JP2020527583A5 - - Google Patents
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- JP2020527583A5 JP2020527583A5 JP2020502652A JP2020502652A JP2020527583A5 JP 2020527583 A5 JP2020527583 A5 JP 2020527583A5 JP 2020502652 A JP2020502652 A JP 2020502652A JP 2020502652 A JP2020502652 A JP 2020502652A JP 2020527583 A5 JP2020527583 A5 JP 2020527583A5
- Authority
- JP
- Japan
- Prior art keywords
- composition
- treatment
- enantiomer
- bhb
- composition according
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000000203 mixture Substances 0.000 claims 41
- 150000001875 compounds Chemical class 0.000 claims 15
- 230000004770 neurodegeneration Effects 0.000 claims 10
- 208000015122 neurodegenerative disease Diseases 0.000 claims 8
- 230000002265 prevention Effects 0.000 claims 8
- 208000010877 cognitive disease Diseases 0.000 claims 7
- 235000015872 dietary supplement Nutrition 0.000 claims 6
- 208000024827 Alzheimer disease Diseases 0.000 claims 5
- HIWZHLUXGVVBPK-UHFFFAOYSA-N butane-1,3-diol;3-hydroxybutanoic acid Chemical compound CC(O)CCO.CC(O)CC(O)=O HIWZHLUXGVVBPK-UHFFFAOYSA-N 0.000 claims 5
- 238000009472 formulation Methods 0.000 claims 5
- WHBMMWSBFZVSSR-UHFFFAOYSA-N 3-hydroxybutyric acid Chemical compound CC(O)CC(O)=O WHBMMWSBFZVSSR-UHFFFAOYSA-N 0.000 claims 4
- 206010049565 Muscle fatigue Diseases 0.000 claims 4
- 230000000694 effects Effects 0.000 claims 4
- 235000020887 ketogenic diet Nutrition 0.000 claims 4
- 238000004519 manufacturing process Methods 0.000 claims 4
- 239000000825 pharmaceutical preparation Substances 0.000 claims 4
- 230000009467 reduction Effects 0.000 claims 4
- 230000004580 weight loss Effects 0.000 claims 4
- 206010012289 Dementia Diseases 0.000 claims 3
- 150000001720 carbohydrates Chemical class 0.000 claims 3
- 239000003814 drug Substances 0.000 claims 3
- 239000003937 drug carrier Substances 0.000 claims 3
- 102000004169 proteins and genes Human genes 0.000 claims 3
- 108090000623 proteins and genes Proteins 0.000 claims 3
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims 2
- 206010003571 Astrocytoma Diseases 0.000 claims 2
- 208000028698 Cognitive impairment Diseases 0.000 claims 2
- 206010020850 Hyperthyroidism Diseases 0.000 claims 2
- 206010021143 Hypoxia Diseases 0.000 claims 2
- 208000001145 Metabolic Syndrome Diseases 0.000 claims 2
- 241001465754 Metazoa Species 0.000 claims 2
- 208000029578 Muscle disease Diseases 0.000 claims 2
- 208000021642 Muscular disease Diseases 0.000 claims 2
- 208000008589 Obesity Diseases 0.000 claims 2
- 208000018737 Parkinson disease Diseases 0.000 claims 2
- 201000010390 abdominal obesity-metabolic syndrome 1 Diseases 0.000 claims 2
- 206010002022 amyloidosis Diseases 0.000 claims 2
- 206010002026 amyotrophic lateral sclerosis Diseases 0.000 claims 2
- 230000036528 appetite Effects 0.000 claims 2
- 235000019789 appetite Nutrition 0.000 claims 2
- 230000003920 cognitive function Effects 0.000 claims 2
- 206010012601 diabetes mellitus Diseases 0.000 claims 2
- 206010015037 epilepsy Diseases 0.000 claims 2
- 235000021588 free fatty acids Nutrition 0.000 claims 2
- 208000005017 glioblastoma Diseases 0.000 claims 2
- 230000037219 healthy weight Effects 0.000 claims 2
- 201000001421 hyperglycemia Diseases 0.000 claims 2
