WO2008126831A1 - ピロール誘導体のアトロプ異性体 - Google Patents
ピロール誘導体のアトロプ異性体 Download PDFInfo
- Publication number
- WO2008126831A1 WO2008126831A1 PCT/JP2008/056907 JP2008056907W WO2008126831A1 WO 2008126831 A1 WO2008126831 A1 WO 2008126831A1 JP 2008056907 W JP2008056907 W JP 2008056907W WO 2008126831 A1 WO2008126831 A1 WO 2008126831A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- atropisomer
- pyrrole derivative
- alkyl group
- formula
- disclosed
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D207/34—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
-
- 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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/12—Drugs for disorders of the urinary system of the kidneys
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/04—Inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Urology & Nephrology (AREA)
- Vascular Medicine (AREA)
- Hospice & Palliative Care (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyrrole Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
Priority Applications (13)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP08740010.7A EP2133330B1 (en) | 2007-04-09 | 2008-04-08 | Atropisomer of pyrrole derivative |
KR1020147007688A KR20140048337A (ko) | 2007-04-09 | 2008-04-08 | 피롤 유도체의 아트로프 이성체 |
ES08740010.7T ES2448498T3 (es) | 2007-04-09 | 2008-04-08 | Atropisómero de derivado de pirrol |
BRPI0809656A BRPI0809656B8 (pt) | 2007-04-09 | 2008-04-08 | atropisômero, composto, agente profilático ou terapêutico, e, composição farmacêutica |
PL08740010T PL2133330T3 (pl) | 2007-04-09 | 2008-04-08 | Atropoizomer pochodnej pirolu |
CA2683059A CA2683059C (en) | 2007-04-09 | 2008-04-08 | Atropisomer of pyrrole derivative |
DK08740010.7T DK2133330T3 (da) | 2007-04-09 | 2008-04-08 | Atropisomer af pyrrolderivat |
CN200880011200XA CN101679243B (zh) | 2007-04-09 | 2008-04-08 | 吡咯衍生物的阻转异构体 |
JP2009509342A JP5363312B2 (ja) | 2007-04-09 | 2008-04-08 | ピロール誘導体のアトロプ異性体 |
IL201261A IL201261A0 (en) | 2007-04-09 | 2009-09-30 | Atropisomer of pyrrole derivatives, compositions comprising the same and uses thereof |
US12/576,091 US8524918B2 (en) | 2007-04-09 | 2009-10-08 | Atropisomer of pyrrole derivative |
HK10106582.9A HK1139942A1 (en) | 2007-04-09 | 2010-07-07 | Atropisomer of pyrrole derivative |
US13/954,753 US8754118B2 (en) | 2007-04-09 | 2013-07-30 | Atropisomer of pyrrole derivative |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2007-101938 | 2007-04-09 | ||
JP2007101938 | 2007-04-09 |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US12/576,091 Continuation US8524918B2 (en) | 2007-04-09 | 2009-10-08 | Atropisomer of pyrrole derivative |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2008126831A1 true WO2008126831A1 (ja) | 2008-10-23 |
Family
ID=39863928
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/JP2008/056907 WO2008126831A1 (ja) | 2007-04-09 | 2008-04-08 | ピロール誘導体のアトロプ異性体 |
Country Status (15)
Country | Link |
---|---|
US (2) | US8524918B2 (ja) |
EP (1) | EP2133330B1 (ja) |
JP (1) | JP5363312B2 (ja) |
KR (2) | KR101477579B1 (ja) |
CN (1) | CN101679243B (ja) |
BR (1) | BRPI0809656B8 (ja) |
CA (1) | CA2683059C (ja) |
DK (1) | DK2133330T3 (ja) |
ES (1) | ES2448498T3 (ja) |
HK (1) | HK1139942A1 (ja) |
IL (1) | IL201261A0 (ja) |
PL (1) | PL2133330T3 (ja) |
PT (1) | PT2133330E (ja) |
TW (1) | TWI444185B (ja) |
WO (1) | WO2008126831A1 (ja) |
