JP2020502250A5 - - Google Patents
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- Publication number
- JP2020502250A5 JP2020502250A5 JP2019534701A JP2019534701A JP2020502250A5 JP 2020502250 A5 JP2020502250 A5 JP 2020502250A5 JP 2019534701 A JP2019534701 A JP 2019534701A JP 2019534701 A JP2019534701 A JP 2019534701A JP 2020502250 A5 JP2020502250 A5 JP 2020502250A5
- Authority
- JP
- Japan
- Prior art keywords
- hydroxybutyrate
- ester
- glyceryltris
- administration
- compound
- 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
- WHBMMWSBFZVSSR-UHFFFAOYSA-N 3-hydroxybutyric acid Chemical group CC(O)CC(O)=O WHBMMWSBFZVSSR-UHFFFAOYSA-N 0.000 claims description 39
- WHBMMWSBFZVSSR-UHFFFAOYSA-M 3-hydroxybutyrate Chemical compound CC(O)CC([O-])=O WHBMMWSBFZVSSR-UHFFFAOYSA-M 0.000 claims description 32
- -1 glyceryl (3-hydroxybutyrate) ester Chemical class 0.000 claims description 20
- 150000002148 esters Chemical class 0.000 claims description 18
- 230000036470 plasma concentration Effects 0.000 claims description 18
- 208000019695 Migraine disease Diseases 0.000 claims description 16
- 206010027599 migraine Diseases 0.000 claims description 16
- 150000001875 compounds Chemical class 0.000 claims description 15
- 150000002576 ketones Chemical class 0.000 claims description 13
- WDJHALXBUFZDSR-UHFFFAOYSA-M acetoacetate Chemical compound CC(=O)CC([O-])=O WDJHALXBUFZDSR-UHFFFAOYSA-M 0.000 claims description 8
- 230000037396 body weight Effects 0.000 claims description 6
- 208000024891 symptom Diseases 0.000 claims 15
- PEDCQBHIVMGVHV-UHFFFAOYSA-N glycerol group Chemical group OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims 13
- 239000000203 mixture Substances 0.000 claims 8
- CBTHKODKAPVTNY-UHFFFAOYSA-N 2,3-dihydroxypropyl 3-hydroxybutanoate Chemical compound CC(O)CC(=O)OCC(O)CO CBTHKODKAPVTNY-UHFFFAOYSA-N 0.000 claims 3
- 230000007062 hydrolysis Effects 0.000 claims 3
- 238000006460 hydrolysis reaction Methods 0.000 claims 3
- 238000004519 manufacturing process Methods 0.000 claims 3
- 230000002265 prevention Effects 0.000 claims 3
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical group CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 claims 2
- 230000001684 chronic effect Effects 0.000 claims 2
- WHBMMWSBFZVSSR-GSVOUGTGSA-M (R)-3-hydroxybutyrate Chemical compound C[C@@H](O)CC([O-])=O WHBMMWSBFZVSSR-GSVOUGTGSA-M 0.000 claims 1
- AFENDNXGAFYKQO-UHFFFAOYSA-N 2-hydroxybutyric acid Chemical group CCC(O)C(O)=O AFENDNXGAFYKQO-UHFFFAOYSA-N 0.000 claims 1
- 206010019233 Headaches Diseases 0.000 claims 1
- 239000005862 Whey Substances 0.000 claims 1
- 102000007544 Whey Proteins Human genes 0.000 claims 1
- 108010046377 Whey Proteins Proteins 0.000 claims 1
- XRWSZZJLZRKHHD-WVWIJVSJSA-N asunaprevir Chemical compound O=C([C@@H]1C[C@H](CN1C(=O)[C@@H](NC(=O)OC(C)(C)C)C(C)(C)C)OC1=NC=C(C2=CC=C(Cl)C=C21)OC)N[C@]1(C(=O)NS(=O)(=O)C2CC2)C[C@H]1C=C XRWSZZJLZRKHHD-WVWIJVSJSA-N 0.000 claims 1
- 239000008280 blood Substances 0.000 claims 1
- 210000004369 blood Anatomy 0.000 claims 1
- 229940125961 compound 24 Drugs 0.000 claims 1
- 125000003976 glyceryl group Chemical group [H]C([*])([H])C(O[H])([H])C(O[H])([H])[H] 0.000 claims 1
- 231100000869 headache Toxicity 0.000 claims 1
- 230000000306 recurrent effect Effects 0.000 claims 1
- 230000003252 repetitive effect Effects 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- 230000001052 transient effect Effects 0.000 claims 1
- 235000003642 hunger Nutrition 0.000 description 3
- 230000037351 starvation Effects 0.000 description 3
