CA2507427A1 - Quaternary ammonium esters for disinfection and preservation - Google Patents
Quaternary ammonium esters for disinfection and preservation Download PDFInfo
- Publication number
- CA2507427A1 CA2507427A1 CA002507427A CA2507427A CA2507427A1 CA 2507427 A1 CA2507427 A1 CA 2507427A1 CA 002507427 A CA002507427 A CA 002507427A CA 2507427 A CA2507427 A CA 2507427A CA 2507427 A1 CA2507427 A1 CA 2507427A1
- Authority
- CA
- Canada
- Prior art keywords
- solution
- iodide
- myristoyloxypropyl
- quaternary ammonium
- trimethylammonium
- 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
Links
- 238000004659 sterilization and disinfection Methods 0.000 title description 20
- 125000001453 quaternary ammonium group Chemical group 0.000 title description 17
- 238000004321 preservation Methods 0.000 title description 6
- 239000000203 mixture Substances 0.000 claims abstract description 36
- -1 quaternary ammonium ester Chemical class 0.000 claims abstract description 31
- 238000000034 method Methods 0.000 claims abstract description 10
- 230000000249 desinfective effect Effects 0.000 claims description 19
- 239000003795 chemical substances by application Substances 0.000 claims description 14
- 230000000813 microbial effect Effects 0.000 claims description 8
- 229910052757 nitrogen Inorganic materials 0.000 claims description 7
- 125000003545 alkoxy group Chemical group 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 6
- 125000001188 haloalkyl group Chemical group 0.000 claims description 6
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 230000003139 buffering effect Effects 0.000 claims description 5
- 229920006395 saturated elastomer Polymers 0.000 claims description 5
- 150000003839 salts Chemical class 0.000 claims description 4
- 150000001336 alkenes Chemical class 0.000 claims description 3
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims description 3
- 125000005081 alkoxyalkoxyalkyl group Chemical group 0.000 claims description 3
- 150000008051 alkyl sulfates Chemical class 0.000 claims description 3
- 125000003118 aryl group Chemical group 0.000 claims description 3
- 125000000732 arylene group Chemical group 0.000 claims description 3
- 125000004104 aryloxy group Chemical group 0.000 claims description 3
- 239000008367 deionised water Substances 0.000 claims description 3
- 229910021641 deionized water Inorganic materials 0.000 claims description 3
- 125000003106 haloaryl group Chemical group 0.000 claims description 3
- CTYRPMDGLDAWRQ-UHFFFAOYSA-N phenyl hydrogen sulfate Chemical compound OS(=O)(=O)OC1=CC=CC=C1 CTYRPMDGLDAWRQ-UHFFFAOYSA-N 0.000 claims description 3
- 239000004094 surface-active agent Substances 0.000 claims description 3
- KWSSKHLCRJIQHB-UHFFFAOYSA-M 3-hexadecanoyloxypropyl(trimethyl)azanium;iodide Chemical compound [I-].CCCCCCCCCCCCCCCC(=O)OCCC[N+](C)(C)C KWSSKHLCRJIQHB-UHFFFAOYSA-M 0.000 claims description 2
- DURAJMQPCFRSMH-UHFFFAOYSA-M benzyl-dimethyl-(3-tetradecanoyloxypropyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCC(=O)OCCC[N+](C)(C)CC1=CC=CC=C1 DURAJMQPCFRSMH-UHFFFAOYSA-M 0.000 claims description 2
- SIFHOVYZKAHKTK-UHFFFAOYSA-M bis(2-hydroxyethyl)-methyl-(2-tetradecanoyloxyethyl)azanium;iodide Chemical compound [I-].CCCCCCCCCCCCCC(=O)OCC[N+](C)(CCO)CCO SIFHOVYZKAHKTK-UHFFFAOYSA-M 0.000 claims description 2
- FCQOZQWAHGKWCJ-UHFFFAOYSA-M butyl-dimethyl-(3-tetradecanoyloxypropyl)azanium;iodide Chemical compound [I-].CCCCCCCCCCCCCC(=O)OCCC[N+](C)(C)CCCC FCQOZQWAHGKWCJ-UHFFFAOYSA-M 0.000 claims description 2
- RKGXWYLJRAJDHH-UHFFFAOYSA-M decyl-dimethyl-(3-tetradecanoyloxypropyl)azanium;iodide Chemical compound [I-].CCCCCCCCCCCCCC(=O)OCCC[N+](C)(C)CCCCCCCCCC RKGXWYLJRAJDHH-UHFFFAOYSA-M 0.000 claims description 2
- KNMJLOFFKJJQPU-UHFFFAOYSA-M dimethyl-pentyl-(3-tetradecanoyloxypropyl)azanium;iodide Chemical compound [I-].CCCCCCCCCCCCCC(=O)OCCC[N+](C)(C)CCCCC KNMJLOFFKJJQPU-UHFFFAOYSA-M 0.000 claims description 2
