JP2009536218A5 - - Google Patents
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- JP2009536218A5 JP2009536218A5 JP2009510100A JP2009510100A JP2009536218A5 JP 2009536218 A5 JP2009536218 A5 JP 2009536218A5 JP 2009510100 A JP2009510100 A JP 2009510100A JP 2009510100 A JP2009510100 A JP 2009510100A JP 2009536218 A5 JP2009536218 A5 JP 2009536218A5
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- JP
- Japan
- Prior art keywords
- alkyl
- group
- hydrogen
- halogen
- compound
- 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.)
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- 125000000217 alkyl group Chemical group 0.000 claims description 70
- 150000001875 compounds Chemical class 0.000 claims description 69
- 229910052739 hydrogen Inorganic materials 0.000 claims description 48
- 239000001257 hydrogen Substances 0.000 claims description 48
- 229910052736 halogen Inorganic materials 0.000 claims description 44
- 150000002367 halogens Chemical class 0.000 claims description 44
- 150000002431 hydrogen Chemical class 0.000 claims description 24
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 23
- 150000002148 esters Chemical class 0.000 claims description 22
- 239000000651 prodrug Substances 0.000 claims description 22
- 229940002612 prodrugs Drugs 0.000 claims description 22
- 150000003839 salts Chemical class 0.000 claims description 22
- 239000011780 sodium chloride Substances 0.000 claims description 22
- 125000003545 alkoxy group Chemical group 0.000 claims description 20
- 125000001424 substituent group Chemical group 0.000 claims description 20
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 18
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 16
- 125000006648 (C1-C8) haloalkyl group Chemical group 0.000 claims description 14
- 125000001072 heteroaryl group Chemical group 0.000 claims description 14
- 125000004043 oxo group Chemical group O=* 0.000 claims description 14
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims description 12
- 125000000304 alkynyl group Chemical group 0.000 claims description 11
- 125000004122 cyclic group Chemical group 0.000 claims description 10
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 9
- 239000000203 mixture Substances 0.000 claims description 8
- 125000000623 heterocyclic group Chemical group 0.000 claims description 6
- 208000007536 Thrombosis Diseases 0.000 claims description 4
- 125000003342 alkenyl group Chemical group 0.000 claims description 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 4
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 4
- 125000001153 fluoro group Chemical group F* 0.000 claims description 4
- -1 hydroxy, amino Chemical group 0.000 claims description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
