CN104114524B - 用于食欲肽-2受体拮抗剂的合成的方法和化合物 - Google Patents
用于食欲肽-2受体拮抗剂的合成的方法和化合物 Download PDFInfo
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- CN104114524B CN104114524B CN201380009575.3A CN201380009575A CN104114524B CN 104114524 B CN104114524 B CN 104114524B CN 201380009575 A CN201380009575 A CN 201380009575A CN 104114524 B CN104114524 B CN 104114524B
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- 0 CC1[C@@](C)(*)NC(P)=C(*)C1 Chemical compound CC1[C@@](C)(*)NC(P)=C(*)C1 0.000 description 9
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
- C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
- C07C29/147—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of carboxylic acids or derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
- C07C303/26—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of esters of sulfonic acids
- C07C303/28—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of esters of sulfonic acids by reaction of hydroxy compounds with sulfonic acids or derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
- C07C303/42—Separation; Purification; Stabilisation; Use of additives
- C07C303/44—Separation; Purification
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
- C07C309/63—Esters of sulfonic acids
- C07C309/64—Esters of sulfonic acids having sulfur atoms of esterified sulfo groups bound to acyclic carbon atoms
- C07C309/65—Esters of sulfonic acids having sulfur atoms of esterified sulfo groups bound to acyclic carbon atoms of a saturated carbon skeleton
- C07C309/66—Methanesulfonates
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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, directly attached to ring carbon atoms
- C07D239/32—One oxygen, sulfur or nitrogen atom
- C07D239/34—One oxygen atom
-
- 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
- C07D401/12—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 linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P7/00—Preparation of oxygen-containing organic compounds
- C12P7/02—Preparation of oxygen-containing organic compounds containing a hydroxy group
- C12P7/22—Preparation of oxygen-containing organic compounds containing a hydroxy group aromatic
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/07—Optical isomers
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/02—Systems containing only non-condensed rings with a three-membered ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
- C07C309/63—Esters of sulfonic acids
- C07C309/72—Esters of sulfonic acids having sulfur atoms of esterified sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C309/73—Esters of sulfonic acids having sulfur atoms of esterified sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton to carbon atoms of non-condensed six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C33/00—Unsaturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
- C07C33/36—Polyhydroxylic alcohols containing six-membered aromatic rings and other rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/03—Preparation of carboxylic acid esters by reacting an ester group with a hydroxy group
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/02—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen
- C07C69/12—Acetic acid esters
- C07C69/16—Acetic acid esters of dihydroxylic compounds
-
- 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
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
- C07D307/82—Benzo [b] furans; Hydrogenated benzo [b] furans 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 carbon atoms of the hetero ring
