AR034733A1 - Sintesis e intermediarios - Google Patents
Sintesis e intermediariosInfo
- Publication number
- AR034733A1 AR034733A1 ARP020102535A ARP020102535A AR034733A1 AR 034733 A1 AR034733 A1 AR 034733A1 AR P020102535 A ARP020102535 A AR P020102535A AR P020102535 A ARP020102535 A AR P020102535A AR 034733 A1 AR034733 A1 AR 034733A1
- Authority
- AR
- Argentina
- Prior art keywords
- methods
- formula
- preparation
- protecting group
- intermediaries
- Prior art date
Links
- 230000015572 biosynthetic process Effects 0.000 title 1
- 238000003786 synthesis reaction Methods 0.000 title 1
- 239000000543 intermediate Substances 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- 238000002360 preparation method Methods 0.000 abstract 2
- 238000005863 Friedel-Crafts acylation reaction Methods 0.000 abstract 1
- 229940121710 HMGCoA reductase inhibitor Drugs 0.000 abstract 1
- 125000004423 acyloxy group Chemical group 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 125000001183 hydrocarbyl group Chemical group 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 abstract 1
- 125000006239 protecting group Chemical group 0.000 abstract 1
- 238000001308 synthesis method Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
- C07C235/70—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups and doubly-bound oxygen atoms bound to the same carbon skeleton
- C07C235/72—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups and doubly-bound oxygen atoms bound to the same carbon skeleton with the carbon atoms of the carboxamide groups bound to acyclic carbon atoms
- C07C235/74—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups and doubly-bound oxygen atoms bound to the same carbon skeleton with the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of a saturated carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/30—Preparation of optical isomers
- C07C227/32—Preparation of optical isomers by stereospecific synthesis
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C229/04—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
- C07C229/22—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated the carbon skeleton being further substituted by oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
- C07C235/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton
- C07C235/04—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton being acyclic and saturated
- C07C235/06—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton being acyclic and saturated having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
- C07C69/67—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of saturated acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
- C07C69/67—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of saturated acids
- C07C69/716—Esters of keto-carboxylic acids or aldehydo-carboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
- C07C69/73—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of unsaturated acids
- C07C69/732—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of unsaturated acids of unsaturated hydroxy carboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
- C07C69/73—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of unsaturated acids
- C07C69/738—Esters of keto-carboxylic acids or aldehydo-carboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P7/00—Preparation of oxygen-containing organic compounds
- C12P7/62—Carboxylic acid esters
