PL363440A1 - Sposób syntezy związków kamptotecynowych - Google Patents

Sposób syntezy związków kamptotecynowych

Info

Publication number: PL363440A1
Authority: PL; Poland
Prior art keywords: camptothecin; cpt; ring part; derivatives; synthesizing camptothecin
Prior art date: 2001-02-21

Application number

PL02363440A

Other languages

English (en)

Other versions

PL218065B1 (pl

Inventor

Takanori Ogawa

Hiroyuki Nishiyama

Miyuki Uchida

Seigo Sawada

Original Assignee

Kabushiki Kaisha Yakult Honsha

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.)

2001-02-21

Filing date

2002-02-21

Publication date

2004-11-15

2002-02-21 Application filed by Kabushiki Kaisha Yakult Honsha filed Critical Kabushiki Kaisha Yakult Honsha

2004-11-15 Publication of PL363440A1 publication Critical patent/PL363440A1/pl

2014-10-31 Publication of PL218065B1 publication Critical patent/PL218065B1/pl

Links

150000001875 compounds Chemical class 0.000 title 1
230000002194 synthesizing effect Effects 0.000 title 1
VSJKWCGYPAHWDS-FQEVSTJZSA-N camptothecin Chemical compound C1=CC=C2C=C(CN3C4=CC5=C(C3=O)COC(=O)[C@]5(O)CC)C4=NC2=C1 VSJKWCGYPAHWDS-FQEVSTJZSA-N 0.000 abstract 3
KLWPJMFMVPTNCC-UHFFFAOYSA-N Camptothecin Natural products CCC1(O)C(=O)OCC2=C1C=C3C4Nc5ccccc5C=C4CN3C2=O KLWPJMFMVPTNCC-UHFFFAOYSA-N 0.000 abstract 2
229940127093 camptothecin Drugs 0.000 abstract 2
VSJKWCGYPAHWDS-UHFFFAOYSA-N dl-camptothecin Natural products C1=CC=C2C=C(CN3C4=CC5=C(C3=O)COC(=O)C5(O)CC)C4=NC2=C1 VSJKWCGYPAHWDS-UHFFFAOYSA-N 0.000 abstract 2
FBDOJYYTMIHHDH-OZBJMMHXSA-N (19S)-19-ethyl-19-hydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-2,4,6,8,10,14,20-heptaen-18-one Chemical group CC[C@@]1(O)C(=O)OCC2=CN3Cc4cc5ccccc5nc4C3C=C12 FBDOJYYTMIHHDH-OZBJMMHXSA-N 0.000 abstract 1
HHCZNCHGYNRIBP-UHFFFAOYSA-N 1-(2-amino-5-hydroxyphenyl)propan-1-one Chemical compound CCC(=O)C1=CC(O)=CC=C1N HHCZNCHGYNRIBP-UHFFFAOYSA-N 0.000 abstract 1
229960000779 irinotecan hydrochloride Drugs 0.000 abstract 1
GURKHSYORGJETM-WAQYZQTGSA-N irinotecan hydrochloride (anhydrous) Chemical compound Cl.C1=C2C(CC)=C3CN(C(C4=C([C@@](C(=O)OC4)(O)CC)C=4)=O)C=4C3=NC2=CC=C1OC(=O)N(CC1)CCC1N1CCCCC1 GURKHSYORGJETM-WAQYZQTGSA-N 0.000 abstract 1
150000002576 ketones Chemical class 0.000 abstract 1
239000007858 starting material Substances 0.000 abstract 1
238000006257 total synthesis reaction Methods 0.000 abstract 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C221/00—Preparation of compounds containing amino groups and doubly-bound oxygen atoms bound to the same carbon skeleton
- 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
- C07D213/60—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 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
- C07D213/62—Oxygen or sulfur atoms
- C07D213/63—One oxygen atom
- C07D213/64—One oxygen atom attached in position 2 or 6
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
- C07C205/13—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by hydroxy groups
- C07C205/20—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by hydroxy groups having nitro groups and hydroxy groups bound to carbon atoms of six-membered aromatic rings
- C07C205/21—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by hydroxy groups having nitro groups and hydroxy groups bound to carbon atoms of six-membered aromatic rings having nitro groups and hydroxy groups bound to carbon atoms of the same non-condensed six-membered aromatic ring
- C07C205/22—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by hydroxy groups having nitro groups and hydroxy groups bound to carbon atoms of six-membered aromatic rings having nitro groups and hydroxy groups bound to carbon atoms of the same non-condensed six-membered aromatic ring having one nitro groups bound to the ring
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
- C07C205/27—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups
- C07C205/35—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
- C07C205/36—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton to carbon atoms of the same non-condensed six-membered aromatic ring or to carbon atoms of six-membered aromatic rings being part of the same condensed ring system
- C07C205/37—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton to carbon atoms of the same non-condensed six-membered aromatic ring or to carbon atoms of six-membered aromatic rings being part of the same condensed ring system the oxygen atom of at least one of the etherified hydroxy groups being further bound to an acyclic carbon atom
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
- C07C205/44—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by —CHO groups
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
- C07C205/45—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by at least one doubly—bound oxygen atom, not being part of a —CHO group
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C225/00—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones
- C07C225/22—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/04—Ortho-condensed systems
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/12—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains three hetero rings
- C07D491/14—Ortho-condensed systems
- 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

