CA2716268C - Composition and method for irrigation of a prepared dental root canal - Google Patents
Composition and method for irrigation of a prepared dental root canal Download PDFInfo
- Publication number
- CA2716268C CA2716268C CA2716268A CA2716268A CA2716268C CA 2716268 C CA2716268 C CA 2716268C CA 2716268 A CA2716268 A CA 2716268A CA 2716268 A CA2716268 A CA 2716268A CA 2716268 C CA2716268 C CA 2716268C
- Authority
- CA
- Canada
- Prior art keywords
- composition
- chlorhexidine
- weight
- percent
- tetraacetic acid
- 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.)
- Active
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 125
- 238000000034 method Methods 0.000 title claims abstract description 33
- 210000004746 tooth root Anatomy 0.000 title abstract description 4
- 230000002262 irrigation Effects 0.000 title description 14
- 238000003973 irrigation Methods 0.000 title description 14
- GHXZTYHSJHQHIJ-UHFFFAOYSA-N Chlorhexidine Chemical compound C=1C=C(Cl)C=CC=1NC(N)=NC(N)=NCCCCCCN=C(N)N=C(N)NC1=CC=C(Cl)C=C1 GHXZTYHSJHQHIJ-UHFFFAOYSA-N 0.000 claims abstract description 91
- 229960003260 chlorhexidine Drugs 0.000 claims abstract description 88
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical group OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 claims abstract description 72
- LZZYPRNAOMGNLH-UHFFFAOYSA-M Cetrimonium bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)C LZZYPRNAOMGNLH-UHFFFAOYSA-M 0.000 claims abstract description 44
- 150000003839 salts Chemical class 0.000 claims abstract description 37
- 208000002599 Smear Layer Diseases 0.000 claims abstract description 31
- 210000004262 dental pulp cavity Anatomy 0.000 claims description 26
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 24
- 239000000243 solution Substances 0.000 claims description 19
- 239000007864 aqueous solution Substances 0.000 claims description 13
- 238000009412 basement excavation Methods 0.000 claims description 9
- 239000005708 Sodium hypochlorite Substances 0.000 claims description 4
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 claims description 4
- RARSHUDCJQSEFJ-UHFFFAOYSA-N p-Hydroxypropiophenone Chemical group CCC(=O)C1=CC=C(O)C=C1 RARSHUDCJQSEFJ-UHFFFAOYSA-N 0.000 claims description 2
- 230000001954 sterilising effect Effects 0.000 claims description 2
- 238000004659 sterilization and disinfection Methods 0.000 abstract description 4
- 229960002798 cetrimide Drugs 0.000 description 16
- 241000194032 Enterococcus faecalis Species 0.000 description 12
- 241000894006 Bacteria Species 0.000 description 11
- 238000002360 preparation method Methods 0.000 description 11
- 230000000844 anti-bacterial effect Effects 0.000 description 9
- 208000004480 periapical periodontitis Diseases 0.000 description 9
- 210000004027 cell Anatomy 0.000 description 8
- 239000012153 distilled water Substances 0.000 description 8
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 6
- 239000000645 desinfectant Substances 0.000 description 6
- 229940032049 enterococcus faecalis Drugs 0.000 description 6
- 230000004054 inflammatory process Effects 0.000 description 6
- 206010061218 Inflammation Diseases 0.000 description 5
- 210000000170 cell membrane Anatomy 0.000 description 5
- 208000015181 infectious disease Diseases 0.000 description 5
- 244000005700 microbiome Species 0.000 description 5
- SGKRLCUYIXIAHR-AKNGSSGZSA-N (4s,4ar,5s,5ar,6r,12ar)-4-(dimethylamino)-1,5,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4a,5,5a,6-tetrahydro-4h-tetracene-2-carboxamide Chemical compound C1=CC=C2[C@H](C)[C@@H]([C@H](O)[C@@H]3[C@](C(O)=C(C(N)=O)C(=O)[C@H]3N(C)C)(O)C3=O)C3=C(O)C2=C1O SGKRLCUYIXIAHR-AKNGSSGZSA-N 0.000 description 4
- 229960003722 doxycycline Drugs 0.000 description 4
- 238000001000 micrograph Methods 0.000 description 4
- 230000001338 necrotic effect Effects 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 230000001580 bacterial effect Effects 0.000 description 3
