JP2016530248A5 - - Google Patents
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- JP2016530248A5 JP2016530248A5 JP2016530446A JP2016530446A JP2016530248A5 JP 2016530248 A5 JP2016530248 A5 JP 2016530248A5 JP 2016530446 A JP2016530446 A JP 2016530446A JP 2016530446 A JP2016530446 A JP 2016530446A JP 2016530248 A5 JP2016530248 A5 JP 2016530248A5
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- 238000000034 method Methods 0.000 claims 22
- 150000001875 compounds Chemical class 0.000 claims 17
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Natural products CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 8
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 claims 8
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims 6
- 150000001450 anions Chemical class 0.000 claims 6
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims 6
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 claims 4
- 125000006239 protecting group Chemical group 0.000 claims 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical group ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims 3
- 125000003342 alkenyl group Chemical group 0.000 claims 3
- 125000000217 alkyl group Chemical group 0.000 claims 3
- 125000000304 alkynyl group Chemical group 0.000 claims 3
- 125000003118 aryl group Chemical group 0.000 claims 3
- 229910052799 carbon Inorganic materials 0.000 claims 3
- 239000003054 catalyst Substances 0.000 claims 3
- 239000012351 deprotecting agent Substances 0.000 claims 3
- 239000003960 organic solvent Substances 0.000 claims 3
- USFZMSVCRYTOJT-UHFFFAOYSA-N Ammonium acetate Chemical compound N.CC(O)=O USFZMSVCRYTOJT-UHFFFAOYSA-N 0.000 claims 2
- 239000005695 Ammonium acetate Substances 0.000 claims 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims 2
- BZLVMXJERCGZMT-UHFFFAOYSA-N Methyl tert-butyl ether Chemical compound COC(C)(C)C BZLVMXJERCGZMT-UHFFFAOYSA-N 0.000 claims 2
- 239000002253 acid Substances 0.000 claims 2
- 235000019257 ammonium acetate Nutrition 0.000 claims 2
- 229940043376 ammonium acetate Drugs 0.000 claims 2
- 235000019270 ammonium chloride Nutrition 0.000 claims 2
- 150000003863 ammonium salts Chemical class 0.000 claims 2
- 239000007864 aqueous solution Substances 0.000 claims 2
- YCNIBOIOWCTRCL-UHFFFAOYSA-N azane;2,2,2-trifluoroacetic acid Chemical compound [NH4+].[O-]C(=O)C(F)(F)F YCNIBOIOWCTRCL-UHFFFAOYSA-N 0.000 claims 2
- KXDHJXZQYSOELW-UHFFFAOYSA-N carbamic acid group Chemical class C(N)(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 claims 2
- 238000006243 chemical reaction Methods 0.000 claims 2
- 239000003638 chemical reducing agent Substances 0.000 claims 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 2
- 229910052751 metal Inorganic materials 0.000 claims 2
- 239000002184 metal Substances 0.000 claims 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 claims 2
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 claims 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims 1
- 239000004251 Ammonium lactate Substances 0.000 claims 1
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 claims 1
- 229910019142 PO4 Inorganic materials 0.000 claims 1
- RWRDLPDLKQPQOW-UHFFFAOYSA-O Pyrrolidinium ion Chemical class C1CC[NH2+]C1 RWRDLPDLKQPQOW-UHFFFAOYSA-O 0.000 claims 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 claims 1
- 150000001242 acetic acid derivatives Chemical group 0.000 claims 1
