BRPI0717098B8 - análogos de insulina humana resistentes à protease, composição farmacêutica e processo para sua preparação - Google Patents
análogos de insulina humana resistentes à protease, composição farmacêutica e processo para sua preparaçãoInfo
- Publication number
- BRPI0717098B8 BRPI0717098B8 BRPI0717098A BRPI0717098A BRPI0717098B8 BR PI0717098 B8 BRPI0717098 B8 BR PI0717098B8 BR PI0717098 A BRPI0717098 A BR PI0717098A BR PI0717098 A BRPI0717098 A BR PI0717098A BR PI0717098 B8 BRPI0717098 B8 BR PI0717098B8
- Authority
- BR
- Brazil
- Prior art keywords
- insulin analogues
- protease
- preparation
- pharmaceutical composition
- human insulin
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 4
- 108091005804 Peptidases Proteins 0.000 title abstract 3
- 239000004365 Protease Substances 0.000 title abstract 3
- 102100037486 Reverse transcriptase/ribonuclease H Human genes 0.000 title abstract 3
- 238000002360 preparation method Methods 0.000 title abstract 3
- PBGKTOXHQIOBKM-FHFVDXKLSA-N insulin (human) Chemical class C([C@@H](C(=O)N[C@@H](CC(C)C)C(=O)N[C@H]1CSSC[C@H]2C(=O)N[C@H](C(=O)N[C@@H](CO)C(=O)N[C@H](C(=O)N[C@H](C(N[C@@H](CO)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC=3C=CC(O)=CC=3)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CC=3C=CC(O)=CC=3)C(=O)N[C@@H](CSSC[C@H](NC(=O)[C@H](C(C)C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC=3C=CC(O)=CC=3)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](C)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](C(C)C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC=3NC=NC=3)NC(=O)[C@H](CO)NC(=O)CNC1=O)C(=O)NCC(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CCCNC(N)=N)C(=O)NCC(=O)N[C@@H](CC=1C=CC=CC=1)C(=O)N[C@@H](CC=1C=CC=CC=1)C(=O)N[C@@H](CC=1C=CC(O)=CC=1)C(=O)N[C@@H]([C@@H](C)O)C(=O)N1[C@@H](CCC1)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H]([C@@H](C)O)C(O)=O)C(=O)N[C@@H](CC(N)=O)C(O)=O)=O)CSSC[C@@H](C(N2)=O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](C(C)C)NC(=O)[C@@H](NC(=O)CN)[C@@H](C)CC)[C@@H](C)CC)[C@@H](C)O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CC(N)=O)NC(=O)[C@@H](NC(=O)[C@@H](N)CC=1C=CC=CC=1)C(C)C)C1=CN=CN1 PBGKTOXHQIOBKM-FHFVDXKLSA-N 0.000 title abstract 2
- 239000008194 pharmaceutical composition Substances 0.000 title abstract 2
- NOESYZHRGYRDHS-UHFFFAOYSA-N insulin Chemical class N1C(=O)C(NC(=O)C(CCC(N)=O)NC(=O)C(CCC(O)=O)NC(=O)C(C(C)C)NC(=O)C(NC(=O)CN)C(C)CC)CSSCC(C(NC(CO)C(=O)NC(CC(C)C)C(=O)NC(CC=2C=CC(O)=CC=2)C(=O)NC(CCC(N)=O)C(=O)NC(CC(C)C)C(=O)NC(CCC(O)=O)C(=O)NC(CC(N)=O)C(=O)NC(CC=2C=CC(O)=CC=2)C(=O)NC(CSSCC(NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC=2C=CC(O)=CC=2)NC(=O)C(CC(C)C)NC(=O)C(C)NC(=O)C(CCC(O)=O)NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC=2NC=NC=2)NC(=O)C(CO)NC(=O)CNC2=O)C(=O)NCC(=O)NC(CCC(O)=O)C(=O)NC(CCCNC(N)=N)C(=O)NCC(=O)NC(CC=3C=CC=CC=3)C(=O)NC(CC=3C=CC=CC=3)C(=O)NC(CC=3C=CC(O)=CC=3)C(=O)NC(C(C)O)C(=O)N3C(CCC3)C(=O)NC(CCCCN)C(=O)NC(C)C(O)=O)C(=O)NC(CC(N)=O)C(O)=O)=O)NC(=O)C(C(C)CC)NC(=O)C(CO)NC(=O)C(C(C)O)NC(=O)C1CSSCC2NC(=O)C(CC(C)C)NC(=O)C(NC(=O)C(CCC(N)=O)NC(=O)C(CC(N)=O)NC(=O)C(NC(=O)C(N)CC=1C=CC=CC=1)C(C)C)CC1=CN=CN1 NOESYZHRGYRDHS-UHFFFAOYSA-N 0.000 abstract 8