- C07D307/83—Oxygen atoms
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Wood Science & Technology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Zoology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Microbiology (AREA)
- General Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- General Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Plural Heterocyclic Compounds (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Furan Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Steroid Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201261600109P | 2012-02-17 | 2012-02-17 | |
| US61/600109 | 2012-02-17 | ||
| US61/600,109 | 2012-02-17 | ||
| PCT/US2013/026204 WO2013123240A1 (en) | 2012-02-17 | 2013-02-14 | Methods and compounds useful in the synthesis of orexin-2 receptor antagonists |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN104114524A CN104114524A (zh) | 2014-10-22 |
| CN104114524B true CN104114524B (zh) | 2016-08-17 |
Family
ID=47755050
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201380009575.3A Active CN104114524B (zh) | 2012-02-17 | 2013-02-14 | 用于食欲肽-2受体拮抗剂的合成的方法和化合物 |
Country Status (13)
| Country | Link |
|---|---|
| US (3) | US9416109B2 (https=) |
| EP (1) | EP2814798B1 (https=) |
| JP (1) | JP6147279B2 (https=) |
| CN (1) | CN104114524B (https=) |
| BR (1) | BR112014019909B1 (https=) |
| CA (1) | CA2861493C (https=) |
| ES (1) | ES2733750T3 (https=) |
| HU (1) | HUE043995T2 (https=) |
| IL (1) | IL232949A (https=) |
| MX (1) | MX352881B (https=) |
| RU (1) | RU2617696C2 (https=) |
| SG (1) | SG11201403216UA (https=) |
| WO (1) | WO2013123240A1 (https=) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP3983340B1 (en) * | 2019-06-12 | 2023-08-02 | Nouryon Chemicals International B.V. | Method for isolating carboxylic acid from an aqueous side stream |
| US11976035B2 (en) | 2019-06-12 | 2024-05-07 | Nouryon Chemicals International B.V. | Process for the production of diacyl peroxides |
| US11976034B2 (en) | 2019-06-12 | 2024-05-07 | Nouryon Chemicals International B.V. | Process for the production of diacyl peroxides |
| US12209065B2 (en) | 2019-06-12 | 2025-01-28 | Nouryon Chemicals International B.V. | Process for the production of diacyl peroxides |
| US12215074B2 (en) | 2019-06-12 | 2025-02-04 | Nouryon Chemicals International B.V. | Process for the production of peroxyesters |
| CN119930526A (zh) * | 2025-04-07 | 2025-05-06 | 东北制药集团股份有限公司 | 一种莱博雷生中间体的制备方法 |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2672732T3 (es) | 2012-02-07 | 2018-06-15 | Eolas Therapeutics Inc. | Prolinas/piperidinas sustituidas como antagonistas del receptor de orexina |
| US9440982B2 (en) | 2012-02-07 | 2016-09-13 | Eolas Therapeutics, Inc. | Substituted prolines/piperidines as orexin receptor antagonists |
| JP6147279B2 (ja) * | 2012-02-17 | 2017-06-14 | エーザイ・アール・アンド・ディー・マネジメント株式会社 | オレキシン−２受容体アンタゴニストの合成において有用な方法および化合物 |
| CN107074780B (zh) | 2014-08-06 | 2020-06-12 | 卫材R&D管理有限公司 | 用于生产嘧啶-1-醇化合物及其中间体的方法 |
| JP6663909B2 (ja) | 2014-08-13 | 2020-03-13 | エオラス セラピューティクス， インコーポレイテッド | オレキシンレセプターモジュレーターとしてのジフルオロピロリジン |
| MX2018009656A (es) | 2016-02-12 | 2019-02-20 | Astrazeneca Ab | Piperidinas halo-sustituidas como moduladores de los receptores de orexinas. |
| JP7179049B2 (ja) * | 2017-08-01 | 2022-11-28 | ベルゲン ファーマシューティカル、 エルエルシー | オレキシン受容体拮抗薬の結晶形及びその製造方法並びに用途 |
| GB201807898D0 (en) * | 2018-05-15 | 2018-06-27 | Kancera Ab | New processes and products with increased chiral purity |
