JP7266247B6 - ビタミンａ５経路のレチノイド類を提供するための前駆体化合物及びその使用 - Google Patents

ビタミンａ５経路のレチノイド類を提供するための前駆体化合物及びその使用 Download PDF

Info

Publication number
JP7266247B6
JP7266247B6 JP2019547794A JP2019547794A JP7266247B6 JP 7266247 B6 JP7266247 B6 JP 7266247B6 JP 2019547794 A JP2019547794 A JP 2019547794A JP 2019547794 A JP2019547794 A JP 2019547794A JP 7266247 B6 JP7266247 B6 JP 7266247B6
Authority
JP
Japan
Prior art keywords
cis
compound
treatment
rxr
alkyl
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.)
Active
Application number
JP2019547794A
Other languages
English (en)
Japanese (ja)
Other versions
JPWO2018091937A5 (enExample
JP7266247B2 (ja
JP2020513417A (ja
Inventor
クレツェル、ウォイチェフ
リュール、ラルフ
レラ、アンヘル エレ デ
Original Assignee
ユニバーシティー オブ デブレツェン
ユニヴェルスィテ ドゥ ストラスブール
ウニベルシダデ デ ビーゴ
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 ユニバーシティー オブ デブレツェン, ユニヴェルスィテ ドゥ ストラスブール, ウニベルシダデ デ ビーゴ filed Critical ユニバーシティー オブ デブレツェン
Publication of JP2020513417A publication Critical patent/JP2020513417A/ja
Publication of JPWO2018091937A5 publication Critical patent/JPWO2018091937A5/ja
Publication of JP7266247B2 publication Critical patent/JP7266247B2/ja
Application granted granted Critical
Publication of JP7266247B6 publication Critical patent/JP7266247B6/ja
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
    • C07C403/24—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by six-membered non-aromatic rings, e.g. beta-carotene
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
    • C07C403/20—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by carboxyl groups or halides, anhydrides, or (thio)esters thereof
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • 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
    • A23L33/15—Vitamins
    • A23L33/155—Vitamins A or D
    • 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
    • A61K31/045—Hydroxy compounds, e.g. alcohols; Salts thereof, e.g. alcoholates
    • A61K31/07—Retinol compounds, e.g. vitamin A
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00—Drugs for dermatological disorders
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
    • A61P25/16—Anti-Parkinson drugs
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/18—Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/22—Anxiolytics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/24—Antidepressants
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
    • 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
    • A61P3/02—Nutrients, e.g. vitamins, minerals
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00—Drugs for immunological or allergic disorders
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P39/00—General protective or antinoxious agents
    • A61P39/06—Free radical scavengers or antioxidants
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
    • C07C403/02—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains containing only carbon and hydrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
    • C07C403/06—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by singly-bound oxygen atoms
    • C07C403/08—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by singly-bound oxygen atoms by hydroxy groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
    • C07C403/06—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by singly-bound oxygen atoms
    • C07C403/10—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by singly-bound oxygen atoms by etherified hydroxy groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
    • C07C403/06—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by singly-bound oxygen atoms
    • C07C403/12—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by singly-bound oxygen atoms by esterified hydroxy groups
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
    • A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs
    • 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
    • C07B2200/07—Optical isomers
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Animal Behavior & Ethology (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Neurology (AREA)
  • Biomedical Technology (AREA)
  • Neurosurgery (AREA)
  • Psychiatry (AREA)
  • Nutrition Science (AREA)
  • Mycology (AREA)
  • Biochemistry (AREA)
  • Epidemiology (AREA)
  • Polymers & Plastics (AREA)
  • Food Science & Technology (AREA)
  • Hematology (AREA)
  • Psychology (AREA)
  • Obesity (AREA)
  • Diabetes (AREA)
  • Pain & Pain Management (AREA)
  • Hospice & Palliative Care (AREA)
  • Toxicology (AREA)
  • Dermatology (AREA)
  • Immunology (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Coloring Foods And Improving Nutritive Qualities (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
JP2019547794A 2016-11-17 2017-11-17 ビタミンａ５経路のレチノイド類を提供するための前駆体化合物及びその使用 Active JP7266247B6 (ja)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
HUP1600629 2016-11-17
HUP1600629 2016-11-17
HUP1700196 2017-05-05
HUP1700196 2017-05-05
PCT/HU2017/050047 WO2018091937A1 (en) 2016-11-17 2017-11-17 Precursor compounds for providing retinoids of the vitamin a5 pathway and uses thereof

