MX370491B - Derivados de bencilidenguanidina y uso terapeutico para tratamiento de enfermedades causadas por proteinas mal plegadas. - Google Patents
Derivados de bencilidenguanidina y uso terapeutico para tratamiento de enfermedades causadas por proteinas mal plegadas.Info
- Publication number
- MX370491B MX370491B MX2015008977A MX2015008977A MX370491B MX 370491 B MX370491 B MX 370491B MX 2015008977 A MX2015008977 A MX 2015008977A MX 2015008977 A MX2015008977 A MX 2015008977A MX 370491 B MX370491 B MX 370491B
- Authority
- MX
- Mexico
- Prior art keywords
- alkyl
- protein misfolding
- aryl
- treatment
- therapeutic use
- Prior art date
Links
- YMDBUEGHLIMZQU-UHFFFAOYSA-N 1-benzylideneguanidine Chemical class NC(=N)N=CC1=CC=CC=C1 YMDBUEGHLIMZQU-UHFFFAOYSA-N 0.000 title 1
- 208000007153 proteostasis deficiencies Diseases 0.000 title 1
- 230000001225 therapeutic effect Effects 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- 229910052731 fluorine Inorganic materials 0.000 abstract 3
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 2
- 125000000623 heterocyclic group Chemical group 0.000 abstract 2
- 102000004169 proteins and genes Human genes 0.000 abstract 2
- 108090000623 proteins and genes Proteins 0.000 abstract 2
- 238000009825 accumulation Methods 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000000392 cycloalkenyl group Chemical group 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C281/00—Derivatives of carbonic acid containing functional groups covered by groups C07C269/00 - C07C279/00 in which at least one nitrogen atom of these functional groups is further bound to another nitrogen atom not being part of a nitro or nitroso group
- C07C281/16—Compounds containing any of the groups, e.g. aminoguanidine
- C07C281/18—Compounds containing any of the groups, e.g. aminoguanidine the other nitrogen atom being further doubly-bound to a carbon atom, e.g. guanylhydrazones
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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
- A61K31/13—Amines
- A61K31/155—Amidines (), e.g. guanidine (H2N—C(=NH)—NH2), isourea (N=C(OH)—NH2), isothiourea (—N=C(SH)—NH2)
-
- 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
- A61K31/16—Amides, e.g. hydroxamic acids
- A61K31/165—Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide
-
- 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
- A61K31/21—Esters, e.g. nitroglycerine, selenocyanates
- A61K31/215—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids
- A61K31/216—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids of acids having aromatic rings, e.g. benactizyne, clofibrate
-
- 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
-
- 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
- A61K31/53—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with three nitrogens as the only ring hetero atoms, e.g. chlorazanil, melamine
-
- 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
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- 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
- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
- A61P25/16—Anti-Parkinson drugs
-
- 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
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic 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
-
- 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
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- 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