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 208000002925 dental caries Diseases 0.000 description 3
- 230000035876 healing Effects 0.000 description 3
- 230000003902 lesion Effects 0.000 description 3
- 244000005706 microflora Species 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 230000004083 survival effect Effects 0.000 description 3
- 201000004328 Pulpitis Diseases 0.000 description 2
- 206010037464 Pulpitis dental Diseases 0.000 description 2
- PQLVXDKIJBQVDF-UHFFFAOYSA-N acetic acid;hydrate Chemical compound O.CC(O)=O PQLVXDKIJBQVDF-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 230000009471 action Effects 0.000 description 2
- 230000003115 biocidal effect Effects 0.000 description 2
- 239000000920 calcium hydroxide Substances 0.000 description 2
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 2
- 210000002421 cell wall Anatomy 0.000 description 2
- 230000001419 dependent effect Effects 0.000 description 2
- 238000001514 detection method Methods 0.000 description 2
- -1 hydroxyl ions Chemical class 0.000 description 2
- WQYVRQLZKVEZGA-UHFFFAOYSA-N hypochlorite Chemical compound Cl[O-] WQYVRQLZKVEZGA-UHFFFAOYSA-N 0.000 description 2
- 150000002497 iodine compounds Chemical class 0.000 description 2
- 239000012528 membrane Substances 0.000 description 2
- 230000000813 microbial effect Effects 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 238000001556 precipitation Methods 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 102000004169 proteins and genes Human genes 0.000 description 2
- 108090000623 proteins and genes Proteins 0.000 description 2
- 241000894007 species Species 0.000 description 2
- 210000005253 yeast cell Anatomy 0.000 description 2
- BDOYKFSQFYNPKF-UHFFFAOYSA-N 2-[2-[bis(carboxymethyl)amino]ethyl-(carboxymethyl)amino]acetic acid;sodium Chemical compound [Na].[Na].OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O BDOYKFSQFYNPKF-UHFFFAOYSA-N 0.000 description 1
- 230000006820 DNA synthesis Effects 0.000 description 1
- 206010012327 Dental necrosis Diseases 0.000 description 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical compound [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 1
- 239000003109 Disodium ethylene diamine tetraacetate Substances 0.000 description 1
- 241000194029 Enterococcus hirae Species 0.000 description 1
- 241000233866 Fungi Species 0.000 description 1
- 102100021904 Potassium-transporting ATPase alpha chain 1 Human genes 0.000 description 1
- 108010083204 Proton Pumps Proteins 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 239000004098 Tetracycline Substances 0.000 description 1
- 241000700605 Viruses Species 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- FRTNIYVUDIHXPG-UHFFFAOYSA-N acetic acid;ethane-1,2-diamine Chemical class CC(O)=O.CC(O)=O.CC(O)=O.CC(O)=O.NCCN FRTNIYVUDIHXPG-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 239000003242 anti bacterial agent Substances 0.000 description 1
- 230000000845 anti-microbial effect Effects 0.000 description 1
- 230000002337 anti-port Effects 0.000 description 1
- 230000000840 anti-viral effect Effects 0.000 description 1
- 239000000427 antigen Substances 0.000 description 1
- 102000036639 antigens Human genes 0.000 description 1
- 108091007433 antigens Proteins 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 210000004666 bacterial spore Anatomy 0.000 description 1
- 230000003385 bacteriostatic effect Effects 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229940082649 blood substitutes and perfusion irrigating solutions Drugs 0.000 description 1
- 230000030833 cell death Effects 0.000 description 1
- WDRFFJWBUDTUCA-UHFFFAOYSA-N chlorhexidine acetate Chemical compound CC(O)=O.CC(O)=O.C=1C=C(Cl)C=CC=1NC(N)=NC(N)=NCCCCCCN=C(N)N=C(N)NC1=CC=C(Cl)C=C1 WDRFFJWBUDTUCA-UHFFFAOYSA-N 0.000 description 1
- 229960001884 chlorhexidine diacetate Drugs 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 230000001332 colony forming effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 208000007147 dental pulp necrosis Diseases 0.000 description 1