- 230000036765 blood level Effects 0.000 description 2
- 239000002552 dosage form Substances 0.000 description 2
- 230000001747 exhibiting effect Effects 0.000 description 2
- 235000020887 ketogenic diet Nutrition 0.000 description 2
- 230000004060 metabolic process Effects 0.000 description 2
- 230000001225 therapeutic effect Effects 0.000 description 2
- 208000010444 Acidosis Diseases 0.000 description 1
- 208000007976 Ketosis Diseases 0.000 description 1
- 102000019280 Pancreatic lipases Human genes 0.000 description 1
- 108050006759 Pancreatic lipases Proteins 0.000 description 1
- AOWPVIWVMWUSBD-RNFRBKRXSA-N [(3r)-3-hydroxybutyl] (3r)-3-hydroxybutanoate Chemical compound C[C@@H](O)CCOC(=O)C[C@@H](C)O AOWPVIWVMWUSBD-RNFRBKRXSA-N 0.000 description 1
- 230000007950 acidosis Effects 0.000 description 1
- 208000026545 acidosis disease Diseases 0.000 description 1
- 235000013361 beverage Nutrition 0.000 description 1
- 230000017531 blood circulation Effects 0.000 description 1
- 235000005911 diet Nutrition 0.000 description 1
- 230000037213 diet Effects 0.000 description 1
- 210000001035 gastrointestinal tract Anatomy 0.000 description 1
- 230000035861 hyperketonemia Effects 0.000 description 1
- 230000004140 ketosis Effects 0.000 description 1
- 150000002632 lipids Chemical class 0.000 description 1
- 230000002503 metabolic effect Effects 0.000 description 1
- 229940116369 pancreatic lipase Drugs 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US15/389,828 US20180177753A1 (en) | 2016-12-23 | 2016-12-23 | Glyceryl 3-hydroxybutyrates for migraine symptom management |
| US15/389,828 | 2016-12-23 | ||
| PCT/US2017/063832 WO2018118369A1 (en) | 2016-12-23 | 2017-11-30 | Glyceryl 3-hydroxybutyrates for migraine symptom management |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2020502250A JP2020502250A (ja) | 2020-01-23 |
| JP2020502250A5 true JP2020502250A5 (cg-RX-API-DMAC7.html) | 2021-01-14 |
| JP7108320B2 JP7108320B2 (ja) | 2022-07-28 |
Family
ID=62624821
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2019534701A Active JP7108320B2 (ja) | 2016-12-23 | 2017-11-30 | 片頭痛の症状を管理するためのグリセリル３－ヒドロキシブチラート |
Country Status (13)
| Country | Link |
|---|---|
| US (2) | US20180177753A1 (cg-RX-API-DMAC7.html) |
| EP (1) | EP3558458B1 (cg-RX-API-DMAC7.html) |
| JP (1) | JP7108320B2 (cg-RX-API-DMAC7.html) |
| KR (1) | KR102390608B1 (cg-RX-API-DMAC7.html) |
| CN (1) | CN110167637B (cg-RX-API-DMAC7.html) |
| BR (1) | BR112019012431A2 (cg-RX-API-DMAC7.html) |
| CA (1) | CA3046350C (cg-RX-API-DMAC7.html) |
| ES (1) | ES2962879T3 (cg-RX-API-DMAC7.html) |
| IL (1) | IL267540B (cg-RX-API-DMAC7.html) |
| MX (1) | MX389468B (cg-RX-API-DMAC7.html) |
| MY (1) | MY190308A (cg-RX-API-DMAC7.html) |
| PT (1) | PT3558458T (cg-RX-API-DMAC7.html) |
| WO (1) | WO2018118369A1 (cg-RX-API-DMAC7.html) |
Families Citing this family (33)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US11241403B2 (en) | 2016-03-11 | 2022-02-08 | Axcess Global Sciences, Llc | Beta-hydroxybutyrate mixed salt compositions and methods of use |
| 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 |
| US11806324B2 (en) | 2018-04-18 | 2023-11-07 | Axcess Global Sciences, Llc | Beta-hydroxybutyric acid compositions and methods for oral delivery of ketone bodies |
| 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 |
| 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 |
| 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 |
| US12329734B2 (en) | 2017-12-19 | 2025-06-17 | Axcess Global Sciences, Llc | Use of S-beta-hydroxybutyrate compounds for induction and maintenance of flow |
