JP2017503850A5 - - Google Patents
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- JP2017503850A5 JP2017503850A5 JP2016554306A JP2016554306A JP2017503850A5 JP 2017503850 A5 JP2017503850 A5 JP 2017503850A5 JP 2016554306 A JP2016554306 A JP 2016554306A JP 2016554306 A JP2016554306 A JP 2016554306A JP 2017503850 A5 JP2017503850 A5 JP 2017503850A5
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- Prior art keywords
- compound
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- alkyl
- pharmaceutical composition
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- Prior art date
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- 150000001875 compounds Chemical class 0.000 claims 15
- 239000011780 sodium chloride Substances 0.000 claims 13
- 150000003839 salts Chemical class 0.000 claims 12
- 125000000217 alkyl group Chemical group 0.000 claims 5
- 125000005037 alkyl phenyl group Chemical group 0.000 claims 4
- 239000008194 pharmaceutical composition Substances 0.000 claims 4
- IQXXEPZFOOTTBA-UHFFFAOYSA-N Benzylpiperazine Chemical compound C=1C=CC=CC=1CN1CCNCC1 IQXXEPZFOOTTBA-UHFFFAOYSA-N 0.000 claims 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 2
- 125000002252 acyl group Chemical group 0.000 claims 2
- 125000003118 aryl group Chemical group 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 claims 1
- 125000003342 alkenyl group Chemical group 0.000 claims 1
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 1
- 125000004644 alkyl sulfinyl group Chemical group 0.000 claims 1
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims 1
- 125000004414 alkyl thio group Chemical group 0.000 claims 1
- 125000000304 alkynyl group Chemical group 0.000 claims 1
- 239000002246 antineoplastic agent Substances 0.000 claims 1
- -1 aralkoxy Chemical group 0.000 claims 1
- 125000003710 aryl alkyl group Chemical group 0.000 claims 1
- 125000004659 aryl alkyl thio group Chemical group 0.000 claims 1
- 125000005135 aryl sulfinyl group Chemical group 0.000 claims 1
- 125000004391 aryl sulfonyl group Chemical group 0.000 claims 1
- 125000005110 aryl thio group Chemical group 0.000 claims 1
- 201000011510 cancer Diseases 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- 125000000392 cycloalkenyl group Chemical group 0.000 claims 1
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 125000001188 haloalkyl group Chemical group 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 125000001072 heteroaryl group Chemical group 0.000 claims 1
- 125000000623 heterocyclic group Chemical group 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 125000004435 hydrogen atoms Chemical class [H]* 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- 125000003396 thiol group Chemical group [H]S* 0.000 claims 1
Claims (14)
- 下記の化学式
(式中、R1及びR2は、互いに独立して、アラルキル、水素、アルキル、シクロアルキル、シクロアルキルアルキル、カルボキシル、ハロアルキル、アルケニル、シクロアルケニル、アルキニル、アリール、ヒドロキシアルキル、アルコキシ、アリールオキシ、アルコキシアルキル、アルコキシカルボニル、アラルコキシ、アラルキルチオ、アルカノイル、メルカプト、アルキルチオ、アリールチオ、アルキルスルフィニル、アリールスルフィニル、アルキルスルホニル、アリールスルホニル、ヘテロアリール、アシル、又は複素環基を表し、かつR1がCH2Phである場合は、R2はCH2−((2−CH3)−Phでない) - R 1 及びR 2 は、互いに独立して、C 1−4 アルキルフェニル、H、C 1−4 アルキル、C 1−4 アルキルフェニルケトン、C 1−4 ベンジル−ピペラジン、及びC 1−4 アルキルチエニルからなる群から選択され、C 1−4 アルキル、C 1−4 アルキルフェニル、C 1−4 アルキルフェニルケトン、及びC 1−4 ベンジル−ピペラジンは、任意選択で、C 1−4 アルキル、ヒドロキシル、又はハロで置換されることを特徴とする請求項1に記載の化合物又はその塩。
