WO2022040644A3 - Compositions d'acide bêta-hydroxybutyrique et procédés d'administration orale de corps cétoniques - Google Patents

Compositions d'acide bêta-hydroxybutyrique et procédés d'administration orale de corps cétoniques Download PDF

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Publication number
WO2022040644A3
WO2022040644A3 PCT/US2021/050302 US2021050302W WO2022040644A3 WO 2022040644 A3 WO2022040644 A3 WO 2022040644A3 US 2021050302 W US2021050302 W US 2021050302W WO 2022040644 A3 WO2022040644 A3 WO 2022040644A3
Authority
WO
WIPO (PCT)
Prior art keywords
beta
hydroxybutyric acid
oral delivery
gels
suspensions
Prior art date
Application number
PCT/US2021/050302
Other languages
English (en)
Other versions
WO2022040644A2 (fr
Inventor
Gary MILLET
Original Assignee
Axcess Global Sciences, Llc
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Priority claimed from US16/996,509 external-priority patent/US10973786B2/en
Priority claimed from US17/210,646 external-priority patent/US11806324B2/en
Application filed by Axcess Global Sciences, Llc filed Critical Axcess Global Sciences, Llc
Priority to EP21859286.3A priority Critical patent/EP4200274A4/fr
Priority to JP2023512075A priority patent/JP2023541360A/ja
Priority to CN202180070607.5A priority patent/CN116940352A/zh
Priority to MX2023001899A priority patent/MX2023001899A/es
Priority to CA3192343A priority patent/CA3192343A1/fr
Priority to AU2021327408A priority patent/AU2021327408A1/en
Publication of WO2022040644A2 publication Critical patent/WO2022040644A2/fr
Publication of WO2022040644A3 publication Critical patent/WO2022040644A3/fr

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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/185Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
    • A61K31/19Carboxylic acids, e.g. valproic acid
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, 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
    • A23L33/00Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
    • A23L33/10Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K45/00Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
    • A61K45/06Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/06Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
    • A61K47/08Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
    • A61K47/12Carboxylic acids; Salts or anhydrides thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/06Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
    • A61K47/16Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing nitrogen, e.g. nitro-, nitroso-, azo-compounds, nitriles, cyanates
    • A61K47/18Amines; Amides; Ureas; Quaternary ammonium compounds; Amino acids; Oligopeptides having up to five amino acids
    • A61K47/183Amino acids, e.g. glycine, EDTA or aspartame
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00Medicinal preparations characterised by special physical form
    • A61K9/0087Galenical forms not covered by A61K9/02 - A61K9/7023
    • A61K9/0095Drinks; Beverages; Syrups; Compositions for reconstitution thereof, e.g. powders or tablets to be dispersed in a glass of water; Veterinary drenches
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00Medicinal preparations characterised by special physical form
    • A61K9/06Ointments; Bases therefor; Other semi-solid forms, e.g. creams, sticks, gels
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • A61P3/04Anorexiants; Antiobesity agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • A61P3/08Drugs for disorders of the metabolism for glucose homeostasis
    • A61P3/10Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Epidemiology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Organic Chemistry (AREA)
  • Diabetes (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Obesity (AREA)
  • Hematology (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Neurosurgery (AREA)
  • Mycology (AREA)
  • Child & Adolescent Psychology (AREA)
  • Nutrition Science (AREA)
  • Neurology (AREA)
  • Food Science & Technology (AREA)
  • Emergency Medicine (AREA)
  • Endocrinology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Biomedical Technology (AREA)
  • Polymers & Plastics (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Cosmetics (AREA)

Abstract

Les compositions d'acide bêta-hydroxybutyrique destinées à être administrées par voie orale sont sensiblement exemptes de sels de bêta-hydroxybutyrate et sont efficaces pour élever rapidement les taux de cétones dans le sang sans provoquer d'acidose aiguë ou de détresse gastro-intestinale (GI) lorsqu'elles sont consommées sous une forme suffisamment diluée et/ou sous la forme d'un gel ou d'une suspension. Grâce à l'exclusion de sels de bêta-hydroxybutyrate (par exemple, moins de 1 % en poids) contenant des ions de métal alcalin ou alcalino-terreux, les solutions, gels ou suspensions d'acide bêta-hydroxybutyrique peuvent administrer des corps cétoniques exogènes sans modifier de façon significative l'équilibre électrolytique. Bien que les solutions d'acide bêta-hydroxybutyrique aqueuses soient modérément acides avec un pH d'environ 3,5 à 4, lorsque lesdites solutions sont diluées avec une quantité d'eau suffisante, l'eau agit comme un pseudo-tampon qui compense autrement les effets acides sévères lorsque lesdites solutions sont consommées par voie orale. Les gels et les suspensions peuvent également améliorer les effets acides grâce à l'encapsulation partielle de l'acide bêta-hydroxybutyrique. L'acide bêta-hydroxybutyrique peut être enrichi avec l'énantiomère R ou l'énantiomère S, un mélange racémique, de l'acide R-bêta-hydroxybutyrique pur ou de l'acide S-bêta-hydroxybutyrique pur.
PCT/US2021/050302 2020-08-18 2021-09-14 Compositions d'acide bêta-hydroxybutyrique et procédés d'administration orale de corps cétoniques WO2022040644A2 (fr)

Priority Applications (6)

