NO327983B1 - Anvendelse av GABA analoger og et ikke-steroidalt anti-inflammatorisk legemiddel for fremstilling av et medikament for forebyggelse og behandling av gastrointestinal skade - Google Patents
Anvendelse av GABA analoger og et ikke-steroidalt anti-inflammatorisk legemiddel for fremstilling av et medikament for forebyggelse og behandling av gastrointestinal skade Download PDFInfo
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- NO327983B1 NO327983B1 NO20000786A NO20000786A NO327983B1 NO 327983 B1 NO327983 B1 NO 327983B1 NO 20000786 A NO20000786 A NO 20000786A NO 20000786 A NO20000786 A NO 20000786A NO 327983 B1 NO327983 B1 NO 327983B1
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- gabapentin
- treatment
- gaba
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Classifications
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- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
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- A61K31/19—Carboxylic acids, e.g. valproic acid
- A61K31/195—Carboxylic acids, e.g. valproic acid having an amino group
- A61K31/197—Carboxylic acids, e.g. valproic acid having an amino group the amino and the carboxyl groups being attached to the same acyclic carbon chain, e.g. gamma-aminobutyric acid [GABA], beta-alanine, epsilon-aminocaproic acid or pantothenic acid
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- A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
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- A61K31/403—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil condensed with carbocyclic rings, e.g. carbazole
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- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/54—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one sulfur as the ring hetero atoms, e.g. sulthiame
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- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
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- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
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- Engineering & Computer Science (AREA)
- Addiction (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Psychiatry (AREA)
- Neurosurgery (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Medicines Containing Plant Substances (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Indole Compounds (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US5675397P | 1997-08-20 | 1997-08-20 | |
| US7479498P | 1998-02-16 | 1998-02-16 | |
| US8293698P | 1998-04-24 | 1998-04-24 | |
| PCT/US1998/017082 WO1999008671A1 (en) | 1997-08-20 | 1998-08-18 | Gaba analogs to prevent and treat gastrointestinal damage |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| NO20000786L NO20000786L (no) | 2000-02-17 |
| NO20000786D0 NO20000786D0 (no) | 2000-02-17 |
| NO327983B1 true NO327983B1 (no) | 2009-11-02 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO20000786A NO327983B1 (no) | 1997-08-20 | 2000-02-17 | Anvendelse av GABA analoger og et ikke-steroidalt anti-inflammatorisk legemiddel for fremstilling av et medikament for forebyggelse og behandling av gastrointestinal skade |
Country Status (25)
| Country | Link |
|---|---|
| US (2) | US6242488B1 (pt) |
| EP (1) | EP1009399B1 (pt) |
| JP (1) | JP4681116B2 (pt) |
| KR (2) | KR100609359B1 (pt) |
| AT (1) | ATE461698T1 (pt) |
| AU (2) | AU8668598A (pt) |
| BR (1) | BR9812133A (pt) |