- VZTDIZULWFCMLS-UHFFFAOYSA-N ammonium formate Chemical compound [NH4+].[O-]C=O VZTDIZULWFCMLS-UHFFFAOYSA-N 0.000 claims 1
- 229940059265 ammonium lactate Drugs 0.000 claims 1
- 235000019286 ammonium lactate Nutrition 0.000 claims 1
- 125000000129 anionic group Chemical group 0.000 claims 1
- 239000000010 aprotic solvent Substances 0.000 claims 1
- QKWNIOMGXBERHJ-RXSVEWSESA-N azane;(2r)-2-[(1s)-1,2-dihydroxyethyl]-3,4-dihydroxy-2h-furan-5-one Chemical compound N.OC[C@H](O)[C@H]1OC(=O)C(O)=C1O QKWNIOMGXBERHJ-RXSVEWSESA-N 0.000 claims 1
- RZOBLYBZQXQGFY-HSHFZTNMSA-N azanium;(2r)-2-hydroxypropanoate Chemical compound [NH4+].C[C@@H](O)C([O-])=O RZOBLYBZQXQGFY-HSHFZTNMSA-N 0.000 claims 1
- PHKGGXPMPXXISP-DFWYDOINSA-N azanium;(4s)-4-amino-5-hydroxy-5-oxopentanoate Chemical compound [NH4+].[O-]C(=O)[C@@H]([NH3+])CCC([O-])=O PHKGGXPMPXXISP-DFWYDOINSA-N 0.000 claims 1
- 150000001540 azides Chemical class 0.000 claims 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 1
- 150000001735 carboxylic acids Chemical class 0.000 claims 1
- 150000001768 cations Chemical class 0.000 claims 1
- YEOCBTKAGVNPMO-JIZZDEOASA-N diazanium;(2s)-2-aminobutanedioate Chemical compound [NH4+].[NH4+].[O-]C(=O)[C@@H](N)CC([O-])=O YEOCBTKAGVNPMO-JIZZDEOASA-N 0.000 claims 1
- -1 dicarboxylic acids anions Chemical class 0.000 claims 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims 1
- 235000019253 formic acid Nutrition 0.000 claims 1
- 150000004820 halides Chemical class 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 150000004693 imidazolium salts Chemical class 0.000 claims 1
- 235000013917 monoammonium glutamate Nutrition 0.000 claims 1
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 claims 1
- 150000002763 monocarboxylic acids Chemical class 0.000 claims 1
- DUWWHGPELOTTOE-UHFFFAOYSA-N n-(5-chloro-2,4-dimethoxyphenyl)-3-oxobutanamide Chemical compound COC1=CC(OC)=C(NC(=O)CC(C)=O)C=C1Cl DUWWHGPELOTTOE-UHFFFAOYSA-N 0.000 claims 1
- 239000010452 phosphate Substances 0.000 claims 1
- 125000002467 phosphate group Chemical class [H]OP(=O)(O[H])O[*] 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 235000019260 propionic acid Nutrition 0.000 claims 1
- 239000003586 protic polar solvent Substances 0.000 claims 1
- JUJWROOIHBZHMG-UHFFFAOYSA-O pyridinium Chemical class C1=CC=[NH+]C=C1 JUJWROOIHBZHMG-UHFFFAOYSA-O 0.000 claims 1
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 claims 1
- 239000011734 sodium Substances 0.000 claims 1
- 239000012279 sodium borohydride Substances 0.000 claims 1
- 229910000033 sodium borohydride Inorganic materials 0.000 claims 1
- JVBXVOWTABLYPX-UHFFFAOYSA-L sodium dithionite Chemical group [Na+].[Na+].[O-]S(=O)S([O-])=O JVBXVOWTABLYPX-UHFFFAOYSA-L 0.000 claims 1
- 238000006467 substitution reaction Methods 0.000 claims 1
- 150000003460 sulfonic acids Chemical class 0.000 claims 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 claims 1
- 229910052723 transition metal Inorganic materials 0.000 claims 1
- 150000003624 transition metals Chemical class 0.000 claims 1
- 125000001425 triazolyl group Chemical group 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB1313465.5A GB201313465D0 (en) | 2013-07-29 | 2013-07-29 | Methods of preparing nicotinamide riboside and derivatives thereof |
| GB1313465.5 | 2013-07-29 | ||
| PCT/EP2014/065971 WO2015014722A1 (en) | 2013-07-29 | 2014-07-24 | Methods of preparing nicotinamide riboside and derivatives thereof |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2016530248A JP2016530248A (ja) | 2016-09-29 |
