AR070078A1 - Derivados de 2- heteroaroil - imidazo (1,2- alfa) piridina - Google Patents
Derivados de 2- heteroaroil - imidazo (1,2- alfa) piridinaInfo
- Publication number
- AR070078A1 AR070078A1 ARP080105783A ARP080105783A AR070078A1 AR 070078 A1 AR070078 A1 AR 070078A1 AR P080105783 A ARP080105783 A AR P080105783A AR P080105783 A ARP080105783 A AR P080105783A AR 070078 A1 AR070078 A1 AR 070078A1
- Authority
- AR
- Argentina
- Prior art keywords
- alkyl group
- halogen
- hydroxy
- optionally substituted
- alkoxy
- Prior art date
Links
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 title abstract 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 15
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 9
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 abstract 7
- 125000005843 halogen group Chemical group 0.000 abstract 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 7
- -1 cyano, phenyl Chemical group 0.000 abstract 6
- 229910052736 halogen Inorganic materials 0.000 abstract 6
- 150000002367 halogens Chemical class 0.000 abstract 6
- 125000004429 atom Chemical group 0.000 abstract 5
- 229910003827 NRaRb Inorganic materials 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 2
- 125000005842 heteroatom Chemical group 0.000 abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 abstract 2
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 2
- 229910052760 oxygen Inorganic materials 0.000 abstract 2
- 229910052717 sulfur Inorganic materials 0.000 abstract 2
- UZDHZUOESQQJAO-UHFFFAOYSA-N (5-bromo-1-benzofuran-2-yl)-imidazo[1,2-a]pyridin-2-ylmethanone Chemical compound C1=CC=CC2=NC(C(=O)C=3OC4=CC=C(C=C4C=3)Br)=CN21 UZDHZUOESQQJAO-UHFFFAOYSA-N 0.000 abstract 1
- FTNJQNQLEGKTGD-UHFFFAOYSA-N 1,3-benzodioxole Chemical group C1=CC=C2OCOC2=C1 FTNJQNQLEGKTGD-UHFFFAOYSA-N 0.000 abstract 1
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 abstract 1
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 201000010099 disease Diseases 0.000 abstract 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract 1
- FQYYIPZPELSLDK-UHFFFAOYSA-N ethyl pyridine-2-carboxylate Chemical compound CCOC(=O)C1=CC=CC=N1 FQYYIPZPELSLDK-UHFFFAOYSA-N 0.000 abstract 1
- 125000001072 heteroaryl group Chemical group 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- KDCRYSXMUGFINF-UHFFFAOYSA-N n-methoxy-n,6-dimethylimidazo[1,2-a]pyridine-2-carboxamide Chemical compound C1=C(C)C=CC2=NC(C(=O)N(C)OC)=CN21 KDCRYSXMUGFINF-UHFFFAOYSA-N 0.000 abstract 1
- GFLUTAYUQYAKMX-UHFFFAOYSA-N n-methoxy-n-methyl-6-pyridin-2-ylimidazo[1,2-a]pyridine-2-carboxamide Chemical compound C1=CC2=NC(C(=O)N(C)OC)=CN2C=C1C1=CC=CC=N1 GFLUTAYUQYAKMX-UHFFFAOYSA-N 0.000 abstract 1
- 230000000926 neurological effect Effects 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 230000002265 prevention Effects 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 230000002062 proliferating effect Effects 0.000 abstract 1
- UINFICGYFFOSMB-UHFFFAOYSA-N propanoate;pyridin-1-ium Chemical compound CCC(O)=O.C1=CC=NC=C1 UINFICGYFFOSMB-UHFFFAOYSA-N 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 230000001225 therapeutic effect Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic 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
- C07D471/02—Heterocyclic 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
