TWI392514B - 具有高微生物效力之不含氟化物及陰離子表面活性劑的潔牙劑 - Google Patents
具有高微生物效力之不含氟化物及陰離子表面活性劑的潔牙劑 Download PDFInfo
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- TWI392514B TWI392514B TW100102990A TW100102990A TWI392514B TW I392514 B TWI392514 B TW I392514B TW 100102990 A TW100102990 A TW 100102990A TW 100102990 A TW100102990 A TW 100102990A TW I392514 B TWI392514 B TW I392514B
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Classifications
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
- A61K8/345—Alcohols containing more than one hydroxy group
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
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- 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
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- 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
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
- A61K2800/30—Characterized by the absence of a particular group of ingredients
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/59—Mixtures
- A61K2800/592—Mixtures of compounds complementing their respective functions
- A61K2800/5922—At least two compounds being classified in the same subclass of A61K8/18
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Emergency Medicine (AREA)
- Oral & Maxillofacial Surgery (AREA)
- Pharmacology & Pharmacy (AREA)
- Organic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Medicinal Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Chemical & Material Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Cosmetics (AREA)
- Medicinal Preparation (AREA)
Description
此專利申請案主張擁有2010年1月29日提出之美國專利臨時申請案號61/299,730的優先權，藉由引述將其全文併入本文做為參考。
本發明係關於口腔照護組成物，更明確而言係關於不含氟化物離子源和陰離子表面活性劑的組成物。該口腔照護組成物包含pH調節劑及含有甘油、丙二醇和山梨糖醇的保濕系統。此類組成物包括，例如潔齒劑。
氟化物和陰離子表面活性劑係口腔照護組成物內的常見成分。已知局部投與含氟化物和陰離子表面活性劑的口腔照護組成物具有益效應。含氟化物離子源和陰離子表面活性劑的口腔照護組成物亦具有微生物效力。
局部使用口腔照護組成物內的氟化物和陰離子表面活性劑雖然有其助益，但是暴露於氟化物和陰離子表面活性劑卻有害處。例如，暴露於高量的氟化物會導致氟中毒。暴露於氟化物或陰離子表面活性劑的有害效應對小孩特別明顯。
因此，具有高微生物效力之不含氟化物或陰離子表面活性劑的新穎口腔照護組成物仍有持續性地需要。
在一些具體實施例中，本發明提供一種無陰離子表面活性劑和氟化物的口腔照護組成物。在一些具體實施例中，該口腔照護組成物包含甘油、丙二醇和山梨糖醇。
在另一具體實施例中，本發明包括一種提供口腔保健效益至口腔表面的方法包含使該含有甘油、丙二醇、山梨糖醇和檸檬酸的口腔照護組成物接觸口腔表面，其中該口腔照護組成物不含陰離子表面活性劑和氟化物離子源。
本發明的具體實施例提供可投與或用於人或其他動物的組成物及方法。因此，被用於本發明的特定材料和組成物較佳為醫藥上或化粧上可接受物質。此處所述之「醫藥上可接受」或「化粧上可接受」成分係指適用於人及/或動物以提供所欲治療、感覺、美容或化粧效益而無不良副作用(例如毒性、澀味、刺激性和過敏反應)之具有相當合理風險比率者。在閱讀本發明及解釋此處的描述之後應考慮下列的定義和非侷限性準則。
