ECSP11011164A - Derivados de 2-piridin-2-il-pirazol-3(2h)-ona, su preparación y su aplicación en terapéutica - Google Patents
Derivados de 2-piridin-2-il-pirazol-3(2h)-ona, su preparación y su aplicación en terapéuticaInfo
- Publication number
- ECSP11011164A ECSP11011164A EC2011011164A ECSP11011164A ECSP11011164A EC SP11011164 A ECSP11011164 A EC SP11011164A EC 2011011164 A EC2011011164 A EC 2011011164A EC SP11011164 A ECSP11011164 A EC SP11011164A EC SP11011164 A ECSP11011164 A EC SP11011164A
- Authority
- EC
- Ecuador
- Prior art keywords
- group
- alkyl
- nr5r6
- aryl
- groups
- Prior art date
Links
- 239000003814 drug Substances 0.000 title abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 5
- 125000001072 heteroaryl group Chemical group 0.000 abstract 3
- 125000006527 (C1-C5) alkyl group Chemical group 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000005842 heteroatom Chemical group 0.000 abstract 1
- 125000000592 heterocycloalkyl group Chemical group 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 125000004043 oxo group Chemical group O=* 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 229910052717 sulfur Inorganic materials 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/12—Drugs for disorders of the urinary system of the kidneys
-
- 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
- A61P17/02—Drugs for dermatological disorders for treating wounds, ulcers, burns, scars, keloids, or the like
-
- 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
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
- A61P27/06—Antiglaucoma agents or miotics
-
- 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
- A61P31/12—Antivirals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/06—Antianaemics
-
- 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
-
- 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
- A61P9/04—Inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure
-
- 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
-
- 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
- A61P9/12—Antihypertensives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- 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
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/04—Ortho-condensed systems
- C07D491/044—Ortho-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring
- C07D491/052—Ortho-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring the oxygen-containing ring being six-membered
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
- C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D495/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Cardiology (AREA)
- Diabetes (AREA)
- Heart & Thoracic Surgery (AREA)
- Ophthalmology & Optometry (AREA)
- Hematology (AREA)
- Urology & Nephrology (AREA)
- Vascular Medicine (AREA)
- Emergency Medicine (AREA)
- Obesity (AREA)
- Virology (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Hospice & Palliative Care (AREA)
- Endocrinology (AREA)
- Dermatology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
Abstract
La invención se refiere a los compuestos que responden a la fórmula (I), en estado de base o de sal por adición de un ácido: (I) en la cual n es igual a 0, 1, 2, 3 o 4 ; m es igual a 0, 1 o 2 ; o es igual a 0 o 1; X representa un grupo -CH2, -CH(R')-, -NH(R')- o un heteroátomo seleccionado entre O y S, entendiéndose que R' representa un grupo alquilo(C1-C5)alquilo, alcoxi(C1-C5), -CH2-arilo, -C(O)R5 o -COOR5; R1 representa un grupo oxo, -COOR5, -W-OH o -W-NR5R6; R2 representa un átomo de H o un grupo seleccionado entre los grupos (i) alquilo(C1-C5), (ii) alcoxi(C1-C5), (iii) -COOR5, (iv) -NR5R6, (v) -C(O)-NR5R6, (vi) -SO2-NR3R4, (vii) heteroarilo eventualmente sustituidos con un grupo alquilo(C1-C5), (viii)-W-arilo, (ix) -W-heteroarilo, (x) -O-W-arilo, (xi) -O-W-heteroarilo y (xii) -O-W-NR5R6 ; entendiéndose que R3 y R4, (i) que pueden ser idénticos o diferentes, representan, independientemente uno de otro, un átomo H, un grupo alquilo(C1-C5), cicloalquilo(C3-C6), arilo, heteroarilo, -CH2-heteroarilo, alquil(C1-C5)-NR5R6, -W-OH o -W-NR5R6 ; o (ii) forman junto con el átomo de nitrógeno que los porta un grupo heterocicloalquilo eventualmente sustituido con uno o varios grupos seleccionados entre los grupos alquilo(C1-C5) y -CH2-arilo ; W es un grupo alquileno-(C1-C5), eventualmente sustituido con uno o varios grupos hidroxi; R5 y R6, que pueden ser idénticos o diferentes, representan, independientemente uno de otro, un átomo de hidrógeno o un grupo seleccionado entre los grupos alquilo(C1-C5) y los grupos cicloalquilo(C3-C6), así como su procedimiento de preparación y sus aplicaciones en terapéutica.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0807475A FR2940652B1 (fr) | 2008-12-29 | 2008-12-29 | Derives de 2-pyridin-2-yl-pyrazol-3(2h)-one,leur preparation et leur application en therapeutique |
| FR0904091A FR2949468B1 (fr) | 2009-08-28 | 2009-08-28 | Derives de 2-pyridin-2-yl-pyrazol-3(2h)-one, leur preparation et leur application en therapeutique |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ECSP11011164A true ECSP11011164A (es) | 2011-07-29 |
Family
ID=41728182
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EC2011011164A ECSP11011164A (es) | 2008-12-29 | 2011-06-27 | Derivados de 2-piridin-2-il-pirazol-3(2h)-ona, su preparación y su aplicación en terapéutica |
Country Status (33)
| Country | Link |
|---|---|
| US (2) | US8697731B2 (es) |
| EP (1) | EP2382215B1 (es) |
| JP (1) | JP5865704B2 (es) |
| KR (1) | KR101630475B1 (es) |
| CN (1) | CN102333776B (es) |
| AR (1) | AR074916A1 (es) |
| AU (1) | AU2009334570B2 (es) |
| BR (1) | BRPI0923875A2 (es) |
| CA (1) | CA2748413A1 (es) |
| CO (1) | CO6400145A2 (es) |
| CR (1) | CR20110360A (es) |
| CY (1) | CY1115635T1 (es) |
| DK (1) | DK2382215T3 (es) |
| EA (1) | EA019774B1 (es) |
| EC (1) | ECSP11011164A (es) |
| ES (1) | ES2511917T3 (es) |
| IL (1) | IL213790A (es) |
| MA (1) | MA32978B1 (es) |
| MX (1) | MX2011007061A (es) |
| MY (1) | MY155244A (es) |
| NI (1) | NI201100132A (es) |
| NZ (1) | NZ593797A (es) |
| PA (1) | PA8856101A1 (es) |
| PE (1) | PE20120338A1 (es) |
| PL (1) | PL2382215T3 (es) |
| PT (1) | PT2382215E (es) |
| SG (1) | SG172422A1 (es) |
| SI (1) | SI2382215T1 (es) |
| SM (1) | SMT201400157B (es) |
| TN (1) | TN2011000308A1 (es) |
| TW (1) | TWI441828B (es) |
| WO (1) | WO2010076525A1 (es) |
| ZA (1) | ZA201104785B (es) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PE20120338A1 (es) | 2008-12-29 | 2012-04-30 | Sanofi Sa | Derivados de 2-piridin-2-il-pirazol-3(2h)-ona, su preparacion y su aplicacion en terapeutica |
| EP2361912A1 (en) * | 2010-02-18 | 2011-08-31 | GenKyoTex SA | Pyrazolo piperidine derivatives as NADPH oxidase inhibitors |
| EP2361911A1 (en) * | 2010-02-18 | 2011-08-31 | GenKyoTex SA | Pyrazolo piperidine derivatives as NADPH oxidase inhibitors |
| ES2699404T3 (es) * | 2012-03-30 | 2019-02-11 | Daiichi Sankyo Co Ltd | Derivado de 4-alcanoilamino-3-pirazolona |
| CN102731384B (zh) * | 2012-07-10 | 2016-04-06 | 南开大学 | 一种6-甲基烟酸叔丁酯的合成方法 |
| RS56974B1 (sr) | 2013-03-29 | 2018-05-31 | Takeda Pharmaceuticals Co | Derivati 6-(5-hidroksi-1h-pirazol-1-il)nikotinamida i njihova primena kao inhibitori phd |
| CN105061316B (zh) * | 2015-07-17 | 2017-12-22 | 苏州大学 | 稠环类化合物、制备方法和用途 |
| CN113072562B (zh) * | 2021-04-06 | 2022-01-14 | 山东大学 | 一种GSK-3β抑制剂及其制备方法与应用 |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3917469A1 (de) * | 1989-05-30 | 1990-12-06 | Bayer Ag | Heterocyclylpyridine |
| DE4023488A1 (de) | 1990-07-24 | 1992-01-30 | Bayer Ag | 1-(pyri(mi)dyl-(2)) -5-hydroxy-pyrazol-mikrobizide |
| US5750088A (en) * | 1993-03-30 | 1998-05-12 | The Dupont Merck Pharmaceutical Company | Stable hydrazones linked to a peptide moiety as reagents for the preparation of radiopharmaceuticals |
