CA2435815A1 - Pharmaceutical composition which comprise a solid dispersion of a hydroxypropylmethylcellulose phthalate polymer - Google Patents
Pharmaceutical composition which comprise a solid dispersion of a hydroxypropylmethylcellulose phthalate polymer Download PDFInfo
- Publication number
- CA2435815A1 CA2435815A1 CA002435815A CA2435815A CA2435815A1 CA 2435815 A1 CA2435815 A1 CA 2435815A1 CA 002435815 A CA002435815 A CA 002435815A CA 2435815 A CA2435815 A CA 2435815A CA 2435815 A1 CA2435815 A1 CA 2435815A1
- Authority
- CA
- Canada
- Prior art keywords
- compound
- polymer
- pharmaceutical composition
- solid dispersion
- oral pharmaceutical
- 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.)
- Abandoned
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- 229920000642 polymer Polymers 0.000 title claims abstract description 50
- 239000007962 solid dispersion Substances 0.000 title claims abstract description 29
- 229940031704 hydroxypropyl methylcellulose phthalate Drugs 0.000 title claims abstract description 14
- 229920003132 hydroxypropyl methylcellulose phthalate Polymers 0.000 title claims abstract description 13
- 239000008194 pharmaceutical composition Substances 0.000 title abstract description 4
- 239000008203 oral pharmaceutical composition Substances 0.000 claims abstract description 12
- 239000000203 mixture Substances 0.000 claims description 40
- 150000001875 compounds Chemical class 0.000 claims description 38
- 238000001179 sorption measurement Methods 0.000 claims description 19
- 210000002784 stomach Anatomy 0.000 claims description 14
- 150000003839 salts Chemical class 0.000 claims description 13
- 239000011230 binding agent Substances 0.000 claims description 9
- 210000000813 small intestine Anatomy 0.000 claims description 9
- 239000000945 filler Substances 0.000 claims description 8
- 239000007884 disintegrant Substances 0.000 claims description 7
- PSTBXECIKAJFMC-UHFFFAOYSA-N [4-(6-chloronaphthalen-2-yl)sulfonylpiperazin-1-yl]-(4-pyridin-4-ylphenyl)methanone Chemical compound C1=CC2=CC(Cl)=CC=C2C=C1S(=O)(=O)N(CC1)CCN1C(=O)C(C=C1)=CC=C1C1=CC=NC=C1 PSTBXECIKAJFMC-UHFFFAOYSA-N 0.000 claims description 5
- 239000000314 lubricant Substances 0.000 claims description 5
- 238000010521 absorption reaction Methods 0.000 claims description 4
- 229940123583 Factor Xa inhibitor Drugs 0.000 claims description 3
- DJBPJIZCEJIUJR-UHFFFAOYSA-N [4-[(5-chloro-1h-indol-2-yl)sulfonyl]piperazin-1-yl]-(4-imidazol-1-ylphenyl)methanone Chemical compound C=1C2=CC(Cl)=CC=C2NC=1S(=O)(=O)N(CC1)CCN1C(=O)C(C=C1)=CC=C1N1C=CN=C1 DJBPJIZCEJIUJR-UHFFFAOYSA-N 0.000 claims description 3
- QUWXNGCXFLZUFK-UHFFFAOYSA-N [4-[(5-chloro-1h-indol-2-yl)sulfonyl]piperazin-1-yl]-(4-pyridin-4-ylphenyl)methanone Chemical compound C=1C2=CC(Cl)=CC=C2NC=1S(=O)(=O)N(CC1)CCN1C(=O)C(C=C1)=CC=C1C1=CC=NC=C1 QUWXNGCXFLZUFK-UHFFFAOYSA-N 0.000 claims description 3
- 229940079593 drug Drugs 0.000 abstract description 24
- 239000003814 drug Substances 0.000 abstract description 24
- 238000009472 formulation Methods 0.000 description 24
- 229940125904 compound 1 Drugs 0.000 description 17
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- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 8
- 229940125782 compound 2 Drugs 0.000 description 7
- 238000000034 method Methods 0.000 description 7
- 239000002904 solvent Substances 0.000 description 7
- 239000000725 suspension Substances 0.000 description 7
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 239000000546 pharmaceutical excipient Substances 0.000 description 6
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 6
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 6
