FR2931151A1 - Nouveaux derives d'amino-acides, leur procede de preparation et leur utilisation therapeutique - Google Patents
Nouveaux derives d'amino-acides, leur procede de preparation et leur utilisation therapeutique Download PDFInfo
- Publication number
- FR2931151A1 FR2931151A1 FR0853092A FR0853092A FR2931151A1 FR 2931151 A1 FR2931151 A1 FR 2931151A1 FR 0853092 A FR0853092 A FR 0853092A FR 0853092 A FR0853092 A FR 0853092A FR 2931151 A1 FR2931151 A1 FR 2931151A1
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- Prior art keywords
- radical
- phenyl
- group
- compound
- alkyl
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- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 22
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- 239000001257 hydrogen Substances 0.000 claims abstract description 14
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- HKQPCGJEWSXOGQ-UHFFFAOYSA-N tert-butyl 1-(sulfanylmethyl)cyclopentane-1-carboxylate Chemical compound CC(C)(C)OC(=O)C1(CS)CCCC1 HKQPCGJEWSXOGQ-UHFFFAOYSA-N 0.000 description 1
- LCZVKKUAUWQDPX-UHFFFAOYSA-N tert-butyl 2-[(2-acetyloxyphenyl)methyl-[2-[(2-acetyloxyphenyl)methyl-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]amino]ethyl]amino]acetate Chemical compound CC(=O)OC1=CC=CC=C1CN(CC(=O)OC(C)(C)C)CCN(CC(=O)OC(C)(C)C)CC1=CC=CC=C1OC(C)=O LCZVKKUAUWQDPX-UHFFFAOYSA-N 0.000 description 1
- DRUGHILVPVHWQA-UHFFFAOYSA-N tert-butyl 2-[[2-benzyl-3-[[2-[(2-methylpropan-2-yl)oxycarbonylamino]-4-methylsulfanylbutyl]disulfanyl]propanoyl]amino]acetate Chemical compound CC(C)(C)OC(=O)NC(CCSC)CSSCC(C(=O)NCC(=O)OC(C)(C)C)CC1=CC=CC=C1 DRUGHILVPVHWQA-UHFFFAOYSA-N 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
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- 125000001493 tyrosinyl group Chemical group [H]OC1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])(N([H])[H])C(*)=O 0.000 description 1
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
- C07C323/64—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 sulfur atoms, not being part of thio groups, bound to the same carbon skeleton
- C07C323/65—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 sulfur atoms, not being part of thio groups, bound to the same carbon skeleton containing sulfur atoms of sulfone or sulfoxide groups bound to the carbon skeleton
-
- 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
- A61P25/04—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
- A61P25/24—Antidepressants
-
- 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
- A61P25/30—Drugs for disorders of the nervous system for treating abuse or dependence
-
- 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]
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
- 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
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Biomedical Technology (AREA)
- Engineering & Computer Science (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pain & Pain Management (AREA)
- Psychiatry (AREA)
- Addiction (AREA)
- Rheumatology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Peptides Or Proteins (AREA)
