SG11201811493UA - Crystal of amino acid salt of 3-hydroxyisovaleric acid and production method thereof - Google Patents

Crystal of amino acid salt of 3-hydroxyisovaleric acid and production method thereof

Info

Publication number
SG11201811493UA
SG11201811493UA SG11201811493UA SG11201811493UA SG11201811493UA SG 11201811493U A SG11201811493U A SG 11201811493UA SG 11201811493U A SG11201811493U A SG 11201811493UA SG 11201811493U A SG11201811493U A SG 11201811493UA SG 11201811493U A SG11201811493U A SG 11201811493UA
Authority
SG
Singapore
Prior art keywords
amino acid
acid salt
crystal
hmb
production method
Prior art date
Application number
SG11201811493UA
Inventor
Tomoya Yokoi
Hiroshi Nagano
Takayuki Shimizu
Original Assignee
Otsuka Pharma Factory Inc
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
Application filed by Otsuka Pharma Factory Inc filed Critical Otsuka Pharma Factory Inc
Publication of SG11201811493UA publication Critical patent/SG11201811493UA/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C227/38—Separation; Purification; Stabilisation; Use of additives
    • C07C227/40—Separation; Purification
    • C07C227/42—Crystallisation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C229/04—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
    • C07C229/26—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having more than one amino group bound to the carbon skeleton, e.g. lysine
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C277/00—Preparation of guanidine or its derivatives, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups
    • C07C277/06—Purification or separation of guanidine
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C279/00—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups
    • C07C279/04—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of guanidine groups bound to acyclic carbon atoms of a carbon skeleton
    • C07C279/14—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of guanidine groups bound to acyclic carbon atoms of a carbon skeleton being further substituted by carboxyl groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/41—Preparation of salts of carboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/41—Preparation of salts of carboxylic acids
    • C07C51/412—Preparation of salts of carboxylic acids by conversion of the acids, their salts, esters or anhydrides with the same carboxylic acid part
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/42—Separation; Purification; Stabilisation; Use of additives
    • C07C51/43—Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C59/01—Saturated compounds having only one carboxyl group and containing hydroxy or O-metal groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/13—Crystalline forms, e.g. polymorphs

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Analytical Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

An object of the present invention is to provide a crystal of an amino acid salt of HMB which is easy to handle and has high solubility, and to provide a method for producing the same. According to the present invention, the crystal of an amino acid salt of HMB can be precipitated by dissolving an amorphous amino acid salt of HMB in a solvent containing alcohol and stirring or allowing the solvent to left stand. In addition, the crystal of an amino acid salt of HMS can be precipitated by concentrating an aqueous HMB solution of an amino acid salt which has a pH of 2.5 to 11.0.
SG11201811493UA 2016-06-24 2017-06-23 Crystal of amino acid salt of 3-hydroxyisovaleric acid and production method thereof SG11201811493UA (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2016125280 2016-06-24
PCT/JP2017/023174 WO2017222043A1 (en) 2016-06-24 2017-06-23 Crystal of β-hydroxy β-methylbutyric acid amino acid salt and production method therefor

Publications (1)

Publication Number Publication Date
SG11201811493UA true SG11201811493UA (en) 2019-01-30

Family

ID=60784321

Family Applications (1)

Application Number Title Priority Date Filing Date
SG11201811493UA SG11201811493UA (en) 2016-06-24 2017-06-23 Crystal of amino acid salt of 3-hydroxyisovaleric acid and production method thereof

Country Status (11)

