AU2003272979B2 - 2,3-Dihydro-6-nitroimidazo[2,1-b]oxazoles - Google Patents

2,3-Dihydro-6-nitroimidazo[2,1-b]oxazoles Download PDF

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Publication number
AU2003272979B2
AU2003272979B2 AU2003272979A AU2003272979A AU2003272979B2 AU 2003272979 B2 AU2003272979 B2 AU 2003272979B2 AU 2003272979 A AU2003272979 A AU 2003272979A AU 2003272979 A AU2003272979 A AU 2003272979A AU 2003272979 B2 AU2003272979 B2 AU 2003272979B2
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Prior art keywords
group
substituted
halogen
unsubstituted
phenyl
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Expired
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AU2003272979A1 (en
Inventor
Yoshikazu Haraguchi
Takeshi Hasegawa
Hiroyuki Hashizume
Motohiro Itotani
Masanori Kawasaki
Makoto Komatsu
Hideaki Kuroda
Takeshi Kuroda
Makoto Matsumoto
Takayuki Matsuzaki
Shin Miyamura
Hirofumi Sasaki
Yuji Seike
Takumi Sumida
Kuninori Tai
Tatsuo Tomishige
Hidetsugu Tsubouchi
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Otsuka Pharmaceutical Co Ltd
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Otsuka Pharmaceutical Co Ltd
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D498/00Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D498/02Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
    • C07D498/04Ortho-condensed systems
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00Drugs for disorders of the respiratory system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04Antibacterial agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04Antibacterial agents
    • A61P31/06Antibacterial agents for tuberculosis
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D498/00Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D498/12Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains three hetero rings
    • C07D498/20Spiro-condensed systems
    • 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 Table
    • C07F7/02Silicon compounds
    • C07F7/08Compounds having one or more C—Si linkages
    • C07F7/0803Compounds with Si-C or Si-Si linkages
    • C07F7/081Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te
    • C07F7/0812Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te comprising a heterocyclic ring

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (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)
  • General Health & Medical Sciences (AREA)
  • Communicable Diseases (AREA)
  • Oncology (AREA)
  • Pulmonology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
AU2003272979A 2002-10-11 2003-10-10 2,3-Dihydro-6-nitroimidazo[2,1-b]oxazoles Expired AU2003272979B2 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
JP2002-298259 2002-10-11
JP2002298259 2002-10-11
PCT/JP2003/013070 WO2004033463A1 (ja) 2002-10-11 2003-10-10 2,3−ジヒドロ−6−ニトロイミダゾ[2,1−b]オキサゾール化合物

Publications (2)

Publication Number Publication Date
AU2003272979A1 AU2003272979A1 (en) 2004-05-04
AU2003272979B2 true AU2003272979B2 (en) 2009-07-23

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AU2003272979A Expired AU2003272979B2 (en) 2002-10-11 2003-10-10 2,3-Dihydro-6-nitroimidazo[2,1-b]oxazoles

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US (1) US7262212B2 (enExample)
EP (2) EP1555267B1 (enExample)
JP (1) JP4186065B2 (enExample)
KR (1) KR100723847B1 (enExample)
CN (4) CN100366624C (enExample)
AR (4) AR041198A1 (enExample)
AU (1) AU2003272979B2 (enExample)
BE (1) BE2014C053I2 (enExample)
BR (1) BRPI0314344B8 (enExample)
CA (1) CA2497569C (enExample)
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PL (3) PL404913A1 (enExample)
PT (1) PT1555267E (enExample)
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UA (1) UA83200C2 (enExample)
WO (1) WO2004033463A1 (enExample)
ZA (1) ZA200501033B (enExample)

