ES2549766T3 - Compuestos antimicrobianos y métodos para su utilización - Google Patents
Compuestos antimicrobianos y métodos para su utilización Download PDFInfo
- Publication number
- ES2549766T3 ES2549766T3 ES10184218.5T ES10184218T ES2549766T3 ES 2549766 T3 ES2549766 T3 ES 2549766T3 ES 10184218 T ES10184218 T ES 10184218T ES 2549766 T3 ES2549766 T3 ES 2549766T3
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- Spain
- Prior art keywords
- compounds
- acid
- protonated
- group
- alkyl
- 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
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- 150000001875 compounds Chemical class 0.000 title abstract description 60
- 230000000845 anti-microbial effect Effects 0.000 title abstract description 9
- 238000000034 method Methods 0.000 title description 7
- 239000000203 mixture Substances 0.000 abstract description 31
- 125000000217 alkyl group Chemical group 0.000 abstract description 12
- -1 alkylalkyl Chemical group 0.000 abstract description 10
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract description 7
- 125000003342 alkenyl group Chemical group 0.000 abstract description 4
- 239000000546 pharmaceutical excipient Substances 0.000 abstract description 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract description 3
- 239000004599 antimicrobial Substances 0.000 abstract description 3
- 125000003118 aryl group Chemical group 0.000 abstract description 3
- 230000000249 desinfective effect Effects 0.000 abstract description 3
- 150000002085 enols Chemical class 0.000 abstract description 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 3
- 125000002877 alkyl aryl group Chemical group 0.000 abstract 2
- 239000002981 blocking agent Substances 0.000 abstract 2
- 125000005018 aryl alkenyl group Chemical group 0.000 abstract 1
- 239000000243 solution Substances 0.000 description 13
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- 230000000699 topical effect Effects 0.000 description 9
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- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
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Classifications
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- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/66—Phosphorus compounds
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/10—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds
- A01N57/12—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing acyclic or cycloaliphatic radicals
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/10—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds
- A01N57/16—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing heterocyclic radicals
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- 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
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
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- 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
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0014—Skin, i.e. galenical aspects of topical compositions
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/02—Drugs for dermatological disorders for treating wounds, ulcers, burns, scars, keloids, or the like
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/02—Local antiseptics
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/10—Antimycotics
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
- A61P31/20—Antivirals for DNA viruses
- A61P31/22—Antivirals for DNA viruses for herpes viruses
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Epidemiology (AREA)
- Oncology (AREA)
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- Zoology (AREA)
- Wood Science & Technology (AREA)
- Dermatology (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Dentistry (AREA)
- Molecular Biology (AREA)