Priority Applications (17)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0853092A FR2931151A1 (fr) | 2008-05-13 | 2008-05-13 | Nouveaux derives d'amino-acides, leur procede de preparation et leur utilisation therapeutique |
| EP09745768A EP2297095B9 (fr) | 2008-05-13 | 2009-05-13 | Nouveaux dérivés d'amino-acides, leur procédé de préparation et leur utilisation thérapeutique |
| AU2009248056A AU2009248056A1 (en) | 2008-05-13 | 2009-05-13 | Novel amino acid derivatives, method for preparing same, and therapeutic use thereof |
| NZ588955A NZ588955A (en) | 2008-05-13 | 2009-05-13 | Novel amino acid derivatives including a disulfide (disulphide), method for preparing same, and therapeutic use thereof |
| PCT/EP2009/055787 WO2009138436A1 (fr) | 2008-05-13 | 2009-05-13 | Nouveaux dérivés d'amino-acides, leur procédé de préparation et leur utilisation thérapeutique |
| KR1020107028001A KR20110008325A (ko) | 2008-05-13 | 2009-05-13 | 신규한 아미노산 유도체들, 이의 제조 방법, 및 이의 치료적 용도 |
| CN200980116831.2A CN102026966B (zh) | 2008-05-13 | 2009-05-13 | 新型氨基酸衍生物、其制备方法和治疗用途 |
| CA2722840A CA2722840C (fr) | 2008-05-13 | 2009-05-13 | Nouveaux derives d'amino-acides, leur procede de preparation et leur utilisation therapeutique |
| AT09745768T ATE555084T1 (de) | 2008-05-13 | 2009-05-13 | Neue aminosäurederivate, verfahren zu deren herstellung und deren therapeutische verwendung |
| MX2010012273A MX2010012273A (es) | 2008-05-13 | 2009-05-13 | Derivados de aminoacidos novedosos, metodo para preparar los mismos y uso terapeutico de los mismos. |
| US12/991,999 US8466309B2 (en) | 2008-05-13 | 2009-05-13 | Amino acid derivatives, method for preparing same, and therapeutic use thereof |
| JP2011508908A JP5642664B2 (ja) | 2008-05-13 | 2009-05-13 | アミノ酸誘導体、その調製方法、およびその治療的使用 |
| CN201310736987.9A CN103739531B (zh) | 2008-05-13 | 2009-05-13 | 新型氨基酸衍生物、其制备方法和治疗用途 |
| EA201071272A EA201071272A1 (ru) | 2008-05-13 | 2009-05-13 | Новые производные аминокислот, способ их получения и применение |
| BRPI0912398A BRPI0912398A2 (pt) | 2008-05-13 | 2009-05-13 | derivados de aminoácidos, o respectivo processo e a respectiva utilização terapêutica. |
| ZA2010/08029A ZA201008029B (en) | 2008-05-13 | 2010-11-09 | Novel amino acid derivatives,method for preparing same,and therapeutic use thereof |
| IL209214A IL209214A (en) | 2008-05-13 | 2010-11-09 | Amino acid derivatives, a method of preparation, and their medical use |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0853092A FR2931151A1 (fr) | 2008-05-13 | 2008-05-13 | Nouveaux derives d'amino-acides, leur procede de preparation et leur utilisation therapeutique |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| FR2931151A1 true FR2931151A1 (fr) | 2009-11-20 |
Family
ID=40225670
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR0853092A Withdrawn FR2931151A1 (fr) | 2008-05-13 | 2008-05-13 | Nouveaux derives d'amino-acides, leur procede de preparation et leur utilisation therapeutique |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US8466309B2 (https=) |
| EP (1) | EP2297095B9 (https=) |
| JP (1) | JP5642664B2 (https=) |
| KR (1) | KR20110008325A (https=) |
| CN (2) | CN103739531B (https=) |
| AT (1) | ATE555084T1 (https=) |
| AU (1) | AU2009248056A1 (https=) |
| BR (1) | BRPI0912398A2 (https=) |
| CA (1) | CA2722840C (https=) |
| EA (1) | EA201071272A1 (https=) |