Families Citing this family (83)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE60144284D1 (de) 2000-11-01 2011-05-05 Millennium Pharm Inc Stickstoffhaltige heterozyklische verbindungen und verfahren zu deren herstellung
US7368579B2 (en) 2002-10-15 2008-05-06 Otsuka Pharmaceutical Co., Ltd. 1-substituted-4-nitroimidazole compound and process for producing the same
JP4761756B2 (ja) * 2003-10-31 2011-08-31 大塚製薬株式会社 2,3−ジヒドロイミダゾ[2,1−b]オキサゾ−ル化合物
ATE410430T1 (de) 2003-10-31 2008-10-15 Otsuka Pharma Co Ltd 2,3-dihydro-6-nitroimidazoä2,1- büoxazolverbindungen zur behandlung von tuberkulose
TWI300409B (en) 2004-02-18 2008-09-01 Otsuka Pharma Co Ltd Method for producing 4-nitroimidazole compound
PT1731518E (pt) 2004-03-31 2014-09-18 Nippon Soda Co Composto amina cíclico e agente de controlo de pragas
JP4789966B2 (ja) * 2004-04-09 2011-10-12 大塚製薬株式会社 医薬組成物
JP4787529B2 (ja) * 2004-04-09 2011-10-05 大塚製薬株式会社 医薬組成物
ATE450525T1 (de) * 2005-06-20 2009-12-15 Schering Corp Kohlenstoffgebundene substituierte piperidine und derivate daraus als histamin-h3-antagonisten
EP1906926B1 (en) * 2005-07-28 2010-12-01 Otsuka Pharmaceutical Co., Ltd. Pharmaceutical composition comprising 2,3-dihydro-6-nitroimidazo[2,1-b]oxazole derivatives
TWI368509B (en) * 2005-10-05 2012-07-21 Otsuka Pharma Co Ltd Antituberculous therapeutic drugs and kit containing the same
JP5105818B2 (ja) * 2005-10-05 2012-12-26 大塚製薬株式会社 医薬組成物
BRPI0616667B1 (pt) 2005-10-06 2017-07-18 Nippon Soda Co. , Ltd. Compounds of cyclical amine or salts thereof or non-oxides thereof, and agents for control of fever
TW200800268A (en) 2005-11-04 2008-01-01 Otsuka Pharma Co Ltd Medicinal composition showing improved drug absorbability
WO2007078335A2 (en) * 2005-12-21 2007-07-12 Decode Genetics, Ehf. Biaryl nitrogen heterocycle inhibitors of lta4h for treating inflammation
CA2640304A1 (en) * 2006-02-13 2007-08-23 Laboratoires Serono S.A. Sulfonamide derivatives for the treatment of bacterial infections
JP2007297305A (ja) * 2006-04-28 2007-11-15 Daiso Co Ltd N−(2,3−エポキシ−2−メチルプロピル)フタルイミドの製造法
CA2678577A1 (en) * 2007-02-26 2008-09-04 Vitae Pharmaceuticals, Inc. Cyclic urea and carbamate inhibitors of 11.beta.-hydroxysteroid dehydrogenase 1
AR070301A1 (es) 2007-05-08 2010-03-31 Otsuka Pharma Co Ltd Compuesto epoxi y metodo para producir el mismo
US8575156B2 (en) * 2007-07-26 2013-11-05 Vitae Pharmaceuticals, Inc. Cyclic inhibitors of 11β-hydroxysteroid dehydrogenase 1
CL2008002384A1 (es) * 2007-08-15 2009-07-17 Glaxo Group Ltd Compuestos derivados de quinoliniloxipiperidina y pirrolidina, composicion farmaceutica, combinacion farmaceutica, util para el tratamiento de enfermedades inflamatorias y/o alergicas del tracto respiratorio.
WO2009050204A1 (en) * 2007-10-16 2009-04-23 Glaxo Group Limited Quinoline derivatives used to treat inflammatory and allergic diseases
AR069207A1 (es) * 2007-11-07 2010-01-06 Vitae Pharmaceuticals Inc Ureas ciclicas como inhibidores de la 11 beta - hidroxi-esteroide deshidrogenasa 1
WO2009075835A1 (en) 2007-12-11 2009-06-18 Vitae Pharmaceutical, Inc CYCLIC UREA INHIBITORS OF 11β-HYDROXYSTEROID DEHYDROGENASE 1
