RU2013132681A - Ингибиторы репликации вирусов гриппа - Google Patents
Ингибиторы репликации вирусов гриппа Download PDFInfo
- Publication number
- RU2013132681A RU2013132681A RU2013132681/04A RU2013132681A RU2013132681A RU 2013132681 A RU2013132681 A RU 2013132681A RU 2013132681/04 A RU2013132681/04 A RU 2013132681/04A RU 2013132681 A RU2013132681 A RU 2013132681A RU 2013132681 A RU2013132681 A RU 2013132681A
- Authority
- RU
- Russia
- Prior art keywords
- alkyl
- group
- independently
- optionally substituted
- halogen
- Prior art date
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- 241000712461 unidentified influenza virus Species 0.000 title claims 3
- 239000003112 inhibitor Substances 0.000 title 1
- 230000029812 viral genome replication Effects 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract 42
- 125000002837 carbocyclic group Chemical group 0.000 claims abstract 15
- 125000000623 heterocyclic group Chemical group 0.000 claims abstract 13
- 125000001931 aliphatic group Chemical group 0.000 claims abstract 12
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract 11
- 150000003839 salts Chemical class 0.000 claims abstract 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract 7
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims abstract 7
- 125000001313 C5-C10 heteroaryl group Chemical group 0.000 claims abstract 4
- 238000004177 carbon cycle Methods 0.000 claims abstract 4
- 125000000041 C6-C10 aryl group Chemical group 0.000 claims abstract 3
- 229910052736 halogen Inorganic materials 0.000 claims 47
- -1 cyano, hydroxy Chemical group 0.000 claims 39
- 125000004043 oxo group Chemical group O=* 0.000 claims 27
- 125000001424 substituent group Chemical group 0.000 claims 27
- 125000005843 halogen group Chemical group 0.000 claims 24
- 150000002367 halogens Chemical class 0.000 claims 23
- 125000004093 cyano group Chemical group *C#N 0.000 claims 13
- 125000001309 chloro group Chemical group Cl* 0.000 claims 11
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 11
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims 9
- 125000001188 haloalkyl group Chemical group 0.000 claims 9
- 125000000217 alkyl group Chemical group 0.000 claims 8
- 229910052799 carbon Inorganic materials 0.000 claims 8
- 125000002221 trityl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C([*])(C1=C(C(=C(C(=C1[H])[H])[H])[H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 5
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 4
- 125000004429 atom Chemical group 0.000 claims 3
- 239000003814 drug Substances 0.000 claims 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 3
- 238000004519 manufacturing process Methods 0.000 claims 3
- 238000000034 method Methods 0.000 claims 3
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 2
- 125000003545 alkoxy group Chemical group 0.000 claims 2
- 239000012472 biological sample Substances 0.000 claims 2
- 125000001072 heteroaryl group Chemical group 0.000 claims 2
- 230000003993 interaction Effects 0.000 claims 2
