CO6270319A2 - Benzotiazoles como moduladores del receptor de ghrelina - Google Patents

Benzotiazoles como moduladores del receptor de ghrelina

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Publication number
CO6270319A2
CO6270319A2 CO10051740A CO10051740A CO6270319A2 CO 6270319 A2 CO6270319 A2 CO 6270319A2 CO 10051740 A CO10051740 A CO 10051740A CO 10051740 A CO10051740 A CO 10051740A CO 6270319 A2 CO6270319 A2 CO 6270319A2
Authority
CO
Colombia
Prior art keywords
group
optionally substituted
alkyl
alkyl group
cycloalkyl
Prior art date
Application number
CO10051740A
Other languages
English (en)
Inventor
Jack Mc-Queen Allen
Roger John Butlin
Clive Green
William Mccoull
Graeme Robb
James Woods
Original Assignee
Astrazeneca Ab
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Astrazeneca Ab filed Critical Astrazeneca Ab
Publication of CO6270319A2 publication Critical patent/CO6270319A2/es

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D277/00Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/60Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
    • C07D277/62Benzothiazoles
    • C07D277/68Benzothiazoles 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 in position 2
    • C07D277/82Nitrogen atoms
    • 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
    • A61K31/41Heterocyclic 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
    • A61K31/425Thiazoles
    • A61K31/428Thiazoles condensed with carbocyclic rings
    • 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
    • A61K31/44Non condensed pyridines; Hydrogenated derivatives thereof
    • A61K31/4427Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
    • A61K31/4439Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. omeprazole
    • 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
    • A61K31/44Non condensed pyridines; Hydrogenated derivatives thereof
    • A61K31/445Non condensed piperidines, e.g. piperocaine
    • A61K31/4523Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems
    • A61K31/454Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. pimozide, domperidone
    • 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
    • A61K31/495Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
    • A61K31/496Non-condensed piperazines containing further heterocyclic rings, e.g. rifampin, thiothixene or sparfloxacin
    • 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
    • A61K31/495Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
    • A61K31/505Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
    • A61K31/506Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim not condensed and containing further heterocyclic rings
    • 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
    • A61K31/535Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one oxygen as the ring hetero atoms, e.g. 1,2-oxazines
    • A61K31/53751,4-Oxazines, e.g. morpholine
    • A61K31/53771,4-Oxazines, e.g. morpholine not condensed and containing further heterocyclic rings, e.g. timolol
    • 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
    • A61K31/55Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having seven-membered rings, e.g. azelastine, pentylenetetrazole
    • A61K31/551Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having seven-membered rings, e.g. azelastine, pentylenetetrazole having two nitrogen atoms, e.g. dilazep
    • 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
    • A61K31/55Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having seven-membered rings, e.g. azelastine, pentylenetetrazole
    • A61K31/553Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having seven-membered rings, e.g. azelastine, pentylenetetrazole having at least one nitrogen and one oxygen as ring hetero atoms, e.g. loxapine, staurosporine
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K45/00Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
    • A61K45/06Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
    • 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
    • A61P1/16Drugs 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
    • A61P11/00Drugs for disorders of the respiratory system
    • 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
    • A61P3/00Drugs for disorders of the metabolism
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • A61P3/04Anorexiants; Antiobesity agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • A61P3/08Drugs for disorders of the metabolism for glucose homeostasis
    • A61P3/10Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
    • 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D417/00Heterocyclic 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
    • C07D417/02Heterocyclic 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
    • C07D417/12Heterocyclic 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 chain containing hetero atoms as chain links
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D417/00Heterocyclic 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
    • C07D417/14Heterocyclic 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 three or more hetero rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D491/00Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
    • C07D491/02Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
    • C07D491/08Bridged systems

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Medicinal Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Diabetes (AREA)
  • Obesity (AREA)
  • Hematology (AREA)
  • Emergency Medicine (AREA)
  • Endocrinology (AREA)
  • Pulmonology (AREA)
  • Neurology (AREA)
  • Orthopedic Medicine & Surgery (AREA)
  • Physical Education & Sports Medicine (AREA)
  • Gastroenterology & Hepatology (AREA)
  • Child & Adolescent Psychology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Thiazole And Isothizaole Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Steroid Compounds (AREA)
  • Indole Compounds (AREA)

