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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- A61K31/00—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
- A61K31/41—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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- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
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- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- 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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- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- 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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- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- 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
- 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
- A61K31/404—Indoles, e.g. pindolol
- A61K31/405—Indole-alkanecarboxylic acids; Derivatives thereof, e.g. tryptophan, indomethacin
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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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- A—HUMAN NECESSITIES
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- 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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- A61P25/30—Drugs for disorders of the nervous system for treating abuse or dependence
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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)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Chemical & Material Sciences (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Addiction (AREA)
- Biomedical Technology (AREA)
- Psychiatry (AREA)
- Rheumatology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Pain & Pain Management (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 (ja) |
| EP (1) | EP1009399B1 (ja) |
| JP (1) | JP4681116B2 (ja) |
| KR (2) | KR100609359B1 (ja) |
| AT (1) | ATE461698T1 (ja) |
| AU (2) | AU8668598A (ja) |
| BR (1) | BR9812133A (ja) |
| CA (1) | CA2297163C (ja) |
| CO (1) | CO4960645A1 (ja) |
| CY (1) | CY1109981T1 (ja) |
| DE (1) | DE69841574D1 (ja) |
| DK (1) | DK1009399T3 (ja) |
| ES (1) | ES2341154T3 (ja) |
| HU (1) | HUP0004551A3 (ja) |
| IL (1) | IL134164A (ja) |
| IS (1) | IS2749B (ja) |
| MY (1) | MY155223A (ja) |
| NO (1) | NO327983B1 (ja) |
| NZ (1) | NZ502729A (ja) |
| PE (1) | PE107299A1 (ja) |
| PL (1) | PL194125B1 (ja) |
| PT (1) | PT1009399E (ja) |
| TW (2) | TW570794B (ja) |
| UY (1) | UY25148A1 (ja) |
| WO (2) | WO1999008670A1 (ja) |
Families Citing this family (64)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1998003167A1 (en) | 1996-07-24 | 1998-01-29 | Warner-Lambert Company | Isobutylgaba and its derivatives for the treatment of pain |
| ATE311867T1 (de) | 1997-09-08 | 2005-12-15 | Warner Lambert Co | 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 |
| WO2000053225A1 (en) * | 1999-03-10 | 2000-09-14 | 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 |
| DK1169060T3 (da) * | 1999-04-09 | 2006-01-16 | Euro Celtique Sa | Natriumkanalblokkerpræparater og anvendelse deraf |
| EP1840117A1 (en) * | 1999-06-10 | 2007-10-03 | Warner-Lambert Company LLC | Mono- and disubstituted 3-propyl gamma-aminobutyric acids |
| WO2001007037A1 (en) | 1999-07-22 | 2001-02-01 | 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 |
| US7067262B2 (en) | 2000-05-16 | 2006-06-27 | Warner Lambert Company Llc | Cell line for the expression of an α2δ2 calcium channel subunit and methods of use |
| AU2002211863A1 (en) | 2000-10-06 | 2002-04-15 | Xenoport, Inc. | Bile-acid derived compounds for providing sustained systemic concentrations of drugs after oral administration |
| WO2002032376A2 (en) | 2000-10-06 | 2002-04-25 | Xenoport, Inc. | Bile-acid conjugates for providing sustained systemic concentrations of drugs |
| 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 |
| US6818787B2 (en) | 2001-06-11 | 2004-11-16 | Xenoport, Inc. | Prodrugs of GABA analogs, compositions and uses thereof |
| US7186855B2 (en) | 2001-06-11 | 2007-03-06 | Xenoport, Inc. | Prodrugs of GABA analogs, compositions and uses thereof |