| CA (1) | CA2297163C (pt) |
| CO (1) | CO4960645A1 (pt) |
| CY (1) | CY1109981T1 (pt) |
| DE (1) | DE69841574D1 (pt) |
| DK (1) | DK1009399T3 (pt) |
| ES (1) | ES2341154T3 (pt) |
| HU (1) | HUP0004551A3 (pt) |
| IL (1) | IL134164A (pt) |
| IS (1) | IS2749B (pt) |
| MY (1) | MY155223A (pt) |
| NO (1) | NO327983B1 (pt) |
| NZ (1) | NZ502729A (pt) |
| PE (1) | PE107299A1 (pt) |
| PL (1) | PL194125B1 (pt) |
| PT (1) | PT1009399E (pt) |
| TW (2) | TWI251485B (pt) |
| UY (1) | UY25148A1 (pt) |
| WO (2) | WO1999008670A1 (pt) |
Families Citing this family (64)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| USRE41920E1 (en) | 1996-07-24 | 2010-11-09 | Warner-Lambert Company Llc | Isobutylgaba and its derivatives for the treatment of pain |
| DE69832712T2 (de) | 1997-09-08 | 2006-06-22 | Warner-Lambert Company Llc | Analgetische zusammensetzung enthaltend antiepileptische arzneistoffe und deren verwendungen |
| EP1031350A1 (en) * | 1999-02-23 | 2000-08-30 | Warner-Lambert Company | Use of a gabapentin-analog for the manufacture of a medicament for preventing and treating visceral pain |
| AU3216600A (en) | 1999-03-10 | 2000-09-28 | Warner-Lambert Company | Analgesic compositions comprising anti-epileptic compounds and methods of using same |
| US6992109B1 (en) * | 1999-04-08 | 2006-01-31 | Segal Catherine A | Method for the treatment of incontinence |
| EP1169060B1 (en) * | 1999-04-09 | 2005-08-31 | Euro-Celtique S.A. | Sodium channel blocker compositions and the use thereof |
| EP1840117A1 (en) * | 1999-06-10 | 2007-10-03 | Warner-Lambert Company LLC | Mono- and disubstituted 3-propyl gamma-aminobutyric acids |
| AU767119B2 (en) | 1999-07-22 | 2003-10-30 | University Of Rochester | Method of treating symptoms of hormonal variation, including hot flashes |
| FR2801217B1 (fr) * | 1999-11-24 | 2002-12-06 | Aventis Pharma Sa | Association de riluzole et de gabapentine et son utilisation comme medicament |
| AU2001259627A1 (en) * | 2000-05-16 | 2001-11-26 | Warner Lambert Company | Cell line for the expression of an alpha2delta2 calcium channel subunit |
| WO2002032376A2 (en) | 2000-10-06 | 2002-04-25 | Xenoport, Inc. | Bile-acid conjugates for providing sustained systemic concentrations of drugs |
| WO2002028881A1 (en) | 2000-10-06 | 2002-04-11 | Xenoport, Inc. | Bile-acid derived compounds for providing sustained systemic concentrations of drugs after oral administration |
| EP1226820A1 (en) | 2001-01-26 | 2002-07-31 | Warner-Lambert Company | Use of bicyclic amino acids for preventing and treating visceral pain and gastrointestinal disorders |
| US8048917B2 (en) | 2005-04-06 | 2011-11-01 | Xenoport, Inc. | Prodrugs of GABA analogs, compositions and uses thereof |
| EP1404324B2 (en) | 2001-06-11 | 2011-04-06 | XenoPort, Inc. | Prodrugs of gaba analogs, compositions and uses thereof |
| US6818787B2 (en) | 2001-06-11 | 2004-11-16 | Xenoport, Inc. | Prodrugs of GABA analogs, compositions and uses thereof |
| US7420002B2 (en) | 2001-06-11 | 2008-09-02 | Xenoport | Amino acid conjugates providing for sustained systemic concentrations of GABA analogues |
| US7186855B2 (en) | 2001-06-11 | 2007-03-06 | Xenoport, Inc. | Prodrugs of GABA analogs, compositions and uses thereof |
| JP4350508B2 (ja) * | 2001-09-03 | 2009-10-21 | ニユーロン・フアーマシユーテイカルズ・エツセ・ピー・アー | ガバペンチンまたはその類似体とα−アミノアミドとを含む薬剤組成物およびその鎮痛用途 |
| US20060159743A1 (en) * | 2001-10-25 | 2006-07-20 | Depomed, Inc. | Methods of treating non-nociceptive pain states with gastric retentive gabapentin |
