RU2017106587A - Аминосодержащие полимеры для применения в качестве секвестрантов желчных кислот - Google Patents
Аминосодержащие полимеры для применения в качестве секвестрантов желчных кислот Download PDFInfo
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- RU2017106587A RU2017106587A RU2017106587A RU2017106587A RU2017106587A RU 2017106587 A RU2017106587 A RU 2017106587A RU 2017106587 A RU2017106587 A RU 2017106587A RU 2017106587 A RU2017106587 A RU 2017106587A RU 2017106587 A RU2017106587 A RU 2017106587A
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- Prior art keywords
- alkyl
- imidazol
- oxoc
- propyl
- amino
- Prior art date
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- 229920000642 polymer Polymers 0.000 title claims 23
- 239000002253 acid Substances 0.000 title 1
- 150000007513 acids Chemical class 0.000 title 1
- 239000003352 sequestering agent Substances 0.000 title 1
- -1 1-methylpyrrolidinium-1-yl Chemical group 0.000 claims 59
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 54
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 36
- 125000003282 alkyl amino group Chemical group 0.000 claims 30
- 125000000217 alkyl group Chemical group 0.000 claims 26
- 125000002704 decyl group Chemical group [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])* 0.000 claims 22
- 150000001412 amines Chemical class 0.000 claims 21
- 125000002947 alkylene group Chemical group 0.000 claims 16
- 239000003446 ligand Substances 0.000 claims 13
- 125000001400 nonyl 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])[H] 0.000 claims 8
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 claims 7
- 125000003118 aryl group Chemical group 0.000 claims 7
- 239000000178 monomer Substances 0.000 claims 7
- 125000003545 alkoxy group Chemical group 0.000 claims 6
- 125000004414 alkyl thio group Chemical group 0.000 claims 6
- 125000000043 benzamido group Chemical group [H]N([*])C(=O)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 6
- 125000000753 cycloalkyl group Chemical group 0.000 claims 6
- 125000002140 imidazol-4-yl group Chemical group [H]N1C([H])=NC([*])=C1[H] 0.000 claims 5
- AFFLGGQVNFXPEV-UHFFFAOYSA-N 1-decene Chemical group CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 claims 4
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 4
- 125000000623 heterocyclic group Chemical group 0.000 claims 4
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical group CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 claims 4
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 claims 3
- 150000001408 amides Chemical group 0.000 claims 3
- 125000001691 aryl alkyl amino group Chemical group 0.000 claims 3
- 125000003710 aryl alkyl group Chemical group 0.000 claims 3
- 125000005605 benzo group Chemical group 0.000 claims 3
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 claims 3
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 3
- 125000002249 indol-2-yl group Chemical group [H]C1=C([H])C([H])=C2N([H])C([*])=C([H])C2=C1[H] 0.000 claims 3
- GIWQSPITLQVMSG-UHFFFAOYSA-N 1,2-dimethylimidazole Chemical compound CC1=NC=CN1C GIWQSPITLQVMSG-UHFFFAOYSA-N 0.000 claims 2
- CRSBERNSMYQZNG-UHFFFAOYSA-N 1-dodecene Chemical group CCCCCCCCCCC=C CRSBERNSMYQZNG-UHFFFAOYSA-N 0.000 claims 2
- JWOTWWORMYMZCR-UHFFFAOYSA-N 1-methyl-4-[3-(1-methylpiperidin-4-yl)propyl]piperidine Chemical compound C1CN(C)CCC1CCCC1CCN(C)CC1 JWOTWWORMYMZCR-UHFFFAOYSA-N 0.000 claims 2
- 125000004484 1-methylpiperidin-4-yl group Chemical group CN1CCC(CC1)* 0.000 claims 2
- 125000006201 3-phenylpropyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 2
- 125000004103 aminoalkyl group Chemical group 0.000 claims 2
- 125000000732 arylene group Chemical group 0.000 claims 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 2
- 238000004132 cross linking Methods 0.000 claims 2
- 125000004185 ester group Chemical group 0.000 claims 2
- 125000001033 ether group Chemical group 0.000 claims 2
- 125000004464 hydroxyphenyl group Chemical group 0.000 claims 2