- 230000007954 hypoxia Effects 0.000 claims 2
- 208000011661 metabolic syndrome X Diseases 0.000 claims 2
- 208000027061 mild cognitive impairment Diseases 0.000 claims 2
- 235000020824 obesity Nutrition 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 230000036470 plasma concentration Effects 0.000 claims 2
- 150000003254 radicals Chemical class 0.000 claims 2
- 230000001988 toxicity Effects 0.000 claims 2
- 231100000419 toxicity Toxicity 0.000 claims 2
- 230000004584 weight gain Effects 0.000 claims 2
- 235000019786 weight gain Nutrition 0.000 claims 2
- 208000023105 Huntington disease Diseases 0.000 claims 1
- 208000027626 Neurocognitive disease Diseases 0.000 claims 1
- 230000037007 arousal Effects 0.000 claims 1
- 235000013361 beverage Nutrition 0.000 claims 1
- 239000000090 biomarker Substances 0.000 claims 1
- 210000004556 brain Anatomy 0.000 claims 1
- 230000002490 cerebral effect Effects 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 230000007850 degeneration Effects 0.000 claims 1
- 230000003111 delayed effect Effects 0.000 claims 1
- 235000005911 diet Nutrition 0.000 claims 1
- 230000000378 dietary effect Effects 0.000 claims 1
- 201000010099 disease Diseases 0.000 claims 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 1
- 229940079593 drug Drugs 0.000 claims 1
- 235000013305 food Nutrition 0.000 claims 1
- 230000037406 food intake Effects 0.000 claims 1
- 235000013376 functional food Nutrition 0.000 claims 1
- 238000007912 intraperitoneal administration Methods 0.000 claims 1
- 210000005036 nerve Anatomy 0.000 claims 1
- 230000007107 neurocognitive deficit Effects 0.000 claims 1
- 239000002417 nutraceutical Substances 0.000 claims 1
- 235000021436 nutraceutical agent Nutrition 0.000 claims 1
- 230000001737 promoting effect Effects 0.000 claims 1
- 239000012453 solvate Substances 0.000 claims 1
- 238000007920 subcutaneous administration Methods 0.000 claims 1
- 208000024891 symptom Diseases 0.000 claims 1
- 238000011200 topical administration Methods 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201762535754P | 2017-07-21 | 2017-07-21 | |
| US62/535,754 | 2017-07-21 | ||
| PCT/US2018/042948 WO2019018683A1 (en) | 2017-07-21 | 2018-07-19 | BETA-HYDROXYBUTYRATE AND BUTANEDIOL ENANTIOMERS AND METHODS OF USE THEREOF |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2020527583A JP2020527583A (ja) | 2020-09-10 |
| JP2020527583A5 true JP2020527583A5 (cg-RX-API-DMAC7.html) | 2021-09-09 |
| JP7442095B2 JP7442095B2 (ja) | 2024-03-04 |
Family
ID=65015819
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2020502652A Active JP7442095B2 (ja) | 2017-07-21 | 2018-07-19 | ベータ－ヒドロキシブチレート及びブタンジオールのｓ－エナンチオマー並びにその使用方法 |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US11773051B2 (cg-RX-API-DMAC7.html) |
| EP (1) | EP3654963A4 (cg-RX-API-DMAC7.html) |
| JP (1) | JP7442095B2 (cg-RX-API-DMAC7.html) |
| KR (1) | KR102795284B1 (cg-RX-API-DMAC7.html) |
| CN (1) | CN111050764A (cg-RX-API-DMAC7.html) |
| AU (1) | AU2018304380B2 (cg-RX-API-DMAC7.html) |
| BR (1) | BR112020001285A2 (cg-RX-API-DMAC7.html) |
| CA (1) | CA3070453A1 (cg-RX-API-DMAC7.html) |
| IL (1) | IL272173B2 (cg-RX-API-DMAC7.html) |
| MX (1) | MX2020000734A (cg-RX-API-DMAC7.html) |
