AR067396A1 - Compuesto derivado de imidazo(1,2-a)piridin-2-ilmetil piperidina sustituida sal hidrocloruro del mismo uso del compuesto o de la sal hidrocloruro para la preparacion de un medicamento y composiciones farmaceuticas que los comprende - Google Patents
Compuesto derivado de imidazo(1,2-a)piridin-2-ilmetil piperidina sustituida sal hidrocloruro del mismo uso del compuesto o de la sal hidrocloruro para la preparacion de un medicamento y composiciones farmaceuticas que los comprendeInfo
- Publication number
- AR067396A1 AR067396A1 ARP080102851A ARP080102851A AR067396A1 AR 067396 A1 AR067396 A1 AR 067396A1 AR P080102851 A ARP080102851 A AR P080102851A AR P080102851 A ARP080102851 A AR P080102851A AR 067396 A1 AR067396 A1 AR 067396A1
- Authority
- AR
- Argentina
- Prior art keywords
- alkyl
- compound
- hydrochloride salt
- disorder
- halo
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title abstract 5
- 239000008194 pharmaceutical composition Substances 0.000 title abstract 2
- QCQCHGYLTSGIGX-GHXANHINSA-N 4-[[(3ar,5ar,5br,7ar,9s,11ar,11br,13as)-5a,5b,8,8,11a-pentamethyl-3a-[(5-methylpyridine-3-carbonyl)amino]-2-oxo-1-propan-2-yl-4,5,6,7,7a,9,10,11,11b,12,13,13a-dodecahydro-3h-cyclopenta[a]chrysen-9-yl]oxy]-2,2-dimethyl-4-oxobutanoic acid Chemical compound N([C@@]12CC[C@@]3(C)[C@]4(C)CC[C@H]5C(C)(C)[C@@H](OC(=O)CC(C)(C)C(O)=O)CC[C@]5(C)[C@H]4CC[C@@H]3C1=C(C(C2)=O)C(C)C)C(=O)C1=CN=CC(C)=C1 QCQCHGYLTSGIGX-GHXANHINSA-N 0.000 title 2
- 229940126601 medicinal product Drugs 0.000 title 1
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 16
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 abstract 4
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 abstract 4
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract 4
- 125000001475 halogen functional group Chemical group 0.000 abstract 4
- 125000004767 (C1-C4) haloalkoxy group Chemical group 0.000 abstract 3
- 150000003839 salts Chemical class 0.000 abstract 2
- SLMPRDKRNIPWMQ-UHFFFAOYSA-N 2-(piperidin-1-ylmethyl)imidazo[1,2-a]pyridine Chemical class C=1N2C=CC=CC2=NC=1CN1CCCCC1 SLMPRDKRNIPWMQ-UHFFFAOYSA-N 0.000 abstract 1
- 208000019901 Anxiety disease Diseases 0.000 abstract 1
- 208000030814 Eating disease Diseases 0.000 abstract 1
- 208000019454 Feeding and Eating disease Diseases 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 201000010099 disease Diseases 0.000 abstract 1
- 208000035475 disorder Diseases 0.000 abstract 1
- 235000014632 disordered eating Nutrition 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- -1 halo (C1-4) alkoxy Chemical group 0.000 abstract 1
- 230000036651 mood Effects 0.000 abstract 1
- 239000002464 receptor antagonist Substances 0.000 abstract 1
- 229940044551 receptor antagonist Drugs 0.000 abstract 1
- 208000019116 sleep disease Diseases 0.000 abstract 1
- 208000020685 sleep-wake disease Diseases 0.000 abstract 1
- 201000009032 substance abuse Diseases 0.000 abstract 1
- 231100000736 substance abuse Toxicity 0.000 abstract 1
- 208000011117 substance-related disease Diseases 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- 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
- 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
- A61K31/4353—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 ortho- or peri-condensed with heterocyclic ring systems
- A61K31/437—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 ortho- or peri-condensed with heterocyclic ring systems the heterocyclic ring system containing a five-membered ring having nitrogen as a ring hetero atom, e.g. indolizine, beta-carboline
