

Priority date (The priority date 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 date listed.)

1996-04-10

Filing date

1998-10-08

Publication date

2006-07-17

1998-10-08 Application filed by Labopharm Inc filed Critical Labopharm Inc

1998-10-08 Publication of NO984703D0 publication Critical patent/NO984703D0/no

1998-12-08 Publication of NO984703L publication Critical patent/NO984703L/no

2006-07-17 Publication of NO321862B1 publication Critical patent/NO321862B1/no

Links

229920003088 hydroxypropyl methyl cellulose Polymers 0.000 title claims abstract description 84
235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 title claims abstract description 84
229920000856 Amylose Polymers 0.000 title claims abstract description 38
238000013270 controlled release Methods 0.000 title claims abstract description 14
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 title claims description 83
239000001866 hydroxypropyl methyl cellulose Substances 0.000 title claims description 82
239000004480 active ingredient Substances 0.000 claims abstract description 36
239000003431 cross linking reagent Substances 0.000 claims description 16
BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 claims description 5
239000011248 coating agent Substances 0.000 claims description 4
238000000576 coating method Methods 0.000 claims description 4
239000000314 lubricant Substances 0.000 claims description 4
239000011159 matrix material Substances 0.000 claims description 4
230000000181 anti-adherent effect Effects 0.000 claims description 3
239000004615 ingredient Substances 0.000 claims description 3
239000011230 binding agent Substances 0.000 claims description 2
239000000969 carrier Substances 0.000 claims description 2
239000007884 disintegrant Substances 0.000 claims description 2
239000000945 filler Substances 0.000 claims description 2
239000000843 powder Substances 0.000 claims description 2
102000004190 Enzymes Human genes 0.000 abstract description 24
108090000790 Enzymes Proteins 0.000 abstract description 24
229940088598 enzyme Drugs 0.000 abstract description 24
239000002671 adjuvant Substances 0.000 abstract description 9
230000000694 effects Effects 0.000 abstract description 8
102000004139 alpha-Amylases Human genes 0.000 abstract description 5
108090000637 alpha-Amylases Proteins 0.000 abstract description 5
230000000968 intestinal effect Effects 0.000 abstract description 5
229940024171 alpha-amylase Drugs 0.000 abstract description 3
239000003826 tablet Substances 0.000 description 53
TVYLLZQTGLZFBW-ZBFHGGJFSA-N (R,R)-tramadol Chemical compound COC1=CC=CC([C@]2(O)[C@H](CCCC2)CN(C)C)=C1 TVYLLZQTGLZFBW-ZBFHGGJFSA-N 0.000 description 28
239000007891 compressed tablet Substances 0.000 description 16
239000002609 medium Substances 0.000 description 15
238000004090 dissolution Methods 0.000 description 10
230000002255 enzymatic effect Effects 0.000 description 10
239000008363 phosphate buffer Substances 0.000 description 9
BSYNRYMUTXBXSQ-UHFFFAOYSA-N Aspirin Chemical compound CC(=O)OC1=CC=CC=C1C(O)=O BSYNRYMUTXBXSQ-UHFFFAOYSA-N 0.000 description 7
229960001138 acetylsalicylic acid Drugs 0.000 description 7
238000004519 manufacturing process Methods 0.000 description 7
229920000642 polymer Polymers 0.000 description 7
239000003814 drug Substances 0.000 description 5
238000002474 experimental method Methods 0.000 description 5
229920002153 Hydroxypropyl cellulose Polymers 0.000 description 4
KWGRBVOPPLSCSI-UHFFFAOYSA-N d-ephedrine Natural products CNC(C)C(O)C1=CC=CC=C1 KWGRBVOPPLSCSI-UHFFFAOYSA-N 0.000 description 4
229940079593 drug Drugs 0.000 description 4
239000000017 hydrogel Substances 0.000 description 4
239000001863 hydroxypropyl cellulose Substances 0.000 description 4
