MX369327B - Proceso para la preparacion de acidos 4-alcoxi-3-hidroxipicolinico s. - Google Patents
Proceso para la preparacion de acidos 4-alcoxi-3-hidroxipicolinico s.Info
- Publication number
- MX369327B MX369327B MX2016017106A MX2016017106A MX369327B MX 369327 B MX369327 B MX 369327B MX 2016017106 A MX2016017106 A MX 2016017106A MX 2016017106 A MX2016017106 A MX 2016017106A MX 369327 B MX369327 B MX 369327B
- Authority
- MX
- Mexico
- Prior art keywords
- alkoxy
- preparation
- hydroxypicolinic acids
- hydroxypicolinonitrile
- dibromo
- Prior art date
Links
Classifications
-
- 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)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pyridine 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-hidroxipicolinonitrilo se puede preparar de furfural en una serie de etapas químicas seleccionadas de ciano-aminación, formación de sal de amina y reordenación de bromación. Los ácidos de 4-alcoxi-3-hidroxipocolínicos se pueden preparar convenientemente de 4,6-dibromo-3-hidroxipicolinonitrilo en una serie de etapas químicas seleccionadas de la sustitución de bromo, hidrolisis de nitrilo y reducción de halógeno.
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/US2015/039565 WO2016007634A1 (en) | 2014-07-08 | 2015-07-08 | Process for the preparation of 4-alkoxy-3-hydroxypicolinic acids |
Publications (2)
Publication Number | Publication Date |
---|---|
MX2016017106A MX2016017106A (es) | 2017-05-10 |
MX369327B true MX369327B (es) | 2019-11-05 |
Family
ID=55064837
Family Applications (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
MX2016017127A MX2016017127A (es) | 2014-07-08 | 2015-07-08 | Proceso para la preparacion de acidos 4-alcoxi-3-hidroxipicolinico s. |
MX2016017120A MX2016017120A (es) | 2014-07-08 | 2015-07-08 | Proceso para la preparacion de acidos 4-alcoxi-3-hidroxipicolinico s. |
MX2016017106A MX369327B (es) | 2014-07-08 | 2015-07-08 | Proceso para la preparacion de acidos 4-alcoxi-3-hidroxipicolinico s. |
Family Applications Before (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
MX2016017127A MX2016017127A (es) | 2014-07-08 | 2015-07-08 | Proceso para la preparacion de acidos 4-alcoxi-3-hidroxipicolinico s. |
MX2016017120A MX2016017120A (es) | 2014-07-08 | 2015-07-08 | Proceso para la preparacion de acidos 4-alcoxi-3-hidroxipicolinico s. |
Country Status (16)
Country | Link |
---|---|
US (4) | US9481651B2 (es) |
EP (3) | EP3166612B1 (es) |
JP (4) | JP6625115B2 (es) |
KR (3) | KR102450085B1 (es) |
CN (3) | CN106660957B (es) |
BR (3) | BR112017000135B8 (es) |
CA (3) | CA2954167C (es) |
CO (3) | CO2017000049A2 (es) |
DK (3) | DK3166612T3 (es) |
ES (3) | ES2836201T3 (es) |
IL (3) | IL249891B (es) |
MX (3) | MX2016017127A (es) |
PL (3) | PL3166611T3 (es) |
TW (5) | TWI720647B (es) |
WO (3) | WO2016007634A1 (es) |
ZA (1) | ZA201700254B (es) |
Families Citing this family (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US10476159B2 (en) * | 2015-11-30 | 2019-11-12 | Electronics And Telecommunications Research Institute | Coaxial resonance coil having toroidal shape for wireless power transmission |
CA3012167A1 (en) * | 2016-01-22 | 2017-07-27 | Dow Agrosciences Llc | Process for the preparation of 4-alkoxy-3-acetoxypicolinic acids |
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 |
UY39423A (es) | 2020-09-15 | 2022-03-31 | Pi Industries Ltd | Nuevos compuestos de picolinamida para combatir hongos fitopatógenos |
WO2022058878A1 (en) | 2020-09-15 | 2022-03-24 | Pi Industries Limited | Novel picolinamide compounds for combating phytopathogenic fungi |