| AU2002310409C1 (en) | 2001-06-11 | 2008-04-17 | Xenoport, Inc. | Orally administered dosage forms of GABA analog prodrugs having reduced toxicity |
| EP1412324A4 (en) | 2001-06-11 | 2004-09-29 | Xenoport Inc | AMINO ACID CONJUGATES THAT RESULT IN GABA ANALOGA LASTING SYSTEMIC CONCENTRATIONS |
| MXPA04002009A (es) * | 2001-09-03 | 2004-07-08 | Newron Pharm Spa | Composicion farmaceutica que comprende gabapentina o un analogo de la misma y alfa-aminoamida y su uso como analgesico. |
| 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 |
| TWI312285B (en) * | 2001-10-25 | 2009-07-21 | Depomed Inc | Methods of treatment using a gastric retained gabapentin dosage |
| US20060159743A1 (en) * | 2001-10-25 | 2006-07-20 | Depomed, Inc. | Methods of treating non-nociceptive pain states with gastric retentive gabapentin |
| US6927036B2 (en) | 2002-02-19 | 2005-08-09 | Xero Port, Inc. | Methods for synthesis of prodrugs from 1-acyl-alkyl derivatives and compositions thereof |
| RU2286151C2 (ru) * | 2002-02-22 | 2006-10-27 | Уорнер-Ламберт Компани Ллс | Комбинации альфа-2-дельта-лиганда с селективным ингибитором циклооксигеназы-2 |
| AU2003222033A1 (en) | 2002-03-20 | 2003-10-08 | Xenoport | Cyclic 1-(acyloxy)-alkyl prodrugs of gaba analogs, compositions and uses thereof |
| AU2003243180A1 (en) | 2002-05-17 | 2003-12-12 | Xenoport, Inc. | Amino acid conjugates providing for sustained systemic concentrations of gaba analogues |
| BR0312568A (pt) * | 2002-07-10 | 2005-05-03 | Warner Lambert Co | Composições gastrointestinais compreendendo derivados de gaba |
| 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 |
| WO2004052360A1 (en) | 2002-12-11 | 2004-06-24 | Xenoport, Inc. | Prodrugs of fused gaba analogs, pharmaceutical compositions and uses thereof |
| CA2451267A1 (en) * | 2002-12-13 | 2004-06-13 | Warner-Lambert Company Llc | Pharmaceutical uses for alpha2delta ligands |
| AU2003286300A1 (en) * | 2002-12-13 | 2004-07-09 | Warner-Lambert Company Llc | Pregabalin and derivates thereof for the treatment of fibromyalgia and other related disorders |
| ES2341240T3 (es) * | 2002-12-13 | 2010-06-17 | Warner-Lambert Company Llc | Ligando alfa-2-delta para tratar los sintomas del tracto urinario inferior. |
| MXPA05009504A (es) | 2003-03-07 | 2005-10-18 | Warner Lambert Co | Derivados de (-aminoacidos sustituidos con tetrazol y oxadiazolona. |
| 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 |
| US8114909B2 (en) | 2003-09-17 | 2012-02-14 | Xenoport, Inc. | Treating or preventing restless legs syndrome using prodrugs of GABA analogs |
| NZ546381A (en) | 2003-10-14 | 2010-01-29 | Xenoport Inc | Crystalline form of gamma-aminobutyric acid analog |
| PL1691811T3 (pl) | 2003-12-11 | 2014-12-31 | Sunovion Pharmaceuticals Inc | Skojarzenie leku uspokajającego i modulatora neuroprzekaźnikowego oraz sposoby poprawy jakości snu i leczenia depresji |
| ATE371496T1 (de) * | 2004-03-12 | 2007-09-15 | Warner Lambert Co | C1-symmetrische bisphosphinliganden und deren verwendung bei der asymmetrischen synthese von pregabalin |
| JP2007530657A (ja) * | 2004-04-01 | 2007-11-01 | ワーナー−ランバート カンパニー リミテッド ライアビリティー カンパニー | Ｐキラル性ホスホランの調製および不斉合成でのその使用 |
| DE602005018965D1 (de) * | 2004-06-21 | 2010-03-04 | Warner Lambert Co | Herstellung von pregabalin und verwandten verbindungen |
| KR101277520B1 (ko) * | 2004-09-10 | 2013-06-21 | 뉴론 파마슈티칼즈 에스. 피. 에이. | （할로벤질옥시）벤질아미노－프로판아미드를 포함하는 선택적 나트륨 및／또는 칼슘 채널 조절제로서 유용한 약제학적 조성물 |
| EP1811986B1 (en) | 2004-11-04 | 2014-03-26 | XenoPort, Inc. | Gabapentin prodrug sustained release oral dosage forms |
| ES2556937T3 (es) | 2005-12-22 | 2016-01-21 | Newron Pharmaceuticals S.P.A. | Derivados de 2-feniletilamino como moduladores de los canales de calcio y/o sodio |
| US20090176882A1 (en) * | 2008-12-09 | 2009-07-09 | Depomed, Inc. | Gastric retentive gabapentin dosage forms and methods for using same |
| US20080161393A1 (en) * | 2006-12-08 | 2008-07-03 | Barrett Ronald W | Use of prodrugs of GABA analogs for treating disease |
| CA2703472A1 (en) * | 2007-10-26 | 2009-04-30 | The Scripps Research Institute | Methods for treating substance dependence |
| WO2009094577A2 (en) | 2008-01-25 | 2009-07-30 | Xenoport, Inc. | Mesophasic forms of (3s)-aminomethyl-5-methyl-hexanoic acid prodrugs and methods of use |