Cited By (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2010042622A1 (en) * | 2008-10-08 | 2010-04-15 | Exelixis, Inc. | Atropisomers of (hydroxyalkyl) pyrrole derivatives |
WO2010042626A1 (en) * | 2008-10-08 | 2010-04-15 | Exelixis, Inc. | 1-phenylpyrrole compounds |
WO2010098286A1 (ja) * | 2009-02-25 | 2010-09-02 | 第一三共株式会社 | ミネラルコルチコイド受容体拮抗薬を含有する医薬 |
JP2012521392A (ja) * | 2009-03-26 | 2012-09-13 | ポクセル・エスアーエス | 優先晶出法を利用したジヒドロ−1,3,5トリアジンラセミ体のエナンチオマー分離のための方法 |
WO2014168103A1 (ja) | 2013-04-10 | 2014-10-16 | 第一三共株式会社 | ピロール誘導体の結晶及びその製造方法 |
WO2015012205A1 (ja) * | 2013-07-23 | 2015-01-29 | 第一三共株式会社 | 高血圧症の予防又は治療のための医薬 |
WO2015030010A1 (ja) | 2013-08-27 | 2015-03-05 | 第一三共株式会社 | ピロール誘導体の製造方法及びその中間体 |
WO2016001631A1 (en) | 2014-06-30 | 2016-01-07 | Astrazeneca Ab | Benzoxazinone amides as mineralocorticoid receptor modulators |
WO2017064121A1 (en) | 2015-10-13 | 2017-04-20 | INSERM (Institut National de la Santé et de la Recherche Médicale) | Methods and pharmaceutical compositions for the treatment of choroidal neovascularisation |
KR20170104486A (ko) | 2015-01-26 | 2017-09-15 | 다이이찌 산쿄 가부시키가이샤 | 피롤카르복사미드의 고형 조성물 |
WO2018019843A1 (en) | 2016-07-26 | 2018-02-01 | INSERM (Institut National de la Santé et de la Recherche Médicale) | Antagonist of mineralocorticoid receptor for the treatment of osteoarthritis |
WO2021078135A1 (zh) | 2019-10-25 | 2021-04-29 | 广东东阳光药业有限公司 | 吡咯酰胺类化合物及其用途 |
WO2021180818A1 (en) | 2020-03-11 | 2021-09-16 | INSERM (Institut National de la Santé et de la Recherche Médicale) | Methods of determining whether a subject has or is at risk of having a central serous chorioretinopathy |
WO2022228215A1 (zh) | 2021-04-26 | 2022-11-03 | 广东东阳光药业有限公司 | 吡咯酰胺化合物的制备方法 |
WO2023031277A1 (en) | 2021-08-31 | 2023-03-09 | INSERM (Institut National de la Santé et de la Recherche Médicale) | Methods for the treatment of ocular rosacea |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN109053608A (zh) * | 2015-02-17 | 2018-12-21 | 华润赛科药业有限责任公司 | 一种旋光纯的硫代乙酸类化合物、其药物组合物和用途 |
CN105622531A (zh) * | 2015-04-03 | 2016-06-01 | 南京明德新药研发股份有限公司 | 轴手性异构体及其制备方法和制药用途 |
KR20180123021A (ko) | 2016-03-24 | 2018-11-14 | 다이이찌 산쿄 가부시키가이샤 | 신질환의 치료를 위한 의약 |
EP4317133A1 (en) * | 2021-03-30 | 2024-02-07 | Sunshine Lake Pharma Co., Ltd. | Crystalline form of pyrrole amide compound, preparation method therefor and use thereof |
CN115784961A (zh) * | 2021-09-10 | 2023-03-14 | 上海鼎雅药物化学科技有限公司 | 埃沙西林酮及其中间体的合成方法 |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2006012642A2 (en) | 2004-07-30 | 2006-02-02 | Exelixis, Inc. | Pyrrole derivatives as pharmaceutical agents |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6323208B1 (en) * | 1997-09-05 | 2001-11-27 | Pfizer Inc | Atropisomers of 2,3-disubstituted-(5.6)-heteroaryl fused-pyrimidin-4-ones |
CA2461144A1 (en) * | 2001-09-24 | 2003-04-03 | Bayer Pharmaceuticals Corporation | Preparation and use of pyrrole derivatives for treating obesity |
US6939968B2 (en) * | 2002-12-23 | 2005-09-06 | Bristol-Myers Squibb Company | Atropisomers of 3-substituted-4-arylquinolin-2-one derivatives |
DE10354060A1 (de) * | 2003-11-19 | 2005-06-02 | Merck Patent Gmbh | Pyrrolderivate |
EP1844020B1 (en) * | 2005-01-10 | 2017-09-06 | Exelixis, Inc. | Heterocyclic carboxamide compounds as steroid nuclear receptor ligands |
-
2008
- 2008-04-08 WO PCT/JP2008/056907 patent/WO2008126831A1/ja active Application Filing
- 2008-04-08 EP EP08740010.7A patent/EP2133330B1/en active Active