| JP2016530248A5 true JP2016530248A5 (OSRAM) | 2017-09-07 |
| JP6208352B2 JP6208352B2 (ja) | 2017-10-04 |
Family
ID=49167061
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016530446A Active JP6208352B2 (ja) | 2013-07-29 | 2014-07-24 | ニコチンアミドリボシドおよびその誘導体を調製する方法 |
Country Status (14)
| Country | Link |
|---|---|
| US (6) | US10000519B2 (OSRAM) |
| EP (2) | EP3027635B1 (OSRAM) |
| JP (1) | JP6208352B2 (OSRAM) |
| KR (2) | KR102414886B1 (OSRAM) |
| CN (2) | CN105636973B (OSRAM) |
| AU (4) | AU2014298629B2 (OSRAM) |
| BR (1) | BR112016001774B1 (OSRAM) |
| CA (2) | CA2918955C (OSRAM) |
| ES (1) | ES2652654T3 (OSRAM) |
| GB (1) | GB201313465D0 (OSRAM) |
| HK (1) | HK1255037A1 (OSRAM) |
| MX (1) | MX349969B (OSRAM) |
| WO (1) | WO2015014722A1 (OSRAM) |
| ZA (1) | ZA201802315B (OSRAM) |
Families Citing this family (47)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB201313465D0 (en) | 2013-07-29 | 2013-09-11 | Queens University Of The Belfast | Methods of preparing nicotinamide riboside and derivatives thereof |
| MX2016015997A (es) * | 2014-06-02 | 2017-04-05 | Glaxosmithkline Intellectual Property (No 2) Ltd | Preparacion y uso de beta-d-nicotinamida ribosido cristalina. |
| CN106715455A (zh) | 2014-06-06 | 2017-05-24 | 葛兰素史密斯克莱知识产权（第2 号）有限公司 | 烟酰胺核苷类似物及其药物组合物和用途 |
| CA2956163C (en) * | 2014-07-24 | 2023-01-10 | W.R. Grace & Co.-Conn. | Crystalline form of nicotinamide riboside |
| WO2016144660A1 (en) | 2015-03-09 | 2016-09-15 | W.R. Grace & Co.-Conn. | Crystalline form of nicotinamide riboside |
| EP3271370B1 (en) * | 2015-03-16 | 2023-06-21 | Chromadex Inc. | Nicotinic acid riboside or nicotinamide riboside compositions, reduced derivatives thereof, and the use thereof |
| WO2017011788A1 (en) * | 2015-07-15 | 2017-01-19 | Cornell University | Syntheses, activities, and methods of use of dihydronicotinamide riboside derivatives |
| EP3331894B1 (en) | 2015-08-05 | 2021-02-17 | Metro International Biotech, LLC | Nicotinamide mononucleotide derivatives and their uses |
| GB2542881B (en) | 2015-10-02 | 2020-01-01 | Carr Andrew | Crystal forms of ß-nicotinamide mononucleotide |
| US10611790B2 (en) * | 2015-11-02 | 2020-04-07 | Mitobridge, Inc. | Nicotinamide riboside and nicotinamide mononucleotide derivatives for use in the treatments of mitochondrial-related diseases |
| US11248018B2 (en) | 2016-02-23 | 2022-02-15 | Yissum Research Development Company Of The Hebrew University Of Jerusalem Ltd. | Process for preparation of nicotinamide riboside (NR) and cosmetic composition comprising (NR and a phosphate-binding agent |
| AU2017232930B2 (en) | 2016-03-16 | 2021-03-25 | ChromaDex Inc. | B-vitamin and amino acid conjugates of nicotinoyl ribosides and reduced nicotinoyl ribosides, derivatives thereof, and methods of preparation thereof |
| CA3021571C (en) | 2016-04-20 | 2023-01-03 | ChromaDex Inc. | Use of nicotinic acid riboside or nicotinamide riboside derivatives, and reduced derivatives thereof, as nad+increasing precursors |
| WO2017218580A1 (en) | 2016-06-14 | 2017-12-21 | Rejuvenation Therapeutics Corporation | Synthetic methods for the preparation of nicotinamide riboside and related compounds |
| GB2553001A (en) * | 2016-08-19 | 2018-02-21 | The Queen's Univ Of Belfast | Lactone intermediates of nicotinamide riboside and nicotinate riboside |