- C07D471/04—Ortho-condensed systems
-
- 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
- A61P19/08—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease
- A61P19/10—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease for osteoporosis
-
- 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
- A61P25/08—Antiepileptics; Anticonvulsants
-
- 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
- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
-
- 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
- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
- A61P25/16—Anti-Parkinson drugs
-
- 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
- A61P25/18—Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
-
- 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
- A61P25/28—Drugs 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
-
- 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]
-
- 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
- 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
- A61P9/00—Drugs for disorders of the cardiovascular system
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Psychiatry (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Physical Education & Sports Medicine (AREA)
- Psychology (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Heart & Thoracic Surgery (AREA)
- Hospice & Palliative Care (AREA)
- Immunology (AREA)
- Cardiology (AREA)
- Addiction (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
Composiciones farmacéuticas y utilizacion en terapéutica para el tratamiento y prevencion de enfermedades neurologicas y proliferativas. Reivindicacion 1: Compuestos de formula (1) en la que: X representa un grupo benzodioxol, o un grupo heteroaromático unido al resto de la molécula por un átomo de C, estando este grupo sustituido opcionalmente con uno o varios grupos elegidos independientemente los unos de los otros entre un átomo de halogeno, un grupo alquilo C1-6, alcoxi C1-6, NRaRb; R2 representa un átomo de hidrogeno, un átomo de halogeno, un grupo alquilo C1-6 sustituido opcionalmente con uno o varios átomos o grupos elegidos independientemente los unos de los otros entre halogeno, hidroxi, NRaRb, alcoxi C1-6 sustituido opcionalmente con uno o varios átomos o grupos elegidos independientemente los unos de los otros entre halogeno, hidroxi, NraRb, alquil C1-6tio, alquenilo C2-6, alquinilo C2-6, -CO-R5, -CO-NR6R7, -CO-O-R8, -NR9-CO-R10, -NR11R12, ciano, fenilo sustituido opcionalmente con uno o varios grupos elegidos independientemente los unos de los otros entre halogeno, alcoxi C1-6, alquilo C1-6 sustituido opcionalmente con uno o varios átomos o grupos hidroxi, NRcRd, CO-R5, -CO-NR6R7, -CO-O-R8, halogeno o ciano; un grupo heterocíclico sustituido opcionalmente con uno o varios grupos elegidos independientemente los unos de los otros entre los átomos o grupos siguientes: hidroxi, halogeno, alcoxi C1-6, alquilo C1-6,sustituido opcionalmente con uno o varios hidroxi, NRcRd, -CO-R5, -CO-NR6R7, -CO-O-R8, -NR9-CO-R10, ciano, un grupo oxido, R1 representa un átomo de hidrogeno, un átomo de halogeno, un grupo alquilo C1-6, alcoxi C1-6, hidroxi o amino, pudiendo estar el grupo alquilo C1-6 sustituido opcionalmente con uno o varios átomos o