CN101636399B - 可用作plk1抑制剂的取代的嘧啶并二氮杂* - Google Patents
可用作plk1抑制剂的取代的嘧啶并二氮杂* Download PDFInfo
- Publication number
- CN101636399B CN101636399B CN2008800088890A CN200880008889A CN101636399B CN 101636399 B CN101636399 B CN 101636399B CN 2008800088890 A CN2008800088890 A CN 2008800088890A CN 200880008889 A CN200880008889 A CN 200880008889A CN 101636399 B CN101636399 B CN 101636399B
- Authority
- CN
- China
- Prior art keywords
- methyl
- mol
- tetrahydro
- pyrimido
- diazepine
- 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.)
- Expired - Fee Related
Links
- 0 C*c(cc1)c(*)cc1C(C)=C Chemical compound C*c(cc1)c(*)cc1C(C)=C 0.000 description 4
- YAVPDSQCYSZORP-UHFFFAOYSA-N CC(C)(CN)C(OC)=O Chemical compound CC(C)(CN)C(OC)=O YAVPDSQCYSZORP-UHFFFAOYSA-N 0.000 description 1
- YXFXMCIKLDSJQP-UHFFFAOYSA-N CC(C)(CNC1CCCC1)C(OC)=O Chemical compound CC(C)(CNC1CCCC1)C(OC)=O YXFXMCIKLDSJQP-UHFFFAOYSA-N 0.000 description 1
- UEUSVRKLHQLRPG-UHFFFAOYSA-N CC(C1N2C)N=C(Nc(ccc(C(NC3CCN(C)CC3)=O)c3)c3OC)N=C1N(C1CCCC1)C(CCC1)C1C2=O Chemical compound CC(C1N2C)N=C(Nc(ccc(C(NC3CCN(C)CC3)=O)c3)c3OC)N=C1N(C1CCCC1)C(CCC1)C1C2=O UEUSVRKLHQLRPG-UHFFFAOYSA-N 0.000 description 1
- IBPQWZCJXXORJW-UHFFFAOYSA-N CC(CCC1)C1N(CC1)c2nc(Nc(ccc(C(NC3CCN(C)CC3)=O)c3)c3OC)ncc2N(C)C1=O Chemical compound CC(CCC1)C1N(CC1)c2nc(Nc(ccc(C(NC3CCN(C)CC3)=O)c3)c3OC)ncc2N(C)C1=O IBPQWZCJXXORJW-UHFFFAOYSA-N 0.000 description 1
- NWFUUMOYXWJFAW-UHFFFAOYSA-N CC(CN(C1CCCC1)c1nc(Nc2cccc(C(NC3CCN(C)CC3)=O)c2)ncc1N1C)C1=O Chemical compound CC(CN(C1CCCC1)c1nc(Nc2cccc(C(NC3CCN(C)CC3)=O)c2)ncc1N1C)C1=O NWFUUMOYXWJFAW-UHFFFAOYSA-N 0.000 description 1
- PZZZXKULVIYCFD-UHFFFAOYSA-N CC(CN(C1CCCC1)c1nc(Nc2cccc(C(Nc3cccnc3)=O)c2)ncc1N1C)C1=O Chemical compound CC(CN(C1CCCC1)c1nc(Nc2cccc(C(Nc3cccnc3)=O)c2)ncc1N1C)C1=O PZZZXKULVIYCFD-UHFFFAOYSA-N 0.000 description 1
- NTAPIYCYAPUYAA-UHFFFAOYSA-N CCC(C)N(C(C)C1C)c2nc(Nc(c(OC)c3)ccc3C(NC3CCN(C)CC3)=O)ncc2N(C)C1=O Chemical compound CCC(C)N(C(C)C1C)c2nc(Nc(c(OC)c3)ccc3C(NC3CCN(C)CC3)=O)ncc2N(C)C1=O NTAPIYCYAPUYAA-UHFFFAOYSA-N 0.000 description 1
- XEKFRLOGRRTZHJ-UHFFFAOYSA-N CCCC(CC)N(CC1C)c2nc(Nc(c(C)c3)ccc3C(NC3CCN(CC)CC3)=O)ncc2N(C)C1=O Chemical compound CCCC(CC)N(CC1C)c2nc(Nc(c(C)c3)ccc3C(NC3CCN(CC)CC3)=O)ncc2N(C)C1=O XEKFRLOGRRTZHJ-UHFFFAOYSA-N 0.000 description 1
- QDYSTZCQVLKVMY-UHFFFAOYSA-O CN(c1c(N(CC2)C3CCC3)nc(Nc(ccc(C(N)=O)c3)c3OC)nc1)C2=[OH+] Chemical compound CN(c1c(N(CC2)C3CCC3)nc(Nc(ccc(C(N)=O)c3)c3OC)nc1)C2=[OH+] QDYSTZCQVLKVMY-UHFFFAOYSA-O 0.000 description 1
- UTBZTRCXJYYXPF-UHFFFAOYSA-N COc1c(CNc(nc2)nc(N(CC3)C4CCC4)c2NC3O)cccc1 Chemical compound COc1c(CNc(nc2)nc(N(CC3)C4CCC4)c2NC3O)cccc1 UTBZTRCXJYYXPF-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
-
- 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