- 102000004877 Insulin Human genes 0.000 abstract 2
- 108090001061 Insulin Proteins 0.000 abstract 2
- 229940125396 insulin Drugs 0.000 abstract 2
- 150000001413 amino acids Chemical class 0.000 abstract 1
- 206010012601 diabetes mellitus Diseases 0.000 abstract 1
- 239000002243 precursor Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K14/00—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
- C07K14/435—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans
- C07K14/575—Hormones
- C07K14/62—Insulins
-
- 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
- A61P3/04—Anorexiants; Antiobesity agents
-
- 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
- A61P3/06—Antihyperlipidemics
-
- 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
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P5/00—Drugs for disorders of the endocrine system
- A61P5/48—Drugs for disorders of the endocrine system of the pancreatic hormones
- A61P5/50—Drugs for disorders of the endocrine system of the pancreatic hormones for increasing or potentiating the activity of insulin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Diabetes (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Endocrinology (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Obesity (AREA)
- Hematology (AREA)
- Zoology (AREA)
- Gastroenterology & Hepatology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Toxicology (AREA)
- Genetics & Genomics (AREA)
- Biophysics (AREA)
- Emergency Medicine (AREA)
- Child & Adolescent Psychology (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Peptides Or Proteins (AREA)
- Immunology (AREA)
- Epidemiology (AREA)
- Medicinal Preparation (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP06121113.2 | 2006-09-22 | ||
| EP06121113 | 2006-09-22 | ||
| EP061211132 | 2006-09-22 | ||
| PCT/EP2007/059990 WO2008034881A1 (en) | 2006-09-22 | 2007-09-20 | Protease resistant insulin analogues |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| BRPI0717098A2 BRPI0717098A2 (pt) | 2013-10-08 |
| BRPI0717098B1 BRPI0717098B1 (pt) | 2018-08-07 |
| BRPI0717098B8 true BRPI0717098B8 (pt) | 2021-05-25 |
Family
ID=38754488
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BRPI0717098A BRPI0717098B8 (pt) | 2006-09-22 | 2007-09-20 | análogos de insulina humana resistentes à protease, composição farmacêutica e processo para sua preparação |
Country Status (20)
| Country | Link |
|---|---|
| US (1) | US9018161B2 (enExample) |
| EP (2) | EP2074141B1 (enExample) |
| JP (2) | JP5864834B2 (enExample) |
| KR (2) | KR101699370B1 (enExample) |
| CN (1) | CN101541830A (enExample) |
| AU (1) | AU2007298919C1 (enExample) |
| BR (1) | BRPI0717098B8 (enExample) |
| CA (1) | CA2663074A1 (enExample) |
| DK (1) | DK2074141T3 (enExample) |
| ES (1) | ES2601839T3 (enExample) |
| HU (1) | HUE029512T2 (enExample) |
| IL (1) | IL197609A (enExample) |
| MX (1) | MX2009002999A (enExample) |
| NO (1) | NO20091563L (enExample) |
| PL (1) | PL2074141T3 (enExample) |
