CA2309027C - Method for treating hypercholesterolemia with unsubstituted polydiallylamine - Google Patents
Method for treating hypercholesterolemia with unsubstituted polydiallylamine Download PDFInfo
- Publication number
- CA2309027C CA2309027C CA002309027A CA2309027A CA2309027C CA 2309027 C CA2309027 C CA 2309027C CA 002309027 A CA002309027 A CA 002309027A CA 2309027 A CA2309027 A CA 2309027A CA 2309027 C CA2309027 C CA 2309027C
- Authority
- CA
- Canada
- Prior art keywords
- polymer
- crosslinking agent
- solution
- diallylamine
- monomer
- 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
- 238000000034 method Methods 0.000 title abstract description 15
- 208000035150 Hypercholesterolemia Diseases 0.000 title description 4
- 229920000642 polymer Polymers 0.000 claims abstract description 75
- 239000003833 bile salt Substances 0.000 claims abstract description 6
- 229940093761 bile salts Drugs 0.000 claims abstract description 3
- 239000000178 monomer Substances 0.000 claims description 28
- DYUWTXWIYMHBQS-UHFFFAOYSA-N n-prop-2-enylprop-2-en-1-amine Chemical compound C=CCNCC=C DYUWTXWIYMHBQS-UHFFFAOYSA-N 0.000 claims description 20
- 239000003431 cross linking reagent Substances 0.000 claims description 19
- 229920001577 copolymer Polymers 0.000 claims description 17
- VVJKKWFAADXIJK-UHFFFAOYSA-N Allylamine Chemical compound NCC=C VVJKKWFAADXIJK-UHFFFAOYSA-N 0.000 claims description 16
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 claims description 9
- 150000003839 salts Chemical class 0.000 claims description 9
- 150000001412 amines Chemical class 0.000 claims description 6
- VPYJNCGUESNPMV-UHFFFAOYSA-N triallylamine Chemical compound C=CCN(CC=C)CC=C VPYJNCGUESNPMV-UHFFFAOYSA-N 0.000 claims description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 5
- 229920001519 homopolymer Polymers 0.000 claims description 4
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- 238000004519 manufacturing process Methods 0.000 claims description 3
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- 239000003086 colorant Substances 0.000 description 1
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- VLKZOEOYAKHREP-UHFFFAOYSA-N hexane Substances CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 1
- RNQWVPAEZIKVLB-UHFFFAOYSA-N hexane;dihydrobromide Chemical compound Br.Br.CCCCCC RNQWVPAEZIKVLB-UHFFFAOYSA-N 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 229940060367 inert ingredients Drugs 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 210000000936 intestine Anatomy 0.000 description 1
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- 108010022197 lipoprotein cholesterol Proteins 0.000 description 1
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- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 1
- 239000001095 magnesium carbonate Substances 0.000 description 1
- 229910000021 magnesium carbonate Inorganic materials 0.000 description 1
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- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- BJEPYKJPYRNKOW-UHFFFAOYSA-N malic acid Chemical compound OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 1
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- VHRYZQNGTZXDNX-UHFFFAOYSA-N methacryloyl chloride Chemical compound CC(=C)C(Cl)=O VHRYZQNGTZXDNX-UHFFFAOYSA-N 0.000 description 1
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- 125000000896 monocarboxylic acid group Chemical group 0.000 description 1
