ZA931585B - Imidazole derivatives with a biphenylsulfonylurea or biphenylsulfonylurethane side chain, process for their preparation and their use. - Google Patents
Imidazole derivatives with a biphenylsulfonylurea or biphenylsulfonylurethane side chain, process for their preparation and their use.Info
- Publication number
- ZA931585B ZA931585B ZA931585A ZA931585A ZA931585B ZA 931585 B ZA931585 B ZA 931585B ZA 931585 A ZA931585 A ZA 931585A ZA 931585 A ZA931585 A ZA 931585A ZA 931585 B ZA931585 B ZA 931585B
- Authority
- ZA
- South Africa
- Prior art keywords
- biphenylsulfonylurethane
- biphenylsulfonylurea
- preparation
- side chain
- imidazole derivatives
- Prior art date
Links
- GYWDYDOMTVIFPI-UHFFFAOYSA-N (2-phenylphenyl)sulfonylurea Chemical compound NC(=O)NS(=O)(=O)C1=CC=CC=C1C1=CC=CC=C1 GYWDYDOMTVIFPI-UHFFFAOYSA-N 0.000 title 1
- NEESMEYXOMGEIC-UHFFFAOYSA-N ethyl n-(2-phenylphenyl)sulfonylcarbamate Chemical group CCOC(=O)NS(=O)(=O)C1=CC=CC=C1C1=CC=CC=C1 NEESMEYXOMGEIC-UHFFFAOYSA-N 0.000 title 1
- 150000002460 imidazoles Chemical class 0.000 title 1
- 229940079865 intestinal antiinfectives imidazole derivative Drugs 0.000 title 1
- 102000008873 Angiotensin II receptor Human genes 0.000 abstract 1
- 108050000824 Angiotensin II receptor Proteins 0.000 abstract 1
- 239000005557 antagonist Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings 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
- C07D233/84—Sulfur atoms
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings 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
- C07D233/90—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Cardiology (AREA)
- Animal Behavior & Ethology (AREA)
- Heart & Thoracic Surgery (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Urology & Nephrology (AREA)
- Vascular Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Cephalosporin Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE4207241 | 1992-03-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ZA931585B true ZA931585B (en) | 1993-09-27 |
Family
ID=6453463
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ZA931585A ZA931585B (en) | 1992-03-07 | 1993-03-05 | Imidazole derivatives with a biphenylsulfonylurea or biphenylsulfonylurethane side chain, process for their preparation and their use. |
Country Status (25)
| Country | Link |
|---|---|
| US (1) | US5604251A (fr) |
| EP (1) | EP0560177B1 (fr) |
| JP (1) | JP3542813B2 (fr) |
| KR (1) | KR930019637A (fr) |
| CN (1) | CN1036341C (fr) |
| AT (1) | ATE230732T1 (fr) |
| AU (1) | AU663565B2 (fr) |
| BR (1) | BR9300761A (fr) |
| CA (1) | CA2091135A1 (fr) |
| CZ (1) | CZ281983B6 (fr) |
| DE (1) | DE59310323D1 (fr) |
| DK (1) | DK0560177T3 (fr) |
| ES (1) | ES2187501T3 (fr) |
| FI (1) | FI930970A7 (fr) |
| HU (1) | HUT64041A (fr) |
| IL (1) | IL104971A0 (fr) |
| MA (1) | MA22814A1 (fr) |
| NO (1) | NO303632B1 (fr) |
| NZ (1) | NZ247059A (fr) |
| PH (1) | PH31466A (fr) |
| PL (1) | PL173023B1 (fr) |
| RU (1) | RU2116300C1 (fr) |
| SK (1) | SK279109B6 (fr) |
| TW (1) | TW215434B (fr) |
| ZA (1) | ZA931585B (fr) |
