JP2000515532A - 抗細菌用途のアザ二環式カルバモイルオキシムチリン誘導体 - Google Patents
抗細菌用途のアザ二環式カルバモイルオキシムチリン誘導体Info
- Publication number
- JP2000515532A JP2000515532A JP10507584A JP50758498A JP2000515532A JP 2000515532 A JP2000515532 A JP 2000515532A JP 10507584 A JP10507584 A JP 10507584A JP 50758498 A JP50758498 A JP 50758498A JP 2000515532 A JP2000515532 A JP 2000515532A
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- Prior art keywords
- compound
- formula
- group
- azabicyclo
- mutilin
- Prior art date
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D203/00—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom
- C07D203/04—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
- C07D203/06—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D203/08—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no 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 the ring nitrogen atom
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
- A61K31/407—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil condensed with other heterocyclic ring systems, e.g. ketorolac, physostigmine
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/4353—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom ortho- or peri-condensed with heterocyclic ring systems
- A61K31/4375—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom ortho- or peri-condensed with heterocyclic ring systems the heterocyclic ring system containing a six-membered ring having nitrogen as a ring heteroatom, e.g. quinolizines, naphthyridines, berberine, vincamine
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/439—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom the ring forming part of a bridged ring system, e.g. quinuclidine
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- 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
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- 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
- A61P31/04—Antibacterial agents
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- 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
- C07C271/32—Esters of carbamic acids having oxygen atoms of carbamate groups bound to carbon atoms of rings other than six-membered aromatic rings
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- C07C271/32—Esters of carbamic acids having oxygen atoms of carbamate groups bound to carbon atoms of rings other than six-membered aromatic rings
- C07C271/36—Esters of carbamic acids having oxygen atoms of carbamate groups bound to carbon atoms of rings other than six-membered aromatic rings with the nitrogen atom of at least one of the carbamate groups bound to a carbon atom of a ring other than a six-membered aromatic ring
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- 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
- C07C271/62—Compounds containing any of the groups, X being a hetero atom, Y being any atom, e.g. N-acylcarbamates
- C07C271/64—Y being a hydrogen or a carbon atom, e.g. benzoylcarbamates
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- C07C271/62—Compounds containing any of the groups, X being a hetero atom, Y being any atom, e.g. N-acylcarbamates
- C07C271/66—Y being a hetero atom
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- 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
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- C07C307/00—Amides of sulfuric acids, i.e. compounds having singly-bound oxygen atoms of sulfate groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C307/04—Diamides of sulfuric acids
- C07C307/06—Diamides of sulfuric acids having nitrogen atoms of the sulfamide groups bound to acyclic carbon atoms
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- C07C311/01—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms
- C07C311/02—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
- C07C311/08—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton having the nitrogen atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring
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- C07C311/30—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/37—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring
- C07C311/38—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring having sulfur atoms of sulfonamide groups and amino groups bound to carbon atoms of six-membered rings of the same carbon skeleton