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 5
- 238000000338 in vitro Methods 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
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- 238000002360 preparation method Methods 0.000 description 4
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- -1 2-hydroxypropyl methyl Chemical group 0.000 description 3
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- AICOOMRHRUFYCM-ZRRPKQBOSA-N oxazine, 1 Chemical compound C([C@@H]1[C@H](C(C[C@]2(C)[C@@H]([C@H](C)N(C)C)[C@H](O)C[C@]21C)=O)CC1=CC2)C[C@H]1[C@@]1(C)[C@H]2N=C(C(C)C)OC1 AICOOMRHRUFYCM-ZRRPKQBOSA-N 0.000 description 3
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- DNXIKVLOVZVMQF-UHFFFAOYSA-N (3beta,16beta,17alpha,18beta,20alpha)-17-hydroxy-11-methoxy-18-[(3,4,5-trimethoxybenzoyl)oxy]-yohimban-16-carboxylic acid, methyl ester Natural products C1C2CN3CCC(C4=CC=C(OC)C=C4N4)=C4C3CC2C(C(=O)OC)C(O)C1OC(=O)C1=CC(OC)=C(OC)C(OC)=C1 DNXIKVLOVZVMQF-UHFFFAOYSA-N 0.000 description 2
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- 229960004104 amiloride hydrochloride Drugs 0.000 description 2
- LTKVFMLMEYCWMK-UHFFFAOYSA-N amiloride hydrochloride dihydrate Chemical compound [H+].O.O.[Cl-].NC(=N)NC(=O)C1=NC(Cl)=C(N)N=C1N LTKVFMLMEYCWMK-UHFFFAOYSA-N 0.000 description 2
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- LTINZAODLRIQIX-FBXRGJNPSA-N cefpodoxime proxetil Chemical compound N([C@H]1[C@@H]2N(C1=O)C(=C(CS2)COC)C(=O)OC(C)OC(=O)OC(C)C)C(=O)C(=N/OC)\C1=CSC(N)=N1 LTINZAODLRIQIX-FBXRGJNPSA-N 0.000 description 2
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- IDYZIJYBMGIQMJ-UHFFFAOYSA-N enoxacin Chemical compound N1=C2N(CC)C=C(C(O)=O)C(=O)C2=CC(F)=C1N1CCNCC1 IDYZIJYBMGIQMJ-UHFFFAOYSA-N 0.000 description 2
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- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 2
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- 235000010355 mannitol Nutrition 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 208000010125 myocardial infarction Diseases 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 235000010987 pectin Nutrition 0.000 description 1
- 239000001814 pectin Substances 0.000 description 1
- 229920001277 pectin Polymers 0.000 description 1
- 229960000292 pectin Drugs 0.000 description 1
- 229940124531 pharmaceutical excipient Drugs 0.000 description 1
- 239000008363 phosphate buffer Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 230000008288 physiological mechanism Effects 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 235000013809 polyvinylpolypyrrolidone Nutrition 0.000 description 1
- 229920000523 polyvinylpolypyrrolidone Polymers 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 239000003306 quinoline derived antiinfective agent Substances 0.000 description 1
- 208000037803 restenosis Diseases 0.000 description 1
- 238000002390 rotary evaporation Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 235000015424 sodium Nutrition 0.000 description 1
- 235000010413 sodium alginate Nutrition 0.000 description 1
- 239000000661 sodium alginate Substances 0.000 description 1
- 229940005550 sodium alginate Drugs 0.000 description 1
- 229940080313 sodium starch Drugs 0.000 description 1
- 229940045902 sodium stearyl fumarate Drugs 0.000 description 1
- 235000010356 sorbitol Nutrition 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 208000011580 syndromic disease Diseases 0.000 description 1
- 239000007916 tablet composition Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
- 238000002076 thermal analysis method Methods 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 230000001732 thrombotic effect Effects 0.000 description 1
