ZA200505109B - Pyrimidine-sulfamides and their use as endothelian receptor antagonist - Google Patents
Pyrimidine-sulfamides and their use as endothelian receptor antagonist Download PDFInfo
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- ZA200505109B ZA200505109B ZA200505109A ZA200505109A ZA200505109B ZA 200505109 B ZA200505109 B ZA 200505109B ZA 200505109 A ZA200505109 A ZA 200505109A ZA 200505109 A ZA200505109 A ZA 200505109A ZA 200505109 B ZA200505109 B ZA 200505109B
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- South Africa
- Prior art keywords
- lower alkyl
- compounds
- general formula
- aryl
- cycloalkyl
- Prior art date
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- GZRPWFCHDLJSDX-UHFFFAOYSA-N pyrimidine;sulfamide Chemical class NS(N)(=O)=O.C1=CN=CN=C1 GZRPWFCHDLJSDX-UHFFFAOYSA-N 0.000 title description 3
- 229940044551 receptor antagonist Drugs 0.000 title description 3
- 239000002464 receptor antagonist Substances 0.000 title description 3
- 150000001875 compounds Chemical class 0.000 claims abstract description 76
- 125000000217 alkyl group Chemical group 0.000 claims description 41
- -1 di- substituted phenyl Chemical group 0.000 claims description 28
- 239000000203 mixture Substances 0.000 claims description 28
- 150000003839 salts Chemical class 0.000 claims description 24
- 125000003118 aryl group Chemical group 0.000 claims description 22
- 125000003545 alkoxy group Chemical group 0.000 claims description 18
- 239000000460 chlorine Chemical group 0.000 claims description 15
- 125000001072 heteroaryl group Chemical group 0.000 claims description 13
- 229910052760 oxygen Inorganic materials 0.000 claims description 13
- 125000003282 alkyl amino group Chemical group 0.000 claims description 12
- 239000001301 oxygen Substances 0.000 claims description 12
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 11
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 9
- 125000004414 alkyl thio group Chemical group 0.000 claims description 8
- 229910052801 chlorine Chemical group 0.000 claims description 8
- 239000001257 hydrogen Substances 0.000 claims description 8
- 229910052739 hydrogen Inorganic materials 0.000 claims description 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 8
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 7
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims description 6
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- 125000000623 heterocyclic group Chemical group 0.000 claims description 5
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- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 3
- 239000011593 sulfur Chemical group 0.000 claims description 3
- 125000004644 alkyl sulfinyl group Chemical group 0.000 claims description 2
- 125000001769 aryl amino group Chemical group 0.000 claims description 2
- 125000005135 aryl sulfinyl group Chemical group 0.000 claims description 2
- 125000005110 aryl thio group Chemical group 0.000 claims description 2
- 125000004104 aryloxy group Chemical group 0.000 claims description 2
- 125000000000 cycloalkoxy group Chemical group 0.000 claims description 2
- 125000006310 cycloalkyl amino group Chemical group 0.000 claims description 2
- 125000005149 cycloalkylsulfinyl group Chemical group 0.000 claims description 2
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- 125000005553 heteroaryloxy group Chemical group 0.000 claims description 2
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- NVBFHJWHLNUMCV-UHFFFAOYSA-N sulfamide Chemical class NS(N)(=O)=O NVBFHJWHLNUMCV-UHFFFAOYSA-N 0.000 abstract description 3
- 230000008569 process Effects 0.000 abstract description 2
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- ZUBDGKVDJUIMQQ-UBFCDGJISA-N endothelin-1 Chemical compound C([C@@H](C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CC=1C2=CC=CC=C2NC=1)C(O)=O)NC(=O)[C@H]1NC(=O)[C@H](CC=2C=CC=CC=2)NC(=O)[C@@H](CC=2C=CC(O)=CC=2)NC(=O)[C@H](C(C)C)NC(=O)[C@H]2CSSC[C@@H](C(N[C@H](CO)C(=O)N[C@@H](CO)C(=O)N[C@H](CC(C)C)C(=O)N[C@@H](CCSC)C(=O)N[C@H](CC(O)=O)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCC(O)=O)C(=O)N2)=O)NC(=O)[C@@H](CO)NC(=O)[C@H](N)CSSC1)C1=CNC=N1 ZUBDGKVDJUIMQQ-UBFCDGJISA-N 0.000 description 12
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
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- 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