-
- 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
- A61P25/20—Hypnotics; Sedatives
-
- 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
- A61P25/22—Anxiolytics
-
- 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
- A61P3/00—Drugs for disorders of the metabolism
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/04—Anorexiants; Antiobesity agents
-
- 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
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- General Chemical & Material Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Hematology (AREA)
- Diabetes (AREA)
- Obesity (AREA)
- Psychiatry (AREA)
- Addiction (AREA)
- Child & Adolescent Psychology (AREA)
- Pain & Pain Management (AREA)
- Anesthesiology (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Hydrogenated Pyridines (AREA)
Abstract
Compuesto de imidazo[1,2-a]piridin-2-ilmetil piperidina sustituida de formula (1): en la que Ar se selecciona entre el grupo que consiste en las formulas: (2) y (3); donde: R1 es alquilo (C1-4), halo, haloalquilo (C1-4), alcoxi (C1-4), haloalcoxi (C1-4), alquil (C1-4)-O-alquilo (C1-4), CN, NR5R6, donde R5 es H o alquilo (C1-4) y R6 es H o alquilo (C1-4); R2 es alquilo(C1-4), alquenilo(C1-4), HO-alquilo (C1-4), halo, haloalquilo (C1-4), alcoxi (C1-4), haloalcoxi C1-4), alquil (C1-4)-O-alquilo (C1-4), CN, NR7R8, donde R7 es H o alquilo (C1-4) y R8 es H o alquilo (C1-4); R3 es alquilo (C1-4), halo, haloalquilo (C1-4), alcoxi (C1-4), haloalcoxi (C1-4), alquil (C1-4)-O-alquilo (C1-4), CN, NR9R10, donde R9 es H o alquilo (C1-4) y R10 es H o alquilo (C1-4); R3 es alquilo (C1-4), halo, haloalquilo (C1-4), alcoxi (C1-4), haloalcoxi (C1-4), alquil (C1-4)-O-alquilo (C1-4), CN, NR11R12, donde R11 es H o alquilo (C1-4) y R12 es H o alquilo (C1-4); n es 0 n 1; p es 0 o 1; q es 0 o 1; r es 0 n 1; o una sal farmacéuticamente aceptable del mismo. El uso de dicho compuesto o una sal farmacéuticamente aceptable del mismo para a preparacion de un medicamento util para el tratamiento de una enfermedad o trastorno que requiere un antagonista del receptor de oxerina humano, tal como un trastorno del sueno, una depresion o un trastorno del estado de ánimo, un trastorno de ansiedad, un trastorno relacionado con el abuso de sustancias o un trastorno alimentario. Composicion farmacéutica que comprende dicho compuesto.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB0712887A GB0712887D0 (en) | 2007-07-03 | 2007-07-03 | Novel compounds |
| GB0804317A GB0804317D0 (en) | 2008-03-07 | 2008-03-07 | Novel compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR067396A1 true AR067396A1 (es) | 2009-10-07 |
Family
ID=39789338
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP080102851A AR067396A1 (es) | 2007-07-03 | 2008-07-01 | Compuesto derivado de imidazo(1,2-a)piridin-2-ilmetil piperidina sustituida sal hidrocloruro del mismo uso del compuesto o de la sal hidrocloruro para la preparacion de un medicamento y composiciones farmaceuticas que los comprende |
Country Status (18)
| Country | Link |
|---|---|
| US (2) | US20090022670A1 (es) |
| EP (1) | EP2176258A1 (es) |
| JP (1) | JP2010531848A (es) |
| KR (1) | KR20100030635A (es) |
| CN (1) | CN101796053A (es) |
| AR (1) | AR067396A1 (es) |
| AU (1) | AU2008270294A1 (es) |
| BR (1) | BRPI0812981A2 (es) |
| CA (1) | CA2691638A1 (es) |
| CL (1) | CL2008001951A1 (es) |
| CO (1) | CO6270320A2 (es) |
| DO (1) | DOP2009000293A (es) |
| EA (1) | EA201070091A1 (es) |
| IL (1) | IL202665A0 (es) |
