NZ580671A - Pyrimidine derivatives - Google Patents
Pyrimidine derivativesInfo
- Publication number
- NZ580671A NZ580671A NZ580671A NZ58067108A NZ580671A NZ 580671 A NZ580671 A NZ 580671A NZ 580671 A NZ580671 A NZ 580671A NZ 58067108 A NZ58067108 A NZ 58067108A NZ 580671 A NZ580671 A NZ 580671A
- Authority
- NZ
- New Zealand
- Prior art keywords
- indol
- diamine
- methyl
- pyrimidine derivatives
- compound
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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, directly attached to ring carbon atoms
- C07D239/32—One oxygen, sulfur or nitrogen atom
- C07D239/42—One nitrogen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- 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
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/496—Non-condensed piperazines containing further heterocyclic rings, e.g. rifampin, thiothixene or sparfloxacin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (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)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Ophthalmology & Optometry (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US91192107P | 2007-04-16 | 2007-04-16 | |
| PCT/US2008/060366 WO2008128231A1 (en) | 2007-04-16 | 2008-04-15 | Pyrimidine derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NZ580671A true NZ580671A (en) | 2012-03-30 |
Family
ID=39854302
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NZ580671A NZ580671A (en) | 2007-04-16 | 2008-04-15 | Pyrimidine derivatives |
Country Status (17)
| Country | Link |
|---|---|
| US (2) | US8349859B2 (cg-RX-API-DMAC7.html) |
| EP (1) | EP2154967B9 (cg-RX-API-DMAC7.html) |
| JP (1) | JP5635398B2 (cg-RX-API-DMAC7.html) |
| KR (1) | KR101424847B1 (cg-RX-API-DMAC7.html) |
| BR (1) | BRPI0809715A2 (cg-RX-API-DMAC7.html) |
| CA (1) | CA2684470C (cg-RX-API-DMAC7.html) |
| DK (1) | DK2154967T5 (cg-RX-API-DMAC7.html) |
| ES (1) | ES2465673T3 (cg-RX-API-DMAC7.html) |
| HR (1) | HRP20140377T2 (cg-RX-API-DMAC7.html) |
| MX (1) | MX2009011199A (cg-RX-API-DMAC7.html) |
| NZ (1) | NZ580671A (cg-RX-API-DMAC7.html) |
| PL (1) | PL2154967T3 (cg-RX-API-DMAC7.html) |
| PT (1) | PT2154967E (cg-RX-API-DMAC7.html) |
| RU (1) | RU2455994C2 (cg-RX-API-DMAC7.html) |
| SI (1) | SI2154967T1 (cg-RX-API-DMAC7.html) |
| TW (1) | TWI484960B (cg-RX-API-DMAC7.html) |
| WO (1) | WO2008128231A1 (cg-RX-API-DMAC7.html) |
Families Citing this family (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7763609B2 (en) | 2003-12-15 | 2010-07-27 | Schering Corporation | Heterocyclic aspartyl protease inhibitors |
| AR074210A1 (es) | 2008-11-24 | 2010-12-29 | Boehringer Ingelheim Int | Derivados de pirimidina como inhibidores de ptk2-quinasa |
| AR074209A1 (es) | 2008-11-24 | 2010-12-29 | Boehringer Ingelheim Int | Derivados de pirimidina utiles para el tratamiento del cancer |
| JP2012197231A (ja) * | 2009-08-06 | 2012-10-18 | Oncotherapy Science Ltd | Ttk阻害作用を有するピリジンおよびピリミジン誘導体 |
| US8466155B2 (en) | 2009-10-02 | 2013-06-18 | Boehringer Ingelheim International Gmbh | Pyrimidines |
| CN102070618B (zh) * | 2009-11-23 | 2013-08-21 | 和记黄埔医药(上海)有限公司 | 一种化合物及其晶体 |
