CO2017000049A2 - Reactivos y compuestos intermediarios para el proceso para la preparación de ácidos 4-alcoxi hidroxipicolínicos - Google Patents
Reactivos y compuestos intermediarios para el proceso para la preparación de ácidos 4-alcoxi hidroxipicolínicosInfo
- Publication number
- CO2017000049A2 CO2017000049A2 CONC2017/0000049A CO2017000049A CO2017000049A2 CO 2017000049 A2 CO2017000049 A2 CO 2017000049A2 CO 2017000049 A CO2017000049 A CO 2017000049A CO 2017000049 A2 CO2017000049 A2 CO 2017000049A2
- Authority
- CO
- Colombia
- Prior art keywords
- alkoxy
- reagents
- intermediates
- acids
- dibromo
- Prior art date
Links
- 239000003153 chemical reaction reagent Substances 0.000 title abstract 2
- 239000000543 intermediate Substances 0.000 title abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 150000007513 acids Chemical class 0.000 abstract 2
- 230000015572 biosynthetic process Effects 0.000 abstract 2
- HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 abstract 2
- 239000000126 substance Substances 0.000 abstract 2
- UREMOXFNMQZKHW-UHFFFAOYSA-N 4,6-dibromo-3-hydroxypyridine-2-carbonitrile Chemical compound BrC1=C(C(=NC(=C1)Br)C#N)O UREMOXFNMQZKHW-UHFFFAOYSA-N 0.000 abstract 1
- 238000005576 amination reaction Methods 0.000 abstract 1
- -1 amine salt Chemical class 0.000 abstract 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 125000001246 bromo group Chemical group Br* 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 238000010641 nitrile hydrolysis reaction Methods 0.000 abstract 1
- 238000006467 substitution reaction Methods 0.000 abstract 1
- 238000003786 synthesis reaction Methods 0.000 abstract 1
Classifications
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- 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
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/79—Acids; Esters
- C07D213/803—Processes of preparation
-
- 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
-
- 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
- C07D213/24—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 substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/54—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- 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
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/79—Acids; Esters
-
- 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
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/84—Nitriles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/54—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Pyridine Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Furan Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Abstract
4,6-Dibromo-3-Hidroxipicolininitro se puede prepara de furfural en una serie de etapas químicas seleccionadas de ciano-aminacion, formación de sal de amina y bromacion-reordenamiento. los ácidos 4-alcoxi-3-hidroxipicolinilicos se pueden preparar convenientemente de 4,6-dibromo-3-hidroxipicolinonitrilo en una serie de etapas químicas seleccionadas de sustitución de bromo, hidrólisis de nitrilo y reducción de halogeno. La presente invención se refiere a los reactivos e intermediarios utilizados en la síntesis de 4,6-dibromo-3-hidroxipicolinitrilo y de ácidos 4-alcoxi-3-hidroxipicolinilicos.
