ATE353214T1 - Nitrooxyderivate von fluvastatin, pravastatin, cerivastatin, atorvastatin und rosuvastatin als cholesterinsenkende mittel mit verbesserter antiphlogistischer, antithrombotischer und thrombozytenaggregationshemmender wirkung - Google Patents

Nitrooxyderivate von fluvastatin, pravastatin, cerivastatin, atorvastatin und rosuvastatin als cholesterinsenkende mittel mit verbesserter antiphlogistischer, antithrombotischer und thrombozytenaggregationshemmender wirkung

Info

Publication number: ATE353214T1
Authority: AT; Austria
Prior art keywords: antithrbotic; antiphlogistic; cerivastatin; rosuvastatin; fluvastatin
Prior art date: 2003-05-27

Application number

AT04741636T

Other languages

English (en)

Inventor

Francesca Benedini

Ennio Ongini

Soldato Piero Del

Original Assignee

Nicox Sa

Priority date (The priority date 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 date listed.)

2003-05-27

Filing date

2004-05-24

Publication date

2007-02-15

2004-05-24 Application filed by Nicox Sa filed Critical Nicox Sa

2007-02-15 Application granted granted Critical

2007-02-15 Publication of ATE353214T1 publication Critical patent/ATE353214T1/de

Links

XUKUURHRXDUEBC-KAYWLYCHSA-N Atorvastatin Chemical compound C=1C=CC=CC=1C1=C(C=2C=CC(F)=CC=2)N(CC[C@@H](O)C[C@@H](O)CC(O)=O)C(C(C)C)=C1C(=O)NC1=CC=CC=C1 XUKUURHRXDUEBC-KAYWLYCHSA-N 0.000 title 1
XUKUURHRXDUEBC-UHFFFAOYSA-N Atorvastatin Natural products C=1C=CC=CC=1C1=C(C=2C=CC(F)=CC=2)N(CCC(O)CC(O)CC(O)=O)C(C(C)C)=C1C(=O)NC1=CC=CC=C1 XUKUURHRXDUEBC-UHFFFAOYSA-N 0.000 title 1
-1 NITROOXY DERIVATIVES OF FLUVASTATIN Chemical class 0.000 title 1
TUZYXOIXSAXUGO-UHFFFAOYSA-N Pravastatin Natural products C1=CC(C)C(CCC(O)CC(O)CC(O)=O)C2C(OC(=O)C(C)CC)CC(O)C=C21 TUZYXOIXSAXUGO-UHFFFAOYSA-N 0.000 title 1
230000002776 aggregation Effects 0.000 title 1
238000004220 aggregation Methods 0.000 title 1
239000002260 anti-inflammatory agent Substances 0.000 title 1
230000001741 anti-phlogistic effect Effects 0.000 title 1
239000003529 anticholesteremic agent Substances 0.000 title 1
229940127226 anticholesterol agent Drugs 0.000 title 1
229960005370 atorvastatin Drugs 0.000 title 1
229960005110 cerivastatin Drugs 0.000 title 1
SEERZIQQUAZTOL-ANMDKAQQSA-N cerivastatin Chemical compound COCC1=C(C(C)C)N=C(C(C)C)C(\C=C\[C@@H](O)C[C@@H](O)CC(O)=O)=C1C1=CC=C(F)C=C1 SEERZIQQUAZTOL-ANMDKAQQSA-N 0.000 title 1
230000000694 effects Effects 0.000 title 1
230000001976 improved effect Effects 0.000 title 1
229960002965 pravastatin Drugs 0.000 title 1
TUZYXOIXSAXUGO-PZAWKZKUSA-N pravastatin Chemical compound C1=C[C@H](C)[C@H](CC[C@@H](O)C[C@@H](O)CC(O)=O)[C@H]2[C@@H](OC(=O)[C@@H](C)CC)C[C@H](O)C=C21 TUZYXOIXSAXUGO-PZAWKZKUSA-N 0.000 title 1
229960000672 rosuvastatin Drugs 0.000 title 1
BPRHUIZQVSMCRT-VEUZHWNKSA-N rosuvastatin Chemical compound CC(C)C1=NC(N(C)S(C)(=O)=O)=NC(C=2C=CC(F)=CC=2)=C1\C=C\[C@@H](O)C[C@@H](O)CC(O)=O BPRHUIZQVSMCRT-VEUZHWNKSA-N 0.000 title 1