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C281/00—Derivatives of carbonic acid containing functional groups covered by groups C07C269/00 - C07C279/00 in which at least one nitrogen atom of these functional groups is further bound to another nitrogen atom not being part of a nitro or nitroso group
- C07C281/16—Compounds containing any of the groups, e.g. aminoguanidine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/61—Halogen atoms or nitro radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D253/00—Heterocyclic compounds containing six-membered rings having three nitrogen atoms as the only ring hetero atoms, not provided for by group C07D251/00
- C07D253/02—Heterocyclic compounds containing six-membered rings having three nitrogen atoms as the only ring hetero atoms, not provided for by group C07D251/00 not condensed with other rings
- C07D253/06—1,2,4-Triazines
- C07D253/065—1,2,4-Triazines having three double bonds between ring members or between ring members and non-ring members
- C07D253/07—1,2,4-Triazines having three double bonds between ring members or between ring members and non-ring members with hetero atoms, or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D253/075—Two hetero atoms, in positions 3 and 5
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Epidemiology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Neurosurgery (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Emergency Medicine (AREA)
- Diabetes (AREA)
- Psychology (AREA)
- Hematology (AREA)
- Obesity (AREA)
- Endocrinology (AREA)
- Ophthalmology & Optometry (AREA)
- Hospice & Palliative Care (AREA)
- Psychiatry (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyridine Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
La presente invención se refiere a un compuesto de la Fórmula (I), o a un tautómero y/o una sal farmacéuticamente aceptable del mismo, en donde R1 es un radical alquilo CI, F o Br; R2 es un átomo de H o de F; R3 se selecciona de entre un átomo de H y un radical alquilo; R4 se selecciona de entre un átomo de H y un radical C(O)R6 R5 es un átomo de H; o R4 y R5 se unen para formar un grupo heterocíclico que está opcionalmente sustituido con uno o más grupos R10 R6 se selecciona del grupo que consiste de radicales R7, OR7 y NR8R9 R7, R8 y R9 cada uno independientemente se selecciona del grupo que consiste de un radical alquilo, cicloalquilo, aralquilo, cicloalquenilo, heterociclilo y arilo, cada uno de los cuales opcionalmente está sustituido con uno o más grupos R10 cada grupo R10 se selecciona independientemente del grupo que consiste de un átomo de halógeno, un radical OH, CN, COO-alquilo, aralquilo, SO2- alquilo, SO2-arilo, COOH, CO-alquilo, CO-arilo, NH2, NH-alquilo, N(alquilo)2, CF3, alquilo y alcoxi; X y Z cada uno independientemente es un radical CR11, y Y se selecciona del grupo que consiste de CR11 y N; R11 es un átomo de H o de F; para utilizarse en el tratamiento de un trastorno asociado con el estrés por proteínas mal plegadas, y en particular con una acumulación de proteínas mal plegadas.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GBGB1300435.3A GB201300435D0 (en) | 2013-01-10 | 2013-01-10 | Benzylideneguanidine Derivatives and Therapeutic Use for the Treatment of Protein Misfolding Diseases |
PCT/EP2014/050422 WO2014108520A1 (en) | 2013-01-10 | 2014-01-10 | Benzylideneguanidine derivatives and therapeutic use for the treatment of protein misfolding diseases |
Publications (2)
Publication Number | Publication Date |
---|---|
MX2015008977A MX2015008977A (es) | 2016-05-16 |
MX370491B true MX370491B (es) | 2019-12-16 |
Family
ID=47757796
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
