CA2837695C - Reduced coenzyme q10 crystal having excellent stability - Google Patents

Reduced coenzyme q10 crystal having excellent stability Download PDF

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Publication number
CA2837695C
CA2837695C CA2837695A CA2837695A CA2837695C CA 2837695 C CA2837695 C CA 2837695C CA 2837695 A CA2837695 A CA 2837695A CA 2837695 A CA2837695 A CA 2837695A CA 2837695 C CA2837695 C CA 2837695C
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Prior art keywords
reduced coenzyme
crystal
coenzyme
crystalline solid
present
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CA2837695A
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English (en)
French (fr)
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CA2837695A1 (en
Inventor
Hideo Kawachi
Shiro Kitamura
Yasuyoshi Ueda
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Kaneka Corp
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Kaneka Corp
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C46/00Preparation of quinones
    • C07C46/10Separation; Purification; Stabilisation; Use of additives
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23KFODDER
    • A23K20/00Accessory food factors for animal feeding-stuffs
    • A23K20/10Organic substances
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23KFODDER
    • A23K20/00Accessory food factors for animal feeding-stuffs
    • A23K20/10Organic substances
    • A23K20/111Aromatic compounds
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • A23L2/00Non-alcoholic beverages; Dry compositions or concentrates therefor; Preparation or treatment thereof
    • A23L2/52Adding ingredients
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • 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
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/12Ketones
    • A61K31/122Ketones having the oxygen directly attached to a ring, e.g. quinones, vitamin K1, anthralin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
    • A61K8/347Phenols
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/35Ketones, e.g. benzophenone
    • A61K8/355Quinones
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00Medicinal preparations characterised by special physical form
    • A61K9/20Pills, tablets, discs, rods
    • A61K9/28Dragees; Coated pills or tablets, e.g. with film or compression coating
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • A61P3/02Nutrients, e.g. vitamins, minerals
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01Preparation of ethers
    • C07C41/34Separation; Purification; Stabilisation; Use of additives
    • C07C41/40Separation; Purification; Stabilisation; Use of additives by change of physical state, e.g. by crystallisation
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01Preparation of ethers
    • C07C41/34Separation; Purification; Stabilisation; Use of additives
    • C07C41/46Use of additives, e.g. for stabilisation
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00Ethers; Compounds having groups, groups or groups
    • C07C43/02Ethers
    • C07C43/20Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
    • C07C43/23Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring containing hydroxy or O-metal groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/78Separation; Purification; Stabilisation; Use of additives
    • C07C45/81Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/527Unsaturated compounds containing keto groups bound to rings other than six-membered aromatic rings
    • C07C49/577Unsaturated compounds containing keto groups bound to rings other than six-membered aromatic rings containing ether groups, groups, groups, or groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C50/00Quinones
    • C07C50/26Quinones containing groups having oxygen atoms singly bound to carbon atoms
    • C07C50/28Quinones containing groups having oxygen atoms singly bound to carbon atoms with monocyclic quinoid structure
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23VINDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
    • A23V2002/00Food compositions, function of food ingredients or processes for food or foodstuffs

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Polymers & Plastics (AREA)
  • Engineering & Computer Science (AREA)
  • Food Science & Technology (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Nutrition Science (AREA)
  • Epidemiology (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Emergency Medicine (AREA)
  • Birds (AREA)
  • Mycology (AREA)
  • Zoology (AREA)
  • Animal Husbandry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Dermatology (AREA)
  • Hematology (AREA)
  • Diabetes (AREA)
  • Obesity (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Cosmetics (AREA)
CA2837695A 2011-06-24 2012-06-21 Reduced coenzyme q10 crystal having excellent stability Active CA2837695C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
JP2011-141028 2011-06-24
JP2011141028 2011-06-24
PCT/JP2012/065869 WO2012176842A1 (ja) 2011-06-24 2012-06-21 安定性に優れた還元型補酵素q10結晶

Publications (2)

Publication Number Publication Date
CA2837695A1 CA2837695A1 (en) 2012-12-27
CA2837695C true CA2837695C (en) 2019-12-31

Family

ID=47422673

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2837695A Active CA2837695C (en) 2011-06-24 2012-06-21 Reduced coenzyme q10 crystal having excellent stability

Country Status (12)

Country Link
US (2) US9388109B2 (en:Method)
EP (1) EP2725004B1 (en:Method)
JP (1) JP5998135B2 (en:Method)
KR (1) KR101991143B1 (en:Method)
CN (1) CN103635452B (en:Method)
AU (1) AU2012274434B2 (en:Method)
BR (1) BR112013032641B1 (en:Method)
CA (1) CA2837695C (en:Method)
DK (1) DK2725004T3 (en:Method)
ES (1) ES2668675T3 (en:Method)
TW (1) TWI568718B (en:Method)
WO (1) WO2012176842A1 (en:Method)

