AR075177A1 - Derivados de tiadiazoles y oxadiazoles, metodo de preparacion, intermediarios de sintesis, composiciones farmaceuticas que los contienen y uso de los mismos en el tratamiento de trastornos metabolicos, tales como obesidad y diabetes, entre otros. - Google Patents
Derivados de tiadiazoles y oxadiazoles, metodo de preparacion, intermediarios de sintesis, composiciones farmaceuticas que los contienen y uso de los mismos en el tratamiento de trastornos metabolicos, tales como obesidad y diabetes, entre otros.Info
- Publication number
- AR075177A1 AR075177A1 ARP100100186A ARP100100186A AR075177A1 AR 075177 A1 AR075177 A1 AR 075177A1 AR P100100186 A ARP100100186 A AR P100100186A AR P100100186 A ARP100100186 A AR P100100186A AR 075177 A1 AR075177 A1 AR 075177A1
- Authority
- AR
- Argentina
- Prior art keywords
- group
- atom
- cycloalkyl
- absent
- carbon
- Prior art date
Links
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D271/00—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms
- C07D271/02—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms not condensed with other rings
- C07D271/06—1,2,4-Oxadiazoles; Hydrogenated 1,2,4-oxadiazoles
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
- C07D285/01—Five-membered rings
- C07D285/02—Thiadiazoles; Hydrogenated thiadiazoles
- C07D285/04—Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
- C07D285/12—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles
- C07D285/125—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles with oxygen, sulfur or nitrogen atoms, directly attached to ring carbon atoms, the nitrogen atoms not forming part of a nitro radical
- C07D285/135—Nitrogen atoms
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- 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
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/433—Thidiazoles
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- 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
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
-
- 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
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- 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
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- 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
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- 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
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- 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
- A61P3/06—Antihyperlipidemics
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- 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
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
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- 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
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
- A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
- A61P31/14—Antivirals for RNA viruses
- A61P31/18—Antivirals for RNA viruses for HIV
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- 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
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
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- 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
-
- 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
- A61P9/12—Antihypertensives
-
- 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