- BPCLJNHJIMCJMS-UHFFFAOYSA-M dimethyl-propyl-(3-tetradecanoyloxypropyl)azanium;iodide Chemical compound [I-].CCCCCCCCCCCCCC(=O)OCCC[N+](C)(C)CCC BPCLJNHJIMCJMS-UHFFFAOYSA-M 0.000 claims description 2
- AMNAPVUNBOAGAJ-UHFFFAOYSA-M ethyl-dimethyl-(3-tetradecanoyloxypropyl)azanium;iodide Chemical compound [I-].CCCCCCCCCCCCCC(=O)OCCC[N+](C)(C)CC AMNAPVUNBOAGAJ-UHFFFAOYSA-M 0.000 claims description 2
- HBCAXXMNTVMOHT-UHFFFAOYSA-M hexyl-dimethyl-(3-tetradecanoyloxypropyl)azanium;iodide Chemical compound [I-].CCCCCCCCCCCCCC(=O)OCCC[N+](C)(C)CCCCCC HBCAXXMNTVMOHT-UHFFFAOYSA-M 0.000 claims description 2
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 2
- QDHJKXDIQHOTLU-UHFFFAOYSA-M trimethyl(3-octanoyloxypropyl)azanium;iodide Chemical compound [I-].CCCCCCCC(=O)OCCC[N+](C)(C)C QDHJKXDIQHOTLU-UHFFFAOYSA-M 0.000 claims description 2
- WRPGTTVKTPJPOD-UHFFFAOYSA-M trimethyl(3-tetradecanoyloxypropyl)azanium;iodide Chemical compound [I-].CCCCCCCCCCCCCC(=O)OCCC[N+](C)(C)C WRPGTTVKTPJPOD-UHFFFAOYSA-M 0.000 claims description 2
- RDAFABOPTSFUIN-UHFFFAOYSA-M 3-dodecanoyloxypropyl(trimethyl)azanium;iodide Chemical compound [I-].CCCCCCCCCCCC(=O)OCCC[N+](C)(C)C RDAFABOPTSFUIN-UHFFFAOYSA-M 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- MNKNZHMFIWPLCR-UHFFFAOYSA-M trimethyl(3-octadecanoyloxypropyl)azanium;iodide Chemical compound [I-].CCCCCCCCCCCCCCCCCC(=O)OCCC[N+](C)(C)C MNKNZHMFIWPLCR-UHFFFAOYSA-M 0.000 claims 1
- FHMQSGGGFSVSCY-UHFFFAOYSA-M trimethyl-[2-(2-tetradecanoyloxyethoxy)ethyl]azanium;iodide Chemical compound [I-].CCCCCCCCCCCCCC(=O)OCCOCC[N+](C)(C)C FHMQSGGGFSVSCY-UHFFFAOYSA-M 0.000 claims 1
- 239000000243 solution Substances 0.000 description 53
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- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 229960004452 methionine Drugs 0.000 description 1
- 239000012569 microbial contaminant Substances 0.000 description 1
- 239000007758 minimum essential medium Substances 0.000 description 1
- 229910000402 monopotassium phosphate Inorganic materials 0.000 description 1
- IFYDWYVPVAMGRO-UHFFFAOYSA-N n-[3-(dimethylamino)propyl]tetradecanamide Chemical compound CCCCCCCCCCCCCC(=O)NCCCN(C)C IFYDWYVPVAMGRO-UHFFFAOYSA-N 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 231100000344 non-irritating Toxicity 0.000 description 1
- 231100000065 noncytotoxic Toxicity 0.000 description 1
- 230000002020 noncytotoxic effect Effects 0.000 description 1
- 238000001543 one-way ANOVA Methods 0.000 description 1
- 239000002997 ophthalmic solution Substances 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 230000008520 organization Effects 0.000 description 1
- 229940049954 penicillin Drugs 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 1
- 239000008363 phosphate buffer Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000000244 polyoxyethylene sorbitan monooleate Substances 0.000 description 1
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229940068968 polysorbate 80 Drugs 0.000 description 1
- 229920000053 polysorbate 80 Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 239000001103 potassium chloride Substances 0.000 description 1
- 235000011164 potassium chloride Nutrition 0.000 description 1
- 229940069328 povidone Drugs 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 125000004469 siloxy group Chemical group [SiH3]O* 0.000 description 1
- 229940082054 sodium bicarbonate / sodium chloride Drugs 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 210000004215 spore Anatomy 0.000 description 1
- 238000007619 statistical method Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 229960005322 streptomycin Drugs 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 239000012929 tonicity agent Substances 0.000 description 1
- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- VRLSYGGDNSJRFX-UHFFFAOYSA-N trimethyl-[3-(tetradecanoylamino)propyl]azanium;iodide Chemical compound [I-].CCCCCCCCCCCCCC(=O)NCCC[N+](C)(C)C VRLSYGGDNSJRFX-UHFFFAOYSA-N 0.000 description 1