| GB9704762D0 (en) | 1997-03-07 | 1997-04-23 | Zeneca Ltd | Chemical process |
| WO2005030121A2 (en) * | 2003-06-30 | 2005-04-07 | Hif Bio, Inc. | Compounds, compositions and methods |
| CN1842332A (zh) * | 2003-06-30 | 2006-10-04 | Hif生物公司 | 化合物、组合物及方法 |
| DE102005019712A1 (de) | 2005-04-28 | 2006-11-09 | Bayer Healthcare Ag | Dipyridyl-dihydropyrazolone und ihre Verwendung |
| AR059733A1 (es) * | 2006-03-07 | 2008-04-23 | Smithkline Beecham Corp | Compuesto derivado de glicina n- sustituida con heteroaromaticos bicicicos, composicion farmaceutica que lo comprende, uso para preparar un medicamento para tratar la anemia y proceso para su preparacion |
| EP2074128B1 (en) * | 2006-10-16 | 2013-08-14 | Medicis Pharmaceutical Corporation | Therapeutic pyrazolyl thienopyridines |
| DE102006050516A1 (de) | 2006-10-26 | 2008-04-30 | Bayer Healthcare Ag | Substituierte Dihydropyrazolone und ihre Verwendung |
| CN101765596B (zh) * | 2007-05-18 | 2015-04-29 | 拜耳知识产权有限责任公司 | 用于治疗过增生症状和与血管生成有关疾病的缺氧诱导因子(hif)抑制剂 |
| PE20120338A1 (es) | 2008-12-29 | 2012-04-30 | Sanofi Sa | Derivados de 2-piridin-2-il-pirazol-3(2h)-ona, su preparacion y su aplicacion en terapeutica |
| BRPI0924060A8 (pt) | 2008-12-29 | 2015-09-29 | Sanofi Sa | derivados de 2-piridin-2-il-pirazol-3(2h)-ona, o respectivo preparo e a respectiva aplicação em terapêutica com ativadores de hif |
-
2009
- 2009-12-24 PE PE2011001291A patent/PE20120338A1/es not_active Application Discontinuation
- 2009-12-24 JP JP2011542887A patent/JP5865704B2/ja not_active Expired - Fee Related
- 2009-12-24 PL PL09805790T patent/PL2382215T3/pl unknown
- 2009-12-24 SG SG2011047529A patent/SG172422A1/en unknown
- 2009-12-24 PT PT98057904T patent/PT2382215E/pt unknown
- 2009-12-24 MY MYPI2011003011A patent/MY155244A/en unknown
- 2009-12-24 BR BRPI0923875-1A patent/BRPI0923875A2/pt not_active IP Right Cessation
- 2009-12-24 NZ NZ593797A patent/NZ593797A/xx not_active IP Right Cessation
- 2009-12-24 EP EP09805790.4A patent/EP2382215B1/fr active Active
- 2009-12-24 SI SI200931025T patent/SI2382215T1/sl unknown
- 2009-12-24 KR KR1020117017677A patent/KR101630475B1/ko not_active Expired - Fee Related
- 2009-12-24 ES ES09805790.4T patent/ES2511917T3/es active Active
- 2009-12-24 WO PCT/FR2009/052692 patent/WO2010076525A1/fr not_active Ceased
- 2009-12-24 EA EA201170900A patent/EA019774B1/ru not_active IP Right Cessation
- 2009-12-24 DK DK09805790.4T patent/DK2382215T3/da active
- 2009-12-24 CN CN200980157589.3A patent/CN102333776B/zh not_active Expired - Fee Related
- 2009-12-24 MX MX2011007061A patent/MX2011007061A/es active IP Right Grant
- 2009-12-24 CA CA2748413A patent/CA2748413A1/fr not_active Abandoned
- 2009-12-24 MA MA34029A patent/MA32978B1/fr unknown
- 2009-12-24 AU AU2009334570A patent/AU2009334570B2/en not_active Ceased
- 2009-12-28 AR ARP090105127A patent/AR074916A1/es unknown
- 2009-12-28 TW TW098145333A patent/TWI441828B/zh not_active IP Right Cessation
- 2009-12-28 PA PA20098856101A patent/PA8856101A1/es unknown
-
2011
- 2011-06-17 TN TN2011000308A patent/TN2011000308A1/fr unknown
- 2011-06-23 CR CR20110360A patent/CR20110360A/es unknown
- 2011-06-27 IL IL213790A patent/IL213790A/en not_active IP Right Cessation
- 2011-06-27 EC EC2011011164A patent/ECSP11011164A/es unknown
- 2011-06-28 NI NI201100132A patent/NI201100132A/es unknown
- 2011-06-28 ZA ZA2011/04785A patent/ZA201104785B/en unknown
- 2011-06-29 US US13/172,321 patent/US8697731B2/en not_active Expired - Fee Related
- 2011-06-29 CO CO11081313A patent/CO6400145A2/es active IP Right Grant
-
2014
- 2014-03-07 US US14/200,698 patent/US9359329B2/en not_active Expired - Fee Related
- 2014-10-16 CY CY20141100849T patent/CY1115635T1/el unknown
- 2014-10-29 SM SM201400157T patent/SMT201400157B/xx unknown
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