- 229940124549 vasodilator Drugs 0.000 description 1
- 239000003071 vasodilator agent Substances 0.000 description 1
- 239000000811 xylitol Substances 0.000 description 1
- 235000010447 xylitol Nutrition 0.000 description 1
- 229960002675 xylitol Drugs 0.000 description 1
- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
- A61K38/16—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
- A61K38/43—Enzymes; Proenzymes; Derivatives thereof
- A61K38/46—Hydrolases (3)
- A61K38/48—Hydrolases (3) acting on peptide bonds (3.4)
- A61K38/482—Serine endopeptidases (3.4.21)
- A61K38/4846—Factor VII (3.4.21.21); Factor IX (3.4.21.22); Factor Xa (3.4.21.6); Factor XI (3.4.21.27); Factor XII (3.4.21.38)
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/496—Non-condensed piperazines containing further heterocyclic rings, e.g. rifampin, thiothixene or sparfloxacin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
- A61K47/36—Polysaccharides; Derivatives thereof, e.g. gums, starch, alginate, dextrin, hyaluronic acid, chitosan, inulin, agar or pectin
- A61K47/38—Cellulose; Derivatives thereof
-
- 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
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
- A61K9/141—Intimate drug-carrier mixtures characterised by the carrier, e.g. ordered mixtures, adsorbates, solid solutions, eutectica, co-dried, co-solubilised, co-kneaded, co-milled, co-ground products, co-precipitates, co-evaporates, co-extrudates, co-melts; Drug nanoparticles with adsorbed surface modifiers
- A61K9/146—Intimate drug-carrier mixtures characterised by the carrier, e.g. ordered mixtures, adsorbates, solid solutions, eutectica, co-dried, co-solubilised, co-kneaded, co-milled, co-ground products, co-precipitates, co-evaporates, co-extrudates, co-melts; Drug nanoparticles with adsorbed surface modifiers with organic macromolecular compounds
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Inorganic Chemistry (AREA)
- Gastroenterology & Hepatology (AREA)
- Immunology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB0104752.1A GB0104752D0 (en) | 2001-02-27 | 2001-02-27 | Pharmaceutical compositions |
| GB0104752.1 | 2001-02-27 | ||
| PCT/SE2002/000327 WO2002067904A1 (en) | 2001-02-27 | 2002-02-25 | Pharmaceutical composition which comprise a solid dispersion of a hydroxypropylmethylcellulose phthalate polymer |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2435815A1 true CA2435815A1 (en) | 2002-09-06 |
Family
ID=9909545
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002435815A Abandoned CA2435815A1 (en) | 2001-02-27 | 2002-02-25 | Pharmaceutical composition which comprise a solid dispersion of a hydroxypropylmethylcellulose phthalate polymer |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US20040138231A1 (enExample) |
| EP (1) | EP1365746A1 (enExample) |
| JP (1) | JP2004527489A (enExample) |
| KR (1) | KR20040011469A (enExample) |
| CN (1) | CN1533268A (enExample) |
| BR (1) | BR0206960A (enExample) |
| CA (1) | CA2435815A1 (enExample) |
| GB (1) | GB0104752D0 (enExample) |
| IL (1) | IL156830A0 (enExample) |
| MX (1) | MXPA03006746A (enExample) |
| NO (1) | NO20033782L (enExample) |
| NZ (1) | NZ527080A (enExample) |
| WO (1) | WO2002067904A1 (enExample) |
| ZA (1) | ZA200305386B (enExample) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10026698A1 (de) | 2000-05-30 | 2001-12-06 | Basf Ag | Selbstemulgierende Wirkstoffformulierung und Verwendung dieser Formulierung |
| WO2004105728A2 (en) * | 2003-05-27 | 2004-12-09 | Ranbaxy Laboratories Limited | Solid dispersions of cefpodoxime proxetil and processes for their preparation |