| US7872046B2 (en) | 2008-01-25 | 2011-01-18 | Xenoport, Inc. | Crystalline form of a (3S)-aminomethyl-5-methyl-hexanoic acid prodrug and methods of use |
| CA2706575C (en) | 2008-01-25 | 2015-07-14 | Xenoport, Inc. | Enantiomerically resolving acyloxyalkyl thiocarbonates used in synthesizing acyloxyalkyl carbamate prodrugs |
| JP2010043063A (ja) | 2008-05-09 | 2010-02-25 | Agency For Science Technology & Research | 川崎病の診断及び治療 |
| CN105330603A (zh) | 2008-10-08 | 2016-02-17 | 凯飞药业公司 | Gaba偶联物及其使用方法 |
| JP2012530781A (ja) * | 2009-06-22 | 2012-12-06 | ワイス・エルエルシー | イブプロフェンナトリウムタブレット、およびイブプロフェンナトリウムを含有する医薬組成物の製造方法 |
| 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 |
| US10874626B2 (en) | 2016-04-07 | 2020-12-29 | Nevakar Inc. | Formulation for use in a method of treatment of pain |
| EP3691748A4 (en) | 2017-10-03 | 2021-07-07 | Nevakar, Inc | ACETAMINOPHEN-PREGABALIN COMBINATIONS AND METHODS OF TREATMENT OF PAIN |
| CA3099775A1 (en) | 2018-05-14 | 2019-11-21 | Xgene Pharmaceutical Inc. | Process for making 1-(acyloxy)-alkyl-carabmate drug conjugates of naproxen and pregabalin |
Family Cites Families (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE634102A (ja) | ||||
| 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 |
| AU9137091A (en) | 1990-11-27 | 1992-06-25 | 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 |
| ES2165857T3 (es) | 1992-05-20 | 2002-04-01 | Univ Northwestern | Analogos de gaba y acido l-glutamico para el tratamiento de trastornos del sistema nervioso central. |
| 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 |
| BR9508671A (pt) | 1994-09-02 | 1998-01-06 | Univ Virginia Commonwealth | Método de alívio da dor e composição terapêutica |
| 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 |
| AU4078897A (en) * | 1996-08-23 | 1998-03-06 | Algos Pharmaceutical Corporation | Anticonvulsant containing composition for treating neuropathic pain |
| SE9603408D0 (sv) * | 1996-09-18 | 1996-09-18 | Astra Ab | Medical use |
| ATE361909T1 (de) * | 1996-10-23 | 2007-06-15 | 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
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- 1998-07-29 WO PCT/US1998/015694 patent/WO1999008670A1/en unknown
- 1998-08-18 PT PT98945758T patent/PT1009399E/pt unknown
- 1998-08-18 IL IL13416498A patent/IL134164A/xx not_active IP Right Cessation
- 1998-08-18 BR BR9812133-2A patent/BR9812133A/pt not_active Application Discontinuation
- 1998-08-18 MY MYPI98003770A patent/MY155223A/en unknown
- 1998-08-18 JP JP2000509411A patent/JP4681116B2/ja not_active Expired - Fee Related
- 1998-08-18 DE DE69841574T patent/DE69841574D1/de not_active Expired - Lifetime
- 1998-08-18 TW TW087113592A patent/TW570794B/zh not_active IP Right Cessation
- 1998-08-18 ES ES98945758T patent/ES2341154T3/es not_active Expired - Lifetime
- 1998-08-18 WO PCT/US1998/017082 patent/WO1999008671A1/en active IP Right Grant
- 1998-08-18 DK DK98945758.5T patent/DK1009399T3/da active
- 1998-08-18 KR KR1020007001703A patent/KR100609359B1/ko not_active IP Right Cessation
- 1998-08-18 NZ NZ502729A patent/NZ502729A/xx not_active IP Right Cessation
- 1998-08-18 HU HU0004551A patent/HUP0004551A3/hu unknown
- 1998-08-18 AT AT98945758T patent/ATE461698T1/de active
- 1998-08-18 EP EP98945758A patent/EP1009399B1/en not_active Expired - Lifetime
- 1998-08-18 CA CA002297163A patent/CA2297163C/en not_active Expired - Lifetime
- 1998-08-18 KR KR1020057022543A patent/KR20050116168A/ko not_active Application Discontinuation
- 1998-08-18 PL PL98338705A patent/PL194125B1/pl not_active IP Right Cessation
- 1998-08-18 TW TW092130045A patent/TWI251485B/zh not_active IP Right Cessation
- 1998-08-18 AU AU92930/98A patent/AU9293098A/en not_active Abandoned
- 1998-08-19 PE PE1998000745A patent/PE107299A1/es not_active Application Discontinuation
- 1998-08-19 CO CO98047372A patent/CO4960645A1/es unknown
- 1998-08-20 UY UY25148A patent/UY25148A1/es unknown
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2000
- 2000-01-25 IS IS5361A patent/IS2749B/is unknown
- 2000-02-17 NO NO20000786A patent/NO327983B1/no not_active IP Right Cessation
- 2000-05-09 US US09/567,191 patent/US6242488B1/en not_active Expired - Fee Related
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