grupos halogenos, hidroxi, amino, alcoxi C1-6 y pudiendo estar el grupo alcoxi C1-6 sustituido opcionalmente con uno o varios átomos o grupos halogeno, hidroxi, amino, alcoxi C1-6; R3 representa un átomo de hidrogeno, un átomo de halogeno, un grupo alquilo C1-6, o hidroxi; R4 representa un átomo de hidrogeno o un átomo de halogeno; R5 representa un átomo de hidrogeno, o un grupo alquilo C1-6; R6 y R7, idénticos o diferentes, representan un átomo de hidrogeno, o un grupo alquilo C1-6 o forman con el átomo de nitrogeno al que están unidos un ciclo de 4 a 7 eslabones que incluye opcionalmente otro heteroátomo seleccionado de entre N, O o S; R8 representa un grupo alquilo C1-6; R9 y R10, idénticos o diferentes, representan un átomo de hidrogeno o un grupo alquilo C1-6; R11 representa un grupo alquilo C1-6; R12 representa un átomo de hidrogeno o un grupo alquilo C1-6; Ra y Rb representan, independientemente el uno del otro, un átomo de hidrogeno, un grupo alquilo C1-6 o forman con el átomo de nitrogeno al que están unidos un ciclo de 4 a 7 eslabones, que incluye opcionalmente otro heteroátomo elegido entre N, O o S; Rc y Rd representan un hidrogeno o un alquilo C1-6; con la excepcion de (5-bromo-2-benzofuranil)imidazo[1,2-a]piridin-2-il-metanona y (5-metoxi-2-benzofuranil)imidazo[1,2-a]piridin-2-il-metanona; en el estado de base o de sal de adicion a un ácido. Reivindicacion 18: Compuestos intermedios N-Metoxi-N-metil-6-metilimidazo[1,2-a]piridina-2-carboxamida, hidrobromuro de 6-(4,4,5,5-tetrametil-1,3,2-dioxaborolan-2-il)-imidazo[1,2-a]piridina-2-carboxilato de etilo, 6-piridin-2-ilimidazo[1,2-a]piridina-2-carboxilato de etilo, Ácido 6-piridin-2-il-imidazo[1,2-a]piridina-2-carboxílico; N-metoxi-N-metil-6-piridin-2-il-imidazo[1,2-a]piridina-2-carboxamida.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0800009A FR2925907B1 (fr) | 2008-01-02 | 2008-01-02 | DERIVES DE 2-HETEROAROYL-IMIDAZO°1,2-a!PYRIDINE, LEUR PREPARATION ET LEUR APPLICATION EN THERAPEUTIQUE |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR070078A1 true AR070078A1 (es) | 2010-03-10 |
Family
ID=39737072
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP080105783A AR070078A1 (es) | 2008-01-02 | 2008-12-30 | Derivados de 2- heteroaroil - imidazo (1,2- alfa) piridina |
Country Status (17)
| Country | Link |
|---|---|
| US (1) | US20100317688A1 (es) |
| EP (1) | EP2240480A2 (es) |
| JP (1) | JP2011508763A (es) |
| KR (1) | KR20100099246A (es) |
| CN (1) | CN101910173A (es) |
| AR (1) | AR070078A1 (es) |
| AU (1) | AU2008351930A1 (es) |
| BR (1) | BRPI0821991A2 (es) |
| CA (1) | CA2710962A1 (es) |
| CL (1) | CL2008003932A1 (es) |
| FR (1) | FR2925907B1 (es) |
| IL (1) | IL206667A0 (es) |
| MX (1) | MX2010007350A (es) |
| RU (1) | RU2010132230A (es) |
| TW (1) | TW200934779A (es) |
| UY (1) | UY31593A1 (es) |
| WO (1) | WO2009106752A2 (es) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US12187737B2 (en) | 2019-06-04 | 2025-01-07 | Hager Biosciences, Llc | Imidazolo derivatives, compositions and methods as orexin antagonists |
| CN120417896A (zh) * | 2022-09-01 | 2025-08-01 | 海格生物科学有限责任公司 | 作为食欲素和κ-阿片受体双重调节剂的吡唑和咪唑衍生物、组合物、用于治疗神经和精神病患的方法 |
| EP4596548A1 (en) * | 2024-02-05 | 2025-08-06 | Ludwig-Maximilians-Universität | Nurr1 modulators |
