ME00428B - 5-hlor0-3-(4-metansulfonilfenil)-6'-metil-(2,3')bipiridinil u čistom kristalnom obliku i postupak sinteza - Google Patents

5-hlor0-3-(4-metansulfonilfenil)-6'-metil-(2,3')bipiridinil u čistom kristalnom obliku i postupak sinteza

Info

Publication number
ME00428B
ME00428B MEP-2008-638A MEP63808A ME00428B ME 00428 B ME00428 B ME 00428B ME P63808 A MEP63808 A ME P63808A ME 00428 B ME00428 B ME 00428B
Authority
ME
Montenegro
Prior art keywords
compound
polymorphic form
methanesulfonylphenyl
bipyridinyl
chloro
Prior art date
Application number
MEP-2008-638A
Other languages
English (en)
Inventor
Louis S Crocker
Ian W Davies
Richard G Osifchin
Andrew Kotliar
Original Assignee
Merck Sharp & Dohme
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
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=22772880&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=ME00428(B) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Merck Sharp & Dohme filed Critical Merck Sharp & Dohme
Publication of ME00428B publication Critical patent/ME00428B/me

Links

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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
    • C07D213/60—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
    • C07D213/61—Halogen atoms or nitro radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/02—Stomatological preparations, e.g. drugs for caries, aphtae, periodontitis
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P15/00—Drugs for genital or sexual disorders; Contraceptives
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P15/00—Drugs for genital or sexual disorders; Contraceptives
    • A61P15/08—Drugs for genital or sexual disorders; Contraceptives for gonadal disorders or for enhancing fertility, e.g. inducers of ovulation or of spermatogenesis
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00—Drugs for dermatological disorders
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00—Drugs for dermatological disorders
    • A61P17/02—Drugs for dermatological disorders for treating wounds, ulcers, burns, scars, keloids, or the like
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P19/00—Drugs for skeletal disorders
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P19/00—Drugs for skeletal disorders
    • A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P19/00—Drugs for skeletal disorders
    • A61P19/06—Antigout agents, e.g. antihyperuricemic or uricosuric agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P21/00—Drugs for disorders of the muscular or neuromuscular system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/02—Drugs for disorders of the nervous system for peripheral neuropathies
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/04—Centrally acting analgesics, e.g. opioids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/06—Antimigraine agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • 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
    • A61P31/16—Antivirals for RNA viruses for influenza or rhinoviruses
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00

Landscapes

  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Neurology (AREA)
  • Pain & Pain Management (AREA)
  • Physical Education & Sports Medicine (AREA)
  • Biomedical Technology (AREA)
  • Virology (AREA)
  • Neurosurgery (AREA)
  • Rheumatology (AREA)
  • Communicable Diseases (AREA)
  • Oncology (AREA)
  • Reproductive Health (AREA)
  • Dermatology (AREA)
  • Orthopedic Medicine & Surgery (AREA)
  • Endocrinology (AREA)
  • Gynecology & Obstetrics (AREA)
  • Pregnancy & Childbirth (AREA)
  • Molecular Biology (AREA)
  • Immunology (AREA)
  • Pulmonology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Pyridine Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Ovaj pronalazak obuhvata polimorfni Oblik V Jedinjenja A strukturne formule (A), koji je koristan u lečenju bolesti u kojima je ciklooksigenaza-2 medijator. Pronalazak uključuje određene farmaceutske smeše za lečenje bolesti posredovanih ciklooksigenazom-2, koje sadrže polimorfni Oblik V Jedinjenja A. Pronalazak, takođe, obuhvata postupak sinteze polimorfnog Oblika V Jedinjenja A. Ovaj pronalazak obuhvata polimorfni Oblik V Jedinjenja A strukturne formule (A), koji je koristan u lečenju bolesti u kojima je ciklooksigenaza-2 medijator. Pronalazak uključuje određene farmaceutske smeše za lečenje bolesti posredovanih ciklooksigenazom-2, koje sadrže polimorfni Oblik V Jedinjenja A. Pronalazak, takođe, obuhvata postupak sinteze polimorfnog Oblika V Jedinjenja A.
MEP-2008-638A 2000-05-26 2001-05-22 5-hlor0-3-(4-metansulfonilfenil)-6'-metil-(2,3')bipiridinil u čistom kristalnom obliku i postupak sinteza ME00428B (me)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US20801700P 2000-05-26 2000-05-26
PCT/US2001/016566 WO2001092230A1 (en) 2000-05-26 2001-05-22 5-chloro-3-(4-methanesulfonylphenyl)-6'-methyl- [2,3']bipyridinyl in pure crystalline form and process for synthesis

Publications (1)

Publication Number Publication Date
ME00428B true ME00428B (me) 2011-10-10

Family

ID=22772880

Family Applications (1)

Application Number Title Priority Date Filing Date
MEP-2008-638A ME00428B (me) 2000-05-26 2001-05-22 5-hlor0-3-(4-metansulfonilfenil)-6'-metil-(2,3')bipiridinil u čistom kristalnom obliku i postupak sinteza

Country Status (49)