| PT (1) | PT2074141T (enExample) |
| RU (1) | RU2524150C2 (enExample) |
| TW (1) | TW200829600A (enExample) |
| WO (1) | WO2008034881A1 (enExample) |
| ZA (1) | ZA200901838B (enExample) |
Families Citing this family (90)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DK1969004T3 (da) | 2005-12-28 | 2011-11-28 | Novo Nordisk As | Insulinsammensætninger og metode til at lave en sammensætning |
| PL2074141T3 (pl) * | 2006-09-22 | 2017-02-28 | Novo Nordisk A/S | Analogi insuliny oporne na proteazę |
| EP2152245B1 (en) | 2007-04-30 | 2015-12-02 | Novo Nordisk A/S | Method for drying a protein composition, a dried protein composition and a pharmaceutical composition comprising the dried protein |
| JP2011504871A (ja) | 2007-06-01 | 2011-02-17 | ノボ・ノルデイスク・エー/エス | 固体又は半固体担体中にペプチド薬剤を含む自然に分散可能なプレコンセントレイト |
| US20100190706A1 (en) | 2007-06-01 | 2010-07-29 | Novo Nordisk A/S | Stable Non-Aqueous Pharmaceutical Compositions |
| EP2167032B1 (en) | 2007-06-13 | 2019-08-07 | Novo Nordisk A/S | Pharmaceutical formulation comprising an insulin derivative |
| EP2025674A1 (de) | 2007-08-15 | 2009-02-18 | sanofi-aventis | Substituierte Tetrahydronaphthaline, Verfahren zu ihrer Herstellung und ihre Verwendung als Arzneimittel |
| ES2613152T3 (es) | 2008-01-09 | 2017-05-22 | Sanofi-Aventis Deutschland Gmbh | Nuevos derivados de insulina con perfil tiempo/acción extremadamente retardado |
| CN101970477B (zh) * | 2008-03-14 | 2014-12-31 | 诺沃-诺迪斯克有限公司 | 蛋白酶稳定的胰岛素类似物 |
| KR20110004366A (ko) * | 2008-03-18 | 2011-01-13 | 노보 노르디스크 에이/에스 | 프로테아제 안정화되고, 아실화된 인슐린 유사체 |
| WO2009133099A2 (en) * | 2008-04-28 | 2009-11-05 | Novo Nordisk A/S | Insulin precursors for diabetes treatment |
| CA3016451A1 (en) | 2008-10-17 | 2010-04-22 | Sanofi-Aventis Deutschland Gmbh | Combination of an insulin and a glp-1 agonist |
| WO2010049488A1 (en) | 2008-10-30 | 2010-05-06 | Novo Nordisk A/S | Treating diabetes melitus using insulin injections with less than daily injection frequency |
| WO2010066636A1 (en) * | 2008-12-09 | 2010-06-17 | Novo Nordisk A/S | Novel insulin analogues |
| JP5669834B2 (ja) | 2009-06-26 | 2015-02-18 | ノボ・ノルデイスク・エー/エス | インスリン、ニコチンアミド及びアミノ酸を含む製剤 |
| US20120184487A1 (en) * | 2009-06-30 | 2012-07-19 | Novo Nordisk A/S | Insulin derivatives |
| EP2451471A1 (de) * | 2009-07-06 | 2012-05-16 | Sanofi-Aventis Deutschland GmbH | Langsamwirkende insulinzubereitungen |
| WO2011033019A1 (en) | 2009-09-16 | 2011-03-24 | Novo Nordisk A/S | Stable non-aqueous liquid pharmaceutical compositions comprising an insulin |
| CN102665676B (zh) | 2009-11-02 | 2015-04-01 | 诺沃-诺迪斯克有限公司 | 非共价结合的白蛋白和酰化胰岛素的药物溶液 |
| DK2498802T3 (en) | 2009-11-13 | 2015-04-13 | Sanofi Aventis Deutschland | Pharmaceutical composition comprising a GLP-1 agonist, insulin and a methionine |
| PL3345593T3 (pl) | 2009-11-13 | 2024-04-08 | Sanofi-Aventis Deutschland Gmbh | Kompozycja farmaceutyczna zawierająca desPro36-eksendynę-4(1-39)-Lys6-NH2 i metioninę |
| KR20120117013A (ko) * | 2010-01-12 | 2012-10-23 | 노보 노르디스크 에이/에스 | 인슐린 펩티드의 경구 투여를 위한 약학적 조성물 |