| FR (1) | FR2931151A1 (https=) |
| IL (1) | IL209214A (https=) |
| MX (1) | MX2010012273A (https=) |
| NZ (1) | NZ588955A (https=) |
| WO (1) | WO2009138436A1 (https=) |
| ZA (1) | ZA201008029B (https=) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2934267B1 (fr) * | 2008-07-23 | 2010-08-13 | Pharmaleads | Derives aminophosphiniques utiles dans le traitement de la douleur |
| FR2997080B1 (fr) * | 2012-10-23 | 2015-11-27 | Pharmaleads | Inhibiteurs de neprilysine |
| FR2997081B1 (fr) | 2012-10-23 | 2015-11-27 | Pharmaleads | Inhibiteurs mixtes de l'aminopeptidase n et de la neprilysine |
| TWI712582B (zh) * | 2015-10-14 | 2020-12-11 | 法商領先藥物公司 | 用來製備(5s,10s)-10-苄基-16-甲基-11,14,18-三側氧基-15,17,19-三氧雜-2,7,8-三噻基-12-氮二十一烷基-5-銨基(e)-3-羧基丙烯酸鹽的工業方法 |
| FR3077201B1 (fr) * | 2018-01-26 | 2020-01-17 | Pharmaleads | Derives aminoacides contenant un groupement disulfanyle sous forme d'un inhibiteur de nep et d'apn pour la prevention et le traitement des douleurs relatives au nerf trijumeau |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4426391A (en) * | 1982-09-15 | 1984-01-17 | Merck & Co., Inc. | [(Alkoxycarbonyl)oxy]alkyl esters of methyldopa |
| WO2007048787A1 (fr) * | 2005-10-25 | 2007-05-03 | Pharmaleads | Derives d'amino-acides contenant un groupement disulfanyle comme inhibiteurs mixtes de la neprilysine et de l 'aminopeptidase n |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2480747A1 (fr) | 1980-04-17 | 1981-10-23 | Roques Bernard | Derives d'acides amines et leur application therapeutique |
| FR2488253A1 (fr) | 1980-08-08 | 1982-02-12 | Roques Bernard | Nouveaux peptides et leur application en therapeutique |
| FR2518088B1 (fr) | 1981-12-16 | 1987-11-27 | Roques Bernard | Nouveaux derives d'aminoacides, et leur application therapeutique |
| EP0130119B1 (en) * | 1983-06-23 | 1988-11-09 | Merck & Co. Inc. | (acyloxyalkoxy) carbonyl derivatives as bioreversible prodrug moieties for primary and secondary amine functions in drugs, their preparation and pharmaceutical compositions containing said derivatives |
| US4916230A (en) * | 1984-07-02 | 1990-04-10 | Merck & Co., Inc. | Process for preparing novel N-(acyloxy-alkoxy)carbonyl derivatives useful as bioreversible prodrug moieties for primary and secondary amine functions in drugs |
| FR2605004B1 (fr) | 1986-09-25 | 1989-01-13 | Centre Nat Rech Scient | Nouveaux derives d'amino-acides, leur procede de preparation et composition pharmaceutiques les contenant |
| FR2611722B1 (fr) | 1987-03-02 | 1989-08-11 | Inst Nat Sante Rech Med | Nouveaux peptides derives de la cck8, leur preparation et les compositions pharmaceutiques qui les contiennent |
| FR2634763B1 (fr) | 1988-08-01 | 1991-07-12 | Inst Nat Sante Rech Med | Amino-acides et peptides presentant un residu tyrosine modifiee, leur preparation et leur application comme medicaments |
| FR2651229B1 (fr) | 1989-08-24 | 1991-12-13 | Inst Nat Sante Rech Med | Nouveaux derives d'amino-acides, leur procede de preparation et leur application therapeutique. |
| FR2679564A1 (fr) | 1991-07-23 | 1993-01-29 | Inst Nat Sante Rech Med | Nouveaux acylmercaptoalcanoldipeptides, leur preparation et les compositions qui les contiennent. |