- 229940126062 Compound A Drugs 0.000 claims 1
- LVZWSLJZHVFIQJ-UHFFFAOYSA-N Cyclopropane Chemical compound C1CC1 LVZWSLJZHVFIQJ-UHFFFAOYSA-N 0.000 claims 1
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 125000006367 bivalent amino carbonyl group Chemical group [H]N([*:1])C([*:2])=O 0.000 claims 1
- 150000001721 carbon Chemical group 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- FVIZARNDLVOMSU-UHFFFAOYSA-N ginsenoside K Natural products C1CC(C2(CCC3C(C)(C)C(O)CCC3(C)C2CC2O)C)(C)C2C1C(C)(CCC=C(C)C)OC1OC(CO)C(O)C(O)C1O FVIZARNDLVOMSU-UHFFFAOYSA-N 0.000 claims 1
- 206010022000 influenza Diseases 0.000 claims 1
- 230000002401 inhibitory effect Effects 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 125000001620 monocyclic carbocycle group Chemical group 0.000 claims 1
- 125000006574 non-aromatic ring group Chemical group 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 230000010076 replication Effects 0.000 claims 1
- 0 *C([C@@]1NNc(nc2)c1cc2O)=NC=C(*N)F Chemical compound *C([C@@]1NNc(nc2)c1cc2O)=NC=C(*N)F 0.000 description 5
- XDTMQSROBMDMFD-UHFFFAOYSA-N C1CCCCC1 Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 2
- FCQGKNWMOCSSSU-UHFFFAOYSA-N C=CCc1cnc(-c(c2c3)n[nH]c2ncc3Cl)nc1N Chemical compound C=CCc1cnc(-c(c2c3)n[nH]c2ncc3Cl)nc1N FCQGKNWMOCSSSU-UHFFFAOYSA-N 0.000 description 1
- VMQLYBTXCLLIRY-YGPZHTELSA-N CCCC(CCCC1)[C@@H]1C(O)=O Chemical compound CCCC(CCCC1)[C@@H]1C(O)=O VMQLYBTXCLLIRY-YGPZHTELSA-N 0.000 description 1
- SHXYZTXRNGBITI-UHFFFAOYSA-N COC(C(C1CCC2CC1)C2Nc1nc(-c(c2c3)n[nH]c2ncc3Cl)ncc1F)=O Chemical compound COC(C(C1CCC2CC1)C2Nc1nc(-c(c2c3)n[nH]c2ncc3Cl)ncc1F)=O SHXYZTXRNGBITI-UHFFFAOYSA-N 0.000 description 1
- LXYILLSRZGZVAY-MQLVAOMNSA-N COC(C(C1CCC2CC1)[C@@H]2Nc1nc(-c2n[nH]c3ncccc23)ncc1F)=O Chemical compound COC(C(C1CCC2CC1)[C@@H]2Nc1nc(-c2n[nH]c3ncccc23)ncc1F)=O LXYILLSRZGZVAY-MQLVAOMNSA-N 0.000 description 1
- QMCMZEDXEDPDTP-UHFFFAOYSA-N COC(C1C(CC2)CCC2C1)=O Chemical compound COC(C1C(CC2)CCC2C1)=O QMCMZEDXEDPDTP-UHFFFAOYSA-N 0.000 description 1
- WNPVIRUJGYEGOJ-AFPNSQJFSA-N C[C@H]1C(CC2)CCC2C1 Chemical compound C[C@H]1C(CC2)CCC2C1 WNPVIRUJGYEGOJ-AFPNSQJFSA-N 0.000 description 1
- XRLDSWLMHUQECH-UHFFFAOYSA-N NC(C1CCCC1)=O Chemical compound NC(C1CCCC1)=O XRLDSWLMHUQECH-UHFFFAOYSA-N 0.000 description 1
- DLKMVGSBOOTVRL-YFKPBYRVSA-N NC(N1[C@H](CO)CCC1)=O Chemical compound NC(N1[C@H](CO)CCC1)=O DLKMVGSBOOTVRL-YFKPBYRVSA-N 0.000 description 1
- ZODQYOVJXBBNOM-UHFFFAOYSA-N Nc1nc(-c2n[nH]c3c2cccn3)ncc1F Chemical compound Nc1nc(-c2n[nH]c3c2cccn3)ncc1F ZODQYOVJXBBNOM-UHFFFAOYSA-N 0.000 description 1
- KIVMLPKWOGOMDT-UHFFFAOYSA-N OC(C(C1CCC2CC1)C2Nc1nc(-c2n[nH]c3ncccc23)ncc1F)=O Chemical compound OC(C(C1CCC2CC1)C2Nc1nc(-c2n[nH]c3ncccc23)ncc1F)=O KIVMLPKWOGOMDT-UHFFFAOYSA-N 0.000 description 1
- IRHLVHVBMGFLNB-GCNVZAOGSA-N OC(C(C1CCC2CC1)[C@@H]2Nc1nc(-c(c2c3)n[nH]c2ncc3Cl)ncc1F)=O Chemical compound OC(C(C1CCC2CC1)[C@@H]2Nc1nc(-c(c2c3)n[nH]c2ncc3Cl)ncc1F)=O IRHLVHVBMGFLNB-GCNVZAOGSA-N 0.000 description 1