| WO2011107494A1 (de) | 2010-03-03 | 2011-09-09 | Sanofi | Neue aromatische glykosidderivate, diese verbindungen enthaltende arzneimittel und deren verwendung |
| DE102010015123A1 (de) | 2010-04-16 | 2011-10-20 | Sanofi-Aventis Deutschland Gmbh | Benzylamidische Diphenylazetidinone, diese Verbindungen enthaltende Arzneimittel und deren Verwendung |
| WO2011157827A1 (de) | 2010-06-18 | 2011-12-22 | Sanofi | Azolopyridin-3-on-derivate als inhibitoren von lipasen und phospholipasen |
| US8530413B2 (en) | 2010-06-21 | 2013-09-10 | Sanofi | Heterocyclically substituted methoxyphenyl derivatives with an oxo group, processes for preparation thereof and use thereof as medicaments |
| JP6013330B2 (ja) | 2010-06-23 | 2016-10-25 | ノヴォ ノルディスク アー/エス | 追加のジスルフィド結合を含有するヒトインスリン |
| WO2011161124A1 (en) | 2010-06-23 | 2011-12-29 | Novo Nordisk A/S | Insulin analogues containing additional disulfide bonds |
| JP5931857B2 (ja) * | 2010-06-23 | 2016-06-08 | ノヴォ ノルディスク アー/エス | 追加のジスルフィド結合を含有するインスリン誘導体 |
| TW201215387A (en) | 2010-07-05 | 2012-04-16 | Sanofi Aventis | Spirocyclically substituted 1,3-propane dioxide derivatives, processes for preparation thereof and use thereof as a medicament |
| TW201215388A (en) | 2010-07-05 | 2012-04-16 | Sanofi Sa | (2-aryloxyacetylamino)phenylpropionic acid derivatives, processes for preparation thereof and use thereof as medicaments |
| TW201221505A (en) | 2010-07-05 | 2012-06-01 | Sanofi Sa | Aryloxyalkylene-substituted hydroxyphenylhexynoic acids, process for preparation thereof and use thereof as a medicament |
| PT2611458T (pt) | 2010-08-30 | 2016-12-16 | Sanofi Aventis Deutschland | Utilização de ave0010 para o fabrico de um medicamento para o tratamento da diabetes mellitus tipo 2 |
| JP2013540771A (ja) | 2010-10-15 | 2013-11-07 | ノヴォ ノルディスク アー/エス | 新規n末端修飾インスリン誘導体 |
| DK2632478T3 (da) | 2010-10-27 | 2019-10-07 | Novo Nordisk As | Behandling af diabetes melitus under anvendelse af insulinindsprøjtninger indgivet med varierende indsprøjtningsintervaller |
| JP2014501239A (ja) | 2010-12-14 | 2014-01-20 | ノヴォ ノルディスク アー/エス | インスリン、ニコチンアミドおよびアミノ酸を含む製剤 |
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| WO2012140155A1 (en) | 2011-04-14 | 2012-10-18 | Novo Nordisk A/S | Fatty acid acylated amino acids for oral peptide delivery |
| US9821032B2 (en) | 2011-05-13 | 2017-11-21 | Sanofi-Aventis Deutschland Gmbh | Pharmaceutical combination for improving glycemic control as add-on therapy to basal insulin |
| EP2720711A1 (en) | 2011-06-15 | 2014-04-23 | Novo Nordisk A/S | Multi substituted insulins |
| DK2750699T3 (en) | 2011-08-29 | 2015-10-26 | Sanofi Aventis Deutschland | A pharmaceutical combination for use in glycemic control in diabetes type 2 patients |
| TWI559929B (en) | 2011-09-01 | 2016-12-01 | Sanofi Aventis Deutschland | Pharmaceutical composition for use in the treatment of a neurodegenerative disease |
| EP2567959B1 (en) | 2011-09-12 | 2014-04-16 | Sanofi | 6-(4-hydroxy-phenyl)-3-styryl-1h-pyrazolo[3,4-b]pyridine-4-carboxylic acid amide derivatives as kinase inhibitors |
| WO2013037390A1 (en) | 2011-09-12 | 2013-03-21 | Sanofi | 6-(4-hydroxy-phenyl)-3-styryl-1h-pyrazolo[3,4-b]pyridine-4-carboxylic acid amide derivatives as kinase inhibitors |
