CA2809022C - Phospholipid depot - Google Patents
Phospholipid depot Download PDFInfo
- Publication number
- CA2809022C CA2809022C CA2809022A CA2809022A CA2809022C CA 2809022 C CA2809022 C CA 2809022C CA 2809022 A CA2809022 A CA 2809022A CA 2809022 A CA2809022 A CA 2809022A CA 2809022 C CA2809022 C CA 2809022C
- Authority
- CA
- Canada
- Prior art keywords
- depot
- water
- viscosity
- vancomycin
- gentamicin
- 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.)
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- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 150000008103 phosphatidic acids Chemical class 0.000 description 1
- 125000002525 phosphocholine group Chemical class OP(=O)(OCC[N+](C)(C)C)O* 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- AERBNCYCJBRYDG-KSZLIROESA-N phytosphingosine Chemical compound CCCCCCCCCCCCCC[C@@H](O)[C@@H](O)[C@@H](N)CO AERBNCYCJBRYDG-KSZLIROESA-N 0.000 description 1
- 229940033329 phytosphingosine Drugs 0.000 description 1
- 238000013310 pig model Methods 0.000 description 1
- 208000004593 pneumococcal meningitis Diseases 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
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- 238000002360 preparation method Methods 0.000 description 1
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- 238000011002 quantification Methods 0.000 description 1
- GHBFNMLVSPCDGN-UHFFFAOYSA-N rac-1-monooctanoylglycerol Chemical compound CCCCCCCC(=O)OCC(O)CO GHBFNMLVSPCDGN-UHFFFAOYSA-N 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
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- 235000003441 saturated fatty acids Nutrition 0.000 description 1
- 238000000646 scanning calorimetry Methods 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 210000002966 serum Anatomy 0.000 description 1
- FGGPAWQCCGEWTJ-UHFFFAOYSA-M sodium;2,3-bis(sulfanyl)propane-1-sulfonate Chemical compound [Na+].[O-]S(=O)(=O)CC(S)CS FGGPAWQCCGEWTJ-UHFFFAOYSA-M 0.000 description 1
- YNQYZBDRJZVSJE-UHFFFAOYSA-M sodium;2,3-dihydroxypropyl 2,3-di(octadecanoyloxy)propyl phosphate Chemical compound [Na+].CCCCCCCCCCCCCCCCCC(=O)OCC(COP([O-])(=O)OCC(O)CO)OC(=O)CCCCCCCCCCCCCCCCC YNQYZBDRJZVSJE-UHFFFAOYSA-M 0.000 description 1
- QLNOOKSBAYIHQI-SKZICHJRSA-M sodium;2,3-dihydroxypropyl [(2r)-2,3-di(tetradecanoyloxy)propyl] phosphate Chemical compound [Na+].CCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC(O)CO)OC(=O)CCCCCCCCCCCCC QLNOOKSBAYIHQI-SKZICHJRSA-M 0.000 description 1
- IUVFCFQZFCOKRC-IPKKNMRRSA-M sodium;[(2r)-2,3-bis[[(z)-octadec-9-enoyl]oxy]propyl] 2,3-dihydroxypropyl phosphate Chemical compound [Na+].CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC(O)CO)OC(=O)CCCCCCC\C=C/CCCCCCCC IUVFCFQZFCOKRC-IPKKNMRRSA-M 0.000 description 1
- LDWIWSHBGAIIMV-ODZMYOIVSA-M sodium;[(2r)-2,3-di(hexadecanoyloxy)propyl] 2,3-dihydroxypropyl phosphate Chemical compound [Na+].CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC(O)CO)OC(=O)CCCCCCCCCCCCCCC LDWIWSHBGAIIMV-ODZMYOIVSA-M 0.000 description 1
- ALPWRKFXEOAUDR-GKEJWYBXSA-M sodium;[(2r)-2,3-di(octadecanoyloxy)propyl] hydrogen phosphate Chemical compound [Na+].CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)([O-])=O)OC(=O)CCCCCCCCCCCCCCCCC ALPWRKFXEOAUDR-GKEJWYBXSA-M 0.000 description 1
- ALPWRKFXEOAUDR-JFRIYMKVSA-M sodium;[(2s)-2,3-di(octadecanoyloxy)propyl] hydrogen phosphate Chemical compound [Na+].CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](COP(O)([O-])=O)OC(=O)CCCCCCCCCCCCCCCCC ALPWRKFXEOAUDR-JFRIYMKVSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
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- 235000012424 soybean oil Nutrition 0.000 description 1
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- WWUZIQQURGPMPG-KRWOKUGFSA-N sphingosine Chemical compound CCCCCCCCCCCCC\C=C\[C@@H](O)[C@@H](N)CO WWUZIQQURGPMPG-KRWOKUGFSA-N 0.000 description 1
- 238000013112 stability test Methods 0.000 description 1
- 238000011146 sterile filtration Methods 0.000 description 1
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- 239000001384 succinic acid Substances 0.000 description 1
