KR101800607B1 - 4-(벤조이미다졸-2-일)-티아졸 화합물 및 관련 아자 유도체 - Google Patents
4-(벤조이미다졸-2-일)-티아졸 화합물 및 관련 아자 유도체 Download PDFInfo
- Publication number
- KR101800607B1 KR101800607B1 KR1020147024508A KR20147024508A KR101800607B1 KR 101800607 B1 KR101800607 B1 KR 101800607B1 KR 1020147024508 A KR1020147024508 A KR 1020147024508A KR 20147024508 A KR20147024508 A KR 20147024508A KR 101800607 B1 KR101800607 B1 KR 101800607B1
- Authority
- KR
- South Korea
- Prior art keywords
- methyl
- piperazin
- ethanone
- pyridin
- alkyl
- 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.)
- Expired - Fee Related
Links
- 0 CC(C*(*CC1*)c2c(-c3nc(cccc4)c4[n]3*)nc(C(F)(F)F)[s]2)N1C(C*)=O Chemical compound CC(C*(*CC1*)c2c(-c3nc(cccc4)c4[n]3*)nc(C(F)(F)F)[s]2)N1C(C*)=O 0.000 description 4
- JWQVOMJORQXNME-UHFFFAOYSA-N Cc1nc(cncc2)c2[nH]1 Chemical compound Cc1nc(cncc2)c2[nH]1 JWQVOMJORQXNME-UHFFFAOYSA-N 0.000 description 1
- FZESPVBONPPRAW-UHFFFAOYSA-N Cc1nc2ncccc2[nH]1 Chemical compound Cc1nc2ncccc2[nH]1 FZESPVBONPPRAW-UHFFFAOYSA-N 0.000 description 1
- UZQYFLWZKIMYKS-UHFFFAOYSA-N Cc1nc2ncncc2[nH]1 Chemical compound Cc1nc2ncncc2[nH]1 UZQYFLWZKIMYKS-UHFFFAOYSA-N 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing three or more hetero 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
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/4164—1,3-Diazoles
- A61K31/4184—1,3-Diazoles condensed with carbocyclic rings, e.g. benzimidazoles
-
- 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
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/425—Thiazoles
- A61K31/427—Thiazoles not condensed and containing further heterocyclic rings
-
- 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
- A61P1/06—Anti-spasmodics, e.g. drugs for colics, esophagic dyskinesia
-
- 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
- A61P17/06—Antipsoriatics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
-
- 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]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- 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
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
- A61P37/06—Immunosuppressants, e.g. drugs for graft rejection
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
- C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
- C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D519/00—Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Immunology (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Neurosurgery (AREA)
- Diabetes (AREA)
- Epidemiology (AREA)
- Cardiology (AREA)
- Hospice & Palliative Care (AREA)
- Emergency Medicine (AREA)
- Heart & Thoracic Surgery (AREA)
- Transplantation (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Psychology (AREA)
- Urology & Nephrology (AREA)
- Obesity (AREA)
- Hematology (AREA)
- Vascular Medicine (AREA)
- Psychiatry (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Endocrinology (AREA)
- Dermatology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IBPCT/IB2012/050489 | 2012-02-02 | ||
| IBPCT/IB2012/050489 | 2012-02-02 | ||
| PCT/IB2013/050870 WO2013114332A1 (en) | 2012-02-02 | 2013-02-01 | 4-(benzoimidazol-2-yl)-thiazole compounds and related aza derivatives |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR20140120364A KR20140120364A (ko) | 2014-10-13 |
| KR101800607B1 true KR101800607B1 (ko) | 2017-11-23 |
Family
ID=48014121
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020147024508A Expired - Fee Related KR101800607B1 (ko) | 2012-02-02 | 2013-02-01 | 4-(벤조이미다졸-2-일)-티아졸 화합물 및 관련 아자 유도체 |
Country Status (20)
| Country | Link |
|---|---|
| US (1) | US9266876B2 (enExample) |
| EP (1) | EP2809668B1 (enExample) |
| JP (1) | JP6073931B2 (enExample) |
| KR (1) | KR101800607B1 (enExample) |
| CN (1) | CN104093715B (enExample) |
| AU (1) | AU2013216354B2 (enExample) |
| BR (1) | BR112014018714A8 (enExample) |
| CA (1) | CA2861020C (enExample) |
| CL (1) | CL2014002048A1 (enExample) |
| EA (1) | EA027595B1 (enExample) |