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
Medicinal Chemistry (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Pharmacology & Pharmacy (AREA)
Life Sciences & Earth Sciences (AREA)
Animal Behavior & Ethology (AREA)
General Health & Medical Sciences (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Nitrogen Condensed Heterocyclic Rings (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

PL363440A 2001-02-21 2002-02-21 Sposób wytwarzania 2'-amino-5'-hydroksypropiofenonu do syntezy analogów kamptotecyny, sposoby wytwarzania analogów kamptotecyny oraz półprodukty PL218065B1 (pl)

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
JP2001045430		2001-02-21
JP2001309322		2001-10-05
PCT/JP2002/001538 WO2002066416A1 (fr)	2001-02-21	2002-02-21	Procede de synthese de composes se rapportant a la camptothecine (cpt)

Publications (2)

Publication Number	Publication Date
PL363440A1 true PL363440A1 (pl)	2004-11-15
PL218065B1 PL218065B1 (pl)	2014-10-31

Family

ID=26609837

Family Applications (2)

Application Number	Title	Priority Date	Filing Date
PL399009A PL217238B1 (pl)	2001-02-21	2002-02-21	Sposób wytwarzania tricyklicznego ketonu do syntezy analogów kamptotecyny oraz sposób wytwarzania analogów kamptotecyny
PL363440A PL218065B1 (pl)	2001-02-21	2002-02-21	Sposób wytwarzania 2'-amino-5'-hydroksypropiofenonu do syntezy analogów kamptotecyny, sposoby wytwarzania analogów kamptotecyny oraz półprodukty

Family Applications Before (1)

Application Number	Title	Priority Date	Filing Date
PL399009A PL217238B1 (pl)	2001-02-21	2002-02-21	Sposób wytwarzania tricyklicznego ketonu do syntezy analogów kamptotecyny oraz sposób wytwarzania analogów kamptotecyny

Country Status (23)

Country	Link
US (2)	US7126000B2 (pl)
EP (1)	EP1378505B1 (pl)
JP (2)	JP4210119B2 (pl)
KR (2)	KR100864692B1 (pl)
CN (1)	CN100408550C (pl)
AR (2)	AR035684A1 (pl)
AU (1)	AU2002237527B2 (pl)
BG (2)	BG108031A (pl)
BR (1)	BR0207470A (pl)
CA (2)	CA2437702C (pl)
CZ (1)	CZ20032470A3 (pl)
EE (1)	EE05361B1 (pl)
HU (1)	HUP0302755A3 (pl)
IL (2)	IL156949A0 (pl)
MX (1)	MXPA03007528A (pl)
NO (2)	NO328628B1 (pl)
NZ (2)	NZ527615A (pl)
PL (2)	PL217238B1 (pl)
RO (2)	RO125158A2 (pl)
RU (1)	RU2308447C2 (pl)
SK (2)	SK288073B6 (pl)
TW (1)	TWI245768B (pl)
WO (1)	WO2002066416A1 (pl)