- A61K31/55—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having seven-membered rings, e.g. azelastine, pentylenetetrazole
- A61K31/551—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having seven-membered rings, e.g. azelastine, pentylenetetrazole having two nitrogen atoms, e.g. dilazep
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/12—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains three hetero rings
- C07D471/18—Bridged systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/12—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains three hetero rings
- C07D487/18—Bridged systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Plural Heterocyclic Compounds (AREA)
- Indole Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US91935807P | 2007-03-22 | 2007-03-22 | |
| US60/919,358 | 2007-03-22 | ||
| PCT/EP2008/052847 WO2008113711A1 (en) | 2007-03-22 | 2008-03-11 | Substituted pyrimidodiazepines useful as plk1 inhibitors |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201210030872.3A Division CN102746175B (zh) | 2007-03-22 | 2008-03-11 | 可用作plk1抑制剂的取代的嘧啶并二氮杂* |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN101636399A CN101636399A (zh) | 2010-01-27 |
| CN101636399B true CN101636399B (zh) | 2012-04-18 |
Family
ID=39415299
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201210030872.3A Expired - Fee Related CN102746175B (zh) | 2007-03-22 | 2008-03-11 | 可用作plk1抑制剂的取代的嘧啶并二氮杂* |
| CN2008800088890A Expired - Fee Related CN101636399B (zh) | 2007-03-22 | 2008-03-11 | 可用作plk1抑制剂的取代的嘧啶并二氮杂* |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201210030872.3A Expired - Fee Related CN102746175B (zh) | 2007-03-22 | 2008-03-11 | 可用作plk1抑制剂的取代的嘧啶并二氮杂* |
Country Status (23)
| Country | Link |
|---|---|
| US (1) | US7517873B2 (OSRAM) |
| EP (1) | EP2139892B1 (OSRAM) |
| JP (1) | JP5087640B2 (OSRAM) |
| KR (1) | KR101157848B1 (OSRAM) |
| CN (2) | CN102746175B (OSRAM) |
| AR (1) | AR065794A1 (OSRAM) |
| AT (1) | ATE524472T1 (OSRAM) |
| AU (1) | AU2008228303B2 (OSRAM) |
| BR (1) | BRPI0809088A2 (OSRAM) |
| CA (1) | CA2680757A1 (OSRAM) |
| CL (1) | CL2008000785A1 (OSRAM) |
| CY (1) | CY1112102T1 (OSRAM) |
| DK (1) | DK2139892T3 (OSRAM) |
| ES (1) | ES2371832T3 (OSRAM) |
| HR (1) | HRP20110807T1 (OSRAM) |
| IL (1) | IL200617A (OSRAM) |
| MX (1) | MX2009010034A (OSRAM) |
| PE (1) | PE20120495A1 (OSRAM) |
| PL (1) | PL2139892T3 (OSRAM) |
| PT (1) | PT2139892E (OSRAM) |
| SI (1) | SI2139892T1 (OSRAM) |
| TW (1) | TWI363629B (OSRAM) |
| WO (1) | WO2008113711A1 (OSRAM) |
Families Citing this family (35)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101952291A (zh) | 2007-08-15 | 2011-01-19 | 弗特克斯药品有限公司 | 用作人蛋白激酶plk1至plk4的抑制剂以治疗增殖疾病的4-(9-(3,3-二氟环戊基)-5,7,7-三甲基-6-氧代-6,7,8,9-四氢-5h-嘧啶并[4,5-b][1,4]二氮杂䓬-2-基氨基)-3-甲氧基苯甲酰胺衍生物 |