此處「較佳的」和「較佳地」一詞意指在某些情況下可提供某些效益的本發明具體實施例。然而在相同或其他情況下亦可選擇其他具體實施例。再者，當敘述一或多件較佳具體實施例時並不意味著不得利用其他的具體實施例，以及本發明的範圍並非擬排除其他的具體實施例。
此處一「口腔照護組成物」係指適合投與或應用於人或動物體以治療或預防口腔疾病，或改善該生物體之衛生及/或外觀的組成物。
此處「潔齒劑」一詞指適用於投與或應用於口腔的牙膏、牙膠或液體配製物。
除非另有明述，否則應瞭解說明書中此處和他處表示的全部百分比和數量係指重量百分比。所示數量係根據原料的活性重量。此處所引述的一特定值，不論指成分的各別含量或該具體實施例的其他特徵，擬用於表示計入測量誤差之加減一變異度的值。例如，10%的一數量為計入熟習本領域之技術者所能判斷和瞭解的已知誤差，包括9.5%或10.5%。除非另有明述，否則全部均在25℃之下進行測量。
在一些具體實施例中，該不含氟化物和陰離子表面活性劑的口腔照護組成物可藉由含有甘油、丙二醇和山梨糖醇的保濕系統維持高度的微生物效力。組成物的微生物效力係指該組成物抵抗微生物生長的能力。一種測定組成物之微生物效力的方法係藉由簡易攻擊試驗。該攻擊試驗可在控制製造設備的附帶微生物攻擊試驗中提供早期評估配方的抵抗能力。
進行潔齒劑的速效級試驗(攻擊試驗)以測定代表該潔齒劑抵抗細菌生長之能力的一試驗值。為了證明一潔齒劑的效力，將匯集細菌(格蘭氏陰性和陽性桿菌)混合物加入受測產品及於各種時段收集樣本。此試驗測定其隨時間殺滅細菌的速度及24小時之後的總殺滅數量。以標準化曲線下面積(NAUC)計算其結果。
口腔照護組成物內的氟化物離子源和陰離子表面活性劑如月桂基硫酸鈉為具有微生物效力的主因。不含氟化物和陰離子表面活性劑的市售潔齒劑則具有從17.0至30.0的NAUC值。
含甘油、丙二醇和山梨糖醇的本發明口腔照護組成物具有大於30的NAUC值。在一較佳具體實施例中，該口腔組成物具有65~75或更高的NAUC值。在不擬拘泥於任何操作理論之下，發明者認為該具體實施例的高微生物效力歸因於組成物的低水含量。此外，該具體實施例中存在的水分子被結合或無法利用，而有助於抑制微生物的生長。因此，本發明組成物較佳為根據組成物的總重量含有低於15重量%的水，更佳為低於12重量%的水，又更佳為低於10重量%的水。
口腔照護組成物內的甘油含量較佳為從10至35重量%，更佳為從17至33重量%，又更佳為從19至29重量%。在一較佳具體實施例中，該組成物含有從20至24重量%的甘油。
口腔照護組成物內的丙二醇含量較佳為從15至45重量%，更佳為從19至35重量%，及更佳為從20至30重量%。在一較佳具體實施例中，該組成物含有約25重量%的丙二醇。
口腔照護組成物內的山梨糖醇含量較佳為從10至35重量%，更佳為從17至30重量%，又更佳為從18至28重量%。在一較佳具體實施例中，該組成物含有約23重量%的山梨糖醇。
本發明者進一步發現添加pH調節劑至具有甘油、丙二醇和山梨糖醇之保濕系統而不含氟化物和陰離子表面活性劑的口腔照護組成物中，可意外地提高組成物至與傳統潔齒劑系統相同等級的攻擊試驗程度。
在一具體實施例中，該pH調節劑於口腔照護組成物內的含量為從約0.05至約0.2重量%。在一較佳具體實施例中，該組成物含有約0.1重量%的pH調節劑。在一具體實施例中，該pH調節劑為檸檬酸。
含有根據本發明之pH調節劑和保濕系統的口腔照護組成物較佳為具有大於1的NAUC值。
發明者已發現口腔照護組成物內使用某些溶劑或醇，及/或使用大於35重量%的甘油及/或低於17重量%的丙二醇可提供低於50.0，甚至低於30.0的NAUC值。
本發明的口腔照護組成物亦可使用任選的添加劑，例如常用於製造潔齒劑者包括但不侷限於：磨料及/或非晶形矽、其他濕潤劑、安定劑、抗菌劑、甜味劑、著色劑、修復劑、防齲劑、螯合/吸附劑、維生素、胺基酸、蛋白質、抗牙斑劑、抗牙石劑、遮光劑、抗生素、抗酶劑、酵素、pH調節劑、氧化劑、抗氧化劑、增白劑、鹼性胺基酸(游離鹼或鹽型)，及其他pH調節劑。
在一具體實施例中，該口腔照護組成物可含有調味劑或甜味劑。亦可使用任可適當的調味劑或甜味劑。適當調味劑的實例為調味油例如留蘭香油、薄荷油、冬清油、黃樟油、丁香油、鼠尾草油、桉葉油、馬鬱蘭油、肉桂油、檸檬油和橙油，以及水楊酸甲酯。適當甜味劑包括蔗糖、乳糖、麥芽糖、木糖醇、甜蜜素、紫蘇糖(perillatrine)、天冬胺醯基苯丙胺酸甲基酯(AMP)、糖精等。調味劑和甜味劑的含量分別或總共為從約0.001至5%或更高的該製劑，分別通常為約0.1~2.5%。
在某些具體實施例中，該口腔照護組成物包含兩性離子和非離子表面活性劑。兩性離子表面活性劑已為技術中所習知，以及通常含有可中和整體電荷，但攜帶至少一種正電荷原子/基團和至少一種負電荷原子/基團的表面活性劑。用於本發明的較佳兩性離子表面活性劑為四級銨鹽化合物和甜菜鹼例如醯胺基甜菜鹼，如椰油醯胺乙基甜菜鹼、椰油醯胺丙基甜菜鹼、月桂醯胺丙基甜菜鹼等。在一些具體實施例中，該用於本發明的兩性離子表面活性劑為椰油醯胺丙基甜菜鹼。
非離子表面活性劑已為技術中所習知，及通常包括不帶電荷的表面活性劑。非離子表面活性劑較佳為聚(氧乙烯)-聚(氧丙烯)嵌段共聚物。已知市售的此類共聚物為非專利商品poloxamers。該poloxamers名稱通常連同一個用於分辨各別共聚物的數目字尾。Poloxamers具有不同含量的氧化乙烯和氧化丙烯而使poloxamers具有廣泛的化學構造和分子量。一種較佳的poloxamer為BASF公司(紐澤西州Parsippany市)商品名為PLURONIC F127的Poloxamer 407。
