JP5542053B2 - ピルフェニドンを含有するゲル - Google Patents
ピルフェニドンを含有するゲル Download PDFInfo
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- JP5542053B2 JP5542053B2 JP2010520954A JP2010520954A JP5542053B2 JP 5542053 B2 JP5542053 B2 JP 5542053B2 JP 2010520954 A JP2010520954 A JP 2010520954A JP 2010520954 A JP2010520954 A JP 2010520954A JP 5542053 B2 JP5542053 B2 JP 5542053B2
- Authority
- JP
- Japan
- Prior art keywords
- solubilizer
- preservative
- pirfenidone
- thickener
- carbomer
- 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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- ISWRGOKTTBVCFA-UHFFFAOYSA-N pirfenidone Chemical compound C1=C(C)C=CC(=O)N1C1=CC=CC=C1 ISWRGOKTTBVCFA-UHFFFAOYSA-N 0.000 title claims description 16
- 229960003073 pirfenidone Drugs 0.000 title claims description 14
- 239000000203 mixture Substances 0.000 claims description 17
- 239000002904 solvent Substances 0.000 claims description 11
- 239000003795 chemical substances by application Substances 0.000 claims description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 9
- 239000002562 thickening agent Substances 0.000 claims description 8
- 239000003755 preservative agent Substances 0.000 claims description 7
- 230000002335 preservative effect Effects 0.000 claims description 7
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 6
- 230000003472 neutralizing effect Effects 0.000 claims description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 4
- 230000003902 lesion Effects 0.000 claims description 4
- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 claims description 4
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical group CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims description 3
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 3
- 229940049638 carbomer homopolymer type c Drugs 0.000 claims description 3
- 229940043234 carbomer-940 Drugs 0.000 claims description 3
- SOROIESOUPGGFO-UHFFFAOYSA-N diazolidinylurea Chemical compound OCNC(=O)N(CO)C1N(CO)C(=O)N(CO)C1=O SOROIESOUPGGFO-UHFFFAOYSA-N 0.000 claims description 3
- 229960001083 diazolidinylurea Drugs 0.000 claims description 3
- 230000003176 fibrotic effect Effects 0.000 claims description 3
- 239000008213 purified water Substances 0.000 claims description 3
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical group NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 claims description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 2
- 229920002125 Sokalan® Polymers 0.000 claims description 2
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims description 2
- 229960001631 carbomer Drugs 0.000 claims description 2
- 239000001913 cellulose Substances 0.000 claims description 2
- 229920002678 cellulose Polymers 0.000 claims description 2
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 2
- 235000019441 ethanol Nutrition 0.000 claims description 2
- 239000000194 fatty acid Substances 0.000 claims description 2
- 229930195729 fatty acid Natural products 0.000 claims description 2
- -1 fatty acid amines Chemical class 0.000 claims description 2
- 238000009472 formulation Methods 0.000 claims description 2
- 235000010270 methyl p-hydroxybenzoate Nutrition 0.000 claims description 2
- 239000004292 methyl p-hydroxybenzoate Substances 0.000 claims description 2
- 229960002216 methylparaben Drugs 0.000 claims description 2
- 230000002265 prevention Effects 0.000 claims description 2
- 230000008439 repair process Effects 0.000 claims description 2
- 229940099451 3-iodo-2-propynylbutylcarbamate Drugs 0.000 claims 2
- WYVVKGNFXHOCQV-UHFFFAOYSA-N 3-iodoprop-2-yn-1-yl butylcarbamate Chemical compound CCCCNC(=O)OCC#CI WYVVKGNFXHOCQV-UHFFFAOYSA-N 0.000 claims 2
- QELSKZZBTMNZEB-UHFFFAOYSA-N propylparaben Chemical compound CCCOC(=O)C1=CC=C(O)C=C1 QELSKZZBTMNZEB-UHFFFAOYSA-N 0.000 claims 2
- 235000010232 propyl p-hydroxybenzoate Nutrition 0.000 claims 1
- 239000004405 propyl p-hydroxybenzoate Substances 0.000 claims 1
- 229960003415 propylparaben Drugs 0.000 claims 1
- 239000000499 gel Substances 0.000 description 12
- 230000003510 anti-fibrotic effect Effects 0.000 description 3
- 229940121363 anti-inflammatory agent Drugs 0.000 description 3
- 239000002260 anti-inflammatory agent Substances 0.000 description 3