| US12496283B2 (en) | 2016-04-19 | 2025-12-16 | Axcess Global Sciences, Llc | Administration of R-beta-hydroxybutyrate and related compounds in humans |
| DK3558280T3 (da) | 2016-12-21 | 2023-08-21 | Univ Kinderspital Beider Basel | Forebyggelse og behandling af migræne |
| US10376528B2 (en) | 2017-03-10 | 2019-08-13 | Tecton Group, Llc | Composition comprising ketone body and nicotinamide adenine dinucleotide modulator and methyl donor |
| GB201715654D0 (en) | 2017-09-27 | 2017-11-08 | Tdeltas Ltd | Method of treatment |
| 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 |
| EP3880650B1 (de) * | 2019-01-17 | 2023-09-06 | KetoLipix Therapeutics GmbH | Verfahren zur herstellung von struktureinheiten auf basis von glyceriden von hydroxycarbonsäuren enthaltenden lipiden |
| CN113329990B (zh) * | 2019-01-17 | 2024-06-07 | 凯托利皮克斯治疗有限责任公司 | 羟基羧酸甘油酯的生产方法 |
| BR112021017954A2 (pt) | 2019-03-14 | 2021-11-16 | Neuroenergy Ventures Inc | Formulação de mascaramento de sabor para compostos de corpo cetônico |
| US12472200B2 (en) | 2019-05-15 | 2025-11-18 | Axcess Global Sciences, Llc | Autobiotic compositions and method for promoting healthy gut microbiome |
| WO2020242478A1 (en) * | 2019-05-30 | 2020-12-03 | Neuroenergy Ventures, Inc. | Glyceryl tris (beta-hydroxybutyrate) and neuronal transient ischemic attacks |
| US20250197566A1 (en) * | 2019-06-12 | 2025-06-19 | Ioi Oleo Gmbh | Process for preparing polyol-based esters of acyl-capped hydroxy carboxylic acids |
| 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 |
| 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 |
| IT201900018491A1 (it) * | 2019-10-10 | 2021-04-10 | Dr Schaer S P A | Procedimento di purificazione del tris-(3-idrossibutirrato)-gliceril estere |
| IT201900018488A1 (it) * | 2019-10-10 | 2021-04-10 | Dr Schaer S P A | Procedimento di preparazione del tris-(3-idrossibutirrato)-gliceril estere |
| US12186297B2 (en) | 2020-08-26 | 2025-01-07 | Axcess Global Sciences, Llc | Compositions and methods for increasing lean-to-fat mass ratio |
| AU2022387742A1 (en) * | 2021-11-12 | 2024-06-27 | Arxada Ag | Polyol-derived compounds |
| US20250002446A1 (en) * | 2021-11-26 | 2025-01-02 | Arxada Ag | Acetoacetate Based Ketals |
| US20240299548A1 (en) * | 2022-01-18 | 2024-09-12 | Today, Inc. | Molecules, formulations, and methods for nutritional support of athletes, patients, and others |
| US12023382B2 (en) | 2022-01-18 | 2024-07-02 | Today Inc. | Molecules, formulations, and methods for nutritional support of athletes, patients, and others |
| WO2024083889A1 (en) | 2022-10-18 | 2024-04-25 | Arxada Ag | Polyol-derived compounds |
| WO2025074001A2 (en) | 2023-10-05 | 2025-04-10 | Arxada Ag | Enzymatic reduction of acetoacetate |
| WO2025196156A1 (en) | 2024-03-20 | 2025-09-25 | Arxada Ag | Continuous hydrogenation process of acetoacetate esters |
| WO2025224319A1 (en) | 2024-04-25 | 2025-10-30 | Arxada Ag | Reduction of acetoacetate esters in the presence of amines |
Family Cites Families (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB0420856D0 (en) * | 2004-09-20 | 2004-10-20 | Ketocytonyx Inc | Cns modulators |
| HUE035852T2 (en) | 2006-04-03 | 2018-05-28 | Accera Inc | Use of ketogen compounds to treat memory decline |
| WO2008005818A1 (en) * | 2006-06-30 | 2008-01-10 | Stepan Co | Glyceride esters for the treatment of diseases associated with reduced neuronal metabolism of glucose |