| WO (1) | WO2019018683A1 (cg-RX-API-DMAC7.html) |
Families Citing this family (41)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10736861B2 (en) | 2016-03-11 | 2020-08-11 | Axcess Global Sciences, Llc | Mixed salt compositions for producing elevated and sustained ketosis |
| US11103470B2 (en) | 2017-11-22 | 2021-08-31 | Axcess Global Sciences, Llc | Non-racemic beta-hydroxybutyrate compounds and compositions enriched with the R-enantiomer and methods of use |
| US10973792B2 (en) | 2019-02-13 | 2021-04-13 | Axcess Global Sciences, Llc | Racemic beta-hydroxybutyrate mixed salt-acid compositions and methods of use |
| US10245243B1 (en) * | 2017-12-19 | 2019-04-02 | Axcess Global Sciences, Llc | Non-racemic beta-hydroxybutyrate compounds and compositions enriched with the S-enantiomer and methods of use |
| US10973786B2 (en) | 2016-03-11 | 2021-04-13 | Axcess Global Sciences, Llc | R-beta-hydroxybutyrate, S-beta-hydroxybutyrate, and RS-beta-hydroxybutyrate mixed salt compositions |
| US11241403B2 (en) | 2016-03-11 | 2022-02-08 | Axcess Global Sciences, Llc | Beta-hydroxybutyrate mixed salt compositions and methods of use |
| US11185518B2 (en) | 2017-12-19 | 2021-11-30 | Axcess Global Sciences, Llc | S-beta-hydroxybutyrate compounds and compositions enriched with S-enantiomer |
| US12109182B2 (en) | 2016-04-19 | 2024-10-08 | Axcess Global Sciences, Llc | Administration of R-beta-hydroxybutyrate and related compounds in humans |
| US10925843B2 (en) | 2018-04-18 | 2021-02-23 | Axcess Global Sciences, Llc | Compositions and methods for keto stacking with beta-hydroxybutyrate and acetoacetate |
| US11944598B2 (en) | 2017-12-19 | 2024-04-02 | Axcess Global Sciences, Llc | Compositions containing s-beta-hydroxybutyrate or non-racemic mixtures enriched with the s-enatiomer |
| US12329734B2 (en) | 2017-12-19 | 2025-06-17 | Axcess Global Sciences, Llc | Use of S-beta-hydroxybutyrate compounds for induction and maintenance of flow |
| US11806324B2 (en) | 2018-04-18 | 2023-11-07 | Axcess Global Sciences, Llc | Beta-hydroxybutyric acid compositions and methods for oral delivery of ketone bodies |
| US11202769B2 (en) | 2017-11-22 | 2021-12-21 | Axcess Global Sciences, Llc | Ketone body esters of s-beta-hydroxybutyrate and/or s-1,3-butanediol for modifying metabolic function |
| US12496283B2 (en) | 2016-04-19 | 2025-12-16 | Axcess Global Sciences, Llc | Administration of R-beta-hydroxybutyrate and related compounds in humans |
| MX385367B (es) | 2016-06-07 | 2025-03-18 | The J David Gladstone Inst | Esteres de acidos grasos de cadena media de beta-hidroxibutirato y butanodiol y composiciones y metodos para usar los mismos. |
| EP3654963A4 (en) | 2017-07-21 | 2021-04-14 | Buck Institute for Research on Aging | BETA-HYDROXYBUTYRATE AND BUTANEDIOL S ENANTIOMERS AND THEIR METHODS OF USE |
| US12090129B2 (en) | 2017-11-22 | 2024-09-17 | Axcess Global Sciences, Llc | Non-racemic beta-hydroxybutyrate compounds and compositions enriched with the R-enantiomer and methods of use |
| US12037317B2 (en) | 2018-01-25 | 2024-07-16 | Buck Institute For Research On Aging | Synthesis of 3-hydroxybutyryl 3-hydroxybutyrate and related compounds |