Country Link
US (2) US11098007B2 (en)
EP (1) EP3476825A4 (en)
JP (1) JP7144320B2 (en)
KR (1) KR20190028441A (en)
CN (1) CN109476578A (en)
AU (1) AU2017282515A1 (en)
CA (1) CA3028608A1 (en)
PH (1) PH12018502693A1 (en)
RU (1) RU2018145506A (en)
SG (1) SG11201811493UA (en)
WO (1) WO2017222043A1 (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP3385250B1 (en) 2015-11-19 2021-10-20 Kyowa Hakko Bio Co., Ltd. Crystals of monovalent cation salt of 3-hydroxyisovaleric acid, and method for producing said crystals
CN108558707A (en) * 2018-04-13 2018-09-21 太仓运通新材料科技有限公司 A kind of preparation method of three creatines HMB salt

Family Cites Families (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS57128653A (en) 1981-02-03 1982-08-10 Mitsubishi Gas Chem Co Inc Preparation of alpha-oxyisobutyric acid
FR2521857B1 (en) * 1982-02-23 1985-10-31 Solvay PHARMACEUTICAL COMPOSITIONS CONTAINING 3-HYDROXYBUTANOIC ACID OR A SALT DERIVATIVE THEREOF AND SALTS DERIVED FROM 3-HYDROXYBUTANOIC ACID AND AN ORGANIC NITROGEN BASE
DE69327468T2 (en) 1992-09-16 2000-05-11 Univ Iowa State Res Found Inc METHOD FOR REDUCING BLOOD LEVELS OF TOTAL CHOLESTEROL AND LDL CHOLESTEROL
US6090978A (en) 1996-07-19 2000-07-18 Met-Rx Usa, Inc. Process for manufacturing 3-hydroxy-3-methylbutanoic acid
US6031000A (en) 1998-06-23 2000-02-29 Iowa State University Research Foundation, Inc. Composition comprising β-hydroxy-β-methylbutyric acid and at least one amino acid and methods of use
DE10032017A1 (en) 2000-07-01 2002-01-10 Clariant Gmbh Process for the production of high-purity formylphenylboronic acids
EP1399138B1 (en) 2001-05-18 2006-02-08 Lonza Ag Method for the production of solid formulations of sodium 3-hydroxy-3-methylbutyrate
CN1216037C (en) 2003-02-21 2005-08-24 华东师范大学 Process for preparing 3-hydroxy-3-methylbutyrate (HMB) amino acid salt
US6812249B2 (en) 2003-03-04 2004-11-02 Sal Abraham Process for preparing a 3-hydroxy-3-methylbutyrate amino acid salt and method of use
EP2675771B1 (en) 2011-02-14 2020-04-08 Concert Pharmaceuticals Inc. 4-hydroxybutyric acid deuterated analogs
CN103857390A (en) 2011-08-15 2014-06-11 雅培制药有限公司 Process for manufacturing hmb and salts thereof
CN104098461B (en) 2013-04-12 2017-06-16 江阴技源药业有限公司 A kind of purification process of β hydroxyls β methylbutanoic acids
JP2015028006A (en) 2013-06-27 2015-02-12 日産化学工業株式会社 Crystalline polymorph of isoxazoline compound and method for producing the same
JP6431375B2 (en) 2015-01-06 2018-11-28 日精株式会社 Circulating parking device
EP3385250B1 (en) 2015-11-19 2021-10-20 Kyowa Hakko Bio Co., Ltd. Crystals of monovalent cation salt of 3-hydroxyisovaleric acid, and method for producing said crystals

Also Published As

Publication number Publication date
US20190210958A1 (en) 2019-07-11
AU2017282515A1 (en) 2019-01-17
CA3028608A1 (en) 2017-12-28
JP7144320B2 (en) 2022-09-29
KR20190028441A (en) 2019-03-18
EP3476825A1 (en) 2019-05-01
CN109476578A (en) 2019-03-15
WO2017222043A1 (en) 2017-12-28
JPWO2017222043A1 (en) 2019-06-20
EP3476825A4 (en) 2020-02-26
US20210261493A1 (en) 2021-08-26
RU2018145506A (en) 2020-07-27
PH12018502693A1 (en) 2019-10-14
US11098007B2 (en) 2021-08-24

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