Families Citing this family (43)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4010797A1 (de) * | 1990-04-04 | 1991-10-10 | Hoechst Ag | Substituierte azole, verfahren zu deren herstellung, diese enthaltende mittel und deren verwendung |
| US5514696A (en) * | 1992-05-06 | 1996-05-07 | Bristol-Myers Squibb Co. | Phenyl sulfonamide endothelin antagonists |
| RU2109736C1 (ru) * | 1992-12-17 | 1998-04-27 | Санкио Компани Лимитед | Производные бифенила и способ их получения |
| FR2716883B1 (fr) * | 1994-03-04 | 1996-04-26 | Roussel Uclaf | Nouveaux dérivés tétrasubstitués de l'imidazole, leur préparation, nouveaux intermédiaires obtenus, leur application à titre de médicaments, compositions pharmaceutiques les renfermant. |
| FR2716882B1 (fr) * | 1994-03-04 | 1996-04-05 | Roussel Uclaf | Utilisation de dérivés de l'imidazole au traitement d'affections impliquant les récepteurs AT1 et AT2 de l'Angiotensine, certains de ces produits, leur préparation, compositions pharmaceutiques. |
| US5612359A (en) * | 1994-08-26 | 1997-03-18 | Bristol-Myers Squibb Company | Substituted biphenyl isoxazole sulfonamides |
| US5760038A (en) * | 1995-02-06 | 1998-06-02 | Bristol-Myers Squibb Company | Substituted biphenyl sulfonamide endothelin antagonists |
| US5780473A (en) * | 1995-02-06 | 1998-07-14 | Bristol-Myers Squibb Company | Substituted biphenyl sulfonamide endothelin antagonists |
| US5846990A (en) * | 1995-07-24 | 1998-12-08 | Bristol-Myers Squibb Co. | Substituted biphenyl isoxazole sulfonamides |
| JPH09124620A (ja) | 1995-10-11 | 1997-05-13 | Bristol Myers Squibb Co | 置換ビフェニルスルホンアミドエンドセリン拮抗剤 |
| EP0904077A4 (fr) | 1996-02-20 | 1999-12-22 | Bristol Myers Squibb Co | Procedes d'elaboration de biphenyl isoxazole sulfamides |
| US5856507A (en) * | 1997-01-21 | 1999-01-05 | Bristol-Myers Squibb Co. | Methods for the preparation of biphenyl isoxazole sulfonamides |
| US5939446A (en) * | 1996-04-09 | 1999-08-17 | Bristol-Myers Squibb Co. | Heteroaryl substituted phenyl isoxazole sulfonamide endothelin antagonists |
| CA2274789A1 (fr) * | 1996-12-13 | 1998-06-18 | Zymogenetics, Inc. | Compositions visant a stimuler la croissance osseuse et methodes afferentes |
| EP0855392A3 (fr) | 1997-01-22 | 2000-01-05 | Hoechst Aktiengesellschaft | Hétérocycles à cinq chaínons contenant des substituants biphénylylsulphoniques, leur procédé de préparation, leur utilisation comme médicament ou agent diagnostique ainsi que médicament les contenant |
| TW536540B (en) * | 1997-01-30 | 2003-06-11 | Bristol Myers Squibb Co | Endothelin antagonists: N-[[2'-[[(4,5-dimethyl-3-isoxazolyl)amino]sulfonyl]-4-(2-oxazolyl)[1,1'-biphenyl]-2-yl]methyl]-N,3,3-trimethylbutanamide and N-(4,5-dimethyl-3-isoxazolyl)-2'-[(3,3-dimethyl-2-oxo-1-pyrrolidinyl)methyl]-4'-(2-oxazolyl)[1,1'-biphe |
| WO1998033781A1 (fr) * | 1997-01-30 | 1998-08-06 | Bristol-Myers Squibb Company | Procede pour prevenir ou traiter l'hypertension due a une baisse de secretion de la renine, par l'administration d'un antagoniste de l'endotheline |
| WO1999019471A1 (fr) | 1997-10-16 | 1999-04-22 | Board Of Regents, The University Of Texas System | Modeles et traitement de l'hypertrophie cardiaque en liaison avec la fonction nf-at3 |