Application Number Priority Date Filing Date Title
EP21859286.3A EP4200274A4 (fr) 2020-08-18 2021-09-14 Compositions d'acide bêta-hydroxybutyrique et procédés d'administration orale de corps cétoniques
JP2023512075A JP2023541360A (ja) 2021-03-24 2021-09-14 ベータ-ヒドロキシ酪酸組成物およびケトン体の経口送達方法
CN202180070607.5A CN116940352A (zh) 2021-03-24 2021-09-14 用于经口递送酮体的β-羟基丁酸组合物和方法
MX2023001899A MX2023001899A (es) 2021-03-24 2021-09-14 Composiciones de acido beta-hidroxibutirico y metodos para suministro oral de cuerpos de cetona.
CA3192343A CA3192343A1 (fr) 2020-08-18 2021-09-14 Compositions d'acide beta-hydroxybutyrique et procedes d'administration orale de corps cetoniques
AU2021327408A AU2021327408A1 (en) 2020-08-18 2021-09-14 Beta-hydroxybutyric acid compositions and methods for oral delivery of ketone bodies

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US16/996,509 2020-08-18
US16/996,509 US10973786B2 (en) 2016-03-11 2020-08-18 R-beta-hydroxybutyrate, S-beta-hydroxybutyrate, and RS-beta-hydroxybutyrate mixed salt compositions
US17/210,646 US11806324B2 (en) 2018-04-18 2021-03-24 Beta-hydroxybutyric acid compositions and methods for oral delivery of ketone bodies
US17/210,646 2021-03-24

Publications (2)

Publication Number Publication Date
WO2022040644A2 WO2022040644A2 (fr) 2022-02-24
WO2022040644A3 true WO2022040644A3 (fr) 2022-04-07

Family

ID=80323202

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2021/050302 WO2022040644A2 (fr) 2020-08-18 2021-09-14 Compositions d'acide bêta-hydroxybutyrique et procédés d'administration orale de corps cétoniques

Country Status (3)

Country Link
EP (1) EP4200274A4 (fr)
AU (1) AU2021327408A1 (fr)
WO (1) WO2022040644A2 (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US12109182B2 (en) 2016-04-19 2024-10-08 Axcess Global Sciences, Llc Administration of R-beta-hydroxybutyrate and related compounds in humans
US11026929B2 (en) 2016-04-19 2021-06-08 Keto Patent Group, Inc. Administration of berberine metabolites
US20230346699A1 (en) * 2022-04-28 2023-11-02 Axcess Global Sciences, Llc Administration of r-beta-hydroxybutyrate and related compounds in veterinary applications

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20110287114A1 (en) * 2010-05-24 2011-11-24 Amerilab Technologies, Inc. Effervescent composition for forming a gelled composition, tablet for forming a gelled composition, and method of making a gelled composition
WO2018187324A1 (fr) * 2017-04-04 2018-10-11 NNB Nutrition USA, LLC Préparation de l'acide (r)-3-hydroxybutyrique ou ses sels par fermentation en une étape
US20190177673A1 (en) * 2017-08-23 2019-06-13 KetoneAid Inc. Ketogenic beer and alcoholic beverage mixture containing non-racemic ethyl 3-hydroxybutyrate and/or 1,3 butanediol
WO2019204148A1 (fr) * 2018-04-18 2019-10-24 Access Global Sciences, Llc Compositions et procédés pour l'empilement céto avec du bêta-hydroxybutyrate et de l'acétoacétate

Family Cites Families (8)

* Cited by examiner, † Cited by third party
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JP5030553B2 (ja) * 2006-11-24 2012-09-19 有限会社ノーベル医学研究所 ドライマウスおよび/または唾液分泌障害を処置するための医薬
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
GB201616058D0 (en) * 2016-09-21 2016-11-02 Chain Biotechnology Ltd Probiotic composition
JP6804352B2 (ja) * 2017-03-22 2020-12-23 大阪瓦斯株式会社 コラゲナーゼmmp1及び3の産生抑制剤
US11806324B2 (en) * 2018-04-18 2023-11-07 Axcess Global Sciences, Llc Beta-hydroxybutyric acid compositions and methods for oral delivery of ketone bodies
CA3022995C (fr) * 2018-06-12 2019-10-15 Ketofibe (9211-3133 Quebec Inc.) Composes cetogenes novateurs, compositions, methodes et utilisations associees
CA3170624A1 (fr) * 2020-03-05 2021-09-10 VitaNav, Inc. Composition d'acide (d)-?-hydroxybutyrique, d'acide (d)-?-hydroxyvalerique et de (d)-1,3 butanediol en tant que supplement nutritionnel et agent therapeutique
CN112262936A (zh) * 2020-10-22 2021-01-26 珠海麦得发生物科技股份有限公司 一种含3-羟基丁酸的饮品及其制备方法和应用

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20110287114A1 (en) * 2010-05-24 2011-11-24 Amerilab Technologies, Inc. Effervescent composition for forming a gelled composition, tablet for forming a gelled composition, and method of making a gelled composition
WO2018187324A1 (fr) * 2017-04-04 2018-10-11 NNB Nutrition USA, LLC Préparation de l'acide (r)-3-hydroxybutyrique ou ses sels par fermentation en une étape
US20190177673A1 (en) * 2017-08-23 2019-06-13 KetoneAid Inc. Ketogenic beer and alcoholic beverage mixture containing non-racemic ethyl 3-hydroxybutyrate and/or 1,3 butanediol
WO2019204148A1 (fr) * 2018-04-18 2019-10-24 Access Global Sciences, Llc Compositions et procédés pour l'empilement céto avec du bêta-hydroxybutyrate et de l'acétoacétate

Also Published As

Publication number Publication date
EP4200274A2 (fr) 2023-06-28
AU2021327408A1 (en) 2023-04-20
EP4200274A4 (fr) 2024-10-23
WO2022040644A2 (fr) 2022-02-24

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