AR066954A1 - Derivados de 7- alquinil-1,8- naftiridonas , su preparacion y su aplicacion en terapeutica - Google Patents

Derivados de 7- alquinil-1,8- naftiridonas , su preparacion y su aplicacion en terapeutica

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Publication number
AR066954A1
AR066954A1 ARP080102477A ARP080102477A AR066954A1 AR 066954 A1 AR066954 A1 AR 066954A1 AR P080102477 A ARP080102477 A AR P080102477A AR P080102477 A ARP080102477 A AR P080102477A AR 066954 A1 AR066954 A1 AR 066954A1
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Argentina
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group
groups
alkyl
optionally substituted
chosen
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ARP080102477A
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English (en)
Inventor
Sandrine Biscarrat
Francoise Bono
Isabelle Blanc
Olivier Duclos
Antoine Alam
Cort Gary Mc
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Sanofi Aventis
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Publication of AR066954A1 publication Critical patent/AR066954A1/es

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    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/72Nitrogen atoms
    • C07D213/73Unsubstituted amino or imino radicals
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435Heterocyclic 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
    • 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
    • A61P1/04Drugs 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
    • AHUMAN NECESSITIES
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    • 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
    • A61P1/00Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/18Drugs for disorders of the alimentary tract or the digestive system for pancreatic disorders, e.g. pancreatic enzymes
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    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
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    • A61P11/00Drugs for disorders of the respiratory system
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    • A61P13/00Drugs for disorders of the urinary system
    • A61P13/08Drugs for disorders of the urinary system of the prostate
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    • A61P13/00Drugs for disorders of the urinary system
    • A61P13/12Drugs for disorders of the urinary system of the kidneys
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    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P15/00Drugs for genital or sexual disorders; Contraceptives
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    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00Drugs for dermatological disorders
    • AHUMAN NECESSITIES
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    • A61P17/00Drugs for dermatological disorders
    • A61P17/06Antipsoriatics
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    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P19/00Drugs for skeletal disorders
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P19/00Drugs for skeletal disorders
    • A61P19/02Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P21/00Drugs for disorders of the muscular or neuromuscular system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • 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
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04Antibacterial agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents
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    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents
    • A61P35/02Antineoplastic agents specific for leukemia
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents
    • A61P35/04Antineoplastic agents specific for metastasis
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00Drugs for immunological or allergic disorders
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00Drugs for immunological or allergic disorders
    • A61P37/02Immunomodulators
    • A61P37/06Immunosuppressants, e.g. drugs for graft rejection
    • 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/10Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/78Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/81Amides; Imides
    • C07D213/82Amides; Imides in position 3
    • 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
    • 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

Abstract

Medicamento, composicion farmacéutica y uso para enfermedades donde esta implicada VEGFR-3 por ejemplo: cáncer, metástasis, artrosis psoriasis, inflamacion autoinmunes. Reivindicacion 1: Compuesto que responde a la formula (1) en la que: R1 y R2 (1) representan independientemente el uno del otro: bien un átomo de hidrogeno, bien un grupo alquilo C1-7, un grupo -CO-alquilo C1-7 o un grupo cicloalquilo C3-8, en los que dichos grupos alquilo y cicloalquilo están sustituidos opcionalmente con uno o varios grupos elegidos entre los átomos de halogeno y los grupos hidroxi y alcoxi, bien un grupo fenilo sustituido opcionalmente con uno o varios grupos elegidos entre los átomos de halogeno, los grupos alquilos C1-4, alcoxi C1-4, hidroxi, -OCF3, -CF3, -CN, -NRR', en los que R y R' son tales como se definen a continuacion, bien un grupo heteroarilo sustituido opcionalmente en cualquier posicion, comprendido un átomo de nitrogeno de dicho heteroarilo, con uno o varios grupos elegidos entre los átomos de halogeno, los grupos alquilos C1-4 y los grupos -NRR' en los que R y R' son tales como se definen a continuacion, (2) o R1 y R2 forman juntos, con el átomo de carbono al que están unidos: bien un grupo cicloalquilo C4-8; bien un grupo heterocíclico saturado de 4 a 8 eslabones que comprende un heteroátomo elegido entre los átomos N O y S, y pudiendo estar dicho grupo heterocíclico fusionado con un grupo fenilo; R3 representa: bien un grupo alquilo C1-7 lineal o ramificado o un grupo alquilo C3-7 en el que al menos 3 átomos de carbono están ciclados, estando dicho grupo alquilo sustituido opcionalmente con uno o varios grupos elegidos entre los átomos de halogeno y los grupos hidroxi, alcoxi, -NRR', -CF3 y -SO2-alquilo(C1-4), en los que R y R' son tales como se definen a continuacion; bien un grupo -(CH2)n-heterocíclico, en el que n = 0, 1, 2 o 3 y en el que el grupo heterocíclico comprende entre 4 y 8 eslabones y comprende al menos un heteroátomo elegido entre los átomos N, O y S, en el que dicho grupo heterocíclico está sustituido opcionalmente con un grupo oxo, bien un grupo -(CH2)n-heteroarilo, en el que n = 0, 1, 2 o 3 y en el que el grupo heteroarilo comprende 5 o 6 eslabones y comprende uno o varios heteroátomos elegidos entre nitrogeno, oxigeno y azufre; R4 representa un átomo de hidrogeno, un grupo alquilo C1-4 o un grupo alcoxi C1-4; R y R' representan independientemente el uno del otro un átomo de hidrogeno, un grupo alquilo C1-4 en el estado de base o de sal de adicion a un ácido, así como en el estado de hidrato o de solvato.
ARP080102477A 2007-06-13 2008-06-11 Derivados de 7- alquinil-1,8- naftiridonas , su preparacion y su aplicacion en terapeutica AR066954A1 (es)

