EP2185560A4 - HETEROARYLAMIDE ANALOGS - Google Patents

HETEROARYLAMIDE ANALOGS

Info

Publication number
EP2185560A4
EP2185560A4 EP08797591A EP08797591A EP2185560A4 EP 2185560 A4 EP2185560 A4 EP 2185560A4 EP 08797591 A EP08797591 A EP 08797591A EP 08797591 A EP08797591 A EP 08797591A EP 2185560 A4 EP2185560 A4 EP 2185560A4
Authority
EP
European Patent Office
Prior art keywords
heteroarylamidanaloge
Prior art date
Legal status (The legal status 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 status listed.)
Withdrawn
Application number
EP08797591A
Other languages
German (de)
English (en)
French (fr)
Other versions
EP2185560A1 (en
Inventor
Rajagopal Bakthavatchalam
David C Ihle
Scott M Capitosti
David J Wustrow
Jun Yuan
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
H Lundbeck AS
Original Assignee
H Lundbeck AS
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
Application filed by H Lundbeck AS filed Critical H Lundbeck AS
Publication of EP2185560A1 publication Critical patent/EP2185560A1/en
Publication of EP2185560A4 publication Critical patent/EP2185560A4/en
Withdrawn legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic 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
    • C07D401/02Heterocyclic 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
    • C07D401/04Heterocyclic 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D487/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04Ortho-condensed systems
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/16Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
    • 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
    • A61P11/00Drugs for disorders of the respiratory system
    • A61P11/06Antiasthmatics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/02Drugs for disorders of the nervous system for peripheral neuropathies
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/04Centrally acting analgesics, e.g. opioids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/28Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P27/00Drugs for disorders of the senses
    • A61P27/02Ophthalmic agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P27/00Drugs for disorders of the senses
    • A61P27/02Ophthalmic agents
    • A61P27/06Antiglaucoma agents or miotics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic 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
    • C07D401/02Heterocyclic 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
    • C07D401/12Heterocyclic 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 linked by a chain containing hetero atoms as chain links
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic 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
    • C07D401/14Heterocyclic 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 three or more hetero rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D403/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/04Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D471/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04Ortho-condensed systems

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Veterinary Medicine (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Engineering & Computer Science (AREA)
  • Biomedical Technology (AREA)
  • Neurosurgery (AREA)
  • Neurology (AREA)
  • Ophthalmology & Optometry (AREA)
  • Pulmonology (AREA)
  • Pain & Pain Management (AREA)
  • Psychiatry (AREA)
  • Rheumatology (AREA)
  • Hospice & Palliative Care (AREA)
  • Gastroenterology & Hepatology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Indole Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
EP08797591A 2007-08-10 2008-08-11 HETEROARYLAMIDE ANALOGS Withdrawn EP2185560A4 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US95525007P 2007-08-10 2007-08-10
PCT/US2008/072760 WO2009023623A1 (en) 2007-08-10 2008-08-11 Heteroaryl amide analogues

Publications (2)

Publication Number Publication Date
EP2185560A1 EP2185560A1 (en) 2010-05-19
EP2185560A4 true EP2185560A4 (en) 2011-10-05

Family

ID=40351102

Family Applications (1)

Application Number Title Priority Date Filing Date
EP08797591A Withdrawn EP2185560A4 (en) 2007-08-10 2008-08-11 HETEROARYLAMIDE ANALOGS

Country Status (14)

Country Link
EP (1) EP2185560A4 (OSRAM)
JP (2) JP2010535816A (OSRAM)
KR (1) KR20100066422A (OSRAM)
CN (1) CN101778850A (OSRAM)
AU (1) AU2008286946B2 (OSRAM)
BR (1) BRPI0812594A2 (OSRAM)
CA (1) CA2691512A1 (OSRAM)
CO (1) CO6251319A2 (OSRAM)
EA (1) EA020332B1 (OSRAM)
IL (1) IL202550A0 (OSRAM)
NZ (1) NZ582056A (OSRAM)
SG (1) SG183699A1 (OSRAM)
UA (1) UA99729C2 (OSRAM)
WO (1) WO2009023623A1 (OSRAM)