| DE19802969A1 (de) | 1998-01-27 | 1999-07-29 | Hoechst Marion Roussel De Gmbh | Verfahren zur Herstellung von S-Alkyl(Aryl)-substituierten Imidazol-Derivaten |
| DE19820064A1 (de) * | 1998-05-06 | 1999-11-11 | Hoechst Marion Roussel De Gmbh | Substituierte Sulfonylcyanamide, Verfahren zu ihrer Herstellung und ihre Verwendung als Medikament |
| DE19832428A1 (de) * | 1998-07-18 | 2000-01-20 | Hoechst Marion Roussel De Gmbh | Imidazolderivate mit Biphenylsulfonylsubstitution, Verfahren zu ihrer Herstellung, ihre Verwendung als Medikament oder Diagnostikum sowie sie enthaltendes Medikament |
| DE19832429A1 (de) * | 1998-07-18 | 2000-01-20 | Hoechst Marion Roussel De Gmbh | Imidazolderivate mit Biphenylsulfonylsubstitution, Verfahren zu ihrer Herstellung, ihre Verwendung als Medikament oder Diagnostikum sowie sie enthaltendes Medikament |
| IL144708A0 (en) | 1999-03-19 | 2002-06-30 | Bristol Myers Squibb Co | Methods for the preparation of biphenyl isoxazole sulfonamide derivatives |
| US20040106647A1 (en) * | 2002-06-28 | 2004-06-03 | Schneider Michael D. | Modulators of Cdk9 as a therapeutic target in cardiac hypertrophy |
| WO2004002226A1 (fr) * | 2002-06-28 | 2004-01-08 | Baylor College Of Medicine | Modulateurs de cdk9 utilises comme cible therapeutique dans l'hypertrophie cardiaque |
| EP1631268A2 (fr) * | 2003-05-21 | 2006-03-08 | Board Of Regents The University Of Texas System | Inhibition de la proteine kinase c-mu (pkd) dans le traitement de l'hypertrophie cardiaque et de l'insuffisance cardiaque |
| NZ544472A (en) | 2003-07-03 | 2009-04-30 | Myriad Genetics Inc | Compounds and therapeutical use thereof |
| US8309562B2 (en) * | 2003-07-03 | 2012-11-13 | Myrexis, Inc. | Compounds and therapeutical use thereof |
| JP2007510727A (ja) * | 2003-11-03 | 2007-04-26 | ミオゲン インコーポレイティッド | 心血管疾患を治療するための1,4−ジヒドロピリジン化合物、薬学的組成物、および方法 |
| JP2007510728A (ja) * | 2003-11-03 | 2007-04-26 | ミオゲン インコーポレイティッド | 心血管疾患を治療するための1,4−ジヒドロピリジン化合物、薬学的組成物、および方法 |
| US20060018970A1 (en) * | 2003-12-12 | 2006-01-26 | Myogen, Inc. | Enoximone formulations and their use in the treatment of cardiac hypertrophy and heart failure |
| CA2560538A1 (fr) * | 2004-03-22 | 2005-10-06 | Myogen, Inc. | (r)-enoximone sulfoxyde et son utilisation dans le traitement de maladies induites par pde-iii |
| EP1737448A1 (fr) * | 2004-03-22 | 2007-01-03 | Myogen, Inc. | Sulfoxyde de (s)-enoximone et son utilisation dans le traitement de maladies mediees par pde-iii |
| EP1776108A1 (fr) * | 2004-06-23 | 2007-04-25 | Myogen, Inc. | Formulations d'enoximone et utilisation dans le traitement de maladies a mediation par pde-iii |
| CA2592900A1 (fr) | 2005-01-03 | 2006-07-13 | Myriad Genetics Inc. | Composes et utilisation therapeutique associee |
| US8258145B2 (en) * | 2005-01-03 | 2012-09-04 | Myrexis, Inc. | Method of treating brain cancer |
| EP1945242A2 (fr) * | 2005-07-22 | 2008-07-23 | The Regents of the University of Colorado, A Body Corporate | Inhibition de la kinase erk 1/2 ("extracellular signal-regulated kinase") servant a traiter l'hypertrophie cardiaque et l'insuffisance cardiaque |
| JP2009520833A (ja) * | 2005-12-20 | 2009-05-28 | ギリード・コロラド・インコーポレーテッド | 4,7−ジヒドロチエノ[2,3−b]ピリジン化合物及び医薬組成物 |