TW200934490A (en) * 2008-01-07 2009-08-16 Vitae Pharmaceuticals Inc Lactam inhibitors of 11 &abgr;-hydroxysteroid dehydrogenase 1
JP5490020B2 (ja) 2008-01-24 2014-05-14 ヴァイティー ファーマシューティカルズ,インコーポレイテッド 11β−ヒドロキシステロイドデヒドロゲナーゼ1の環状カルバゼート及びセミカルバジドインヒビター
EP2252598A2 (en) * 2008-02-11 2010-11-24 Vitae Pharmaceuticals, Inc. 1,3-oxazepan-2-one and 1,3-diazepan-2-one inhibitors of 11beta-hydroxysteroid dehydrogenase 1
US8598160B2 (en) * 2008-02-15 2013-12-03 Vitae Pharmaceuticals, Inc. Cycloalkyl lactame derivatives as inhibitors of 11-beta-hydroxysteroid dehydrogenase 1
CA2718264A1 (en) * 2008-03-18 2009-09-24 Vitae Pharmaceuticals, Inc. Inhibitors of 11beta-hydroxysteroid dehydrogenase type 1
JP5613656B2 (ja) * 2008-03-26 2014-10-29 グローバル、アライアンス、フォア、ティービー、ドラッグ、ディベロップメント 置換されたフェニルオキサゾリジノンと共有結合した二環式ニトロイミダゾール
WO2009134387A1 (en) 2008-05-01 2009-11-05 Vitae Pharmaceuticals, Inc. Cyclic inhibitors of 11beta-hydroxysteroid dehydrogenase 1
EP2291373B1 (en) * 2008-05-01 2013-09-11 Vitae Pharmaceuticals, Inc. Cyclic inhibitors of 11beta-hydroxysteroid dehydrogenase 1
NZ588954A (en) 2008-05-01 2012-08-31 Vitae Pharmaceuticals Inc Cyclic inhibitors of 11beta-hydroxysteroid dehydrogenase 1
TW201004945A (en) 2008-05-01 2010-02-01 Vitae Pharmaceuticals Inc Cyclic inhibitors of 11beta-hydroxysteroid dehydrogenase 1
CN104327062A (zh) 2008-07-25 2015-02-04 贝林格尔·英格海姆国际有限公司 11β-羟基类固醇脱氢酶1的环状抑制剂
TW201016691A (en) 2008-07-25 2010-05-01 Boehringer Ingelheim Int Inhibitors of 11beta-hydroxysteroid dehydrogenase 1
US9643922B2 (en) 2008-08-18 2017-05-09 Yale University MIF modulators
CA2733554A1 (en) * 2008-08-18 2010-02-25 Yale University Mif modulators
US9540322B2 (en) 2008-08-18 2017-01-10 Yale University MIF modulators
EP2323990B1 (en) * 2008-08-21 2014-06-18 Dynamit Nobel GmbH Explosivstoff- und Systemtechnik Methods for the production of 2-halo-4-nitroimidazole and intermediates thereof
WO2010143007A1 (en) * 2009-06-10 2010-12-16 Dynamit Nobel Gmbh Explosivstoff-Und Systemtechnik Method for the production of 2-halogeno-4-nitroimidazole
EP2393807B1 (en) 2009-02-04 2013-08-14 Boehringer Ingelheim International GmbH Cyclic inhibitors of 11 -hydroxysteroid dehydrogenase 1
TW201039034A (en) * 2009-04-27 2010-11-01 Chunghwa Picture Tubes Ltd Pixel structure and the method of forming the same
GEP20156309B (en) * 2009-04-30 2015-07-10 Vitae Pharmaceuticals Inc Cyclic inhibitors of 11beta-hydroxysteroid dehydrogenase 1
MA33216B1 (fr) 2009-04-30 2012-04-02 Boehringer Ingelheim Int Inhibiteurs cycliques de la 11béta-hydroxysteroïde déshydrogénase 1
WO2011011123A1 (en) 2009-06-11 2011-01-27 Vitae Pharmaceuticals, Inc. Cyclic inhibitors of 11beta-hydroxysteroid dehydrogenase 1 based on the 1,3 -oxazinan- 2 -one structure
EP2448928B1 (en) 2009-07-01 2014-08-13 Vitae Pharmaceuticals, Inc. Cyclic inhibitors of 11beta-hydroxysteroid dehydrogenase 1
NZ598121A (en) * 2009-07-31 2013-04-26 Global Alliance For Tb Drug Dev Nitroimidazooxazines and their uses in anti-tubercular therapy
ES2530266T3 (es) * 2009-07-31 2015-02-27 Global Alliance For Tb Drug Development Análogos de nitroimidazooxazina y sus usos
US9198913B2 (en) 2009-07-31 2015-12-01 Global Alliance For Tb Drug Development Nitroimidazooxazines and their uses in anti-tubercular therapy