- 239000002600 sunflower oil Substances 0.000 description 1
- 238000007910 systemic administration Methods 0.000 description 1
- 231100000057 systemic toxicity Toxicity 0.000 description 1
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- 238000004448 titration Methods 0.000 description 1
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- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 1
- VLPFTAMPNXLGLX-UHFFFAOYSA-N trioctanoin Chemical compound CCCCCCCC(=O)OCC(OC(=O)CCCCCCC)COC(=O)CCCCCCC VLPFTAMPNXLGLX-UHFFFAOYSA-N 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- MYPYJXKWCTUITO-LYRMYLQWSA-N vancomycin Chemical compound O([C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OC1=C2C=C3C=C1OC1=CC=C(C=C1Cl)[C@@H](O)[C@H](C(N[C@@H](CC(N)=O)C(=O)N[C@H]3C(=O)N[C@H]1C(=O)N[C@H](C(N[C@@H](C3=CC(O)=CC(O)=C3C=3C(O)=CC=C1C=3)C(O)=O)=O)[C@H](O)C1=CC=C(C(=C1)Cl)O2)=O)NC(=O)[C@@H](CC(C)C)NC)[C@H]1C[C@](C)(N)[C@H](O)[C@H](C)O1 MYPYJXKWCTUITO-LYRMYLQWSA-N 0.000 description 1
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- OIWCYIUQAVBPGV-DAQGAKHBSA-N {1-O-hexadecanoyl-2-O-[(Z)-octadec-9-enoyl]-sn-glycero-3-phospho}serine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OC[C@H](N)C(O)=O)OC(=O)CCCCCCC\C=C/CCCCCCCC OIWCYIUQAVBPGV-DAQGAKHBSA-N 0.000 description 1
Classifications
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- A61K31/7036—Compounds having saccharide radicals attached to non-saccharide compounds by glycosidic linkages attached to a carbocyclic compound, e.g. phloridzin having at least one amino group directly attached to the carbocyclic ring, e.g. streptomycin, gentamycin, amikacin, validamycin, fortimicins
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- A61K47/24—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing atoms other than carbon, hydrogen, oxygen, halogen, nitrogen or sulfur, e.g. cyclomethicone or phospholipids
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- A61K9/0019—Injectable compositions; Intramuscular, intravenous, arterial, subcutaneous administration; Compositions to be administered through the skin in an invasive manner
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- A61K9/145—Intimate drug-carrier mixtures characterised by the carrier, e.g. ordered mixtures, adsorbates, solid solutions, eutectica, co-dried, co-solubilised, co-kneaded, co-milled, co-ground products, co-precipitates, co-evaporates, co-extrudates, co-melts; Drug nanoparticles with adsorbed surface modifiers with organic compounds
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- A61K9/16—Agglomerates; Granulates; Microbeadlets ; Microspheres; Pellets; Solid products obtained by spray drying, spray freeze drying, spray congealing,(multiple) emulsion solvent evaporation or extraction
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- A61K9/16—Agglomerates; Granulates; Microbeadlets ; Microspheres; Pellets; Solid products obtained by spray drying, spray freeze drying, spray congealing,(multiple) emulsion solvent evaporation or extraction
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- A61K9/16—Agglomerates; Granulates; Microbeadlets ; Microspheres; Pellets; Solid products obtained by spray drying, spray freeze drying, spray congealing,(multiple) emulsion solvent evaporation or extraction
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
- Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
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- Chemical Kinetics & Catalysis (AREA)
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- Proteomics, Peptides & Aminoacids (AREA)
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- Immunology (AREA)
- Biomedical Technology (AREA)
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- Organic Chemistry (AREA)
- Oncology (AREA)
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- Communicable Diseases (AREA)
- Medicinal Preparation (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
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Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
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| US37550210P | 2010-08-20 | 2010-08-20 | |