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
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/06—Antihyperlipidemics
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
- A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/02—Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
- 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
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
- C07D209/18—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D209/24—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with an alkyl or cycloalkyl radical attached to the ring nitrogen atom
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/54—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/55—Acids; Esters
- 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

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Veterinary Medicine (AREA)
Bioinformatics & Cheminformatics (AREA)
Engineering & Computer Science (AREA)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
Medicinal Chemistry (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Public Health (AREA)
Pharmacology & Pharmacy (AREA)
Life Sciences & Earth Sciences (AREA)
Animal Behavior & Ethology (AREA)
General Health & Medical Sciences (AREA)
Diabetes (AREA)
Hematology (AREA)
Obesity (AREA)
Neurology (AREA)
Biomedical Technology (AREA)
Neurosurgery (AREA)
Immunology (AREA)
Hospice & Palliative Care (AREA)
Heart & Thoracic Surgery (AREA)
Cardiology (AREA)
Psychiatry (AREA)
Emergency Medicine (AREA)
Endocrinology (AREA)
Pain & Pain Management (AREA)
Rheumatology (AREA)
Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)

AT04741636T 2003-05-27 2004-05-24 Nitrooxyderivate von fluvastatin, pravastatin, cerivastatin, atorvastatin und rosuvastatin als cholesterinsenkende mittel mit verbesserter antiphlogistischer, antithrombotischer und thrombozytenaggregationshemmender wirkung ATE353214T1 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
EP03101530		2003-05-27

Publications (1)

Publication Number	Publication Date
ATE353214T1 true ATE353214T1 (de)	2007-02-15

Family

ID=33483985

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
AT04741636T ATE353214T1 (de)	2003-05-27	2004-05-24	Nitrooxyderivate von fluvastatin, pravastatin, cerivastatin, atorvastatin und rosuvastatin als cholesterinsenkende mittel mit verbesserter antiphlogistischer, antithrombotischer und thrombozytenaggregationshemmender wirkung

Country Status (22)

Country	Link
US (4)	US7166638B2 (de)
EP (1)	EP1626716B1 (de)
KR (1)	KR101136434B1 (de)
CN (1)	CN1794987B (de)
AR (1)	AR044561A1 (de)
AT (1)	ATE353214T1 (de)
AU (1)	AU2004243443B2 (de)
BR (1)	BRPI0410049A (de)
CA (1)	CA2527168C (de)
CY (1)	CY1107614T1 (de)
DE (1)	DE602004004652T2 (de)
DK (1)	DK1626716T3 (de)
ES (1)	ES2280978T3 (de)
MX (1)	MXPA05012755A (de)
NO (1)	NO20056152L (de)
NZ (1)	NZ543086A (de)
PL (1)	PL379019A1 (de)
PT (1)	PT1626716E (de)
RU (1)	RU2362770C2 (de)
SI (1)	SI1626716T1 (de)
WO (1)	WO2004105754A1 (de)
ZA (1)	ZA200509460B (de)