| US8026234B2 (en) * | 2007-09-25 | 2011-09-27 | Takeda Pharmaceutical Company Limited | Polo-like kinase inhibitors |
| EP2610256B1 (en) | 2007-09-28 | 2016-04-27 | Cyclacel Limited | Pyrimidine derivatives as protein kinase inhibitors |
| US20090291938A1 (en) * | 2007-11-19 | 2009-11-26 | Takeda Pharmaceutical Company Limited | Polo-like kinase inhibitors |
| TWI490214B (zh) | 2008-05-30 | 2015-07-01 | 艾德克 上野股份有限公司 | 苯或噻吩衍生物及該等作為vap-1抑制劑之用途 |
| EP2303889A1 (en) | 2008-06-18 | 2011-04-06 | F. Hoffmann-La Roche AG | Halo-substituted pyrimidodiazepines as plkl inhibitors |
| CA2745295C (en) * | 2008-12-09 | 2017-01-10 | Gilead Sciences, Inc. | Modulators of toll-like receptors |
| EP3255047B1 (en) | 2009-01-06 | 2021-06-30 | Dana-Farber Cancer Institute, Inc. | Pyrimido-diazepinone kinase scaffold compounds and uses in treating disorders |
| SG10201405826RA (en) | 2009-06-17 | 2014-12-30 | Vertex Pharma | Inhibitors of influenza viruses replication |
| PT2477987T (pt) | 2009-09-14 | 2018-03-13 | Gilead Sciences Inc | Moduladores de recetores do tipo toll |
| RU2013132681A (ru) | 2010-12-16 | 2015-01-27 | Вертекс Фармасьютикалз Инкорпорейтед | Ингибиторы репликации вирусов гриппа |
| UA118010C2 (uk) | 2011-08-01 | 2018-11-12 | Вертекс Фармасьютікалз Інкорпорейтед | Інгібітори реплікації вірусів грипу |
| EP3388436B1 (en) | 2013-03-15 | 2020-08-12 | Dana-Farber Cancer Institute, Inc. | Pyrimido-diazepinone compounds and methods of treating disorders |
| MX2016001037A (es) | 2013-07-25 | 2016-11-10 | Dana Farber Cancer Inst Inc | Inhibidores de factores de transcripción y usos. |
| TWI652014B (zh) * | 2013-09-13 | 2019-03-01 | 美商艾佛艾姆希公司 | 雜環取代之雙環唑殺蟲劑 |
| PT3068776T (pt) | 2013-11-13 | 2019-08-26 | Vertex Pharma | Inibidores da replicação de vírus da gripe |
| WO2015073481A1 (en) | 2013-11-13 | 2015-05-21 | Vertex Pharmaceuticals Incorporated | Methods of preparing inhibitors of influenza viruses replication |
| EP3099693A4 (en) * | 2014-01-31 | 2017-08-16 | Dana-Farber Cancer Institute, Inc. | Uses of diazepane derivatives |
| US10150756B2 (en) | 2014-01-31 | 2018-12-11 | Dana-Farber Cancer Institute, Inc. | Diaminopyrimidine benzenesulfone derivatives and uses thereof |
| MA40238A (fr) | 2014-07-11 | 2017-05-17 | Gilead Sciences Inc | Modulateurs de récepteurs de type toll pour le traitement du vih |
| RU2017104897A (ru) | 2014-08-08 | 2018-09-10 | Дана-Фарбер Кэнсер Инститьют, Инк. | Производные диазепана и их применения |
| US9573952B2 (en) | 2014-09-16 | 2017-02-21 | Gilead Sciences, Inc. | Methods of preparing toll-like receptor modulators |