- JRRUOOPFYPGMAE-UHFFFAOYSA-N n-[1-(prop-2-enoylamino)ethyl]prop-2-enamide Chemical compound C=CC(=O)NC(C)NC(=O)C=C JRRUOOPFYPGMAE-UHFFFAOYSA-N 0.000 description 1
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- AYGYHGXUJBFUJU-UHFFFAOYSA-N n-[2-(prop-2-enoylamino)ethyl]prop-2-enamide Chemical compound C=CC(=O)NCCNC(=O)C=C AYGYHGXUJBFUJU-UHFFFAOYSA-N 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
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- RPQRDASANLAFCM-UHFFFAOYSA-N oxiran-2-ylmethyl prop-2-enoate Chemical compound C=CC(=O)OCC1CO1 RPQRDASANLAFCM-UHFFFAOYSA-N 0.000 description 1
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- 239000010452 phosphate Substances 0.000 description 1
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- 239000011118 polyvinyl acetate Substances 0.000 description 1
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 1
- HDMGAZBPFLDBCX-UHFFFAOYSA-M potassium;sulfooxy sulfate Chemical compound [K+].OS(=O)(=O)OOS([O-])(=O)=O HDMGAZBPFLDBCX-UHFFFAOYSA-M 0.000 description 1
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Classifications
-
- 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
- A61K31/74—Synthetic polymeric materials
- A61K31/785—Polymers containing nitrogen
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/16—Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/06—Antihyperlipidemics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/02—Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
Landscapes
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Diabetes (AREA)
- Epidemiology (AREA)
- Hematology (AREA)
- Obesity (AREA)
- Heart & Thoracic Surgery (AREA)
- Urology & Nephrology (AREA)
- Vascular Medicine (AREA)
- Cardiology (AREA)
- Gastroenterology & Hepatology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US08/964,536 | 1997-11-05 | ||
| US08/964,536 US6083497A (en) | 1997-11-05 | 1997-11-05 | Method for treating hypercholesterolemia with unsubstituted polydiallylamine polymers |
| PCT/US1998/022605 WO1999022721A2 (en) | 1997-11-05 | 1998-10-26 | Unsubstituted polydiallylamine for treating hypercholesterolemia |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2309027A1 CA2309027A1 (en) | 1999-05-14 |
| CA2309027C true CA2309027C (en) | 2007-10-02 |
Family
ID=25508662
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002309027A Expired - Lifetime CA2309027C (en) | 1997-11-05 | 1998-10-26 | Method for treating hypercholesterolemia with unsubstituted polydiallylamine |
Country Status (20)
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|---|---|
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| CN (1) | CN1278180A (enExample) |
| AR (1) | AR013742A1 (enExample) |
| AT (1) | ATE235236T1 (enExample) |
| AU (1) | AU746876B2 (enExample) |
| BR (1) | BR9813961A (enExample) |
| CA (1) | CA2309027C (enExample) |
| DE (1) | DE69812681T2 (enExample) |
| ES (1) | ES2196625T3 (enExample) |
| HU (1) | HUP0004279A3 (enExample) |
| IL (1) | IL135858A0 (enExample) |
| NO (1) | NO20002172L (enExample) |
| NZ (1) | NZ504216A (enExample) |
| PL (1) | PL340296A1 (enExample) |
| TW (1) | TW453878B (enExample) |
| WO (1) | WO1999022721A2 (enExample) |
| ZA (1) | ZA989673B (enExample) |
Families Citing this family (58)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5667775A (en) * | 1993-08-11 | 1997-09-16 | Geltex Pharmaceuticals, Inc. | Phosphate-binding polymers for oral administration |