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JP5198063B2 (ja)	2004-08-26	2013-05-15	アッパラオ・サティアム	新規バイオ開裂性リンカー
DK1978947T3 (da) *	2006-02-03	2014-11-03	Nicox Science Ireland	Nitrooxyderivater til anvendelse ved behandling af muskeldystrofier
EP1889617A1 (de) *	2006-07-11	2008-02-20	Freie Universität Berlin	Triphenylsubstituierte fünfgliedrige Heterocyclen und deren Verwendung als Antikreb- und entzündungshemmende Mittel
AU2008238143A1 (en) *	2007-04-13	2008-10-23	Nicox S.A.	Crystalline forms of atorvastatin 4-(nitrooxy) butyl ester
CA2687165A1 (en) *	2007-06-25	2008-12-31	Nicox S.A.	Use of nitric oxide-releasing statins in the treatment of pulmonary arterial hypertension
US20090226515A1 (en) *	2008-03-04	2009-09-10	Pharma Pass Ii Llc	Statin compositions
WO2009147009A2 (en) *	2008-06-06	2009-12-10	Nicox S.A.	Compositions comprising atorvastatin 4-(nitrooxy) butyl ester and a hypolipidemic drug
US7807716B2 (en) *	2008-09-24	2010-10-05	Oral Delivery Technology Ltd.	Nitric oxide amino acid ester compound, compositions for increasing nitric oxide levels and method of use
CN101613284B (zh) *	2009-06-26	2013-05-08	四川抗菌素工业研究所有限公司	洛伐他汀、辛伐他汀和辛伐他汀-6-氧化物的硝基氧基衍生物及其制备方法
EP2371404A3 (de)	2010-03-30	2014-08-20	Biotronik AG	Medizinisches Implantat mit einer Beschichtung bestehend aus oder enthaltend mindestens einen Nitro-Statin-Wirkstoff
WO2011160974A2 (en)	2010-06-21	2011-12-29	Nicox S.A.	Statin derivatives
WO2014111957A1 (en)	2013-01-21	2014-07-24	Apparao Satyam	Nitric oxide releasing prodrugs of therapeutic agents
WO2014168933A1 (en)	2013-04-08	2014-10-16	Cytodyn Inc.	Felinized antibodies and methods of treating retroviral infections in felines
EP2949324A1 (de)	2014-05-27	2015-12-02	Consorci Institut Catala de Ciencies Cardiovasculars	Prävention und/oder Behandlung von Ischämie-/Reperfusionsschäden
CN104327057B (zh) *	2014-10-17	2017-01-18	上海应用技术学院	多取代吲哚类他汀内酯脱水化合物及其用途
CN108349911B (zh) *	2015-09-07	2022-05-13	浙江华海药业股份有限公司	可释放一氧化氮的前药分子
CN108114282B (zh) *	2016-11-28	2021-03-02	北京大学第三医院	他汀类化合物治疗缺血性疾病的用途
CA3058250A1 (en)	2017-03-31	2018-10-04	Fundacio Institut De Recerca De L'hospital De La Santa Creu I Sant Pau	Statin for prevention/reduction of ischemia-related damage
EP3381452A1 (de)	2017-03-31	2018-10-03	Instituto Catalán de Ciencias Cardiovasculares (ICCC), Hospital de la Santa Creu i Sant Pau, Avda.	Statin zur verhinderung/verringerung von beschädigung im zusammenhang mit ischämie
CN106938979B (zh) *	2017-03-31	2019-08-02	中国医药集团总公司四川抗菌素工业研究所	一种no供体型他汀衍生物、制备方法和应用
CN107098843B (zh) *	2017-03-31	2020-04-28	中国医药集团总公司四川抗菌素工业研究所	一种fk409类no供体型他汀降血脂药物衍生物及其制备方法
CN107043373B (zh) *	2017-03-31	2020-04-28	中国医药集团总公司四川抗菌素工业研究所	一种噁三唑类no供体型他汀衍生物及其制备方法和应用
CN110183329B (zh) *	2019-06-19	2022-09-13	中国医药集团总公司四川抗菌素工业研究所	硝酸酯类no供体型他汀衍生物及其制备方法
CN113929609B (zh) *	2021-10-13	2024-08-23	深圳弘汇生物医药有限公司	一种调血脂的阿托伐他汀衍生物及其组合物、制备方法和医药用途