| WO2025188753A1 (en) * | 2024-03-05 | 2025-09-12 | Hager Biosciences, Llc | Pyrazole and imidazole derivatives as dual orexin and kappa-opioid receptors modulators, compositions, and methods for treating neurological and psychiatric disorders |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2638161B1 (fr) * | 1988-10-24 | 1991-01-11 | Centre Nat Rech Scient | Nouvelles benzoyl-2 imidazo (1,2-a) pyridines et leurs sels, leur procede de preparation, leur application a titre de medicaments et les compositions pharmaceutiques les renfermant |
| GB0420519D0 (en) * | 2004-09-15 | 2004-10-20 | Novartis Ag | Organic compounds |
| FR2903105A1 (fr) * | 2006-07-03 | 2008-01-04 | Sanofi Aventis Sa | Derives de 2-benzoyl-imidazopyridines, leur preparation et leur application en therapeutique |
| FR2925904B1 (fr) * | 2008-01-02 | 2010-01-01 | Sanofi Aventis | DERIVES DE N-HETEROCYCLIQUE-6-HETEROCYCLIQUE-IMIDAZO°1,2-a! PYRIDINE-2-CARBOXAMIDES, LEUR PREPARATION ET LEUR APPLICATION EN THERAPEUTIQUE |
| FR2925903B1 (fr) * | 2008-01-02 | 2011-01-21 | Sanofi Aventis | DERIVES 6-HETEROCYCLIQUE-IMIDAZO°1,2-a!PYRIDINE-2- CARBOXAMIDES, LEUR PREPARATION ET LEUR APPLICATION EN THERAPEUTIQUE |
| FR2925902B1 (fr) * | 2008-01-02 | 2011-01-07 | Sanofi Aventis | DERIVES D'IMIDAZO°1,2-a!PYRIDINE-2-CARBOXAMIDES, LEUR PREPARATION ET LEUR APPLICATION EN THERAPEUTIQUE |
-
2008
- 2008-01-02 FR FR0800009A patent/FR2925907B1/fr not_active Expired - Fee Related
- 2008-12-30 CL CL2008003932A patent/CL2008003932A1/es unknown
- 2008-12-30 UY UY31593A patent/UY31593A1/es not_active Application Discontinuation
- 2008-12-30 AR ARP080105783A patent/AR070078A1/es unknown
- 2008-12-31 JP JP2010541089A patent/JP2011508763A/ja not_active Withdrawn
- 2008-12-31 MX MX2010007350A patent/MX2010007350A/es unknown
- 2008-12-31 EP EP08872855A patent/EP2240480A2/fr not_active Withdrawn
- 2008-12-31 RU RU2010132230/04A patent/RU2010132230A/ru not_active Application Discontinuation
- 2008-12-31 BR BRPI0821991-5A patent/BRPI0821991A2/pt not_active IP Right Cessation
- 2008-12-31 CA CA2710962A patent/CA2710962A1/fr not_active Abandoned
- 2008-12-31 AU AU2008351930A patent/AU2008351930A1/en not_active Abandoned
- 2008-12-31 KR KR1020107014642A patent/KR20100099246A/ko not_active Withdrawn
- 2008-12-31 CN CN2008801238363A patent/CN101910173A/zh active Pending
- 2008-12-31 TW TW097151692A patent/TW200934779A/zh unknown
- 2008-12-31 WO PCT/FR2008/001840 patent/WO2009106752A2/fr not_active Ceased
-
2010
- 2010-06-28 IL IL206667A patent/IL206667A0/en unknown
- 2010-07-01 US US12/828,388 patent/US20100317688A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| FR2925907A1 (fr) | 2009-07-03 |
| WO2009106752A2 (fr) | 2009-09-03 |
| RU2010132230A (ru) | 2012-02-10 |
| MX2010007350A (es) | 2010-08-18 |
| US20100317688A1 (en) | 2010-12-16 |
| FR2925907B1 (fr) | 2010-10-15 |
| EP2240480A2 (fr) | 2010-10-20 |
| AU2008351930A1 (en) | 2009-09-03 |
| CL2008003932A1 (es) | 2010-02-12 |
| TW200934779A (en) | 2009-08-16 |
| CA2710962A1 (fr) | 2009-09-03 |
| WO2009106752A3 (fr) | 2010-02-25 |
| IL206667A0 (en) | 2010-12-30 |
| KR20100099246A (ko) | 2010-09-10 |
| CN101910173A (zh) | 2010-12-08 |
| JP2011508763A (ja) | 2011-03-17 |
| BRPI0821991A2 (pt) | 2015-06-23 |
| UY31593A1 (es) | 2009-08-03 |
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