| KR101485495B1 (ko) | 2006-08-01 | 2015-01-22 | 보드 오브 리전츠 오브 더 유니버시티 오브 텍사스 시스템 | 베타-마이오신 중사슬의 발현을 활성화하는 마이크로-rna의 동정 |
| AU2008283795B2 (en) | 2007-07-31 | 2013-11-21 | Board Of Regents, The University Of Texas System | A micro-RNA family that modulates fibrosis and uses thereof |
| CA2718520C (fr) | 2008-03-17 | 2020-01-07 | The Board Of Regents Of The University Of Texas System | Identification des micro-arn dans l'entretien et la regeneration de synapses neuromusculaires |
| US9539427B2 (en) | 2010-11-08 | 2017-01-10 | The Johns Hopkins University | Methods for improving heart function |
| GB2605148A (en) * | 2021-03-23 | 2022-09-28 | Vicore Pharma Ab | New compounds |
Family Cites Families (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5671074A (en) * | 1979-11-12 | 1981-06-13 | Takeda Chem Ind Ltd | 1,2-disubstituted-4-halogenoimidazole-5-acetic acid derivative |
| US4355044A (en) * | 1980-12-19 | 1982-10-19 | Bernardo Heller | D-Phenylalanine treatment |
| CA1334092C (fr) * | 1986-07-11 | 1995-01-24 | David John Carini | Imidazoles bloquant les recepteurs de l'angiotensine ii |
| US5138069A (en) * | 1986-07-11 | 1992-08-11 | E. I. Du Pont De Nemours And Company | Angiotensin II receptor blocking imidazoles |
| SU1518949A1 (ru) * | 1987-04-09 | 1995-04-30 | Всесоюзный научно-исследовательский институт химии и технологии лекарственных средств | Способ получения инъекционного раствора 5-этокси-2-этилтиобензимидазола |
| CA1338238C (fr) * | 1988-01-07 | 1996-04-09 | David John Carini | Imidazoles bloquant les recepteurs de l'angiotensine ii et combinaisons de ces imidazoles avec des diuretiques et des anti-inflammatoires non steroidiens |
| US5015651A (en) * | 1988-01-07 | 1991-05-14 | E. I. Du Pont De Nemours And Company | Treatment of hypertension with 1,2,4-angiotensin II antagonists |
| US5064825A (en) * | 1989-06-01 | 1991-11-12 | Merck & Co., Inc. | Angiotensin ii antagonists |
| DE4010797A1 (de) * | 1990-04-04 | 1991-10-10 | Hoechst Ag | Substituierte azole, verfahren zu deren herstellung, diese enthaltende mittel und deren verwendung |
| NZ238688A (en) * | 1990-06-28 | 1992-05-26 | Smithkline Beecham Corp | Substituted histidines: pharmaceutical compositions, preparation and uses thereof |
| US5135197A (en) * | 1990-08-30 | 1992-08-04 | Qualtec Data Products, Inc. | Equipment security method and apparatus |
| US5126342A (en) * | 1990-10-01 | 1992-06-30 | Merck & Co., Inc. | Imidazole angiotensin ii antagonists incorporating acidic functional groups |
| US5087634A (en) * | 1990-10-31 | 1992-02-11 | G. D. Searle & Co. | N-substituted imidazol-2-one compounds for treatment of circulatory disorders |
| CA2058198A1 (fr) * | 1991-01-04 | 1992-07-05 | Adalbert Wagner | Procede de preparation et utilisation de derives d'azole |
| US5236928A (en) * | 1991-03-19 | 1993-08-17 | Merck & Co., Inc. | Imidazole derivatives bearing acidic functional groups at the 5-position, their compositions and methods of use as angiotensin II antagonists |
| WO1993004045A1 (fr) * | 1991-08-19 | 1993-03-04 | E.I. Du Pont De Nemours And Company | Derives d'imidazolinone d'inhibition de l'action de l'angiotensine ii sur ses recepteurs |