- 230000000249 desinfective effect Effects 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 235000019301 disodium ethylene diamine tetraacetate Nutrition 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000012458 free base Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- QWPPOHNGKGFGJK-UHFFFAOYSA-N hypochlorous acid Chemical compound ClO QWPPOHNGKGFGJK-UHFFFAOYSA-N 0.000 description 1
- 210000000987 immune system Anatomy 0.000 description 1
- 238000000338 in vitro Methods 0.000 description 1
- 230000001524 infective effect Effects 0.000 description 1
- 230000036512 infertility Effects 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000003834 intracellular effect Effects 0.000 description 1
- 239000013010 irrigating solution Substances 0.000 description 1
- 229940113601 irrigation solution Drugs 0.000 description 1
- 239000002085 irritant Substances 0.000 description 1
- 231100000021 irritant Toxicity 0.000 description 1
- 230000007794 irritation Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000010534 mechanism of action Effects 0.000 description 1
- 239000000693 micelle Substances 0.000 description 1
- 210000000214 mouth Anatomy 0.000 description 1
- 239000002773 nucleotide Substances 0.000 description 1
- 125000003729 nucleotide group Chemical group 0.000 description 1
- 235000015097 nutrients Nutrition 0.000 description 1
- 230000010627 oxidative phosphorylation Effects 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 1
- 229920000053 polysorbate 80 Polymers 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 239000000684 root canal irrigant Substances 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 210000004215 spore Anatomy 0.000 description 1
- 239000011550 stock solution Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 229960002180 tetracycline Drugs 0.000 description 1
- 229930101283 tetracycline Natural products 0.000 description 1
- 235000019364 tetracycline Nutrition 0.000 description 1
- 150000003522 tetracyclines Chemical class 0.000 description 1
- 210000005239 tubule Anatomy 0.000 description 1
- 241001148471 unidentified anaerobic bacterium Species 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K6/00—Preparations for dentistry
- A61K6/50—Preparations specially adapted for dental root treatment
- A61K6/52—Cleaning; Disinfecting
-
- 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
- A61K31/13—Amines
- A61K31/14—Quaternary ammonium compounds, e.g. edrophonium, choline
-
- 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
- A61K31/13—Amines
- A61K31/155—Amidines (), e.g. guanidine (H2N—C(=NH)—NH2), isourea (N=C(OH)—NH2), isothiourea (—N=C(SH)—NH2)
-
- 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
- A61K31/185—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
- A61K31/198—Alpha-amino acids, e.g. alanine or edetic acid [EDTA]
-
- 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
- A61P1/02—Stomatological preparations, e.g. drugs for caries, aphtae, periodontitis
-
- 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
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q11/00—Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
-
- 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
- A61K9/0053—Mouth and digestive tract, i.e. intraoral and peroral administration
- A61K9/0063—Periodont
Landscapes
- Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Oral & Maxillofacial Surgery (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Cosmetics (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US3125408P | 2008-02-25 | 2008-02-25 | |
| US61/031,254 | 2008-02-25 | ||
| PCT/CA2009/000218 WO2009105874A1 (en) | 2008-02-25 | 2009-02-25 | Composition and method for irrigation of a prepared dental root canal |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2716268A1 CA2716268A1 (en) | 2009-09-03 |