在各種具體實施例中，該口腔照護組成物含有增稠劑、膠凝劑，或其組合。用於此處的增稠劑或膠凝劑包括無機、天然或合成的增稠劑或膠凝劑。此處有用增稠劑和膠凝劑的實例包括無機增稠型二氧化矽，例如非晶形矽如165(Huber公司)；愛爾蘭蘚；鹿角菜膠；黃蓍樹膠；聚乙烯吡咯啶酮；甘油劑(glycerites)；例如黃蓍膠、哥地膠(ghatti)、阿拉伯膠、veegum膠；海藻酸鈉；羧甲基纖維素；羥乙基纖維素；羥丙基纖維素；羥甲基纖維素；羥甲基羧丙基纖維素；甲基纖維素；乙基纖維素；硫酸化纖維素；以及這些化合物的混合物和組合物。在某些具體實施例中，該組成物含有拋光劑例如氧化矽、燒結氧化鋁、碳酸氫鈉、碳酸鈣、磷酸二鈣，或焦磷酸鈣。
本發明組成物較佳為不含有醇或其他溶劑，不僅因為該組成物欲用於小孩，並且由於某些醇和溶劑會使NAUC值降低。例如使用聚乙二醇(PEG)及/或木糖醇會降低NAUC值至47.0。
在各種具體實施例中，本發明提供可促進口腔保健效益的方法，包含使根據本發明具體實施例的組成物接觸口腔表面。
此處所述的具體實施例可藉由參考下列非限制性實施被進一步瞭解。
表1說明根據本發明一具體實施例的配製物。於一攻擊試驗中測定配方1的效力，所獲得的NAUC值為88.51。
表2說明根據本發明一具體實施例的另一配製物。於一攻擊試驗中測定配方2的效力，所獲得的NAUC值為133.31。
可看出配方2除了添加0.1 wt%的檸檬酸(及減少水的含量)之外，其他與下列表3的配方4相同。添加檸檬酸可意外地使NAUC值從61.31升高至133.31之超過兩倍的值。
表3說明根據本發明之各種具體實施例的一系列配製物。依照攻擊試驗所述測定這些配製物的效力，其所獲得的NAUC值均大於50.0。
表4說明根據本發明之各種比較具體實施例，其使用PEG或木糖醇或兩者，或甘油的含量為大於35及/或丙二醇的含量為低於17，的一系列配製物。一些比較實例亦使用焦磷酸四鈉(TSPP)。依照攻擊試驗所述測定這些配製物的效力，其所獲得的NAUC值為低於50.0。
欲藉由引述能分別將此專利文件中所述的各專利案、申請案和印刷公開文件完整併入於此。
熟習本領域之技術者將瞭解此處所述的具體實施例可有不同的變化及修飾，但仍不偏離本發明精神的範圍。全部此類的變化均屬於本發明的範圍內。
Claims (14)
- 一種口腔照護組成物，包含：從15至35重量%的甘油；從17至45重量%的丙二醇；以及從15至35重量%的山梨糖醇；其中該組成物不含陰離子表面活性劑、氟化物離子源、木糖醇及聚乙二醇。
- 如申請專利範圍第1項之組成物，其進一步包含pH調節劑。
- 如申請專利範圍第2項之組成物，其中該pH調節劑係檸檬酸。
- 如上述申請專利範圍中任一項之組成物，其中該組成物包含從0.05至0.4重量%的檸檬酸。
- 如上述申請專利範圍第4項之組成物，其中該組成物包含0.1% w/w的檸檬酸。
- 如上述申請專利範圍第1項之組成物，其中包含該口腔照護組成物重量之18至30%的甘油。
- 如上述申請專利範圍第1項之組成物，其中包含該口腔 照護組成物重量之20至25%的甘油。
- 如上述申請專利範圍第1項之組成物，其中包含該口腔照護組成物重量之20至35%的丙二醇。
- 如上述申請專利範圍第1項之組成物，其中包含該口腔照護組成物重量之24至32%的丙二醇。
- 如上述申請專利範圍第1項之組成物，其中包含該口腔照護組成物重量之25%的丙二醇。
- 如上述申請專利範圍第1項之組成物，其中包含該口腔照護組成物重量之18至28%的山梨糖醇。
- 如上述申請專利範圍第1項之組成物，其中包含該口腔照護組成物重量之23%的山梨糖醇。
- 一種口腔照護組成物，包含：從20至24重量%的甘油；約25重量%的丙二醇；約23重量%的山梨糖醇；及約0.1重量%的檸檬酸；且其中該組成物不含陰離子表面活性劑、氟化物離子源、木糖醇及聚乙二醇。
- 如申請專利範圍第13項之組成物，其中該攻擊試驗值為大於1。
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| Publication number | Priority date | Publication date | Assignee | Title |
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| EP0368130A2 (en) * | 1988-11-09 | 1990-05-16 | The Procter & Gamble Company | Oral compositions |
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| US5405604A (en) * | 1992-10-16 | 1995-04-11 | The Procter & Gamble Company | Concentrated mouthrinse for efficient delivery of antimicrobials |
| CN1137750A (zh) * | 1993-12-22 | 1996-12-11 | 普罗克特和甘保尔公司 | 用于高效释放抗菌剂的浓缩漱口液 |