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2004
- 2004-05-20 US US10/849,561 patent/US7166638B2/en not_active Expired - Fee Related
- 2004-05-24 BR BRPI0410049-2A patent/BRPI0410049A/pt not_active IP Right Cessation
- 2004-05-24 ES ES04741636T patent/ES2280978T3/es not_active Expired - Lifetime
- 2004-05-24 RU RU2005138139/04A patent/RU2362770C2/ru not_active IP Right Cessation
- 2004-05-24 PT PT04741636T patent/PT1626716E/pt unknown
- 2004-05-24 MX MXPA05012755A patent/MXPA05012755A/es active IP Right Grant
- 2004-05-24 AU AU2004243443A patent/AU2004243443B2/en not_active Ceased
- 2004-05-24 DE DE602004004652T patent/DE602004004652T2/de not_active Expired - Lifetime
- 2004-05-24 EP EP04741636A patent/EP1626716B1/de not_active Expired - Lifetime
- 2004-05-24 NZ NZ543086A patent/NZ543086A/en not_active IP Right Cessation
- 2004-05-24 AT AT04741636T patent/ATE353214T1/de active
- 2004-05-24 WO PCT/EP2004/050897 patent/WO2004105754A1/en not_active Ceased
- 2004-05-24 CN CN2004800144981A patent/CN1794987B/zh not_active Expired - Fee Related
- 2004-05-24 DK DK04741636T patent/DK1626716T3/da active
- 2004-05-24 PL PL379019A patent/PL379019A1/pl not_active Application Discontinuation
- 2004-05-24 CA CA2527168A patent/CA2527168C/en not_active Expired - Fee Related
- 2004-05-24 KR KR1020057022246A patent/KR101136434B1/ko not_active Expired - Fee Related
- 2004-05-24 SI SI200430242T patent/SI1626716T1/sl unknown
- 2004-05-26 AR ARP040101813A patent/AR044561A1/es not_active Application Discontinuation
2005
- 2005-11-22 ZA ZA200509460A patent/ZA200509460B/en unknown
- 2005-12-23 NO NO20056152A patent/NO20056152L/no not_active Application Discontinuation
2006
- 2006-11-01 US US11/590,770 patent/US7297808B2/en not_active Expired - Fee Related
2007
- 2007-04-13 CY CY20071100515T patent/CY1107614T1/el unknown
- 2007-10-05 US US11/905,893 patent/US7462716B2/en not_active Expired - Fee Related
- 2007-10-05 US US11/905,910 patent/US7563909B2/en not_active Expired - Fee Related

Also Published As

Publication number	Publication date
KR20060013551A (ko)	2006-02-10
EP1626716B1 (de)	2007-02-07
EP1626716A1 (de)	2006-02-22
US20080096908A1 (en)	2008-04-24
US20070072942A1 (en)	2007-03-29
CY1107614T1 (el)	2013-03-13
DE602004004652D1 (de)	2007-03-22
AU2004243443B2 (en)	2009-09-10
ES2280978T3 (es)	2007-09-16
BRPI0410049A (pt)	2006-04-25
RU2362770C2 (ru)	2009-07-27
CA2527168C (en)	2014-08-12
KR101136434B1 (ko)	2012-04-19
NO20056152L (no)	2005-12-23
US7563909B2 (en)	2009-07-21
US7462716B2 (en)	2008-12-09
US20080090857A1 (en)	2008-04-17
RU2005138139A (ru)	2006-05-10
US7166638B2 (en)	2007-01-23
CN1794987B (zh)	2010-09-29
SI1626716T1 (sl)	2007-06-30
WO2004105754A1 (en)	2004-12-09
PL379019A1 (pl)	2006-06-26
AU2004243443A1 (en)	2004-12-09
US7297808B2 (en)	2007-11-20
US20050165084A1 (en)	2005-07-28
ZA200509460B (en)	2007-04-25
DE602004004652T2 (de)	2007-11-08
CN1794987A (zh)	2006-06-28
CA2527168A1 (en)	2004-12-09
MXPA05012755A (es)	2006-02-13
DK1626716T3 (da)	2007-05-14
PT1626716E (pt)	2007-04-30
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