- 125000000814 indol-3-yl group Chemical group [H]C1=C([H])C([H])=C2N([H])C([H])=C([*])C2=C1[H] 0.000 claims 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 2
- 125000005188 oxoalkyl group Chemical group 0.000 claims 2
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 claims 2
- PEPIOVUNFZBCIB-UHFFFAOYSA-N 1-Decylimidazole Chemical compound CCCCCCCCCCN1C=CN=C1 PEPIOVUNFZBCIB-UHFFFAOYSA-N 0.000 claims 1
- RZTDESRVPFKCBH-UHFFFAOYSA-N 1-methyl-4-(4-methylphenyl)benzene Chemical group C1=CC(C)=CC=C1C1=CC=C(C)C=C1 RZTDESRVPFKCBH-UHFFFAOYSA-N 0.000 claims 1
- TZQCQEXEARDLTB-UHFFFAOYSA-N 3-decyl-2-methyl-1,2-dihydroimidazole Chemical compound C(CCCCCCCCC)N1C(NC=C1)C TZQCQEXEARDLTB-UHFFFAOYSA-N 0.000 claims 1
- 238000008214 LDL Cholesterol Methods 0.000 claims 1
- 125000003277 amino group Chemical group 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 125000000031 ethylamino group Chemical group [H]C([H])([H])C([H])([H])N([H])[*] 0.000 claims 1
- 125000000524 functional group Chemical group 0.000 claims 1
- 125000001188 haloalkyl group Chemical group 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 150000002431 hydrogen Chemical class 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 238000006116 polymerization reaction Methods 0.000 claims 1
- 125000006239 protecting group Chemical group 0.000 claims 1
- 210000002966 serum Anatomy 0.000 claims 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 claims 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/02—Polyamines
-
- 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
- A61K31/74—Synthetic polymeric materials
- A61K31/785—Polymers containing nitrogen
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/02—Polyamines
- C08G73/0206—Polyalkylene(poly)amines
- C08G73/0213—Preparatory process
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- A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
- A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
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- A61K48/0008—Medicinal preparations containing genetic material which is inserted into cells of the living body to treat genetic diseases; Gene therapy characterised by an aspect of the 'non-active' part of the composition delivered, e.g. wherein such 'non-active' part is not delivered simultaneously with the 'active' part of the composition
- A61K48/0025—Medicinal preparations containing genetic material which is inserted into cells of the living body to treat genetic diseases; Gene therapy characterised by an aspect of the 'non-active' part of the composition delivered, e.g. wherein such 'non-active' part is not delivered simultaneously with the 'active' part of the composition wherein the non-active part clearly interacts with the delivered nucleic acid
- A61K48/0041—Medicinal preparations containing genetic material which is inserted into cells of the living body to treat genetic diseases; Gene therapy characterised by an aspect of the 'non-active' part of the composition delivered, e.g. wherein such 'non-active' part is not delivered simultaneously with the 'active' part of the composition wherein the non-active part clearly interacts with the delivered nucleic acid the non-active part being polymeric
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- A—HUMAN NECESSITIES
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- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
- A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
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- A—HUMAN NECESSITIES
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- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
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- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/02—Polyamines
- C08G73/0206—Polyalkylene(poly)amines
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- C08G73/024—Polyamines containing oxygen in the form of ether bonds in the main chain
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- C—CHEMISTRY; METALLURGY
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- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/02—Polyamines