- A61P9/14—Vasoprotectives; Antihaemorrhoidals; Drugs for varicose therapy; Capillary stabilisers
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
- C07D285/01—Five-membered rings
- C07D285/02—Thiadiazoles; Hydrogenated thiadiazoles
- C07D285/04—Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
- C07D285/12—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles
-
- 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
- C07D417/06—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 linked by a carbon chain containing only aliphatic carbon atoms
Abstract
Reivindicacion 1: Compuesto que responde a la formula (1) en la que U representa un átomo de oxígeno o un átomo de nitrogeno, sabiendo que cuando U representa un átomo de oxígeno, entonces R5 está ausente; n es igual a 0, 1, 2 o 3; p es igual a 0, 1 o 2; D representa un átomo de oxígeno, un grupo -NH- o un enlace; W representa un átomo de carbono o de nitrogeno; X representa un heteroátomo elegido entre un átomo de oxígeno o un átomo de azufre; R1, R2, R3 y R4 representan, independientemente entre sí, un átomo de hidrogeno, o un grupo alquilo C1-6 o bien, o (i) R1 y R2 pueden formar con el átomo de carbono al que están unidos un grupo cicloalquilo C3-10 y/o (ii) R3 y R4 pueden formar con el átomo de carbono al que están unidos un grupo cicloalquilo C3-10; Y representa un átomo de hidrogeno, un grupo alquilo C1-6, cicloalquilo C3-10, cicloalquil C3-10-oxilo, cicloalquil C3-10-alquil C1-6-oxilo, heterocicloalquilalquil C1-6-oxilo, un grupo -COOR1, arilo, arilalquilo, heteroarilo, heterocicloalquilo, ariloxilo, -C(O)-heterocicloalquilo, -C(O)arilo, -CH(OH)arilo, -NH-cicloalquilo estando eventualmente sustituidos dichos grupos con uno o varios sustituyentes elegidos entre un átomo de halogeno, un grupo hidroxilo, un grupo alquilo C1-6, alcoxilo C1-6, heterocicloalquilo o un grupo ariloxilo; R representa un átomo de hidrogeno o de halogeno; Z1 está ausente o representa un átomo de azufre, una funcion -NH-, -NHC(O)-, un grupo -S(O)-CH2-, -SCH2-, metileno o un grupo etileno; Z2 está ausente o representa un grupo metileno, un grupo =CH o =C(H)-; Z3 está ausente o representa un átono de oxígeno o un grupo metileno, un =CH o =C(H)-; sabiendo que Z2 solo representa un grupo =C(H)- cuando Z3 está presente y representa un grupo =C(H)-, y a la inversa, formando Z2 y Z3 así un enlace doble; sabiendo que Z2 y Z3, cuando están presentes, pueden estar comprendidos en un grupo cicloalquilo; Z4 es un átomo de hidrogeno, un átomo de carbono que forma eventualmente con un Z3 un grupo cicloalquilo C3-10 cuando Z3 es un grupo =CH, o está ausente, siendo entonces Z3 un grupo =C(H)- que forma un enlace doble con el carbono de ciclohexilo que está adyacente; R5 representa un átomo de hidrogeno o un grupo alquilo eventualmente sustituido con al menos un grupo hidroxilo, heterocicloalquilalquilo C1-6, amina o alquiloxilo, en forma de ácido, de base o de sal de adicion a un ácido o a una base.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR0900359A FR2941457A1 (fr) | 2009-01-28 | 2009-01-28 | Derives de thiadiazoles et d'oxadiazoles leur preparation et leur application en therapeutique |
FR0904137A FR2949464B1 (fr) | 2009-09-01 | 2009-09-01 | Derives de thiadiazoles et d'oxadiazoles, leur preparation et leur application en therapeutique |
Publications (1)
Publication Number | Publication Date |
---|---|
AR075177A1 true AR075177A1 (es) | 2011-03-16 |
Family
ID=42261833