WO2024018354A1 (en) | 2022-07-18 | 2024-01-25 | Pi Industries Ltd. | A process for the synthesis of 4-alkoxy-3-hydroxypicolinic acids and intermediates thereof |
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CH617452A5 (es) * | 1974-10-25 | 1980-05-30 | Hoffmann La Roche | |
EP0045281B1 (de) * | 1980-07-28 | 1985-05-08 | Ciba-Geigy Ag | Thiazolinderivate und Verfahren zu ihrer Herstellung |
JPS5758682A (en) * | 1980-07-28 | 1982-04-08 | Ciba Geigy Ag | Thiazoline derivatives, manufacture and medicinal composition containing same |
GB2095237B (en) * | 1981-03-19 | 1985-04-03 | Ici Plc | Herbicidal and fungicidal substituted n-furyl or thienyl-methyl amides |
CA2319807C (en) | 1998-02-06 | 2010-04-06 | Meiji Seika Kaisha Ltd. | Novel antifungal compound and process for producing the same |
WO2000026191A1 (fr) * | 1998-11-04 | 2000-05-11 | Meiji Seika Kaisha, Ltd. | Derives de picolinamide et pesticides contenant ces derives comme ingredient actif |
EP1155011A1 (en) * | 1999-02-20 | 2001-11-21 | AstraZeneca AB | Di- and tripeptide nitrile derivatives as inhibitors of cathepsin l and cathepsin s |
US6521622B1 (en) * | 1999-07-20 | 2003-02-18 | Dow Agrosciences Llc | Fungicidal heterocyclic aromatic amides and their compositions, methods of use and preparation |
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 |
EP1516874B1 (en) | 1999-07-20 | 2015-08-19 | Dow AgroSciences LLC | Fungicidal heterocyclic aromatic amides and their compositions, methods of use and preparation |
US20050239873A1 (en) | 1999-08-20 | 2005-10-27 | Fred Hutchinson Cancer Research Center | 2 Methoxy antimycin a derivatives and methods of use |
PL205059B1 (pl) * | 1999-08-20 | 2010-03-31 | Dow Agrosciences Llc | Heterocykliczny amid aromatyczny, jego kompozycja grzybobójcza oraz sposób zwalczania lub zapobiegania zakażeniom grzybami |
US6916932B2 (en) | 2001-07-31 | 2005-07-12 | Dow Agrosciences Llc | Reductive cleavage of the exocyclic ester of UK-2A or its derivatives and products formed therefrom |
US6903219B2 (en) | 2001-10-05 | 2005-06-07 | Dow Agrosciences Llc | Process to produce derivatives from UK-2A derivatives |
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 |
CA2510471A1 (en) * | 2002-12-19 | 2004-07-08 | Neurogen Corporation | Substituted biphenyl-4-carboxylic acid arylamide analogues as capsaicin receptor modulators |
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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 |
US20100056515A1 (en) * | 2006-10-25 | 2010-03-04 | Kazuyoshi Aso | Benzimidazole compounds |
AU2008303528B2 (en) | 2007-09-26 | 2013-05-23 | Basf Se | Ternary fungicidal compositions comprising boscalid and chlorothalonil |
EP2296467B1 (en) | 2008-05-30 | 2015-11-04 | Dow AgroSciences LLC | Methods to control qoi-resistant fungal pathogens |
EP2473483A4 (en) | 2009-09-01 | 2013-10-16 | Dow Agrosciences Llc | SYNERGISTIC FUNGICIDE COMPOSITIONS CONTAINING A 5-FLUOROPYRIMIDINE DERIVATIVE FOR FUNGUS CONTROL IN CEREALS |
AU2010303832B2 (en) | 2009-10-07 | 2015-02-12 | Dow Agrosciences Llc | Synergistic fungicidal composition containing 5-fluorocytosine for fungal control in cereals |
HUE042624T2 (hu) | 2009-10-07 | 2019-07-29 | Dow Agrosciences Llc | Szinergetikus fungicid keverékek gombák kontrollálására gabonafélékben |
JP2013512935A (ja) | 2009-12-08 | 2013-04-18 | ビーエーエスエフ ソシエタス・ヨーロピア | 殺害虫混合物 |
CA2818925A1 (en) | 2010-11-24 | 2012-05-31 | Stemergie Biotechnology Sa | Inhibitors of the activity of complex iii of the mitochondrial electron transport chain and use thereof for treating diseases |