- C08G73/0246—Polyamines containing other atoms than carbon, hydrogen, nitrogen or oxygen in the main chain
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/02—Polyamines
- C08G73/0246—Polyamines containing other atoms than carbon, hydrogen, nitrogen or oxygen in the main chain
- C08G73/0253—Polyamines containing sulfur in the main chain
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/02—Polyamines
- C08G73/0273—Polyamines containing heterocyclic moieties in the main chain
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/02—Polyamines
- C08G73/028—Polyamidoamines
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L79/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing nitrogen with or without oxygen or carbon only, not provided for in groups C08L61/00 - C08L77/00
- C08L79/02—Polyamines
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- A—HUMAN NECESSITIES
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- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/13—Amines
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- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Epidemiology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Diabetes (AREA)
- Obesity (AREA)
- Hematology (AREA)
- Biomedical Technology (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Biotechnology (AREA)
- Genetics & Genomics (AREA)
- Gastroenterology & Hepatology (AREA)
- Urology & Nephrology (AREA)
- Dermatology (AREA)
- Endocrinology (AREA)
- Emergency Medicine (AREA)
- Biochemistry (AREA)
- Hospice & Palliative Care (AREA)
- Psychiatry (AREA)
- Molecular Biology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pyridine Compounds (AREA)
Applications Claiming Priority (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US30782010P | 2010-02-24 | 2010-02-24 | |
| US30782210P | 2010-02-24 | 2010-02-24 | |
| US61/307,820 | 2010-02-24 | ||
| US61/307,822 | 2010-02-24 | ||
| US37368210P | 2010-08-13 | 2010-08-13 | |
| US61/373,682 | 2010-08-13 |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2012140432A Division RU2612795C2 (ru) | 2010-02-24 | 2011-02-24 | Аминосодержащие полимеры для применения в качестве секвестрантов желчных кислот |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| RU2017106587A true RU2017106587A (ru) | 2019-01-21 |
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Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2017106587A RU2017106587A (ru) | 2010-02-24 | 2011-02-24 | Аминосодержащие полимеры для применения в качестве секвестрантов желчных кислот |
| RU2012140432A RU2612795C2 (ru) | 2010-02-24 | 2011-02-24 | Аминосодержащие полимеры для применения в качестве секвестрантов желчных кислот |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2012140432A RU2612795C2 (ru) | 2010-02-24 | 2011-02-24 | Аминосодержащие полимеры для применения в качестве секвестрантов желчных кислот |
Country Status (14)
| Country | Link |
|---|---|
| US (2) | US9655920B2 (enExample) |
| EP (1) | EP2539389B1 (enExample) |
| JP (3) | JP6258586B2 (enExample) |
| KR (1) | KR101822608B1 (enExample) |
| CN (2) | CN102906159B (enExample) |
| AU (2) | AU2011220748B2 (enExample) |
| BR (1) | BR112012021446A2 (enExample) |
| CA (1) | CA2790901C (enExample) |
| DE (1) | DE112011100657T5 (enExample) |
| ES (1) | ES2661079T3 (enExample) |
| GB (1) | GB2490855A (enExample) |
| MX (1) | MX348821B (enExample) |
| RU (2) | RU2017106587A (enExample) |
| WO (1) | WO2011106548A1 (enExample) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105017481B (zh) | 2010-02-24 | 2018-10-02 | 瑞立普萨公司 | 用作胆汁酸螯合剂的交联聚乙烯胺、聚烯丙胺和乙烯亚胺 |
| EP2888223A2 (en) * | 2012-08-24 | 2015-07-01 | Université de Strasbourg | Branched or macrocyclic polyamines and uses thereof |
| WO2014163883A2 (en) * | 2013-03-13 | 2014-10-09 | Elevance Renewable Sciences | Natural oil derivatives including primary amine functional groups |
| LT3003327T (lt) * | 2013-06-05 | 2017-12-27 | Tricida Inc. | Protonus surišantys polimerai, skirti geriamajam vartojimui |
| MA41202A (fr) | 2014-12-18 | 2017-10-24 | Genzyme Corp | Copolymères polydiallymine réticulé pour le traitement du diabète de type 2 |