- 239000000416 hydrocolloid Substances 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 229940079593 drug Drugs 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 235000013305 food Nutrition 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 102000008186 Collagen Human genes 0.000 description 1
- 108010035532 Collagen Proteins 0.000 description 1
- 102000010834 Extracellular Matrix Proteins Human genes 0.000 description 1
- 108010037362 Extracellular Matrix Proteins Proteins 0.000 description 1
- 206010016654 Fibrosis Diseases 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 230000000202 analgesic effect Effects 0.000 description 1
- 235000021120 animal protein Nutrition 0.000 description 1
- 230000001754 anti-pyretic effect Effects 0.000 description 1
- 239000002221 antipyretic Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229920001436 collagen Polymers 0.000 description 1
- 230000036576 dermal application Effects 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 210000002744 extracellular matrix Anatomy 0.000 description 1
- 210000002950 fibroblast Anatomy 0.000 description 1
- 230000004761 fibrosis Effects 0.000 description 1
- 239000000017 hydrogel Substances 0.000 description 1
- 210000000056 organ Anatomy 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000003980 solgel method Methods 0.000 description 1
- 239000011343 solid material Substances 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 210000001519 tissue Anatomy 0.000 description 1
- 238000011282 treatment Methods 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
Classifications
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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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4418—Non condensed pyridines; Hydrogenated derivatives thereof having a carbocyclic group directly attached to the heterocyclic ring, e.g. cyproheptadine
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/02—Inorganic compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/16—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing nitrogen, e.g. nitro-, nitroso-, azo-compounds, nitriles, cyanates
- A61K47/18—Amines; Amides; Ureas; Quaternary ammonium compounds; Amino acids; Oligopeptides having up to five amino acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/22—Heterocyclic compounds, e.g. ascorbic acid, tocopherol or pyrrolidones
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
- A61K47/32—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. carbomers, poly(meth)acrylates, or polyvinyl pyrrolidone
-
- 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
-
- 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
- A61K9/06—Ointments; Bases therefor; Other semi-solid forms, e.g. creams, sticks, gels
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Dermatology (AREA)
- Organic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Inorganic Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Pulmonology (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
- Pyridine Compounds (AREA)
Description
ゲル組成物は、2%〜12%のピルフェニドンを含有しており、ピルフェニドンと、0.4%〜1.2%の粘稠剤と、10%〜30%の可溶化剤と、5%〜15%の非イオン性可溶化剤と、0.2%〜1%の保存料と、0.4%〜1.2%の中和剤と、残りは精製水とを利用して構成される。粘稠剤が、カルボマー(Carbomer)940(商標名)、カルボマーインタポリマータイプA(Carbomer Interpolymer Type A)(ウルトレッツ(Ultrez) 10(商標名)のUSP モノグラフ)、セルロース誘導体、ガム、ポリオキサマー(polioxameres)から選択され、可溶化剤が、メチルピロリドン、エチルアルコール及びプロピレングリコールから選択され、保存料が、ジアゾリジニル尿素、ヨードプロピニルブチルカルバメート(iodopropilibutilcarbamate)、メチルパラベン、プロピルパラベン(propilparabene)及びこれらの化合物の混合物からなる群から選択され、中和剤が、モノエタノールアミン、ビエタノールアミン及びトリエタノールアミン型の第一級、第二級及び第三級脂肪酸アミン、並びに水酸化ナトリウムのようなアルカリ金属水酸化物からなる群から選択される。
a)使用する総水量の50%と粘稠剤とを混合し、該粘稠剤の完全な湿潤を可能にする。
b)ピルフェニドンと可溶化剤とを、一定の攪拌をしながら別個に混合する。
c)総水量の25%中に非イオン性可溶化剤を別個に溶解させ、40℃で使用し、それが溶解したら、総水量の15%を添加する。
d)工程(c)からの溶液を、工程(b)からの混合物に添加し、該混合物が均質になるまで攪拌する。
e)中和剤を、使用する総水量の10%中に希釈し、該混合物が均質になるまで攪拌する。
f)工程(a)からの混合物に、工程(d)からの溶液、保存料及び工程(e)からの溶液を、一定の攪拌をしながら添加すると共に、添加毎に均質化させる。
Claims (3)
- 8%のピルフェニドンと、0.5%の粘稠剤と、20%の可溶化剤と、11.5%の非イオン性可溶化剤と、0.5%の保存料と、0.5%の中和剤とからなり、残りは精製水であることを特徴とする向上した安定性を示す、線維化病変を伴う組織の修復用又は線維化病変の予防用のピルフェニドンを含有する皮膚適用のためのゲル製剤。
- 前記粘稠剤が、カルボマー940(商標名)、カルボマーインタポリマータイプA、セルロース誘導体、ガム、ポリオキサマーから選択され、前記可溶化剤が、メチルピロリドン、エチルアルコール及びプロピレングリコールから選択され、前記保存料が、ジアゾリジニル尿素、ヨードプロピニルブチルカルバメート、メチルパラベン、プロピルパラベン及びこれらの化合物の混合物からなる群から選択され、前記中和剤が、モノエタノールアミン、ビエタノールアミン及びトリエタノールアミン型の第一級、第二級及び第三級脂肪酸アミン、並びに水酸化ナトリウム等のアルカリ金属水酸化物からなる群から選択されることを特徴とする請求項1に記載のゲル製剤。