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201462021876P | 2014-07-08 | 2014-07-08 | |
| US201462021881P | 2014-07-08 | 2014-07-08 | |
| US201462021877P | 2014-07-08 | 2014-07-08 | |
| PCT/US2015/039569 WO2016007638A1 (en) | 2014-07-08 | 2015-07-08 | Process for the preparation of 4-alkoxy-3-hydroxypicolinic acids |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CO2017000049A2 true CO2017000049A2 (es) | 2017-05-10 |
Family
ID=55064837
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CONC2017/0000049A CO2017000049A2 (es) | 2014-07-08 | 2017-01-04 | Reactivos y compuestos intermediarios para el proceso para la preparación de ácidos 4-alcoxi hidroxipicolínicos |
| CONC2017/0000430A CO2017000430A2 (es) | 2014-07-08 | 2017-01-19 | Proceso para la preparación de ácidos 4-alcoxi-3-hidroxipicolínicos |
| CONC2017/0000446A CO2017000446A2 (es) | 2014-07-08 | 2017-01-19 | Proceso para la preparacion de ácidos 4–alcoxi –3– hidroxipicolínicos |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CONC2017/0000430A CO2017000430A2 (es) | 2014-07-08 | 2017-01-19 | Proceso para la preparación de ácidos 4-alcoxi-3-hidroxipicolínicos |
| CONC2017/0000446A CO2017000446A2 (es) | 2014-07-08 | 2017-01-19 | Proceso para la preparacion de ácidos 4–alcoxi –3– hidroxipicolínicos |
Country Status (16)
| Country | Link |
|---|---|
| US (4) | US9522887B2 (es) |
| EP (3) | EP3166611B1 (es) |
| JP (4) | JP6513178B2 (es) |
| KR (3) | KR102441177B1 (es) |
| CN (3) | CN106660957B (es) |
| BR (3) | BR112017000061B8 (es) |
| CA (3) | CA2954276C (es) |
| CO (3) | CO2017000049A2 (es) |
| DK (3) | DK3166927T3 (es) |
| ES (3) | ES2807622T3 (es) |
| IL (3) | IL249891B (es) |
| MX (3) | MX369327B (es) |
| PL (3) | PL3166612T3 (es) |
| TW (5) | TWI689498B (es) |
| WO (3) | WO2016007638A1 (es) |
| ZA (1) | ZA201700254B (es) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP6513178B2 (ja) * | 2014-07-08 | 2019-05-15 | ダウ アグロサイエンシィズ エルエルシー | ４−アルコキシ−３−ヒドロキシピコリン酸の製造方法 |
| US10476159B2 (en) * | 2015-11-30 | 2019-11-12 | Electronics And Telecommunications Research Institute | Coaxial resonance coil having toroidal shape for wireless power transmission |
| CN108495845A (zh) * | 2016-01-22 | 2018-09-04 | 美国陶氏益农公司 | 制备4-烷氧基-3-乙酰氧基吡啶甲酸的方法 |
| WO2017127794A1 (en) * | 2016-01-22 | 2017-07-27 | Dow Agrosciences Llc | Process for the preparation of 4-alkoxy-3-hydroxypicolinic acids |
| TW201733985A (zh) * | 2016-02-29 | 2017-10-01 | 陶氏農業科學公司 | 用於製備4-烷氧基-3-羥基吡啶甲酸之方法 |
| TWI733749B (zh) * | 2017-01-25 | 2021-07-21 | 美商陶氏農業科學公司 | 用於製備4-烷氧基-3-羥基吡啶甲酸之方法 |
| US10382579B2 (en) * | 2017-02-28 | 2019-08-13 | International Business Machines Corporation | Personalized location-based services for users |
| HUE066997T2 (hu) * | 2020-05-22 | 2024-09-28 | Boehringer Ingelheim Int | Eljárás alkil-7-amino-5-metil-[1,2,5]oxidiazol[3,4-B]piridin-karboxilát elõállítására |
| UY39424A (es) | 2020-09-15 | 2022-03-31 | Pi Industries Ltd | Nuevos compuestos de picolinamida para combatir hongos fitopatógenos |
| WO2022058877A1 (en) | 2020-09-15 | 2022-03-24 | Pi Industries Limited | Novel picolinamide compounds for combating phytopathogenic fungi |
| UY40356A (es) | 2022-07-18 | 2024-01-31 | Pi Industries Ltd | Un proceso para la síntesis de ácidos 4-alcoxi-3-hidroxipicolínicos e intermedios de los mismos. |
