DE69432141T2 - Taxane mit furyl-oder thienyl substituierten seitenketten - Google Patents

Taxane mit furyl-oder thienyl substituierten seitenketten

Info

Publication number
DE69432141T2
DE69432141T2 DE69432141T DE69432141T DE69432141T2 DE 69432141 T2 DE69432141 T2 DE 69432141T2 DE 69432141 T DE69432141 T DE 69432141T DE 69432141 T DE69432141 T DE 69432141T DE 69432141 T2 DE69432141 T2 DE 69432141T2
Authority
DE
Germany
Prior art keywords
furyl
taxane
side chains
thienyl substituted
substituted side
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
Application number
DE69432141T
Other languages
English (en)
Other versions
DE69432141D1 (de
Inventor
A Holton
Hossain Nadizadeh
J Biediger
Kasthuri Rengan
Yukio Suzuki
Chunlin Tao
Ki-Byung Chai
Hamid Idmoumaz
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Florida State University
Original Assignee
Florida State University
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.)
Filing date
Publication date
Application filed by Florida State University filed Critical Florida State University
Publication of DE69432141D1 publication Critical patent/DE69432141D1/de
Application granted granted Critical
Publication of DE69432141T2 publication Critical patent/DE69432141T2/de
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D407/00Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
    • C07D407/02Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings
    • C07D407/12Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents
    • A61P35/02Antineoplastic agents specific for leukemia
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C227/00Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C227/22Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from lactams, cyclic ketones or cyclic oximes, e.g. by reactions involving Beckmann rearrangement
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00Preparation of carboxylic acid amides
    • C07C231/12Preparation of carboxylic acid amides by reactions not involving the formation of carboxamide groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00Carboxylic acid amides
    • C07C233/64Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings
    • C07C233/81Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by carboxyl groups
    • C07C233/82Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by carboxyl groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom
    • C07C233/87Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by carboxyl groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom of a carbon skeleton containing six-membered aromatic rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D205/00Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom
    • C07D205/02Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
    • C07D205/06Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D205/08Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with one oxygen atom directly attached in position 2, e.g. beta-lactams
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D305/00Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms
    • C07D305/14Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms condensed with carbocyclic rings or ring systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D405/00Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/12Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D407/00Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
    • C07D407/14Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing three or more hetero rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D409/00Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/12Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D409/00Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/14Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00Compounds containing elements of Groups 4 or 14 of the Periodic System
    • C07F7/02Silicon compounds
    • C07F7/08Compounds having one or more C—Si linkages
    • C07F7/18Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
    • C07F7/1804Compounds having Si-O-C linkages
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00Systems containing only non-condensed rings
    • C07C2601/12Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14The ring being saturated
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00Systems containing only non-condensed rings
    • C07C2601/12Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/16Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2603/00Systems containing at least three condensed rings
    • C07C2603/56Ring systems containing bridged rings
    • C07C2603/58Ring systems containing bridged rings containing three rings
    • C07C2603/60Ring systems containing bridged rings containing three rings containing at least one ring with less than six members
    • C07C2603/62Ring systems containing bridged rings containing three rings containing at least one ring with less than six members containing three- or four-membered rings
    • YGENERAL 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
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/55Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
DE69432141T 1993-03-22 1994-03-21 Taxane mit furyl-oder thienyl substituierten seitenketten Expired - Fee Related DE69432141T2 (de)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US3485293A 1993-03-22 1993-03-22
US9471793A 1993-07-20 1993-07-20
PCT/US1994/003097 WO1994021651A1 (en) 1993-03-22 1994-03-21 Taxanes having furyl or thienyl substituted side-chain

Publications (2)

Publication Number Publication Date
DE69432141D1 DE69432141D1 (de) 2003-03-27
DE69432141T2 true DE69432141T2 (de) 2003-07-31

Family

ID=26711460

Family Applications (5)

