CN1310905C - 具有抗病毒活性的杂环氮杂己烷衍生物 - Google Patents

具有抗病毒活性的杂环氮杂己烷衍生物 Download PDF

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Publication number
CN1310905C
CN1310905C CNB2004100791875A CN200410079187A CN1310905C CN 1310905 C CN1310905 C CN 1310905C CN B2004100791875 A CNB2004100791875 A CN B2004100791875A CN 200410079187 A CN200410079187 A CN 200410079187A CN 1310905 C CN1310905 C CN 1310905C
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CN
China
Prior art keywords
phenyl
acid
amino
compound
methoxycarbonyl
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Expired - Lifetime
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CNB2004100791875A
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English (en)
Chinese (zh)
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CN1616453A (zh
Inventor
A·法斯勒
G·伯德
H-G·卡普拉罗
M·朗
S·C·克哈纳
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Novartis AG
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Novartis AG
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    • 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
    • C07D213/36—Radicals substituted by singly-bound nitrogen atoms
    • C07D213/42—Radicals substituted by singly-bound nitrogen atoms having hetero atoms attached to the substituent nitrogen atom
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12—Antivirals
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12—Antivirals
    • A61P31/14—Antivirals for RNA viruses
    • A61P31/18—Antivirals for RNA viruses for HIV
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C271/06—Esters of carbamic acids
    • C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
    • C07C271/10—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C271/22—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of hydrocarbon radicals substituted by carboxyl groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C281/00—Derivatives of carbonic acid containing functional groups covered by groups C07C269/00 - C07C279/00 in which at least one nitrogen atom of these functional groups is further bound to another nitrogen atom not being part of a nitro or nitroso group
    • C07C281/02—Compounds containing any of the groups, e.g. carbazates
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C281/00—Derivatives of carbonic acid containing functional groups covered by groups C07C269/00 - C07C279/00 in which at least one nitrogen atom of these functional groups is further bound to another nitrogen atom not being part of a nitro or nitroso group
    • C07C281/02—Compounds containing any of the groups, e.g. carbazates
    • C07C281/04—Compounds containing any of the groups, e.g. carbazates the other nitrogen atom being further doubly-bound to a carbon atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
    • C07D241/02—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
    • C07D241/10—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C07D241/12—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D257/00—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms
    • C07D257/02—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D257/04—Five-membered rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/22—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D277/28—Radicals substituted by nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
    • C07D333/14—Radicals substituted by singly bound hetero atoms other than halogen
    • C07D333/20—Radicals substituted by singly bound hetero atoms other than halogen by nitrogen atoms
    • 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

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Public Health (AREA)
  • Oncology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Communicable Diseases (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Virology (AREA)
  • Veterinary Medicine (AREA)
  • Tropical Medicine & Parasitology (AREA)
  • Molecular Biology (AREA)
  • AIDS & HIV (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pyridine Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Thiazole And Isothizaole Compounds (AREA)
  • Epoxy Compounds (AREA)
  • Heterocyclic Compounds Containing Sulfur Atoms (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Hydrogenated Pyridines (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Indole Compounds (AREA)
CNB2004100791875A 1996-04-22 1997-04-14 具有抗病毒活性的杂环氮杂己烷衍生物 Expired - Lifetime CN1310905C (zh)

Applications Claiming Priority (9)

Application Number Priority Date Filing Date Title
CH1018/96 1996-04-22
CH1018/1996 1996-04-22
CH101896 1996-04-22
CH29/1997 1997-01-08
CH29/97 1997-01-08
CH2997 1997-01-08
CH22397 1997-01-31
CH223/97 1997-01-31
CH223/1997 1997-01-31

Related Parent Applications (1)

Application Number Title Priority Date Filing Date
CNB011034947A Division CN1193010C (zh) 1996-04-22 2001-02-16 具有抗病毒活性的杂环氮杂己烷衍生物

Publications (2)

Publication Number Publication Date
CN1616453A CN1616453A (zh) 2005-05-18
CN1310905C true CN1310905C (zh) 2007-04-18

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ID=27171723

Family Applications (3)