- R 1 及びR 2 は、互いに独立して、CH 2 Ph、CH 2 −(2,4−ジF−Ph)、H、CH 3 、CH 2 −((2−Cl)−Ph)、CH 2 −(2−チエニル)、CH 2 CH 2 Ph、CH 2 CH 2 (4−N−ベンジルピペラジン)、CH 2 −((2−CH 3 )−Ph)、CH 2 CHOHPh、及び(CH 2 ) 3 CO−4F−Phからなる群から選択されることを特徴とする請求項1に記載の化合物又はその塩。
- 前記R 1 がCH 2 Phであり、かつ前記R 2 がCH 2 −(2,4−ジF−Ph)であることを特徴とする請求項1に記載の化合物又はその塩。
- 前記R1がCH2Phであり、かつ前記R2がCH2−((2−Cl)−Ph)であることを特徴とする請求項1に記載の化合物又はその塩。
- 前記R1がCH2Phであり、かつ前記R2がCH2−(2−チエニル)であることを特徴とする請求項1に記載の化合物又はその塩。
- 前記R1がCH2Phであり、かつ前記R2がCH2CH2Phであることを特徴とする請求項1に記載の化合物又はその塩。
- 前記R1がCH2Phであり、かつ前記R2がCH2CH2(4−N−ベンジルピペラジン)であることを特徴とする請求項1に記載の化合物又はその塩。
- 前記R1がH、CH 3 、CH 2 CH 2 Ph、CH 2 CH 2 NHCOOC(CH 3 ) 3 またはCH 2 CH 2 CH 2 CH 2 であり、かつ前記R2がCH2−((2−CH3)−Phであることを特徴とする請求項1に記載の化合物又はその塩。
- 前記化合物が塩酸のジ塩であることを特徴とする請求項1に記載の化合物またはその塩。
- 請求項1ないし10のいずれかに記載の化合物またはその塩と、薬学的に許容される担体とを含むことを特徴とする医薬組成物。
- 抗癌剤をさらに含むことを特徴とする請求項11に記載の医薬組成物。
- 薬剤として使用される、請求項1ないし10のいずれかに記載の化合物またはその塩、あるいは請求項11または12に記載の医薬組成物。
- 癌の治療に使用される、請求項1ないし10のいずれかに記載の化合物またはその塩、あるいは請求項11または12に記載の医薬組成物。
Applications Claiming Priority (9)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US201361904718P | 2013-11-15 | 2013-11-15 | |
US61/904,718 | 2013-11-15 | ||
US14/208,657 | 2014-03-13 | ||
US14/208,657 US9265765B2 (en) | 2013-03-13 | 2014-03-13 | 7-benzyl-10-(2-methylbenzyl)-2,6,7,8,9,10-hexahydroimidazo[1,2-A]pyrido[4,3-D]pyrimidin-5(3H)-one, salts thereof and methods of using the same in combination therapy |
PCT/US2014/048241 WO2015073072A1 (en) | 2013-11-15 | 2014-07-25 | 7-benzyl-4-(2-methylbenzyl)-2,4,6,7,8,9-hexahydroimidazo[1,2-a]pyrido[3,4-e]pyrimidin-5(1h)-one |
US14/341,392 US9376437B2 (en) | 2013-03-13 | 2014-07-25 | 7-benzyl-4-(2-methylbenzyl)-2,4,6,7,8,9-hexahydroimidazo[1,2-a]pyrido[3,4-e]pyrimidin-5(1H)-one, salts thereof and methods of using the same in combination therapy |
US14/341,392 | 2014-07-25 | ||
USPCT/US2014/048241 | 2014-07-25 | ||
PCT/US2014/055373 WO2015073109A1 (en) | 2013-11-15 | 2014-09-12 | 7-benzyl-4-(2-methylbenzyl)-2,4,6,7,8,9-hexahydroimidazo[1,2-a]pyrido[3,4-e]pyrimidin-5(1h)-one, salts thereof and methods of use |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2019233099A Division JP2020097577A (ja) | 2013-11-15 | 2019-12-24 | 7−ベンジル−4−(2−メチルベンジル)−2,4,6,7,8,9−ヘキサヒドロイミダゾ[1,2−a]ピリド[3,4−e]ピリミジン−5(1h)−オン、その塩及びその使用方法 |
Publications (3)
Publication Number | Publication Date |
---|---|
JP2017503850A JP2017503850A (ja) | 2017-02-02 |
JP2017503850A5 true JP2017503850A5 (ja) | 2017-10-12 |
JP6670751B2 JP6670751B2 (ja) | 2020-03-25 |
Family
ID=53057842
Family Applications (4)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2016554306A Active JP6670751B2 (ja) | 2013-11-15 | 2014-09-12 | 7−ベンジル−4−(2−メチルベンジル)−2,4,6,7,8,9−ヘキサヒドロイミダゾ[1,2−a]ピリド[3,4−e]ピリミジン−5(1h)−オン、その塩及びその使用方法 |
JP2019233099A Pending JP2020097577A (ja) | 2013-11-15 | 2019-12-24 | 7−ベンジル−4−(2−メチルベンジル)−2,4,6,7,8,9−ヘキサヒドロイミダゾ[1,2−a]ピリド[3,4−e]ピリミジン−5(1h)−オン、その塩及びその使用方法 |