| US61/375,502 | 2010-08-20 | ||
| PCT/US2010/061015 WO2012023955A1 (en) | 2010-08-20 | 2010-12-17 | Phospholipid depot |
Publications (2)
| Publication Number | Publication Date |
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| CA2809022A1 CA2809022A1 (en) | 2012-02-23 |
| CA2809022C true CA2809022C (en) | 2017-01-03 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2809022A Active CA2809022C (en) | 2010-08-20 | 2010-12-17 | Phospholipid depot |
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| Country | Link |
|---|---|
| US (4) | US9132144B2 (enExample) |
| EP (1) | EP2605751A1 (enExample) |
| JP (1) | JP5752248B2 (enExample) |
| KR (1) | KR101793101B1 (enExample) |
| CN (1) | CN103179951B (enExample) |
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| MX (1) | MX366099B (enExample) |
| NZ (1) | NZ608210A (enExample) |
| RU (1) | RU2595865C2 (enExample) |
| WO (1) | WO2012023955A1 (enExample) |
| ZA (1) | ZA201301833B (enExample) |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US11097058B2 (en) | 2018-06-15 | 2021-08-24 | James T. Doubet | Syringe adapter for medication |
| US11337894B2 (en) | 2018-06-15 | 2022-05-24 | James T. Doubet | Syringe adapter for animal medication |
| US11090444B2 (en) | 2018-06-15 | 2021-08-17 | James T. Doubet | Syringe adapter for medication |
| US10709850B2 (en) | 2018-06-15 | 2020-07-14 | James T. Doubet | Syringe adapter for medication |
| ES2798263T3 (es) | 2005-12-08 | 2020-12-10 | Insmed Inc | Composiciones a base de lípidos de antiinfecciosos para tratar infecciones pulmonares |
| US9119783B2 (en) | 2007-05-07 | 2015-09-01 | Insmed Incorporated | Method of treating pulmonary disorders with liposomal amikacin formulations |
| CA2809022C (en) * | 2010-08-20 | 2017-01-03 | Dr. Reddy`S Laboratories, Inc. | Phospholipid depot |
| JP5877843B2 (ja) * | 2010-10-22 | 2016-03-08 | ドクター レディズ ラボラトリーズ， インコーポレイテッド | 創傷を処置するための保存に安定した粘性リン脂質デポーの使用 |
| CA2871821C (en) | 2012-05-10 | 2021-01-12 | Painreform Ltd. | Depot formulations of a local anesthetic and methods for preparation thereof |
| WO2014085526A1 (en) | 2012-11-29 | 2014-06-05 | Insmed Incorporated | Stabilized vancomycin formulations |
| CN106456704A (zh) | 2014-04-16 | 2017-02-22 | Veyx-药物有限公司 | 兽药组合物和其应用 |
| EP3131592A4 (en) * | 2014-04-16 | 2017-12-27 | Biomet Manufacturing, LLC | Methods for coating implant surfaces to treat surgical infections |
| EP3137080B1 (en) | 2014-04-28 | 2019-09-04 | Orphomed, Inc. | Pharmaceutically active dimers linked through phenolic hydroxyl groups |
| PL3142643T3 (pl) | 2014-05-15 | 2019-12-31 | Insmed Incorporated | Sposoby leczenia zakażeń płuc prątkami niegruźliczymi |
| US20170165374A1 (en) * | 2015-11-18 | 2017-06-15 | Insmed, Inc. | Compositions and methods for treating bacterial infections |
| CN107522735A (zh) * | 2017-09-21 | 2017-12-29 | 安徽元创科技有限公司 | 以溶剂法生产低粘度磷脂产品的方法 |
| EP3773505A4 (en) | 2018-03-30 | 2021-12-22 | Insmed Incorporated | PROCESS FOR THE CONTINUOUS MANUFACTURING OF LIPOSOMAL MEDICINAL PRODUCTS |
| AU2019262117C1 (en) | 2018-05-02 | 2024-12-05 | Insmed Incorporated | Methods for the manufacture of liposomal drug formulations |
| USD890925S1 (en) | 2018-06-15 | 2020-07-21 | James T. Doubet | Syringe adapter for medication |
| US20190388625A1 (en) | 2018-06-15 | 2019-12-26 | James T. Doubet | Syringe adapter for medication |
| WO2020086332A1 (en) * | 2018-10-21 | 2020-04-30 | Doubet James T | Syringe adapter for medication |
| US20220096503A1 (en) * | 2019-01-11 | 2022-03-31 | University Of Washington | Combination pharmaceutical compositions and methods thereof |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4252793A (en) | 1979-06-18 | 1981-02-24 | American Lecithin Company | Injectable lecithin preparation |
| NZ223660A (en) | 1987-03-05 | 1990-11-27 | Liposome Co Inc | Low toxicity drug-lipid complexes; methods of making them; and method of determining their toxicity |
| CH681427A5 (enExample) | 1987-07-01 | 1993-03-31 | Zambon Spa | |
| SI9300468A (en) | 1992-10-14 | 1994-06-30 | Hoffmann La Roche | Injectable composition for the sustained release of biologically active compounds |