| MA (1) | MA31470B1 (es) |
| PE (1) | PE20090441A1 (es) |
| TW (1) | TW200911242A (es) |
| WO (1) | WO2009003993A1 (es) |
Families Citing this family (33)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8288429B2 (en) * | 2007-07-27 | 2012-10-16 | Actelion Pharmaceuticals Ltd. | 2-aza-bicyclo[3.3.0]octane derivatives |
| US8288411B2 (en) * | 2007-09-24 | 2012-10-16 | Actelion Pharmaceuticals Ltd. | Pyrrolidines and piperidines as orexin receptor antagonists |
| WO2009104155A1 (en) * | 2008-02-21 | 2009-08-27 | Actelion Pharmaceuticals Ltd | 2-aza-bicyclo[2.2.1]heptane derivatives |
| JP2011519849A (ja) * | 2008-04-30 | 2011-07-14 | アクテリオン ファーマシューティカルズ リミテッド | ピペリジン及びピロリジン化合物 |
| US8093255B2 (en) | 2008-10-09 | 2012-01-10 | Glaxo Group Limited | Imidazo[1,2-A]pyrimidines as orexin receptor antagonists |
| US8129384B2 (en) * | 2008-10-09 | 2012-03-06 | Glaxo Group Limited | Imidazo[1,2-a]pyrazines as orexin receptor antagonists |
| JP2012509910A (ja) * | 2008-11-26 | 2012-04-26 | グラクソ グループ リミテッド | 新規の化合物 |
| WO2010060471A1 (en) * | 2008-11-26 | 2010-06-03 | Glaxo Group Limited | Piperidine derivatives useful as orexin receptor antagonists |
| JP2012509912A (ja) * | 2008-11-26 | 2012-04-26 | グラクソ グループ リミテッド | 新規の化合物 |
| CA2745420A1 (en) | 2008-12-02 | 2010-06-10 | Glaxo Group Limited | N-{[(ir,4s,6r-3-(2-pyridinylcarbonyl)-3-azabicyclo [4.1.0] hept-4-yl] methyl}-2-heteroarylamine derivatives and uses thereof |
| GB0823467D0 (en) | 2008-12-23 | 2009-01-28 | Glaxo Group Ltd | Novel Compounds |
| MX2011011127A (es) | 2009-04-24 | 2011-11-18 | Glaxo Group Ltd | 3-azabiciclo[4.1.0] heptanos usados como antagonistas de orexina. |
| US8653263B2 (en) | 2009-10-23 | 2014-02-18 | Janssen Pharmaceutica | Disubstituted octahydropyrrolo[3,4-c]pyrroles as orexin receptor modulators |
| JP2013515032A (ja) * | 2009-12-21 | 2013-05-02 | ノバルティス アーゲー | 二置換ヘテロアリール縮合ピリジン類 |
| WO2011138266A1 (en) * | 2010-05-03 | 2011-11-10 | Evotec Ag | Indolizine and imidazopyridine derivatives as orexin receptor antagonists |
| US9242970B2 (en) * | 2010-11-10 | 2016-01-26 | Actelion Pharmaceuticals Ltd. | Lactam derivatives useful as orexin receptor antagonists |
| WO2012089606A1 (en) | 2010-12-28 | 2012-07-05 | Glaxo Group Limited | Azabicyclo [4.1.0] hept - 4 - yl derivatives as human orexin receptor antagonists |
| WO2012089607A1 (en) | 2010-12-28 | 2012-07-05 | Glaxo Group Limited | Novel compounds with a 3a-azabicyclo [4.1.0] heptane core acting on orexin receptors |
| GB201101678D0 (en) | 2011-02-01 | 2011-03-16 | Rolls Royce Plc | A cooling arrangement for a magnetic gearbox |
| MY169986A (en) | 2012-06-04 | 2019-06-19 | Idorsia Pharmaceuticals Ltd | Benzimidazole-proline derivatives |
| AR092955A1 (es) | 2012-10-10 | 2015-05-06 | Actelion Pharmaceuticals Ltd | Antagonistas de receptores de orexina los cuales son derivados de [orto bi-(hetero-)aril]-[2-(meta bi-(hetero-)aril)-pirrolidin-1-il]-metanona |
| WO2014141065A1 (en) | 2013-03-12 | 2014-09-18 | Actelion Pharmaceuticals Ltd | Azetidine amide derivatives as orexin receptor antagonists |
| GB201318222D0 (en) | 2013-10-15 | 2013-11-27 | Takeda Pharmaceutical | Novel compounds |
| NZ721438A (en) | 2013-12-03 | 2021-12-24 | Idorsia Pharmaceuticals Ltd | Crystalline form of (s)-(2-(6-chloro-7-methyl-1h-benzo[d]imidazol-2-yl)-2-methylpyrrolidin-1 -yl)(5-methoxy-2-(2h-1,2,3-triazol-2-yl)phenyl)methanone and its use as orexin receptor antagonists |