| BR102015023450A2 (pt) | 2014-09-16 | 2016-04-12 | Gilead Sciences Inc | formas sólidas de um modulador do receptor semelhante a toll |
| EP3294735B8 (en) | 2015-05-13 | 2022-01-05 | Vertex Pharmaceuticals Incorporated | Inhibitors of influenza viruses replication |
| JP6704416B2 (ja) | 2015-05-13 | 2020-06-03 | バーテックス ファーマシューティカルズ インコーポレイテッドVertex Pharmaceuticals Incorporated | インフルエンザウイルスの複製の阻害剤を調製する方法 |
| CA2986441A1 (en) | 2015-06-12 | 2016-12-15 | Dana-Farber Cancer Institute, Inc. | Combination therapy of transcription inhibitors and kinase inhibitors |
| RU2018112953A (ru) | 2015-09-11 | 2019-10-14 | Дана-Фарбер Кэнсер Инститьют, Инк. | Ацетамидтиенотриазолодиазепины и пути их применения |
| PE20181287A1 (es) | 2015-09-11 | 2018-08-07 | Dana Farber Cancer Inst Inc | Ciano tienotriazolpirazinas y usos de las mismas |
| US10913752B2 (en) | 2015-11-25 | 2021-02-09 | Dana-Farber Cancer Institute, Inc. | Bivalent bromodomain inhibitors and uses thereof |
| JP6968819B2 (ja) * | 2016-04-07 | 2021-11-17 | ダナ−ファーバー キャンサー インスティテュート, インコーポレイテッドDana−Farber Cancer Institute, Inc. | ピリミド−ジアゼピノンキナーゼ骨格化合物およびpi3k媒介性障害の治療方法 |
| CA3150316A1 (en) * | 2019-09-27 | 2021-04-01 | Dana-Farber Cancer Institute, Inc. | ERK5 DEGRADING AGENTS USED AS THERAPEUTIC AGENTS IN CANCER AND INFLAMMATORY DISEASES |
| WO2021194318A1 (en) * | 2020-03-27 | 2021-09-30 | Uppthera | Plk1 selective degradation inducing compound |
| WO2022145989A1 (ko) * | 2020-12-31 | 2022-07-07 | (주) 업테라 | 선택적 plk1 억제제로서의 피리미도디아제핀 유도체 |
| EP4157850A4 (en) * | 2021-08-10 | 2024-11-20 | Uppthera, Inc. | Novel plk1 degradation inducing compound |
| GB202313514D0 (en) | 2023-09-05 | 2023-10-18 | Cambridge Entpr Ltd | Treatment of inflammatory diseases |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1390220A (zh) * | 1999-09-17 | 2003-01-08 | 艾博特股份有限两合公司 | 作为治疗剂的激酶抑制剂 |
| CN1551881A (zh) * | 2001-09-04 | 2004-12-01 | ���ָ��Ӣ��ķ�������Ϲ�˾ | 新颖二氢喋啶酮,其制备方法及作为药物组合物的用途 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NZ570530A (en) * | 2006-02-14 | 2011-09-30 | Vertex Pharma | Pharmaceutical compositions comprising 6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,4)diazepine derivatives |
| TW200808325A (en) | 2006-07-06 | 2008-02-16 | Astrazeneca Ab | Novel compounds |
-
2008
- 2008-03-11 SI SI200830445T patent/SI2139892T1/sl unknown
- 2008-03-11 JP JP2009553997A patent/JP5087640B2/ja not_active Expired - Fee Related
- 2008-03-11 DK DK08717594.9T patent/DK2139892T3/da active
- 2008-03-11 MX MX2009010034A patent/MX2009010034A/es active IP Right Grant
- 2008-03-11 CA CA002680757A patent/CA2680757A1/en not_active Abandoned
- 2008-03-11 CN CN201210030872.3A patent/CN102746175B/zh not_active Expired - Fee Related
- 2008-03-11 CN CN2008800088890A patent/CN101636399B/zh not_active Expired - Fee Related