| NZ803738A (en) | 2016-11-11 | 2024-05-31 | Chromadex Inc | Efficient and scalable syntheses of nicotinoyl ribosides and reduced nicotinoyl ribosides, modified derivatives thereof, phosphorylated analogs thereof, adenylyl dinucleotide conjugates thereof, and novel crystalline forms thereof |
| US11071747B2 (en) | 2016-11-29 | 2021-07-27 | University Of Iowa Research Foundation | Use of NAD precursors for breast enhancement |
| JP7136795B2 (ja) | 2016-11-29 | 2022-09-13 | ユニバーシティー オブ アイオワ リサーチ ファウンデーション | 母体の健康および／または子の健康を向上させるためのｎａｄ前駆体の使用 |
| US11286274B2 (en) | 2017-06-19 | 2022-03-29 | Mitopower Llc | Nicotinamide riboside derivatives and their uses |
| WO2019006262A1 (en) * | 2017-06-30 | 2019-01-03 | Elysium Health, Inc. | METHODS OF SYNTHESIZING NICOTINAMIDE RIBOSIDE |
| US11414407B2 (en) | 2017-12-22 | 2022-08-16 | Elysium Health, Inc. | Crystalline forms of nicotinamide riboside chloride |
| WO2019122084A1 (en) | 2017-12-22 | 2019-06-27 | Stemtek Therapeutics, S.L. | Process for the preparation of nicotinamide riboside chloride derivatives |
| WO2019152416A1 (en) | 2018-01-30 | 2019-08-08 | Metro International Biotech, Llc | Nicotinamide riboside analogs, pharmaceutical compositions, and uses thereof |
| CN110283221A (zh) * | 2018-03-19 | 2019-09-27 | 药源药物化学（上海）有限公司 | 杂环化合物的制备和纯化方法 |
| CN110452277A (zh) * | 2018-05-07 | 2019-11-15 | 明特奇点医疗科技(成都)有限公司 | 一种烟酰胺核糖的制备方法 |
| WO2019226755A1 (en) * | 2018-05-22 | 2019-11-28 | Jumpstart Fertility Pty Ltd | Amino acid salts of nicotinic acid ribosides as anti-aging agents |
| JP7515407B2 (ja) | 2018-06-21 | 2024-07-12 | ソシエテ・デ・プロデュイ・ネスレ・エス・アー | ニコチンアミドアデニンジヌクレオチド（ｎａｄ＋）前駆体及び少なくとも１種のケトン又はケトン前駆体を使用する組成物及び方法 |
| CN108774278A (zh) * | 2018-09-10 | 2018-11-09 | 张洪喜 | 一种制备尼克酰胺核苷盐的方法 |
| KR102060374B1 (ko) * | 2018-12-14 | 2019-12-30 | 주식회사 휴메딕스 | 지방알코올 컨쥬게이션된 니코틴아미드 리보사이드 유도체 |
| EP3897666A2 (en) | 2018-12-17 | 2021-10-27 | Mitopower LLC | Nicotinyl riboside compounds and their uses |
| US10618927B1 (en) | 2019-03-22 | 2020-04-14 | Metro International Biotech, Llc | Compositions and methods for modulation of nicotinamide adenine dinucleotide |
| US11939348B2 (en) | 2019-03-22 | 2024-03-26 | Metro International Biotech, Llc | Compositions comprising a phosphorus derivative of nicotinamide riboside and methods for modulation of nicotinamide adenine dinucleotide |
| IL289941B2 (en) | 2019-07-19 | 2025-07-01 | Biosynth Ag | Method of making nicotinamide ribofuranoside salts, nicotinamide ribofuranoside salts as such, and uses thereof |
| CN114555619A (zh) * | 2019-08-14 | 2022-05-27 | 麦德龙国际生物科技有限责任公司 | 用于烟酰胺腺嘌呤二核苷酸的差分调节的化合物和组合物 |
| CN110642897B (zh) * | 2019-09-27 | 2021-04-06 | 武汉一若生物材料有限公司 | 一种β-烟酰胺核糖氯化物的制备方法 |
| CN110658224B (zh) * | 2019-10-15 | 2022-11-22 | 中国中医科学院中药研究所 | 一种氢核磁定量分析技术测定nmn绝对含量的方法 |
| CN111153953A (zh) * | 2020-01-07 | 2020-05-15 | 杭州洁汉化工有限公司 | 一种烟酰胺核糖氯化物的高效合成方法 |
| CN111454311B (zh) * | 2020-04-03 | 2021-10-19 | 深圳市迪克曼科技开发有限公司 | 烟酰胺核糖的有机酸盐及其组合物与制备方法 |
| CN111647032B (zh) * | 2020-06-29 | 2023-02-24 | 上海舒泽生物科技研究所 | 一种β-烟酰胺单核苷酸的合成方法 |
| CN111848710A (zh) * | 2020-08-20 | 2020-10-30 | 深圳市迪克曼科技开发有限公司 | 烟酰胺核糖及其还原态、盐的制备方法 |
| CN116390930A (zh) * | 2020-09-15 | 2023-07-04 | 雀巢产品有限公司 | 用于由烟酰胺核糖核苷氯化物生产二氢烟酰胺核糖核苷的方法 |
| CN112851730B (zh) * | 2021-01-08 | 2023-02-21 | 厦门瑞林药业有限公司 | 一种nmn中间体nr氯化物合成方法 |
| WO2022233923A1 (en) | 2021-05-04 | 2022-11-10 | Bohan & Co As. | A process for synthesis of nicotinamide riboside chloride (nrcl) |
