NO20072963L - 5-substituted quinoline and isoquinoline derivatives, process for their preparation and their use as inflammatory inhibitors - Google Patents

5-substituted quinoline and isoquinoline derivatives, process for their preparation and their use as inflammatory inhibitors

Info

Publication number
NO20072963L
NO20072963L NO20072963A NO20072963A NO20072963L NO 20072963 L NO20072963 L NO 20072963L NO 20072963 A NO20072963 A NO 20072963A NO 20072963 A NO20072963 A NO 20072963A NO 20072963 L NO20072963 L NO 20072963L
Authority
NO
Norway
Prior art keywords
preparation
substituted quinoline
isoquinoline derivatives
inflammatory inhibitors
inflammatory
Prior art date
Application number
NO20072963A
Other languages
Norwegian (no)
Other versions
NO332405B1 (en
Inventor
Werner Skuballa
Orlin Petrov
Heike Schacke
Matthias Schneider
Hartmut Rehwinkel
Norbert Schmees
Stefan Jaroch
Jan Huebner
Christian Dinter
Original Assignee
Bayer Schering Pharma Ag
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
Priority claimed from DE102005020331A external-priority patent/DE102005020331A1/en
Application filed by Bayer Schering Pharma Ag filed Critical Bayer Schering Pharma Ag
Publication of NO20072963L publication Critical patent/NO20072963L/en
Publication of NO332405B1 publication Critical patent/NO332405B1/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
    • C07D307/79—Benzo [b] furans; Hydrogenated benzo [b] furans with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
    • 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
    • A61K31/47—Quinolines; Isoquinolines
    • 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
    • A61P1/16—Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00—Drugs for disorders of the respiratory system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P13/00—Drugs for disorders of the urinary system
    • A61P13/12—Drugs for disorders of the urinary system of the kidneys
    • 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
    • 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
    • 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
    • A61P27/00—Drugs for disorders of the senses
    • A61P27/02—Ophthalmic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P27/00—Drugs for disorders of the senses
    • A61P27/16—Otologicals
    • 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
    • A61P35/00—Antineoplastic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00—Drugs for immunological or allergic disorders
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00—Drugs for immunological or allergic disorders
    • A61P37/02—Immunomodulators
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00—Drugs for immunological or allergic disorders
    • A61P37/08—Antiallergic agents
    • 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P5/00—Drugs for disorders of the endocrine system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P7/00—Drugs for disorders of the blood or the extracellular fluid
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
    • C07C69/73—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of unsaturated acids
    • C07C69/732—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of unsaturated acids of unsaturated hydroxy carboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
    • C07C69/73—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of unsaturated acids
    • C07C69/734—Ethers
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
    • C07D307/82—Benzo [b] furans; Hydrogenated benzo [b] furans 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 carbon atoms of the hetero ring
    • C07D307/83—Oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Immunology (AREA)
  • Rheumatology (AREA)
  • Diabetes (AREA)
  • Pulmonology (AREA)
  • Hematology (AREA)
  • Orthopedic Medicine & Surgery (AREA)
  • Endocrinology (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Ophthalmology & Optometry (AREA)
  • Gastroenterology & Hepatology (AREA)
  • Urology & Nephrology (AREA)
  • Pain & Pain Management (AREA)
  • Physical Education & Sports Medicine (AREA)
  • Dermatology (AREA)
  • Epidemiology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

Oppfmnelsen vedrører forbindelser med generell formel (IIa) eller (IIb) og deres anvendelse som medikamenter.The invention relates to compounds of general formula (IIa) or (IIb) and their use as medicaments.

NO20072963A 2004-11-12 2007-06-11 Compound of 5-substituted quinoline and isoquinoline derivatives, process for their preparation, their use in the preparation of pharmaceutical agents for the treatment of inflammatory disease and pharmaceutical composition comprising the compound. NO332405B1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE102004055633A DE102004055633A1 (en) 2004-11-12 2004-11-12 New 5-substituted quinoline and isoquinoline derivatives are glucocorticoid receptor binders useful for treating inflammatory diseases e.g. alveolitis, Sjogren's syndrome, atopic dermatitis, acute lymphatic leukemia, rhinitis and emesis
DE102005020331A DE102005020331A1 (en) 2005-04-26 2005-04-26 New 5-substituted quinoline and isoquinoline derivatives are glucocorticoid receptor binders useful for treating inflammatory diseases e.g. alveolitis, Sjogren's syndrome, atopic dermatitis, acute lymphatic leukemia, rhinitis and emesis
PCT/EP2005/012531 WO2006050998A1 (en) 2004-11-12 2005-11-11 5-substituted quinoline and isoquinoline derivatives, a method for the production thereof and their use as antiphlogistics

Publications (2)

Publication Number Publication Date
NO20072963L true NO20072963L (en) 2007-08-03
NO332405B1 NO332405B1 (en) 2012-09-10

Family

ID=35613753

Family Applications (1)

Application Number Title Priority Date Filing Date
NO20072963A NO332405B1 (en) 2004-11-12 2007-06-11 Compound of 5-substituted quinoline and isoquinoline derivatives, process for their preparation, their use in the preparation of pharmaceutical agents for the treatment of inflammatory disease and pharmaceutical composition comprising the compound.