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CZ299593B6 (cs) *	2003-12-16	2008-09-10	Pliva-Lachema A. S.	Zpusob výroby 7-ethyl-10-hydroxykamptothecinu
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KR100848919B1 (ko) *	2004-11-05	2008-07-29	주식회사 삼양사	10-히드록시캄토테신 화합물의 극성 비수성 용매에 대한용해도를 증가시키기 위한 약제학적 제형
ATE446299T1 (de)	2005-02-07	2009-11-15	Fermion Oy	Verfahren zur herstellung von 7-ethyl-10- hydroxycamptothecin
EP1928883B1 (en) *	2005-02-08	2013-10-30	Fermion Oy	Process for the preparation of irinotecan hydrochloride
ES2430375T3 (es)	2005-02-08	2013-11-20	Fermion Oy	Procedimiento para la producción de cloruro de [1,4']bipiperidinil-1'-carbonilo o su clorhidrato
US8112154B2 (en) *	2005-04-13	2012-02-07	The Cleveland Clinic Foundation	Systems and methods for neuromodulation using pre-recorded waveforms
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US7608740B2 (en)	2005-08-03	2009-10-27	Avra Laboratories Pvt. Ltd	Method of synthesizing key intermediates for the production of camptothecin derivatives
EP1803725A1 (en) *	2005-12-13	2007-07-04	W.C. Heraeus GmbH	Methods for preparing irinotecan
US9220889B2 (en)	2008-02-11	2015-12-29	Intelect Medical, Inc.	Directional electrode devices with locating features
CN101824038B (zh) *	2009-03-06	2013-08-21	复旦大学	喜树碱及其类似物的制备方法
JP5734295B2 (ja)	2009-08-27	2015-06-17	ザクリーブランドクリニックファウンデーション	組織活性の部位を推定するためのシステムおよび方法
JP5599094B2 (ja) *	2010-05-20	2014-10-01	国立大学法人千葉大学	ニトリル化合物の製造方法
WO2011159688A2 (en)	2010-06-14	2011-12-22	Boston Scientific Neuromodulation Corporation	Programming interface for spinal cord neuromodulation
AU2012294364A1 (en)	2011-08-09	2014-03-20	Boston Scientific Neuromodulation Corporation	Remote control for blind clinical trials of electrical stimulation
WO2014036079A2 (en)	2012-08-28	2014-03-06	Boston Scientific Neuromodulation Corporation	Parameter visualization, selection, and annotation interface
US9792412B2 (en)	2012-11-01	2017-10-17	Boston Scientific Neuromodulation Corporation	Systems and methods for VOA model generation and use
US8722886B1 (en) *	2012-11-13	2014-05-13	Bionumerik Pharmaceuticals, Inc.	Methods for the total chemical synthesis of enantiomerically-pure 7-(2′-trimethylsilyl)ethyl camptothecin
US9959388B2 (en)	2014-07-24	2018-05-01	Boston Scientific Neuromodulation Corporation	Systems, devices, and methods for providing electrical stimulation therapy feedback
US10265528B2 (en)	2014-07-30	2019-04-23	Boston Scientific Neuromodulation Corporation	Systems and methods for electrical stimulation-related patient population volume analysis and use
US10272247B2 (en)	2014-07-30	2019-04-30	Boston Scientific Neuromodulation Corporation	Systems and methods for stimulation-related volume analysis, creation, and sharing with integrated surgical planning and stimulation programming
EP3204112A1 (en)	2014-10-07	2017-08-16	Boston Scientific Neuromodulation Corporation	Systems, devices, and methods for electrical stimulation using feedback to adjust stimulation parameters
CN107428770B (zh) *	2014-10-22	2019-10-01	维瓦西塔斯肿瘤学公司	用于喜树碱类似物合成的方法和体系
US10780283B2 (en)	2015-05-26	2020-09-22	Boston Scientific Neuromodulation Corporation	Systems and methods for analyzing electrical stimulation and selecting or manipulating volumes of activation
EP3268082B1 (en)	2015-05-26	2019-04-17	Boston Scientific Neuromodulation Corporation	Systems and methods for analyzing electrical stimulation and selecting or manipulating volumes of activation
WO2017003947A1 (en)	2015-06-29	2017-01-05	Boston Scientific Neuromodulation Corporation	Systems and methods for selecting stimulation parameters by targeting and steering
WO2017003946A1 (en)	2015-06-29	2017-01-05	Boston Scientific Neuromodulation Corporation	Systems and methods for selecting stimulation parameters based on stimulation target region, effects, or side effects
US10071249B2 (en)	2015-10-09	2018-09-11	Boston Scientific Neuromodulation Corporation	System and methods for clinical effects mapping for directional stimulation leads
US10716942B2 (en)	2016-04-25	2020-07-21	Boston Scientific Neuromodulation Corporation	System and methods for directional steering of electrical stimulation
CN109416937A (zh)	2016-06-24	2019-03-01	波士顿科学神经调制公司	用于临床效果的视觉分析的系统和方法
WO2018044881A1 (en)	2016-09-02	2018-03-08	Boston Scientific Neuromodulation Corporation	Systems and methods for visualizing and directing stimulation of neural elements