| KR100531612B1 (ko) * | 2003-08-12 | 2005-11-28 | 경동제약 주식회사 | 지속성 탐스로신 정제의 제조방법 및 그에 따른 지속성탐스로신 정제 |
| US8377952B2 (en) | 2003-08-28 | 2013-02-19 | Abbott Laboratories | Solid pharmaceutical dosage formulation |
| US8025899B2 (en) | 2003-08-28 | 2011-09-27 | Abbott Laboratories | Solid pharmaceutical dosage form |
| EP2278957A2 (en) * | 2008-04-15 | 2011-02-02 | Schering Corporation | Oral pharmaceutical compositions in a solid dispersion comprising preferably posaconazole and hpmcas |
| EP2346495B2 (en) * | 2008-10-07 | 2023-05-24 | Kudos Pharmaceuticals Limited | Pharmaceutical formulation 514 |
| US20170087134A1 (en) * | 2010-07-12 | 2017-03-30 | Salix Pharmaceuticals, Ltd | Formulations of rifaximin and uses thereof |
| CN104188893A (zh) * | 2014-08-18 | 2014-12-10 | 赵明亮 | 一种盐酸环丙沙星口服固体制剂及其制备工艺 |
| CA3038312A1 (en) | 2016-09-30 | 2018-04-05 | Salix Pharmaceuticals, Inc. | Solid dispersion forms of rifaximin |
| CA3184054A1 (en) | 2020-06-26 | 2021-12-30 | Jacob Cole | Targeted release rifaximin compositions |
| WO2025078941A1 (en) * | 2023-10-09 | 2025-04-17 | Intas Pharmaceuticals Ltd. | Pharmaceutical composition of pirtobrutinib |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS57120518A (en) * | 1981-01-19 | 1982-07-27 | Tanabe Seiyaku Co Ltd | Preparation of microcapsule |
| US5102668A (en) * | 1990-10-05 | 1992-04-07 | Kingaform Technology, Inc. | Sustained release pharmaceutical preparation using diffusion barriers whose permeabilities change in response to changing pH |
| TW212139B (enExample) * | 1991-04-15 | 1993-09-01 | Yamanouchi Pharma Co Ltd | |
| ES2111065T5 (es) * | 1991-04-16 | 2005-06-16 | Nippon Shinyaku Company, Limited | Procedimiento para producir una dispersion solida. |
| DE69428707T2 (de) * | 1993-08-20 | 2002-07-11 | Nippon Shinyaku Co., Ltd. | Im magen verbleibende zubereitung, quellender formkörper und herstellungsverfahren |
| CN1133634C (zh) * | 1998-05-02 | 2004-01-07 | 阿斯特拉曾尼卡有限公司 | 抑制因子Xa的杂环衍生物 |
| JP5159012B2 (ja) * | 1999-12-23 | 2013-03-06 | メイン・ファ−マ・インタ−ナショナル・プロプライエタリ−・リミテッド | 不良溶解性の薬物に対する改良された医薬組成物 |
-
2001
- 2001-02-27 GB GBGB0104752.1A patent/GB0104752D0/en not_active Ceased
-
2002
- 2002-02-25 KR KR10-2003-7011174A patent/KR20040011469A/ko not_active Withdrawn
- 2002-02-25 NZ NZ527080A patent/NZ527080A/en unknown
- 2002-02-25 US US10/468,246 patent/US20040138231A1/en not_active Abandoned
- 2002-02-25 MX MXPA03006746A patent/MXPA03006746A/es unknown
- 2002-02-25 JP JP2002567272A patent/JP2004527489A/ja active Pending
- 2002-02-25 WO PCT/SE2002/000327 patent/WO2002067904A1/en not_active Ceased
- 2002-02-25 IL IL15683002A patent/IL156830A0/xx unknown
- 2002-02-25 BR BR0206960-1A patent/BR0206960A/pt not_active IP Right Cessation
- 2002-02-25 EP EP02700946A patent/EP1365746A1/en not_active Withdrawn
- 2002-02-25 CN CNA028056256A patent/CN1533268A/zh active Pending
- 2002-02-25 CA CA002435815A patent/CA2435815A1/en not_active Abandoned
-
2003
- 2003-07-11 ZA ZA200305386A patent/ZA200305386B/en unknown
- 2003-08-26 NO NO20033782A patent/NO20033782L/no not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| ZA200305386B (en) | 2004-10-11 |
| NZ527080A (en) | 2005-02-25 |
| KR20040011469A (ko) | 2004-02-05 |
| GB0104752D0 (en) | 2001-04-18 |
| EP1365746A1 (en) | 2003-12-03 |
| US20040138231A1 (en) | 2004-07-15 |
| MXPA03006746A (es) | 2003-10-24 |
| JP2004527489A (ja) | 2004-09-09 |
| NO20033782D0 (no) | 2003-08-26 |
| NO20033782L (no) | 2003-08-26 |
| WO2002067904A1 (en) | 2002-09-06 |
| BR0206960A (pt) | 2004-03-09 |
| CN1533268A (zh) | 2004-09-29 |
| IL156830A0 (en) | 2004-02-08 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FZDE | Discontinued |