| CA2716268C true CA2716268C (en) | 2012-05-22 |
Family
ID=41015473
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2716268A Active CA2716268C (en) | 2008-02-25 | 2009-02-25 | Composition and method for irrigation of a prepared dental root canal |
Country Status (7)
| Country | Link |
|---|---|
| US (3) | US8648062B2 (enExample) |
| EP (1) | EP2259784B1 (enExample) |
| JP (1) | JP5622591B2 (enExample) |
| AU (1) | AU2009219063B2 (enExample) |
| CA (1) | CA2716268C (enExample) |
| ES (1) | ES2557354T3 (enExample) |
| WO (1) | WO2009105874A1 (enExample) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9717657B2 (en) * | 2012-10-24 | 2017-08-01 | Amy Dukoff | Composition and method of using medicament for endodontic irrigation, stem cell preparations and tissue regeneration |
| EP2950777B1 (en) * | 2013-01-30 | 2021-06-23 | Straumann Holding AG | Periodontal disease treatment |
| RU2540512C1 (ru) * | 2013-11-08 | 2015-02-10 | Михаил Валентинович Снегирев | Способ комплексной медикаментозной обработки корневого канала зуба |
| RU2566066C1 (ru) * | 2014-10-16 | 2015-10-20 | Михаил Валентинович Снегирев | Способ комплексной медикаментозной обработки корневого канала зуба |
| RU2621392C1 (ru) * | 2016-05-04 | 2017-06-05 | Дмитрий Петрович Волков | Способ лечения острого и хронического верхушечного периодонтита |
| EP3773418A2 (en) * | 2018-03-27 | 2021-02-17 | DENTSPLY SIRONA Inc. | Methods of treatment of the dental pulp and filling root canals using anti inflammatory rinse solution and filling composition |
| RU2729726C1 (ru) * | 2019-12-26 | 2020-08-11 | федеральное государственное бюджетное образовательное учреждение высшего образования "Тверской государственный медицинский университет" Министерства здравоохранения Российской Федерации | Способ противомикробной обработки дентина корня зуба при эндодонтическом лечении пульпита и периодонтита |
| TR2021017477A2 (tr) * | 2021-11-09 | 2021-11-22 | Istanbul Aydin Ueniversitesi | Doğal ve vegan i̇rri̇gasyon solüsyonu |
| EP4205722A1 (de) | 2021-12-29 | 2023-07-05 | Ivoclar Vivadent AG | Selbsthaftender dentaler kompositzement mit guter transparenz |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6365131B1 (en) * | 1997-10-31 | 2002-04-02 | J. B. Chemicals & Pharmaceuticals Ltd. | Pharmaceutical dental formulation for topical application of metronidazole benzoate, chlorhexidine gluconate and local anesthetic |
| DE10052322A1 (de) * | 2000-10-21 | 2002-05-02 | Degussa | Wasserlösliche chlorhexidinhaltige Zusammensetzungen und deren Verwendung |
| GB0720574D0 (en) * | 2007-10-19 | 2007-11-28 | Magenta Trading Ltd | Water-based skin products |
-
2009
- 2009-02-25 CA CA2716268A patent/CA2716268C/en active Active
- 2009-02-25 AU AU2009219063A patent/AU2009219063B2/en active Active
- 2009-02-25 ES ES09716002.2T patent/ES2557354T3/es active Active
- 2009-02-25 WO PCT/CA2009/000218 patent/WO2009105874A1/en not_active Ceased
- 2009-02-25 EP EP09716002.2A patent/EP2259784B1/en active Active
- 2009-02-25 JP JP2010547928A patent/JP5622591B2/ja active Active
-
2010
- 2010-08-25 US US12/868,457 patent/US8648062B2/en active Active
-
2011
- 2011-12-19 US US13/330,021 patent/US8455473B2/en active Active
-
2013
- 2013-12-19 US US14/135,226 patent/US8895621B2/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| AU2009219063B2 (en) | 2014-03-13 |
| EP2259784A4 (en) | 2011-04-06 |
| JP2011513247A (ja) | 2011-04-28 |
| US8455473B2 (en) | 2013-06-04 |
| WO2009105874A1 (en) | 2009-09-03 |
| AU2009219063A1 (en) | 2009-09-03 |
| EP2259784B1 (en) | 2015-11-11 |
| ES2557354T3 (es) | 2016-01-25 |
| US20140107214A1 (en) | 2014-04-17 |
| EP2259784A1 (en) | 2010-12-15 |
| US8895621B2 (en) | 2014-11-25 |
| US20110054036A1 (en) | 2011-03-03 |
| US8648062B2 (en) | 2014-02-11 |
| US20120101166A1 (en) | 2012-04-26 |
| HK1150768A1 (en) | 2012-01-13 |
| JP5622591B2 (ja) | 2014-11-12 |
| CA2716268A1 (en) | 2009-09-03 |
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