JP6013032B2 (ja) | 2011-07-08 | 2016-10-25 | 石原産業株式会社 | 殺菌剤組成物及び植物病害の防除方法 |
BR112014027673A2 (pt) | 2012-05-07 | 2017-06-27 | Dow Agrosciences Llc | picolinamidas macrocíclicas como fungicidas |
KR20150013687A (ko) | 2012-05-07 | 2015-02-05 | 다우 아그로사이언시즈 엘엘씨 | 살진균제로서 매크로시클릭 피콜린아미드 |
JP6129300B2 (ja) | 2012-05-07 | 2017-05-17 | ダウ アグロサイエンシィズ エルエルシー | 殺真菌剤としての大環状ピコリンアミド |
PT2938191T (pt) | 2012-12-28 | 2018-05-09 | Dow Agrosciences Llc | Misturas fungicidas sinérgicas para controlo fúngico em cereais |
MX2015008562A (es) | 2012-12-31 | 2015-09-07 | Dow Agrosciences Llc | Pocolinamidas macrociclicas como fungicidas. |
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2015
- 2015-07-08 TW TW108136698A patent/TWI720647B/zh active
- 2015-07-08 CN CN201580036749.4A patent/CN106660957B/zh active Active
- 2015-07-08 BR BR112017000135A patent/BR112017000135B8/pt active IP Right Grant
- 2015-07-08 PL PL15818752T patent/PL3166611T3/pl unknown
- 2015-07-08 CA CA2954167A patent/CA2954167C/en active Active
- 2015-07-08 ES ES15818752T patent/ES2836201T3/es active Active
- 2015-07-08 CN CN201580036750.7A patent/CN106573005B/zh active Active
- 2015-07-08 EP EP15819075.1A patent/EP3166612B1/en active Active
- 2015-07-08 MX MX2016017127A patent/MX2016017127A/es active IP Right Grant
- 2015-07-08 JP JP2017500905A patent/JP6625115B2/ja active Active
- 2015-07-08 CA CA2954284A patent/CA2954284C/en active Active
- 2015-07-08 BR BR112016031007A patent/BR112016031007B8/pt active IP Right Grant
- 2015-07-08 KR KR1020177000805A patent/KR102450085B1/ko active IP Right Grant
- 2015-07-08 PL PL15818435T patent/PL3166927T3/pl unknown
- 2015-07-08 ES ES15819075T patent/ES2738401T3/es active Active
- 2015-07-08 PL PL15819075T patent/PL3166612T3/pl unknown
- 2015-07-08 JP JP2017500360A patent/JP6513178B2/ja active Active
- 2015-07-08 MX MX2016017120A patent/MX2016017120A/es unknown
- 2015-07-08 JP JP2017500029A patent/JP6688278B2/ja active Active
- 2015-07-08 CN CN201580036748.XA patent/CN106659724B/zh active Active
- 2015-07-08 BR BR112017000061A patent/BR112017000061B8/pt active IP Right Grant
- 2015-07-08 US US14/794,450 patent/US9481651B2/en active Active
- 2015-07-08 US US14/794,430 patent/US9522887B2/en active Active
- 2015-07-08 WO PCT/US2015/039565 patent/WO2016007634A1/en active Application Filing
- 2015-07-08 WO PCT/US2015/039568 patent/WO2016007637A1/en active Application Filing
- 2015-07-08 DK DK15819075.1T patent/DK3166612T3/da active
- 2015-07-08 US US14/794,471 patent/US9475771B2/en active Active
- 2015-07-08 KR KR1020177000726A patent/KR102436286B1/ko active IP Right Grant
- 2015-07-08 EP EP15818435.8A patent/EP3166927B1/en active Active
- 2015-07-08 TW TW104122166A patent/TWI684587B/zh active
- 2015-07-08 WO PCT/US2015/039569 patent/WO2016007638A1/en active Application Filing
- 2015-07-08 EP EP15818752.6A patent/EP3166611B1/en active Active
- 2015-07-08 KR KR1020177000806A patent/KR102441177B1/ko active IP Right Grant
- 2015-07-08 DK DK15818752.6T patent/DK3166611T3/da active
- 2015-07-08 MX MX2016017106A patent/MX369327B/es active IP Right Grant
- 2015-07-08 CA CA2954276A patent/CA2954276C/en active Active
- 2015-07-08 TW TW104122162A patent/TWI682923B/zh active
- 2015-07-08 TW TW108129670A patent/TW201943703A/zh unknown
- 2015-07-08 ES ES15818435T patent/ES2807622T3/es active Active
- 2015-07-08 DK DK15818435.8T patent/DK3166927T3/da active
- 2015-07-08 TW TW104122167A patent/TWI689498B/zh active
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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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