| UA119151C2 (uk) | 2013-12-03 | 2019-05-10 | Ідорсія Фармасьютікалз Лтд | КРИСТАЛІЧНА СОЛЬОВА ФОРМА (S)-(2-(6-ХЛОР-7-МЕТИЛ-1H-БЕНЗО[d]ІМІДАЗОЛ-2-ІЛ)-2-МЕТИЛПІРОЛІДИН-1-ІЛ)(5-МЕТОКСИ-2-(2H-1,2,3-ТРИАЗОЛ-2-ІЛ)ФЕНІЛ)МЕТАНОНУ ЯК АНТАГОНІСТ ОРЕКСИНОВОГО РЕЦЕПТОРА |
| JP6421185B2 (ja) | 2013-12-04 | 2018-11-07 | 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 | ベンゾイミダゾール−プロリン誘導体の使用 |
| TW201613864A (en) * | 2014-02-20 | 2016-04-16 | Takeda Pharmaceutical | Novel compounds |
| CN106749269B (zh) | 2015-11-23 | 2019-01-04 | 广东东阳光药业有限公司 | 八氢吡咯并[3,4-c]吡咯衍生物及其用途 |
| BR112018067906A2 (pt) | 2016-03-10 | 2019-01-29 | Janssen Pharmaceutica Nv | métodos de tratamento de depressão usando antagonistas do receptor de orexina-2 |
| WO2017194548A1 (en) | 2016-05-10 | 2017-11-16 | INSERM (Institut National de la Santé et de la Recherche Médicale) | Methods and pharmaceutical compositions for the treatment of autoimmune inflammatory diseases |
| WO2020007964A1 (en) | 2018-07-05 | 2020-01-09 | Idorsia Pharmaceuticals Ltd | 2-(2-azabicyclo[3.1.0]hexan-1-yl)-1h-benzimidazole derivatives |
| WO2020099511A1 (en) | 2018-11-14 | 2020-05-22 | Idorsia Pharmaceuticals Ltd | Benzimidazole-2-methyl-morpholine derivatives |
| TW202400149A (zh) | 2022-05-13 | 2024-01-01 | 瑞士商愛杜西亞製藥有限公司 | 經噻唑并芳基-甲基取代之環狀肼-n-甲醯胺衍生物 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BR0210609A (pt) * | 2001-06-28 | 2004-07-20 | Smithkline Beecham Plc | Derivados de amina cìclica n-aroila como antagonistas do receptor da orexina |
-
2008
- 2008-07-01 EA EA201070091A patent/EA201070091A1/ru unknown
- 2008-07-01 KR KR1020097027582A patent/KR20100030635A/ko not_active Withdrawn
- 2008-07-01 JP JP2010513961A patent/JP2010531848A/ja active Pending
- 2008-07-01 US US12/165,894 patent/US20090022670A1/en not_active Abandoned
- 2008-07-01 BR BRPI0812981-9A2A patent/BRPI0812981A2/pt not_active IP Right Cessation
- 2008-07-01 WO PCT/EP2008/058423 patent/WO2009003993A1/en not_active Ceased
- 2008-07-01 AU AU2008270294A patent/AU2008270294A1/en not_active Abandoned
- 2008-07-01 CL CL2008001951A patent/CL2008001951A1/es unknown
- 2008-07-01 EP EP08785891A patent/EP2176258A1/en not_active Withdrawn
- 2008-07-01 PE PE2008001119A patent/PE20090441A1/es not_active Application Discontinuation
- 2008-07-01 AR ARP080102851A patent/AR067396A1/es not_active Application Discontinuation
- 2008-07-01 CN CN200880105361A patent/CN101796053A/zh active Pending
- 2008-07-01 US US12/664,945 patent/US20120095034A1/en not_active Abandoned
- 2008-07-01 CA CA002691638A patent/CA2691638A1/en not_active Abandoned
- 2008-07-01 TW TW097124654A patent/TW200911242A/zh unknown
-
2009
- 2009-12-10 IL IL202665A patent/IL202665A0/en unknown
- 2009-12-29 DO DO2009000293A patent/DOP2009000293A/es unknown
- 2009-12-30 CO CO09149373A patent/CO6270320A2/es not_active Application Discontinuation
- 2009-12-30 MA MA32459A patent/MA31470B1/fr unknown
Also Published As
| Publication number | Publication date |
|---|---|
| US20120095034A1 (en) | 2012-04-19 |
| CO6270320A2 (es) | 2011-04-20 |
| CN101796053A (zh) | 2010-08-04 |
| AU2008270294A1 (en) | 2009-01-08 |
| US20090022670A1 (en) | 2009-01-22 |
| IL202665A0 (en) | 2010-06-30 |
| WO2009003993A1 (en) | 2009-01-08 |
| EA201070091A1 (ru) | 2010-06-30 |
| TW200911242A (en) | 2009-03-16 |
| JP2010531848A (ja) | 2010-09-30 |
| KR20100030635A (ko) | 2010-03-18 |
| BRPI0812981A2 (pt) | 2014-12-16 |
| CL2008001951A1 (es) | 2009-01-09 |
| CA2691638A1 (en) | 2009-01-08 |
| DOP2009000293A (es) | 2010-03-31 |
| PE20090441A1 (es) | 2009-05-08 |
| EP2176258A1 (en) | 2010-04-21 |
| MA31470B1 (fr) | 2010-06-01 |
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