Country Status (31)

Country Link
EP (1) EP1844039B1 (en)
JP (1) JP4460608B2 (en)
KR (1) KR101168462B1 (en)
CN (1) CN101124220B (en)
AR (1) AR051767A1 (en)
AU (1) AU2005303926B2 (en)
BR (1) BRPI0517797A (en)
CA (1) CA2586689C (en)
CY (1) CY1110520T1 (en)
DE (2) DE102004055633A1 (en)
DK (1) DK1844039T3 (en)
EA (1) EA013076B1 (en)
ES (1) ES2329599T3 (en)
GT (1) GT200500330A (en)
HK (1) HK1112243A1 (en)
HR (1) HRP20090509T1 (en)
IL (1) IL182933A (en)
ME (2) MEP13608A (en)
MX (1) MX2007005736A (en)
MY (1) MY141780A (en)
NO (1) NO332405B1 (en)
NZ (1) NZ555064A (en)
PA (1) PA8652701A1 (en)
PE (1) PE20061052A1 (en)
PL (1) PL1844039T3 (en)
PT (1) PT1844039E (en)
RS (2) RS51161B (en)
SI (1) SI1844039T1 (en)
TW (1) TWI311559B (en)
UY (1) UY29213A1 (en)
WO (1) WO2006050998A1 (en)

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US7297700B2 (en) 2005-03-24 2007-11-20 Renovis, Inc. Bicycloheteroaryl compounds as P2X7 modulators and uses thereof
TWI464148B (en) 2006-03-16 2014-12-11 Evotec Us Inc Bicycloheteroaryl compounds as p2x7 modulators and uses thereof
MX2008015151A (en) * 2006-07-07 2008-12-12 Bausch & Lomb Compositions comprising a dissociated glucocorticoid receptor agonist and an immunosuppressive agent for treating dry eye.
SI2049112T1 (en) 2006-08-07 2012-05-31 Bausch & Lomb Treating infections and sequelae thereof with combined dissociated glucocorticoid receptor agonists and anti-infective agents
ATE531366T1 (en) * 2006-08-07 2011-11-15 Bausch & Lomb COMPOSITIONS AND METHODS FOR THE TREATMENT, REDUCTION, IMPROVEMENT OR RELIEF OF POSTERIOR EYE SEGMENT DISEASES
KR20090050091A (en) * 2006-08-31 2009-05-19 보오슈 앤드 롬 인코포레이팃드 Compositions and methods for treating or preventing glaucoma or progression thereof
US20110104159A1 (en) * 2006-09-11 2011-05-05 Rohrs Brian R Compositions and methods for treating, controlling, reducing, ameliorating, or preventing allergy
MX2009002544A (en) * 2006-09-11 2009-03-20 Bausch & Lomb Compositions and methods for treating, controlling, reducing, ameliorating, or preventing allergy.
US20110105559A1 (en) * 2006-09-11 2011-05-05 Rohrs Brian R Compositions and Methods for Treating, Controlling, Reducing, Ameliorating, or Preventing Allergy
MX2009004904A (en) * 2006-11-09 2009-05-19 Bausch & Lomb Synthesis of selected stereoisomers of certain substituted alcohols.
EP1982976A1 (en) * 2007-04-18 2008-10-22 Intendis GmbH Process for the manufacture of non-steroidal anti-inflammatory agents and intermediates thereof
EP2142503A2 (en) * 2007-04-18 2010-01-13 Intendis GmbH Process for the manufacture for non-steroidal anti-inflammatory agents and intermediates thereof
EP2016935A1 (en) * 2007-07-09 2009-01-21 Intendis GmbH Pharmaceutical composition for topical application of poorly soluble compounds
US20090042936A1 (en) * 2007-08-10 2009-02-12 Ward Keith W Compositions and Methods for Treating or Controlling Anterior-Segment Inflammation
US20090087443A1 (en) * 2007-09-27 2009-04-02 Bartels Stephen P Pharmacological Adjunctive Treatment Associated with Glaucoma Filtration Surgery
US20090118262A1 (en) * 2007-11-01 2009-05-07 Rohrs Brian R Non-Aqueous Water-Miscible Materials as Vehicles for Drug Delivery
US20110077270A1 (en) * 2009-04-21 2011-03-31 Pfeffer Bruce A Compositions and Methods for Treating Ocular Inflammation with Lower Risk of Increased Intraocular Pressure
CN101983961B (en) * 2010-11-24 2012-05-09 浙江启明生化科技有限公司 Preparation method of 5-amino-2-methyl quinoline
US20120316199A1 (en) 2011-06-07 2012-12-13 Ward Keith W Compositions and methods for treating, controlling, reducing, or ameliorating inflammatory pain
WO2017137375A1 (en) 2016-02-12 2017-08-17 Bayer Animal Health Gmbh Mapracorat for use in the treatment of canine dermatitis
CN111732493B (en) * 2017-01-16 2023-01-24 宜昌尚诺德生物医药科技有限公司 Synthesis process of arylamine compound
WO2020152193A1 (en) 2019-01-22 2020-07-30 Akribes Biomedical Gmbh Selective glucocorticoid receptor modifiers for treating impaired skin wound healing

