CA3129541A1 - Compositions de sel-acide mixtes de beta-hydroxybutyrate racemique et procedes d'utilisation - Google Patents
Compositions de sel-acide mixtes de beta-hydroxybutyrate racemique et procedes d'utilisation Download PDFInfo
- Publication number
- CA3129541A1 CA3129541A1 CA3129541A CA3129541A CA3129541A1 CA 3129541 A1 CA3129541 A1 CA 3129541A1 CA 3129541 A CA3129541 A CA 3129541A CA 3129541 A CA3129541 A CA 3129541A CA 3129541 A1 CA3129541 A1 CA 3129541A1
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- CA
- Canada
- Prior art keywords
- beta
- hydroxybutyrate
- racemic
- acid
- composition
- 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.)
- Pending
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- 239000002540 palm oil Substances 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- 230000002093 peripheral effect Effects 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 230000003285 pharmacodynamic effect Effects 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 230000036314 physical performance Effects 0.000 description 1
- 230000035790 physiological processes and functions Effects 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 235000019814 powdered cellulose Nutrition 0.000 description 1
- 229920003124 powdered cellulose Polymers 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 230000000069 prophylactic effect Effects 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000004224 protection Effects 0.000 description 1
- 230000009323 psychological health Effects 0.000 description 1
- 230000002685 pulmonary effect Effects 0.000 description 1
- 235000019633 pungent taste Nutrition 0.000 description 1
- RADKZDMFGJYCBB-UHFFFAOYSA-N pyridoxal hydrochloride Natural products CC1=NC=C(CO)C(C=O)=C1O RADKZDMFGJYCBB-UHFFFAOYSA-N 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 239000003642 reactive oxygen metabolite Substances 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 239000011833 salt mixture Substances 0.000 description 1
- 150000003342 selenium Chemical class 0.000 description 1
- 210000002966 serum Anatomy 0.000 description 1
- JXOHGGNKMLTUBP-HSUXUTPPSA-N shikimic acid Chemical compound O[C@@H]1CC(C(O)=O)=C[C@@H](O)[C@H]1O JXOHGGNKMLTUBP-HSUXUTPPSA-N 0.000 description 1
- JXOHGGNKMLTUBP-JKUQZMGJSA-N shikimic acid Natural products O[C@@H]1CC(C(O)=O)=C[C@H](O)[C@@H]1O JXOHGGNKMLTUBP-JKUQZMGJSA-N 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 235000011888 snacks Nutrition 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 229910052911 sodium silicate Inorganic materials 0.000 description 1
- 210000004872 soft tissue Anatomy 0.000 description 1
- 230000003381 solubilizing effect Effects 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 235000013616 tea Nutrition 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- 210000001519 tissue Anatomy 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
- 229940078499 tricalcium phosphate Drugs 0.000 description 1
- 229910000391 tricalcium phosphate Inorganic materials 0.000 description 1
- 235000019731 tricalcium phosphate Nutrition 0.000 description 1
- 150000005691 triesters Chemical class 0.000 description 1
- 231100000397 ulcer Toxicity 0.000 description 1
- 235000019155 vitamin A Nutrition 0.000 description 1
- 239000011719 vitamin A Substances 0.000 description 1
- 235000019163 vitamin B12 Nutrition 0.000 description 1
- 239000011715 vitamin B12 Substances 0.000 description 1
- 235000019158 vitamin B6 Nutrition 0.000 description 1
- 239000011726 vitamin B6 Substances 0.000 description 1
- 235000019154 vitamin C Nutrition 0.000 description 1
- 239000011718 vitamin C Substances 0.000 description 1
- 235000019165 vitamin E Nutrition 0.000 description 1
- 239000011709 vitamin E Substances 0.000 description 1
- 229940046009 vitamin E Drugs 0.000 description 1
- 229940045997 vitamin a Drugs 0.000 description 1
- 229940011671 vitamin b6 Drugs 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 150000003751 zinc Chemical class 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 235000016804 zinc Nutrition 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/19—Carboxylic acids, e.g. valproic acid
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
- A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
- A23L33/115—Fatty acids or derivatives thereof; Fats or oils
- A23L33/12—Fatty acids or derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Diabetes (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Food Science & Technology (AREA)
- Hematology (AREA)
- Mycology (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Polymers & Plastics (AREA)
- Epidemiology (AREA)
- Emergency Medicine (AREA)
- Endocrinology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Nutrition Science (AREA)
- Obesity (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
- Pyrrole Compounds (AREA)
Abstract
L'invention concerne des compositions cétogènes comprenant un mélange racémique d'acide R-bêta-hydroxybutyrique et d'acide S-bêta-hydroxybutyrique et un mélange racémique de sels de R-bêta-hydroxybutyrate et de S-bêta-hydroxybutyrate. Les compositions contiennent l'énantiomère R pour élever les corps cétoniques et augmenter la vitesse à laquelle une cétose est obtenue, tout en contenant quand même une quantité équivalente de l'énantiomère S pour obtenir d'autres avantages. L'acide R-bêta-hydroxybutyrique et l'acide S-bêta-hydroxybutyrique sont plus rapidement absorbés et utilisés par le corps que les sels ou les esters, améliorent le goût et réduisent le besoin d'inclure de l'acide citrique ou d'autres acides comestibles. Les sels de R-bêta-hydroxybutyrate et de S-bêta-hydroxybutyrate sont absorbés et utilisés plus lentement par le corps et peuvent fournir un ou plusieurs électrolytes. La composition cétogène peut contenir un support diététiquement ou pharmaceutiquement acceptable et un mélange racémique de sels et d'acides de R-bêta-hydroxybutyrate et de S-bêta-hydroxybutyrate. La composition contient moins de 100 % en équivalents molaires de sels totaux de R,S-bêta-hydroxybutyrate et plus de 0 % en équivalents molaires d'acides R,S-bêta-hydroxybutyrique.