WO2011052522A1 (ja) 2009-10-26 2011-05-05 富士フイルムRiファーマ株式会社 感染症診断薬
TW201200523A (en) * 2010-01-29 2012-01-01 Otsuka Pharma Co Ltd Synthetic intermediate of oxazole compound and method for producing the same
GB201012209D0 (en) * 2010-05-31 2010-09-08 Ge Healthcare Ltd In vivo imaging agent
JP5860042B2 (ja) 2010-06-16 2016-02-16 ヴァイティー ファーマシューティカルズ,インコーポレイテッド 置換5、6及び7員複素環、そのような化合物を含有する医薬及びそれらの使用
EP2585444B1 (en) 2010-06-25 2014-10-22 Boehringer Ingelheim International GmbH Azaspirohexanones as inhibitors of 11-beta-hsd1 for the treatment of metabolic disorders
EA201300522A1 (ru) 2010-11-02 2013-11-29 Бёрингер Ингельхайм Интернациональ Гмбх Фармацевтические комбинации для лечения метаболических нарушений
CN103596960B (zh) 2011-04-15 2016-11-16 大塚制药株式会社 6,7-二氢咪唑并[2,1-b][1,3]噁嗪杀菌剂
JP2015006994A (ja) * 2011-10-28 2015-01-15 大正製薬株式会社 ジヒドロイミダゾオキサゾール誘導体
US9572809B2 (en) 2012-07-18 2017-02-21 Spero Trinem, Inc. Combination therapy to treat Mycobacterium diseases
FR3000064A1 (fr) 2012-12-21 2014-06-27 Univ Lille Ii Droit & Sante Composes de type spiroisoxazoline ayant une activite potentialisatrice de l'activite d'un antibiotique-composition et produit pharmaceutiques comprenant de tels composes
IN2013DE02954A (enExample) 2013-10-04 2015-04-10 Council Scient Ind Res
CN103524492A (zh) * 2013-10-23 2014-01-22 中国药科大学 侧链含硝基咪唑基团取代的喹诺酮类化合物、其制备及用途
AR101704A1 (es) 2014-08-28 2017-01-04 Otsuka Pharma Co Ltd Compuestos heterocíclicos fusionados
CN107108650B (zh) * 2014-10-21 2019-10-18 印度科学工业研究所 抗分枝杆菌剂取代的1,2,3-三唑-1-基-甲基-2,3-二氢-2-甲基-6-硝基咪唑并[2,1-b]噁唑及其制备方法
CN105732659B (zh) * 2014-12-12 2019-07-16 上海阳帆医药科技有限公司 硝基咪唑类化合物及其制备方法和在制药中的用途
MX2017009810A (es) * 2015-01-29 2018-11-09 Medshine Discovery Inc Derivado de nitroimidazol contra tuberculosis pulmonar.
EP3275862B1 (en) 2015-03-27 2020-08-12 Otsuka Pharmaceutical Co., Ltd. Method for producing 1-(4-hydroxyphenyl)-4-(4-trifluoromethoxyphenoxy)piperidine or salt thereof
CN106317072B (zh) * 2015-06-17 2020-03-17 盟科医药技术(上海)有限公司 用于分枝杆菌感染治疗的杂环化合物及其应用
EP3421454B9 (en) 2016-02-26 2023-08-09 Otsuka Pharmaceutical Co., Ltd. Piperidine derivative
CN105859628B (zh) * 2016-04-19 2018-08-07 清远职业技术学院 一种抗菌化合物对n咪唑苯甲醛缩邻甲苯胺希夫碱及其制备方法和应用
MX2019000858A (es) * 2016-07-22 2019-11-11 Medshine Discovery Inc Cristal y sal de nitroimidazol y metodo de fabricacion de los mismos.
PH12020500339A1 (en) * 2017-08-16 2024-02-05 BioVersys AG Novel compounds
KR102887592B1 (ko) 2018-06-11 2025-11-18 오츠카 세이야쿠 가부시키가이샤 델라마니드 함유 조성물
CN109705022A (zh) * 2018-12-28 2019-05-03 上海彩迩文生化科技有限公司 一种芳香胺中间体的制备方法
CN112300192B (zh) * 2019-08-02 2023-08-11 南京长澳医药科技有限公司 硝基咪唑类化合物及其制备方法和用途
CN110483549B (zh) * 2019-08-30 2021-03-05 沈阳药科大学 一种硝基咪唑吡喃类抗结核药物的制备方法
CN110615800A (zh) * 2019-10-16 2019-12-27 李丽丽 硝基咪唑类化合物及其制备方法和用途
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CN115368252B (zh) * 2022-09-19 2024-01-12 西北农林科技大学 一种4-胺基酚类衍生物及应用
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Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5668127A (en) 1995-06-26 1997-09-16 Pathogenesis Corporation Nitroimidazole antibacterial compounds and methods of use thereof