| TWI312285B (en) | 2001-10-25 | 2009-07-21 | Depomed Inc | Methods of treatment using a gastric retained gabapentin dosage |
| US7612112B2 (en) | 2001-10-25 | 2009-11-03 | Depomed, Inc. | Methods of treatment using a gastric retained gabapentin dosage |
| US20070184104A1 (en) * | 2001-10-25 | 2007-08-09 | Depomed, Inc. | Gastric retentive gabapentin dosage forms and methods for using same |
| WO2003077902A1 (en) | 2002-02-19 | 2003-09-25 | Xenoport, Inc. | Methods for synthesis of prodrugs from 1-acyl-alkyl derivatives and compositions thereof |
| IL162932A0 (en) * | 2002-02-22 | 2005-11-20 | Warner Lambert Co | Combinations of an alpha-2-delta ligand with a selective inhibitor of cyclooxygenase-2 |
| WO2003080588A1 (en) | 2002-03-20 | 2003-10-02 | Xenoport | Cyclic 1-(acyloxy)-alkyl prodrugs of gaba analogs, compositions and uses thereof |
| US7183259B2 (en) | 2002-05-17 | 2007-02-27 | Xenoport | Amino acid conjugates providing for sustained systemic concentrations of GABA analogues |
| WO2004006901A1 (en) * | 2002-07-10 | 2004-01-22 | Warner-Lambert Company Llc | Gastrointestinal compositions comprising gaba derivatives |
| US7025745B2 (en) * | 2002-10-07 | 2006-04-11 | Advanced Cardiovascular Systems, Inc. | Method of making a catheter balloon using a tapered mandrel |
| US20040105881A1 (en) * | 2002-10-11 | 2004-06-03 | Gregor Cevc | Aggregates with increased deformability, comprising at least three amphipats, for improved transport through semi-permeable barriers and for the non-invasive drug application in vivo, especially through the skin |
| US7060727B2 (en) | 2002-12-11 | 2006-06-13 | Xenoport, Inc. | Prodrugs of fused GABA analogs, pharmaceutical compositions and uses thereof |
| CA2509605C (en) * | 2002-12-13 | 2010-10-05 | Warner-Lambert Company Llc | Alpha-2-delta ligand to treat lower urinary tract symptoms |
| CA2451267A1 (en) * | 2002-12-13 | 2004-06-13 | Warner-Lambert Company Llc | Pharmaceutical uses for alpha2delta ligands |
| EP1572187A1 (en) * | 2002-12-13 | 2005-09-14 | Warner-Lambert Company LLC | Pregabalin and derivatives thereof for the treatment of fibromyalgia and other related disorders |
| JP2006519831A (ja) | 2003-03-07 | 2006-08-31 | ワーナー−ランバート カンパニー リミティド ライアビリティー カンパニー | テトラゾール及びオキサジアゾロン置換β−アミノ酸誘導体 |
| WO2004084881A1 (en) * | 2003-03-21 | 2004-10-07 | Dynogen Pharmaceuticals, Inc. | METHODS FOR TREATING FUNCTIONAL BOWEL DISORDERS USING α2δ SUBUNIT CALCIUM CHANNEL MODULATORS WITH SMOOTH MUSCLE MODULATORS |
| US20050043407A1 (en) * | 2003-08-22 | 2005-02-24 | Pfizer Inc | Pharmaceutical composition for the prevention and treatment of addiction in a mammal |
| EP1670451A4 (en) | 2003-09-11 | 2009-10-21 | Xenoport Inc | TREATMENT AND / OR PREVENTION OF URINARY INCONTINENCE AND PROMOTERS OF GABA ANALOGS |
| BRPI0414481A (pt) | 2003-09-17 | 2006-11-14 | Xenoport Inc | métodos de tratamento ou de prevenção da sìndrome das pernas inquietas em um paciente e de melhoria do sono em um paciente com sìndrome das pernas inquietas, e, composição farmacêutica |
| KR101096480B1 (ko) | 2003-10-14 | 2011-12-20 | 제노포트 인코포레이티드 | 감마-아미노부티르산 유사체의 결정질 형태 |
| EP1691811B1 (en) | 2003-12-11 | 2014-07-23 | Sunovion Pharmaceuticals Inc. | Combination of a sedative and a neurotransmitter modulator, and methods for improving sleep quality and treating depression |
| KR100847922B1 (ko) * | 2004-03-12 | 2008-07-22 | 워너-램버트 캄파니 엘엘씨 | Ｃ1-대칭 비스포스핀 리간드 및 프레가발린의 비대칭합성에서의 이들의 용도 |