Abstract

Un compuesto de formula (I) o una sal farmacéuticamente aceptable del mismo, en la cual R1, R2, R3, R4 y m son como se describieron en la descripcion, para uso en el tratamiento de la obesidad y/o diabetes.1.- Un compuesto de formula Io una sal farmacéuticamente aceptable del mismo en la cual R1 representa halo, nitro, un grupo alquiloC1-6 opcionalmente sustituido por uno, dos o tres fluoro, un grupo alqueniloC2-6, un grupo cicloalquiloC3-6, fenilo, fenoxi, un grupo fenilalquiloC1-4, un grupo fenoxialquiloC1-4, pirrolilo, un grupo RaS(O)n(O)o en el cual Ra representa fenilo o un alquiloC1-4 opcionalmente sustituido por uno o mas fluoro, n es 0, 1 o 2 y o es 0 excepto que cuando n es 2 entonces o es 0 o 1; en donde cualquier anillo aromatico es un sustituyente R1 esta opcionalmente sustituido por uno o mas de los siguientes: halo, un grupo alquiloC1-3 y un grupo alcoxiC1-3; R2 representa H, halo, un grupo alquilo C1-6 opcionalmente sustituido por uno, dos o tres fluoro, un grupo alquinilC2-6, un grupo alquenilC2-6, un grupo alquiloC1-6SO2O, un grupo cicloalquiloC3-6, un grupo cicloalquilC3-6alquiloC1-6, un grupo cicloalcoxiC3-6, nitro, sulfamoyl, un grupo RbRcN(CH2)p- en el cual Rb y Rc representan independientemente H, un grupo alquiloC1-6, un grupo alcoxiC1-6carbonilo o un grupo cicloalquiloC3-6 o Rb y Rc junto con el atomo de nitrogeno al cual estan unidos representan un anillo heterociclico de 3 a 10 miembros saturado o parcialmente insaturado que contiene opcionalmente un oxigeno, nitrogeno, S o SO2 adicional, en donde el anillo heterociclico esta opcionalmente sustituido por uno o mas de los siguientes: un grupo alquiloC1-6, hidroxi, un grupo alcoxiC1-6carbonilo o un grupo -NR5R6 en el cual R5 y R6 representan independientemente H, un grupo alquiloC1-6, un grupo alcoxiC1-6carbonilo o un grupo cicloalquiloC3-6 o ...
CO10051740A 2007-10-10 2010-04-30 Benzotiazoles como moduladores del receptor de ghrelina CO6270319A2 (es)

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Country Status (30)

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US (4) US20110124621A1 (es)
EP (2) EP2607357A1 (es)
JP (1) JP5357884B2 (es)
KR (1) KR20100064380A (es)
CN (1) CN101883762A (es)
AR (1) AR068782A1 (es)
AU (1) AU2008309378B2 (es)
BR (1) BRPI0818598A2 (es)
CA (1) CA2702181A1 (es)
CL (1) CL2008003024A1 (es)
CO (1) CO6270319A2 (es)
CR (1) CR11360A (es)
CU (1) CU23899B1 (es)
DO (1) DOP2010000102A (es)
EA (1) EA201000439A1 (es)
EC (1) ECSP10010168A (es)
HN (1) HN2010000655A (es)
IL (1) IL204612A0 (es)
MX (1) MX2010003761A (es)
MY (1) MY150046A (es)
NI (1) NI201000051A (es)
NZ (1) NZ584281A (es)
PE (1) PE20090798A1 (es)
SA (1) SA08290626B1 (es)
SV (1) SV2010003526A (es)
TW (1) TW200924758A (es)
UA (1) UA100527C2 (es)
UY (1) UY31383A1 (es)
WO (1) WO2009047558A1 (es)
ZA (1) ZA201002268B (es)