MX2015008977A MX370491B (es) | 2013-01-10 | 2014-01-10 | Derivados de bencilidenguanidina y uso terapeutico para tratamiento de enfermedades causadas por proteinas mal plegadas. |
Country Status (21)
Country | Link |
---|---|
US (4) | US9682943B2 (es) |
EP (2) | EP2943467B1 (es) |
JP (1) | JP6276289B2 (es) |
KR (1) | KR102166665B1 (es) |
CN (1) | CN105189452B (es) |
AU (2) | AU2014204831C1 (es) |
CA (1) | CA2896976C (es) |
DK (1) | DK2943467T3 (es) |
ES (2) | ES2594378T3 (es) |
GB (1) | GB201300435D0 (es) |
HR (1) | HRP20161208T1 (es) |
HU (1) | HUE030848T2 (es) |
IL (1) | IL239629B (es) |
LT (1) | LT2943467T (es) |
MX (1) | MX370491B (es) |
PL (1) | PL2943467T3 (es) |
PT (1) | PT2943467T (es) |
RS (1) | RS55185B1 (es) |
RU (1) | RU2654910C2 (es) |
SI (1) | SI2943467T1 (es) |
WO (1) | WO2014108520A1 (es) |
Families Citing this family (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB201300435D0 (en) | 2013-01-10 | 2013-02-27 | Medical Res Council | Benzylideneguanidine Derivatives and Therapeutic Use for the Treatment of Protein Misfolding Diseases |
WO2014138298A1 (en) | 2013-03-05 | 2014-09-12 | University Of Chicago | Treatment of demyelinating disorders |
CA2951191C (en) | 2014-07-02 | 2022-09-13 | Inflectis Bioscience | Novel therapeutic uses of benzylideneguanidine derivatives for the treatment of proteopathies |
JP6868568B2 (ja) | 2015-04-08 | 2021-05-12 | メディカル リサーチ カウンシルMedical Research Council | ホスファターゼ選択的および非選択的なホスファターゼ阻害剤を選択するための方法 |
US9501793B1 (en) * | 2015-06-04 | 2016-11-22 | Herofi, Inc. | Archetecture and associated methodology for data standardization and utilization in retail industry applications |
CA2992674A1 (en) * | 2015-07-31 | 2017-02-09 | Inflectis Bioscience | Method of treating cancer with a combination of benzylideneguanidine derivatives and chemotherapeutic agent |
US20180230105A1 (en) | 2017-01-13 | 2018-08-16 | Regents Of The University Of Minnesota | Therapeutic compounds |
US11166464B2 (en) * | 2017-03-06 | 2021-11-09 | The United States Of America, As Represented By The Secretary Of Agriculture | Self-assembled active agents |
WO2019215470A1 (en) | 2018-05-09 | 2019-11-14 | INSERM (Institut National de la Santé et de la Recherche Médicale) | Use of guanabenz or derivates thereof for the treatment of type i ifn-dependent pathologies |
CN113072467B (zh) * | 2021-03-24 | 2022-04-12 | 南方医科大学 | 含取代胍基衍生物及其在制备破骨细胞分化抑制剂上的应用 |
WO2024105168A1 (en) | 2022-11-18 | 2024-05-23 | Inflectis Bioscience | Novel combinations useful for the treatments of als |
Family Cites Families (21)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1223492A (en) | 1967-10-13 | 1971-02-24 | American Home Prod | Guanidines |
US3541218A (en) * | 1969-06-18 | 1970-11-17 | Lilly Co Eli | Omicron-fluorobenzylaminoguanidine for diabetes |
SE7607653L (sv) | 1976-07-05 | 1978-01-06 | Haessle Ab | Substituerade triazoler |
WO1993003714A2 (en) * | 1991-08-27 | 1993-03-04 | The Upjohn Company | Method for treatment of metabolic disorders |
PT793646E (pt) * | 1994-11-23 | 2002-03-28 | Biovitrum Ab | Carboxilatos de aminoguanidina destinados ao tratamento de diabetes mellitus nao-insulinodependente |
US6335339B1 (en) | 1998-01-13 | 2002-01-01 | Scriptgen Pharmaceuticals, Inc. | Triazine antiviral compounds |
AU7802700A (en) | 1999-10-06 | 2001-05-10 | Melacure Therapeutics Ab | Guanidine derivatives and their use in the production of a medicament for blocking xanthine oxidase/dehydrogenase |
GB0019357D0 (en) * | 2000-08-07 | 2000-09-27 | Melacure Therapeutics Ab | Novel phenyl guanidines |
US6518269B1 (en) | 2000-07-28 | 2003-02-11 | University Of Arizona Foundation | Cancer treatment |
GB0019359D0 (en) | 2000-08-07 | 2000-09-27 | Melacure Therapeutics Ab | Novel guanidines |