Country Link
EP (1) EP1296951B1 (me)
JP (2) JP3665053B2 (me)
KR (1) KR100757699B1 (me)
CN (1) CN1227233C (me)
AR (1) AR028577A1 (me)
AT (1) ATE483687T1 (me)
AU (2) AU6480401A (me)
BG (1) BG65855B1 (me)
BR (1) BRPI0111140B8 (me)
CA (1) CA2410234C (me)
CR (1) CR6606A (me)
CY (1) CY1111440T1 (me)
CZ (1) CZ20023888A3 (me)
DE (1) DE60143197D1 (me)
DK (1) DK1296951T3 (me)
EA (1) EA004809B1 (me)
EE (1) EE05242B1 (me)
EG (1) EG24189A (me)
ES (1) ES2351958T3 (me)
GC (1) GC0000362A (me)
GE (1) GEP20053492B (me)
GT (1) GT200100091A (me)
HK (1) HK1058932A1 (me)
HN (1) HN2001000110A (me)
HR (1) HRP20020934B1 (me)
HU (1) HU228423B1 (me)
IL (1) IL152582A0 (me)
IN (2) IN2002CH02089A (me)
IS (1) IS2806B (me)
JO (1) JO2216B1 (me)
MA (1) MA26919A1 (me)
ME (1) ME00428B (me)
MX (1) MX230696B (me)
MY (1) MY123569A (me)
NO (1) NO324495B1 (me)
NZ (1) NZ522394A (me)
PA (1) PA8516901A1 (me)
PE (1) PE20011324A1 (me)
PH (1) PH12001001175B1 (me)
PL (1) PL358153A1 (me)
PT (1) PT1296951E (me)
RS (1) RS51541B (me)
SI (1) SI1296951T1 (me)
SK (1) SK287174B6 (me)
SV (1) SV2002000462A (me)
TW (1) TWI303634B (me)
UA (1) UA73355C2 (me)
WO (1) WO2001092230A1 (me)
ZA (1) ZA200209558B (me)

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Publication number Priority date Publication date Assignee Title
DK1248618T3 (da) * 1999-11-29 2006-07-10 Merck Frosst Canada Inc Polymorfe, amorfe og hydratiserede former af 5-chlor-3-(4-methansulfonylphenyl)-6'-methyl-[2,3']bipyridinyl
US6858631B1 (en) 1999-11-29 2005-02-22 Merck & Co., Inc. Polymorphic, amorphous and hydrated forms of 5-chloro-3-(4-methanesulfonylphenyl)-6′-methyl-[2,3′]bipyridinyl
US6521642B2 (en) * 2000-05-26 2003-02-18 Merck & Co., Inc. 5-chloro-3-(4-methanesulfonylphenyl)-6′-methyl-[2,3′]bipyridinyl in pure crystalline form and process for synthesis
EP2479166B1 (en) 2009-02-27 2014-08-20 Cadila Healthcare Limited A process for the preparation of etoricoxib
WO2012004677A1 (en) 2010-07-05 2012-01-12 Actavis Group Ptc Ehf Solid state forms of etoricoxib salts
SI2714676T1 (sl) 2011-05-27 2019-06-28 Farma Grs, D.O.O. Postopek za pripravo polimorfne oblike I etorikoksiba
EP2773618A1 (en) 2011-11-03 2014-09-10 Cadila Healthcare Limited An improved process for the preparation of etoricoxib and polymorphs thereof
WO2013075732A1 (en) 2011-11-21 2013-05-30 Synthon Bv Process for making crystalline form i of etoricoxib
EP2601952A1 (en) 2011-12-07 2013-06-12 Zentiva, k.s. Novel pharmaceutically acceptable salts and cocrystals of 5-chloro-3-(4-methanesulfonylphenyl)-6'-methyl-[2,3']bipyridinyl and their therapeutic uses
EP2888231B1 (en) * 2012-08-27 2019-01-09 Glenmark Pharmaceuticals Limited Process for preparation of crystalline etoricoxib
EP2887924B1 (en) 2012-08-27 2017-03-29 Cadila Healthcare Limited Pharmaceutical compositions of etoricoxib
CN104418799A (zh) * 2013-09-03 2015-03-18 天津药物研究院 一种依托考昔的晶型及其制备方法和应用
WO2015036550A1 (en) 2013-09-13 2015-03-19 Synthon B.V. Process for making etoricoxib
CN106632003B (zh) * 2015-12-31 2019-02-12 上海博志研新药物技术有限公司 一种依托考昔的制备方法
CN108069896B (zh) * 2016-11-11 2022-08-12 昆明积大制药股份有限公司 一种依托考昔晶型的制备方法
CN107056691B (zh) * 2017-06-21 2020-03-10 四川尚锐生物医药有限公司 一种制备依托考昔晶型v的方法
CN107417599B (zh) * 2017-06-21 2020-06-09 四川尚锐生物医药有限公司 一种依托考昔晶型的制备方法
MX2017009660A (es) 2017-07-26 2017-11-23 Laboratorios Liomont S A De C V Composicion farmaceutica con un rango de relacion entre el clorhidrato de tramadol y el etoricoxib para su administracion para el tratamiento del dolor.
CN107556231A (zh) * 2017-09-23 2018-01-09 江苏正大清江制药有限公司 一种依托考昔与对硝基苯甲酸形成的盐的晶型及制备方法
CN107417600A (zh) * 2017-09-26 2017-12-01 江苏正大清江制药有限公司 一种依托考昔与呋喃甲酸形成盐的新晶型及制备方法
CN107898787B (zh) * 2017-12-15 2018-11-30 扬子江药业集团上海海尼药业有限公司 一种药物组合物及其制剂和制备方法
WO2019130049A1 (en) 2017-12-29 2019-07-04 Grünenthal GmbH Pharmaceutical combination comprising extended-release tramadol hydrochloride and immediate-release etoricoxib, and its use for the treatment of pain
CN110143915A (zh) * 2019-06-03 2019-08-20 蚌埠学院 一种依托考昔与对甲苯磺酸形成盐的新晶型及制备方法