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| CH617452A5 (es) * | 1974-10-25 | 1980-05-30 | Hoffmann La Roche | |
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| EP0045281B1 (de) * | 1980-07-28 | 1985-05-08 | Ciba-Geigy Ag | Thiazolinderivate und Verfahren zu ihrer Herstellung |
| GB2095237B (en) * | 1981-03-19 | 1985-04-03 | Ici Plc | Herbicidal and fungicidal substituted n-furyl or thienyl-methyl amides |
| US7250389B1 (en) | 1998-02-06 | 2007-07-31 | Meiji Seika Kaisha, Ltd. | Antifungal compound and process for producing the same |
| JP4689042B2 (ja) * | 1998-11-04 | 2011-05-25 | 明治製菓株式会社 | ピコリン酸アミド誘導体、それを有効成分として含有する有害生物防除剤 |
| WO2000049008A1 (en) * | 1999-02-20 | 2000-08-24 | Astrazeneca Ab | Di- and tripeptide nitrile derivatives as inhibitors of cathepsin l and cathepsin s |
| US6355660B1 (en) | 1999-07-20 | 2002-03-12 | Dow Agrosciences Llc | Fungicidal heterocyclic aromatic amides and their compositions, methods of use and preparation |
| US20030018052A1 (en) | 1999-07-20 | 2003-01-23 | Ricks Michael J. | Fungicidal heterocyclic aromatic amides and their compositions, methods of use and preparation |
| CZ2002219A3 (cs) * | 1999-07-20 | 2002-10-16 | Dow Agrosciences Llc | Fungicidní heterocyklické aromatické amidy a jejich prostředky, způsoby pouľití a přípravy |
| EP1516874B1 (en) | 1999-07-20 | 2015-08-19 | Dow AgroSciences LLC | Fungicidal heterocyclic aromatic amides and their compositions, methods of use and preparation |
| WO2001014339A2 (en) | 1999-08-20 | 2001-03-01 | Dow Agrosciences Llc | Fungicidal heterocyclic aromatic amides and their compositions, methods of use and preparation |
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| AR037328A1 (es) | 2001-10-23 | 2004-11-03 | Dow Agrosciences Llc | Compuesto de [7-bencil-2,6-dioxo-1,5-dioxonan-3-il]-4-metoxipiridin-2-carboxamida, composicion que lo comprende y metodo que lo utiliza |
| EP1575918A2 (en) * | 2002-12-19 | 2005-09-21 | Neurogen Corporation | Substituted biaryl-4-carboxylic acid arylamide analogues as capsaicin receptor modulators |
| MXPA05012286A (es) | 2003-05-28 | 2006-01-30 | Basf Ag | Mezclas fungicidas para combatir patogenos de arroz. |
| DE10347090A1 (de) | 2003-10-10 | 2005-05-04 | Bayer Cropscience Ag | Synergistische fungizide Wirkstoffkombinationen |
| US20050176767A1 (en) | 2003-10-30 | 2005-08-11 | Laval Chan Chun Kong | Pyridine carboxamide and methods for inhibiting HIV integrase |
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| MX2014013642A (es) | 2012-05-07 | 2015-03-03 | Dow Agrosciences Llc | Picolinamidas macrociclicas como fungicidas. |
| PL2847185T3 (pl) | 2012-05-07 | 2017-06-30 | Dow Agrosciences Llc | Makrocykliczne pikolinamidy jako fungicydy |
| NZ708979A (en) | 2012-12-28 | 2020-01-31 | Dow Agrosciences Llc | Synergistic fungicidal mixtures for fungal control in cereals |
| RU2015131840A (ru) | 2012-12-31 | 2017-02-03 | ДАУ АГРОСАЙЕНСИЗ ЭлЭлСи | Макроциклические пиколинамиды в качестве фунгицидов |
| JP6513178B2 (ja) * | 2014-07-08 | 2019-05-15 | ダウ アグロサイエンシィズ エルエルシー | ４−アルコキシ−３−ヒドロキシピコリン酸の製造方法 |
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2015
- 2015-07-08 JP JP2017500360A patent/JP6513178B2/ja active Active
- 2015-07-08 CA CA2954276A patent/CA2954276C/en active Active
- 2015-07-08 DK DK15818435.8T patent/DK3166927T3/da active