JP2022076459A Pending JP2022105170A (ja) | 2013-11-15 | 2022-05-06 | 7-ベンジル-4-(2-メチルベンジル)-2,4,6,7,8,9-ヘキサヒドロイミダゾ[1,2-a]ピリド[3,4-e]ピリミジン-5(1h)-オン、その塩及びその使用方法 |
JP2024027134A Pending JP2024059840A (ja) | 2013-11-15 | 2024-02-27 | 7-ベンジル-4-(2-メチルベンジル)-2,4,6,7,8,9-ヘキサヒドロイミダゾ[1,2-a]ピリド[3,4-e]ピリミジン-5(1h)-オン、その塩及びその使用方法 |
Family Applications After (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2019233099A Pending JP2020097577A (ja) | 2013-11-15 | 2019-12-24 | 7−ベンジル−4−(2−メチルベンジル)−2,4,6,7,8,9−ヘキサヒドロイミダゾ[1,2−a]ピリド[3,4−e]ピリミジン−5(1h)−オン、その塩及びその使用方法 |
JP2022076459A Pending JP2022105170A (ja) | 2013-11-15 | 2022-05-06 | 7-ベンジル-4-(2-メチルベンジル)-2,4,6,7,8,9-ヘキサヒドロイミダゾ[1,2-a]ピリド[3,4-e]ピリミジン-5(1h)-オン、その塩及びその使用方法 |
JP2024027134A Pending JP2024059840A (ja) | 2013-11-15 | 2024-02-27 | 7-ベンジル-4-(2-メチルベンジル)-2,4,6,7,8,9-ヘキサヒドロイミダゾ[1,2-a]ピリド[3,4-e]ピリミジン-5(1h)-オン、その塩及びその使用方法 |
Country Status (24)
Country | Link |
---|---|
EP (3) | EP3546461B1 (ja) |
JP (4) | JP6670751B2 (ja) |
KR (4) | KR20240006008A (ja) |
CN (2) | CN110669047A (ja) |
AU (3) | AU2014349150B2 (ja) |
BR (1) | BR112016011072B1 (ja) |
CA (2) | CA2930535C (ja) |
CY (2) | CY1121628T1 (ja) |
DK (2) | DK3068401T3 (ja) |
EA (1) | EA033744B1 (ja) |
ES (2) | ES2895600T3 (ja) |
HR (2) | HRP20211653T8 (ja) |
HU (2) | HUE056389T2 (ja) |
IL (6) | IL311202A (ja) |
LT (2) | LT3546461T (ja) |
ME (1) | ME03387B (ja) |
MX (3) | MX2016006318A (ja) |
PL (2) | PL3068401T3 (ja) |
PT (2) | PT3546461T (ja) |
RS (2) | RS62572B1 (ja) |
SG (1) | SG10201809189UA (ja) |
SI (2) | SI3546461T1 (ja) |
TR (1) | TR201906711T4 (ja) |
WO (1) | WO2015073109A1 (ja) |
Families Citing this family (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EA033744B1 (ru) | 2013-11-15 | 2019-11-21 | Oncoceutics Inc | 7-бензил-4-(2-метилбензил)-2,4,6,7,8,9-гексагидроимидазо[1,2-a]пиридо[3,4-e]пиримидин-5(1h)-он, его соли и способы применения |
KR20240005186A (ko) * | 2015-01-30 | 2024-01-11 | 온코슈틱스 인코포레이티드 | 7-벤질-4-(2-메틸벤질)-2,4,6,7,8,9-헥사하이드로이미다조 [1,2-a]피리도[3,4-e]피리미딘-5(1h)-온, 그것의 유사체, 및 그것의 염과 치료에서의 그것의 사용 방법 |
SG10202108306UA (en) * | 2016-01-29 | 2021-08-30 | Oncoceutics Inc | G protein-coupled receptor (gpcr) modulation by imipridones |
SG10202007520WA (en) | 2016-03-02 | 2020-09-29 | Eisai R&D Man Co Ltd | Eribulin-based antibody-drug conjugates and methods of use |
WO2018031987A1 (en) * | 2016-08-12 | 2018-02-15 | Nanjing Gator Meditech Company, Ltd. | Protein kinase regulators |
JP7300394B2 (ja) | 2017-01-17 | 2023-06-29 | ヘパリジェニックス ゲーエムベーハー | 肝再生の促進又は肝細胞死の低減もしくは予防のためのプロテインキナーゼ阻害 |
US10172862B2 (en) * | 2017-01-30 | 2019-01-08 | Oncoceutics, Inc. | Imipridones for gliomas |
EP3849559A4 (en) * | 2018-09-12 | 2022-06-01 | Denovo Biopharma LLC | COMBINATION OF ENZASTAURIN AND INHIBITORS OF BTK AND USES THEREOF |
KR102536315B1 (ko) | 2020-09-11 | 2023-05-25 | 아주대학교산학협력단 | 네라티닙을 유효성분으로 포함하는 퇴행성 관절염 예방 또는 치료용 조성물 |
CN117599041B (zh) * | 2024-01-22 | 2024-05-03 | 中国人民解放军军事科学院军事医学研究院 | 去氢雌马酚及其衍生物作为新型辐射防护剂和细胞保护剂的医药用途 |
Family Cites Families (16)