| FR2729668A1 (fr) | 1995-01-23 | 1996-07-26 | Adir | Nouveaux derives de mercaptoalcanoyldipeptides, leur procede de preparation et les compositions pharmaceutiques qui les contiennent |
| FR2745571B1 (fr) | 1996-03-04 | 1998-06-19 | Inst Nat Sante Rech Med | Nouveaux derives soufres comportant une liaison amide, leur procede de preparation, leur application a titre de medicaments, et les compositions pharmaceutiques les renfermant |
| FR2755135B1 (fr) | 1996-10-25 | 2002-12-27 | Inst Nat Sante Rech Med | Nouveaux derives d'(alpha-aminophosphino)peptides, leur procede de preparation et les compositions qui les contiennent |
| FR2773712B1 (fr) | 1998-01-16 | 2000-06-02 | Inst Nat Sante Rech Med | Composition pharmaceutique comprenant au moins un inhibiteur de l'aminopeptidase a |
| FR2777780B1 (fr) | 1998-04-22 | 2001-05-04 | Inst Nat Sante Rech Med | Derives d'(alpha-aminophosphino) peptides, leur procede de preparation et les compositions qui les contiennent |
| US20020055463A1 (en) | 1998-12-24 | 2002-05-09 | Christiane Garbay | Pseudopeptide compounds having an inhibiting activity with respect to paths activated by proteins with active tyrosine kinase activity and pharmaceutical compositions containing same |
| FR2788526B1 (fr) | 1999-01-20 | 2002-07-05 | Inst Nat Sante Rech Med | Composes tripeptidiques utiles a titre d'hinhibiteurs selectifs de l'aminopeptidase a et compositions pharmaceutiques correspondantes |
| FR2805259B1 (fr) | 2000-02-17 | 2002-03-29 | Inst Nat Sante Rech Med | Nouveaux derives d'aminoacides n-mercaptoacyles, leur procede de preparation et les compositions pharmaceutiques qui les contiennent |
| FR2807523B1 (fr) | 2000-04-07 | 2002-08-30 | Inst Nat Sante Rech Med | UTILISATION D'UN RESTE PyA-(Z)x-pNF A DES FINS DE DETECTION, IDENTIFICATION ET/OU DOSAGE PAR FLUORESCENCE |
| GB2362646A (en) * | 2000-05-26 | 2001-11-28 | Warner Lambert Co | Cyclic amino acid derivatives useful as pharmaceutical agents |
| FR2809733B1 (fr) | 2000-06-02 | 2004-04-30 | Inst Nat Sante Rech Med | Substrat peptidique reconnu par la toxine botulique de type bont/b et son utilisation pour doser et/ou detecter ladite toxine ou des inhibiteurs correspondants |
| ES2369256T3 (es) * | 2000-06-26 | 2011-11-28 | Helen Of Troy Limited | Sistema de lámpara recargable. |
| GB2365425A (en) * | 2000-08-01 | 2002-02-20 | Parke Davis & Co Ltd | Alkyl amino acid derivatives useful as pharmaceutical agents |
| DE60136747D1 (de) | 2000-09-11 | 2009-01-08 | Pasteur Institut | Mitochondrialen membrane permeabilisierung durch hiv-1 vpr und screeningsverfahren |
| FR2823212B1 (fr) | 2001-04-10 | 2005-12-02 | Inst Nat Sante Rech Med | Inhibiteurs de la toxine botulique de type b |
| ES2309336T3 (es) | 2002-07-16 | 2008-12-16 | Institut National De La Sante Et De La Recherche Medicale (Inserm) | Derivados de 4,4-ditiobis-(3-aminobutano-1-sulfanatos) nuevos y composiciones que los contienen. |
| FR2858617A1 (fr) | 2003-08-06 | 2005-02-11 | Inst Nat Sante Rech Med | Derives de 4',4'-dithiobis-(3-aminobutane-1-sulfonate-1- sulfonates) nouveaux et compositions les contenant |
| ES2297742T3 (es) | 2004-05-05 | 2008-05-01 | Pharmaleads | Sustratos peptidicos reconocidos por la toxina botulinica de tipo a, bont/a y sus usos. |