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ARP100100186A AR075177A1 (es) | 2009-01-28 | 2010-01-27 | Derivados de tiadiazoles y oxadiazoles, metodo de preparacion, intermediarios de sintesis, composiciones farmaceuticas que los contienen y uso de los mismos en el tratamiento de trastornos metabolicos, tales como obesidad y diabetes, entre otros. |
Country Status (26)
Country | Link |
---|---|
US (1) | US8546391B2 (es) |
EP (1) | EP2391611B1 (es) |
JP (1) | JP2012516312A (es) |
KR (1) | KR20110112845A (es) |
CN (1) | CN102365273A (es) |
AR (1) | AR075177A1 (es) |
AU (1) | AU2010209545A1 (es) |
BR (1) | BRPI1007414A2 (es) |
CA (1) | CA2750742A1 (es) |
CL (1) | CL2011001839A1 (es) |
CO (1) | CO6400221A2 (es) |
CR (1) | CR20110403A (es) |
DO (1) | DOP2011000245A (es) |
EA (1) | EA201170983A1 (es) |
EC (1) | ECSP11011224A (es) |
IL (1) | IL214260A0 (es) |
MA (1) | MA33069B1 (es) |
MX (1) | MX2011007991A (es) |
NI (1) | NI201100149A (es) |
NZ (1) | NZ594244A (es) |
PE (1) | PE20120362A1 (es) |
TN (1) | TN2011000353A1 (es) |
TW (1) | TW201031645A (es) |
UY (1) | UY32405A (es) |
WO (1) | WO2010086551A1 (es) |
ZA (1) | ZA201105525B (es) |
Families Citing this family (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2963005B1 (fr) * | 2010-07-23 | 2012-08-17 | Sanofi Aventis | Derives d'oxadiazoles et de pyridazines, leur preparation et leur application en therapeutique |
CN102557941B (zh) * | 2010-12-07 | 2015-04-22 | 成都睿智化学研究有限公司 | 一种螺环丙基甲酰衍生物的中间体化合物的制备方法 |
JP6099753B2 (ja) * | 2012-10-03 | 2017-03-22 | アドビナス セラピューティクス リミテッド | スピロ環化合物、その組成物及びその医薬応用 |
WO2014060381A1 (de) * | 2012-10-18 | 2014-04-24 | Bayer Cropscience Ag | Heterocyclische verbindungen als schädlingsbekämpfungsmittel |
CA2931313C (en) | 2013-11-21 | 2022-04-05 | Marquette University | Substituted (4'-hydroxyphenyl)cycloalkane compounds and uses thereof as selective agonists of the estrogen receptor beta isoform |
WO2015106272A1 (en) * | 2014-01-13 | 2015-07-16 | Harki Daniel A | Small molecule inhibitors of apobec3g and apobec3b |
EP3034500A1 (en) * | 2014-12-17 | 2016-06-22 | Genkyotex Sa | Amido thiazole derivatives as NADPH oxidase inhibitors |
EP3259256B1 (en) * | 2015-02-17 | 2022-03-09 | Beijing Erai Therapeutics Co., Ltd. | Compounds and methods for inducing browning of white adipose tissue |
CN106278895B (zh) * | 2015-05-15 | 2021-07-09 | Dic株式会社 | 羧酸化合物、其制造方法、使用该化合物的液晶组合物 |
WO2019193540A1 (en) * | 2018-04-06 | 2019-10-10 | Glaxosmithkline Intellectual Property Development Limited | Heteroaryl derivatives of formula (i) as atf4 inhibitors |
WO2023060573A1 (en) * | 2021-10-15 | 2023-04-20 | Beijing Danatlas Pharmaceutical Co., Ltd. | Novel thiadiazolyl derivatives of dna polymerase theta inhibitors |
Family Cites Families (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6100077A (en) | 1998-10-01 | 2000-08-08 | The Trustees Of Columbia University In The City Of New York | Isolation of a gene encoding diacylglycerol acyltransferase |
FR2840301B1 (fr) | 2002-05-29 | 2007-03-23 | Sanofi Synthelabo | Derives de phenyl-cyclohexyl-propanolamine, leur preparation et leur applicaton en therapeutique |
EP1656368A4 (en) * | 2002-07-09 | 2009-08-26 | Bristol Myers Squibb Co | SUBSTITUTED HETEROCYCLIC DERIVATIVES USEFUL AS ANTIDIABETIC AGENTS AND ANTIABESITY AND THEIR MANUFACTURING PROCESS |
US20050143384A1 (en) | 2003-10-30 | 2005-06-30 | Eric Sartori | Amide thiadiazole inhibitors of plasminogen activator inhibitor-1 |