| US10980772B2 (en) | 2018-08-27 | 2021-04-20 | Axcess Global Sciences, Llc | Compositions and methods for delivering tetrahydrocannabinol and ketone bodies |
| US11129802B2 (en) | 2018-08-27 | 2021-09-28 | Axcess Global Sciences, Llc | Compositions and methods for delivering cannabidiol and ketone bodies |
| US11241401B2 (en) | 2020-02-06 | 2022-02-08 | Axcess Global Sciences, Llc | Enantiomerically pure r-beta-hydroxybutyrate mixed salt-acid compositions |
| US11419836B2 (en) | 2019-02-13 | 2022-08-23 | Axcess Global Sciences, Llc | Racemic and near racemic beta-hydroxybutyrate mixed salt-acid compositions |
| CN114025752A (zh) * | 2019-02-11 | 2022-02-08 | 阿克塞斯全球科学有限责任公司 | 富含R-对映体的非外消旋β-羟基丁酸根化合物和组合物以及使用方法 |
| AU2020221569B2 (en) * | 2019-02-11 | 2025-06-26 | Axcess Global Sciences, Llc | Racemic beta-hydroxybutyrate mixed salt-acid compositions and methods of use |
| WO2020167693A1 (en) * | 2019-02-11 | 2020-08-20 | Access Global Sciences, Llc | S-beta-hydroxybutyrate compounds and compositions enriched with s-enantiomer |
| CN109806251A (zh) * | 2019-03-04 | 2019-05-28 | 清华大学 | 3-羟基丁酸及其衍生物在制备抗动脉粥样硬化的产品中的应用 |
| EP3937920B1 (en) | 2019-03-14 | 2025-07-09 | The Regents of the University of California | Compositions comprising beta-hydroxybutyrate and citrate for supporting renal health |
| US12472200B2 (en) | 2019-05-15 | 2025-11-18 | Axcess Global Sciences, Llc | Autobiotic compositions and method for promoting healthy gut microbiome |
| US11950616B2 (en) | 2019-06-21 | 2024-04-09 | Axcess Global Sciences, Llc | Non-vasoconstricting energy-promoting compositions containing ketone bodies |
| US12167993B2 (en) | 2019-06-21 | 2024-12-17 | Axcess Global Sciences, Llc | Non-vasoconstricting energy-promoting compositions containing ketone bodies |
| US11969430B1 (en) | 2023-03-10 | 2024-04-30 | Axcess Global Sciences, Llc | Compositions containing paraxanthine and beta-hydroxybutyrate or precursor for increasing neurological and physiological performance |
| US11033553B2 (en) | 2019-06-21 | 2021-06-15 | Axcess Global Sciences, Llc | Non-vasoconstricting energy-promoting compositions containing ketone bodies |
| WO2022012767A1 (de) * | 2020-07-13 | 2022-01-20 | Ioi Oleo Gmbh | Verfahren zur herstellung von polyglycerinestern von mit oxobutanol veresterten polycarbonsäuren |
| US20240228422A1 (en) * | 2020-07-13 | 2024-07-11 | Ioi Oleo Gmbh | Process for preparing oxobutanol esters of polymeric carboxylic acids |
| US12186297B2 (en) | 2020-08-26 | 2025-01-07 | Axcess Global Sciences, Llc | Compositions and methods for increasing lean-to-fat mass ratio |
| CN112341542B (zh) * | 2021-01-08 | 2021-05-14 | 清华大学 | 一种3-羟基丁酰化修饰蛋白质药物及其制备方法和应用 |
| US20220249497A1 (en) * | 2021-02-05 | 2022-08-11 | Health Via Modern Nutrition, Inc. | Compositions and methods for improving relaxation, sleep, cognition, and/or physical performance |
| US20240342121A1 (en) * | 2021-07-09 | 2024-10-17 | Georgia State University Research Foundation, Inc. | The use of beta-hydroxybutyrates for the treatment or prevention of aneurysms and dissections |
| US20250282707A1 (en) * | 2022-04-29 | 2025-09-11 | Buck Institute For Research On Aging | Novel ketone ester compounds |
| EP4566598A1 (en) * | 2023-12-04 | 2025-06-11 | ZoSaLa Pharma, Inc | Compositions providing sglt2i and bhb activity and methods of use to treat human disease |