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ATE541832T1 (de) * 2009-04-14 2012-02-15 Affectis Pharmaceuticals Ag Neuartige p2x7r-antagonisten und ihre verwendung
WO2012110190A1 (en) * 2011-02-17 2012-08-23 Affectis Pharmaceuticals Ag Novel p2x7r antagonists and their use
US9556166B2 (en) 2011-05-12 2017-01-31 Proteostasis Therapeutics, Inc. Proteostasis regulators
WO2012163456A1 (en) * 2011-05-27 2012-12-06 Affectis Pharmaceuticals Ag Novel p2x7r antagonists and their use
WO2012163792A1 (en) * 2011-05-27 2012-12-06 Affectis Pharmaceuticals Ag Novel p2x7r antagonists and their use
MX2014000894A (es) 2011-07-22 2014-02-27 Actelion Pharmaceuticals Ltd Derivados de amidas heterociclicas como antagonistas de receptores p2x7.
BR112014017735B1 (pt) * 2012-01-20 2022-06-28 Idorsia Pharmaceuticals Ltd Compostos derivados de amida heterocíclicos como antagonistas do receptor de p2x7, composição farmacêutica, e, uso de um composto
JOP20130213B1 (ar) * 2012-07-17 2021-08-17 Takeda Pharmaceuticals Co معارضات لمستقبلht3-5
EP2931717B1 (en) 2012-12-12 2016-12-07 Actelion Pharmaceuticals Ltd. Indole carboxamide derivatives as p2x7 receptor antagonists
CA2891499C (en) * 2012-12-18 2021-07-06 Actelion Pharmaceuticals Ltd Indole carboxamide derivatives as p2x7 receptor antagonists
CN104918617B (zh) 2013-01-22 2017-05-10 埃科特莱茵药品有限公司 作为p2x7受体拮抗剂的杂环酰胺衍生物
JP6282017B2 (ja) * 2013-01-22 2018-02-21 イドーシア ファーマシューティカルズ リミテッドIdorsia Pharmaceuticals Ltd P2x7受容体アンタゴニストとしての複素環アミド誘導体
EA201591360A1 (ru) 2013-02-19 2016-03-31 Пфайзер Инк. Азабензимидазолы в качестве ингибиторов изозимов фдэ4 для лечения цнс и других расстройств
TWI627174B (zh) 2013-03-14 2018-06-21 比利時商健生藥品公司 P2x7調控劑
ES2689526T3 (es) 2013-03-14 2018-11-14 Janssen Pharmaceutica Nv Moduladores de P2X7
JP6294953B2 (ja) 2013-03-14 2018-03-14 ヤンセン ファーマシューティカ エヌ.ベー. P2x7調節物質
TWI599567B (zh) 2013-03-14 2017-09-21 健生藥品公司 P2x7調節劑
CN105636646B (zh) * 2013-07-17 2017-12-19 全球结核病药物研发联盟 氮杂吲哚化合物、其合成及其使用方法
GB201317363D0 (en) 2013-10-01 2013-11-13 Eisai Ltd Novel compounds
WO2015073528A1 (en) 2013-11-12 2015-05-21 Proteostasis Therapeutics, Inc. Proteasome activity enhancing compounds
EP3172210B1 (en) 2014-07-24 2020-01-15 Pfizer Inc Pyrazolopyrimidine compounds
PT3177624T (pt) 2014-08-06 2019-07-11 Pfizer Compostos de imidazopiridazina
EP3191492B1 (en) 2014-09-12 2019-01-09 Janssen Pharmaceutica NV P2x7 modulators
WO2016039983A1 (en) 2014-09-12 2016-03-17 Janssen Pharmaceutica Nv P2x7 modulating n-acyl-triazolopyrazines
HUE055175T2 (hu) 2014-09-29 2021-11-29 Takeda Pharmaceuticals Co Az 1-(1-metil-1H-pirazol-4-il)-N-((1R,5S,7S)-9-metil-3-oxa-9-azabiciklo[3.3.1] nonan-7-il)-1H-indol-3-karboxamid kristályos formája
CN107207476B (zh) * 2014-12-15 2021-03-19 默克专利有限公司 吲哚和氮杂吲哚衍生物及其用于神经退化性疾病中的用途
JP6462493B2 (ja) 2015-05-29 2019-01-30 株式会社デンソー 進入判定装置、進入判定方法
US20190016680A1 (en) 2016-01-14 2019-01-17 Beth Israel Deaconess Medical Center, Inc. Mast-cell modulators and uses thereof
TW201819361A (zh) 2016-09-03 2018-06-01 印度商托仁特生技有限公司 新穎吲唑化合物
CN113164459B (zh) 2018-09-28 2024-09-03 詹森药业有限公司 单酰基甘油脂肪酶调节剂
CA3111309A1 (en) 2018-09-28 2020-04-02 Janssen Pharmaceutica Nv Monoacylglycerol lipase modulators
CA3156100A1 (en) 2019-09-30 2021-04-08 Janssen Pharmaceutica Nv Radiolabelled mgl pet ligands
CA3176946A1 (en) 2020-03-26 2021-09-30 Janssen Pharmaceutica Nv Monoacylglycerol lipase modulators
CN116323581B (zh) * 2020-09-22 2025-05-30 苏州恩华生物医药科技有限公司 吲哚衍生物及其应用
CN119156388A (zh) * 2022-04-15 2024-12-17 海南先声再明医药股份有限公司 膜缔合酪氨酸和苏氨酸激酶抑制剂