Application Number Title Priority Date Filing Date
DE69434373T Expired - Fee Related DE69434373T2 (de) 1993-03-22 1994-03-21 Beta-laktame zur Herstellung von Taxanen mit Furyl oder Thienyl substituierter Seitenkette
DE69434374T Expired - Fee Related DE69434374T2 (de) 1993-03-22 1994-03-21 Taxane mit Furyl oder Thienyl enthaltender substituierter Seitenkette
DE69432141T Expired - Fee Related DE69432141T2 (de) 1993-03-22 1994-03-21 Taxane mit furyl-oder thienyl substituierten seitenketten
DE69433355T Expired - Fee Related DE69433355T2 (de) 1993-03-22 1994-03-21 Taxane ohne die c-9 oxo gruppe und diese enthaltende pharmazeutische präparate
DE69434190T Expired - Fee Related DE69434190T2 (de) 1993-03-22 1994-03-21 Pharmazeutische Zusammenstellungen enthaltende eine furyl oder thienyl substituierte Seitenkette

Family Applications Before (2)

Application Number Title Priority Date Filing Date
DE69434373T Expired - Fee Related DE69434373T2 (de) 1993-03-22 1994-03-21 Beta-laktame zur Herstellung von Taxanen mit Furyl oder Thienyl substituierter Seitenkette
DE69434374T Expired - Fee Related DE69434374T2 (de) 1993-03-22 1994-03-21 Taxane mit Furyl oder Thienyl enthaltender substituierter Seitenkette

Family Applications After (2)

Application Number Title Priority Date Filing Date
DE69433355T Expired - Fee Related DE69433355T2 (de) 1993-03-22 1994-03-21 Taxane ohne die c-9 oxo gruppe und diese enthaltende pharmazeutische präparate
DE69434190T Expired - Fee Related DE69434190T2 (de) 1993-03-22 1994-03-21 Pharmazeutische Zusammenstellungen enthaltende eine furyl oder thienyl substituierte Seitenkette

Country Status (12)

Country Link
EP (6) EP1228759B1 (de)
JP (2) JPH08508469A (de)
AT (5) ATE295164T1 (de)
AU (3) AU6367994A (de)
CA (2) CA2158454C (de)
DE (5) DE69434373T2 (de)
DK (5) DK0689436T3 (de)
ES (5) ES2241923T3 (de)
IL (4) IL180090A0 (de)
PT (5) PT1260223E (de)
SG (3) SG68049A1 (de)
WO (2) WO1994021651A1 (de)