- 230000001732 thrombotic Effects 0.000 claims description 4
- 210000004369 Blood Anatomy 0.000 claims description 3
- 241000124008 Mammalia Species 0.000 claims description 3
- 239000008280 blood Substances 0.000 claims description 3
- 230000015271 coagulation Effects 0.000 claims description 3
- 230000002401 inhibitory effect Effects 0.000 claims description 3
- 238000002560 therapeutic procedure Methods 0.000 claims description 3
- 208000004476 Acute Coronary Syndrome Diseases 0.000 claims description 2
- 206010002383 Angina pectoris Diseases 0.000 claims description 2
- 206010002388 Angina unstable Diseases 0.000 claims description 2
- GKTWGGQPFAXNFI-HNNXBMFYSA-N Clopidogrel Chemical compound C1([C@H](N2CC=3C=CSC=3CC2)C(=O)OC)=CC=CC=C1Cl GKTWGGQPFAXNFI-HNNXBMFYSA-N 0.000 claims description 2
- 208000002528 Coronary Thrombosis Diseases 0.000 claims description 2
- 206010011091 Coronary artery thrombosis Diseases 0.000 claims description 2
- 206010051055 Deep vein thrombosis Diseases 0.000 claims description 2
- 208000009190 Disseminated Intravascular Coagulation Diseases 0.000 claims description 2
- 206010014498 Embolic stroke Diseases 0.000 claims description 2
- 210000003709 Heart Valves Anatomy 0.000 claims description 2
- 206010062506 Heparin-induced thrombocytopenia Diseases 0.000 claims description 2
- 208000010125 Myocardial Infarction Diseases 0.000 claims description 2
- 208000010378 Pulmonary Embolism Diseases 0.000 claims description 2
- 206010043647 Thrombotic stroke Diseases 0.000 claims description 2
- 206010044390 Transient ischaemic attack Diseases 0.000 claims description 2
- 208000007814 Unstable Angina Diseases 0.000 claims description 2
- 206010047115 Vasculitis Diseases 0.000 claims description 2
- 206010047249 Venous thrombosis Diseases 0.000 claims description 2
- 239000003146 anticoagulant agent Substances 0.000 claims description 2
- 201000005114 blood coagulation disease Diseases 0.000 claims description 2
- 238000007887 coronary angioplasty Methods 0.000 claims description 2
- 238000009434 installation Methods 0.000 claims description 2
- 201000004332 intermediate coronary syndrome Diseases 0.000 claims description 2
- 230000001404 mediated Effects 0.000 claims description 2
- 230000000414 obstructive Effects 0.000 claims description 2
- 239000000546 pharmaceutic aid Substances 0.000 claims description 2
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 2
- 201000010874 syndrome Diseases 0.000 claims description 2
- 230000002537 thrombolytic Effects 0.000 claims description 2
- 201000007023 thrombotic thrombocytopenic purpura Diseases 0.000 claims description 2
- 201000010875 transient cerebral ischemia Diseases 0.000 claims description 2