- PNKGHXVHKCJNBW-UHFFFAOYSA-N OC(C1C(CC2)CCC2C1)=O Chemical compound OC(C1C(CC2)CCC2C1)=O PNKGHXVHKCJNBW-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
-
- 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
- A61K31/4353—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 ortho- or peri-condensed with heterocyclic ring systems
- A61K31/437—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 ortho- or peri-condensed with heterocyclic ring systems the heterocyclic ring system containing a five-membered ring having nitrogen as a ring hetero atom, e.g. indolizine, beta-carboline
-
- 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
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/506—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim not condensed and containing further heterocyclic rings
-
- 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
- A61K31/535—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one oxygen as the ring hetero atoms, e.g. 1,2-oxazines
- A61K31/5375—1,4-Oxazines, e.g. morpholine
- A61K31/5377—1,4-Oxazines, e.g. morpholine not condensed and containing further heterocyclic rings, e.g. timolol
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- 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
-
- 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
- A61P31/12—Antivirals
- A61P31/14—Antivirals for RNA viruses
- A61P31/16—Antivirals for RNA viruses for influenza or rhinoviruses
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Epidemiology (AREA)
- Virology (AREA)
- Pulmonology (AREA)
- Molecular Biology (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US42394310P | 2010-12-16 | 2010-12-16 | |
| US61/423,943 | 2010-12-16 | ||
| US201161527273P | 2011-08-25 | 2011-08-25 | |
| US61/527,273 | 2011-08-25 | ||
| PCT/US2011/065371 WO2012083117A1 (en) | 2010-12-16 | 2011-12-16 | Inhibitors of influenza viruses replication |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| RU2013132681A true RU2013132681A (ru) | 2015-01-27 |
Family
ID=45478530
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2013132681/04A RU2013132681A (ru) | 2010-12-16 | 2011-12-16 | Ингибиторы репликации вирусов гриппа |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US8871774B2 (enExample) |
| EP (1) | EP2651940A1 (enExample) |
| JP (1) | JP2013545816A (enExample) |
| KR (1) | KR20140014110A (enExample) |
| CN (1) | CN103492381A (enExample) |
| AU (1) | AU2011343642A1 (enExample) |
| CA (1) | CA2822057A1 (enExample) |
| MX (1) | MX2013006836A (enExample) |
| RU (1) | RU2013132681A (enExample) |
| WO (1) | WO2012083117A1 (enExample) |
Families Citing this family (39)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GEP20207129B (en) | 2009-06-17 | 2020-07-10 | Vertex Pharma | Inhibitors of influenza viruses replication |
| UA118010C2 (uk) | 2011-08-01 | 2018-11-12 | Вертекс Фармасьютікалз Інкорпорейтед | Інгібітори реплікації вірусів грипу |
| PT3068776T (pt) | 2013-11-13 | 2019-08-26 | Vertex Pharma | Inibidores da replicação de vírus da gripe |
| HUE038820T2 (hu) | 2013-11-13 | 2018-11-28 | Vertex Pharma | Eljárás influenzavírusok replikációjának inhibitorai elõállítására |