Families Citing this family (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2712289B1 (fr) * 1993-11-08 1996-01-05 Rhone Poulenc Rorer Sa Nouveaux dérivés de taxicine, leur préparation et les compositions pharmaceutiques qui les contiennent.
US5677470A (en) * 1994-06-28 1997-10-14 Tanabe Seiyaku Co., Ltd. Baccatin derivatives and processes for preparing the same
AU4133096A (en) * 1994-10-28 1996-05-23 Research Foundation Of The State University Of New York, The Taxoid derivatives, their preparation and their use as antitumor agents
US6500858B2 (en) 1994-10-28 2002-12-31 The Research Foundation Of The State University Of New York Taxoid anti-tumor agents and pharmaceutical compositions thereof
US6458976B1 (en) 1994-10-28 2002-10-01 The Research Foundation Of State University Of New York Taxoid anti-tumor agents, pharmaceutical compositions, and treatment methods
CA2162759A1 (en) * 1994-11-17 1996-05-18 Kenji Tsujihara Baccatin derivatives and processes for preparing the same
BR9608040B1 (pt) * 1995-04-28 2010-02-23 composto taxàide pentacÍclico.
JP2001524067A (ja) * 1995-09-13 2001-11-27 フロリダ・ステイト・ユニバーシティ 放射線感作性タキサン類およびその医薬製剤
FR2745814B1 (fr) * 1996-03-06 1998-04-03 Rhone Poulenc Rorer Sa Nouveaux taxoides, leur preparation et les compositions pharmaceutiques qui les contiennent
FR2746797B1 (fr) * 1996-03-27 1998-06-19 Centre Nat Rech Scient Nouveaux derives du 10-acetyldocetaxel et leur procede de preparation
JP2000510470A (ja) * 1996-05-06 2000-08-15 フロリダ・ステイト・ユニバーシティ 1―デオキシバッカチンiii、1―デオキシタキソールおよび1―デオキシタキソール類似体、ならびにこれらの製造方法
WO1998017656A1 (en) * 1996-10-24 1998-04-30 Institute Armand-Frappier A family of canadensol taxanes, the semi-synthetic preparation and therapeutic use thereof
CN1362957A (zh) * 2000-02-02 2002-08-07 佛罗里达州立大学研究基金有限公司 作为抗肿瘤剂的c7杂取代乙酸酯取代的紫杉烷
AR030188A1 (es) * 2000-02-02 2003-08-13 Univ Florida State Res Found Compuestos de taxano sustituidos con esteres en el c7; composiciones farmaceuticas que los contienen y proceso para tratar un sujeto mamifero que sufre de una condicion que responde a los taxanos
JP2003522172A (ja) * 2000-02-02 2003-07-22 フロリダ・ステイト・ユニバーシティ・リサーチ・ファウンデイション・インコーポレイテッド 抗腫瘍剤としてのc10エステル置換タキサン
EP1785416A3 (de) 2003-09-25 2007-05-30 Tapestry Pharmaceuticals, Inc. 9, 10-Alpha, Alpha-OH-Taxan-Analogen und Herstellungsverfahren dafür
EP1810968A3 (de) * 2003-09-25 2007-08-08 Tapestry Pharmaceuticals, Inc. 9, 10-a, a-OH-Taxan-Analoge und Herstellungsverfahren dafür
EP1737444A4 (de) * 2004-03-05 2008-05-21 Univ Florida State Res Found C7-lactyloxa-substituierte taxane
BRPI0611959A2 (pt) * 2005-06-10 2011-12-20 Univ Florida State Res Found resolução de misturas enantioméricas de beta-lactamas
US11786504B2 (en) 2006-09-28 2023-10-17 Tapestry Pharmaceuticals, Inc. Taxane analogs for the treatment of brain cancer
WO2008121476A1 (en) 2007-03-28 2008-10-09 Tapestry Pharmaceuticals, Inc. Biologically active taxane analogs and methods of treatment by oral administration
US11873308B2 (en) 2006-11-06 2024-01-16 Tapestry Pharmaceuticals, Inc. Biologically active taxane analogs and methods of treatment by oral administration
WO2008109360A1 (en) 2007-02-28 2008-09-12 Tapestry Pharmaceuticals, Inc Taxane analogs for the treatment of brain cancer

Family Cites Families (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6075458A (ja) * 1983-06-17 1985-04-27 Osaka Soda Co Ltd 3,4−ジフエニル−1−(4−置換)アリ−ルメチルアゼチジン−2−オンの製法
US4751299A (en) * 1983-11-18 1988-06-14 Takeda Chemical Industries, Ltd. Optically active β-lactams and method of their production
JPS61243079A (ja) * 1985-04-01 1986-10-29 Mect Corp 1−(アルコキシカルボニルアルキル)−4−(2−フリル)−3−置換−2−アゼチジノン及びその製造方法
FR2601675B1 (fr) * 1986-07-17 1988-09-23 Rhone Poulenc Sante Derives du taxol, leur preparation et les compositions pharmaceutiques qui les contiennent
US5006650A (en) * 1987-02-11 1991-04-09 The Upjohn Company Novel N-1 substituted beta-lactams as antibiotics
US4942184A (en) * 1988-03-07 1990-07-17 The United States Of America As Represented By The Department Of Health And Human Services Water soluble, antineoplastic derivatives of taxol
US5175315A (en) * 1989-05-31 1992-12-29 Florida State University Method for preparation of taxol using β-lactam
AU637109B2 (en) * 1989-06-22 1993-05-20 Rijksuniversiteit Utrecht Improved synthesis of beta-lactams using a metal compound
US5136060A (en) * 1989-11-14 1992-08-04 Florida State University Method for preparation of taxol using an oxazinone
US5283253A (en) * 1991-09-23 1994-02-01 Florida State University Furyl or thienyl carbonyl substituted taxanes and pharmaceutical compositions containing them
US5243045A (en) * 1991-09-23 1993-09-07 Florida State University Certain alkoxy substituted taxanes and pharmaceutical compositions containing them
DE69230379T2 (de) * 1991-09-23 2000-05-25 Univ Florida State 10-disacetoxytaxolderivate
US5227400A (en) * 1991-09-23 1993-07-13 Florida State University Furyl and thienyl substituted taxanes and pharmaceutical compositions containing them
US5284865A (en) * 1991-09-23 1994-02-08 Holton Robert A Cyclohexyl substituted taxanes and pharmaceutical compositions containing them
US5229526A (en) * 1991-09-23 1993-07-20 Florida State University Metal alkoxides
US5250683A (en) * 1991-09-23 1993-10-05 Florida State University Certain substituted taxanes and pharmaceutical compositions containing them
ES2214665T3 (es) * 1991-09-23 2004-09-16 Florida State University Alcoxidos metalicos.
FR2688518B1 (fr) * 1992-03-13 1994-05-06 Rhone Poulenc Rorer Sa Procede de preparation de derives du taxane.
ES2134847T3 (es) * 1992-04-17 1999-10-16 Abbott Lab Derivados de taxol.
FR2696460B1 (fr) * 1992-10-05 1994-11-25 Rhone Poulenc Rorer Sa Procédé de préparation de dérivés du taxane.