- Virology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biotechnology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Materials For Medical Uses (AREA)
- Apparatus For Disinfection Or Sterilisation (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Medicinal Preparation (AREA)
- Saccharide Compounds (AREA)
- Cosmetics (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/847,654 US20020032164A1 (en) | 1998-12-30 | 2001-05-03 | Antimicrobial compounds and methods for their use |
| US847654 | 2001-05-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2549766T3 true ES2549766T3 (es) | 2015-11-02 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES10184218.5T Expired - Lifetime ES2549766T3 (es) | 2001-05-03 | 2002-05-03 | Compuestos antimicrobianos y métodos para su utilización |
Country Status (10)
| Country | Link |
|---|---|
| US (2) | US20020032164A1 (enExample) |
| EP (2) | EP1389909B1 (enExample) |
| JP (4) | JP4347573B2 (enExample) |
| AU (1) | AU2002305336B2 (enExample) |
| CA (2) | CA2445381C (enExample) |
| CY (1) | CY1116784T1 (enExample) |
| DK (1) | DK2311466T3 (enExample) |
| ES (1) | ES2549766T3 (enExample) |
| PT (1) | PT2311466E (enExample) |
| WO (1) | WO2002089581A1 (enExample) |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| US20020032164A1 (en) * | 1998-12-30 | 2002-03-14 | Dale Roderic M. K. | Antimicrobial compounds and methods for their use |
| US6627215B1 (en) * | 1998-12-30 | 2003-09-30 | Oligos Etc. Inc. | Devices for improved wound management |
| US7868162B2 (en) * | 1998-12-30 | 2011-01-11 | Lakewood-Amedex, Inc. | Antimicrobial and antiviral compounds and methods for their use |
| IL159722A0 (en) * | 2001-07-10 | 2004-06-20 | Oligos Etc Inc | Pharmaceutical compositions containing oligonucleotides |
| AU2004261264A1 (en) * | 2003-08-01 | 2005-02-10 | Janssen Pharmaceutica N.V. | Substituted indazole-O-glucosides |
| US8785403B2 (en) | 2003-08-01 | 2014-07-22 | Mitsubishi Tanabe Pharma Corporation | Glucopyranoside compound |
| KR100942622B1 (ko) * | 2003-08-01 | 2010-02-17 | 미쓰비시 타나베 파마 코퍼레이션 | 나트륨-의존성 수송체에 대해 저해 활성을 갖는 신규화합물 |
| TW200727785A (en) * | 2005-11-25 | 2007-08-01 | Maruishi Pharma | Gel composition for antibacterial sterilization |
| UY30730A1 (es) * | 2006-12-04 | 2008-07-03 | Mitsubishi Tanabe Pharma Corp | Forma cristalina del hemihidrato de 1-(b (beta)-d-glucopiranosil) -4-metil-3-[5-(4-fluorofenil) -2-tienilmetil]benceno |
| TR201808833T4 (tr) * | 2007-05-04 | 2018-07-23 | Symrise Ag | 1,2 dekandiol ve ayrıca antimikrobiyal aktif bileşikler içeren sinerjik aktif preparatlar. |
| WO2009035969A1 (en) * | 2007-09-10 | 2009-03-19 | Janssen Pharmaceutica N.V. | Process for the preparation of compounds useful as inhibitors of sglt |
| CL2008003653A1 (es) | 2008-01-17 | 2010-03-05 | Mitsubishi Tanabe Pharma Corp | Uso de un inhibidor de sglt derivado de glucopiranosilo y un inhibidor de dppiv seleccionado para tratar la diabetes; y composicion farmaceutica. |
| GB2460445B (en) * | 2008-05-30 | 2012-07-11 | Vernolix Ltd | Treatment of ringworm |
| US9056850B2 (en) * | 2008-10-17 | 2015-06-16 | Janssen Pharmaceutica N.V. | Process for the preparation of compounds useful as inhibitors of SGLT |
| US20110009347A1 (en) | 2009-07-08 | 2011-01-13 | Yin Liang | Combination therapy for the treatment of diabetes |
| EP2451797B1 (en) | 2009-07-10 | 2013-04-03 | Janssen Pharmaceutica, N.V. | CRYSTALLISATION PROCESS FOR 1-(ß-D-GLUCOPYRANOSYL)-4-METHYL-3-[5-(4-FLUOROPHENYL)-2-THIENYLMETHYL]BENZENE |
| WO2011047113A1 (en) * | 2009-10-14 | 2011-04-21 | Janssen Pharmaceutica Nv | Process for the preparation of compounds useful as inhibitors of sglt2 |
| MY187718A (en) | 2010-05-11 | 2021-10-14 | Janssen Pharmaceutica Nv | Pharmaceutical formulations |
| CN103596944B (zh) | 2011-04-13 | 2017-02-22 | 詹森药业有限公司 | 可用作sglt2的抑制剂的化合物的制备方法 |
| US9035044B2 (en) | 2011-05-09 | 2015-05-19 | Janssen Pharmaceutica Nv | L-proline and citric acid co-crystals of (2S, 3R, 4R, 5S,6R)-2-(3-((5-(4-fluorophenyl)thiopen-2-yl)methyl)4-methylphenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol |
| US20170071970A1 (en) | 2015-09-15 | 2017-03-16 | Janssen Pharmaceutica Nv | Co-therapy comprising canagliflozin and phentermine for the treatment of obesity and obesity related disorders |
| US11795192B2 (en) | 2017-03-10 | 2023-10-24 | Lakewood Amedex, Inc. | Antimicrobial compounds, compositions, and uses thereof |
| US11377468B2 (en) | 2017-03-10 | 2022-07-05 | Lakewood Amedex, Inc. | Antimicrobial compounds, compositions, and uses thereof |
| US12030908B2 (en) | 2017-03-10 | 2024-07-09 | Lakewood Amedex, Inc. | Antimicrobial compounds, compositions, and uses thereof |
| CN110612143B (zh) | 2017-03-10 | 2021-07-02 | 莱克伍德阿美达克斯股份有限公司 | 抗微生物化合物、组合物及其用途 |
| MX2019014772A (es) | 2017-06-12 | 2020-02-07 | Lakewood Amedex Inc | Formulaciones en gel de bisfosfocinas y usos de estas. |
| CN114788791A (zh) | 2017-06-23 | 2022-07-26 | 宝洁公司 | 用于改善皮肤外观的组合物和方法 |
| CN112437657A (zh) | 2018-07-03 | 2021-03-02 | 宝洁公司 | 处理皮肤状况的方法 |
| BR112021006954A2 (pt) | 2018-10-17 | 2021-07-20 | Lakewood Amedex, Inc. | métodos e composições para tratar mucosite oral |
| CZ2019769A3 (cs) * | 2019-12-12 | 2021-09-22 | Ăšstav organickĂ© chemie a biochemie AV ÄŚR, v. v. i. | Lipofosfonoxiny třetí generace, jejich příprava a použití |
| US10959933B1 (en) | 2020-06-01 | 2021-03-30 | The Procter & Gamble Company | Low pH skin care composition and methods of using the same |
| EP4157206A1 (en) | 2020-06-01 | 2023-04-05 | The Procter & Gamble Company | Method of improving penetration of a vitamin b3 compound into skin |
| KR20220009630A (ko) * | 2020-07-16 | 2022-01-25 | 정준영 | 플라즈마를 이용한 마스크 폐기 처리기 |
| CN115448967A (zh) * | 2022-09-26 | 2022-12-09 | 泽同医药科技(南通)有限公司 | 一种吩噁嗪半乳烯糖碳苷化合物及其合成方法 |
| WO2025179296A1 (en) * | 2024-02-22 | 2025-08-28 | Lakewood Amedex, Inc. | Crystalline forms of nu-3 and uses thereof |
Family Cites Families (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4105782A (en) | 1975-03-07 | 1978-08-08 | Yu Ruey J | Treatment of acne and dandruff |
| DE2916318A1 (de) * | 1979-04-23 | 1980-11-06 | Hoechst Ag | Waesserige desinfektionsloesung |
| US4421769A (en) | 1981-09-29 | 1983-12-20 | The Procter & Gamble Company | Skin conditioning composition |
| US4908209A (en) * | 1983-08-16 | 1990-03-13 | Interface, Inc. | Biocidal delivery system of phosphate ester and method of preparation thereof |
| JPS60209077A (ja) * | 1984-03-27 | 1985-10-21 | 竹本油脂株式会社 | 繊維処理用油剤及び該油剤による合成繊維糸の処理方法 |
| US4897355A (en) | 1985-01-07 | 1990-01-30 | Syntex (U.S.A.) Inc. | N[ω,(ω-1)-dialkyloxy]- and N-[ω,(ω-1)-dialkenyloxy]-alk-1-yl-N,N,N-tetrasubstituted ammonium lipids and uses therefor |
| DE3542516A1 (de) | 1985-12-02 | 1987-06-04 | Henkel Kgaa | Desinfektionsmittel |
| WO1989001023A1 (en) * | 1987-08-03 | 1989-02-09 | Interface Research Corporation | Microbiocidal cleansing or disinfecting formulations and preparation thereof |
| US5153000A (en) * | 1988-11-22 | 1992-10-06 | Kao Corporation | Phosphate, liposome comprising the phosphate as membrane constituent, and cosmetic and liposome preparation comprising the liposome |
| ZA902710B (en) | 1989-05-22 | 1991-12-24 | Univ Georgia Res Found | Enzyme luminescence assay |
| US5153230A (en) | 1989-10-06 | 1992-10-06 | Perfective Cosmetics, Inc. | Topical skin cream composition |
| US5264618A (en) | 1990-04-19 | 1993-11-23 | Vical, Inc. | Cationic lipids for intracellular delivery of biologically active molecules |
| WO1991017424A1 (en) | 1990-05-03 | 1991-11-14 | Vical, Inc. | Intracellular delivery of biologically active substances by means of self-assembling lipid complexes |
| US5420330A (en) * | 1990-09-07 | 1995-05-30 | Pharmacia P-L Biochemicals Inc. | Lipo-phosphoramidites |
| JPH06503329A (ja) * | 1990-12-07 | 1994-04-14 | ジ・アップジョン・カンパニー | 抗炎症剤として有用なホスホン酸誘導体 |
| CA2146639A1 (en) * | 1992-10-08 | 1994-04-28 | Michael Tempesta | Novel class of phosphocholine derivatives having antifungal activity |