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Wood Science & Technology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Zoology (AREA)
- Biotechnology (AREA)
- Microbiology (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP01810670 | 2001-07-06 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR034733A1 true AR034733A1 (es) | 2004-03-17 |
Family
ID=8184014
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP020102537A AR034735A1 (es) | 2001-07-06 | 2002-07-05 | Sintesis e intermediarios |
| ARP020102536A AR034734A1 (es) | 2001-07-06 | 2002-07-05 | Sintesis e intermediarios |
| ARP020102535A AR034733A1 (es) | 2001-07-06 | 2002-07-05 | Sintesis e intermediarios |
Family Applications Before (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP020102537A AR034735A1 (es) | 2001-07-06 | 2002-07-05 | Sintesis e intermediarios |
| ARP020102536A AR034734A1 (es) | 2001-07-06 | 2002-07-05 | Sintesis e intermediarios |
Country Status (17)
| Country | Link |
|---|---|
| US (3) | US7420078B2 (enExample) |
| EP (2) | EP2161250A1 (enExample) |
| JP (1) | JP2004533479A (enExample) |
| KR (2) | KR20040017278A (enExample) |
| CN (2) | CN101880227A (enExample) |
| AR (3) | AR034735A1 (enExample) |
| AU (1) | AU2002354701B2 (enExample) |
| BR (1) | BR0210842A (enExample) |
| CA (1) | CA2448917A1 (enExample) |
| CZ (1) | CZ2004150A3 (enExample) |
| ES (1) | ES2340260T3 (enExample) |
| HR (1) | HRPK20040119B3 (enExample) |
| HU (1) | HUP0401145A3 (enExample) |
| IL (3) | IL159050A0 (enExample) |
| PL (1) | PL366392A1 (enExample) |
| PT (1) | PT1404642E (enExample) |
| WO (1) | WO2003004450A1 (enExample) |
Families Citing this family (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6101484A (en) | 1999-03-31 | 2000-08-08 | Mercata, Inc. | Dynamic market equilibrium management system, process and article of manufacture |
| WO2002057229A1 (en) | 2001-01-19 | 2002-07-25 | Biocon India Limited | FORM V CRYSTALLINE [R-(R*,R*)]-2-(4-FLUOROPHENYL)-ß,$G(D)-DIHYDROXY-5-(1-METHYLETHYL)-3-PHENYL-4-[(PHENYLAMINO)CARBONYL]-1H-PYRROLE-1- HEPTANOIC ACID HEMI CALCIUM SALT. (ATORVASTATIN) |
| BR0210842A (pt) | 2001-07-06 | 2004-07-13 | Ciba Sc Holding Ag | Processo para a preparação de intermediários úteis na sìntese de derivados de estatina, especialmente derivados do ácido 7-amino 3,5-dihidróxi heptanóico, e intermediários dos mesmos |
| MXPA04000322A (es) | 2001-07-13 | 2005-09-08 | Astrazeneca Uk Ltd | Preparacion de compuestos de aminopirimidina. |
| US7361772B2 (en) | 2001-08-16 | 2008-04-22 | Biocon Limited | Process for the production of atorvastatin calcium |
| WO2003078379A1 (en) | 2002-03-18 | 2003-09-25 | Biocon Limited | AMORPHOUS Hmg-CoA REDUCTASE INHIBITORS OF DESIRED PARTICLE SIZE |
| US7179942B2 (en) | 2002-07-05 | 2007-02-20 | Bicon Limited | Halo-substituted active methylene compounds |
| AU2003295684A1 (en) * | 2002-11-15 | 2004-06-15 | Teva Pharmaceutical Industries Ltd. | Synthesis of 3,5-dihydroxy-7-pyrrol-1-yl heptanoic acids |
| WO2004094343A1 (en) | 2003-04-22 | 2004-11-04 | Biocon Limited | NOVEL PROCESS FOR STEREOSELECTIVE REDUCTION OF ß-KETOESTERS |
| AU2003272080A1 (en) | 2003-09-18 | 2005-04-06 | Biocon Limited | Novel process for the preparation of tert-butyl 6-cyano-5-hydroxy-3-oxohexanoate |
| GB0428328D0 (en) | 2004-12-24 | 2005-02-02 | Astrazeneca Uk Ltd | Chemical process |
| WO2007034909A1 (ja) * | 2005-09-22 | 2007-03-29 | Kaneka Corporation | （３ｒ，５ｒ）－７－アミノ－３，５－ジヒドロキシヘプタン酸誘導体の製造法 |