Application Number Title Priority Date Filing Date
CNB2004100791875A Expired - Lifetime CN1310905C (zh) 1996-04-22 1997-04-14 具有抗病毒活性的杂环氮杂己烷衍生物
CN97194025A Expired - Lifetime CN1082508C (zh) 1996-04-22 1997-04-14 具有抗病毒活性的杂环氮杂己烷衍生物
CNB011034947A Expired - Lifetime CN1193010C (zh) 1996-04-22 2001-02-16 具有抗病毒活性的杂环氮杂己烷衍生物

Family Applications After (2)

Application Number Title Priority Date Filing Date
CN97194025A Expired - Lifetime CN1082508C (zh) 1996-04-22 1997-04-14 具有抗病毒活性的杂环氮杂己烷衍生物
CNB011034947A Expired - Lifetime CN1193010C (zh) 1996-04-22 2001-02-16 具有抗病毒活性的杂环氮杂己烷衍生物

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Country Link
EP (1) EP0900210B1 (enExample)
JP (1) JP3174347B2 (enExample)
CN (3) CN1310905C (enExample)
AR (1) AR006720A1 (enExample)
AT (1) ATE288903T1 (enExample)
AU (1) AU706183B2 (enExample)
BR (1) BR9701877A (enExample)
CA (3) CA2250840C (enExample)
CY (1) CY2596B2 (enExample)
CZ (1) CZ296135B6 (enExample)
DE (2) DE122005000003I1 (enExample)
DK (1) DK0900210T3 (enExample)
EA (1) EA001794B1 (enExample)
ES (1) ES2238720T3 (enExample)
FR (1) FR05C0030I2 (enExample)
HU (1) HU224125B1 (enExample)
IL (1) IL126381A (enExample)
LU (1) LU91189I2 (enExample)
MY (1) MY114457A (enExample)
NL (1) NL300203I2 (enExample)
NO (2) NO313330B1 (enExample)
NZ (3) NZ332118A (enExample)
PT (1) PT900210E (enExample)
SI (1) SI0900210T1 (enExample)
SK (1) SK285048B6 (enExample)
TW (1) TW409125B (enExample)
WO (1) WO1997040029A1 (enExample)

Families Citing this family (40)