| US12098137B2 (en) | 2018-09-07 | 2024-09-24 | Sumitomo Chemical Company, Limited | Method for manufacturing cyclopropane compound |
| TW202432509A (zh) * | 2019-05-15 | 2024-08-16 | 日商衛材R&D企管股份有限公司 | 對於食慾素-2受體拮抗劑之製備有用之方法及化合物、以及雜質少之萊博雷生 |
| WO2020263253A1 (en) * | 2019-06-26 | 2020-12-30 | Moline Margaret | Lemborexant for treating sleep issues |
| US12534448B2 (en) | 2019-12-11 | 2026-01-27 | Tapi Czech Industries S.R.O | Solid state form of lemborexant |
| MX2022007304A (es) | 2019-12-20 | 2022-08-22 | Eisai R&D Man Co Ltd | Uso de lemborexant para tratamiento del insomnio. |
| US20230103250A1 (en) | 2020-01-16 | 2023-03-30 | Eisai R&D Management Co., Ltd. | Drug substance of lemborexant and medicinal composition comprising same |
| ES2933074B2 (es) * | 2021-07-26 | 2023-09-29 | Moehs Iberica Sl | Procedimiento de sintesis de 2,4-dimetilpirimidin-5-ol, nuevos intermedios de dicho procedimiento y uso del producto en la sintesis de lemborexant |
| WO2023178702A1 (zh) * | 2022-03-25 | 2023-09-28 | 浙江华海药业股份有限公司 | 莱博雷生及其中间体化合物的制备方法 |
| CN118871427A (zh) * | 2022-03-25 | 2024-10-29 | 浙江华海药业股份有限公司 | 一种莱博雷生及其中间体的制备方法 |
| CN114778745B (zh) * | 2022-06-21 | 2022-09-16 | 南京威凯尔生物医药科技有限公司 | 一种高效液相色谱法检测仑布雷生中间体及其对映体杂质的方法 |
| CN121045084A (zh) * | 2024-06-01 | 2025-12-02 | 常州市第四制药厂有限公司 | 一种莱博雷生关键中间体及其合成方法 |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2008057575A2 (en) * | 2006-11-07 | 2008-05-15 | Dov Pharmaceutical, Inc. | Novel arylbicyclo[3.1.0]hexylamines and methods and compositions for their preparation and use |
| WO2008150364A1 (en) * | 2007-05-23 | 2008-12-11 | Merck & Co., Inc. | Cyclopropyl pyrrolidine orexin receptor antagonists |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2302994A1 (fr) * | 1975-03-06 | 1976-10-01 | Fabre Sa Pierre | Procede de preparation d'acides aryl-1, hydroxy methyl-2 cyclopropanes carboxyliques et de leurs lactones utiles comme intermediaires de synthese dans l'industrie pharmaceutique |
| US5849954A (en) * | 1996-01-18 | 1998-12-15 | Research Corporation Technologies, Inc. | Method of peptide synthesis |
| WO2004037212A2 (en) | 2002-10-24 | 2004-05-06 | Sepracor, Inc. | Compositions comprising zopiclone derivatives and methods of making and using the same |
| JP4881476B2 (ja) * | 2007-05-23 | 2012-02-22 | メルク・シャープ・エンド・ドーム・コーポレイション | ピリジルピペリジン・オレキシン受容体アンタゴニスト |
| CN102159548A (zh) | 2008-09-18 | 2011-08-17 | 辉瑞有限公司 | 在治疗中有用的酰胺化合物 |
| AR074426A1 (es) | 2008-12-02 | 2011-01-19 | Glaxo Group Ltd | Compuesto de n-(((1s,4s,6s)-3-(2-piridinilcarbonil)3-azabiciclo (4,1.0)hept-4-il) metil)-2-heteroarilamina, su uso para la prepracion de un medicamento para el tratamiento de una enfermedad que requiere un antagonista de un receptor de orexina humana y composicion farmaceutica que lo comprende |
| FR2941454B1 (fr) * | 2009-01-29 | 2011-04-01 | Pf Medicament | Proced de synthese du (1s,2r)-milnacipran |
| US8101643B2 (en) | 2009-02-27 | 2012-01-24 | Enanta Pharmaceuticals, Inc. | Benzimidazole derivatives |
| EP2406362A1 (en) | 2009-03-09 | 2012-01-18 | Novozymes A/S | Enzymatic removal of steryl glycosides in fatty acid alkyl esters |
| WO2012039371A1 (ja) * | 2010-09-22 | 2012-03-29 | エーザイ・アール・アンド・ディー・マネジメント株式会社 | シクロプロパン化合物 |
| JP6147279B2 (ja) * | 2012-02-17 | 2017-06-14 | エーザイ・アール・アンド・ディー・マネジメント株式会社 | オレキシン−２受容体アンタゴニストの合成において有用な方法および化合物 |
-
2013
- 2013-02-14 JP JP2014557781A patent/JP6147279B2/ja active Active
- 2013-02-14 WO PCT/US2013/026204 patent/WO2013123240A1/en not_active Ceased
- 2013-02-14 HU HUE13706874A patent/HUE043995T2/hu unknown