| DE4221009A1 (de) * | 1992-06-26 | 1994-01-05 | Bayer Ag | Imidazolyl-substituierte Cyclohexanderivate |
| RU2109736C1 (ru) * | 1992-12-17 | 1998-04-27 | Санкио Компани Лимитед | Производные бифенила и способ их получения |
-
1992
- 1992-08-21 TW TW081106607A patent/TW215434B/zh active
- 1992-12-21 CZ CS923811A patent/CZ281983B6/cs not_active IP Right Cessation
- 1992-12-21 SK SK3811-92A patent/SK279109B6/sk unknown
-
1993
- 1993-03-02 DK DK93103301T patent/DK0560177T3/da active
- 1993-03-02 EP EP93103301A patent/EP0560177B1/fr not_active Expired - Lifetime
- 1993-03-02 DE DE59310323T patent/DE59310323D1/de not_active Expired - Lifetime
- 1993-03-02 AT AT93103301T patent/ATE230732T1/de active
- 1993-03-02 ES ES93103301T patent/ES2187501T3/es not_active Expired - Lifetime
- 1993-03-04 NZ NZ247059A patent/NZ247059A/en unknown
- 1993-03-04 FI FI930970A patent/FI930970A7/fi unknown
- 1993-03-05 NO NO930817A patent/NO303632B1/no unknown
- 1993-03-05 PL PL93297955A patent/PL173023B1/pl unknown
- 1993-03-05 ZA ZA931585A patent/ZA931585B/xx unknown
- 1993-03-05 CN CN93102412A patent/CN1036341C/zh not_active Expired - Fee Related
- 1993-03-05 MA MA23107A patent/MA22814A1/fr unknown
- 1993-03-05 AU AU34011/93A patent/AU663565B2/en not_active Ceased
- 1993-03-05 HU HU9300618A patent/HUT64041A/hu unknown
- 1993-03-05 RU RU93004577A patent/RU2116300C1/ru active
- 1993-03-05 JP JP04476993A patent/JP3542813B2/ja not_active Expired - Lifetime
- 1993-03-05 PH PH45819A patent/PH31466A/en unknown
- 1993-03-05 BR BR9300761A patent/BR9300761A/pt not_active Application Discontinuation
- 1993-03-05 KR KR1019930003270A patent/KR930019637A/ko not_active Ceased
- 1993-03-05 CA CA002091135A patent/CA2091135A1/fr not_active Abandoned
- 1993-03-07 IL IL104971A patent/IL104971A0/xx unknown
-
1995
- 1995-06-07 US US08/479,561 patent/US5604251A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| ATE230732T1 (de) | 2003-01-15 |
| FI930970A7 (fi) | 1993-09-08 |
| DE59310323D1 (de) | 2003-02-13 |
| JPH069572A (ja) | 1994-01-18 |
| FI930970A0 (fi) | 1993-03-04 |
| AU3401193A (en) | 1993-09-09 |
| KR930019637A (ko) | 1993-10-18 |
| HUT64041A (en) | 1993-11-29 |
| SK381192A3 (en) | 1998-06-03 |
| TW215434B (fr) | 1993-11-01 |
| PH31466A (en) | 1998-11-03 |
| NO303632B1 (no) | 1998-08-10 |
| NO930817D0 (no) | 1993-03-05 |
| HU9300618D0 (en) | 1993-05-28 |
| SK279109B6 (sk) | 1998-06-03 |
| CZ281983B6 (cs) | 1997-04-16 |
| CA2091135A1 (fr) | 1993-09-08 |
| NO930817L (no) | 1993-09-08 |
| JP3542813B2 (ja) | 2004-07-14 |
| AU663565B2 (en) | 1995-10-12 |
| CZ381192A3 (en) | 1993-12-15 |
| EP0560177B1 (fr) | 2003-01-08 |
| PL297955A1 (en) | 1993-09-20 |
| PL173023B1 (pl) | 1998-01-30 |
| CN1076192A (zh) | 1993-09-15 |
| MA22814A1 (fr) | 1993-10-01 |
| CN1036341C (zh) | 1997-11-05 |
| IL104971A0 (en) | 1993-07-08 |
| NZ247059A (en) | 1995-03-28 |
| BR9300761A (pt) | 1993-09-14 |
| EP0560177A1 (fr) | 1993-09-15 |
| US5604251A (en) | 1997-02-18 |
| ES2187501T3 (es) | 2003-06-16 |
| RU2116300C1 (ru) | 1998-07-27 |
| DK0560177T3 (da) | 2003-04-14 |
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