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
Sehgal, R. J. et al (1981) J. Med. Chem. 24:601-604 *

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BR0314344A (pt) 2005-07-12
EP1555267A4 (en) 2010-08-18
AU2003272979A1 (en) 2004-05-04
CY2014041I2 (el) 2016-07-27
JP2004149527A (ja) 2004-05-27
EP2570418A3 (en) 2013-07-03
RU2005114017A (ru) 2006-01-20
US7262212B2 (en) 2007-08-28
FR14C0066I1 (enExample) 2014-10-17
US20060094767A1 (en) 2006-05-04
HK1085463A1 (zh) 2006-08-25
KR20050061473A (ko) 2005-06-22
DK1555267T3 (da) 2013-02-11
CN101255170A (zh) 2008-09-03
BRPI0314344B8 (pt) 2021-05-25
EP1555267A1 (en) 2005-07-20
FR14C0066I2 (fr) 2015-05-22
CN102532162B (zh) 2015-05-27
HK1171018A1 (en) 2013-03-15
AR089950A2 (es) 2014-10-01
PT1555267E (pt) 2013-01-29
TW200420568A (en) 2004-10-16
MXPA05003674A (es) 2005-06-08
CN101172981A (zh) 2008-05-07
LU92517I2 (fr) 2014-10-13
SI1555267T1 (sl) 2013-05-31
UA83200C2 (en) 2008-06-25
AR041198A1 (es) 2005-05-04
MY139244A (en) 2009-09-30
PL409525A1 (pl) 2014-11-10
BE2014C053I2 (enExample) 2022-08-30
CA2497569C (en) 2011-05-24
KR100723847B1 (ko) 2007-05-31
CY1113578T1 (el) 2016-06-22
EP2570418A2 (en) 2013-03-20
CN102532162A (zh) 2012-07-04
RU2326121C2 (ru) 2008-06-10
JP4186065B2 (ja) 2008-11-26
BRPI0314344B1 (pt) 2019-11-26
PL217919B1 (pl) 2014-09-30
CA2497569A1 (en) 2004-04-22
RU2326121C3 (ru) 2021-09-17
TWI347946B (en) 2011-09-01
CY2014041I1 (el) 2016-07-27
CN1705670A (zh) 2005-12-07
CN100366624C (zh) 2008-02-06
PL376157A1 (en) 2005-12-27
PL404913A1 (pl) 2013-09-30
AR086485A2 (es) 2013-12-18
WO2004033463A1 (ja) 2004-04-22
HUS1400046I1 (hu) 2017-04-28
EP1555267B1 (en) 2013-01-16
ES2400179T3 (es) 2013-04-08
ZA200501033B (en) 2006-06-28
AR091771A2 (es) 2015-02-25

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