| US6268392B1 (en) * | 1994-09-13 | 2001-07-31 | G. D. Searle & Co. | Combination therapy employing ileal bile acid transport inhibiting benzothiepines and HMG Co-A reductase inhibitors |
| US6083497A (en) * | 1997-11-05 | 2000-07-04 | Geltex Pharmaceuticals, Inc. | Method for treating hypercholesterolemia with unsubstituted polydiallylamine polymers |
| US6221897B1 (en) * | 1998-06-10 | 2001-04-24 | Aventis Pharma Deutschland Gmbh | Benzothiepine 1,1-dioxide derivatives, a process for their preparation, pharmaceuticals comprising these compounds, and their use |
| US6733780B1 (en) | 1999-10-19 | 2004-05-11 | Genzyme Corporation | Direct compression polymer tablet core |
| AU778262B2 (en) * | 1999-10-19 | 2004-11-25 | Genzyme Corporation | Direct compression polymer tablet core |
| GB9927088D0 (en) * | 1999-11-17 | 2000-01-12 | Secr Defence | Use of poly(diallylamine) polymers |
| FI113613B (fi) * | 1999-11-24 | 2004-05-31 | Eritocap Oy | Elintarvikekoostumukset ja menetelmiä niiden valmistamiseksi |
| KR20040018357A (ko) * | 2001-04-18 | 2004-03-03 | 젠자임 코포레이션 | 저염 형태의 폴리알릴아민 |
| WO2002085380A1 (en) * | 2001-04-18 | 2002-10-31 | Geltex Pharmaceuticals, Inc. | Method for treating gout and reducing serum uric acid |
| ES2304437T3 (es) * | 2001-04-18 | 2008-10-16 | Genzyme Corporation | Uso de colesevelam o de hidrocloruro de sevelamer para reducir la glucosa serica. |
| EP1923064B1 (en) | 2001-04-18 | 2017-06-28 | Genzyme Corporation | Use of amine polymer for lowering serum glucose |
| MXPA03009562A (es) | 2001-04-18 | 2004-02-12 | Genzyme Corp | METODO PARA TRATAR EL SiNDROME X CON POLIAMINAS ALIFATICAS. |
| WO2002085379A1 (en) * | 2001-04-18 | 2002-10-31 | Geltex Pharmaceuticals, Inc. | Method for improving vascular access in patients with vascular shunts |
| US7041280B2 (en) * | 2001-06-29 | 2006-05-09 | Genzyme Corporation | Aryl boronate functionalized polymers for treating obesity |
| WO2003013608A1 (en) | 2001-08-07 | 2003-02-20 | Galephar M/F | ORAL PHARMACEUTICAL COMPOSITION CONTAINING A COMBINAITION OF PPARα AND A HMG-COA REDUCTASE INHIBITOR |
| US7223887B2 (en) * | 2001-12-18 | 2007-05-29 | The University Of British Columbia | Multivalent cationic lipids and methods of using same in the production of lipid particles |
| TW200404544A (en) * | 2002-06-17 | 2004-04-01 | Kowa Co | Controlled release pharmaceutical composition |
| BR0312426A (pt) * | 2002-07-03 | 2005-12-06 | Esperion Therapeutics Inc | Composição farmacêutica, métodos para tratar, prevenir ou controlar um colesterol, dislipidemia ou distúrbio relacionado, para reduzir ou evitar um efeito adverso associado com monoterapia de pantetina e para reduzir ou evitar um efeito adverso associado com monoterapia de segundo agente ativo, e, kit |
| US6565896B1 (en) * | 2002-07-03 | 2003-05-20 | Vitacost.Com, Inc. | Cholesterol treatment formulation |
| AT411463B (de) | 2002-09-03 | 2004-01-26 | Dsm Fine Chem Austria Gmbh | Verfahren zur herstellung von alkylierten n- bzw. amino-, ammonium- oder spirobicyclischen ammoniumgruppen haltigen, vernetzten polymeren |
| WO2004037274A1 (en) * | 2002-10-22 | 2004-05-06 | Genzyme Corporation | Amine polymers for promoting bone formation |
| AT412473B (de) | 2003-01-15 | 2005-03-25 | Dsm Fine Chem Austria Gmbh | Verfahren zur kontinuierlichen trocknung von n- bzw. amino-, ammonium- oder spirobicyclische ammoniumgruppen haltigen polymeren |