235000010977 hydroxypropyl cellulose Nutrition 0.000 description 4
HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 4
239000012736 aqueous medium Substances 0.000 description 3
238000000338 in vitro Methods 0.000 description 3
229960003447 pseudoephedrine hydrochloride Drugs 0.000 description 3
BALXUFOVQVENIU-KXNXZCPBSA-N pseudoephedrine hydrochloride Chemical compound [H+].[Cl-].CN[C@@H](C)[C@@H](O)C1=CC=CC=C1 BALXUFOVQVENIU-KXNXZCPBSA-N 0.000 description 3
QWVCIORZLNBIIC-UHFFFAOYSA-N 2,3-dibromopropan-1-ol Chemical compound OCC(Br)CBr QWVCIORZLNBIIC-UHFFFAOYSA-N 0.000 description 2
NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
229920003091 Methocel™ Polymers 0.000 description 2
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
229920002125 Sokalan® Polymers 0.000 description 2
230000004888 barrier function Effects 0.000 description 2
229960001631 carbomer Drugs 0.000 description 2
230000001186 cumulative effect Effects 0.000 description 2
238000009792 diffusion process Methods 0.000 description 2
210000001035 gastrointestinal tract Anatomy 0.000 description 2
-1 hydroxymethylpropyl Chemical group 0.000 description 2
235000019359 magnesium stearate Nutrition 0.000 description 2
GRVDJDISBSALJP-UHFFFAOYSA-N methyloxidanyl Chemical group [O]C GRVDJDISBSALJP-UHFFFAOYSA-N 0.000 description 2
239000002245 particle Substances 0.000 description 2
238000002360 preparation method Methods 0.000 description 2
230000001681 protective effect Effects 0.000 description 2
238000003756 stirring Methods 0.000 description 2
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
LNAZSHAWQACDHT-XIYTZBAFSA-N (2r,3r,4s,5r,6s)-4,5-dimethoxy-2-(methoxymethyl)-3-[(2s,3r,4s,5r,6r)-3,4,5-trimethoxy-6-(methoxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6r)-4,5,6-trimethoxy-2-(methoxymethyl)oxan-3-yl]oxyoxane Chemical compound CO[C@@H]1[C@@H](OC)[C@H](OC)[C@@H](COC)O[C@H]1O[C@H]1[C@H](OC)[C@@H](OC)[C@H](O[C@H]2[C@@H]([C@@H](OC)[C@H](OC)O[C@@H]2COC)OC)O[C@@H]1COC LNAZSHAWQACDHT-XIYTZBAFSA-N 0.000 description 1
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
239000004382 Amylase Substances 0.000 description 1
102000013142 Amylases Human genes 0.000 description 1
108010065511 Amylases Proteins 0.000 description 1
241000193830 Bacillus <bacterium> Species 0.000 description 1
239000001856 Ethyl cellulose Substances 0.000 description 1
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 1
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 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
229930006000 Sucrose Natural products 0.000 description 1
230000002378 acidificating effect Effects 0.000 description 1
235000019418 amylase Nutrition 0.000 description 1
229940069428 antacid Drugs 0.000 description 1
239000003159 antacid agent Substances 0.000 description 1
229940121363 anti-inflammatory agent Drugs 0.000 description 1
239000002260 anti-inflammatory agent Substances 0.000 description 1
239000003416 antiarrhythmic agent Substances 0.000 description 1
239000000924 antiasthmatic agent Substances 0.000 description 1
239000003146 anticoagulant agent Substances 0.000 description 1
229940127219 anticoagulant drug Drugs 0.000 description 1
239000003472 antidiabetic agent Substances 0.000 description 1
239000002111 antiemetic agent Substances 0.000 description 1
229940125683 antiemetic agent Drugs 0.000 description 1
229940125715 antihistaminic agent Drugs 0.000 description 1
239000000739 antihistaminic agent Substances 0.000 description 1
239000002220 antihypertensive agent Substances 0.000 description 1
229940030600 antihypertensive agent Drugs 0.000 description 1
239000002221 antipyretic Substances 0.000 description 1
229940125716 antipyretic agent Drugs 0.000 description 1
229940124575 antispasmodic agent Drugs 0.000 description 1