- 2015-07-08 ES ES15818435T patent/ES2807622T3/es active Active
- 2015-07-08 DK DK15819075.1T patent/DK3166612T3/da active
- 2015-07-08 MX MX2016017106A patent/MX369327B/es active IP Right Grant
- 2015-07-08 PL PL15819075T patent/PL3166612T3/pl unknown
- 2015-07-08 KR KR1020177000806A patent/KR102441177B1/ko active Active
- 2015-07-08 EP EP15818752.6A patent/EP3166611B1/en active Active
- 2015-07-08 ES ES15818752T patent/ES2836201T3/es active Active
- 2015-07-08 ES ES15819075T patent/ES2738401T3/es active Active
- 2015-07-08 EP EP15819075.1A patent/EP3166612B1/en active Active
- 2015-07-08 KR KR1020177000726A patent/KR102436286B1/ko active Active
- 2015-07-08 US US14/794,430 patent/US9522887B2/en active Active
- 2015-07-08 TW TW104122167A patent/TWI689498B/zh active
- 2015-07-08 TW TW104122162A patent/TWI682923B/zh active
- 2015-07-08 CN CN201580036749.4A patent/CN106660957B/zh active Active
- 2015-07-08 TW TW108136698A patent/TWI720647B/zh active
- 2015-07-08 JP JP2017500029A patent/JP6688278B2/ja active Active
- 2015-07-08 MX MX2016017127A patent/MX373312B/es active IP Right Grant
- 2015-07-08 BR BR112017000061A patent/BR112017000061B8/pt active IP Right Grant
- 2015-07-08 TW TW104122166A patent/TWI684587B/zh active
- 2015-07-08 KR KR1020177000805A patent/KR102450085B1/ko active Active
- 2015-07-08 DK DK15818752.6T patent/DK3166611T3/da active
- 2015-07-08 PL PL15818435T patent/PL3166927T3/pl unknown
- 2015-07-08 CN CN201580036750.7A patent/CN106573005B/zh active Active
- 2015-07-08 TW TW108129670A patent/TW201943703A/zh unknown
- 2015-07-08 EP EP15818435.8A patent/EP3166927B1/en active Active
- 2015-07-08 CA CA2954167A patent/CA2954167C/en active Active
- 2015-07-08 WO PCT/US2015/039569 patent/WO2016007638A1/en not_active Ceased
- 2015-07-08 US US14/794,450 patent/US9481651B2/en active Active
- 2015-07-08 WO PCT/US2015/039565 patent/WO2016007634A1/en not_active Ceased
- 2015-07-08 MX MX2016017120A patent/MX387774B/es unknown
- 2015-07-08 WO PCT/US2015/039568 patent/WO2016007637A1/en not_active Ceased
- 2015-07-08 CA CA2954284A patent/CA2954284C/en active Active
- 2015-07-08 BR BR112017000135A patent/BR112017000135B8/pt active IP Right Grant
- 2015-07-08 CN CN201580036748.XA patent/CN106659724B/zh active Active
- 2015-07-08 US US14/794,471 patent/US9475771B2/en active Active
- 2015-07-08 BR BR112016031007A patent/BR112016031007B8/pt active IP Right Grant
- 2015-07-08 JP JP2017500905A patent/JP6625115B2/ja active Active
- 2015-07-08 PL PL15818752T patent/PL3166611T3/pl unknown
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2016
- 2016-10-31 US US15/339,190 patent/US9718783B2/en active Active
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2017
- 2017-01-02 IL IL249891A patent/IL249891B/en active IP Right Grant
- 2017-01-02 IL IL249893A patent/IL249893B/en active IP Right Grant
- 2017-01-03 IL IL249911A patent/IL249911B/en active IP Right Grant
- 2017-01-04 CO CONC2017/0000049A patent/CO2017000049A2/es unknown
- 2017-01-11 ZA ZA2017/00254A patent/ZA201700254B/en unknown
- 2017-01-19 CO CONC2017/0000430A patent/CO2017000430A2/es unknown
- 2017-01-19 CO CONC2017/0000446A patent/CO2017000446A2/es unknown
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2020
- 2020-01-20 JP JP2020006857A patent/JP2020073575A/ja not_active Withdrawn
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