CA3070453A1 - S-enantiomers of beta-hydroxybutyrate and butanediol and methods for using same - Google Patents
S-enantiomers of beta-hydroxybutyrate and butanediol and methods for using same Download PDFInfo
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- CA3070453A1 CA3070453A1 CA3070453A CA3070453A CA3070453A1 CA 3070453 A1 CA3070453 A1 CA 3070453A1 CA 3070453 A CA3070453 A CA 3070453A CA 3070453 A CA3070453 A CA 3070453A CA 3070453 A1 CA3070453 A1 CA 3070453A1
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- C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
- C07C69/67—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of saturated acids
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- A23L2/00—Non-alcoholic beverages; Dry compositions or concentrates therefor; Preparation or treatment thereof
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- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L29/00—Foods or foodstuffs containing additives; Preparation or treatment thereof
- A23L29/03—Organic compounds
- A23L29/035—Organic compounds containing oxygen as heteroatom
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| 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 |
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| 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 |
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| 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 |
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| 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 |
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| 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 |
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| 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 |
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| 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 |
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| DE69841002D1 (de) | 1997-05-14 | 2009-09-03 | Univ British Columbia | Hochwirksame verkapselung von nukleinsäuren in lipidvesikeln |
| EP1052240B1 (en) | 1999-05-11 | 2003-03-19 | Dow AgroSciences LLC | Process for the preparation of substituted 3-hydroxybutyrate esters |
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| 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 |
| JP2006063001A (ja) | 2004-08-25 | 2006-03-09 | Takasago Internatl Corp | 光学活性β−ブチロラクトンの製造方法 |
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| 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 |
| CN103360243B (zh) | 2012-03-31 | 2015-06-17 | 中国石油化工股份有限公司 | 一种1,3-二酰氧基丙烷类化合物的制备方法 |
| 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 |
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| WO2014153416A1 (en) | 2013-03-19 | 2014-09-25 | University Of South Florida | Compositions and methods for producing elevated and sustained ketosis |
| WO2014190251A1 (en) | 2013-05-24 | 2014-11-27 | Genomatica, Inc. | Microorganisms and methods for producing (3r)-hydroxybutyl (3r)-hydroxybutyrate |
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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 |
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2018
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| JP7442095B2 (ja) | 2024-03-04 |
| AU2018304380A1 (en) | 2020-01-30 |
| KR102795284B1 (ko) | 2025-04-11 |
| CN111050764A (zh) | 2020-04-21 |
| EP3654963A1 (en) | 2020-05-27 |
| KR20200029547A (ko) | 2020-03-18 |
| BR112020001285A2 (pt) | 2020-07-28 |
| MX2020000734A (es) | 2020-07-29 |
| IL272173A (en) | 2020-03-31 |
| US20200140371A1 (en) | 2020-05-07 |
| JP2020527583A (ja) | 2020-09-10 |
| EP3654963A4 (en) | 2021-04-14 |
| IL272173B1 (en) | 2025-02-01 |
| US11773051B2 (en) | 2023-10-03 |
| AU2018304380B2 (en) | 2022-12-15 |
| WO2019018683A1 (en) | 2019-01-24 |
| IL272173B2 (en) | 2025-06-01 |
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