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- 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
- A61P7/06—Antianaemics
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- 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
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- 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
- A61P9/04—Inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure
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- 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
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- 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
- 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
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
-
- 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
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/52—Two oxygen atoms
-
- 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
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/56—One oxygen atom and one sulfur atom
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Cardiology (AREA)
- Neurology (AREA)
- Heart & Thoracic Surgery (AREA)
- Diabetes (AREA)
- Urology & Nephrology (AREA)
- Pulmonology (AREA)
- Biomedical Technology (AREA)
- Neurosurgery (AREA)
- Endocrinology (AREA)
- Hospice & Palliative Care (AREA)
- Pain & Pain Management (AREA)
- Hematology (AREA)
- Obesity (AREA)
- Vascular Medicine (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Ophthalmology & Optometry (AREA)
- Psychiatry (AREA)
- Rheumatology (AREA)
- Emergency Medicine (AREA)
- Gynecology & Obstetrics (AREA)
- Reproductive Health (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Physical Education & Sports Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP0213601 | 2002-12-02 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ZA200505109B true ZA200505109B (en) | 2007-04-25 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ZA200505109A ZA200505109B (en) | 2002-12-02 | 2005-06-23 | Pyrimidine-sulfamides and their use as endothelian receptor antagonist |
Country Status (18)
| Country | Link |
|---|---|
| US (1) | US7452896B2 (ru) |
| EP (1) | EP1569914B1 (ru) |
| JP (1) | JP4769460B2 (ru) |
| KR (1) | KR101063042B1 (ru) |
| CN (1) | CN100379730C (ru) |
| AT (1) | ATE423103T1 (ru) |
| AU (1) | AU2003285321B2 (ru) |
| BR (1) | BR0316724A (ru) |
| CA (1) | CA2507334C (ru) |
| DE (1) | DE60326263D1 (ru) |
| ES (1) | ES2320649T3 (ru) |
| IL (1) | IL168836A (ru) |
| MX (1) | MXPA05005793A (ru) |
| NO (1) | NO20052520L (ru) |
| NZ (1) | NZ540937A (ru) |
| RU (1) | RU2329255C2 (ru) |
| WO (1) | WO2004050640A1 (ru) |
| ZA (1) | ZA200505109B (ru) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100739367B1 (ko) | 2004-07-14 | 2007-07-16 | 크리스탈지노믹스(주) | 설파마이드 유도체 및 이를 함유하는 지방대사 촉진용약학적 조성물 |
| TW200628467A (en) * | 2004-11-11 | 2006-08-16 | Actelion Pharmaceuticals Ltd | Novel sulfamides |
| FR2878523B1 (fr) * | 2004-11-30 | 2007-09-14 | Oreal | Nouveaux derives sulfamides et leur utilisation cosmetique |
| US7887824B2 (en) | 2004-11-30 | 2011-02-15 | L'oreal | Sulfamide derivatives and cosmetic use thereof |
| ATE481978T1 (de) * | 2005-01-25 | 2010-10-15 | Five Prime Therapeutics Inc | Zusammensetzungen und verfahren zur behandlung von herzkrankheiten |
| JPWO2008090970A1 (ja) * | 2007-01-26 | 2010-05-20 | パナソニック株式会社 | ステレオ符号化装置、ステレオ復号装置、およびこれらの方法 |
| WO2008120093A1 (en) * | 2007-04-03 | 2008-10-09 | Pfizer Inc. | Sulfonamides and pharmaceutical compositions thereof |
| MX2010001837A (es) * | 2007-08-17 | 2010-03-10 | Actelion Pharmaceuticals Ltd | Derivados de 4-pirimidinasulfamida. |
| US20110263623A1 (en) * | 2008-08-12 | 2011-10-27 | Cadila Healthcare Limited | Process for preparation of bosentan |
| PT2315587T (pt) * | 2008-08-13 | 2018-01-31 | Actelion Pharmaceuticals Ltd | Produto que contém macitentan, composição farmacêutica que o contém e uso de macitentan |
| CN103724281A (zh) * | 2013-12-03 | 2014-04-16 | 镇江圣安医药有限公司 | N-[5-（4-溴苯基）-6-[2-[（5-溴-2-嘧啶基）氧基]乙氧基]-4-嘧啶基]-n′-丙基磺酰胺的新型衍生物及其应用 |
| CN111479808B (zh) * | 2017-11-21 | 2023-02-24 | 无锡智康弘义生物科技有限公司 | 嘧啶磺酰胺类衍生物、其制备方法及其在医药上的应用 |
| CN108997223B (zh) * | 2018-08-09 | 2020-06-30 | 浙江先锋科技股份有限公司 | 5-(4-溴苯基)-4，6-二氯嘧啶的制备方法 |
| CN109232546B (zh) * | 2018-09-25 | 2020-09-04 | 中国人民解放军总医院 | 一种嘧啶磺酰胺类衍生物的医药用途 |