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US4374846A (en) * 1979-08-02 1983-02-22 Kali-Chemie Pharma Gmbh N-Amino alkyl indole compounds compositions containing same, and a method of using same in therapy of disorders of gastrointestinal motility
US4803198A (en) * 1981-08-08 1989-02-07 Kali-Chemie Pharma Gmbh 1-Phenyl-2-aminocarbonylindole compounds, preparation thereof and pharmaceutical compositions containing them
US5399559A (en) * 1992-06-05 1995-03-21 Shell Research Limited Fungicidal indole derivatives
US5424329A (en) * 1993-08-18 1995-06-13 Warner-Lambert Company Indole-2-carboxamides as inhibitors of cell adhesion
EP1310488A1 (en) * 2000-08-09 2003-05-14 Mitsubishi Pharma Corporation Fused bicyclic amide compounds and medicinal use thereof
US20030199689A1 (en) * 2001-11-22 2003-10-23 Marc Nazare New indole derivatives as factor Xa inhibitors
WO2004056768A2 (en) * 2002-12-20 2004-07-08 Bayer Healthcare Ag Use of substituted 2,5-diamidoindoles for the treatment of urological diseases
WO2005009947A2 (fr) * 2003-07-24 2005-02-03 Aventis Pharma S.A. Produits aryl-heteroaromatiques, compositions les contenant et utilisation
WO2005014529A1 (en) * 2003-08-08 2005-02-17 Astrazeneca Ab 2- adamantyl derivatives as p2x7 receptor antagonists.
US20050165049A1 (en) * 2004-01-23 2005-07-28 Christopher Hulme Vanilloid receptor ligands and their use in treatments
WO2006072736A1 (fr) * 2005-01-07 2006-07-13 Sanofi-Aventis DERIVES DE N- (HETEROARYL) -1H-IND0LE-2-CARB0XAMIDΞS ET LEUR UTILISATION COMME LIGANDS DU RECEPTEUR VANILLOIDE TRPVl
WO2006100208A1 (en) * 2005-03-21 2006-09-28 N.V. Organon 1-benzylindole-2-carboxamide derivatives
US20070149602A1 (en) * 2004-08-05 2007-06-28 Sanofi-Aventis N-(1h-indolyl)-1h-indole-2-carboxamide derivatives, their preparation and their therapeutic use