- 前記粘稠剤がカルボマー940(商標名)であり、前記可溶化剤がN−メチルピロリドンであり、前記保存料がジアゾリジニル尿素及びヨードプロピニルブチルカルバメートであり、前記中和剤がトリエタノールアミンであることを特徴とする、請求項1に記載のゲル製剤。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
MX2007009796A MX2007009796A (es) | 2007-08-14 | 2007-08-14 | Gel conteniendo pirfenidona. |
MXMX/A/2007/009796 | 2007-08-14 | ||
PCT/MX2008/000107 WO2009022899A1 (es) | 2007-08-14 | 2008-08-14 | Gel conteniendo pirfenidona |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2010536747A JP2010536747A (ja) | 2010-12-02 |
JP5542053B2 true JP5542053B2 (ja) | 2014-07-09 |
Family
ID=40350871
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2010520954A Active JP5542053B2 (ja) | 2007-08-14 | 2008-08-14 | ピルフェニドンを含有するゲル |
Country Status (14)
Country | Link |
---|---|
US (6) | US8492412B2 (ja) |
EP (1) | EP2177220B1 (ja) |
JP (1) | JP5542053B2 (ja) |
KR (1) | KR101235968B1 (ja) |
CN (2) | CN104771355A (ja) |
BR (1) | BRPI0815203B8 (ja) |
CA (1) | CA2696335C (ja) |
CO (1) | CO6180448A2 (ja) |
EC (1) | ECSP109960A (ja) |
HK (1) | HK1211464A1 (ja) |
MX (1) | MX2007009796A (ja) |
SG (1) | SG183732A1 (ja) |
WO (1) | WO2009022899A1 (ja) |
ZA (1) | ZA201000918B (ja) |
Families Citing this family (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
MX2007009796A (es) | 2007-08-14 | 2009-02-25 | Cell Therapy And Technology S | Gel conteniendo pirfenidona. |
EP2296653B1 (en) | 2008-06-03 | 2016-01-27 | Intermune, Inc. | Compounds and methods for treating inflammatory and fibrotic disorders |
CN101972225A (zh) * | 2010-10-13 | 2011-02-16 | 北京诚创康韵医药科技有限公司 | 一种含吡非尼酮的凝胶组合物 |
US10105356B2 (en) | 2011-01-31 | 2018-10-23 | Avalyn Pharma Inc. | Aerosol pirfenidone and pyridone analog compounds and uses thereof |
HUE058753T2 (hu) | 2011-01-31 | 2022-09-28 | Avalyn Pharma Inc | Aeroszol formájú pirfenidon- és piridon-analóg vegyületek és alkalmazásaik |
MX2011007675A (es) | 2011-07-19 | 2012-07-11 | Cell Therapy And Technology S A De C V | Procedimiento para la fabricacion de una composicion farmaceutica en forma de tabletas de liberacion prolongada conteniendo pirfenidona y su aplicacion en la regresion de la insuficiencia renal cronica, contractura capsular mamaria y fibrosis hepatica humanas. |
MX346763B (es) * | 2012-03-28 | 2017-03-31 | Cell Therapy And Tech S A De C V | Composición tópica semisólida conteniendo pirfenidona y dialil óxido de disulfuro modificado (odd-m) para eliminar o prevenir el acné. |
MX356551B (es) | 2012-08-23 | 2018-06-04 | Grupo Medifarma S A De C V Star | Composición antiséptica, antiseborreica y exfoliante para eliminar o prevenir el acné. |
AR092742A1 (es) | 2012-10-02 | 2015-04-29 | Intermune Inc | Piridinonas antifibroticas |
AU2015204558B2 (en) | 2014-01-10 | 2020-04-30 | Avalyn Pharma Inc. | Aerosol pirfenidone and pyridone analog compounds and uses thereof |
MX2016012808A (es) | 2014-04-02 | 2017-01-05 | Intermune Inc | Piridinonas anti-fibroticas. |
MX366086B (es) | 2017-08-15 | 2019-06-27 | Cell Therapy And Tech S A De C V | Composicion topica semisolida conteniendo un agente antimicrobiano y pirfenidona para el tratamiento de daños cronicos de la piel. |
Family Cites Families (85)
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NL7317316A (ja) | 1972-12-18 | 1974-06-20 | ||
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JPS60214732A (ja) * | 1984-04-05 | 1985-10-28 | Grelan Pharmaceut Co Ltd | 外用貼付剤 |
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GB9810949D0 (en) | 1998-05-22 | 1998-07-22 | Hewlett Healthcare Limited | Formulation |
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SG183732A1 (en) | 2012-09-27 |
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ZA201000918B (en) | 2011-04-28 |
HK1211464A1 (en) | 2016-05-27 |
CA2696335A1 (en) | 2009-02-19 |
KR20100040319A (ko) | 2010-04-19 |
WO2009022899A8 (es) | 2009-09-11 |
EP2177220B1 (en) | 2019-05-29 |
BRPI0815203B1 (pt) | 2020-05-05 |
US20220016096A1 (en) | 2022-01-20 |
EP2177220A1 (en) | 2010-04-21 |
US8492412B2 (en) | 2013-07-23 |
US20130245073A1 (en) | 2013-09-19 |
US11083719B2 (en) | 2021-08-10 |
BRPI0815203B8 (pt) | 2021-05-25 |
CN104771355A (zh) | 2015-07-15 |
KR101235968B1 (ko) | 2013-02-21 |
CN101808641A (zh) | 2010-08-18 |
CO6180448A2 (es) | 2010-07-19 |
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