| ATE405572T1 (de) * | 2004-04-01 | 2008-09-15 | Warner Lambert Co | Herstellung von p-chirogenen phospholanen und deren verwendung in der asymmetrischen synthese |
| ES2336014T3 (es) * | 2004-06-21 | 2010-04-07 | Warner-Lambert Company Llc | Preparacion de pregabalina y compuestos relacionados. |
| BRPI0515154A (pt) * | 2004-09-10 | 2008-07-08 | Newron Pharm Spa | uso de (halobenzilóxi)benzilamino-propanamidas para a fabricação de medicamentos ativos, compostos e composição farmacêutica |
| BRPI0517227B8 (pt) | 2004-11-04 | 2021-05-25 | Xenoport Inc | comprimido oral de liberação prolongada do ácido 1-{[alfa-isobutanoiloxietoxi)carbonil]amino metil}-1-cicloexano acético, e, uso do comprimido |
| EP1963280B1 (en) * | 2005-12-22 | 2015-10-28 | Newron Pharmaceuticals S.p.A. | 2-phenylethylamino derivatives as calcium and/or sodium channel modulators |
| US20090176882A1 (en) * | 2008-12-09 | 2009-07-09 | Depomed, Inc. | Gastric retentive gabapentin dosage forms and methods for using same |
| BRPI0720252A2 (pt) * | 2006-12-08 | 2014-01-07 | Xenoport Inc | Uso de pró-fármacos de análogos de gaba para tratar doenças |
| CA2703472A1 (en) * | 2007-10-26 | 2009-04-30 | The Scripps Research Institute | Methods for treating substance dependence |
| EP2250148B1 (en) | 2008-01-25 | 2016-08-17 | XenoPort, Inc. | Crystalline form of calcium-salts of (3s)-aminomethyl-5-methyl-hexanoic acids and methods of use |
| CA2706575C (en) | 2008-01-25 | 2015-07-14 | Xenoport, Inc. | Enantiomerically resolving acyloxyalkyl thiocarbonates used in synthesizing acyloxyalkyl carbamate prodrugs |
| US7868043B2 (en) | 2008-01-25 | 2011-01-11 | Xenoport, Inc. | Mesophasic forms of (3S)-aminomethyl-5-methyl-hexanoic acid prodrugs and methods of use |
| EP2116618A1 (en) | 2008-05-09 | 2009-11-11 | Agency for Science, Technology And Research | Diagnosis and treatment of Kawasaki disease |
| AU2009302241B2 (en) | 2008-10-08 | 2015-10-29 | Xgene Pharmaceutical Inc. | GABA conjugates and methods of use thereof |
| CN102802613A (zh) * | 2009-06-22 | 2012-11-28 | 惠氏有限责任公司 | 布洛芬钠片剂和制备包含布洛芬钠的药物组合物的方法 |
| WO2011141923A2 (en) | 2010-05-14 | 2011-11-17 | Lupin Limited | Improved synthesis of optically pure (s) - 3-cyano-5-methyl-hexanoic acid alkyl ester, an intermediate of (s)- pregabalin |
| WO2012059797A1 (en) | 2010-11-04 | 2012-05-10 | Lupin Limited | Process for synthesis of (s) - pregabalin |
| US9066853B2 (en) | 2013-01-15 | 2015-06-30 | Warsaw Orthopedic, Inc. | Clonidine compounds in a biodegradable fiber |
| AU2014209028C1 (en) | 2013-01-28 | 2019-08-29 | Hector L. Lopez | Methods of improving tolerability, pharmacodynamics, and efficacy of b-alanine and use therefor |
| CN105997970A (zh) * | 2015-12-16 | 2016-10-12 | 南昌大学 | γ-氨基丁酸在制备胃粘膜保护剂中的应用 |
| US10052296B2 (en) | 2016-04-07 | 2018-08-21 | Nevakar Inc. | Formulations for treating pain |
| CN111432882A (zh) | 2017-10-03 | 2020-07-17 | 内瓦卡公司 | 对乙酰氨基酚-普瑞巴林组合和治疗疼痛的方法 |
| WO2019219000A1 (en) | 2018-05-14 | 2019-11-21 | Xgene Pharmaceutical Inc. | Crystalline forms of 1-(acyloxy)-alkyl carbamate drug conjugates of naproxen and pregabalin |
Family Cites Families (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE634102A (pt) | ||||
| DE1966802C3 (de) | 1969-12-20 | 1975-11-06 | Desitin-Werk, Carl Klinke Gmbh, 2000 Hamburg | 5,5-Diphenylhydantoin-N hoch 3 -carbonsäureester |
| JPS54110334A (en) | 1978-02-16 | 1979-08-29 | Fuji Chem Ind Co Ltd | Novel compounded anodyne and antiiinflammatory agent |