| KR20240020716A (ko) | 2021-05-27 | 2024-02-15 | 메트로 인터내셔널 바이오테크 엘엘씨 | 니코틴산 모노뉴클레오타이드 및 이의 에스터의 결정질 고체 및 제조 및 사용 방법 |
| JP2025514482A (ja) | 2022-03-04 | 2025-05-02 | ボーハン アンド カンパニー エーエス | ニコチンアミド－β－リボシドトリアセテートクロリド（ＮＲＡ－Ｃｌ）からの１，４－ジヒドロニコチンアミドリボシド（ＮＲＨ）の合成方法 |
| CN116462727A (zh) * | 2023-04-23 | 2023-07-21 | 安徽瑞邦生物科技有限公司 | 一种β-烟酰胺核糖氯化物的制备方法 |
| WO2024259359A2 (en) * | 2023-06-14 | 2024-12-19 | ChromaDex Inc. | Nicotinamide riboside and derivatives thereof in intravenous formulations and methods of use thereof |
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|---|---|---|---|---|
| ATE349534T1 (de) | 1991-10-23 | 2007-01-15 | Cancer Rec Tech Ltd | Bakterielle nitroreduktase zur reduzierung von cb 1954 und analogen davon in eine zytotoxische form |
| US6689760B1 (en) * | 2000-07-10 | 2004-02-10 | Enzrel Inc. | Anti-mycobacterial compositions |
| ES2670927T3 (es) * | 2005-11-18 | 2018-06-04 | Cornell Research Foundation, Inc. | Composiciones de nicotinoil ribósido y métodos de uso |
| WO2011081942A1 (en) * | 2009-12-14 | 2011-07-07 | Cornell University | Activation and activators of sirt5 |
| EP2542086A4 (en) * | 2010-03-01 | 2013-09-04 | Myrexis Inc | COMPOUNDS AND ITS THERAPEUTIC USE |
| GB201313465D0 (en) | 2013-07-29 | 2013-09-11 | Queens University Of The Belfast | Methods of preparing nicotinamide riboside and derivatives thereof |
| CN106715455A (zh) * | 2014-06-06 | 2017-05-24 | 葛兰素史密斯克莱知识产权（第2 号）有限公司 | 烟酰胺核苷类似物及其药物组合物和用途 |
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2013
- 2013-07-29 GB GBGB1313465.5A patent/GB201313465D0/en not_active Ceased
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2014
- 2014-07-24 CA CA2918955A patent/CA2918955C/en active Active
- 2014-07-24 CN CN201480043268.1A patent/CN105636973B/zh active Active
- 2014-07-24 AU AU2014298629A patent/AU2014298629B2/en active Active
- 2014-07-24 BR BR112016001774-9A patent/BR112016001774B1/pt active IP Right Grant
- 2014-07-24 KR KR1020217009552A patent/KR102414886B1/ko active Active
- 2014-07-24 WO PCT/EP2014/065971 patent/WO2015014722A1/en not_active Ceased
- 2014-07-24 CA CA3192957A patent/CA3192957A1/en active Pending
- 2014-07-24 US US14/908,831 patent/US10000519B2/en active Active
- 2014-07-24 EP EP14744082.0A patent/EP3027635B1/en active Active
- 2014-07-24 JP JP2016530446A patent/JP6208352B2/ja active Active
- 2014-07-24 EP EP17191481.5A patent/EP3321274A1/en active Pending
- 2014-07-24 KR KR1020167005556A patent/KR102303966B1/ko active Active
- 2014-07-24 ES ES14744082.0T patent/ES2652654T3/es active Active
- 2014-07-24 MX MX2016001211A patent/MX349969B/es active IP Right Grant
- 2014-07-24 CN CN201810413840.9A patent/CN108707174A/zh active Pending
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2018
- 2018-02-27 US US15/905,922 patent/US10815262B2/en active Active
- 2018-04-09 ZA ZA2018/02315A patent/ZA201802315B/en unknown
- 2018-08-01 AU AU2018211238A patent/AU2018211238A1/en not_active Abandoned
- 2018-11-06 HK HK18114160.5A patent/HK1255037A1/en unknown
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2020
- 2020-02-21 AU AU2020201254A patent/AU2020201254B2/en active Active
- 2020-05-29 US US16/886,985 patent/US11584770B2/en active Active
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2022
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2023
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2024
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