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DE2150062A1 (de) * | 1971-10-07 | 1973-04-12 | Boehringer Sohn Ingelheim | Imidazo- eckige klammer auf 1,2-a eckige klammer zu -pyrido- eckige klammer auf 4,3-d eckige klammer zu -pyrimidine, deren saeureadditionssalze und verfahren zu deren herstellung |
US4783450A (en) | 1987-04-13 | 1988-11-08 | Warner-Lambert Company | Use of commercial lecithin as skin penetration enhancer |
US7635690B2 (en) * | 1999-01-22 | 2009-12-22 | Emory University | HIV-1 mutations selected for by β-2′,3′-didehydro-2′,3′-dideoxy-5-fluorocytidine |
EP1487436A4 (en) * | 2002-03-08 | 2009-06-03 | Signal Pharm Inc | POLYTHERAPY FOR TREATING, PREVENTING OR MANAGING PROLIFERATIVE DISORDERS AND CANCERS |
PL3248600T3 (pl) * | 2005-02-18 | 2020-09-07 | Abraxis Bioscience, Llc | Połączenia i sposoby podawania środków terapeutycznych i terapia skojarzona |
US20080221135A1 (en) * | 2005-05-13 | 2008-09-11 | Bristol-Myers Squibb Company | Combination therapy |
WO2010068925A1 (en) * | 2008-12-11 | 2010-06-17 | Abraxis Bioscience, Llc | Combinations and modes of administration of therapeutic agents and combination therapy |
US9724337B2 (en) * | 2009-04-21 | 2017-08-08 | University Of Kentucky Research Foundation | AG-205 for the treatment of breast cancer |
JP2013525308A (ja) * | 2010-04-16 | 2013-06-20 | キュリス,インコーポレイテッド | K−ras変異を有する癌の治療 |
EP2571877B1 (en) * | 2010-05-17 | 2018-08-15 | Boehringer Ingelheim International GmbH | 1h-imidazo[4,5-c]quinolines |
US8735386B2 (en) * | 2010-07-23 | 2014-05-27 | Boehringer Ingelheim International Gmbh | Aminopyrazoloquinazolines |
US20140287931A1 (en) * | 2011-04-04 | 2014-09-25 | Stichting Het Nederlands Kanker Instituut - Antoni Van Leeuwenhoek Ziekenhuis | Methods and compositions for predicting resistance to anticancer treatment |
CA2832342C (en) * | 2011-04-29 | 2019-12-31 | The Penn State Research Foundation | Small molecule trail gene induction by normal and tumor cells as an anticancer therapy |
US8377946B1 (en) * | 2011-12-30 | 2013-02-19 | Pharmacyclics, Inc. | Pyrazolo[3,4-d]pyrimidine and pyrrolo[2,3-d]pyrimidine compounds as kinase inhibitors |
EA033744B1 (ru) | 2013-11-15 | 2019-11-21 | Oncoceutics Inc | 7-бензил-4-(2-метилбензил)-2,4,6,7,8,9-гексагидроимидазо[1,2-a]пиридо[3,4-e]пиримидин-5(1h)-он, его соли и способы применения |
SI3125898T1 (sl) * | 2014-03-31 | 2020-07-31 | The Scripps Research Institute | Farmakofor za inudkcijo trail-a |
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2014
- 2014-09-12 EA EA201691008A patent/EA033744B1/ru unknown
- 2014-09-12 WO PCT/US2014/055373 patent/WO2015073109A1/en active Application Filing
- 2014-09-12 MX MX2016006318A patent/MX2016006318A/es active IP Right Grant
- 2014-09-12 TR TR2019/06711T patent/TR201906711T4/tr unknown
- 2014-09-12 HU HUE19158371A patent/HUE056389T2/hu unknown
- 2014-09-12 HU HUE14861931A patent/HUE043291T2/hu unknown
- 2014-09-12 PL PL14861931T patent/PL3068401T3/pl unknown
- 2014-09-12 EP EP19158371.5A patent/EP3546461B1/en active Active
- 2014-09-12 RS RS20211310A patent/RS62572B1/sr unknown
- 2014-09-12 EP EP21183202.7A patent/EP3939594A1/en active Pending
- 2014-09-12 CA CA2930535A patent/CA2930535C/en active Active