230000015556 catabolic process Effects 0.000 description 1
229920002678 cellulose Polymers 0.000 description 1
239000001913 cellulose Substances 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
239000000812 cholinergic antagonist Substances 0.000 description 1
230000006835 compression Effects 0.000 description 1
238000007906 compression Methods 0.000 description 1
239000000850 decongestant Substances 0.000 description 1
229940124581 decongestants Drugs 0.000 description 1
238000006731 degradation reaction Methods 0.000 description 1
102000038379 digestive enzymes Human genes 0.000 description 1
108091007734 digestive enzymes Proteins 0.000 description 1
239000002934 diuretic Substances 0.000 description 1
229940030606 diuretics Drugs 0.000 description 1
230000007515 enzymatic degradation Effects 0.000 description 1
230000003628 erosive effect Effects 0.000 description 1
229920001249 ethyl cellulose Polymers 0.000 description 1
235000019325 ethyl cellulose Nutrition 0.000 description 1
239000012530 fluid Substances 0.000 description 1
230000037406 food intake Effects 0.000 description 1
235000012631 food intake Nutrition 0.000 description 1
239000000499 gel Substances 0.000 description 1
239000000864 hyperglycemic agent Substances 0.000 description 1
229940126904 hypoglycaemic agent Drugs 0.000 description 1
238000000099 in vitro assay Methods 0.000 description 1
239000008101 lactose Substances 0.000 description 1
238000000034 method Methods 0.000 description 1
229920000609 methyl cellulose Polymers 0.000 description 1
239000001923 methylcellulose Substances 0.000 description 1
235000010981 methylcellulose Nutrition 0.000 description 1
239000000203 mixture Substances 0.000 description 1
210000003097 mucus Anatomy 0.000 description 1
239000000546 pharmaceutical excipient Substances 0.000 description 1
230000000750 progressive effect Effects 0.000 description 1
229960003908 pseudoephedrine Drugs 0.000 description 1
KWGRBVOPPLSCSI-WCBMZHEXSA-N pseudoephedrine Chemical compound CN[C@@H](C)[C@@H](O)C1=CC=CC=C1 KWGRBVOPPLSCSI-WCBMZHEXSA-N 0.000 description 1
239000000932 sedative agent Substances 0.000 description 1
229940125723 sedative agent Drugs 0.000 description 1
230000035945 sensitivity Effects 0.000 description 1
239000000377 silicon dioxide Substances 0.000 description 1
235000012239 silicon dioxide Nutrition 0.000 description 1
239000000021 stimulant Substances 0.000 description 1
239000005720 sucrose Substances 0.000 description 1
239000005526 vasoconstrictor agent Substances 0.000 description 1
229940124549 vasodilator Drugs 0.000 description 1
239000003071 vasodilator agent Substances 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
- 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
- A61K9/2022—Organic macromolecular compounds
- A61K9/205—Polysaccharides, e.g. alginate, gums; Cyclodextrin
- A61K9/2059—Starch, including chemically or physically modified derivatives; Amylose; Amylopectin; Dextrin
- 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
- A61K9/2022—Organic macromolecular compounds
- A61K9/205—Polysaccharides, e.g. alginate, gums; Cyclodextrin
- A61K9/2054—Cellulose; Cellulose derivatives, 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
- A61K9/20—Pills, tablets, discs, rods
- A61K9/2072—Pills, tablets, discs, rods characterised by shape, structure or size; Tablets with holes, special break lines or identification marks; Partially coated tablets; Disintegrating flat shaped forms
- A61K9/2086—Layered tablets, e.g. bilayer tablets; Tablets of the type inert core-active coat
- A61K9/209—Layered tablets, e.g. bilayer tablets; Tablets of the type inert core-active coat containing drug in at least two layers or in the core and in at least one outer layer