| EA201790266A1 (ru) * | 2014-08-08 | 2017-06-30 | Янссен Сайенсиз Айрлэнд Юси | Индолы для применения при инфекции, вызванной вирусом гриппа |
| SG11201701621YA (en) | 2014-09-08 | 2017-03-30 | Janssen Sciences Ireland Uc | Pyrrolopyrimidines for use in influenza virus infection |
| EP3929293A3 (en) | 2015-04-03 | 2022-03-16 | University Of Massachusetts | Fully stabilized asymmetric sirna |
| EP3294717B1 (en) | 2015-05-13 | 2020-07-29 | Vertex Pharmaceuticals Inc. | Methods of preparing inhibitors of influenza viruses replication |
| WO2016183120A1 (en) | 2015-05-13 | 2016-11-17 | Vertex Pharmaceuticals Incorporated | Inhibitors of influenza viruses replication |
| WO2017030973A1 (en) | 2015-08-14 | 2017-02-23 | University Of Massachusetts | Bioactive conjugates for oligonucleotide delivery |
| ES2882671T3 (es) | 2015-11-27 | 2021-12-02 | Janssen Sciences Ireland Unlimited Co | Indoles heterocíclicos para su uso en infecciones por el virus de la gripe |
| EP3362451B1 (en) | 2015-12-09 | 2023-04-12 | Sunshine Lake Pharma Co., Ltd. | Inhibitors of influenza virus replication, application methods and uses thereof |
| BR112018014794A2 (pt) | 2016-01-20 | 2018-12-11 | Janssen Sciences Ireland Uc | pirimidinas substituídas com arila para uso em infecção pelo vírus influenza |
| WO2017132669A1 (en) | 2016-01-31 | 2017-08-03 | University Of Massachusetts | Branched oligonucleotides |
| WO2017133667A1 (en) * | 2016-02-05 | 2017-08-10 | Savira Pharmaceuticals Gmbh | Pyrimidine and pyridine derivatives and use in treatment, amelioration or prevention of influenza thereof |
| WO2017133657A1 (en) * | 2016-02-05 | 2017-08-10 | Savira Pharmaceuticals Gmbh | Pyridine and pyrimidine derivatives and their use in treatment, amelioration or prevention of influenza |
| WO2017133670A1 (en) * | 2016-02-05 | 2017-08-10 | Savira Pharmaceuticals Gmbh | Pyridine and pyrimidine derivatives and their use in treatment, amelioration or prevention of influenza |
| CN107759571B (zh) | 2016-08-16 | 2021-03-02 | 广东东阳光药业有限公司 | 流感病毒复制抑制剂及其使用方法和用途 |
| US10647693B2 (en) | 2016-08-30 | 2020-05-12 | North & South Brother Pharmacy Investment Company Limited | Inhibitors of influenza virus replication, application methods and uses thereof |
| MX394277B (es) * | 2016-09-05 | 2025-03-24 | Guangdong Raynovent Biotech Co Ltd | Derivados de pirimidina contra virus de la influenza |
| CA3045371C (en) | 2016-12-15 | 2024-05-14 | Sunshine Lake Pharma Co., Ltd. | Inhibitors of influenza virus replication and uses thereof |
| WO2018127096A1 (en) * | 2017-01-05 | 2018-07-12 | Sunshine Lake Pharma Co., Ltd. | Inhibitors of influenza virus replication and uses thereof |
| US10927118B2 (en) | 2017-03-02 | 2021-02-23 | Sunshine Lake Pharma Co., Ltd. | Inhibitors of influenza virus replication and uses thereof |
| WO2018237245A1 (en) | 2017-06-23 | 2018-12-27 | University Of Massachusetts | TWO TAIL SELF-ADMINISTRATION SIRNA AND ASSOCIATED METHODS |