US10780282B2 (en)	2016-09-20	2020-09-22	Boston Scientific Neuromodulation Corporation	Systems and methods for steering electrical stimulation of patient tissue and determining stimulation parameters
CN109803719B (zh)	2016-10-14	2023-05-26	波士顿科学神经调制公司	用于闭环确定电模拟系统的刺激参数设置的系统和方法
ES2871008T3 (es)	2017-01-03	2021-10-28	Boston Scient Neuromodulation Corp	Sistemas y procedimientos para seleccionar parámetros de estimulación compatibles con IRM
EP3519043B1 (en)	2017-01-10	2020-08-12	Boston Scientific Neuromodulation Corporation	Systems and methods for creating stimulation programs based on user-defined areas or volumes
US10625082B2 (en)	2017-03-15	2020-04-21	Boston Scientific Neuromodulation Corporation	Visualization of deep brain stimulation efficacy
WO2018187090A1 (en)	2017-04-03	2018-10-11	Boston Scientific Neuromodulation Corporation	Systems and methods for estimating a volume of activation using a compressed database of threshold values
US10716505B2 (en)	2017-07-14	2020-07-21	Boston Scientific Neuromodulation Corporation	Systems and methods for estimating clinical effects of electrical stimulation
WO2019036180A1 (en)	2017-08-15	2019-02-21	Boston Scientific Neuromodulation Corporation	SYSTEMS AND METHODS FOR CONTROLLING ELECTRICAL STIMULATION USING MULTIPLE STIMULATION FIELDS
US11298553B2 (en)	2018-04-27	2022-04-12	Boston Scientific Neuromodulation Corporation	Multi-mode electrical stimulation systems and methods of making and using
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US11434196B2 (en) *	2019-01-15	2022-09-06	Laurus Labs Limited	Process for preparation of 2-Amino-5-hydroxy propiophenone
WO2022232036A1 (en)	2021-04-27	2022-11-03	Boston Scientific Neuromodulation Corporation	Systems and methods for automated programming of electrical stimulation
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2002
- 2002-02-20 TW TW091102967A patent/TWI245768B/zh not_active IP Right Cessation
- 2002-02-20 AR ARP020100579A patent/AR035684A1/es active IP Right Grant
- 2002-02-21 EP EP02703874.4A patent/EP1378505B1/en not_active Expired - Lifetime
- 2002-02-21 CZ CZ20032470A patent/CZ20032470A3/cs unknown
- 2002-02-21 PL PL399009A patent/PL217238B1/pl unknown
- 2002-02-21 RO ROA200900165A patent/RO125158A2/ro unknown
- 2002-02-21 WO PCT/JP2002/001538 patent/WO2002066416A1/ja not_active Ceased
- 2002-02-21 CN CNB028053230A patent/CN100408550C/zh not_active Expired - Fee Related
- 2002-02-21 US US10/467,987 patent/US7126000B2/en not_active Expired - Lifetime
- 2002-02-21 CA CA2437702A patent/CA2437702C/en not_active Expired - Fee Related
- 2002-02-21 CA CA2683768A patent/CA2683768C/en not_active Expired - Fee Related
- 2002-02-21 NZ NZ52761502A patent/NZ527615A/xx not_active IP Right Cessation
- 2002-02-21 MX MXPA03007528A patent/MXPA03007528A/es active IP Right Grant
- 2002-02-21 EE EEP200300373A patent/EE05361B1/xx not_active IP Right Cessation
- 2002-02-21 BR BRPI0207470-2A patent/BR0207470A/pt not_active IP Right Cessation
- 2002-02-21 SK SK1147-2003A patent/SK288073B6/sk not_active IP Right Cessation
- 2002-02-21 RO ROA200300695A patent/RO122639B9/ro unknown
- 2002-02-21 AU AU2002237527A patent/AU2002237527B2/en not_active Ceased
- 2002-02-21 KR KR1020077030609A patent/KR100864692B1/ko not_active Expired - Fee Related
- 2002-02-21 RU RU2003128530/04A patent/RU2308447C2/ru not_active IP Right Cessation
- 2002-02-21 IL IL15694902A patent/IL156949A0/xx unknown
- 2002-02-21 JP JP2002565934A patent/JP4210119B2/ja not_active Expired - Fee Related
- 2002-02-21 KR KR1020037010841A patent/KR100858972B1/ko not_active Expired - Fee Related
- 2002-02-21 HU HU0302755A patent/HUP0302755A3/hu unknown
- 2002-02-21 SK SK5001-2011A patent/SK288149B6/sk not_active IP Right Cessation
- 2002-02-21 PL PL363440A patent/PL218065B1/pl unknown
2003
- 2003-07-15 IL IL156949A patent/IL156949A/en not_active IP Right Cessation
- 2003-07-25 BG BG108031A patent/BG108031A/bg unknown
- 2003-08-13 NO NO20033579A patent/NO328628B1/no not_active IP Right Cessation
- 2003-08-14 NZ NZ534374A patent/NZ534374A/xx not_active IP Right Cessation
2006
- 2006-09-08 US US11/517,621 patent/US7378555B2/en not_active Expired - Lifetime
2008
- 2008-03-28 JP JP2008085358A patent/JP4805967B2/ja not_active Expired - Lifetime
2009
- 2009-11-24 NO NO20093402A patent/NO331656B1/no not_active IP Right Cessation
2011
- 2011-08-11 AR ARP110102927A patent/AR082663A2/es not_active Application Discontinuation
2013
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Also Published As