- 125000004649 C2-C8 alkynyl group Chemical group 0.000 claims 1
- 238000005345 coagulation Methods 0.000 claims 1
- 125000004435 hydrogen atoms Chemical group [H]* 0.000 claims 1
- 0 *C(NCc(nc1*)c(*)[n]1-c(cc1*)c(*)cc1S)=O Chemical compound *C(NCc(nc1*)c(*)[n]1-c(cc1*)c(*)cc1S)=O 0.000 description 12
- 206010009802 Coagulopathy Diseases 0.000 description 2
- 230000035602 clotting Effects 0.000 description 2
- MEJIGHZPRMKCHW-UHFFFAOYSA-N CC(C)N(C=CN=C1)C1=O Chemical compound CC(C)N(C=CN=C1)C1=O MEJIGHZPRMKCHW-UHFFFAOYSA-N 0.000 description 1
- VZWZDYSMVHQTHD-UHFFFAOYSA-N CC(C)N1N=CC=CC1=O Chemical compound CC(C)N1N=CC=CC1=O VZWZDYSMVHQTHD-UHFFFAOYSA-N 0.000 description 1
- LQKMCBPMBNUKSU-UHFFFAOYSA-N CN(C=CC=N1)C1=O Chemical compound CN(C=CC=N1)C1=O LQKMCBPMBNUKSU-UHFFFAOYSA-N 0.000 description 1
- GGYVTHJIUNGKFZ-UHFFFAOYSA-N CN(CCCC1)C1=O Chemical compound CN(CCCC1)C1=O GGYVTHJIUNGKFZ-UHFFFAOYSA-N 0.000 description 1
- COYPZADTXISTSJ-UHFFFAOYSA-N CN(CCCN1)C1=O Chemical compound CN(CCCN1)C1=O COYPZADTXISTSJ-UHFFFAOYSA-N 0.000 description 1
- JTPZTKBRUCILQD-UHFFFAOYSA-N CN(CCN1)C1=O Chemical compound CN(CCN1)C1=O JTPZTKBRUCILQD-UHFFFAOYSA-N 0.000 description 1
- HOURFTFBPLQQTA-UHFFFAOYSA-N COC(c(cc(cc1)N(C=CC=C2)C2=O)c1-[n]1cnc(CNC(c([s]2)ccc2Cl)=O)c1)=O Chemical compound COC(c(cc(cc1)N(C=CC=C2)C2=O)c1-[n]1cnc(CNC(c([s]2)ccc2Cl)=O)c1)=O HOURFTFBPLQQTA-UHFFFAOYSA-N 0.000 description 1
- VUZDBGMBMPEGLU-UHFFFAOYSA-N CS(c(cc(cc1)N(C=CC=C2)C2=O)c1-[n]1cnc(CNC(c([s]2)ccc2Cl)=O)c1)(=O)=O Chemical compound CS(c(cc(cc1)N(C=CC=C2)C2=O)c1-[n]1cnc(CNC(c([s]2)ccc2Cl)=O)c1)(=O)=O VUZDBGMBMPEGLU-UHFFFAOYSA-N 0.000 description 1
- AWRRWVACWCKVAB-UHFFFAOYSA-N CSc1nc(CNC(c([s]2)ccc2Cl)=O)c[n]1-c(cc1)ccc1N(C=CC=C1)C1=O Chemical compound CSc1nc(CNC(c([s]2)ccc2Cl)=O)c[n]1-c(cc1)ccc1N(C=CC=C1)C1=O AWRRWVACWCKVAB-UHFFFAOYSA-N 0.000 description 1
- AWRRWVACWCKVAB-UHFFFAOYSA-O C[SH+]c1nc(CNC(c([s]2)ccc2Cl)=O)c[n]1-c(cc1)ccc1N(C=CC=C1)C1=O Chemical compound C[SH+]c1nc(CNC(c([s]2)ccc2Cl)=O)c[n]1-c(cc1)ccc1N(C=CC=C1)C1=O AWRRWVACWCKVAB-UHFFFAOYSA-O 0.000 description 1
- QZWFIJCOFXOLBT-UHFFFAOYSA-N O=C(c([s]1)ccc1Cl)NCc(nc1)c[n]1-c(cc1)ccc1N(C=CC=C1)C1=O Chemical compound O=C(c([s]1)ccc1Cl)NCc(nc1)c[n]1-c(cc1)ccc1N(C=CC=C1)C1=O QZWFIJCOFXOLBT-UHFFFAOYSA-N 0.000 description 1
- FMRVZCFQPFDOBB-UHFFFAOYSA-N O=C(c([s]1)ccc1Cl)NCc(nc1)c[n]1-c(cc1)ccc1N(CCS(C1)(=O)=O)C1=O Chemical compound O=C(c([s]1)ccc1Cl)NCc(nc1)c[n]1-c(cc1)ccc1N(CCS(C1)(=O)=O)C1=O FMRVZCFQPFDOBB-UHFFFAOYSA-N 0.000 description 1
- KIVALIXZTZZARM-UHFFFAOYSA-N O=C(c([s]1)ccc1Cl)NCc(nc1)c[n]1-c(cc1)ccc1N(CCS(C1)=O)C1=O Chemical compound O=C(c([s]1)ccc1Cl)NCc(nc1)c[n]1-c(cc1)ccc1N(CCS(C1)=O)C1=O KIVALIXZTZZARM-UHFFFAOYSA-N 0.000 description 1