| WO2025166164A1 (en) | 2024-02-02 | 2025-08-07 | Selah Therapeutics Limited | DL- AND L-β-HYDROXYBUTYRATE AND METHODS OF USE THEREOF |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS42663Y1 (cg-RX-API-DMAC7.html) | 1966-03-07 | 1967-01-17 | ||
| US4263216A (en) | 1978-10-20 | 1981-04-21 | The Procter & Gamble Company | Diglyceride manufacture |
| US4436726A (en) | 1980-12-15 | 1984-03-13 | Fujisawa Pharmaceutical Co., Ltd. | N-Acylpeptide compound, processes for the preparation thereof and the pharmaceutical compositions |
| BE1001209A3 (fr) | 1987-11-19 | 1989-08-22 | Solvay | Compositions pharmaceutiques contenant un derive de l'acide 3-hydroxybutanoique choisi parmi les oligomeres de cet acide et les esters de cet acide ou de ces oligomeres avec du 1,3-butanediol. |
| US5126373A (en) | 1987-11-19 | 1992-06-30 | Henri Brunengraber | Composition for parenteral and oral nutrition |
| WO1989010410A1 (fr) | 1988-04-27 | 1989-11-02 | Daicel Chemical Industries, Ltd. | Procede de preparation de 1,3-butanediol optiquement actif |
| JP2578658B2 (ja) | 1989-02-21 | 1997-02-05 | チッソ株式会社 | 光学活性化合物及びその製造法 |
| US5008126A (en) | 1989-06-27 | 1991-04-16 | Nabisco Brands, Inc. | Long chain diol diesters as low calorie fat mimetics |
| IT1240760B (it) | 1990-02-12 | 1993-12-17 | Sigma Tau Ind Farmaceuti | Esteri di acil-l-carnitine con l'acido gamma-idrossibutirrico e composizioni farmaceutiche che li contengono per l'inibizione della degenerazione neuronale e nel trattamento del coma. |
| DK0550779T3 (da) | 1992-01-08 | 1996-02-12 | Nestle Sa | Kosmetisk eller dermatologisk præparat indeholdende en dioldiester |
| DE19703471A1 (de) | 1997-01-31 | 1998-08-06 | Beiersdorf Ag | Kosmetische und dermatologische Lichtschutzformulierungen mit einem Gehalt an Triazinderivaten und Butylenglycoldiestern |
| AU749638B2 (en) | 1997-03-17 | 2002-06-27 | Btg International Limited | Therapeutic compositions |
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| EP1052240B1 (en) | 1999-05-11 | 2003-03-19 | Dow AgroSciences LLC | Process for the preparation of substituted 3-hydroxybutyrate esters |
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| EP1363879A2 (en) | 2000-10-11 | 2003-11-26 | Esperion Therapeutics Inc. | Sulfide and disulfide compounds and compositions for cholesterol management and related uses |
| KR20050098244A (ko) | 2003-01-10 | 2005-10-11 | 쓰레솔드 파마슈티컬스, 인코포레이티드 | 2-데옥시글루코오스를 사용한 암 치료 방법 |
| DK1648952T3 (en) | 2003-06-03 | 2018-05-28 | The Us Gov As Represented By The Department Of Health And Human Services | Dietary supplements and therapeutic compositions comprising (R) -3-hydroxybutyrate derivatives |
| EP1528053A1 (en) | 2003-10-31 | 2005-05-04 | Lonza Ag | Process for the preparation of (S)- or (R)-4-halo-3-hydroxybutyrates |
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| EP2328858B1 (en) * | 2008-08-21 | 2017-10-11 | Oxford University Innovation Limited | Drink comprising hydroxybutyrate ester and medical use thereof |
| WO2010120300A1 (en) | 2009-04-16 | 2010-10-21 | Isis Innovation Limited | Process for the preparation of (3r)-hydr0xybutyl (3r) -hydroxybutyrate by enzymatic enantioselective reduction employing lactobacillus brevis alcohol dehydrogenase |