| WO2010077062A2 (en) * | 2008-12-29 | 2010-07-08 | Hanmi Pharm. Co., Ltd. | Preparation method of statin compound and benzothiazolyl sulfone compound used therein |
| US20130178636A1 (en) * | 2010-09-16 | 2013-07-11 | Dsm Sinochem Pharmaceuticals Netherlands B.V. | Esters of hexanoic acids as intermediates for the preparation of atorvastatin |
| CN103502324B (zh) | 2011-05-06 | 2015-12-23 | 巴斯夫欧洲公司 | 制备吸水聚合物颗粒的方法 |
| US8420773B2 (en) | 2011-05-06 | 2013-04-16 | Basf Se | Process for producing water-absorbing polymer particles |
| AU2012345473B2 (en) * | 2011-11-28 | 2017-05-25 | Mylan Laboratories Ltd | Process for producing chiral statin side chain intermediates employing candida|antarctica lipase B |
| US10149720B2 (en) | 2013-03-08 | 2018-12-11 | Auris Health, Inc. | Method, apparatus, and a system for facilitating bending of an instrument in a surgical or medical robotic environment |
| EP2778229A1 (de) * | 2013-03-11 | 2014-09-17 | Sandoz Ag | Verfahren zur enantioselektiven Herstellung von 3-Hydroxyglutarsäuremonoestern und deren Verwendung |
| US10376672B2 (en) | 2013-03-15 | 2019-08-13 | Auris Health, Inc. | Catheter insertion system and method of fabrication |
| US9499621B2 (en) | 2013-04-08 | 2016-11-22 | Cytodyn, Inc. | Felinized antibodies and methods of treating retroviral infections in felines |
| CN104230879B (zh) * | 2014-08-15 | 2016-08-24 | 新发药业有限公司 | 一种2-((4r, 6s)-6-甲酰基-2,2-二取代基-1,3-二氧六环-4-基)乙酸酯制备方法 |
| CN108033899B (zh) * | 2017-12-06 | 2020-04-10 | 浙江科技学院 | 一种(r)-6-氰基-5-羟基-3-羰基己酸叔丁酯的制备方法 |
| CN108997324A (zh) * | 2018-08-21 | 2018-12-14 | 南京欧信医药技术有限公司 | 瑞舒伐他汀钙中间体的制备方法 |
| CN118772052A (zh) * | 2024-09-10 | 2024-10-15 | 湖南九维生物医药有限公司 | 一种医药中间体及其制备方法 |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4677211A (en) * | 1984-06-29 | 1987-06-30 | Sandoz Pharmaceuticals Corp. | Preparation of lactones |
| US4950775A (en) | 1985-10-11 | 1990-08-21 | University Of California | Antihypercholesterolemic compounds and synthesis thereof |
| US5003080A (en) | 1988-02-22 | 1991-03-26 | Warner-Lambert Company | Process for trans-6-(2-(substituted-pyrrol-1-yl)alkyl)pryan-2-one inhibitors of cholesterol synthesis |
| IT1226726B (it) | 1988-07-29 | 1991-02-05 | Zambon Spa | Composti attivi come inibitori della biosintesi del colesterolo. |
| US5196440A (en) * | 1988-07-29 | 1993-03-23 | Zambon Group S.P.A. | Compounds active as inhibitors of the cholesterol biosynthesis |
| IT1224795B (it) * | 1988-12-01 | 1990-10-24 | Sigma Tau Ind Farmaceuti | Uso dell'acetil d-carnitina nel trattamento terapeutico del glaucoma e composizioni farmaceutiche utili in tale trattamento |
| IT1237792B (it) * | 1989-12-21 | 1993-06-17 | Zambon Spa | Composti attivi come inibitori dell'enzima hmg-coa reduttasi |
| US5155251A (en) | 1991-10-11 | 1992-10-13 | Warner-Lambert Company | Process for the synthesis of (5R)-1,1-dimethylethyl-6-cyano-5-hydroxy-3-oxo-hexanoate |
| JP3652394B2 (ja) * | 1995-01-27 | 2005-05-25 | 高砂香料工業株式会社 | Ｎ−置換−７−アミノ−５−ヒドロキシ−３−オキソヘプタン酸誘導体およびその製造法 |
| AU2001274049A1 (en) * | 2000-05-26 | 2001-12-11 | Ciba Specialty Chemicals Holding Inc. | Process for the preparation of indole derivatives and intermediates of the process |
| WO2003004456A1 (en) | 2001-07-06 | 2003-01-16 | Teva Pharmaceutical Industries Ltd. | Process for the preparation of 7-amino syn 3,5-dihydroxy heptanoic acid derivatives via 6-cyano syn 3,5-dihydroxy hexanoic acid derivatives |