- CJGVACPFTXQBCJ-UHFFFAOYSA-N O=C(c([s]1)ccc1Cl)NCc(nc1)c[n]1-c(cc1)ccc1N(CCSC1)C1=O Chemical compound O=C(c([s]1)ccc1Cl)NCc(nc1)c[n]1-c(cc1)ccc1N(CCSC1)C1=O CJGVACPFTXQBCJ-UHFFFAOYSA-N 0.000 description 1
- CRUMWEIFBNZNPN-UHFFFAOYSA-N O=C(c([s]1)ccc1Cl)NCc(nc1)c[n]1-c(cc1F)ccc1N(C=CC=C1)C1=O Chemical compound O=C(c([s]1)ccc1Cl)NCc(nc1)c[n]1-c(cc1F)ccc1N(C=CC=C1)C1=O CRUMWEIFBNZNPN-UHFFFAOYSA-N 0.000 description 1
- RQSYBZQWMSQDFK-UHFFFAOYSA-N O=C(c([s]1)ccc1Cl)NCc(nc1)c[n]1-c(ccc(N(C=CC=C1)C1=O)c1)c1F Chemical compound O=C(c([s]1)ccc1Cl)NCc(nc1)c[n]1-c(ccc(N(C=CC=C1)C1=O)c1)c1F RQSYBZQWMSQDFK-UHFFFAOYSA-N 0.000 description 1
- WIMLENNNCRQYLE-UHFFFAOYSA-N O=C(c([s]1)ccc1Cl)NCc(nc1)c[n]1-c(ccc(N(C=CC=C1)C1=O)c1)c1N(CC1)CCS1(=O)=O Chemical compound O=C(c([s]1)ccc1Cl)NCc(nc1)c[n]1-c(ccc(N(C=CC=C1)C1=O)c1)c1N(CC1)CCS1(=O)=O WIMLENNNCRQYLE-UHFFFAOYSA-N 0.000 description 1
- LUGWMEWUBXERDW-UHFFFAOYSA-N O=C(c([s]1)ccc1Cl)NCc(nc1)c[n]1-c(ccc(N(C=CC=C1)C1=O)c1)c1N(CCN1)CC1=O Chemical compound O=C(c([s]1)ccc1Cl)NCc(nc1)c[n]1-c(ccc(N(C=CC=C1)C1=O)c1)c1N(CCN1)CC1=O LUGWMEWUBXERDW-UHFFFAOYSA-N 0.000 description 1
- XBFQEWMEELMQKX-UHFFFAOYSA-N O=C(c([s]1)ccc1Cl)NCc(nc1)c[n]1-c(ccc(N(C=CC=C1)C1=O)c1)c1N1CCSCC1 Chemical compound O=C(c([s]1)ccc1Cl)NCc(nc1)c[n]1-c(ccc(N(C=CC=C1)C1=O)c1)c1N1CCSCC1 XBFQEWMEELMQKX-UHFFFAOYSA-N 0.000 description 1
- ZTMZOKIEPBNNST-UHFFFAOYSA-N O=C(c([s]1)ccc1Cl)NCc(nc1S=O)c[n]1-c(cc1)ccc1N(C=CC=C1)C1=O Chemical compound O=C(c([s]1)ccc1Cl)NCc(nc1S=O)c[n]1-c(cc1)ccc1N(C=CC=C1)C1=O ZTMZOKIEPBNNST-UHFFFAOYSA-N 0.000 description 1
- KMANCAXITPTEII-UHFFFAOYSA-N OCCNc(cc(cc1)N(C=CC=C2)C2=O)c1-[n]1cnc(CNC(c([s]2)ccc2Cl)=O)c1 Chemical compound OCCNc(cc(cc1)N(C=CC=C2)C2=O)c1-[n]1cnc(CNC(c([s]2)ccc2Cl)=O)c1 KMANCAXITPTEII-UHFFFAOYSA-N 0.000 description 1
- GEIVFFPHNYQVML-UHFFFAOYSA-N OS(CCCCNc(cc1)ccc1-[n]1cnc(CNC(c([s]2)ccc2Cl)=O)c1)O Chemical compound OS(CCCCNc(cc1)ccc1-[n]1cnc(CNC(c([s]2)ccc2Cl)=O)c1)O GEIVFFPHNYQVML-UHFFFAOYSA-N 0.000 description 1
- MHVQVYXOJMLSMZ-UHFFFAOYSA-N Oc(cc(cc1)N(C=CC=C2)C2=O)c1-[n]1cnc(CNC(c([s]2)ccc2Cl)=O)c1 Chemical compound Oc(cc(cc1)N(C=CC=C2)C2=O)c1-[n]1cnc(CNC(c([s]2)ccc2Cl)=O)c1 MHVQVYXOJMLSMZ-UHFFFAOYSA-N 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
Applications Claiming Priority (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US79795406P | 2006-05-05 | 2006-05-05 | |
US60/797,954 | 2006-05-05 | ||
US88366707P | 2007-01-05 | 2007-01-05 | |
US60/883,667 | 2007-01-05 | ||
PCT/US2007/068262 WO2007131179A1 (en) | 2006-05-05 | 2007-05-04 | Factor xa inhibitors |
Publications (3)
Publication Number | Publication Date |
---|---|
JP2009536218A JP2009536218A (ja) | 2009-10-08 |
JP2009536218A5 true JP2009536218A5 (US07585860-20090908-C00112.png) | 2011-05-26 |