Publications (4)

Publication Number Publication Date
JP2020513417A JP2020513417A (ja) 2020-05-14
JPWO2018091937A5 JPWO2018091937A5 (enExample) 2022-12-27
JP7266247B2 JP7266247B2 (ja) 2023-04-28
JP7266247B6 true JP7266247B6 (ja) 2024-02-15

Family

ID=89720182

Family Applications (1)

Application Number Title Priority Date Filing Date
JP2019547794A Active JP7266247B6 (ja) 2016-11-17 2017-11-17 ビタミンａ５経路のレチノイド類を提供するための前駆体化合物及びその使用

Country Status (9)

Country Link
EP (1) EP3541783B1 (enExample)
JP (1) JP7266247B6 (enExample)
CN (2) CN116268424B (enExample)
AU (1) AU2017359593B2 (enExample)
CA (1) CA3082441A1 (enExample)
ES (1) ES2967076T3 (enExample)
HU (1) HUE064808T2 (enExample)
PL (1) PL3541783T3 (enExample)
WO (1) WO2018091937A1 (enExample)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2021038637A1 (ja) * 2019-08-23 2021-03-04 リファインホールディングス株式会社 新規ビタミンａ誘導体およびその製造方法
WO2021197890A1 (en) * 2020-03-31 2021-10-07 Dsm Ip Assets B.V. Process for production of vitamin a
US20230338305A1 (en) * 2020-05-06 2023-10-26 Regenall Limited Vitamin a for use in the treatment of traumatic brain injury
CN112522331B (zh) * 2020-12-09 2024-03-22 上海克琴科技有限公司 一种生物酶催化的羟基频哪酮视黄酸酯的合成方法

Family Cites Families (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS62248495A (ja) 1986-04-23 1987-10-29 Mihama Hisaharu ビタミンａエステルの製法
US5310554A (en) * 1992-10-27 1994-05-10 Natural Carotene Corporation High purity beta-carotene
CA2164291C (en) 1993-06-09 2007-10-30 David John Kyle Methods and pharmaceutical compositions useful for treating neurological disorders
US5508456A (en) 1993-07-30 1996-04-16 Ligand Pharmaceuticals Incorporated 9-cis tritium-labeled retinoids and intermediates, methods for their synthesis and methods for their use in discovering retinoid X receptor ligands
WO1995032946A1 (en) 1994-05-27 1995-12-07 Ligand Pharmaceuticals Incorporated Methods for the synthesis of 9-cis retinoids and their novel intermediates
GB0103998D0 (en) * 2001-02-19 2001-04-04 King S College London Method
US20070148106A1 (en) * 2005-06-15 2007-06-28 Karin Wertz Treatment, prevention, and modulation of aging of the skin
EP1962618A2 (en) * 2005-12-20 2008-09-03 Alcon Research, Ltd. Composition and methods for inhibiting the progression macular degeneration and promoting healthy vision
US20110082218A1 (en) * 2006-06-15 2011-04-07 Karin Wertz Treatment and modulation of gene expression and skin aging
US7566795B2 (en) 2006-10-06 2009-07-28 Eastman Chemical Company Preparation of retinyl esters
CA2774168C (en) 2009-09-15 2021-02-23 Ronald Erwin Boch Pharmaceutical formulations comprising 9-cis-retinyl esters in a lipid vehicle
DK2819667T3 (da) 2012-03-01 2020-03-30 Retinagenix Therapeutics Inc Retinalderivater til anvendelse til forbedring af synsfunktionen
WO2016076454A1 (ko) * 2014-11-10 2016-05-19 한국생명공학연구원 미생물의 배양방법 및 그 배양미생물로부터 9-시스 베타카로틴의 분리 및 정제방법
US20180170867A1 (en) * 2015-05-08 2018-06-21 University Of Debrecen Stereoselective synthesis of 9-cis.13,14-dihydroretinoic acid and its ethyl esters