| GB201002983D0 (en) * | 2010-02-22 | 2010-04-07 | Tdeltas Ltd | Nutritinal composition |
| BR112012027758A2 (pt) | 2010-04-28 | 2016-07-26 | Arkema Inc | método para melhorar estabilidade de misturas de poliol de poliuretano contendo agente de expansão de olefina halogenada |
| KR101243240B1 (ko) | 2010-07-19 | 2013-04-04 | (주)에이씨티 | 신규 알킬디올 유도체화합물 및 이를 포함하는 미백용 피부외용제조성물 |
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| WO2013164868A1 (ja) | 2012-05-01 | 2013-11-07 | コニカミノルタ株式会社 | 位相差フィルム、偏光板の製造方法および液晶表示装置 |
| EP2925308B1 (en) | 2012-11-28 | 2019-12-25 | University Of South Florida | Targeting cancer with metabolic therapy and hyperbaric oxygen |
| CA2905225C (en) | 2013-03-14 | 2021-05-04 | Isis Innovation Limited | Process for producing (r)-3-hydroxybutyl (r)-3-hydroxybutyrate |
| WO2014153416A1 (en) | 2013-03-19 | 2014-09-25 | University Of South Florida | Compositions and methods for producing elevated and sustained ketosis |
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| US20180008629A1 (en) | 2015-01-29 | 2018-01-11 | Yale University | Compositions and Methods for Treating NLRP3 Inflammasome-Related Diseases and Disorders |
| WO2017011294A1 (en) * | 2015-07-10 | 2017-01-19 | Cognate Nutritionals, Inc. | Prophylaxis and mitigation of migraine headaches using medium chain triglycerides, ketone esters, and other ketogenic sources |
| US10245242B1 (en) | 2017-11-22 | 2019-04-02 | Axcess Global Sciences, Llc | Non-racemic beta-hydroxybutyrate compounds and compositions enriched with the R-enantiomer and methods of use |
| MX385367B (es) | 2016-06-07 | 2025-03-18 | The J David Gladstone Inst | Esteres de acidos grasos de cadena media de beta-hidroxibutirato y butanodiol y composiciones y metodos para usar los mismos. |
| EP3654963A4 (en) | 2017-07-21 | 2021-04-14 | Buck Institute for Research on Aging | BETA-HYDROXYBUTYRATE AND BUTANEDIOL S ENANTIOMERS AND THEIR METHODS OF USE |
| US12037317B2 (en) | 2018-01-25 | 2024-07-16 | Buck Institute For Research On Aging | Synthesis of 3-hydroxybutyryl 3-hydroxybutyrate and related compounds |
| US20190262415A1 (en) | 2018-02-26 | 2019-08-29 | Ketologie LLC | Supplement for inducing and sustaining nutritional ketosis |
| US20230092706A1 (en) | 2020-04-16 | 2023-03-23 | Buck Institute For Research On Aging | Treatment of viral pathologies with exogenous ketones |
-
2018
- 2018-07-19 EP EP18835222.3A patent/EP3654963A4/en active Pending
- 2018-07-19 MX MX2020000734A patent/MX2020000734A/es unknown
- 2018-07-19 US US16/631,374 patent/US11773051B2/en active Active
- 2018-07-19 WO PCT/US2018/042948 patent/WO2019018683A1/en not_active Ceased
- 2018-07-19 CA CA3070453A patent/CA3070453A1/en active Pending
- 2018-07-19 AU AU2018304380A patent/AU2018304380B2/en active Active
- 2018-07-19 CN CN201880056204.3A patent/CN111050764A/zh active Pending
- 2018-07-19 BR BR112020001285-8A patent/BR112020001285A2/pt not_active Application Discontinuation
- 2018-07-19 JP JP2020502652A patent/JP7442095B2/ja active Active
- 2018-07-19 IL IL272173A patent/IL272173B2/en unknown
- 2018-07-19 KR KR1020207004340A patent/KR102795284B1/ko active Active
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