JP5227311B2 JP5227311B2 (ja) | 2013-07-03 |
Family
ID=38480433
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2009510100A Expired - Fee Related JP5227311B2 (ja) | 2006-05-05 | 2007-05-04 | 第Xa因子阻害剤 |
Country Status (17)
Families Citing this family (39)
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EP1259485B1 (en) | 2000-02-29 | 2005-11-30 | Millennium Pharmaceuticals, Inc. | BENZAMIDES AND RELATED INHIBITORS OF FACTOR Xa |
CN1968922A (zh) | 2004-06-18 | 2007-05-23 | 米伦纽姆医药公司 | 因子xa抑制剂 |
US7696352B2 (en) * | 2004-06-18 | 2010-04-13 | Millennium Pharmaceuticals, Inc. | Factor Xa inhibitors |
SI1928454T1 (sl) | 2005-05-10 | 2015-01-30 | Intermune, Inc. | Piridonski derivati za moduliranje s stresom aktiviranega protein kinaznega sistema |
US20080200431A1 (en) * | 2005-07-08 | 2008-08-21 | Astrazeneca Ab | Heterocyclic Sulfonamide Derivatives as Inhibitors of Factor Xa |
WO2007008143A1 (en) * | 2005-07-08 | 2007-01-18 | Astrazeneca Ab | Heterocyclic sulfonamide derivatives as inhibitors of factor xa |
WO2007112367A2 (en) * | 2006-03-27 | 2007-10-04 | Portola Pharmaceuticals, Inc. | Potassium channel modulators and platelet procoagulant activity |
WO2007131179A1 (en) | 2006-05-05 | 2007-11-15 | Millennium Pharmaceuticals, Inc. | Factor xa inhibitors |
ES2382055T3 (es) * | 2006-11-02 | 2012-06-04 | Millennium Pharmaceuticals, Inc. | Métodos para sintetizar sales farmacéuticas de un inhibidor del factor Xa |
AU2008205093A1 (en) * | 2007-01-05 | 2008-07-17 | Millennium Pharmaceuticals, Inc. | Factor Xa inhibitors |
KR101473207B1 (ko) * | 2007-04-13 | 2014-12-16 | 밀레니엄 파머슈티컬스 인코퍼레이티드 | Xa 인자 억제제로서 작용하는 화합물과의 병용 항응고 요법 |
US20080279845A1 (en) * | 2007-05-02 | 2008-11-13 | Portola Pharmaceuticals, Inc. | Combination therapy with a compound acting as a platelet adp receptor inhibitor |
WO2009063029A2 (en) * | 2007-11-16 | 2009-05-22 | Boehringer Ingelheim International Gmbh | Substituted amides, manufacturing and use thereof as medicaments |
JP5627574B2 (ja) | 2008-06-03 | 2014-11-19 | インターミューン, インコーポレイテッド | 炎症性および線維性疾患を治療するための化合物および方法 |
US20110160250A1 (en) * | 2009-12-17 | 2011-06-30 | Millennium Pharmaceuticals, Inc. | Crystalline forms of a factor xa inhibitor |
CN104774176A (zh) | 2009-12-17 | 2015-07-15 | 米伦纽姆医药公司 | 合成Xa因子抑制剂的方法 |
JP5796872B2 (ja) * | 2009-12-17 | 2015-10-21 | ミレニアム ファーマシューティカルズ, インコーポレイテッドMillennium Pharmaceuticals, Inc. | 第Xa因子阻害剤の結晶性塩 |
US8742120B2 (en) | 2009-12-17 | 2014-06-03 | Millennium Pharmaceuticals, Inc. | Methods of preparing factor xa inhibitors and salts thereof |
AR082804A1 (es) | 2010-09-01 | 2013-01-09 | Portola Pharm Inc | Formas cristalinas de un inhibidor del factor xa |
TW201240664A (en) | 2010-09-01 | 2012-10-16 | Portola Pharm Inc | Methods and formulations of treating thrombosis with betrixaban and a P-glycoprotein inhibitor |