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| TWI641381B (zh) | 2013-02-04 | 2018-11-21 | 法商賽諾菲公司 | 胰島素類似物及/或胰島素衍生物之穩定化醫藥調配物 |
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- 2007-09-20 RU RU2009114324/10A patent/RU2524150C2/ru not_active IP Right Cessation
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- 2007-09-20 MX MX2009002999A patent/MX2009002999A/es active IP Right Grant
- 2007-09-20 WO PCT/EP2007/059990 patent/WO2008034881A1/en not_active Ceased
- 2007-09-20 EP EP07820423.7A patent/EP2074141B1/en not_active Revoked
- 2007-09-20 CN CNA2007800431301A patent/CN101541830A/zh active Pending
- 2007-09-20 JP JP2009528727A patent/JP5864834B2/ja active Active
- 2007-09-20 KR KR1020097005790A patent/KR101699370B1/ko not_active Expired - Fee Related
- 2007-09-20 ES ES07820423.7T patent/ES2601839T3/es active Active
- 2007-09-20 EP EP11173251A patent/EP2404934A1/en not_active Withdrawn
- 2007-09-20 HU HUE07820423A patent/HUE029512T2/en unknown
- 2007-09-20 KR KR1020157005461A patent/KR101729986B1/ko not_active Expired - Fee Related
- 2007-09-20 PT PT78204237T patent/PT2074141T/pt unknown
- 2007-09-20 AU AU2007298919A patent/AU2007298919C1/en not_active Ceased
- 2007-09-20 BR BRPI0717098A patent/BRPI0717098B8/pt not_active IP Right Cessation
- 2007-09-20 DK DK07820423.7T patent/DK2074141T3/en active
- 2007-09-20 US US12/442,190 patent/US9018161B2/en active Active
- 2007-09-21 TW TW096135252A patent/TW200829600A/zh unknown
-
2009
- 2009-03-16 ZA ZA2009/01838A patent/ZA200901838B/en unknown
- 2009-03-16 IL IL197609A patent/IL197609A/en active IP Right Grant
- 2009-04-20 NO NO20091563A patent/NO20091563L/no not_active Application Discontinuation
-
2014
- 2014-01-24 JP JP2014011829A patent/JP2014129355A/ja not_active Withdrawn
Also Published As
| Publication number | Publication date |
|---|---|
| PL2074141T3 (pl) | 2017-02-28 |
| KR101729986B1 (ko) | 2017-04-25 |
| JP2014129355A (ja) | 2014-07-10 |
| EP2404934A1 (en) | 2012-01-11 |
| US20100009898A1 (en) | 2010-01-14 |
| AU2007298919A1 (en) | 2008-03-27 |
| KR101699370B1 (ko) | 2017-02-14 |
| DK2074141T3 (en) | 2016-11-28 |
| MX2009002999A (es) | 2009-04-01 |
| EP2074141B1 (en) | 2016-08-10 |
| CN101541830A (zh) | 2009-09-23 |
| US9018161B2 (en) | 2015-04-28 |
| BRPI0717098B1 (pt) | 2018-08-07 |
| JP2010504087A (ja) | 2010-02-12 |
| PT2074141T (pt) | 2016-11-10 |
| HUE029512T2 (en) | 2017-03-28 |
| CA2663074A1 (en) | 2008-03-27 |
| NO20091563L (no) | 2009-04-20 |
| RU2524150C2 (ru) | 2014-07-27 |
| TW200829600A (en) | 2008-07-16 |
| AU2007298919C1 (en) | 2014-02-06 |
| BRPI0717098A2 (pt) | 2013-10-08 |
| WO2008034881A1 (en) | 2008-03-27 |
| ZA200901838B (en) | 2010-02-24 |
| JP5864834B2 (ja) | 2016-02-17 |
| ES2601839T3 (es) | 2017-02-16 |
| EP2074141A1 (en) | 2009-07-01 |
| IL197609A (en) | 2017-04-30 |
| IL197609A0 (en) | 2011-08-01 |
| RU2009114324A (ru) | 2010-10-27 |
| KR20150031494A (ko) | 2015-03-24 |
| KR20090071561A (ko) | 2009-07-01 |
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