Applications Claiming Priority (9)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US16/272,145 | 2019-02-11 | ||
| US16/272,145 US10736861B2 (en) | 2016-03-11 | 2019-02-11 | Mixed salt compositions for producing elevated and sustained ketosis |
| US201962805054P | 2019-02-13 | 2019-02-13 | |
| US62/805,054 | 2019-02-13 | ||
| US16/720,211 | 2019-12-19 | ||
| US16/720,211 US11020362B2 (en) | 2016-03-11 | 2019-12-19 | Beta-hydroxybutyrate mixed salt compositions and methods of use |
| US16/783,956 US10973792B2 (en) | 2019-02-13 | 2020-02-06 | Racemic beta-hydroxybutyrate mixed salt-acid compositions and methods of use |
| US16/783,956 | 2020-02-06 | ||
| PCT/US2020/017552 WO2020167690A1 (fr) | 2019-02-11 | 2020-02-10 | Compositions de sel-acide mixtes de bêta-hydroxybutyrate racémique et procédés d'utilisation |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA3129541A1 true CA3129541A1 (fr) | 2020-08-20 |
Family
ID=72044438
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA3129541A Pending CA3129541A1 (fr) | 2019-02-11 | 2020-02-10 | Compositions de sel-acide mixtes de beta-hydroxybutyrate racemique et procedes d'utilisation |
Country Status (6)
| Country | Link |
|---|---|
| EP (1) | EP3923925A4 (fr) |
| JP (2) | JP7448555B2 (fr) |
| CN (1) | CN113747890A (fr) |
| AU (1) | AU2020221569A1 (fr) |
| CA (1) | CA3129541A1 (fr) |
| WO (1) | WO2020167690A1 (fr) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IL268457B (en) * | 2019-08-04 | 2022-05-01 | Omega 3 Galilee Ltd | Oil suspension of edible solids and methods of preparation |
| 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 |
| CN115251375A (zh) * | 2022-07-11 | 2022-11-01 | 珠海麦得发生物科技股份有限公司 | 一种(r)-3-羟基丁酸生酮产品及其制备方法 |
| CN115153005A (zh) * | 2022-07-27 | 2022-10-11 | 南京纽邦生物科技有限公司 | β-羟基丁酸组合物 |
| WO2024067584A1 (fr) * | 2022-09-27 | 2024-04-04 | 南京纽邦生物科技有限公司 | Complexe d'acide 3-hydroxybutyrique et de 3-hydroxybutyrate de sodium et son procédé de préparation |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2004035417A (ja) * | 2002-06-28 | 2004-02-05 | Kao Corp | 血中総ケトン体濃度上昇剤 |
| PT2001293T (pt) * | 2006-04-03 | 2018-11-28 | Accera Inc | Utilização de compostos cetogénicos para tratamento de comprometimento da memória associado à idade |
| KR102499654B1 (ko) * | 2013-03-19 | 2023-02-13 | 유니버시티 오브 사우스 플로리다 | 상승되고 지속되는 케톤증을 생성하기 위한 조성물 및 방법 |
| 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 |
| WO2017184788A1 (fr) * | 2016-04-19 | 2017-10-26 | Keto Patent Group, Inc. | Administration de butyrate, de bêta-hydroxybutyrate et de composés apparentés à des humains |
| WO2018017667A1 (fr) * | 2016-07-20 | 2018-01-25 | Sciadonics, Inc. | Formules lipidiques contenant des acides gras bioactifs et d'autres agents bioactifs. |
| US10588877B2 (en) * | 2016-07-21 | 2020-03-17 | Savind, Inc. | Compositions comprising β-hydroxybutyric acid and salt, and methods of using the same |
| US20180057846A1 (en) * | 2016-08-30 | 2018-03-01 | KetoneAid Inc. | Partially buffered free acid and/or ketone blend for rapid onset ketosis and metabolic therapy |
| WO2018114309A1 (fr) * | 2016-12-23 | 2018-06-28 | Katholieke Universiteit Leuven | 3-hydroxybutyrate seul ou en combinaison pour une utilisation dans le traitement de soins d'urgence |
| CA3070453A1 (fr) * | 2017-07-21 | 2019-01-24 | Buck Institute For Research On Aging | Enantiomeres s de beta-hydroxybutyrate et de butanediol et leurs procedes d'utilisation |
-
2020
- 2020-02-10 CA CA3129541A patent/CA3129541A1/fr active Pending
- 2020-02-10 JP JP2021546768A patent/JP7448555B2/ja active Active
- 2020-02-10 EP EP20755994.9A patent/EP3923925A4/fr active Pending
- 2020-02-10 AU AU2020221569A patent/AU2020221569A1/en active Pending
- 2020-02-10 WO PCT/US2020/017552 patent/WO2020167690A1/fr unknown
- 2020-02-10 CN CN202080027568.6A patent/CN113747890A/zh active Pending
-
2023
- 2023-10-20 JP JP2023181102A patent/JP2024014874A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| JP2024014874A (ja) | 2024-02-01 |
| WO2020167690A1 (fr) | 2020-08-20 |
| JP2022520205A (ja) | 2022-03-29 |
| EP3923925A4 (fr) | 2022-10-19 |
| AU2020221569A1 (en) | 2021-09-02 |
| CN113747890A (zh) | 2021-12-03 |
| JP7448555B2 (ja) | 2024-03-12 |
| EP3923925A1 (fr) | 2021-12-22 |
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