| RU2763899C1 (ru) * | 2021-03-26 | 2022-01-11 | федеральное государственное бюджетное учреждение «Национальный медицинский исследовательский центр онкологии» Министерства здравоохранения Российской Федерации | Натриевая соль 4-{ 2-[2-(4-гидрокси-3-метоксифенил)-винил]-6-этил-4-оксо-5-фенил-4H-пиримидин-1-ил} -бензсульфамида, обладающая противоопухолевым действием |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1549494A (ru) | 1967-10-31 | 1968-12-13 | ||
| DE2801584A1 (de) | 1978-01-14 | 1979-07-19 | Bayer Ag | Halogensubstituierte pyrimidin (2)yl-thiono-thiol-phosphor(phosphon)- saeureester, verfahren zu ihrer herstellung und ihre verwendung als insektizide und akarizide |
| RU2086544C1 (ru) | 1991-06-13 | 1997-08-10 | Хоффманн-Ля Рош АГ | Бензолсульфонамидные производные пиримидина или их соли, фармацевтическая композиция для лечения заболеваний, связанных с активностью эндотелина |
| TW394761B (en) | 1993-06-28 | 2000-06-21 | Hoffmann La Roche | Novel Sulfonylamino Pyrimidines |
| IL111959A (en) | 1993-12-17 | 2000-07-16 | Tanabe Seiyaku Co | N-(polysubstituted pyrimidin-4-yl) benzenesulfonamide derivatives their preparation and pharmaceutical compositions containing them |
| TW313568B (ru) | 1994-12-20 | 1997-08-21 | Hoffmann La Roche | |
| JP3013752B2 (ja) * | 1995-05-16 | 2000-02-28 | 田辺製薬株式会社 | スルホンアミド誘導体 |
| US5739333A (en) | 1995-05-16 | 1998-04-14 | Tanabe Seiyaku Co., Ltd. | Sulfonamide derivative and process for preparing the same |
| EP0882719B1 (en) | 1995-12-20 | 2001-05-16 | Yamanouchi Pharmaceutical Co. Ltd. | Arylethenesulfonamide derivatives and drug composition containing the same |
| TWI284642B (en) * | 1999-01-18 | 2007-08-01 | Hoffmann La Roche | Novel heterocyclic sulfonamides |
| US7094781B2 (en) * | 2000-12-18 | 2006-08-22 | Actelion Pharmaceuticals Ltd. | Sulfamides and their use as endothelin receptor antagonists |
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2003
- 2003-11-10 KR KR1020057008632A patent/KR101063042B1/ko not_active IP Right Cessation
- 2003-11-10 WO PCT/EP2003/012502 patent/WO2004050640A1/en active Application Filing
- 2003-11-10 CN CNB2003801034698A patent/CN100379730C/zh not_active Expired - Fee Related
- 2003-11-10 AU AU2003285321A patent/AU2003285321B2/en not_active Ceased
- 2003-11-10 RU RU2005120769/04A patent/RU2329255C2/ru not_active IP Right Cessation
- 2003-11-10 BR BR0316724-0A patent/BR0316724A/pt not_active IP Right Cessation
- 2003-11-10 MX MXPA05005793A patent/MXPA05005793A/es active IP Right Grant
- 2003-11-10 JP JP2004556119A patent/JP4769460B2/ja not_active Expired - Fee Related
- 2003-11-10 AT AT03778307T patent/ATE423103T1/de active
- 2003-11-10 ES ES03778307T patent/ES2320649T3/es not_active Expired - Lifetime
- 2003-11-10 US US10/537,400 patent/US7452896B2/en not_active Expired - Fee Related
- 2003-11-10 NZ NZ540937A patent/NZ540937A/en unknown
- 2003-11-10 EP EP03778307A patent/EP1569914B1/en not_active Expired - Lifetime
- 2003-11-10 DE DE60326263T patent/DE60326263D1/de not_active Expired - Lifetime
- 2003-11-10 CA CA2507334A patent/CA2507334C/en not_active Expired - Fee Related
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2005
- 2005-05-25 NO NO20052520A patent/NO20052520L/no not_active Application Discontinuation
- 2005-05-26 IL IL168836A patent/IL168836A/en active IP Right Grant
- 2005-06-23 ZA ZA200505109A patent/ZA200505109B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CA2507334A1 (en) | 2004-06-17 |
| US7452896B2 (en) | 2008-11-18 |
| CA2507334C (en) | 2013-05-07 |
| MXPA05005793A (es) | 2005-08-16 |
| KR20050086625A (ko) | 2005-08-30 |
| NO20052520D0 (no) | 2005-05-25 |
| RU2329255C2 (ru) | 2008-07-20 |
| NO20052520L (no) | 2005-06-27 |
| RU2005120769A (ru) | 2006-02-27 |
| JP4769460B2 (ja) | 2011-09-07 |
| ATE423103T1 (de) | 2009-03-15 |
| AU2003285321B2 (en) | 2010-04-08 |
| US20070167472A1 (en) | 2007-07-19 |
| ES2320649T3 (es) | 2009-05-27 |
| KR101063042B1 (ko) | 2011-09-07 |
| BR0316724A (pt) | 2005-10-18 |
| WO2004050640A1 (en) | 2004-06-17 |
| CN1711248A (zh) | 2005-12-21 |
| JP2006509775A (ja) | 2006-03-23 |
| EP1569914B1 (en) | 2009-02-18 |
| CN100379730C (zh) | 2008-04-09 |
| IL168836A (en) | 2010-12-30 |
| NZ540937A (en) | 2008-06-30 |
| AU2003285321A1 (en) | 2004-06-23 |
| DE60326263D1 (de) | 2009-04-02 |
| EP1569914A1 (en) | 2005-09-07 |
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