| US7264813B2 (en) * | 2003-09-24 | 2007-09-04 | Nikken Sohonsha Corporation | Therapeutic uses of Dunaliella powder |
| EP1679962B1 (en) | 2003-10-20 | 2021-01-13 | Framework Therapeutics, L.L.C. | Zeolite molecular sieves for the removal of toxins |
| US7022713B2 (en) * | 2004-02-19 | 2006-04-04 | Kowa Co., Ltd. | Hyperlipemia therapeutic agent |
| US20050244367A1 (en) * | 2004-05-03 | 2005-11-03 | Ilypsa, Inc. | Phospholipase inhibitors localized in the gastrointestinal lumen |
| US7985418B2 (en) | 2004-11-01 | 2011-07-26 | Genzyme Corporation | Aliphatic amine polymer salts for tableting |
| JP2008533272A (ja) * | 2005-03-16 | 2008-08-21 | ユーエスヴィー リミテッド | 架橋ポリアリルアミンポリマーの調製のための改良された方法 |
| US20070014866A1 (en) * | 2005-07-15 | 2007-01-18 | Curt Hendrix | Composition for improving the efficacy and reducing the side effects of omega 3 fatty acids, fish oils and cardiovascular and diabetic treatments |
| EP1951266A2 (en) * | 2005-09-02 | 2008-08-06 | Genzyme Corporation | Method for removing phosphate and polymer used therefore |
| AR056499A1 (es) * | 2005-09-06 | 2007-10-10 | Serapis Farmaceuticals Ltd | Compuestos |
| US20070122375A1 (en) * | 2005-09-12 | 2007-05-31 | Council Of Scientific And Industrial Research | Bile acid sequestrant and process for preparation thereof |
| AU2012205214B2 (en) * | 2005-09-15 | 2015-05-21 | Genzyme Corporation | Formulation for Amine Polymers |
| KR101547925B1 (ko) | 2005-09-15 | 2015-08-27 | 젠자임 코포레이션 | 아민 중합체에 대한 샤셋 제형 |
| JP2009536246A (ja) * | 2006-05-05 | 2009-10-08 | ゲンズイメ コーポレーション | ホスフェート捕捉剤としてのアミン縮合重合体 |
| MX2009000611A (es) * | 2006-07-18 | 2009-04-16 | Genzyme Corp | Dendrimeros de amina. |
| EP2066293A2 (en) | 2006-09-29 | 2009-06-10 | Genzyme Corporation | Amide dendrimer compositions |
| US20080118572A1 (en) * | 2006-10-10 | 2008-05-22 | Harold Richard Hellstrom | Methods and compositions for reducing the risk of adverse cardiovascular events associated with the administration of artificial blood |
| WO2008076242A1 (en) * | 2006-12-14 | 2008-06-26 | Genzyme Corporation | Amido-amine polymer compositions |
| JP2010519298A (ja) * | 2007-02-23 | 2010-06-03 | ゲンズイメ コーポレーション | アミンポリマー組成物 |
| US20090326013A1 (en) * | 2007-03-01 | 2009-12-31 | Curt Hendrix | Isomers of inositol niacinate and uses thereof |
| EP2131820A1 (en) * | 2007-03-08 | 2009-12-16 | Genzyme Corporation | Sulfone polymer compositions |
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| WO2010014541A2 (en) * | 2008-07-28 | 2010-02-04 | Alnara Pharmaceuticals, Inc. | Compositions and methods for treatment of hypercholesterolemia |
| DE102009040089A1 (de) * | 2009-09-04 | 2011-07-21 | Beiersdorf AG, 20253 | Zubereitungen mit wasserunlöslichen polymeren Aminen zur Verminderung von Körpergeruch |
| EP2539389B1 (en) * | 2010-02-24 | 2017-12-20 | Relypsa, Inc. | Amine polymers for use as bile acid sequestrants |
| WO2012027331A1 (en) | 2010-08-27 | 2012-03-01 | Ironwood Pharmaceuticals, Inc. | Compositions and methods for treating or preventing metabolic syndrome and related diseases and disorders |
| CN102993348B (zh) * | 2011-09-09 | 2014-11-12 | 北大方正集团有限公司 | 一种烟酸司维拉姆及其制备方法和用途 |
| CN103012789B (zh) * | 2011-09-23 | 2015-02-25 | 北大方正集团有限公司 | 烟酸司维拉姆的制备方法 |
| SG11201401849QA (en) | 2011-10-28 | 2014-05-29 | Lumena Pharmaceuticals Inc | Bile acid recycling inhibitors for treatment of pediatric cholestatic liver diseases |