| JPH10501266A (ja) * | 1994-06-10 | 1998-02-03 | ザ、プロクター、エンド、ギャンブル、カンパニー | マウスリンス組成物 |
| US5885553A (en) | 1997-01-10 | 1999-03-23 | The Procter & Gamble Company | Hydrophobic agents for use in oral care products |
| US5885554A (en) | 1997-01-10 | 1999-03-23 | The Procter & Gamble Company | Hydrophobic agents and polymeric surfactants |
| JPH10212220A (ja) * | 1997-01-30 | 1998-08-11 | Lion Corp | 口腔用組成物 |
| EP0933078A3 (de) * | 1997-12-10 | 2000-02-09 | Degussa-Hüls Aktiengesellschaft | Wirkstoff enthaltende Fällungskieselsäuren |
| ES2137139B1 (es) * | 1998-06-16 | 2000-07-01 | Kin S A Lab | Utilizacion de una asociacion de digluconato de clorhexidina y una salde cinc. |
| ATE239779T1 (de) | 1998-11-11 | 2003-05-15 | Procter & Gamble | Bleichmittelzusammensetzungen |
| AU5984799A (en) | 1999-09-29 | 2001-04-30 | Laboratorios Kin, S.A. | Utilization of a chlorohexidine digluconate-zinc salt combination |
| US6352711B1 (en) * | 1999-11-30 | 2002-03-05 | Phillip Campbell | Lesion and ulcer medication |
| US20030216423A1 (en) | 2000-05-24 | 2003-11-20 | Sergio Ulloa | Stable liquid and solid formulations |
| ITMI20012320A1 (it) * | 2001-11-06 | 2003-05-06 | Perfetti Van Melle Spa | Composizioni orali solide anti-tartaro e anti-placca batterica, utilicome coadiuvanti nell'igiene odonto-stomatologica |
| WO2003045344A2 (en) | 2001-11-28 | 2003-06-05 | The Procter & Gamble Company | Dentifrice compositions |
| US6625054B2 (en) | 2001-12-28 | 2003-09-23 | Intel Corporation | Method and apparatus to program a phase change memory |
| RU2247555C1 (ru) * | 2003-12-19 | 2005-03-10 | Бородкина Татьяна Владимировна | Гель антибактериальный |
| US9241885B2 (en) * | 2004-01-29 | 2016-01-26 | The Procter & Gamble Company | Oral care compositions comprising increased bioavailable levels of quaternary ammonium antimicrobials |
| JP2010018551A (ja) * | 2008-07-10 | 2010-01-28 | Shinwa Sangyo Kk | 口腔洗浄液 |
| JO3434B1 (ar) * | 2009-07-31 | 2019-10-20 | Millennium Pharm Inc | مركبات صيدلانية لمعالجة السرطان وامراض واضطرابات اخري |
-
2011
- 2011-01-27 TW TW100102990A patent/TWI392514B/zh not_active IP Right Cessation
- 2011-01-28 US US13/574,100 patent/US10258554B2/en active Active
- 2011-01-28 ES ES11702565.0T patent/ES2558085T3/es active Active
- 2011-01-28 RU RU2012136772/15A patent/RU2533461C2/ru active