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
ANGEL R DE LERA，AN ENDOGENOUS MAMMALIAN RETINOID X RECEPTOR LIGAND, AT LAST!，CHEMMEDCHEM，2016年05月06日，VOL:11, NR:10，PAGE(S):1027 - 1037，http://dx.doi.org/10.1002/cmdc.201600105
Atherosclerosis，2006年，Vol.189，p.215-221
PLOS Genetics，2015年，Vol.11, No.6，e1005213(p.1-16)

Also Published As

Publication number Publication date
EP3541783A1 (en) 2019-09-25
JP7266247B2 (ja) 2023-04-28
CN116268424B (zh) 2025-09-02
JP2020513417A (ja) 2020-05-14
PL3541783T3 (pl) 2024-03-04
AU2017359593B2 (en) 2022-03-17
CN110337430A (zh) 2019-10-15
CA3082441A1 (en) 2018-05-24
HUE064808T2 (hu) 2024-04-28
CN110337430B (zh) 2023-02-03
WO2018091937A4 (en) 2018-07-12
WO2018091937A1 (en) 2018-05-24
EP3541783C0 (en) 2023-09-27
CN116268424A (zh) 2023-06-23
EP3541783B1 (en) 2023-09-27
AU2017359593A1 (en) 2019-07-04
ES2967076T3 (es) 2024-04-25

Similar Documents

Publication Publication Date Title
US20220175711A1 (en) Oils with anti-inflammatory activity containing natural specialized proresolving mediators and their precursors
JP5872453B2 (ja) フィタン酸含量が低く、ω−３脂肪酸に富む組成物
Serhan et al. Anti-inflammatory actions of neuroprotectin D1/protectin D1 and its natural stereoisomers: assignments of dihydroxy-containing docosatrienes
JP7266247B6 (ja) ビタミンａ５経路のレチノイド類を提供するための前駆体化合物及びその使用
JPH07126160A (ja) トリグリセリド
WO2017041094A1 (en) Compositions comprising omega-3 fatty acids, 17-hdha and 18- hepe and methods of using same
US7417159B2 (en) Conjugated linolenic acids and methods of preparation and purification and uses thereof
US20100267828A1 (en) dha derivatives and their use as medicaments
US20240299329A1 (en) Precursor compounds for providing retinoids of the vatamin a5 pathway and uses thereof
US12029715B2 (en) Precursor compounds for providing retinoids of the vitamin A5 pathway and uses thereof
WO2024043787A1 (en) Cetoleic acid composition
Docosatrienes Anti-Inflammatory Actions of Neuroprotectin
Sundaram Chemical and spectroscopic studies on retinoid microbial metabolites and retinoid/protein interactions

Legal Events

Date Code Title Description
A524 Written submission of copy of amendment under article 19 pct

Free format text: JAPANESE INTERMEDIATE CODE: A525

Effective date: 20190716

A621 Written request for application examination

Free format text: JAPANESE INTERMEDIATE CODE: A621

Effective date: 20201105

A131 Notification of reasons for refusal

Free format text: JAPANESE INTERMEDIATE CODE: A131

Effective date: 20210806

A977 Report on retrieval

Free format text: JAPANESE INTERMEDIATE CODE: A971007

Effective date: 20210805

A601 Written request for extension of time

Free format text: JAPANESE INTERMEDIATE CODE: A601

Effective date: 20211105

A601 Written request for extension of time

Free format text: JAPANESE INTERMEDIATE CODE: A601

Effective date: 20220105

A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20220201

A131 Notification of reasons for refusal

Free format text: JAPANESE INTERMEDIATE CODE: A131

Effective date: 20220617

A601 Written request for extension of time

Free format text: JAPANESE INTERMEDIATE CODE: A601

Effective date: 20220915

A524 Written submission of copy of amendment under article 19 pct

Free format text: JAPANESE INTERMEDIATE CODE: A524

Effective date: 20221216

A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A821

Effective date: 20221216

TRDD Decision of grant or rejection written
A01 Written decision to grant a patent or to grant a registration (utility model)

Free format text: JAPANESE INTERMEDIATE CODE: A01

Effective date: 20230308

A61 First payment of annual fees (during grant procedure)

Free format text: JAPANESE INTERMEDIATE CODE: A61

Effective date: 20230407

R150 Certificate of patent or registration of utility model

Ref document number: 7266247

Country of ref document: JP

Free format text: JAPANESE INTERMEDIATE CODE: R150