- 108010050327 trypticase-soy broth Proteins 0.000 description 1
- 230000035899 viability Effects 0.000 description 1
- 235000019156 vitamin B Nutrition 0.000 description 1
- 239000011720 vitamin B Substances 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L12/00—Methods or apparatus for disinfecting or sterilising contact lenses; Accessories therefor
- A61L12/08—Methods or apparatus for disinfecting or sterilising contact lenses; Accessories therefor using chemical substances
- A61L12/14—Organic compounds not covered by groups A61L12/10 or A61L12/12
- A61L12/143—Quaternary ammonium compounds
-
- 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
- A61K31/16—Amides, e.g. hydroxamic acids
-
- 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
- A61K31/21—Esters, e.g. nitroglycerine, selenocyanates
- A61K31/215—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids
- A61K31/22—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids of acyclic acids, e.g. pravastatin
-
- 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
- A61K31/21—Esters, e.g. nitroglycerine, selenocyanates
- A61K31/215—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids
- A61K31/22—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids of acyclic acids, e.g. pravastatin
- A61K31/23—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids of acyclic acids, e.g. pravastatin of acids having a carboxyl group bound to a chain of seven or more carbon atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
-
- 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
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Epidemiology (AREA)
- Pharmacology & Pharmacy (AREA)
- Emergency Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- Ophthalmology & Optometry (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Apparatus For Disinfection Or Sterilisation (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Eyeglasses (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US43362402P | 2002-12-13 | 2002-12-13 | |
| US60/433/624 | 2002-12-13 | ||
| US10/412,796 | 2003-04-11 | ||
| US10/412,796 US20040115160A1 (en) | 2002-12-13 | 2003-04-11 | Quaternary ammonium esters for disinfection and preservation |
| PCT/US2003/038434 WO2004054630A1 (en) | 2002-12-13 | 2003-12-03 | Quaternary ammonium esters for disinfection and preservation |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2507427A1 true CA2507427A1 (en) | 2004-07-01 |
Family
ID=32511309
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002507427A Abandoned CA2507427A1 (en) | 2002-12-13 | 2003-12-03 | Quaternary ammonium esters for disinfection and preservation |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US20040115160A1 (https=) |
| EP (1) | EP1587553B1 (https=) |
| JP (1) | JP2006516968A (https=) |
| AT (1) | ATE424853T1 (https=) |
| AU (1) | AU2003298850A1 (https=) |
| CA (1) | CA2507427A1 (https=) |
| DE (1) | DE60326648D1 (https=) |
| TW (1) | TW200500101A (https=) |
| WO (1) | WO2004054630A1 (https=) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20070149428A1 (en) * | 2005-12-14 | 2007-06-28 | Bausch & Lomb Incorporated | Method of Packaging a Lens |
| US20070142478A1 (en) * | 2005-12-21 | 2007-06-21 | Erning Xia | Combination antimicrobial composition and method of use |
| US20070140897A1 (en) * | 2005-12-21 | 2007-06-21 | Hongna Wang | Ph stable biguanide composition and method of treatment and prevention of infections |
| FR2926979B1 (fr) * | 2008-02-04 | 2010-12-17 | Oreal | Nouveaux composes cationiques, compositions les comprenant, utilisation comme conditionneur, et procede de traitement cosmetique. |
| US8093352B2 (en) * | 2008-08-05 | 2012-01-10 | Alcon Research, Ltd. | Polyalkylene oxide polyquaternary ammonium biocides |
| US9999633B2 (en) | 2013-04-09 | 2018-06-19 | International Business Machines Corporation | Antimicrobial cationic polycarbonates |
| US9357772B2 (en) * | 2013-04-09 | 2016-06-07 | International Business Machines Corporation | Antimicrobial cationic polycarbonates |