EP1725231A1 (en) * | 2003-12-22 | 2006-11-29 | Eli Lilly And Company | Triazole, oxadiazole and thiadiazole derivatives as ppar modulators for the treatment of diabetes |
GB0427328D0 (en) * | 2004-12-14 | 2005-01-19 | Astrazeneca Ab | Chemical compounds |
GB0511851D0 (en) * | 2005-06-11 | 2005-07-20 | Astrazeneca Ab | Chemical compounds |
EP1893592A1 (en) | 2005-06-11 | 2008-03-05 | AstraZeneca AB | Oxadiazole derivatives as dgat inhibitors |
AU2007236049A1 (en) * | 2006-04-07 | 2007-10-18 | High Point Pharmaceuticals, Llc | 11beta-hydroxysteroid dehydrogenase type 1 active compounds |
-
2010
- 2010-01-27 JP JP2011546921A patent/JP2012516312A/ja not_active Withdrawn
- 2010-01-27 WO PCT/FR2010/050124 patent/WO2010086551A1/fr active Application Filing
- 2010-01-27 AU AU2010209545A patent/AU2010209545A1/en not_active Abandoned
- 2010-01-27 NZ NZ594244A patent/NZ594244A/xx not_active IP Right Cessation
- 2010-01-27 KR KR1020117019841A patent/KR20110112845A/ko not_active Application Discontinuation
- 2010-01-27 PE PE2011001392A patent/PE20120362A1/es not_active Application Discontinuation
- 2010-01-27 CN CN2010800142290A patent/CN102365273A/zh active Pending
- 2010-01-27 MA MA34128A patent/MA33069B1/fr unknown
- 2010-01-27 US US13/145,665 patent/US8546391B2/en not_active Expired - Fee Related
- 2010-01-27 TW TW099102288A patent/TW201031645A/zh unknown
- 2010-01-27 BR BRPI1007414-7A patent/BRPI1007414A2/pt not_active IP Right Cessation
- 2010-01-27 MX MX2011007991A patent/MX2011007991A/es not_active Application Discontinuation
- 2010-01-27 EA EA201170983A patent/EA201170983A1/ru unknown
- 2010-01-27 AR ARP100100186A patent/AR075177A1/es not_active Application Discontinuation
- 2010-01-27 CA CA2750742A patent/CA2750742A1/fr not_active Abandoned
- 2010-01-27 EP EP10707597.0A patent/EP2391611B1/fr active Active
- 2010-01-28 UY UY0001032405A patent/UY32405A/es not_active Application Discontinuation
-
2011
- 2011-07-15 TN TN2011000353A patent/TN2011000353A1/fr unknown
- 2011-07-24 IL IL214260A patent/IL214260A0/en unknown
- 2011-07-25 EC EC2011011224A patent/ECSP11011224A/es unknown
- 2011-07-26 CR CR20110403A patent/CR20110403A/es unknown
- 2011-07-27 NI NI201100149A patent/NI201100149A/es unknown
- 2011-07-27 ZA ZA2011/05525A patent/ZA201105525B/en unknown
- 2011-07-28 DO DO2011000245A patent/DOP2011000245A/es unknown
- 2011-07-28 CO CO11094698A patent/CO6400221A2/es not_active Application Discontinuation
- 2011-07-28 CL CL2011001839A patent/CL2011001839A1/es unknown
Also Published As
Publication number | Publication date |
---|---|
BRPI1007414A2 (pt) | 2018-03-06 |
CA2750742A1 (fr) | 2010-08-05 |
UY32405A (es) | 2010-08-31 |
JP2012516312A (ja) | 2012-07-19 |
AU2010209545A1 (en) | 2011-08-18 |
PE20120362A1 (es) | 2012-05-04 |
CO6400221A2 (es) | 2012-03-15 |
KR20110112845A (ko) | 2011-10-13 |
TW201031645A (en) | 2010-09-01 |
NI201100149A (es) | 2011-11-01 |
CN102365273A (zh) | 2012-02-29 |
MA33069B1 (fr) | 2012-02-01 |
IL214260A0 (en) | 2011-09-27 |
ECSP11011224A (es) | 2011-08-31 |
EP2391611A1 (fr) | 2011-12-07 |
ZA201105525B (en) | 2012-12-27 |
EP2391611B1 (fr) | 2014-04-30 |
NZ594244A (en) | 2013-07-26 |
CR20110403A (es) | 2011-09-21 |
EA201170983A1 (ru) | 2012-03-30 |
US20120040984A1 (en) | 2012-02-16 |
US8546391B2 (en) | 2013-10-01 |
DOP2011000245A (es) | 2011-09-15 |
MX2011007991A (es) | 2011-11-18 |
CL2011001839A1 (es) | 2012-01-06 |
TN2011000353A1 (fr) | 2013-03-27 |
WO2010086551A1 (fr) | 2010-08-05 |
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