| RU2528386C2 (ru) | 2010-05-21 | 2014-09-20 | Кемилиа Аб | Новые производные пиримидина |
| EP2395001A1 (en) | 2010-05-21 | 2011-12-14 | Chemilia AB | Novel pyrimidine derivatives |
| EP2433636A1 (en) * | 2010-09-27 | 2012-03-28 | Medizinische Universität Wien | Treatment of Malignant Diseases |
| US8785467B2 (en) | 2010-09-30 | 2014-07-22 | Merck Sharp & Dohme Corp. | Alkoxy pyrimidine PDE10 inhibitors |
| DK2688883T3 (en) | 2011-03-24 | 2016-09-05 | Noviga Res Ab | pyrimidine |
| EP2502924A1 (en) | 2011-03-24 | 2012-09-26 | Chemilia AB | Novel pyrimidine derivatives |
| WO2013054351A1 (en) * | 2011-08-08 | 2013-04-18 | Cadila Healthcare Limited | Heterocyclic compounds |
| EP2711365A1 (en) | 2012-09-21 | 2014-03-26 | Chemilia AB | 4-Indazolylamino-2-(2-(indol-3-yl)ethyl)aminopyrimidines useful for the treatment of cancer |
| EP2711364A1 (en) | 2012-09-21 | 2014-03-26 | Chemilia AB | 4-(Indolyl or benzimidazolyl)amino-2-(2-(indol-3-yl)ethyl)aminopyrimidines useful for the treatment of cancer |
| BR112015010109A2 (pt) | 2012-11-05 | 2017-07-11 | Nant Holdings Ip Llc | derivados de indol-5-ol substituídos e suas aplicações terapêuticas |
| BR112015022307A2 (pt) * | 2013-03-15 | 2017-07-18 | Nantbioscience Inc | derivados substituídos indol-5-ol e as suas aplicações terapêuticas |
| CN105601573B (zh) | 2014-11-24 | 2021-07-02 | 中国科学院上海药物研究所 | 2-氨基嘧啶类化合物及其药物组合物和应用 |
| KR20170122782A (ko) * | 2015-02-27 | 2017-11-06 | 난트바이오사이언스 인코포레이티드 | 키나아제 억제제로서의 피리미딘 유도체 및 그 치료적 용도 |
| WO2017190050A1 (en) | 2016-04-28 | 2017-11-02 | Cornell University | Inhibitors of soluble adenylyl cyclase |
| TW202115042A (zh) * | 2019-06-21 | 2021-04-16 | 大陸商江蘇豪森藥業集團有限公司 | 芳基磷氧化物類衍生物抑制劑、其製備方法和應用 |
| CN111004221B (zh) * | 2019-12-13 | 2021-02-02 | 长治学院 | 一种嘧啶/苯并咪唑杂合物、制备方法及医药用途 |
| CA3202990A1 (en) * | 2020-11-27 | 2022-06-02 | Anrui Biomedical Technology (Guangzhou) Co., Ltd. | Aminoheteroaryl kinase inhibitors |
Family Cites Families (42)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU661533B2 (en) | 1992-01-20 | 1995-07-27 | Astrazeneca Ab | Quinazoline derivatives |
| HRP970371A2 (en) * | 1996-07-13 | 1998-08-31 | Kathryn Jane Smith | Heterocyclic compounds |
| GB9705361D0 (en) * | 1997-03-14 | 1997-04-30 | Celltech Therapeutics Ltd | Chemical compounds |
| US6235741B1 (en) * | 1997-05-30 | 2001-05-22 | Merck & Co., Inc. | Angiogenesis inhibitors |
| IL144745A0 (en) | 1999-02-10 | 2002-06-30 | Astrazeneca Ab | Quinazoline derivatives as angiogenesis inhibitors |
| GB9914258D0 (en) * | 1999-06-18 | 1999-08-18 | Celltech Therapeutics Ltd | Chemical compounds |
| GB9924862D0 (en) * | 1999-10-20 | 1999-12-22 | Celltech Therapeutics Ltd | Chemical compounds |
| US6943161B2 (en) * | 1999-12-28 | 2005-09-13 | Pharmacopela Drug Discovery, Inc. | Pyrimidine and triazine kinase inhibitors |
| MXPA02007957A (es) * | 2000-02-17 | 2002-11-29 | Amgen Inc | Inhibidores de cinasas. |
| GB0004890D0 (en) * | 2000-03-01 | 2000-04-19 | Astrazeneca Uk Ltd | Chemical compounds |
| WO2002016348A1 (en) * | 2000-08-09 | 2002-02-28 | Astrazeneca Ab | Antiangiogenic bicyclic derivatives |