| ES (1) | ES2632237T3 (enExample) |
| IL (1) | IL233872A (enExample) |
| MX (1) | MX352181B (enExample) |
| MY (1) | MY170524A (enExample) |
| NZ (1) | NZ629795A (enExample) |
| PH (1) | PH12014501540B1 (enExample) |
| PL (1) | PL2809668T3 (enExample) |
| SG (1) | SG11201404144PA (enExample) |
| UA (1) | UA113638C2 (enExample) |
| WO (1) | WO2013114332A1 (enExample) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2671323T3 (es) * | 2013-07-22 | 2018-06-06 | Idorsia Pharmaceuticals Ltd | Derivados 1¿(piperazin¿1¿il)¿2¿([1,2,4]triazol¿1¿il)¿etanona |
| JP6510539B2 (ja) | 2014-01-09 | 2019-05-08 | ザ ジェイ. デヴィッド グラッドストーン インスティテューツ, ア テスタメンタリー トラスト エスタブリッシュド アンダー ザ ウィル オブ ジェイ. デヴィッド グラッドストーン | 置換ベンゾオキサジン及び関連化合物 |
| AR099789A1 (es) | 2014-03-24 | 2016-08-17 | Actelion Pharmaceuticals Ltd | Derivados de 8-(piperazin-1-il)-1,2,3,4-tetrahidro-isoquinolina |
| AR103399A1 (es) * | 2015-01-15 | 2017-05-10 | Actelion Pharmaceuticals Ltd | Derivados de (r)-2-metil-piperazina como moduladores del receptor cxcr3 |
| PL3245203T3 (pl) * | 2015-01-15 | 2019-05-31 | Idorsia Pharmaceuticals Ltd | Pochodne hydroksyalkilopiperazyny jako modulatory receptora cxcr3 |
| GB201506660D0 (en) | 2015-04-20 | 2015-06-03 | Cellcentric Ltd | Pharmaceutical compounds |
| GB201506658D0 (en) | 2015-04-20 | 2015-06-03 | Cellcentric Ltd | Pharmaceutical compounds |
| WO2018011265A1 (en) | 2016-07-13 | 2018-01-18 | Idorsia Pharmaceuticals Ltd | Hydroxyalkyl-piperazine derivatives as cxcr3 receptor modulators |
| FR3067028B1 (fr) | 2017-06-06 | 2019-07-12 | Adpuerivitam | Modulateurs de recepteurs nmda, compositions les comprenant et utilisation de ces composes dans le traitement de maladies impliquant le systeme nerveux central |
| MX2023001758A (es) * | 2020-08-11 | 2023-04-11 | Univ Michigan State | Potenciadores de proteasoma y usos de los mismos. |
| WO2022093552A2 (en) * | 2020-10-16 | 2022-05-05 | Saint Louis Univeristy | Rev-erb agonists |
Citations (4)
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|---|---|---|---|---|
| WO2007064553A2 (en) | 2005-11-29 | 2007-06-07 | Merck & Co., Inc. | Thiazole derivatives as cxcr3 receptor modulators |
| WO2007070433A2 (en) | 2005-12-12 | 2007-06-21 | Merck & Co., Inc. | 2-arylthiazole derivatives as cxcr3 receptor modulators |
| WO2009055514A2 (en) | 2007-10-23 | 2009-04-30 | E. I. Du Pont De Nemours And Company | Fungicidal mixtures |
| US20100280028A1 (en) | 2009-04-27 | 2010-11-04 | Boehringer Ingelheim International Gmbh | Cxcr3 receptor antagonists |
Family Cites Families (75)
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|---|---|---|---|---|
| DE60205465T2 (de) | 2001-01-23 | 2006-04-20 | Eli Lilly And Co., Indianapolis | Piperazinderivate als agonisten des melanocortin-rezeptors |
| HUP0401544A2 (hu) | 2001-03-02 | 2004-12-28 | Bristol-Myers Squibb Company | Melanokortin receptor modulátoraiként hasznos vegyületek és a vegyületeket tartalmazó gyógyszerkészítmények |
| GB0229618D0 (en) * | 2002-12-19 | 2003-01-22 | Cancer Rec Tech Ltd | Pyrazole compounds |
| GB0315203D0 (en) | 2003-06-28 | 2003-08-06 | Celltech R&D Ltd | Chemical compounds |
| WO2005035534A1 (ja) | 2003-10-08 | 2005-04-21 | Ono Pharmaceutical Co., Ltd. | 複素ビシクロ環および複素トリシクロ環化合物およびその医薬 |
| US20050124625A1 (en) | 2003-10-21 | 2005-06-09 | Salvati Mark E. | Piperazine derivatives and their use as modulators of nuclear hormone receptor function |
| WO2005042516A2 (en) | 2003-10-22 | 2005-05-12 | Neurocrine Biosciences, Inc. | Ligands of melanocortin receptors and compositions and methods related thereto |
| GB0325956D0 (en) | 2003-11-06 | 2003-12-10 | Addex Pharmaceuticals Sa | Novel compounds |
| NZ547327A (en) | 2003-11-21 | 2009-08-28 | Array Biopharma Inc | AKT protein kinase inhibitors |
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| MY140489A (en) | 2003-12-26 | 2009-12-31 | Eisai R&D Man Co Ltd | 1,2-di (cyclic) substituted benzene compounds |
| EP1856097B1 (en) | 2005-02-16 | 2012-07-11 | Schering Corporation | Pyridyl and phenyl substituted piperazine-piperidines with cxcr3 antagonist activity |