Publication number	Publication date
US7126000B2 (en)	2006-10-24
CN1492851A (zh)	2004-04-28
EP1378505A1 (en)	2004-01-07
US20040106830A1 (en)	2004-06-03
US20070010674A1 (en)	2007-01-11
JP4210119B2 (ja)	2009-01-14
AU2002237527B2 (en)	2007-01-04
KR20030077631A (ko)	2003-10-01
PL399009A1 (pl)	2012-09-10
RO122639B9 (ro)	2014-03-28
HUP0302755A3 (en)	2008-03-28
RU2003128530A (ru)	2005-03-27
EP1378505B1 (en)	2014-11-05
RU2308447C2 (ru)	2007-10-20
NO20033579L (no)	2003-10-10
CA2683768A1 (en)	2002-08-29
BG111453A (en)	2013-09-30
SK288073B6 (sk)	2013-05-03
NO331656B1 (no)	2012-02-13
JP2008273952A (ja)	2008-11-13
RO125158A2 (ro)	2010-01-29
NZ527615A (en)	2004-12-24
KR100864692B1 (ko)	2008-10-23
IL156949A0 (en)	2004-02-08
AR035684A1 (es)	2004-06-23
JPWO2002066416A1 (ja)	2004-09-24
CN100408550C (zh)	2008-08-06
PL217238B1 (pl)	2014-06-30
CA2437702A1 (en)	2002-08-29
BR0207470A (pt)	2008-04-08
CA2683768C (en)	2013-05-28
AR082663A2 (es)	2012-12-26
EP1378505A4 (en)	2006-09-27
HUP0302755A2 (hu)	2003-12-29
JP4805967B2 (ja)	2011-11-02
SK288149B6 (sk)	2013-12-02
MXPA03007528A (es)	2003-12-11
CZ20032470A3 (cs)	2004-02-18
PL218065B1 (pl)	2014-10-31
CA2437702C (en)	2010-04-06
EE200300373A (et)	2003-10-15
TWI245768B (en)	2005-12-21
BG108031A (bg)	2005-04-30
IL156949A (en)	2009-09-01
NO20033579D0 (no)	2003-08-13
WO2002066416A1 (fr)	2002-08-29
NO20093402L (no)	2003-10-10
KR100858972B1 (ko)	2008-09-17
RO122639B1 (ro)	2009-10-30
SK11472003A3 (sk)	2004-03-02
KR20080012383A (ko)	2008-02-11
NZ534374A (en)	2004-12-24
EE05361B1 (et)	2010-12-15
US7378555B2 (en)	2008-05-27
NO328628B1 (no)	2010-04-12

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