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US6087383A (en) * 1998-01-20 2000-07-11 Bristol-Myers Squibb Company Bisulfate salt of HIV protease inhibitor
US6251906B1 (en) 1998-05-15 2001-06-26 Abbott Laboratories Retroviral protease inhibiting compounds
JP2002515501A (ja) * 1998-05-15 2002-05-28 アボット・ラボラトリーズ レトロウイルスプロテアーゼの阻害化合物
US6096894A (en) * 1998-07-29 2000-08-01 Sumika Fine Chemicals Co., Ltd. Production method of 2-(p-alkylphenyl)pyridine compound
ES2198824T3 (es) * 1998-08-07 2004-02-01 Sumika Fine Chemicals Co., Ltd. Derivados de 2-fenilpiridina y metodo para producir los mismos.
US6197803B1 (en) 1998-12-09 2001-03-06 American Home Products Corporation Heterocyclic carboxamide-containing thiourea inhibitors of herpes viruses containing phenylenediamine group
US6255349B1 (en) 1998-12-09 2001-07-03 American Home Products Corporation Alph-methylbenzyl-containing thiourea inhibitors of herpes viruses containing a phenylenediamine group
US6207715B1 (en) 1998-12-09 2001-03-27 American Home Products Corporation Alpha-methylbenzyl-containing thiourea inhibitors of herpes viruses containing a substituted phenylene-diamine group
US6335350B1 (en) 1998-12-09 2002-01-01 American Home Products Corporation Acetamide and substituted acetamide-containing thiourea inhibitors of herpes viruses
JP4222671B2 (ja) 1999-02-15 2009-02-12 住友化学株式会社 ヒドラジン誘導体の製造方法
IT1313664B1 (it) * 1999-10-12 2002-09-09 Norpharma S P A Processo per la preparazione di un composto aril-piridinico.
JP4278316B2 (ja) * 2000-07-14 2009-06-10 住友化学株式会社 ヒドラジン誘導体の製造方法
US6365745B1 (en) 2000-07-14 2002-04-02 Sumika Fine Chemicals Co., Ltd. Method for producing hydrazine derivative
US8519144B2 (en) 2002-10-02 2013-08-27 Euticals Prime European Therapeuticals Spa Process for the preparation of aryl-piridyl compounds
CA2510006C (en) * 2002-12-06 2012-02-07 Vertex Pharmaceuticals Incorporated Compositions comprising a combination of diphenyl urea impdh inhibitors and apoptosis-inducing anti-cancer agents
ITMI20032338A1 (it) * 2003-11-28 2005-05-29 Dinamite Dipharma S P A In Forma A Bbreviata Diph Composti feniltetrazolici.
CN1980666B (zh) * 2004-05-04 2011-03-30 布里斯托尔-迈尔斯斯奎布公司 制备阿扎那韦硫酸氢盐的方法和新的形式
PL1851193T3 (pl) 2005-02-10 2009-09-30 Medivir Ab Inhibitory proteazy HIV
NZ573887A (en) * 2006-07-21 2012-02-24 Gilead Sciences Inc Antiviral protease inhibitors
CA2692028C (en) * 2007-06-12 2013-06-04 Concert Pharmaceuticals, Inc. Azapeptide derivatives
WO2009130534A1 (en) * 2008-04-24 2009-10-29 Oxyrane (Pty) Ltd. Process for synthesizing atazanavir
EP2272830A1 (en) 2009-06-18 2011-01-12 Esteve Química, S.A. Preparation process of an antivirally heterocyclic azahexane derivative
EP2272831A1 (en) 2009-06-26 2011-01-12 Prime European Therapeuticals S.p.A. Process for the preparation of arylpyridinyl compounds
WO2011037467A1 (en) 2009-09-28 2011-03-31 Stichting Katholieke Universiteit Atazanavir for treating inflammatory diseases
WO2011080562A1 (en) 2009-12-29 2011-07-07 Hetero Research Foundation Novel aza-peptides containing 2,2-disubstituted cyclobutyl and/or substituted alkoxy benzyl derivatives as antivirals
US20130005780A1 (en) * 2010-03-01 2013-01-03 Lupin Limited Controlled release pharmaceutical compositions of tapentadol
US20130224294A1 (en) 2010-09-28 2013-08-29 Ratiopharm Gmbh Dry processing of atazanavir
WO2013014633A1 (en) * 2011-07-27 2013-01-31 Ranbaxy Laboratories Limited Process for preparation of atazanavir or its bisulfate salt
CA2889903C (en) 2012-10-29 2021-03-09 Manjinder Singh Phull Antiviral phosphonate analogues and process for preparation thereof
CN104250224A (zh) * 2013-06-28 2014-12-31 上海威智医药科技有限公司 阿扎那韦富马酸盐及其制备和应用
CN104163787A (zh) * 2014-08-08 2014-11-26 山东威智医药工业有限公司 阿扎那韦及其硫酸盐的制备方法
CN107459496B (zh) * 2016-06-03 2022-07-19 华东理工大学 噻唑类衍生物在治疗病毒感染中的应用
JOP20180009A1 (ar) 2017-02-06 2019-01-30 Gilead Sciences Inc مركبات مثبط فيروس hiv
CN107245052A (zh) * 2017-06-21 2017-10-13 连云港杰瑞药业有限公司 一种阿扎那韦制备方法
TWI766172B (zh) * 2018-07-30 2022-06-01 美商基利科學股份有限公司 抗hiv化合物
CN109251165B (zh) * 2018-10-02 2022-09-23 国药集团川抗制药有限公司 阿扎那韦达二4-氨基苯磺酸盐及其制备方法
CN109574916A (zh) * 2018-12-29 2019-04-05 常州吉恩药业有限公司 阿扎那韦中间体2-[4-(2-吡啶基)苄基]-肼羧酸叔丁酯的工业化生产方法
US20230218644A1 (en) 2020-04-16 2023-07-13 Som Innovation Biotech, S.A. Compounds for use in the treatment of viral infections by respiratory syndrome-related coronavirus
CN113603634B (zh) * 2021-08-06 2023-03-21 江苏八巨药业有限公司 一种阿扎那韦中间体的制备方法
CN116987024A (zh) * 2023-08-01 2023-11-03 浙江荣耀生物科技股份有限公司 一种阿扎那韦中间体的制备方法