US20150224091A1 (en) | 2011-08-31 | 2015-08-13 | Portola Pharmaceuticals, Inc. | Prevention and treatment of thrombosis in medically ill patients |
CN103242310A (zh) * | 2012-02-10 | 2013-08-14 | 苏州迈泰生物技术有限公司 | 吡唑并吡啶酮类化合物及其在制备抗凝血药物中的用途 |
MX2015000830A (es) * | 2012-07-18 | 2015-10-26 | Sunshine Lake Pharma Co Ltd | Derivados heterociclicos nitrogenosos y su aplicacion en farmacos. |
AR092742A1 (es) | 2012-10-02 | 2015-04-29 | Intermune Inc | Piridinonas antifibroticas |
DK3165232T3 (da) * | 2012-12-24 | 2019-09-16 | Coagulant Therapeutics Corp | Faktor vii-polypeptider med kortvarig virkning |
TWI633089B (zh) | 2013-03-28 | 2018-08-21 | 拜耳製藥股份有限公司 | 經取代的酮基吡啶衍生物 |
ES2663806T3 (es) | 2013-12-19 | 2018-04-17 | unshine Lake Pharma Co., Ltd. | Derivados heterocíclicos nitrogenados y su aplicación en el tratamiento de la fibrosis tisular |
KR102373700B1 (ko) | 2014-04-02 | 2022-03-11 | 인터뮨, 인크. | 항섬유성 피리디논 |
EP3197873B1 (de) * | 2014-09-24 | 2018-10-24 | Bayer Pharma Aktiengesellschaft | Substituierte oxopyridin-derivate |
EP3271332A1 (de) * | 2015-03-19 | 2018-01-24 | Bayer Pharma Aktiengesellschaft | Oxopyridin-derivate als faktor xia hemmer zur behandlung von thrombose |
EP3078378B1 (en) | 2015-04-08 | 2020-06-24 | Vaiomer | Use of factor xa inhibitors for regulating glycemia |
ES2744775T3 (es) | 2015-07-06 | 2020-02-26 | Bayer Cropscience Ag | Heterociclos que contienen nitrógeno como pesticidas |
JO3703B1 (ar) | 2015-07-09 | 2021-01-31 | Bayer Pharma AG | مشتقات أوكسوبيريدين مستبدلة |
US10148678B2 (en) | 2015-10-01 | 2018-12-04 | The Boeing Company | Cybersecurity system with differentiated capacity to deal with complex cyber attacks |
CN108430976B (zh) * | 2015-12-16 | 2022-07-05 | 日本曹达株式会社 | 芳基唑化合物和有害生物防除剂 |
CN105753804A (zh) * | 2016-04-15 | 2016-07-13 | 大连信科化工有限公司 | 一种制备3-吗啉酮的方法 |
WO2019105871A1 (de) | 2017-11-29 | 2019-06-06 | Bayer Aktiengesellschaft | Stickstoffhaltige heterocyclen als schädlingsbekämpfungsmittel |
WO2019215076A1 (de) * | 2018-05-08 | 2019-11-14 | Bayer Aktiengesellschaft | Verfahren zur herstellung stickstoffhaltiger heterocyclen |
CN108715584B (zh) * | 2018-06-22 | 2021-06-25 | 四川大学华西医院 | 以n-吡啶-2-(1h)-腈亚氨为母核的荧光分子及其制备与应用 |
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- 2007-05-04 AU AU2007247928A patent/AU2007247928B2/en not_active Ceased
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- 2007-05-04 CN CN200780015911XA patent/CN101490036B/zh not_active Expired - Fee Related
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2008
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2009
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2010
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