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DE4041482A1 (en) * 1990-12-22 1992-06-25 Boehringer Ingelheim Kg NEW PHARMACEUTICAL USE OF CARBOCYCLIC AND HETEROCYCLICALLY ANNELATED DIHYDROPYRIDINE
KR100224135B1 (en) * 1993-01-28 1999-10-15 다께다 구니오 Quinoline or quinoline derivatives, their production and use
RU2127271C1 (en) * 1997-03-13 1999-03-10 Пермская государственная фармацевтическая академия 2-chloro-5,6,7,8-tetrahydroquinoline-4-carboxylic acid 5-nitrofurfurylidene hydrazide eliciting an antibacterial activity
UA73492C2 (en) * 1999-01-19 2005-08-15 Aromatic heterocyclic compounds as antiinflammatory agents
DE10215316C1 (en) * 2002-04-02 2003-12-18 Schering Ag Quinoline and isoquinoline derivatives, a pharmaceutical agent and their use as anti-inflammatory agents
CA2512257A1 (en) * 2003-01-03 2004-07-29 Boehringer Ingelheim Pharmaceuticals, Inc. 1-propanol and 1-propylamine derivatives and their use as glucocorticoid ligands
US20040224992A1 (en) * 2003-02-27 2004-11-11 Boehringer Ingelheim Pharmaceuticals, Inc. Glucocorticoid mimetics, methods of making them, pharmaceutical compositions, and uses thereof
US7179919B2 (en) * 2004-03-18 2007-02-20 Boehringer Ingelheim Pharmaceuticals, Inc. Stereoselective synthesis of certain trifluoromethyl-substituted alcohols

Also Published As

Publication number Publication date
EA013076B1 (en) 2010-02-26
PA8652701A1 (en) 2006-07-03
UY29213A1 (en) 2006-05-31
KR101168462B1 (en) 2012-07-27
TWI311559B (en) 2009-07-01
DE502005007725D1 (en) 2009-08-27
IL182933A0 (en) 2007-09-20
NZ555064A (en) 2009-09-25
CN101124220A (en) 2008-02-13
EP1844039A1 (en) 2007-10-17
MY141780A (en) 2010-06-30
ES2329599T3 (en) 2009-11-27
PE20061052A1 (en) 2006-11-08
AR051767A1 (en) 2007-02-07
BRPI0517797A (en) 2008-10-21
CY1110520T1 (en) 2015-04-29
HRP20090509T1 (en) 2009-11-30
DE102004055633A1 (en) 2006-05-18
CN101124220B (en) 2012-04-25
JP2008519803A (en) 2008-06-12
PL1844039T3 (en) 2009-12-31
MEP13608A (en) 2010-06-10
SI1844039T1 (en) 2009-12-31
ME00155B (en) 2010-10-10
TW200640913A (en) 2006-12-01
CA2586689A1 (en) 2006-05-18
EA200700982A1 (en) 2007-10-26
NO332405B1 (en) 2012-09-10
AU2005303926B2 (en) 2011-05-19
IL182933A (en) 2011-10-31
JP4460608B2 (en) 2010-05-12
RS20070205A (en) 2008-11-28
HK1112243A1 (en) 2008-08-29
KR20070084192A (en) 2007-08-24
EP1844039B1 (en) 2009-07-15
CA2586689C (en) 2012-04-17
MX2007005736A (en) 2007-09-07
DK1844039T3 (en) 2009-11-09
RS51161B (en) 2010-10-31
GT200500330A (en) 2006-09-21
AU2005303926A1 (en) 2006-05-18
WO2006050998A1 (en) 2006-05-18
PT1844039E (en) 2009-10-19

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