| US20020137755A1 (en) | 2000-12-04 | 2002-09-26 | Bilodeau Mark T. | Tyrosine kinase inhibitors |
| JP4253188B2 (ja) * | 2000-12-21 | 2009-04-08 | グラクソ グループ リミテッド | 血管新生制御剤としてのピリミジンアミン |
| JPWO2002070477A1 (ja) * | 2001-03-01 | 2004-07-02 | 小野薬品工業株式会社 | 2−メチルインドール−4−酢酸、その製造方法およびその合成中間体の製造方法 |
| WO2002102783A1 (en) * | 2001-06-19 | 2002-12-27 | Merck & Co., Inc. | Tyrosine kinase inhibitors |
| WO2003030909A1 (en) * | 2001-09-25 | 2003-04-17 | Bayer Pharmaceuticals Corporation | 2- and 4-aminopyrimidines n-substtituded by a bicyclic ring for use as kinase inhibitors in the treatment of cancer |
| TWI329105B (en) | 2002-02-01 | 2010-08-21 | Rigel Pharmaceuticals Inc | 2,4-pyrimidinediamine compounds and their uses |
| EP1487824B1 (en) | 2002-03-01 | 2007-06-20 | SmithKline Beecham Corporation | Diamino-pyrimidines and their use as angiogenesis inhibitors |
| GB0206215D0 (en) | 2002-03-15 | 2002-05-01 | Novartis Ag | Organic compounds |
| TW200406374A (en) | 2002-05-29 | 2004-05-01 | Novartis Ag | Diaryl urea derivatives useful for the treatment of protein kinase dependent diseases |
| JP2005529954A (ja) | 2002-06-17 | 2005-10-06 | スミスクライン ビーチャム コーポレーション | 化学プロセス |
| BR0313059B8 (pt) * | 2002-07-29 | 2021-07-27 | Rigel Pharmaceuticals | composto, e, composição farmacêutica |
| BR0313871A (pt) * | 2002-08-30 | 2005-07-19 | Eisai Co Ltd | Derivados aromáticos contendo nitrogênio |
| WO2004032882A2 (en) | 2002-10-10 | 2004-04-22 | Smithkline Beecham Corporation | Chemical compounds |
| RS20050363A (sr) | 2002-11-28 | 2007-11-15 | Schering Aktiengesellschaft, | Chk-,Pdk- I Akt-INHIBITORNI PIRIMIDINI, NJIHOVA PROIZVODNJA I UPOTREBA KAO FARMACEUTSKIH SREDSTAVA |
| US7531553B2 (en) | 2003-03-21 | 2009-05-12 | Amgen Inc. | Heterocyclic compounds and methods of use |
| US7442698B2 (en) | 2003-07-24 | 2008-10-28 | Amgen Inc. | Substituted heterocyclic compounds and methods of use |
| US8084457B2 (en) * | 2003-09-15 | 2011-12-27 | Lead Discovery Center Gmbh | Pharmaceutically active 4,6-disubstituted aminopyrimidine derivatives as modulators of protein kinases |
| GB0321710D0 (en) | 2003-09-16 | 2003-10-15 | Novartis Ag | Organic compounds |
| CN100584832C (zh) * | 2003-09-18 | 2010-01-27 | 诺瓦提斯公司 | 可用于治疗增殖性病症的2,4-二(苯基氨基)嘧啶类 |
| AU2004291147A1 (en) * | 2003-11-13 | 2005-06-02 | Ambit Biosciences Corporation | Urea derivatives as kinase modulators |
| US7718697B2 (en) | 2003-12-17 | 2010-05-18 | Alcon, Inc. | Method for treating glaucoma comprising administering α-lipoic acid |
| WO2005063739A1 (en) | 2003-12-23 | 2005-07-14 | Pfizer Inc. | Novel quinoline derivatives |
| DE102004044556A1 (de) * | 2004-09-15 | 2006-03-30 | Bayer Healthcare Ag | Behandlung viraler Infektionen durch selektive Zerstörung virusinfizierter Zellen mit Stresskinase-Inhibitoren |
| TW200628463A (en) * | 2004-11-10 | 2006-08-16 | Synta Pharmaceuticals Corp | Heteroaryl compounds |
| AU2005310143A1 (en) * | 2004-11-19 | 2006-06-08 | Synta Pharmaceuticals Corp. | Pyrimidine compounds and uses thereof |
| KR100735639B1 (ko) | 2004-12-29 | 2007-07-04 | 한미약품 주식회사 | 암세포 성장 억제 효과를 갖는 퀴나졸린 유도체 및 이의제조방법 |