Landscapes

Health & Medical Sciences (AREA)
Animal Behavior & Ethology (AREA)
Medicinal Chemistry (AREA)
Pharmacology & Pharmacy (AREA)
Epidemiology (AREA)
Life Sciences & Earth Sciences (AREA)
Chemical & Material Sciences (AREA)
General Health & Medical Sciences (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Engineering & Computer Science (AREA)
Bioinformatics & Cheminformatics (AREA)
Medicinal Preparation (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

NO19984703A 1996-04-10 1998-10-08 Tabletter med farmasoytisk kontrollert frigjoring, som inneholder en baerer basert pa tverrbundet amylose og hydroksypropylmetylcellulose, og anvendelse derav NO321862B1 (no)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
CA002173818A CA2173818A1 (fr)	1996-04-10	1996-04-10	Comprime pharmaceutique a liberation controlee contenant un support a base d'amylose reticule et d'hydroxypropylmethylcellulose
PCT/CA1997/000229 WO1997037639A1 (fr)	1996-04-10	1997-04-04	Comprime pharmaceutique a liberation controlee contenant un support a base d'amylose reticule et d'hydroxypropylmethylcellulose

Publications (3)

Publication Number	Publication Date
NO984703D0 NO984703D0 (no)	1998-10-08
NO984703L NO984703L (no)	1998-12-08
NO321862B1 true NO321862B1 (no)	2006-07-17

Family

ID=4157953

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NO19984703A NO321862B1 (no)	1996-04-10	1998-10-08	Tabletter med farmasoytisk kontrollert frigjoring, som inneholder en baerer basert pa tverrbundet amylose og hydroksypropylmetylcellulose, og anvendelse derav

Country Status (22)

Country	Link
US (1)	US5885615A (cs)
EP (1)	EP0954290B1 (cs)
JP (1)	JP4166278B2 (cs)
KR (1)	KR100439614B1 (cs)
CN (1)	CN1218396A (cs)
AT (1)	ATE240719T1 (cs)
AU (1)	AU711089B2 (cs)
BR (1)	BR9708772A (cs)
CA (1)	CA2173818A1 (cs)
CZ (1)	CZ294342B6 (cs)
DE (1)	DE69722247T2 (cs)
DK (1)	DK0954290T3 (cs)
ES (1)	ES2200166T3 (cs)
IL (1)	IL126477A (cs)
MY (1)	MY115535A (cs)
NO (1)	NO321862B1 (cs)
NZ (1)	NZ332576A (cs)
PL (1)	PL187764B1 (cs)
PT (1)	PT954290E (cs)
TR (1)	TR199802034T2 (cs)
WO (1)	WO1997037639A1 (cs)
ZA (1)	ZA973054B (cs)

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NZ260408A (en)	1993-05-10	1996-05-28	Euro Celtique Sa	Controlled release preparation comprising tramadol
US6197339B1 (en)	1997-09-30	2001-03-06	Pharmacia & Upjohn Company	Sustained release tablet formulation to treat Parkinson's disease
US6284273B1 (en) *	1998-02-24	2001-09-04	Vincent Lenaerts	Cross-linked high amylose starch resistant to amylase as a matrix for the slow release of biologically active compounds
JP2002531491A (ja)	1998-12-11	2002-09-24	ノストラム・ファーマスーティカルズ・インコーポレイテッド	ヒドロコロイドおよびセルロースエーテルを含む持続放出性錠剤
US6555139B2 (en)	1999-06-28	2003-04-29	Wockhardt Europe Limited	Preparation of micron-size pharmaceutical particles by microfluidization
EP1174127A1 (en) *	2000-07-21	2002-01-23	Nederlandse Organisatie Voor Toegepast-Natuurwetenschappelijk Onderzoek Tno	Composition for targeted release of an actvie substance and process for producing such a composition
WO2003017981A1 (en) *	2001-08-29	2003-03-06	Ranbaxy Laboratories Limited	Controlled release formulation of clarithromycin or tinidazol
CA2479350A1 (en) *	2002-03-15	2003-09-25	Cypress Bioscience, Inc.	Ne and 5-ht reuptake inhibitors for treating visceral pain syndromes
US20060003004A1 (en) *	2002-10-25	2006-01-05	Collegium Pharmaceutical, Inc.	Pulsatile release compositions of milnacipran
MY142195A (en) *	2002-10-25	2010-10-15	Labopharm Inc	Controlled-release compositions
MXPA05004410A (es) *	2002-10-25	2005-11-23	Labopharm Inc	Composiciones de liberacion controlada.
TWI319713B (en) *	2002-10-25	2010-01-21		Sustained-release tramadol formulations with 24-hour efficacy
US8487002B2 (en) *	2002-10-25	2013-07-16	Paladin Labs Inc.	Controlled-release compositions
US20040121010A1 (en) *	2002-10-25	2004-06-24	Collegium Pharmaceutical, Inc.	Pulsatile release compositions of milnacipran
AU2003295963B2 (en) *	2002-11-25	2009-09-03	Boston Scientific Limited	Injection device for treating mammalian body
WO2004067039A1 (en) *	2003-01-28	2004-08-12	Collegium Pharmaceutical, Inc.	Multiparticulate compositions of milnacipran for oral administration
US20060172006A1 (en) *	2003-10-10	2006-08-03	Vincent Lenaerts	Sustained-release tramadol formulations with 24-hour clinical efficacy
AR051654A1 (es) *	2004-11-04	2007-01-31	Astrazeneca Ab	Nuevas formulaciones de pellets de liberacion modificada para inhibidores de la bomba de protones
CA2491665A1 (fr) *	2004-12-24	2006-06-24	Louis Cartilier	Formulation de comprime pour liberation soutenue de principe actif
WO2007048219A2 (en) *	2005-09-09	2007-05-03	Labopharm Inc.	Sustained drug release composition
PT1931346E (pt) *	2005-09-09	2012-08-14	Angelini Labopharm Llc	Composição de trazodona para administração uma vez por dia
US20070065483A1 (en) *	2005-09-21	2007-03-22	Chudzik Stephen J	In vivo formed matrices including natural biodegradable polysaccharides and uses thereof
CA2621657C (en) *	2005-09-21	2014-06-17	Surmodics, Inc.	In situ occluding compositions comprising natural biodegradable polysaccharides polymerized by a redox pair
EP1946780B1 (en) *	2005-11-11	2012-01-11	Asahi Kasei Chemicals Corporation	Controlled release solid preparation
WO2008073295A2 (en) *	2006-12-07	2008-06-19	Surmodics, Inc.	Latent stabilization of bioactive agents releasable from implantable medical articles
WO2009137689A2 (en)	2008-05-07	2009-11-12	Surmodics, Inc.	Delivery of nucleic acid complexes from particles
PT2323633E (pt) *	2008-09-04	2012-05-29	Bristol Myers Squibb Co	Composição farmacêutica estável para a administração optimizada de um inibidor de união de hiv
UA102706C2 (ru) *	2008-10-27	2013-08-12	Алза Корпорейшн	Лекарственная форма ацетаминофена и комплекса трамадола с замедленным действием для перорального приема
US20100260842A1 (en) *	2009-04-06	2010-10-14	Rashmi Nair	Pseudoephedrine pharmaceutical formulations
US8901092B2 (en)	2010-12-29	2014-12-02	Surmodics, Inc.	Functionalized polysaccharides for active agent delivery