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US5593994A (en) * 1994-09-29 1997-01-14 The Dupont Merck Pharmaceutical Company Prostaglandin synthase inhibitors
US5739166A (en) * 1994-11-29 1998-04-14 G.D. Searle & Co. Substituted terphenyl compounds for the treatment of inflammation
HU227732B1 (en) * 1996-07-18 2012-01-30 Merck Frosst Canada Ltd Substituted pyridine derivatives as selective cyclooxigenase-2 inhibitors and use thereof
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AU759469B2 (en) * 1998-04-24 2003-04-17 Merck Sharp & Dohme Corp. Process for synthesizing cox-2 inhibitors
DK1248618T3 (da) * 1999-11-29 2006-07-10 Merck Frosst Canada Inc Polymorfe, amorfe og hydratiserede former af 5-chlor-3-(4-methansulfonylphenyl)-6'-methyl-[2,3']bipyridinyl

Also Published As

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YU89402A (sh) 2005-11-28
IN2002CH02089A (me) 2005-02-25
HUP0302336A2 (hu) 2003-11-28
NO20025674L (no) 2002-11-26
ES2351958T3 (es) 2011-02-14
IL152582A0 (en) 2003-05-29
TWI303634B (en) 2008-12-01
BR0111140A (pt) 2005-01-11
MX230696B (es) 2005-09-19
SI1296951T1 (sl) 2011-01-31
GT200100091A (es) 2001-12-28
HU228423B1 (en) 2013-03-28
CY1111440T1 (el) 2015-08-05
JO2216B1 (en) 2004-10-07
CN1227233C (zh) 2005-11-16
EP1296951A1 (en) 2003-04-02
MY123569A (en) 2006-05-31
PH12001001175B1 (en) 2006-08-10
JP3665053B2 (ja) 2005-06-29
RS51541B (sr) 2011-06-30
HRP20020934A2 (en) 2005-02-28
HN2001000110A (es) 2002-03-06
AU6480401A (en) 2001-12-11
BG65855B1 (bg) 2010-03-31
CA2410234C (en) 2008-05-13
CA2410234A1 (en) 2001-12-06
BG107237A (bg) 2003-05-30
CR6606A (es) 2006-02-06
BRPI0111140B1 (pt) 2018-03-13
AU2001264804B2 (en) 2006-04-06
ATE483687T1 (de) 2010-10-15
ZA200209558B (en) 2003-10-28
SK16702002A3 (sk) 2003-05-02
CN1443168A (zh) 2003-09-17
IN2007CH05103A (me) 2008-08-27
GC0000362A (en) 2007-03-31
EE200200655A (et) 2004-08-16
PE20011324A1 (es) 2002-01-28
DE60143197D1 (de) 2010-11-18
PA8516901A1 (es) 2002-04-25
IS6630A (is) 2002-11-20
SK287174B6 (sk) 2010-02-08
EA004809B1 (ru) 2004-08-26
JP4142621B2 (ja) 2008-09-03
NO20025674D0 (no) 2002-11-26
MA26919A1 (fr) 2004-12-20
NO324495B1 (no) 2007-10-29
WO2001092230A1 (en) 2001-12-06
CZ20023888A3 (cs) 2003-02-12
GEP20053492B (en) 2005-04-25
HRP20020934B1 (en) 2012-01-31
EP1296951B1 (en) 2010-10-06
DK1296951T3 (da) 2011-01-24
EA200201264A1 (ru) 2003-04-24
IS2806B (is) 2012-09-15
PL358153A1 (en) 2004-08-09
EG24189A (en) 2008-10-08
AR028577A1 (es) 2003-05-14
HK1058932A1 (en) 2004-06-11
MXPA02011619A (es) 2003-03-27
SV2002000462A (es) 2002-03-08
JP2005047927A (ja) 2005-02-24
KR100757699B1 (ko) 2007-09-13
PT1296951E (pt) 2010-12-07
UA73355C2 (en) 2005-07-15
NZ522394A (en) 2004-05-28
EE05242B1 (et) 2009-12-15
JP2004501116A (ja) 2004-01-15
KR20030003762A (ko) 2003-01-10
BRPI0111140B8 (pt) 2021-05-25

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