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Patent Citations (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4374846A (en) * 1979-08-02 1983-02-22 Kali-Chemie Pharma Gmbh N-Amino alkyl indole compounds compositions containing same, and a method of using same in therapy of disorders of gastrointestinal motility
US4803198A (en) * 1981-08-08 1989-02-07 Kali-Chemie Pharma Gmbh 1-Phenyl-2-aminocarbonylindole compounds, preparation thereof and pharmaceutical compositions containing them
US5399559A (en) * 1992-06-05 1995-03-21 Shell Research Limited Fungicidal indole derivatives
US5424329A (en) * 1993-08-18 1995-06-13 Warner-Lambert Company Indole-2-carboxamides as inhibitors of cell adhesion
EP1310488A1 (en) * 2000-08-09 2003-05-14 Mitsubishi Pharma Corporation Fused bicyclic amide compounds and medicinal use thereof
US20030199689A1 (en) * 2001-11-22 2003-10-23 Marc Nazare New indole derivatives as factor Xa inhibitors
WO2004056768A2 (en) * 2002-12-20 2004-07-08 Bayer Healthcare Ag Use of substituted 2,5-diamidoindoles for the treatment of urological diseases
WO2005009947A2 (fr) * 2003-07-24 2005-02-03 Aventis Pharma S.A. Produits aryl-heteroaromatiques, compositions les contenant et utilisation
WO2005014529A1 (en) * 2003-08-08 2005-02-17 Astrazeneca Ab 2- adamantyl derivatives as p2x7 receptor antagonists.
US20050165049A1 (en) * 2004-01-23 2005-07-28 Christopher Hulme Vanilloid receptor ligands and their use in treatments
US20070149602A1 (en) * 2004-08-05 2007-06-28 Sanofi-Aventis N-(1h-indolyl)-1h-indole-2-carboxamide derivatives, their preparation and their therapeutic use
WO2006072736A1 (fr) * 2005-01-07 2006-07-13 Sanofi-Aventis DERIVES DE N- (HETEROARYL) -1H-IND0LE-2-CARB0XAMIDΞS ET LEUR UTILISATION COMME LIGANDS DU RECEPTEUR VANILLOIDE TRPVl
WO2006100208A1 (en) * 2005-03-21 2006-09-28 N.V. Organon 1-benzylindole-2-carboxamide derivatives

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Title
BRANDS ET AL.: "Novel, selective indole-based ECE inhibitors: Lead optimization via solid-phase and classical synthesis", BIOORG. MED. CHEM. LETT., vol. 15, no. 19, 1 October 2005 (2005-10-01), pages 4201 - 4205, XP027388767, ISSN: 0960-894X, [retrieved on 20050830] *
CONNOR ET AL.: "Novel Benzothiophene-, Benzofuran-, and Naphthalenecarboxamidotetraz oles as Potential Antiallergy Agents", J. MED. CHEM., vol. 35, 1 January 1992 (1992-01-01), pages 958 - 965, XP002303235, ISSN: 0022-2623, DOI: 10.1021/JM00083A023 *
NAZARE ET AL.: "Factor Xa inhibitors based on a 2-carboxyindole scaffold: SAR of neutral P1 substituents", BIOORG. MED. CHEM. LETT., vol. 14, no. 16, 1 May 2004 (2004-05-01), pages 4191 - 4195, XP002546716, ISSN: 0960-894X, DOI: 10.1016/J.BMCL.2004.06.020 *
NAZARE ET AL.: "Probing the Subpockets of Factor Xa Reveals Two Binding Modes for Inhibitors Based on a 2-Carboxyindole Scaffold: A Study Combining Structure-Activity Relationship and X-ray Crystallography", J. MED. CHEM., vol. 48, no. 14, 1 January 2005 (2005-01-01), pages 4511 - 4525, XP002546715, ISSN: 0022-2623, [retrieved on 20050611], DOI: 10.1021/JM0490540 *
OELGEN ET AL.: "Synthesis and antioxidant properties of novel N-substituted indole-2-carboxamide and indole-3-acetamide derivatives", ARCHIV DER PHARMAZIE, vol. 7, 1 January 2002 (2002-01-01), pages 331 - 338, XP002275101, ISSN: 0365-6233, DOI: 10.1002/1521-4184(200209)335:7<331::AID-ARDP331>3.0.CO;2-7 *
See also references of WO2009023623A1 *

Also Published As

Publication number Publication date
EA200971085A1 (ru) 2010-06-30
CA2691512A1 (en) 2009-02-19
JP2010535816A (ja) 2010-11-25
NZ582056A (en) 2012-08-31
UA99729C2 (en) 2012-09-25
IL202550A0 (en) 2010-06-30
CO6251319A2 (es) 2011-02-21
BRPI0812594A2 (pt) 2015-06-23
AU2008286946B2 (en) 2013-11-21
KR20100066422A (ko) 2010-06-17
SG183699A1 (en) 2012-09-27
WO2009023623A1 (en) 2009-02-19
CN101778850A (zh) 2010-07-14
EP2185560A1 (en) 2010-05-19
JP2015110566A (ja) 2015-06-18
AU2008286946A1 (en) 2009-02-19
EA020332B1 (ru) 2014-10-30

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