- 2008-04-08 ES ES08740010.7T patent/ES2448498T3/es active Active
- 2008-04-08 BR BRPI0809656A patent/BRPI0809656B8/pt active IP Right Grant
- 2008-04-08 KR KR1020097021007A patent/KR101477579B1/ko active IP Right Grant
- 2008-04-08 KR KR1020147007688A patent/KR20140048337A/ko not_active Application Discontinuation
- 2008-04-08 DK DK08740010.7T patent/DK2133330T3/da active
- 2008-04-08 CA CA2683059A patent/CA2683059C/en active Active
- 2008-04-08 TW TW097112578A patent/TWI444185B/zh active
- 2008-04-08 PT PT87400107T patent/PT2133330E/pt unknown
- 2008-04-08 JP JP2009509342A patent/JP5363312B2/ja active Active
- 2008-04-08 PL PL08740010T patent/PL2133330T3/pl unknown
- 2008-04-08 CN CN200880011200XA patent/CN101679243B/zh active Active
-
2009
- 2009-09-30 IL IL201261A patent/IL201261A0/en active IP Right Grant
- 2009-10-08 US US12/576,091 patent/US8524918B2/en active Active
-
2010
- 2010-07-07 HK HK10106582.9A patent/HK1139942A1/xx unknown
-
2013
- 2013-07-30 US US13/954,753 patent/US8754118B2/en active Active
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2006012642A2 (en) | 2004-07-30 | 2006-02-02 | Exelixis, Inc. | Pyrrole derivatives as pharmaceutical agents |
Non-Patent Citations (3)
Title |
---|
ADVANCES IN PHYSIOLOGY EDUCATION, vol. 26, no. 1, 2002, pages 8 - 20 |
See also references of EP2133330A4 |
THE CHEMICAL SOCIETY OF JAPAN: "Kogaku Iseitai no Bunri", 1989, KABUSHIKI KAISHA JAPAN SCIENTIFIC SOCIETIES PRESS, article "Kikan Kagaku Sosetsu No. 6", pages: 212 - 213, XP003021975 * |
Cited By (35)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
AU2009302371B2 (en) * | 2008-10-08 | 2015-02-12 | Exelixis, Inc. | Atropisomers of (hydroxyalkyl) pyrrole derivatives |
WO2010042626A1 (en) * | 2008-10-08 | 2010-04-15 | Exelixis, Inc. | 1-phenylpyrrole compounds |
US8487117B2 (en) | 2008-10-08 | 2013-07-16 | Exelixis, Inc. | Atropisomers of (hydroxyalkyl) pyrrole derivatives |
US8642640B2 (en) | 2008-10-08 | 2014-02-04 | Exelixis, Inc. | 1-phenylpyrrole derivatives |
WO2010042622A1 (en) * | 2008-10-08 | 2010-04-15 | Exelixis, Inc. | Atropisomers of (hydroxyalkyl) pyrrole derivatives |
WO2010098286A1 (ja) * | 2009-02-25 | 2010-09-02 | 第一三共株式会社 | ミネラルコルチコイド受容体拮抗薬を含有する医薬 |
JP2012521392A (ja) * | 2009-03-26 | 2012-09-13 | ポクセル・エスアーエス | 優先晶出法を利用したジヒドロ−1,3,5トリアジンラセミ体のエナンチオマー分離のための方法 |
US9776961B2 (en) | 2013-04-10 | 2017-10-03 | Daiichi Sankyo Company, Limited | Crystal of pyrrole derivative and method for producing the same |
EP3190102A1 (en) | 2013-04-10 | 2017-07-12 | Daiichi Sankyo Company, Limited | Crystal of pyrrole derivative and method for producing the same |
WO2014168103A1 (ja) | 2013-04-10 | 2014-10-16 | 第一三共株式会社 | ピロール誘導体の結晶及びその製造方法 |
JP2017141274A (ja) * | 2013-04-10 | 2017-08-17 | 第一三共株式会社 | ピロール誘導体の結晶 |
US9676713B2 (en) | 2013-04-10 | 2017-06-13 | Daiichi Sankyo Company, Limited | Crystal of pyrrole derivative and method for producing the same |
JPWO2014168103A1 (ja) * | 2013-04-10 | 2017-02-16 | 第一三共株式会社 | ピロール誘導体の結晶及びその製造方法 |
US9499483B2 (en) | 2013-04-10 | 2016-11-22 | Daiichi Sankyo Company, Limited | Crystal of pyrrole derivative and method for producing the same |
US20160206593A1 (en) * | 2013-07-23 | 2016-07-21 | Daiichi Sankyo Company, Limited | Pharmaceutical for prophylaxis or treatment of hypertension |
US10111858B2 (en) | 2013-07-23 | 2018-10-30 | Daiichi Sankyo Company, Limited | Pharmaceutical for prophylaxis or treatment of hypertension |