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Publication number Priority date Publication date Assignee Title
UA100527C2 (en) * 2007-10-10 2013-01-10 Астразенека Аб Benzothiazoles as ghrelin receptor modulators
KR101218882B1 (ko) 2007-10-10 2013-01-07 노파르티스 아게 스피로피롤리딘, 및 hcv 및 hiv 감염에 대한 그의 용도
WO2011022393A2 (en) 2009-08-17 2011-02-24 The Brigham And Women's Hospital, Inc. Phosphatidylcholine transfer protein inhibitors
WO2012113103A1 (en) 2011-02-25 2012-08-30 Helsinn Healthcare S.A. Asymmetric ureas and medical uses thereof
AR085509A1 (es) 2011-03-09 2013-10-09 Bayer Cropscience Ag Indol- y bencimidazolcarboxamidas como insecticidas y acaricidas
BR112014007599A2 (pt) * 2011-09-30 2017-04-11 Kineta Inc compostos anti-virais
US10481164B2 (en) * 2012-03-26 2019-11-19 Amgen Inc. Method for using light scattering in real time to directly monitor and control impurity removal in purification processes
ES2940659T3 (es) 2016-03-22 2023-05-10 Helsinn Healthcare Sa Ureas asimétricas de bencenosulfonilo y usos médicos de las mismas
WO2020036133A1 (ja) * 2018-08-17 2020-02-20 クミアイ化学工業株式会社 3-(1h-1,2,4-トリアゾール-1-イル)安息香酸アミド誘導体及び有害生物防除剤

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JPS61225169A (ja) 1985-03-30 1986-10-06 Nippon Tokushu Noyaku Seizo Kk 新規ベンゾイルウレア、その製法及び殺虫剤
JP3126541B2 (ja) * 1993-03-26 2001-01-22 千寿製薬株式会社 ベンゾチアゾール誘導体、その製法及びその用途
US6518292B1 (en) * 1999-03-12 2003-02-11 Bristol-Myers Squibb Co. Heterocyclic aromatic compounds usefuls as growth hormone secretagogues
WO2002057370A1 (en) 2001-01-17 2002-07-25 Korea Research Institute Of Chemical Technology Dispers-reactive dyes containing acetoxymethylsulfone or vinylsulfone and their process
WO2005025567A1 (en) * 2003-09-12 2005-03-24 Applied Research Systems Ars Holding N.V. Benzothiazole derivatives for the treatment of diabetes
US20050070712A1 (en) * 2003-09-26 2005-03-31 Christi Kosogof Pyrimidine derivatives as ghrelin receptor modulators
US20050171131A1 (en) 2003-09-26 2005-08-04 Christi Kosogof Diaminopyrimidine derivatives as growth hormone secrectgogue receptor (GHS-R) antagonists
WO2005037845A1 (en) 2003-10-17 2005-04-28 Rigel Pharmaceuticals, Inc. Benzothiazole and thiazole[5,5-b] pyridine compositions and their use as ubiquitin ligase inhibitors
UA100527C2 (en) * 2007-10-10 2013-01-10 Астразенека Аб Benzothiazoles as ghrelin receptor modulators

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NI201000051A (es) 2012-05-15
JP2011500546A (ja) 2011-01-06
US20120115845A1 (en) 2012-05-10
DOP2010000102A (es) 2010-04-30
ECSP10010168A (es) 2010-06-29
CN101883762A (zh) 2010-11-10
AU2008309378A1 (en) 2009-04-16
SA08290626B1 (ar) 2011-06-22
WO2009047558A1 (en) 2009-04-16
US20130203730A1 (en) 2013-08-08
CA2702181A1 (en) 2009-04-16
JP5357884B2 (ja) 2013-12-04
IL204612A0 (en) 2010-11-30
UY31383A1 (es) 2009-05-29
CL2008003024A1 (es) 2010-01-15
HN2010000655A (es) 2012-11-12
EP2205576A1 (en) 2010-07-14
SV2010003526A (es) 2010-09-13
CU20100063A7 (es) 2011-10-05
MX2010003761A (es) 2010-04-21
US20090186870A1 (en) 2009-07-23
AU2008309378B2 (en) 2012-03-08
PE20090798A1 (es) 2009-07-23
CR11360A (es) 2010-07-15
NZ584281A (en) 2012-03-30
BRPI0818598A2 (pt) 2017-05-16
US20110124621A1 (en) 2011-05-26
UA100527C2 (en) 2013-01-10
MY150046A (en) 2013-11-29
KR20100064380A (ko) 2010-06-14
EP2607357A1 (en) 2013-06-26
CU23899B1 (es) 2013-06-28
EA201000439A1 (ru) 2011-04-29
TW200924758A (en) 2009-06-16
AR068782A1 (es) 2009-12-02
ZA201002268B (en) 2011-10-26

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