| BR0210842A (pt) | 2001-07-06 | 2004-07-13 | Ciba Sc Holding Ag | Processo para a preparação de intermediários úteis na sìntese de derivados de estatina, especialmente derivados do ácido 7-amino 3,5-dihidróxi heptanóico, e intermediários dos mesmos |
| ATE457972T1 (de) | 2001-07-06 | 2010-03-15 | Basf Se | Verfahren zur herstellung von 7-amino-syn-3,5- dihydroxyheptansäurederivaten und zwischenverbindungen diesesverfahrens und deren herestellung |
-
2002
- 2002-07-02 BR BR0210842-9A patent/BR0210842A/pt not_active IP Right Cessation
- 2002-07-02 EP EP09176993A patent/EP2161250A1/en not_active Withdrawn
- 2002-07-02 IL IL15905002A patent/IL159050A0/xx not_active IP Right Cessation
- 2002-07-02 CA CA002448917A patent/CA2448917A1/en not_active Abandoned
- 2002-07-02 US US10/482,463 patent/US7420078B2/en not_active Expired - Fee Related
- 2002-07-02 CN CN201010004468XA patent/CN101880227A/zh active Pending
- 2002-07-02 KR KR20047000163A patent/KR20040017278A/ko not_active Withdrawn
- 2002-07-02 JP JP2003510418A patent/JP2004533479A/ja active Pending
- 2002-07-02 CZ CZ2004150A patent/CZ2004150A3/cs unknown
- 2002-07-02 CN CNA028135342A patent/CN1610657A/zh active Pending
- 2002-07-02 EP EP02782448A patent/EP1404639A1/en not_active Withdrawn
- 2002-07-02 PL PL02366392A patent/PL366392A1/xx not_active Application Discontinuation
- 2002-07-02 KR KR20047000160A patent/KR20040017277A/ko not_active Withdrawn
- 2002-07-02 AU AU2002354701A patent/AU2002354701B2/en not_active Ceased
- 2002-07-02 HR HR20040119A patent/HRPK20040119B3/xx not_active IP Right Cessation
- 2002-07-02 HU HU0401145A patent/HUP0401145A3/hu unknown
- 2002-07-02 PT PT02764615T patent/PT1404642E/pt unknown
- 2002-07-02 WO PCT/EP2002/007307 patent/WO2003004450A1/en not_active Ceased
- 2002-07-02 ES ES02764615T patent/ES2340260T3/es not_active Expired - Lifetime
- 2002-07-05 AR ARP020102537A patent/AR034735A1/es not_active Application Discontinuation
- 2002-07-05 AR ARP020102536A patent/AR034734A1/es not_active Application Discontinuation
- 2002-07-05 AR ARP020102535A patent/AR034733A1/es unknown
-
2008
- 2008-07-24 US US12/220,390 patent/US7855302B2/en not_active Expired - Fee Related
-
2010
- 2010-11-04 US US12/939,401 patent/US8026383B2/en not_active Expired - Fee Related
-
2011
- 2011-07-19 IL IL214165A patent/IL214165A0/en unknown
- 2011-07-19 IL IL214164A patent/IL214164A0/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| AR034734A1 (es) | 2004-03-17 |
| US8026383B2 (en) | 2011-09-27 |
| HUP0401145A2 (hu) | 2004-09-28 |
| IL159050A0 (en) | 2004-05-12 |
| KR20040017278A (ko) | 2004-02-26 |
| AR034735A1 (es) | 2004-03-17 |
| IL214164A0 (en) | 2011-08-31 |
| CN101880227A (zh) | 2010-11-10 |
| CN1610657A (zh) | 2005-04-27 |
| EP2161250A1 (en) | 2010-03-10 |
| CZ2004150A3 (cs) | 2004-09-15 |
| JP2004533479A (ja) | 2004-11-04 |
| KR20040017277A (ko) | 2004-02-26 |
| US7420078B2 (en) | 2008-09-02 |
| HUP0401145A3 (en) | 2008-08-28 |
| BR0210842A (pt) | 2004-07-13 |
| WO2003004450A1 (en) | 2003-01-16 |
| HRP20040119A2 (en) | 2005-04-30 |
| US20110046411A1 (en) | 2011-02-24 |
| PT1404642E (pt) | 2010-03-29 |
| ES2340260T3 (es) | 2010-06-01 |
| IL214165A0 (en) | 2011-08-31 |
| PL366392A1 (en) | 2005-01-24 |
| EP1404639A1 (en) | 2004-04-07 |
| US7855302B2 (en) | 2010-12-21 |
| CA2448917A1 (en) | 2003-01-16 |
| US20080312466A1 (en) | 2008-12-18 |
| US20040186313A1 (en) | 2004-09-23 |
| AU2002354701B2 (en) | 2007-11-22 |
| HRPK20040119B3 (en) | 2006-07-31 |
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