- 2013-02-14 SG SG11201403216UA patent/SG11201403216UA/en unknown
- 2013-02-14 MX MX2014009917A patent/MX352881B/es active IP Right Grant
- 2013-02-14 BR BR112014019909A patent/BR112014019909B1/pt active IP Right Grant
- 2013-02-14 EP EP13706874.8A patent/EP2814798B1/en active Active
- 2013-02-14 RU RU2014137470A patent/RU2617696C2/ru active
- 2013-02-14 US US14/379,063 patent/US9416109B2/en active Active
- 2013-02-14 ES ES13706874T patent/ES2733750T3/es active Active
- 2013-02-14 CN CN201380009575.3A patent/CN104114524B/zh active Active
- 2013-02-14 CA CA2861493A patent/CA2861493C/en active Active
-
2014
- 2014-06-02 IL IL232949A patent/IL232949A/en active IP Right Grant
-
2016
- 2016-05-19 US US15/158,687 patent/US9828336B2/en active Active
-
2017
- 2017-10-24 US US15/791,814 patent/US20180044285A1/en not_active Abandoned
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2008057575A2 (en) * | 2006-11-07 | 2008-05-15 | Dov Pharmaceutical, Inc. | Novel arylbicyclo[3.1.0]hexylamines and methods and compositions for their preparation and use |
| WO2008150364A1 (en) * | 2007-05-23 | 2008-12-11 | Merck & Co., Inc. | Cyclopropyl pyrrolidine orexin receptor antagonists |
Non-Patent Citations (2)
| Title |
|---|
| Construction of a cis-Cyclopropane via Reductive Radical Decarboxylation. Enantioselective Synthesis of cis- and Antidopaminergic Agents;Kazuya Yamaguchi et al.;《J.Org.Chem.》;20031106;第68卷;9255-9262 * |
| The Effect of Ring Nitrogen Atoms on the Homolytic Reactivity of Phenolic Compounds: Understanding the Radical-Scavenging Ability of 5-Pyrimidinols;Luca Valgimigli et al.;《Chem.Eur.J.》;20031231;第9卷;4997-5010 * |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP3983340B1 (en) * | 2019-06-12 | 2023-08-02 | Nouryon Chemicals International B.V. | Method for isolating carboxylic acid from an aqueous side stream |
| US11976035B2 (en) | 2019-06-12 | 2024-05-07 | Nouryon Chemicals International B.V. | Process for the production of diacyl peroxides |
| US11976034B2 (en) | 2019-06-12 | 2024-05-07 | Nouryon Chemicals International B.V. | Process for the production of diacyl peroxides |
| US12209065B2 (en) | 2019-06-12 | 2025-01-28 | Nouryon Chemicals International B.V. | Process for the production of diacyl peroxides |
| US12215074B2 (en) | 2019-06-12 | 2025-02-04 | Nouryon Chemicals International B.V. | Process for the production of peroxyesters |
| CN119930526A (zh) * | 2025-04-07 | 2025-05-06 | 东北制药集团股份有限公司 | 一种莱博雷生中间体的制备方法 |
| CN119930526B (zh) * | 2025-04-07 | 2025-07-08 | 东北制药集团股份有限公司 | 一种莱博雷生中间体的制备方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| EP2814798A1 (en) | 2014-12-24 |
| RU2617696C2 (ru) | 2017-04-26 |
| IL232949A (en) | 2016-08-31 |
| US20150025237A1 (en) | 2015-01-22 |
| US9416109B2 (en) | 2016-08-16 |
| US20160318858A1 (en) | 2016-11-03 |
| CA2861493A1 (en) | 2013-08-22 |
| EP2814798B1 (en) | 2019-04-03 |
| CA2861493C (en) | 2019-09-24 |
| BR112014019909A8 (pt) | 2017-07-11 |
| US20180044285A1 (en) | 2018-02-15 |
| RU2014137470A (ru) | 2016-04-10 |
| IL232949A0 (en) | 2014-08-03 |
| US9828336B2 (en) | 2017-11-28 |
| JP2015509939A (ja) | 2015-04-02 |
| JP6147279B2 (ja) | 2017-06-14 |
| CN104114524A (zh) | 2014-10-22 |
| WO2013123240A1 (en) | 2013-08-22 |
| ES2733750T3 (es) | 2019-12-02 |
| MX352881B (es) | 2017-12-13 |
| MX2014009917A (es) | 2014-11-13 |
| BR112014019909B1 (pt) | 2020-01-28 |
| HUE043995T2 (hu) | 2019-09-30 |
| SG11201403216UA (en) | 2014-12-30 |
| BR112014019909A2 (https=) | 2017-06-20 |
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