| US5681829A (en) * | 1992-10-08 | 1997-10-28 | Shaman Pharmaceuticals, Inc. | Class of phosphocholine derivatives having antifungal activity |
| US5811568A (en) * | 1992-10-08 | 1998-09-22 | Shaman Pharmaceuticals, Inc. | Process for the preparation of mono- and bis(phosphocholine) derivatives which have antifungal activity |
| DE4333385C2 (de) | 1993-09-30 | 1997-01-30 | Friedrich A Spruegel | Flächendesinfektions- und Reinigungsmittel |
| FR2718022B1 (fr) | 1994-04-01 | 1996-04-26 | Roussel Uclaf | Compositions cosmétiques ou dermatologiques et leur préparation. |
| FR2727289B1 (fr) * | 1994-11-30 | 1999-03-05 | Derives Resiniques Terpenique | Composition desinfectante comprenant au moins un alcool terpenique et au moins un tensio-actif acide bactericide, et utilisation de tels tensio-actifs |
| EP0914040A1 (en) * | 1995-11-28 | 1999-05-12 | Michael D. Wider | Antimicrobial composition and methods of use therefor |
| US5843998A (en) | 1997-06-30 | 1998-12-01 | Song; Jin | Skin blemish treatment |
| US6211349B1 (en) * | 1998-12-30 | 2001-04-03 | Oligos Etc., Inc. | Protonated/acidified nucleic acids and methods of use |
| US20020032164A1 (en) * | 1998-12-30 | 2002-03-14 | Dale Roderic M. K. | Antimicrobial compounds and methods for their use |
| US6610314B2 (en) * | 2001-03-12 | 2003-08-26 | Kimberly-Clark Worldwide, Inc. | Antimicrobial formulations |
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2001
- 2001-05-03 US US09/847,654 patent/US20020032164A1/en not_active Abandoned
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2002
- 2002-05-03 JP JP2002586732A patent/JP4347573B2/ja not_active Expired - Fee Related
- 2002-05-03 EP EP02734149A patent/EP1389909B1/en not_active Expired - Lifetime
- 2002-05-03 ES ES10184218.5T patent/ES2549766T3/es not_active Expired - Lifetime
- 2002-05-03 PT PT101842185T patent/PT2311466E/pt unknown
- 2002-05-03 CA CA2445381A patent/CA2445381C/en not_active Expired - Fee Related
- 2002-05-03 EP EP10184218.5A patent/EP2311466B1/en not_active Expired - Lifetime
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- 2002-05-03 DK DK10184218.5T patent/DK2311466T3/en active
- 2002-05-03 CA CA2827671A patent/CA2827671C/en not_active Expired - Fee Related
- 2002-05-03 AU AU2002305336A patent/AU2002305336B2/en not_active Ceased
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- 2004-09-08 US US10/937,094 patent/US7176191B2/en not_active Expired - Lifetime
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- 2009-05-18 JP JP2009120362A patent/JP5503900B2/ja not_active Expired - Fee Related
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2013
- 2013-10-07 JP JP2013210031A patent/JP5883838B2/ja not_active Expired - Fee Related
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2015
- 2015-10-08 CY CY20151100909T patent/CY1116784T1/el unknown
- 2015-11-09 JP JP2015219286A patent/JP6097372B2/ja not_active Expired - Fee Related
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| WO2002089581A1 (en) | 2002-11-14 |
| JP4347573B2 (ja) | 2009-10-21 |
| EP1389909A1 (en) | 2004-02-25 |
| JP2016056177A (ja) | 2016-04-21 |
| JP5883838B2 (ja) | 2016-03-15 |
| JP2014055139A (ja) | 2014-03-27 |
| EP1389909B1 (en) | 2012-07-18 |
| AU2002305336B2 (en) | 2007-11-08 |
| EP1389909A4 (en) | 2005-03-30 |
| CY1116784T1 (el) | 2017-03-15 |
| EP2311466A2 (en) | 2011-04-20 |
| JP5503900B2 (ja) | 2014-05-28 |
| DK2311466T3 (en) | 2015-10-19 |
| JP6097372B2 (ja) | 2017-03-15 |
| CA2445381C (en) | 2013-09-17 |
| JP2009179639A (ja) | 2009-08-13 |
| US20050107344A1 (en) | 2005-05-19 |
| CA2445381A1 (en) | 2002-11-14 |
| CA2827671C (en) | 2016-07-05 |
| JP2005511482A (ja) | 2005-04-28 |
| US7176191B2 (en) | 2007-02-13 |
| US20020032164A1 (en) | 2002-03-14 |
| EP2311466A3 (en) | 2012-04-25 |
| PT2311466E (pt) | 2015-10-27 |
| CA2827671A1 (en) | 2002-11-14 |
| EP2311466B1 (en) | 2015-07-08 |
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