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| CN103030713A (zh) * | 2012-12-21 | 2013-04-10 | 江南大学 | 一种具有降血脂活性的低分子量葡聚糖-烟酸聚合物的制备方法 |
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| WO2024040380A1 (zh) * | 2022-08-22 | 2024-02-29 | 中美华世通生物医药科技(武汉)股份有限公司 | 铵盐聚合物及其制备方法和作为胆汁酸螯合剂的用途 |
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-
1997
- 1997-11-05 US US08/964,536 patent/US6083497A/en not_active Expired - Lifetime
-
1998
- 1998-03-11 AR ARP980105512A patent/AR013742A1/es not_active Application Discontinuation
- 1998-10-23 ZA ZA989673A patent/ZA989673B/xx unknown
- 1998-10-26 EP EP98957370A patent/EP1028717B1/en not_active Expired - Lifetime
- 1998-10-26 JP JP2000518655A patent/JP4649039B2/ja not_active Expired - Lifetime
- 1998-10-26 IL IL13585898A patent/IL135858A0/xx unknown
- 1998-10-26 AT AT98957370T patent/ATE235236T1/de active
- 1998-10-26 DE DE69812681T patent/DE69812681T2/de not_active Expired - Lifetime
- 1998-10-26 KR KR1020007004892A patent/KR20010031822A/ko not_active Withdrawn
- 1998-10-26 CA CA002309027A patent/CA2309027C/en not_active Expired - Lifetime
- 1998-10-26 CN CN98810752A patent/CN1278180A/zh active Pending
- 1998-10-26 HU HU0004279A patent/HUP0004279A3/hu unknown
- 1998-10-26 BR BR9813961-4A patent/BR9813961A/pt not_active Application Discontinuation
- 1998-10-26 ES ES98957370T patent/ES2196625T3/es not_active Expired - Lifetime
- 1998-10-26 AU AU13646/99A patent/AU746876B2/en not_active Expired
- 1998-10-26 PL PL98340296A patent/PL340296A1/xx unknown
- 1998-10-26 WO PCT/US1998/022605 patent/WO1999022721A2/en not_active Ceased
- 1998-10-26 NZ NZ504216A patent/NZ504216A/xx not_active IP Right Cessation
- 1998-11-03 TW TW087118239A patent/TW453878B/zh not_active IP Right Cessation
-
1999
- 1999-05-13 US US09/311,402 patent/US6264938B1/en not_active Expired - Lifetime
- 1999-05-13 US US09/311,103 patent/US6365186B1/en not_active Expired - Lifetime
-
2000
- 2000-03-09 US US09/521,975 patent/US6248318B1/en not_active Expired - Lifetime
- 2000-04-27 NO NO20002172A patent/NO20002172L/no not_active Application Discontinuation
-
2001
- 2001-12-19 US US10/025,184 patent/US7638524B2/en not_active Expired - Fee Related
-
2009
- 2009-11-09 US US12/590,511 patent/US20100266526A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| TW453878B (en) | 2001-09-11 |
| US6264938B1 (en) | 2001-07-24 |
| US6248318B1 (en) | 2001-06-19 |
| JP2001521890A (ja) | 2001-11-13 |
| CA2309027A1 (en) | 1999-05-14 |
| US6365186B1 (en) | 2002-04-02 |
| ES2196625T3 (es) | 2003-12-16 |
| ZA989673B (en) | 1999-05-11 |
| BR9813961A (pt) | 2000-09-26 |
| US20020155091A1 (en) | 2002-10-24 |
| NO20002172L (no) | 2000-07-04 |
| AU746876B2 (en) | 2002-05-02 |
| KR20010031822A (ko) | 2001-04-16 |
| NZ504216A (en) | 2002-11-26 |
| US6083497A (en) | 2000-07-04 |
| WO1999022721A3 (en) | 1999-08-05 |
| HUP0004279A2 (hu) | 2002-03-28 |
| AU1364699A (en) | 1999-05-24 |
| EP1028717B1 (en) | 2003-03-26 |
| CN1278180A (zh) | 2000-12-27 |
| AR013742A1 (es) | 2001-01-10 |
| US20100266526A1 (en) | 2010-10-21 |
| EP1028717A2 (en) | 2000-08-23 |
| HUP0004279A3 (en) | 2002-04-29 |
| US7638524B2 (en) | 2009-12-29 |
| DE69812681T2 (de) | 2004-04-29 |
| NO20002172D0 (no) | 2000-04-27 |
| PL340296A1 (en) | 2001-01-29 |
| JP4649039B2 (ja) | 2011-03-09 |
| WO1999022721A2 (en) | 1999-05-14 |
| ATE235236T1 (de) | 2003-04-15 |
| DE69812681D1 (de) | 2003-04-30 |
| IL135858A0 (en) | 2001-05-20 |
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