FR2812812B1 (fr) | 2000-08-08 | 2002-10-11 | Philippe Gorny | Medicament destine notamment a combattre les dysfonctions sexuelles |
CN1875271A (zh) * | 2003-09-25 | 2006-12-06 | 阿卡蒂亚药品公司 | 用神经肽ff受体2激动剂治疗神经痛 |
CA2539753A1 (en) * | 2003-09-25 | 2005-04-07 | Acadia Pharmaceuticals Inc. | Treating neuropathic pain with neuropeptide ff receptor 2 agonists |
EP1908464A1 (en) * | 2006-10-04 | 2008-04-09 | Centre National De La Recherche Scientifique (Cnrs) | Use of chlorine guanabenz derivatives for treating polyglutamine expansion associated diseases |
EP1908465B1 (en) * | 2006-10-04 | 2009-04-29 | Centre National De La Recherche Scientifique (Cnrs) | Use of chlorine guanabenz derivatives for treating prion-based diseases |
WO2008091681A2 (en) | 2007-01-23 | 2008-07-31 | Housey Gerard M | Theramutein modulators |
WO2011039735A2 (en) | 2009-10-02 | 2011-04-07 | Consiglio Nazionale Delle Ricerche | Compounds with ddx3 inhibitory activity and uses thereof |
WO2011097607A1 (en) | 2010-02-08 | 2011-08-11 | Southern Research Institute | Anti-viral treatment and assay to screen for anti-viral agent |
CA2803687C (en) | 2010-07-20 | 2019-04-30 | Vestaron Corporation | Insecticidal triazines and pyrimidines |
WO2012048330A2 (en) * | 2010-10-08 | 2012-04-12 | The Mclean Hospital Corporation | Treatment of motor neuron disease |
GB201300435D0 (en) | 2013-01-10 | 2013-02-27 | Medical Res Council | Benzylideneguanidine Derivatives and Therapeutic Use for the Treatment of Protein Misfolding Diseases |
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2013
- 2013-01-10 GB GBGB1300435.3A patent/GB201300435D0/en not_active Ceased
-
2014
- 2014-01-10 AU AU2014204831A patent/AU2014204831C1/en active Active
- 2014-01-10 DK DK14700310.7T patent/DK2943467T3/en active
- 2014-01-10 US US14/760,350 patent/US9682943B2/en active Active
- 2014-01-10 RU RU2015127827A patent/RU2654910C2/ru active
- 2014-01-10 PL PL14700310T patent/PL2943467T3/pl unknown
- 2014-01-10 SI SI201430063A patent/SI2943467T1/sl unknown
- 2014-01-10 EP EP14700310.7A patent/EP2943467B1/en active Active
- 2014-01-10 WO PCT/EP2014/050422 patent/WO2014108520A1/en active Application Filing
- 2014-01-10 KR KR1020157019864A patent/KR102166665B1/ko active IP Right Grant
- 2014-01-10 LT LTEP14700310.7T patent/LT2943467T/lt unknown
- 2014-01-10 MX MX2015008977A patent/MX370491B/es active IP Right Grant
- 2014-01-10 EP EP16172383.8A patent/EP3115357B1/en active Active
- 2014-01-10 ES ES14700310.7T patent/ES2594378T3/es active Active
- 2014-01-10 CN CN201480004604.1A patent/CN105189452B/zh active Active
- 2014-01-10 ES ES16172383T patent/ES2831453T3/es active Active
- 2014-01-10 HU HUE14700310A patent/HUE030848T2/hu unknown
- 2014-01-10 PT PT147003107T patent/PT2943467T/pt unknown
- 2014-01-10 CA CA2896976A patent/CA2896976C/en active Active
- 2014-01-10 RS RS20160798A patent/RS55185B1/sr unknown
- 2014-01-10 JP JP2015552060A patent/JP6276289B2/ja active Active
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2015
- 2015-06-25 IL IL239629A patent/IL239629B/en active IP Right Grant
-
2016
- 2016-09-21 HR HRP20161208TT patent/HRP20161208T1/hr unknown
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2017
- 2017-03-23 US US15/467,613 patent/US10100020B2/en active Active
- 2017-12-05 AU AU2017272151A patent/AU2017272151B2/en active Active
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2018
- 2018-08-31 US US16/119,445 patent/US10526297B2/en active Active
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2019
- 2019-11-25 US US16/694,694 patent/US10954198B2/en active Active
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