| BRPI1005372A2 (pt) * | 2009-01-24 | 2018-03-06 | Phytopharm Plc | metodo de indução da homeostase- regulada de fatores neurotroficos agente; composição; e; uso de um ou mais agentes selecionados de saponinas esteroidais de a/b-cis furostano, furosteno espirostano e espirosteno, e as suas formas de eter, cetona e glicosiladas |
| CA2873057C (en) | 2011-05-09 | 2020-02-25 | University Of South Florida | The use of ketone esters for prevention of cns oxygen toxicity |
| US20140072654A1 (en) | 2011-12-23 | 2014-03-13 | Savind, Inc. | Cancer with metabolic therapy and hyperbaric oxygen |
| FR2997302B1 (fr) * | 2012-10-29 | 2015-02-06 | Assist Publ Hopitaux De Paris | Prevention et traitement des deficits en pyruvate deshydrogenase |
| ES2752030T3 (es) | 2012-11-05 | 2020-04-02 | Us Health | Cuerpos cetónicos para proteger los tejidos del daño por radiación ionizante |
| EP2925308B1 (en) | 2012-11-28 | 2019-12-25 | University Of South Florida | Targeting cancer with metabolic therapy and hyperbaric oxygen |
| WO2014153416A1 (en) | 2013-03-19 | 2014-09-25 | University Of South Florida | Compositions and methods for producing elevated and sustained ketosis |
| GB201314127D0 (en) * | 2013-08-07 | 2013-09-18 | Tdeltas Ltd | Ketone body and ketone body ester for reducing muscle breakdown |
| EP3549928B1 (en) | 2014-01-13 | 2021-09-22 | University of South Florida | Methods of sustaining dietary ketosis and its effects on muscle fatigue |
| US20160078782A1 (en) * | 2014-09-17 | 2016-03-17 | The Trustees Of Boston College | Glucose Ketone Index for MetabolicTherapy |
| US9364456B1 (en) | 2015-06-30 | 2016-06-14 | University Of South Florida | Ketone esters for treatment of angelman syndrome |
| 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 |
| US10292952B2 (en) | 2016-03-11 | 2019-05-21 | Axcess Global Sciences, Llc | Mixed salt compositions for maintaining or restoring electrolyte balance while producing elevated and sustained ketosis |
| US10376482B2 (en) | 2016-04-03 | 2019-08-13 | Franco Cavaleri | Butyrate and beta-hydroxybutyrate compositions |
| SG11201809211QA (en) | 2016-04-19 | 2018-11-29 | Keto Patent Group Inc | Administration of butyrate, beta-hydroxybutyrate, and related compounds in humans |
| WO2018009208A1 (en) | 2016-07-08 | 2018-01-11 | Cognate Nutritionals, Inc. | Nutritional mitiggation of the cns effects of traumatic brain injury |
| AU2017322708A1 (en) | 2016-09-12 | 2019-03-21 | University Of South Florida | Neuroregeneration improved by ketone |
| DK3558280T3 (da) | 2016-12-21 | 2023-08-21 | Univ Kinderspital Beider Basel | Forebyggelse og behandling af migræne |
-
2016
- 2016-12-23 US US15/389,828 patent/US20180177753A1/en not_active Abandoned
-
2017
- 2017-11-30 CN CN201780078046.7A patent/CN110167637B/zh active Active
- 2017-11-30 ES ES17884757T patent/ES2962879T3/es active Active
- 2017-11-30 PT PT178847570T patent/PT3558458T/pt unknown
- 2017-11-30 KR KR1020197020923A patent/KR102390608B1/ko active Active
- 2017-11-30 MX MX2019006844A patent/MX389468B/es unknown
- 2017-11-30 CA CA3046350A patent/CA3046350C/en active Active
- 2017-11-30 BR BR112019012431A patent/BR112019012431A2/pt not_active Application Discontinuation
- 2017-11-30 JP JP2019534701A patent/JP7108320B2/ja active Active
- 2017-11-30 WO PCT/US2017/063832 patent/WO2018118369A1/en not_active Ceased
- 2017-11-30 IL IL267540A patent/IL267540B/en unknown
- 2017-11-30 MY MYPI2019003609A patent/MY190308A/en unknown
- 2017-11-30 EP EP17884757.0A patent/EP3558458B1/en active Active
-
2018
- 2018-12-14 US US16/220,365 patent/US10792269B2/en active Active
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