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Application Number Priority Date Filing Date Title
FR0704192A FR2917412B1 (fr) 2007-06-13 2007-06-13 Derives de 7-alkynyl, 1,8-naphthyridones, leur preparation et leur application en therapeutique

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AR066954A1 true AR066954A1 (es) 2009-09-23

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US (1) US8470847B2 (es)
EP (1) EP2158201B1 (es)
JP (1) JP5343072B2 (es)
KR (1) KR101517636B1 (es)
CN (1) CN101679427B (es)
AP (1) AP2590A (es)
AR (1) AR066954A1 (es)
AT (1) ATE505469T1 (es)
AU (1) AU2008274099B2 (es)
BR (1) BRPI0814035B1 (es)
CA (1) CA2690337C (es)
CL (1) CL2008001775A1 (es)
CO (1) CO6150150A2 (es)
CR (1) CR11157A (es)
CY (1) CY1111631T1 (es)
DE (1) DE602008006188D1 (es)
DK (1) DK2158201T3 (es)
DO (1) DOP2009000264A (es)
EA (1) EA016939B1 (es)
EC (1) ECSP099791A (es)
ES (1) ES2365073T3 (es)
FR (1) FR2917412B1 (es)
GT (1) GT200900309A (es)
HK (1) HK1141790A1 (es)
HN (1) HN2009003402A (es)
HR (1) HRP20110515T1 (es)
IL (1) IL202640A (es)
JO (1) JO2682B1 (es)
MA (1) MA31567B1 (es)
ME (1) ME00961B (es)
MX (1) MX2009013515A (es)
MY (1) MY157754A (es)
NI (1) NI200900211A (es)
NZ (1) NZ581839A (es)
PA (1) PA8781701A1 (es)
PE (1) PE20090307A1 (es)
PL (1) PL2158201T3 (es)
PT (1) PT2158201E (es)
SI (1) SI2158201T1 (es)
SV (1) SV2009003429A (es)
TN (1) TN2009000483A1 (es)
TW (1) TWI405762B (es)
UA (1) UA96994C2 (es)
UY (1) UY31152A1 (es)
WO (1) WO2009007535A2 (es)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2917413B1 (fr) 2007-06-13 2009-08-21 Sanofi Aventis Sa Derives de 7-alkynyl-1,8-naphthyridones, leur preparation et leur application en therapeutique
FR2933700B1 (fr) 2008-07-08 2010-07-30 Sanofi Aventis Derives de pyridino-pyridinones, leur preparation et leur application en therapeutique
FR2952934B1 (fr) 2009-11-23 2012-06-22 Sanofi Aventis Derives de pyridino-pyridinones, leur preparation et leur application en therapeutique
FR2954943B1 (fr) * 2010-01-07 2013-03-01 Sanofi Aventis Derives de pyridino-pyridinones arylsulfonamides, leur preparation et leur application en therapeutique
FR2955109B1 (fr) * 2010-01-08 2012-09-07 Sanofi Aventis Derives de 5-oxo-5,8-dihydro-pyrido[2, 3-d]pyrimidine, leur preparation et leur application en therapeutique
FR2965263A1 (fr) 2010-09-24 2012-03-30 Sanofi Aventis Derives de thienopyridine nicotinamide, leur preparation et leur application en therapeutique
EP2524915A1 (en) 2011-05-20 2012-11-21 Sanofi 2-Amino-3-(imidazol-2-yl)-pyridin-4-one derivatives and their use as VEGF receptor kinase inhibitors
JP5748210B2 (ja) * 2011-05-26 2015-07-15 日本化薬株式会社 複素環化合物の製造方法
HUE035712T2 (en) 2012-07-17 2018-05-28 Sanofi Sa Use of Vegfr-3 inhibitors for the treatment of hepatocellular carcinoma
CN108558869B (zh) * 2018-05-10 2019-04-09 西安培华学院 用于治疗肝癌的化合物及其制剂
CN110981869A (zh) * 2019-12-10 2020-04-10 天津科技大学 一种1,8-双氮杂色酮的合成方法及其在抗糖尿病药物中的应用