| WO2006091428A2 (en) | 2005-02-16 | 2006-08-31 | Schering Corporation | Heteroaryl substituted pyrazinyl-piperazine-piperidines with cxcr3 antagonist activity |
| JP2008530220A (ja) | 2005-02-16 | 2008-08-07 | シェーリング コーポレイション | Cxcr3アンタゴニスト活性を有する、ピラジニルで置換されたピペラジン−ピペリジン |
| US7566718B2 (en) | 2005-02-16 | 2009-07-28 | Schering Corporation | Amine-linked pyridyl and phenyl substituted piperazine-piperidines with CXCR3 antagonist activity |
| KR20070107046A (ko) | 2005-02-16 | 2007-11-06 | 쉐링 코포레이션 | Cxcr3 길항제 활성을 지닌 헤테로사이클릭 치환된피페라진 |
| CN101146793A (zh) | 2005-02-16 | 2008-03-19 | 先灵公司 | 具有cxcr3拮抗剂活性的新的杂环取代了的吡啶或苯基化合物 |
| WO2006088836A2 (en) | 2005-02-16 | 2006-08-24 | Schering Corporation | Piperazine-piperidines with cxcr3 antagonist activity |
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| PE20071144A1 (es) | 2006-03-21 | 2008-01-10 | Schering Corp | COMPUESTOS HETEROCICLICOS DE PIRIDINA SUSTITUIDA COMO ANTAGONISTAS DEL RECEPTOR 3 DE a-QUIMIOCINA (CXCR3) |
| FR2903405B1 (fr) | 2006-07-04 | 2011-09-09 | Pasteur Institut | Composes a effet potentialisateur de l'activite de l'ethionamide et leurs applications |
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| PE20091576A1 (es) | 2008-02-19 | 2009-11-05 | Sanofi Aventis | DERIVADOS DE 3-(AMIDO O SULFAMIDO)-4-(4-AZINIL SUSTITUIDO)BENZAMIDA COMO INHIBIDORES DEL RECEPTOR DE QUIMIOQUINAS CxCR3 |
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| BRPI0918517B8 (pt) * | 2008-09-11 | 2021-05-25 | Chemocentryx Inc | composto, composição farmacêutica, e, uso de um composto |
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- 2013-02-01 US US14/376,307 patent/US9266876B2/en active Active
- 2013-02-01 UA UAA201409420A patent/UA113638C2/uk unknown
- 2013-02-01 CN CN201380007926.7A patent/CN104093715B/zh not_active Expired - Fee Related
- 2013-02-01 MX MX2014009355A patent/MX352181B/es active IP Right Grant
- 2013-02-01 EP EP13712913.6A patent/EP2809668B1/en active Active
- 2013-02-01 ES ES13712913.6T patent/ES2632237T3/es active Active
- 2013-02-01 AU AU2013216354A patent/AU2013216354B2/en not_active Ceased
- 2013-02-01 KR KR1020147024508A patent/KR101800607B1/ko not_active Expired - Fee Related
- 2013-02-01 JP JP2014555374A patent/JP6073931B2/ja not_active Expired - Fee Related
- 2013-02-01 SG SG11201404144PA patent/SG11201404144PA/en unknown
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- 2013-02-01 EA EA201400854A patent/EA027595B1/ru not_active IP Right Cessation
- 2013-02-01 PL PL13712913T patent/PL2809668T3/pl unknown
- 2013-02-01 BR BR112014018714A patent/BR112014018714A8/pt not_active IP Right Cessation
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- 2013-02-01 MY MYPI2014702122A patent/MY170524A/en unknown
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| AU2013216354B2 (en) | 2017-08-31 |
| NZ629795A (en) | 2016-06-24 |
| KR20140120364A (ko) | 2014-10-13 |
| PH12014501540A1 (en) | 2014-09-22 |
| JP2015506957A (ja) | 2015-03-05 |
| MY170524A (en) | 2019-08-09 |
| EP2809668A1 (en) | 2014-12-10 |
| PH12014501540B1 (en) | 2014-09-22 |
| EA201400854A1 (ru) | 2015-04-30 |
| WO2013114332A1 (en) | 2013-08-08 |
| MX2014009355A (es) | 2014-09-01 |
| JP6073931B2 (ja) | 2017-02-01 |
| ES2632237T3 (es) | 2017-09-12 |
| UA113638C2 (xx) | 2017-02-27 |
| HK1203939A1 (en) | 2015-11-06 |
| SG11201404144PA (en) | 2014-10-30 |
| MX352181B (es) | 2017-11-13 |
| BR112014018714A2 (enExample) | 2017-06-20 |
| CL2014002048A1 (es) | 2014-11-14 |
| EA027595B1 (ru) | 2017-08-31 |
| PL2809668T3 (pl) | 2018-02-28 |
| AU2013216354A1 (en) | 2014-09-25 |
| CN104093715A (zh) | 2014-10-08 |
| BR112014018714A8 (pt) | 2017-12-26 |
| EP2809668B1 (en) | 2017-04-12 |
| IL233872A (en) | 2017-05-29 |
| CA2861020A1 (en) | 2013-08-08 |
| CA2861020C (en) | 2018-07-17 |
| US9266876B2 (en) | 2016-02-23 |
| US20140371204A1 (en) | 2014-12-18 |
| CN104093715B (zh) | 2017-04-26 |
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