Families Citing this family (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
TW201613561A (en) * 2014-02-17 2016-04-16 Kaneka Corp Composition comprising reduced coenzyme q10
US10561667B2 (en) 2015-07-24 2020-02-18 Shenzhen Zhenxing Medical Technology Co., Ltd. Orbit azine-fumarate, hydrate, crystal form and preparation method therefor
EP3755683A1 (en) * 2018-02-23 2020-12-30 Center for Intelligent Research in Crystal Engineering, S.L. Cocrystals of ubiquinol and compositions comprising them
US11453633B2 (en) 2018-08-30 2022-09-27 Kaneka Corporation Production method for crystal of reduced coenzyme Q10 having excellent stability
JP7389044B2 (ja) * 2018-09-28 2023-11-29 株式会社カネカ 安定性に優れた還元型補酵素q10結晶の製造方法
US11471426B2 (en) 2019-10-16 2022-10-18 American River Nutrition, Llc Compositions comprising quinone and/or quinol and methods of preparations and use thereof
WO2021161807A1 (ja) 2020-02-12 2021-08-19 株式会社カネカ FormII型の還元型補酵素Q10結晶の製造方法
CN113024362B (zh) * 2021-03-10 2022-02-15 中国科学院上海药物研究所 一种辅酶qh与烟酰胺的共晶及其制备方法和用途
US20240166589A1 (en) * 2021-03-26 2024-05-23 Kaneka Corporation Method for producing form-ii type reduced coenzyme q10 crystal or crystalline solid of same, and crystallizing apparatus
JP7695993B2 (ja) * 2021-03-26 2025-06-19 株式会社カネカ FormII型の還元型補酵素Q10結晶又はその結晶性固体の製造方法
US12617744B2 (en) 2021-03-26 2026-05-05 Kaneka Corporation Production method for reduced coenzyme Q10 form-II type crystal or crystalline solid thereof
WO2023120558A1 (ja) 2021-12-24 2023-06-29 株式会社カネカ 還元型補酵素q10の保存方法
EP4454643A4 (en) 2021-12-24 2025-11-05 Kaneka Corp REDUCED Q10 COENZYME PRESERVATION PROCESS
US20250195434A1 (en) * 2022-03-17 2025-06-19 Kaneka Corporation Method for preserving solid composition that contains form ii type crystals of reduced coenzyme q10, and packing that contains said solid composition
WO2023176878A1 (ja) * 2022-03-17 2023-09-21 株式会社カネカ 還元型補酵素Q10のFormII型結晶を含有する固体組成物の保存方法及び前記固体組成物を含有する梱包体
WO2023176871A1 (ja) 2022-03-17 2023-09-21 株式会社カネカ 還元型補酵素Q10のFormII型結晶を含有する固体組成物
JPWO2024204380A1 (en:Method) * 2023-03-30 2024-10-03
JPWO2024204381A1 (en:Method) 2023-03-30 2024-10-03
CN117736076B (zh) * 2023-12-19 2025-07-01 新开利安生物科技(海南)有限公司 一种还原型辅酶q10晶体及其制备方法

Family Cites Families (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP3889481B2 (ja) 1996-08-16 2007-03-07 株式会社カネカ 医薬組成物
JP4577674B2 (ja) 2000-03-03 2010-11-10 リコーエレメックス株式会社 商品企画開発システム、商品企画開発方法および商品企画開発プログラムを記録したコンピュータ読み取り可能な記録媒体
JP4170657B2 (ja) 2001-07-13 2008-10-22 株式会社カネカ 還元型補酵素q10の結晶化法
TWI310029B (en:Method) 2001-07-13 2009-05-21 Kaneka Corp
TWI237018B (en) 2001-07-13 2005-08-01 Kaneka Corp Method of producing reduced coenzyme Q10 crystals
EP1408024B1 (en) * 2001-07-13 2010-10-20 Kaneka Corporation METHOD OF CRYSTALLIZING REDUCED COENZYME Q sb 10 /sb FROM AQUEOUS SOLUTION
TWI235146B (en) 2001-07-16 2005-07-01 Kaneka Corp Method of stabilizing reduced coenzyme q10 and method of acidic crystallization
TWI329510B (en) 2001-10-10 2010-09-01 Kaneka Corp Method of stabilizing reduced coenzyme q10
WO2004063131A1 (en) * 2003-01-10 2004-07-29 Kaneka Corporation Method of purifying reduced coenzyme q
US7358402B2 (en) * 2003-09-10 2008-04-15 Kaneka Corporation Reduced coenzyme Q10 crystal with excellent stability and composition containing said reduced coenzyme Q10 crystal
KR20060130016A (ko) * 2003-09-10 2006-12-18 가부시키가이샤 가네카 안정성이 우수한 환원형 보효소 q10 결정 및 환원형보효소 q10 결정을 함유하는 조성물
US20090088574A1 (en) 2005-12-21 2009-04-02 Eisai R&D Management Co., Ltd. Crystal of 1,2-dihydropyridine compound (type iv)
DE102009059343A1 (de) 2009-12-31 2011-07-07 Muhr und Bender KG, 57439 Federelement als offenes Wellenband

Also Published As

Publication number Publication date
BR112013032641A2 (pt) 2017-01-24
EP2725004B1 (en) 2018-02-28
CA2837695A1 (en) 2012-12-27
US20140120073A1 (en) 2014-05-01
JP5998135B2 (ja) 2016-09-28
DK2725004T3 (en) 2018-04-16
JPWO2012176842A1 (ja) 2015-02-23
CN103635452B (zh) 2017-03-15
AU2012274434B2 (en) 2016-06-09
KR101991143B1 (ko) 2019-06-19
WO2012176842A1 (ja) 2012-12-27
TWI568718B (zh) 2017-02-01
TW201311635A (zh) 2013-03-16
US20160289152A1 (en) 2016-10-06
US9556098B2 (en) 2017-01-31
CN103635452A (zh) 2014-03-12
BR112013032641B1 (pt) 2018-10-30
KR20140061350A (ko) 2014-05-21
US9388109B2 (en) 2016-07-12
AU2012274434A1 (en) 2014-01-09
EP2725004A1 (en) 2014-04-30
ES2668675T3 (es) 2018-05-21
EP2725004A4 (en) 2014-12-03

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