| WO2007027477A2 (en) * | 2005-08-23 | 2007-03-08 | Xenoport, Inc. | Treating vulvodynia using prodrugs of gaba analogs |
| US8247609B2 (en) * | 2005-10-25 | 2012-08-21 | Pharamleads | Aminoacid derivatives containing a disulfanyl group in the form of mixed disulfanyl and aminopeptidase N inhibitors |
-
2008
- 2008-05-13 FR FR0853092A patent/FR2931151A1/fr not_active Withdrawn
-
2009
- 2009-05-13 KR KR1020107028001A patent/KR20110008325A/ko not_active Withdrawn
- 2009-05-13 WO PCT/EP2009/055787 patent/WO2009138436A1/fr not_active Ceased
- 2009-05-13 JP JP2011508908A patent/JP5642664B2/ja active Active
- 2009-05-13 EA EA201071272A patent/EA201071272A1/ru unknown
- 2009-05-13 CN CN201310736987.9A patent/CN103739531B/zh active Active
- 2009-05-13 BR BRPI0912398A patent/BRPI0912398A2/pt not_active IP Right Cessation
- 2009-05-13 MX MX2010012273A patent/MX2010012273A/es not_active Application Discontinuation
- 2009-05-13 AT AT09745768T patent/ATE555084T1/de active
- 2009-05-13 EP EP09745768A patent/EP2297095B9/fr active Active
- 2009-05-13 CN CN200980116831.2A patent/CN102026966B/zh active Active
- 2009-05-13 NZ NZ588955A patent/NZ588955A/en not_active IP Right Cessation
- 2009-05-13 AU AU2009248056A patent/AU2009248056A1/en not_active Abandoned
- 2009-05-13 CA CA2722840A patent/CA2722840C/fr active Active
- 2009-05-13 US US12/991,999 patent/US8466309B2/en active Active
-
2010
- 2010-11-09 ZA ZA2010/08029A patent/ZA201008029B/en unknown
- 2010-11-09 IL IL209214A patent/IL209214A/en active IP Right Grant
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4426391A (en) * | 1982-09-15 | 1984-01-17 | Merck & Co., Inc. | [(Alkoxycarbonyl)oxy]alkyl esters of methyldopa |
| WO2007048787A1 (fr) * | 2005-10-25 | 2007-05-03 | Pharmaleads | Derives d'amino-acides contenant un groupement disulfanyle comme inhibiteurs mixtes de la neprilysine et de l 'aminopeptidase n |
Non-Patent Citations (1)
| Title |
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| ALEXANDER J ET AL: "(ACYLOXY)ALKYL CARBAMATES AS NOVEL BIOREVERSIBLE PRODRUGS FOR AMINES: INCREASED PERMEATION THROUGH BIOLOGICAL MEMBRANES", JOURNAL OF MEDICINAL CHEMISTRY, US AMERICAN CHEMICAL SOCIETY. WASHINGTON, vol. 31, no. 2, 1 January 1988 (1988-01-01), pages 318 - 322, XP000651965, ISSN: 0022-2623 * |
Also Published As
| Publication number | Publication date |
|---|---|
| JP5642664B2 (ja) | 2014-12-17 |
| WO2009138436A1 (fr) | 2009-11-19 |
| CN102026966A (zh) | 2011-04-20 |
| MX2010012273A (es) | 2010-12-02 |
| EP2297095B1 (fr) | 2012-04-25 |
| CA2722840A1 (fr) | 2009-11-19 |
| CN102026966B (zh) | 2014-02-12 |
| KR20110008325A (ko) | 2011-01-26 |
| IL209214A (en) | 2014-08-31 |
| ZA201008029B (en) | 2011-08-31 |
| US20110071218A1 (en) | 2011-03-24 |
| BRPI0912398A2 (pt) | 2016-03-15 |
| EA201071272A1 (ru) | 2011-04-29 |
| CA2722840C (fr) | 2017-04-11 |
| CN103739531B (zh) | 2016-09-14 |
| ATE555084T1 (de) | 2012-05-15 |
| EP2297095B9 (fr) | 2013-01-09 |
| CN103739531A (zh) | 2014-04-23 |
| NZ588955A (en) | 2012-07-27 |
| JP2011522797A (ja) | 2011-08-04 |
| EP2297095A1 (fr) | 2011-03-23 |
| AU2009248056A1 (en) | 2009-11-19 |
| IL209214A0 (en) | 2011-01-31 |
| US8466309B2 (en) | 2013-06-18 |
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