- C07C311/39—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring having sulfur atoms of sulfonamide groups and amino groups bound to carbon atoms of six-membered rings of the same carbon skeleton having the nitrogen atom of at least one of the sulfonamide groups bound to hydrogen atoms or to an acyclic carbon atom
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- C07C311/50—Compounds containing any of the groups, X being a hetero atom, Y being any atom
- C07C311/52—Y being a hetero atom
- C07C311/53—X and Y not being nitrogen atoms, e.g. N-sulfonylcarbamic acid
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- C07C323/50—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton
- C07C323/51—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton
- C07C323/60—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton with the carbon atom of at least one of the carboxyl groups bound to nitrogen atoms
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- C07C331/02—Thiocyanates
- C07C331/14—Thiocyanates having sulfur atoms of thiocyanate groups bound to carbon atoms of hydrocarbon radicals substituted by carboxyl groups
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- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
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- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
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- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/08—Indoles; Hydrogenated indoles with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to carbon atoms of the hetero ring
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Abstract
Description
Claims (1)
- 【特許請求の範囲】 1.式(3) [式中、R1はビニルまたはエチルであり、 R2は基R3、R4CH2−、またはR5R6C=CH−であり、ここにR3および R4はアザ二環式環システムであるか、あるいはR5およびR6はそれらが結合す る炭素原子と一緒になってアザ二環式システムを形成する]で示される化合物、 またはその医薬上許容される塩もしくは誘導体。 2.各アザビシクロ環システムが、アザビシクロ[2.2.2]オクチル、ア ザビシクロ[2.2.1]ヘプチル、アザビシクロ[3.2.1]オクチル、ア ザビシクロ[4.4.0]デシル、キヌクリジニル、アザビシクロ[3.2.1 ]オクテニル、およびアザビシクロ[3.3.1]ノニ−5−イルからなる群よ り選択される請求項1記載の化合物。 3.上記実施例のいずれかに実質的に記載された請求項1または2記載の化合 物。 4.上記請求項のいずれか1つに記載の化合物の製造方法であって、Xが水素 またはヒドロキシル保護基である式(4)の化合物、または式(5)の化合物を 、式R3CONCO、R4CH2CONCO、またはR5R6C=CHCONCO:で示されるイソシアン酸アシルと反応させることを含む方法。 5.シアン酸銀および塩基の存在下で式(4)の化合物を、式R3COCl、 R4CH2COCl、またはR5R6C=CHCOClで示される化合物と反応させ (R3からR6までのそれぞれを適当な場合には保護する)、ついで、下記工程: ・生成物を酸で処理して式(3)の化合物を得る ・R3からR6までの保護された基を脱保護する ・1のR3からR6までの基を別のR3からR6までの基に変換する ・12位においてビニル基を水素化してエチル基を生成させる の1つまたはそれ以上を所望の順序で行うことを含む請求項4記載の方法。 6.シアン酸銀および塩基の存在下で式(5)の化合物を、式R3COCl、 R4CH2COCl、またはR5R6C=CHCOClで示される化合物と反応させ (R3からR6までのそれぞれを適当な場合には保護する)、ついで、下記工程: ・生成物を酸で処理して式(3)の化合物を得る ・R3からR6までの保護された基を脱保護する ・1のR3からR6までの基を別のR3からR6までの基に変換する ・12位においてビニル基を水素化してエチル基を生成させる の1つまたはそれ以上を所望の順序で行うことを含む請求項4記載の方法。 7.医薬上許容される担体または賦形剤と一緒になった請求項1、2または3 記載の化合物を含む医薬組成物。 8.動物、特にヒトおよび家畜の哺乳動物における微生物感染の治療方法であ って、抗微生物的に有効量の式1、2または3記載の化合物、または請求項7記 載の 組成物を治療を要する対象に投与することを含む方法。 9.微生物感染の治療において使用する医薬組成物の製造における請求項1、 2または3記載の化合物の使用。
Applications Claiming Priority (7)
Application Number | Priority Date | Filing Date | Title |
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GBGB9616305.0A GB9616305D0 (en) | 1996-08-02 | 1996-08-02 | Novel compounds |
GB9616305.0 | 1996-08-02 | ||
PCT/EP1996/005874 WO1997025309A1 (en) | 1996-01-03 | 1996-12-19 | Carbamoyloxy derivatives of mutiline and their use as antibacterials |
GB96/05874 | 1997-06-19 | ||
GB9712963.9 | 1997-06-19 | ||
GBGB9712963.9A GB9712963D0 (en) | 1997-06-19 | 1997-06-19 | Novel compounds |
PCT/EP1997/004166 WO1998005659A1 (en) | 1996-08-02 | 1997-07-29 | Azabicyclic carbamoyloxy mutilin derivatives for antibacterial use |
Publications (3)
Publication Number | Publication Date |
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JP2000515532A true JP2000515532A (ja) | 2000-11-21 |
JP2000515532A5 JP2000515532A5 (ja) | 2005-03-10 |
JP4204069B2 JP4204069B2 (ja) | 2009-01-07 |
Family
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Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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JP50758498A Expired - Fee Related JP4204069B2 (ja) | 1996-08-02 | 1997-07-29 | 抗細菌用途のアザ二環式カルバモイルオキシムチリン誘導体 |
Country Status (25)
Country | Link |
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US (1) | US6121281A (ja) |
EP (1) | EP0934316B1 (ja) |
JP (1) | JP4204069B2 (ja) |
KR (1) | KR20000029748A (ja) |
CN (1) | CN1231665A (ja) |
AP (1) | AP872A (ja) |
AR (1) | AR010984A1 (ja) |
AT (1) | ATE226203T1 (ja) |