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US3065143A (en) *	1960-04-19	1962-11-20	Richardson Merrell Inc	Sustained release tablet
US4167558A (en) *	1976-02-13	1979-09-11	Hoffmann-La Roche Inc.	Novel sustained release tablet formulations
US4389393A (en) *	1982-03-26	1983-06-21	Forest Laboratories, Inc.	Sustained release therapeutic compositions based on high molecular weight hydroxypropylmethylcellulose
US4610870A (en) *	1984-10-05	1986-09-09	E. R. Squibb & Sons, Inc.	Controlled release formulation
US4734285A (en) *	1985-10-28	1988-03-29	The Dow Chemical Company	Sustained release compositions
US4704285A (en) *	1985-11-18	1987-11-03	The Dow Chemical Company	Sustained release compositions comprising hydroxypropyl cellulose ethers
US4775535A (en) *	1986-04-04	1988-10-04	Hans Lowey	Method of preparing controlled long-acting pharmaceutical formulations in unit dosage form having uniform and comparable bioavailability characteristics
US4855143A (en) *	1986-04-04	1989-08-08	Hans Lowey	Method of preparing controlled long-acting pharmaceutical formulations in unit dosage form having uniform and comparable bioavailability characteristics
CA2041774C (en) *	1990-11-27	1994-04-19	Mircea A. Mateescu	Use of cross-linked amylose as a matrix for the slow release of biologically active compounds
US5603956A (en) *	1990-11-27	1997-02-18	Labopharm Inc.	Cross-linked enzymatically controlled drug release
NL9201196A (nl) *	1992-07-03	1994-02-01	Tno	Preparaat voor de gereguleerde afgifte van een werkzame stof en werkwijze ter bereiding van een dergelijk preparaat.
ATE137668T1 (de) *	1992-07-24	1996-05-15	Labopharm Inc	Vernetztes polyhydroxyl-material zur enzymatisch gesteuerten arzneistofffreisetzung
US5616343A (en) *	1993-03-25	1997-04-01	Labopharm, Inc.	Cross-linked amylose as a binder/disintegrant in tablets
IT1282650B1 (it) *	1996-02-19	1998-03-31	Jagotec Ag	Compressa farmaceutica,caratterizzata da elevato aumento di volume a contatto con liquidi biologici