Family Cites Families (5)

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Publication number Priority date Publication date Assignee Title
MX9800921A (es) * 1995-08-02 1998-05-31 Chirotech Technology Ltd Quinolonas y su uso terapeutico.
EP0978516A4 (en) * 1998-01-29 2001-01-10 Suntory Ltd 1-CYCLOALKYL-1,8-NAPHTHYRIDINE-4-ONE DERIVATIVES HAVING PHOSPHODIESTERASE IV INHIBITING ACTIVITY
CA2447765C (en) * 2001-05-24 2011-01-25 Merck Frosst Canada & Co./Merck Frosst Canada & Cie 1-biaryl-1,8-napthyridin-4-one phosphodiesterase-4 inhibitors
JP2008501628A (ja) 2004-06-02 2008-01-24 武田薬品工業株式会社 インドール誘導体およびがんの治療用途
FR2917413B1 (fr) * 2007-06-13 2009-08-21 Sanofi Aventis Sa Derives de 7-alkynyl-1,8-naphthyridones, leur preparation et leur application en therapeutique

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UA96994C2 (ru) 2011-12-26
JO2682B1 (en) 2013-03-03
HRP20110515T1 (hr) 2011-08-31
NI200900211A (es) 2010-07-15
US20100144757A1 (en) 2010-06-10
CN101679427B (zh) 2013-02-20
CY1111631T1 (el) 2015-10-07
AP2010005099A0 (en) 2010-02-28
GT200900309A (es) 2012-01-26
PL2158201T3 (pl) 2011-09-30
JP2010529178A (ja) 2010-08-26
KR20100020000A (ko) 2010-02-19
HN2009003402A (es) 2012-02-27
EA016939B1 (ru) 2012-08-30
WO2009007535A2 (fr) 2009-01-15
IL202640A (en) 2014-01-30
CL2008001775A1 (es) 2009-09-25
MX2009013515A (es) 2010-01-27
CR11157A (es) 2010-03-23
KR101517636B1 (ko) 2015-05-04
CN101679427A (zh) 2010-03-24
FR2917412A1 (fr) 2008-12-19
ECSP099791A (es) 2010-01-29
DK2158201T3 (da) 2011-08-01
EP2158201B1 (fr) 2011-04-13
JP5343072B2 (ja) 2013-11-13
WO2009007535A3 (fr) 2009-04-09
UY31152A1 (es) 2009-01-30
TW200911802A (en) 2009-03-16
DOP2009000264A (es) 2009-12-15
MA31567B1 (fr) 2010-08-02
BRPI0814035A2 (pt) 2020-08-04
PT2158201E (pt) 2011-07-05
EA201070009A1 (ru) 2010-06-30
CA2690337A1 (fr) 2009-01-15
EP2158201A2 (fr) 2010-03-03
PA8781701A1 (es) 2009-01-23
AU2008274099A1 (en) 2009-01-15
ATE505469T1 (de) 2011-04-15
IL202640A0 (en) 2010-06-30
AU2008274099B2 (en) 2013-05-16
MY157754A (en) 2016-07-15
NZ581839A (en) 2011-05-27
ES2365073T3 (es) 2011-09-21
TWI405762B (zh) 2013-08-21
HK1141790A1 (es) 2010-11-19
CA2690337C (fr) 2015-08-11
TN2009000483A1 (fr) 2011-03-31
ME00961B (me) 2012-06-20
US8470847B2 (en) 2013-06-25
FR2917412B1 (fr) 2009-08-21
BRPI0814035B1 (pt) 2021-10-26
PE20090307A1 (es) 2009-04-20
CO6150150A2 (es) 2010-04-20
SI2158201T1 (sl) 2011-07-29
AP2590A (en) 2013-02-04
SV2009003429A (es) 2010-02-05
DE602008006188D1 (de) 2011-05-26

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