| US5672358A (en) * | 1994-06-21 | 1997-09-30 | Ascent Pharmaceuticals, Inc. | Controlled release aqueous emulsion |
| JPH0881360A (ja) * | 1994-07-13 | 1996-03-26 | Wakamoto Pharmaceut Co Ltd | 安定な脂肪乳剤 |
| US5693337A (en) | 1994-07-13 | 1997-12-02 | Wakamoto Pharmaceutical Co., Ltd. | Stable lipid emulsion |
| US5660854A (en) | 1994-11-28 | 1997-08-26 | Haynes; Duncan H | Drug releasing surgical implant or dressing material |
| US6720001B2 (en) * | 1999-10-18 | 2004-04-13 | Lipocine, Inc. | Emulsion compositions for polyfunctional active ingredients |
| IL139177A0 (en) | 2000-10-20 | 2001-11-25 | S C Republic Dev S R L | Sustained release drug delivery system |
| US20050049209A1 (en) * | 2003-08-06 | 2005-03-03 | Chen Andrew Xian | Pharmaceutical compositions for delivering macrolides |
| WO2006002050A1 (en) * | 2004-06-15 | 2006-01-05 | Encore Therapeutics, Inc. | Phospholipid compositions and methods for their preparation and use |
| US8557861B2 (en) * | 2004-09-28 | 2013-10-15 | Mast Therapeutics, Inc. | Low oil emulsion compositions for delivering taxoids and other insoluble drugs |
| CA2651988A1 (en) * | 2006-05-12 | 2007-11-22 | Adventrx Pharmaceuticals, Inc. | Pharmaceutical compositions for vein irritating drugs |
| US7547455B2 (en) * | 2006-09-20 | 2009-06-16 | Academia Sinica | Cancer and inflammatory disorder treatment |
| RU2376012C1 (ru) * | 2008-05-20 | 2009-12-20 | Федеральное государственное учреждение здравоохранения Волгоградский научно-исследовательский противочумный институт Роспотребнадзора | Способ получения комбинированного липосомального антибактериального препарата |
| CA2809022C (en) * | 2010-08-20 | 2017-01-03 | Dr. Reddy`S Laboratories, Inc. | Phospholipid depot |
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2010
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- 2010-12-17 RU RU2013112353/15A patent/RU2595865C2/ru active
- 2010-12-17 BR BR112013003934A patent/BR112013003934A2/pt active Search and Examination
- 2010-12-17 EP EP10795596.5A patent/EP2605751A1/en not_active Withdrawn
- 2010-12-17 AU AU2010359346A patent/AU2010359346B2/en not_active Ceased
- 2010-12-17 JP JP2013524832A patent/JP5752248B2/ja not_active Expired - Fee Related
- 2010-12-17 NZ NZ608210A patent/NZ608210A/en not_active IP Right Cessation
- 2010-12-17 MX MX2013002005A patent/MX366099B/es active IP Right Grant
- 2010-12-17 WO PCT/US2010/061015 patent/WO2012023955A1/en not_active Ceased
- 2010-12-17 CN CN201080069723.7A patent/CN103179951B/zh not_active Expired - Fee Related
-
2011
- 2011-09-23 US US13/242,778 patent/US9132144B2/en not_active Expired - Fee Related
-
2013
- 2013-03-11 ZA ZA2013/01833A patent/ZA201301833B/en unknown
-
2015
- 2015-07-07 US US14/793,552 patent/US9522169B2/en not_active Expired - Fee Related
-
2016
- 2016-11-10 US US15/347,949 patent/US9682040B2/en not_active Expired - Fee Related
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2017
- 2017-05-15 US US15/595,248 patent/US20170246109A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| US20170246109A1 (en) | 2017-08-31 |
| CN103179951A (zh) | 2013-06-26 |
| US20120046220A1 (en) | 2012-02-23 |
| WO2012023955A1 (en) | 2012-02-23 |
| US9132144B2 (en) | 2015-09-15 |
| US20150306173A1 (en) | 2015-10-29 |
| RU2595865C2 (ru) | 2016-08-27 |
| US20170056326A1 (en) | 2017-03-02 |
| ZA201301833B (en) | 2014-05-28 |
| MX366099B (es) | 2019-06-27 |
| JP2013534244A (ja) | 2013-09-02 |
| NZ608210A (en) | 2015-02-27 |
| EP2605751A1 (en) | 2013-06-26 |
| AU2010359346A1 (en) | 2013-04-04 |
| JP5752248B2 (ja) | 2015-07-22 |
| RU2013112353A (ru) | 2014-09-27 |
| US9682040B2 (en) | 2017-06-20 |
| KR20130112870A (ko) | 2013-10-14 |
| CA2809022A1 (en) | 2012-02-23 |
| CN103179951B (zh) | 2016-01-20 |
| KR101793101B1 (ko) | 2017-11-02 |
| MX2013002005A (es) | 2013-06-24 |
| AU2010359346B2 (en) | 2015-01-29 |
| BR112013003934A2 (pt) | 2016-06-07 |
| US9522169B2 (en) | 2016-12-20 |
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| EEER | Examination request |
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