1996
- 1996-04-10 CA CA002173818A patent/CA2173818A1/fr not_active Abandoned
- 1996-08-19 US US08/699,611 patent/US5885615A/en not_active Expired - Lifetime
1997
- 1997-04-04 JP JP53470597A patent/JP4166278B2/ja not_active Expired - Fee Related
- 1997-04-04 EP EP97915220A patent/EP0954290B1/fr not_active Expired - Lifetime
- 1997-04-04 TR TR1998/02034T patent/TR199802034T2/xx unknown
- 1997-04-04 BR BR9708772-6A patent/BR9708772A/pt not_active IP Right Cessation
- 1997-04-04 PL PL32928597A patent/PL187764B1/pl unknown
- 1997-04-04 AT AT97915220T patent/ATE240719T1/de active
- 1997-04-04 NZ NZ332576A patent/NZ332576A/xx not_active IP Right Cessation
- 1997-04-04 CZ CZ19983254A patent/CZ294342B6/cs not_active IP Right Cessation
- 1997-04-04 PT PT97915220T patent/PT954290E/pt unknown
- 1997-04-04 DK DK97915220T patent/DK0954290T3/da active
- 1997-04-04 DE DE69722247T patent/DE69722247T2/de not_active Expired - Lifetime
- 1997-04-04 KR KR10-1998-0708056A patent/KR100439614B1/ko not_active Expired - Fee Related
- 1997-04-04 ES ES97915220T patent/ES2200166T3/es not_active Expired - Lifetime
- 1997-04-04 WO PCT/CA1997/000229 patent/WO1997037639A1/fr not_active Ceased
- 1997-04-04 IL IL12647797A patent/IL126477A/en not_active IP Right Cessation
- 1997-04-04 AU AU22832/97A patent/AU711089B2/en not_active Ceased
- 1997-04-04 CN CN97194638A patent/CN1218396A/zh active Pending
- 1997-04-10 ZA ZA9703054A patent/ZA973054B/xx unknown
- 1997-04-10 MY MYPI97001576A patent/MY115535A/en unknown
1998
- 1998-10-08 NO NO19984703A patent/NO321862B1/no not_active IP Right Cessation

Also Published As

Publication number	Publication date
KR20000005337A (ko)	2000-01-25
EP0954290B1 (fr)	2003-05-21
DE69722247D1 (de)	2003-06-26
JP2000507561A (ja)	2000-06-20
MY115535A (en)	2003-07-31
IL126477A0 (en)	1999-08-17
DE69722247T2 (de)	2004-04-01
CZ294342B6 (cs)	2004-12-15
CA2173818A1 (fr)	1997-10-11
NZ332576A (en)	2000-03-27
PT954290E (pt)	2003-10-31
TR199802034T2 (xx)	1999-02-22
ZA973054B (en)	1998-06-01
DK0954290T3 (da)	2003-09-22
ATE240719T1 (de)	2003-06-15
CN1218396A (zh)	1999-06-02
PL187764B1 (pl)	2004-10-29
PL329285A1 (en)	1999-03-15
CZ325498A3 (cs)	1999-03-17
KR100439614B1 (ko)	2004-10-14
AU711089B2 (en)	1999-10-07
AU2283297A (en)	1997-10-29
ES2200166T3 (es)	2004-03-01
JP4166278B2 (ja)	2008-10-15
WO1997037639A1 (fr)	1997-10-16
EP0954290A1 (fr)	1999-11-10
IL126477A (en)	2001-10-31
BR9708772A (pt)	2000-01-04
NO984703D0 (no)	1998-10-08
NO984703L (no)	1998-12-08
US5885615A (en)	1999-03-23

Legal Events

Date	Code	Title	Description
2012-11-26	MM1K	Lapsed by not paying the annual fees

Publication	Publication Date	Title
NO321862B1 (no)	2006-07-17	Tabletter med farmasoytisk kontrollert frigjoring, som inneholder en baerer basert pa tverrbundet amylose og hydroksypropylmetylcellulose, og anvendelse derav
US5451409A (en)	1995-09-19	Sustained release matrix system using hydroxyethyl cellulose and hydroxypropyl cellulose polymer blends
AU608208B2 (en)	1991-03-28	Therapeutic agents
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JPH10509981A (ja)	1998-09-29	高等植物から得られうる粉末状親水コロイドゴムを用いる持効性薬剤送出
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