| WO2006071079A1 (en) | 2004-12-29 | 2006-07-06 | Hanmi Pharm. Co., Ltd. | Quinazoline derivatives for inhibiting cancer cell growth and method for the preparation thereof |
| US20060247263A1 (en) * | 2005-04-19 | 2006-11-02 | Amgen Inc. | Substituted heterocyclic compounds and methods of use |
| WO2007027238A2 (en) * | 2005-05-03 | 2007-03-08 | Rigel Pharmaceuticals, Inc. | Jak kinase inhibitors and their uses |
| JP5118029B2 (ja) | 2005-06-14 | 2013-01-16 | タイゲン バイオテクノロジー カンパニー,リミテッド | ピリミジン化合物 |
| US20090149467A1 (en) * | 2005-09-15 | 2009-06-11 | Merck & Co., Inc. | Tyrosine Kinase Inhibitors |
-
2008
- 2008-04-15 PL PL08745881T patent/PL2154967T3/pl unknown
- 2008-04-15 TW TW097113595A patent/TWI484960B/zh not_active IP Right Cessation
- 2008-04-15 EP EP08745881.6A patent/EP2154967B9/en active Active
- 2008-04-15 MX MX2009011199A patent/MX2009011199A/es active IP Right Grant
- 2008-04-15 ES ES08745881.6T patent/ES2465673T3/es active Active
- 2008-04-15 DK DK08745881.6T patent/DK2154967T5/en active
- 2008-04-15 PT PT87458816T patent/PT2154967E/pt unknown
- 2008-04-15 HR HRP20140377AT patent/HRP20140377T2/hr unknown
- 2008-04-15 JP JP2010504191A patent/JP5635398B2/ja not_active Expired - Fee Related
- 2008-04-15 SI SI200831203T patent/SI2154967T1/sl unknown
- 2008-04-15 KR KR1020097023882A patent/KR101424847B1/ko not_active Expired - Fee Related
- 2008-04-15 WO PCT/US2008/060366 patent/WO2008128231A1/en not_active Ceased
- 2008-04-15 BR BRPI0809715-1A patent/BRPI0809715A2/pt not_active Application Discontinuation
- 2008-04-15 NZ NZ580671A patent/NZ580671A/xx not_active IP Right Cessation
- 2008-04-15 RU RU2009141982/04A patent/RU2455994C2/ru active
- 2008-04-15 CA CA2684470A patent/CA2684470C/en active Active
- 2008-04-16 US US12/103,876 patent/US8349859B2/en not_active Expired - Fee Related
-
2012
- 2012-11-08 US US13/672,078 patent/US8901143B2/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| WO2008128231A1 (en) | 2008-10-23 |
| DK2154967T5 (en) | 2014-11-17 |
| TWI484960B (zh) | 2015-05-21 |
| CA2684470C (en) | 2016-02-09 |
| SI2154967T1 (sl) | 2014-06-30 |
| AU2008240084A1 (en) | 2008-10-23 |
| TW200848049A (en) | 2008-12-16 |
| DK2154967T3 (da) | 2014-04-07 |
| KR101424847B1 (ko) | 2016-07-08 |
| US8349859B2 (en) | 2013-01-08 |
| ES2465673T3 (es) | 2014-06-06 |
| HRP20140377T1 (en) | 2014-05-23 |
| EP2154967B1 (en) | 2014-03-05 |
| BRPI0809715A2 (pt) | 2019-11-05 |
| US8901143B2 (en) | 2014-12-02 |
| ES2465673T9 (es) | 2014-11-14 |
| RU2009141982A (ru) | 2011-05-27 |
| RU2455994C2 (ru) | 2012-07-20 |
| MX2009011199A (es) | 2010-03-17 |
| JP2010524952A (ja) | 2010-07-22 |
| KR20100016592A (ko) | 2010-02-12 |
| JP5635398B2 (ja) | 2014-12-03 |
| US20130065890A1 (en) | 2013-03-14 |
| EP2154967B9 (en) | 2014-07-23 |
| PL2154967T3 (pl) | 2014-08-29 |
| HRP20140377T2 (hr) | 2015-01-16 |
| PT2154967E (pt) | 2014-06-05 |
| EP2154967A1 (en) | 2010-02-24 |
| EP2154967A4 (en) | 2010-05-19 |
| US20080255172A1 (en) | 2008-10-16 |
| CA2684470A1 (en) | 2008-10-23 |
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