| JP2013177635A (ja) * | 2013-06-10 | 2013-09-09 | Hitachi Chemical Co Ltd | プリプレグの製造方法、プリプレグ、金属張り積層板及び印刷配線板 |
| JP6537328B2 (ja) * | 2014-04-09 | 2019-07-03 | 花王株式会社 | アミノ酸系農薬用効力増強剤組成物 |
Family Cites Families (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2380877A (en) * | 1945-07-31 | xcoox | ||
| USB724600I5 (https=) * | 1968-04-26 | |||
| US3884826A (en) * | 1973-07-20 | 1975-05-20 | Barnes Hind Pharm Inc | Thixotropic cleaning agent for hard contact lenses |
| US3910971A (en) * | 1974-07-12 | 1975-10-07 | Commercial Solvents Corp | Bacteriostatic compounds |
| US3989711A (en) * | 1975-09-22 | 1976-11-02 | Interx Research Corporation | Soft quaternary surface active agents exhibiting antibacterial activity |
| US4222905A (en) * | 1978-06-26 | 1980-09-16 | The Procter & Gamble Company | Laundry detergent compositions having enhanced particulate soil removal performance |
| US4127423A (en) * | 1977-09-13 | 1978-11-28 | Burton, Parsons And Company, Inc. | Contact lens cleaning solution |
| GR66580B (https=) * | 1978-01-11 | 1981-03-27 | Procter & Gamble | |
| US4323467A (en) * | 1980-11-24 | 1982-04-06 | Syntex (U.S.A.) Inc. | Contact lens cleaning, storing and wetting solutions |
| US4820352A (en) * | 1983-01-10 | 1989-04-11 | Bausch & Lomb Incorporated | Cleaning and conditioning solutions for contact lenses and methods of use |
| US4824867A (en) * | 1986-08-08 | 1989-04-25 | Smith Kim R | Quaternary ammonium compounds |
| US5009892A (en) * | 1989-03-03 | 1991-04-23 | Mckinzie James W | Rapid miosis with control of intraocular pressure |
| EP0766970A3 (en) * | 1990-12-27 | 2000-02-23 | Allergan, Inc | Method and composition for disinfecting contact lenses |
| US5631005A (en) * | 1994-09-21 | 1997-05-20 | Alcon Laboratories, Inc. | Use of amidoamines in ophthalmic compositions |
| US5393491A (en) * | 1993-09-22 | 1995-02-28 | Alcon Laboratories, Inc. | Use of amidoamines in ophthalmic compositions |
| US5683993A (en) * | 1995-06-22 | 1997-11-04 | Ciba Vision Corporation | Compositions and methods for stabilizing polymers |
| US5858937A (en) * | 1996-02-28 | 1999-01-12 | Bausch & Lomb Incorporated | Treatment of contact lenses with aqueous solution including phosphonic compounds |
| JP3989054B2 (ja) * | 1996-07-29 | 2007-10-10 | 株式会社メニコン | コンタクトレンズ用洗浄材 |
| PT948357E (pt) * | 1996-12-13 | 2002-10-31 | Alcon Lab Inc | Utilizacao de amino alcoois de baixo peso molecular em composicoes oftalmicas |
| JP3402570B2 (ja) * | 1997-07-11 | 2003-05-06 | 株式会社メニコン | コンタクトレンズ用洗浄材 |
| DE19742222A1 (de) * | 1997-09-24 | 1999-04-01 | Henkel Kgaa | Verwendung von quaternären Carbonsäurealkanolaminestersalzen als mikrobizide Wirkstoffe |
-
2003
- 2003-04-11 US US10/412,796 patent/US20040115160A1/en not_active Abandoned
- 2003-12-03 AU AU2003298850A patent/AU2003298850A1/en not_active Abandoned
- 2003-12-03 JP JP2005508303A patent/JP2006516968A/ja active Pending
- 2003-12-03 EP EP03796608A patent/EP1587553B1/en not_active Expired - Lifetime
- 2003-12-03 AT AT03796608T patent/ATE424853T1/de not_active IP Right Cessation
- 2003-12-03 DE DE60326648T patent/DE60326648D1/de not_active Expired - Lifetime
- 2003-12-03 WO PCT/US2003/038434 patent/WO2004054630A1/en not_active Ceased
- 2003-12-03 CA CA002507427A patent/CA2507427A1/en not_active Abandoned
- 2003-12-12 TW TW092135253A patent/TW200500101A/zh unknown
Also Published As
| Publication number | Publication date |
|---|---|
| JP2006516968A (ja) | 2006-07-13 |
| DE60326648D1 (de) | 2009-04-23 |
| EP1587553B1 (en) | 2009-03-11 |
| EP1587553A1 (en) | 2005-10-26 |
| ATE424853T1 (de) | 2009-03-15 |
| TW200500101A (en) | 2005-01-01 |
| WO2004054630A1 (en) | 2004-07-01 |
| WO2004054630A8 (en) | 2005-09-15 |
| US20040115160A1 (en) | 2004-06-17 |
| AU2003298850A1 (en) | 2004-07-09 |
| AU2003298850A8 (en) | 2004-07-09 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| FZDE | Discontinued | ||
| FZDE | Discontinued |
Effective date: 20100323 |