Also Published As

Publication number Publication date
ATE284689T1 (de) 2005-01-15
DE69434190T2 (de) 2005-05-25
ES2242807T3 (es) 2005-11-16
DE69432141D1 (de) 2003-03-27
ATE295363T1 (de) 2005-05-15
ES2193155T3 (es) 2003-11-01
EP1228759A2 (de) 2002-08-07
CA2158862A1 (en) 1994-09-29
JPH08508469A (ja) 1996-09-10
DK1228759T3 (da) 2005-04-18
EP1227093A2 (de) 2002-07-31
DK1260223T3 (da) 2005-09-05
EP0690867A4 (de) 1996-03-20
IL109052A (en) 2009-07-20
IL109050A0 (en) 1994-06-24
EP1260223B1 (de) 2005-05-11
EP1227093B1 (de) 2005-05-11
ES2232694T3 (es) 2005-06-01
DK0689436T3 (da) 2004-03-29
EP1228759B1 (de) 2004-12-15
AU6367994A (en) 1994-10-11
DE69433355D1 (de) 2004-01-08
WO1994021250A1 (en) 1994-09-29
AU7863698A (en) 1998-10-01
EP1398028A3 (de) 2004-03-24
ATE232871T1 (de) 2003-03-15
AU6413894A (en) 1994-10-11
DE69434190D1 (de) 2005-01-20
PT1228759E (pt) 2005-04-29
ES2241923T3 (es) 2005-11-01
PT1227093E (pt) 2005-09-30
PT689436E (pt) 2004-04-30
ES2211879T3 (es) 2004-07-16
CA2158862C (en) 2006-10-10
EP1228759A3 (de) 2002-09-25
EP1398028A2 (de) 2004-03-17
PT690867E (pt) 2003-06-30
EP0689436A1 (de) 1996-01-03
IL190945A0 (en) 2009-02-11
ATE254914T1 (de) 2003-12-15
CA2158454C (en) 2006-05-23
EP0690867A1 (de) 1996-01-10
SG89298A1 (en) 2002-06-18
WO1994021651A1 (en) 1994-09-29
DK1227093T3 (da) 2005-08-29
EP1260223A1 (de) 2002-11-27
DE69434373T2 (de) 2006-03-09
SG68049A1 (en) 2001-08-21
SG73401A1 (en) 2000-06-20
EP0689436B1 (de) 2003-11-26
DK0690867T3 (da) 2003-06-10
EP1227093A3 (de) 2002-08-07
CA2158454A1 (en) 1994-09-29
DE69434374D1 (de) 2005-06-16
DE69434374T2 (de) 2005-11-24
ATE295164T1 (de) 2005-05-15
JPH08508255A (ja) 1996-09-03
PT1260223E (pt) 2005-09-30
IL180090A0 (en) 2007-05-15
DE69434373D1 (de) 2005-06-16
AU691804B2 (en) 1998-05-28
EP0689436A4 (de) 1996-02-07
EP0690867B1 (de) 2003-02-19
IL109052A0 (en) 1994-06-24
AU714180B2 (en) 1999-12-23
DE69433355T2 (de) 2004-05-27

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