JPWO2015012205A1 (ja) * | 2013-07-23 | 2017-03-02 | 第一三共株式会社 | 高血圧症の予防又は治療のための医薬 |
JP2018111736A (ja) * | 2013-07-23 | 2018-07-19 | 第一三共株式会社 | 高血圧症の予防又は治療のための併用医薬 |
WO2015012205A1 (ja) * | 2013-07-23 | 2015-01-29 | 第一三共株式会社 | 高血圧症の予防又は治療のための医薬 |
KR20160045724A (ko) | 2013-08-27 | 2016-04-27 | 다이이찌 산쿄 가부시키가이샤 | 피롤 유도체의 제조 방법 및 그 중간체 |
US10005725B2 (en) | 2013-08-27 | 2018-06-26 | Daiichi Sankyo Company, Limited | Method for producing pyrrole derivative, and intermediate thereof |
US10308604B2 (en) | 2013-08-27 | 2019-06-04 | Daiichi Sankyo Company, Limited | Method for producing pyrrole derivative, and intermediate thereof |
EP3040330A4 (en) * | 2013-08-27 | 2017-04-19 | Daiichi Sankyo Company, Limited | Method for producing pyrrole derivative, and intermediate thereof |
US9765025B2 (en) | 2013-08-27 | 2017-09-19 | Daiichi Sankyo Company, Limited | Method for producing pyrrole derivative, and intermediate thereof |
WO2015030010A1 (ja) | 2013-08-27 | 2015-03-05 | 第一三共株式会社 | ピロール誘導体の製造方法及びその中間体 |
US10017502B2 (en) | 2014-06-30 | 2018-07-10 | Astrazeneca Ab | Benzoxazinone amides as mineralocorticoid receptor modulators |
US9394291B2 (en) | 2014-06-30 | 2016-07-19 | Astrazeneca Ab | Benzoxazinone amides as mineralocorticoid receptor modulators |
WO2016001631A1 (en) | 2014-06-30 | 2016-01-07 | Astrazeneca Ab | Benzoxazinone amides as mineralocorticoid receptor modulators |
KR20170104486A (ko) | 2015-01-26 | 2017-09-15 | 다이이찌 산쿄 가부시키가이샤 | 피롤카르복사미드의 고형 조성물 |
WO2017064121A1 (en) | 2015-10-13 | 2017-04-20 | INSERM (Institut National de la Santé et de la Recherche Médicale) | Methods and pharmaceutical compositions for the treatment of choroidal neovascularisation |
WO2018019843A1 (en) | 2016-07-26 | 2018-02-01 | INSERM (Institut National de la Santé et de la Recherche Médicale) | Antagonist of mineralocorticoid receptor for the treatment of osteoarthritis |
WO2021078135A1 (zh) | 2019-10-25 | 2021-04-29 | 广东东阳光药业有限公司 | 吡咯酰胺类化合物及其用途 |
WO2021180818A1 (en) | 2020-03-11 | 2021-09-16 | INSERM (Institut National de la Santé et de la Recherche Médicale) | Methods of determining whether a subject has or is at risk of having a central serous chorioretinopathy |
WO2022228215A1 (zh) | 2021-04-26 | 2022-11-03 | 广东东阳光药业有限公司 | 吡咯酰胺化合物的制备方法 |
WO2023031277A1 (en) | 2021-08-31 | 2023-03-09 | INSERM (Institut National de la Santé et de la Recherche Médicale) | Methods for the treatment of ocular rosacea |
Also Published As
Publication number | Publication date |
---|---|
JPWO2008126831A1 (ja) | 2010-07-22 |
US8754118B2 (en) | 2014-06-17 |
HK1139942A1 (en) | 2010-09-30 |
PL2133330T3 (pl) | 2014-06-30 |
KR20090127421A (ko) | 2009-12-11 |
IL201261A0 (en) | 2010-05-31 |
TWI444185B (zh) | 2014-07-11 |
US20100093826A1 (en) | 2010-04-15 |
EP2133330A4 (en) | 2010-08-11 |
JP5363312B2 (ja) | 2013-12-11 |
CN101679243A (zh) | 2010-03-24 |
BRPI0809656A2 (pt) | 2014-10-07 |
ES2448498T3 (es) | 2014-03-14 |
CA2683059A1 (en) | 2008-10-23 |
KR101477579B1 (ko) | 2014-12-30 |
KR20140048337A (ko) | 2014-04-23 |
EP2133330A1 (en) | 2009-12-16 |
CA2683059C (en) | 2012-09-25 |
EP2133330B1 (en) | 2014-01-01 |
BRPI0809656B1 (pt) | 2019-07-09 |
US8524918B2 (en) | 2013-09-03 |
DK2133330T3 (da) | 2014-03-31 |
US20140024696A1 (en) | 2014-01-23 |
BRPI0809656B8 (pt) | 2021-05-25 |
TW200901968A (en) | 2009-01-16 |
CN101679243B (zh) | 2012-09-26 |
PT2133330E (pt) | 2014-03-31 |
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