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WO1994014436A1 (en) * 1992-12-29 1994-07-07 Abbott Laboratories Retroviral protease inhibiting compounds
WO1994019332A1 (en) * 1993-02-25 1994-09-01 Abbott Laboratories Retroviral protease inhibiting compounds

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DK0521827T3 (da) * 1991-07-03 1996-11-11 Ciba Geigy Ag Farmakologisk virksomme hydrazinderivater og fremgangsmåde til deres fremstilling
ES2093394T3 (es) * 1992-12-23 1996-12-16 Ciba Geigy Ag Derivados de hidrazina antiretrovirales.
EP0915841B1 (en) 1996-07-17 2002-02-27 Novartis AG Anilinopeptide derivatives

Patent Citations (2)

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WO1994014436A1 (en) * 1992-12-29 1994-07-07 Abbott Laboratories Retroviral protease inhibiting compounds
WO1994019332A1 (en) * 1993-02-25 1994-09-01 Abbott Laboratories Retroviral protease inhibiting compounds

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MY114457A (en) 2002-10-31
CY2596B2 (en) 2010-03-03
SI0900210T1 (enExample) 2005-08-31
EP0900210A1 (en) 1999-03-10
CN1082508C (zh) 2002-04-10
NZ509046A (en) 2002-05-31
PT900210E (pt) 2005-06-30
CZ337398A3 (cs) 1999-01-13
JP3174347B2 (ja) 2001-06-11
HUP9901612A3 (en) 2000-06-28
DE122005000003I1 (de) 2005-05-25
TW409125B (en) 2000-10-21
EA199800899A1 (ru) 1999-10-28
AU2385997A (en) 1997-11-12
WO1997040029A1 (en) 1997-10-30
SK285048B6 (sk) 2006-05-04
NZ332118A (en) 2001-02-23
DE69732483T2 (de) 2005-07-28
AU706183B2 (en) 1999-06-10
NO313330B1 (no) 2002-09-16
CA2250840A1 (en) 1997-10-30
EP0900210B1 (en) 2005-02-09
CA2510945A1 (en) 1997-10-30
EA001794B1 (ru) 2001-08-27
JPH11511177A (ja) 1999-09-28
HK1018788A1 (en) 2000-01-07
IL126381A0 (en) 1999-05-09
SK145298A3 (en) 1999-06-11
ES2238720T3 (es) 2005-09-01
DE69732483D1 (de) 2005-03-17
HUP9901612A2 (hu) 1999-08-30
CN1319587A (zh) 2001-10-31
CA2568104C (en) 2009-08-04
ATE288903T1 (de) 2005-02-15
CA2568104A1 (en) 1997-10-30
LU91189I9 (enExample) 2018-12-27
BR9701877A (pt) 1998-09-29
CA2510945C (en) 2007-01-16
CN1193010C (zh) 2005-03-16
LU91189I2 (fr) 2005-10-03
NO984900D0 (no) 1998-10-21
NO2005010I1 (no) 2005-05-02
IL126381A (en) 2001-08-26
HU224125B1 (hu) 2005-05-30
NZ509045A (en) 2002-09-27
CN1616453A (zh) 2005-05-18
FR05C0030I2 (fr) 2007-04-27
FR05C0030I1 (enExample) 2005-08-12
NO984900L (no) 1998-12-21
DK0900210T3 (da) 2005-05-02
CN1216539A (zh) 1999-05-12
NL300203I2 (nl) 2005-11-01
NL300203I1 (nl) 2005-10-03
CA2250840C (en) 2006-07-04
AR006720A1 (es) 1999-09-08
CZ296135B6 (cs) 2006-01-11
HK1075043A1 (en) 2005-12-02

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