- 2008-03-11 AU AU2008228303A patent/AU2008228303B2/en not_active Ceased
- 2008-03-11 PL PL08717594T patent/PL2139892T3/pl unknown
- 2008-03-11 HR HR20110807T patent/HRP20110807T1/hr unknown
- 2008-03-11 PT PT08717594T patent/PT2139892E/pt unknown
- 2008-03-11 ES ES08717594T patent/ES2371832T3/es active Active
- 2008-03-11 BR BRPI0809088-2A patent/BRPI0809088A2/pt not_active IP Right Cessation
- 2008-03-11 WO PCT/EP2008/052847 patent/WO2008113711A1/en not_active Ceased
- 2008-03-11 AT AT08717594T patent/ATE524472T1/de active
- 2008-03-11 KR KR1020097019761A patent/KR101157848B1/ko not_active Expired - Fee Related
- 2008-03-11 EP EP08717594A patent/EP2139892B1/en not_active Not-in-force
- 2008-03-18 CL CL2008000785A patent/CL2008000785A1/es unknown
- 2008-03-19 AR ARP080101142A patent/AR065794A1/es unknown
- 2008-03-19 PE PE2011001933A patent/PE20120495A1/es not_active Application Discontinuation
- 2008-03-19 TW TW097109660A patent/TWI363629B/zh not_active IP Right Cessation
- 2008-03-19 US US12/051,000 patent/US7517873B2/en not_active Expired - Fee Related
-
2009
- 2009-08-27 IL IL200617A patent/IL200617A/en not_active IP Right Cessation
-
2011
- 2011-11-30 CY CY20111101174T patent/CY1112102T1/el unknown
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1390220A (zh) * | 1999-09-17 | 2003-01-08 | 艾博特股份有限两合公司 | 作为治疗剂的激酶抑制剂 |
| CN1551881A (zh) * | 2001-09-04 | 2004-12-01 | ���ָ��Ӣ��ķ�������Ϲ�˾ | 新颖二氢喋啶酮,其制备方法及作为药物组合物的用途 |
Also Published As
| Publication number | Publication date |
|---|---|
| AU2008228303B2 (en) | 2012-04-19 |
| AU2008228303A1 (en) | 2008-09-25 |
| MX2009010034A (es) | 2009-10-12 |
| DK2139892T3 (da) | 2011-12-12 |
| HRP20110807T1 (hr) | 2011-12-31 |
| CN102746175A (zh) | 2012-10-24 |
| AR065794A1 (es) | 2009-07-01 |
| KR20090119913A (ko) | 2009-11-20 |
| US7517873B2 (en) | 2009-04-14 |
| HK1139936A1 (en) | 2010-09-30 |
| IL200617A (en) | 2014-02-27 |
| US20080234255A1 (en) | 2008-09-25 |
| KR101157848B1 (ko) | 2012-07-11 |
| PE20120495A1 (es) | 2012-05-12 |
| SI2139892T1 (sl) | 2011-12-30 |
| IL200617A0 (en) | 2010-05-17 |
| CN101636399A (zh) | 2010-01-27 |
| TWI363629B (en) | 2012-05-11 |
| CA2680757A1 (en) | 2008-09-25 |
| CN102746175B (zh) | 2014-01-15 |
| BRPI0809088A2 (pt) | 2014-09-09 |
| PT2139892E (pt) | 2011-11-21 |
| EP2139892A1 (en) | 2010-01-06 |
| EP2139892B1 (en) | 2011-09-14 |
| WO2008113711A1 (en) | 2008-09-25 |
| TW200843781A (en) | 2008-11-16 |
| CL2008000785A1 (es) | 2009-03-27 |
| CY1112102T1 (el) | 2015-11-04 |
| JP2010521514A (ja) | 2010-06-24 |
| ATE524472T1 (de) | 2011-09-15 |
| JP5087640B2 (ja) | 2012-12-05 |
| PL2139892T3 (pl) | 2012-03-30 |
| ES2371832T3 (es) | 2012-01-10 |
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