AU (1) | AU4203697A (ja) |
BR (1) | BR9711008A (ja) |
CA (1) | CA2262460A1 (ja) |
CZ (1) | CZ29399A3 (ja) |
DE (1) | DE69716455T2 (ja) |
ES (1) | ES2182114T3 (ja) |
HU (1) | HUP0001741A3 (ja) |
ID (1) | ID17421A (ja) |
IL (1) | IL128319A0 (ja) |
MA (1) | MA24355A1 (ja) |
NO (1) | NO990463D0 (ja) |
NZ (1) | NZ333926A (ja) |
PE (1) | PE99098A1 (ja) |
PL (1) | PL331470A1 (ja) |
TR (1) | TR199900194T2 (ja) |
UY (1) | UY24653A1 (ja) |
WO (1) | WO1998005659A1 (ja) |
Cited By (1)
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JP2016084350A (ja) * | 2015-12-10 | 2016-05-19 | 東京応化工業株式会社 | 化合物 |
Families Citing this family (16)
Publication number | Priority date | Publication date | Assignee | Title |
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UY25225A1 (es) | 1997-10-29 | 2000-12-29 | Smithkline Beecham Plc | Derivados de pleuromutilina utiles como agentes antimicrobianos |
GB9807503D0 (en) * | 1998-04-07 | 1998-06-10 | Smithkline Beecham Plc | Use |
GB9817029D0 (en) * | 1998-08-05 | 1998-09-30 | Smithkline Beecham Plc | Novel compounds |
WO2000037074A1 (en) * | 1998-12-18 | 2000-06-29 | Smithkline Beecham Plc | Mutilin 14-ester derivatives having antibacterial activity |
AU6382701A (en) * | 2000-04-04 | 2001-10-15 | Smithkline Beecham Plc | 2-hydroxy-mutilin carbamate derivatives for antibacterial use |
FR2812635B1 (fr) * | 2000-08-01 | 2002-10-11 | Aventis Pharma Sa | Nouveaux composes heterocycliques, preparation et utilisation comme medicaments notamment comme anti- bacteriens |
GB0024811D0 (en) * | 2000-10-10 | 2000-11-22 | Smithkline Beecham Plc | Novel compounds |
FR2835186B1 (fr) * | 2002-01-28 | 2006-10-20 | Aventis Pharma Sa | Nouveaux composes heterocycliques, actifs comme inhibiteurs de beta-lactamases |
GB0218578D0 (en) * | 2002-08-09 | 2002-09-18 | Glaxo Group Ltd | Novel method |
GB0308114D0 (en) * | 2003-04-08 | 2003-05-14 | Glaxo Group Ltd | Novel compounds |
JPWO2006070671A1 (ja) * | 2004-12-27 | 2008-06-12 | 杏林製薬株式会社 | 12位置換ムチリン誘導体 |
GB0504314D0 (en) | 2005-03-02 | 2005-04-06 | Glaxo Group Ltd | Novel polymorph |
CA2688008A1 (en) | 2007-05-24 | 2008-11-27 | Kyorin Pharmaceutical Co., Ltd. | Mutilin derivative having heterocyclic aromatic ring carboxylic acid structure in substituent at 14-position |
WO2018058534A1 (zh) | 2016-09-30 | 2018-04-05 | 华南农业大学 | 一种具有2-氨基苯巯醇侧链的截短侧耳素衍生物及其制备方法和用途 |
TWI762573B (zh) | 2017-02-10 | 2022-05-01 | 奧地利商納畢瓦治療有限責任公司 | 截短側耳素之純化 |
KR20200096941A (ko) * | 2017-12-07 | 2020-08-14 | 앰플릭스 파마슈티컬스, 인크. | 헤테로사이클 치환된 피리딘 유도체 항진균제 |
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EA199800525A1 (ru) * | 1996-01-03 | 1999-02-25 | Смитклайн Бичем Пи-Эл-Си | Карбамоилоксипроизводные мутилина и их применение в качестве антибактериальных средств |
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- 1997-07-29 CA CA002262460A patent/CA2262460A1/en not_active Abandoned
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- 1997-07-29 PL PL97331470A patent/PL331470A1/xx unknown
- 1997-07-29 KR KR1019997000856A patent/KR20000029748A/ko not_active Application Discontinuation
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Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
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JP2016084350A (ja) * | 2015-12-10 | 2016-05-19 | 東京応化工業株式会社 | 化合物 |
Also Published As
Publication number | Publication date |
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NO990463L (no) | 1999-02-01 |
AP872A (en) | 2000-09-28 |
AU4203697A (en) | 1998-02-25 |
US6121281A (en) | 2000-09-19 |
BR9711008A (pt) | 1999-08-17 |
CZ29399A3 (cs) | 1999-06-16 |
HUP0001741A3 (en) | 2000-11-28 |
KR20000029748A (ko) | 2000-05-25 |
HUP0001741A2 (hu) | 2000-10-28 |
JP4204069B2 (ja) | 2009-01-07 |
ATE226203T1 (de) | 2002-11-15 |
DE69716455T2 (de) | 2003-06-26 |
DE69716455D1 (de) | 2002-11-21 |
CN1231665A (zh) | 1999-10-13 |
AR010984A1 (es) | 2000-08-02 |
NZ333926A (en) | 2000-05-26 |
MA24355A1 (fr) | 1998-07-01 |
UY24653A1 (es) | 1998-01-27 |
ID17421A (id) | 1997-12-24 |
AP9701047A0 (en) | 1997-07-31 |
IL128319A0 (en) | 2000-01-31 |
WO1998005659A1 (en) | 1998-02-12 |
NO990463D0 (no) | 1999-02-01 |
PE99098A1 (es) | 1999-03-10 |
CA2262460A1 (en) | 1998-02-12 |
EP0934316A1 (en) | 1999-08-11 |
EP0934316B1 (en) | 2002-10-16 |
PL331470A1 (en) | 1999-07-19 |
TR199900194T2 (xx) | 1999-03-22 |
ES2182114T3 (es) | 2003-03-01 |
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