| US10894054B2 (en) * | 2015-04-07 | 2021-01-19 | Intercept Pharmaceuticals, Inc. | FXR agonist compositions for combination therapy |
| EP3331499A4 (en) * | 2015-08-06 | 2019-04-10 | The Johns Hopkins University | COMPOSITION AND METHOD FOR THE TREATMENT OF METABOLISM DISEASES |
| CN105111089B (zh) * | 2015-09-07 | 2017-05-10 | 南京华威医药科技开发有限公司 | 吡沙洛姆中间体 |
| CN106176800B (zh) * | 2016-07-11 | 2019-12-06 | 韩源平 | 多聚阳离子树脂的制药应用 |
| GB201809627D0 (en) * | 2018-06-12 | 2018-07-25 | Biorelevant Com Ltd | Methods for preparing buffer solutions suitable for in vitro drug dissolution testing, drug solubility testing and/or drug profiling |
| US11524029B2 (en) | 2018-08-13 | 2022-12-13 | Viscera Labs, Inc. | Therapeutic composition and methods |
| US11590161B2 (en) | 2018-08-13 | 2023-02-28 | Viscera Labs, Inc. | Therapeutic composition and methods |
| EP4031553A4 (en) | 2019-09-20 | 2023-11-01 | Glyscend, Inc. | POLYMERS WITH SUBSTITUTED PHENYLBORONIC ACID AND METHOD OF USE |
| JP2025528899A (ja) * | 2022-08-22 | 2025-09-02 | ウォーターストーン ファーマシューティカルズ（ウーハン）カンパニー，リミティド | アンモニウム塩ポリマー、同ポリマーを調製する方法、および胆汁酸隔離剤としてのその使用 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
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-
2011
- 2011-02-24 JP JP2012555155A patent/JP6258586B2/ja not_active Expired - Fee Related
- 2011-02-24 CA CA2790901A patent/CA2790901C/en not_active Expired - Fee Related
- 2011-02-24 CN CN201180019265.0A patent/CN102906159B/zh not_active Expired - Fee Related
- 2011-02-24 ES ES11706453.5T patent/ES2661079T3/es active Active
- 2011-02-24 EP EP11706453.5A patent/EP2539389B1/en not_active Not-in-force
- 2011-02-24 KR KR1020127024557A patent/KR101822608B1/ko not_active Expired - Fee Related
- 2011-02-24 WO PCT/US2011/026106 patent/WO2011106548A1/en not_active Ceased
- 2011-02-24 MX MX2012009783A patent/MX348821B/es active IP Right Grant
- 2011-02-24 DE DE112011100657T patent/DE112011100657T5/de not_active Withdrawn
- 2011-02-24 RU RU2017106587A patent/RU2017106587A/ru not_active Application Discontinuation
- 2011-02-24 RU RU2012140432A patent/RU2612795C2/ru active
- 2011-02-24 US US13/581,148 patent/US9655920B2/en not_active Expired - Fee Related
- 2011-02-24 AU AU2011220748A patent/AU2011220748B2/en not_active Ceased
- 2011-02-24 CN CN201710479049.3A patent/CN107266681A/zh active Pending
- 2011-02-24 BR BR112012021446A patent/BR112012021446A2/pt not_active Application Discontinuation
- 2011-02-24 GB GB1216820.9A patent/GB2490855A/en not_active Withdrawn
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2016
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- 2016-03-24 JP JP2016059918A patent/JP2016130320A/ja active Pending
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2017
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- 2017-07-21 JP JP2017141886A patent/JP6622760B2/ja not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| ES2661079T3 (es) | 2018-03-27 |
| RU2012140432A (ru) | 2014-03-27 |
| MX2012009783A (es) | 2012-11-21 |
| KR101822608B1 (ko) | 2018-01-29 |
| JP6622760B2 (ja) | 2019-12-18 |
| JP2017190464A (ja) | 2017-10-19 |
| KR20120130227A (ko) | 2012-11-29 |
| JP6258586B2 (ja) | 2018-01-10 |
| MX348821B (es) | 2017-06-30 |
| CN102906159A (zh) | 2013-01-30 |
| AU2016200700A1 (en) | 2016-02-25 |
| US20170258825A1 (en) | 2017-09-14 |
| RU2612795C2 (ru) | 2017-03-13 |
| CA2790901A1 (en) | 2011-09-01 |
| US9655920B2 (en) | 2017-05-23 |
| JP2013520563A (ja) | 2013-06-06 |
| GB2490855A (en) | 2012-11-14 |
| US20140356316A1 (en) | 2014-12-04 |
| BR112012021446A2 (pt) | 2016-05-31 |
| EP2539389A1 (en) | 2013-01-02 |
| DE112011100657T5 (de) | 2013-02-28 |
| CN107266681A (zh) | 2017-10-20 |
| AU2016200700B2 (en) | 2017-08-17 |
| GB201216820D0 (en) | 2012-11-07 |
| CA2790901C (en) | 2018-05-01 |
| WO2011106548A1 (en) | 2011-09-01 |
| CN102906159B (zh) | 2017-09-26 |
| AU2011220748B2 (en) | 2015-11-05 |
| JP2016130320A (ja) | 2016-07-21 |
| EP2539389B1 (en) | 2017-12-20 |
| AU2011220748A1 (en) | 2012-09-20 |
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