| NZ767352A (en) * | 2018-03-05 | 2023-05-26 | Guangdong Raynovent Biotech Co Ltd | Crystal form and salt form of pyridopyrazole compound and preparation method therefor |
| CN110590768B (zh) * | 2018-06-13 | 2021-02-26 | 银杏树药业(苏州)有限公司 | 杂环化合物、其组合物及其作为抗流感病毒药物的应用 |
| TWI821343B (zh) * | 2018-07-27 | 2023-11-11 | 美商共結晶製藥公司 | 流感病毒複製之抑制劑 |
| BR112021002440A2 (pt) | 2018-08-10 | 2021-05-04 | University Of Massachusetts | oligonucleotídeos modificados visando snps |
| WO2020041769A1 (en) | 2018-08-23 | 2020-02-27 | University Of Massachusetts | O-methyl rich fully stabilized oligonucleotides |
| CN113614232A (zh) | 2019-01-18 | 2021-11-05 | 马萨诸塞大学 | 动态药代动力学修饰锚 |
| EP3946369A4 (en) | 2019-03-26 | 2023-10-18 | University Of Massachusetts | MODIFIED OLIGONUCLEOTIDES WITH INCREASED STABILITY |
| CN114127068B (zh) | 2019-07-22 | 2024-05-28 | 广东众生睿创生物科技有限公司 | 嘧啶衍生物的优势盐型及其晶型 |
| KR20220047989A (ko) | 2019-08-09 | 2022-04-19 | 유니버시티 오브 매사추세츠 | Snp를 표적화하는 화학적으로 변형된 올리고뉴클레오타이드 |
| CN114502150B (zh) * | 2019-09-10 | 2023-03-24 | 广东众生睿创生物科技有限公司 | 一种用于治疗病毒性感冒的药物组合物及其制剂 |
| US12365894B2 (en) | 2019-09-16 | 2025-07-22 | University Of Massachusetts | Branched lipid conjugates of siRNA for specific tissue delivery |
| CN110787170B (zh) * | 2019-12-19 | 2022-06-28 | 浙江立恩生物科技有限公司 | 一种治疗流感病毒感染的药物 |
| AU2021244600A1 (en) | 2020-03-26 | 2022-11-03 | University Of Massachusetts | Synthesis of modified oligonucleotides with increased stability |
| CA3174079A1 (en) | 2020-05-26 | 2021-12-02 | Anastasia Khvorova | Synthetic oligonucleotides having regions of block and cluster modifications |
| WO2022089261A1 (zh) * | 2020-10-29 | 2022-05-05 | 广东众生睿创生物科技有限公司 | 一种嘧啶衍生物的晶型及其制备方法 |
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-
2011
- 2011-12-16 RU RU2013132681/04A patent/RU2013132681A/ru not_active Application Discontinuation
- 2011-12-16 WO PCT/US2011/065371 patent/WO2012083117A1/en not_active Ceased
- 2011-12-16 CA CA2822057A patent/CA2822057A1/en not_active Abandoned
- 2011-12-16 CN CN201180066550.8A patent/CN103492381A/zh active Pending
- 2011-12-16 JP JP2013544808A patent/JP2013545816A/ja active Pending
- 2011-12-16 KR KR1020137018521A patent/KR20140014110A/ko not_active Withdrawn
- 2011-12-16 AU AU2011343642A patent/AU2011343642A1/en not_active Abandoned
- 2011-12-16 MX MX2013006836A patent/MX2013006836A/es not_active Application Discontinuation
- 2011-12-16 EP EP11808474.8A patent/EP2651940A1/en not_active Withdrawn
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2013
- 2013-06-14 US US13/918,048 patent/US8871774B2/en not_active Expired - Fee Related
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| Publication number | Publication date |
|---|---|
| US8871774B2 (en) | 2014-10-28 |
| AU2011343642A1 (en) | 2013-05-02 |
| MX2013006836A (es) | 2013-09-26 |
| CA2822057A1 (en) | 2012-06-21 |
| CN103492381A (zh) | 2014-01-01 |
| EP2651940A1 (en) | 2013-10-23 |
| KR20140014110A (ko) | 2014-02-05 |
| JP2013545816A (ja) | 2013-12-26 |
| WO2012083117A1 (en) | 2012-06-21 |
| US20140005192A1 (en) | 2014-01-02 |
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