| US4158581A (en) | 1978-04-14 | 1979-06-19 | Westinghouse Electric Corp. | Method of making magnetic component for direct current apparatus |
| JPS61221121A (ja) | 1985-03-27 | 1986-10-01 | Nitto Electric Ind Co Ltd | テ−プ製剤 |
| US4694010A (en) | 1985-08-16 | 1987-09-15 | New York University | Anticonvulsant compositions and method |
| JPH02502546A (ja) | 1987-12-22 | 1990-08-16 | ファーカニー、ジョン ダブリュ | 抗ひきつけ剤組成物および方法のためのデキストロルファン相乗的協力剤 |
| WO1992009560A1 (en) | 1990-11-27 | 1992-06-11 | Northwestern University | Gaba and l-glutamic acid analogs for antiseizure treatment |
| GB9108362D0 (en) | 1991-04-18 | 1991-06-05 | Radoslavov Alexander | A pharmaceutical composition suitable for alleviation of headaches,migraine and other painful conditions |
| CA2134674C (en) | 1992-05-20 | 2004-12-21 | Richard B. Silverman | Gaba and l-glutamic acid analogs for antiseizure treatment |
| US5234929A (en) | 1992-07-20 | 1993-08-10 | William Chelen | Method of treating motion sickness with anticonvulsants and antitussive agents |
| JPH06100468A (ja) | 1992-09-25 | 1994-04-12 | Kibun Food Chemifa Co Ltd | 徐放性組成物 |
| US5321012A (en) | 1993-01-28 | 1994-06-14 | Virginia Commonwealth University Medical College | Inhibiting the development of tolerance to and/or dependence on a narcotic addictive substance |
| JPH06227969A (ja) | 1993-02-02 | 1994-08-16 | Masayasu Sugihara | 薬品の腸溶性改善方法およびそれにより得られた薬品組成物 |
| US5420270A (en) | 1993-10-07 | 1995-05-30 | G. D. Searle & Co. | Aryl substituted dibenzoxazepine compounds, pharmaceutical compositions and methods of use |
| US5352638A (en) | 1994-02-22 | 1994-10-04 | Corning Incorporated | Nickel aluminosilicate glass-ceramics |
| ES2211916T3 (es) | 1994-09-02 | 2004-07-16 | Virginia Commonwealth University | Composicion para aliviar dolor, que contiene un analgesico no narcortico y un potenciador de analgesia. |
| GB9420784D0 (en) * | 1994-10-14 | 1994-11-30 | Glaxo Group Ltd | Medicaments |
| CN1046199C (zh) | 1994-12-13 | 1999-11-10 | 凌吉安 | 复方消炎止痛霜剂 |
| ATE293458T1 (de) * | 1996-08-23 | 2005-05-15 | Algos Pharm Corp | Antikonvulsive mitteln enthaltende zubereitung zur behandlung von neuropathischen schmerzen |
| SE9603408D0 (sv) * | 1996-09-18 | 1996-09-18 | Astra Ab | Medical use |
| DE69737719D1 (de) * | 1996-10-23 | 2007-06-21 | Warner Lambert Co | Substituierte gamma-aminobuttersäurederivate als arzneimittel |
| US6127418A (en) * | 1997-08-20 | 2000-10-03 | Warner-Lambert Company | GABA analogs to prevent and treat gastrointestinal damage |
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- 1998-07-29 AU AU86685/98A patent/AU8668598A/en not_active Withdrawn
- 1998-08-18 AT AT98945758T patent/ATE461698T1/de active
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- 1998-08-18 WO PCT/US1998/017082 patent/WO1999008671A1/en active IP Right Grant
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- 1998-08-18 KR KR1020057022543A patent/KR20050116168A/ko not_active Application Discontinuation
- 1998-08-18 TW TW087113592A patent/TW570794B/zh not_active IP Right Cessation
- 1998-08-18 AU AU92930/98A patent/AU9293098A/en not_active Abandoned
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- 1998-08-18 PL PL98338705A patent/PL194125B1/pl not_active IP Right Cessation
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- 1998-08-19 PE PE1998000745A patent/PE107299A1/es not_active Application Discontinuation
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