- 2014-09-12 DK DK14861931.5T patent/DK3068401T3/da active
- 2014-09-12 ME MEP-2019-129A patent/ME03387B/me unknown
- 2014-09-12 CA CA3204925A patent/CA3204925A1/en active Pending
- 2014-09-12 CN CN201910972122.XA patent/CN110669047A/zh active Pending
- 2014-09-12 DK DK19158371.5T patent/DK3546461T3/da active
- 2014-09-12 LT LTEP19158371.5T patent/LT3546461T/lt unknown
- 2014-09-12 JP JP2016554306A patent/JP6670751B2/ja active Active
- 2014-09-12 RS RS20190518A patent/RS58745B1/sr unknown
- 2014-09-12 CN CN201480070502.XA patent/CN106163524B/zh active Active
- 2014-09-12 KR KR1020237045471A patent/KR20240006008A/ko active Application Filing
- 2014-09-12 IL IL311202A patent/IL311202A/en unknown
- 2014-09-12 KR KR1020227034791A patent/KR20220140042A/ko not_active IP Right Cessation
- 2014-09-12 ES ES19158371T patent/ES2895600T3/es active Active
- 2014-09-12 HR HRP20211653TT patent/HRP20211653T8/hr unknown
- 2014-09-12 PT PT191583715T patent/PT3546461T/pt unknown
- 2014-09-12 PL PL19158371T patent/PL3546461T3/pl unknown
- 2014-09-12 SI SI201431890T patent/SI3546461T1/sl unknown
- 2014-09-12 BR BR112016011072-2A patent/BR112016011072B1/pt active IP Right Grant
- 2014-09-12 KR KR1020167015829A patent/KR102318238B1/ko active IP Right Grant
- 2014-09-12 SI SI201431203T patent/SI3068401T1/sl unknown
- 2014-09-12 AU AU2014349150A patent/AU2014349150B2/en active Active
- 2014-09-12 IL IL296386A patent/IL296386B1/en unknown
- 2014-09-12 LT LTEP14861931.5T patent/LT3068401T/lt unknown
- 2014-09-12 MX MX2020002814A patent/MX2020002814A/es unknown
- 2014-09-12 KR KR1020217034110A patent/KR102453679B1/ko active IP Right Grant
- 2014-09-12 EP EP14861931.5A patent/EP3068401B1/en active Active
- 2014-09-12 ES ES14861931T patent/ES2724331T3/es active Active
- 2014-09-12 PT PT14861931T patent/PT3068401T/pt unknown
- 2014-09-12 SG SG10201809189UA patent/SG10201809189UA/en unknown
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2016
- 2016-05-11 IL IL245603A patent/IL245603B/en active IP Right Grant
- 2016-05-13 MX MX2022001966A patent/MX2022001966A/es unknown
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2019
- 2019-05-02 HR HRP20190814TT patent/HRP20190814T1/hr unknown
- 2019-05-14 CY CY20191100520T patent/CY1121628T1/el unknown
- 2019-07-24 IL IL268248A patent/IL268248B/en active IP Right Grant
- 2019-12-24 JP JP2019233099A patent/JP2020097577A/ja active Pending
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2020
- 2020-02-06 AU AU2020200875A patent/AU2020200875B2/en active Active
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2021
- 2021-03-24 IL IL281785A patent/IL281785B/en unknown
- 2021-11-02 CY CY20211100939T patent/CY1124832T1/el unknown
- 2021-12-05 IL IL288674A patent/IL288674B2/en unknown
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2022
- 2022-05-06 JP JP2022076459A patent/JP2022105170A/ja active Pending
- 2022-05-06 AU AU2022203043A patent/AU2022203043A1/en active Pending
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2024
- 2024-02-27 JP JP2024027134A patent/JP2024059840A/ja active Pending
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