- 2011-01-28 SG SG2012044533A patent/SG181758A1/en unknown
- 2011-01-28 MY MYPI2012002774A patent/MY161945A/en unknown
- 2011-01-28 AR ARP110100309A patent/AR080078A1/es unknown
- 2011-01-28 EP EP11702565.0A patent/EP2528580B1/en not_active Revoked
- 2011-01-28 BR BR112012016399-0A patent/BR112012016399B1/pt active IP Right Grant
- 2011-01-28 AU AU2011210800A patent/AU2011210800B2/en active Active
- 2011-01-28 JP JP2012551304A patent/JP5681731B2/ja not_active Expired - Fee Related
- 2011-01-28 PH PH1/2012/501399A patent/PH12012501399A1/en unknown
- 2011-01-28 PL PL11702565T patent/PL2528580T3/pl unknown
- 2011-01-28 CA CA2784911A patent/CA2784911C/en active Active
- 2011-01-28 WO PCT/US2011/022860 patent/WO2011094494A2/en not_active Ceased
- 2011-01-28 MX MX2012007498A patent/MX2012007498A/es active IP Right Grant
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2019
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Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0368130A2 (en) * | 1988-11-09 | 1990-05-16 | The Procter & Gamble Company | Oral compositions |
| WO1996039116A1 (en) * | 1995-06-05 | 1996-12-12 | Whitehill Oral Technologies, Inc. | Oral care ultramulsion based products |
Also Published As
| Publication number | Publication date |
|---|---|
| CN102858310A (zh) | 2013-01-02 |
| TW201201855A (en) | 2012-01-16 |
| CA2784911C (en) | 2014-10-21 |
| ES2558085T3 (es) | 2016-02-01 |
| AU2011210800A1 (en) | 2012-07-12 |
| RU2533461C2 (ru) | 2014-11-20 |
| BR112012016399A2 (pt) | 2018-07-24 |
| JP5681731B2 (ja) | 2015-03-11 |
| MY161945A (en) | 2017-05-15 |
| US20190269588A1 (en) | 2019-09-05 |
| WO2011094494A2 (en) | 2011-08-04 |
| SG181758A1 (en) | 2012-07-30 |
| US20120288453A1 (en) | 2012-11-15 |
| WO2011094494A3 (en) | 2012-04-19 |
| EP2528580B1 (en) | 2015-11-11 |
| AR080078A1 (es) | 2012-03-14 |
| EP2528580A2 (en) | 2012-12-05 |
| AU2011210800B2 (en) | 2013-05-30 |
| US11116709B2 (en) | 2021-09-14 |
| CO6501132A2 (es) | 2012-08-15 |
| BR112012016399B1 (pt) | 2019-04-09 |
| MX2012007498A (es) | 2012-08-03 |
| PL2528580T3 (pl) | 2016-05-31 |
| CA2784911A1 (en) | 2011-08-04 |
| RU2012136772A (ru) | 2014-03-10 |
| JP2013518125A (ja) | 2013-05-20 |
| PH12012501399A1 (en) | 2012-10-22 |
| US10258554B2 (en) | 2019-04-16 |
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