CR20150055A - NUEVO PROCEDIMIENTO DE SÍNTESIS DE LA AGOMELATINA (Divisional 10960) - Google Patents

NUEVO PROCEDIMIENTO DE SÍNTESIS DE LA AGOMELATINA (Divisional 10960)

Info

Publication number
CR20150055A
CR20150055A CR20150055A CR20150055A CR20150055A CR 20150055 A CR20150055 A CR 20150055A CR 20150055 A CR20150055 A CR 20150055A CR 20150055 A CR20150055 A CR 20150055A CR 20150055 A CR20150055 A CR 20150055A
Authority
CR
Costa Rica
Prior art keywords
divisional
synthesis procedure
agomelatine synthesis
new
new agomelatine
Prior art date
Application number
CR20150055A
Other languages
English (en)
Inventor
Crhistophe Hardouin
Jean-Pierre Lecouve
Nicolas Bragnier
Original Assignee
Servier Lab
Wyeht Y Arqule Inc
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
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=40352219&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=CR20150055(A) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Servier Lab, Wyeht Y Arqule Inc filed Critical Servier Lab
Publication of CR20150055A publication Critical patent/CR20150055A/es

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00Preparation of carboxylic acid amides
    • C07C231/02Preparation of carboxylic acid amides from carboxylic acids or from esters, anhydrides, or halides thereof by reaction with ammonia or amines
    • 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P15/00Drugs for genital or sexual disorders; Contraceptives
    • A61P15/10Drugs for genital or sexual disorders; Contraceptives for impotence
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P15/00Drugs for genital or sexual disorders; Contraceptives
    • A61P15/18Feminine contraceptives
    • 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
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/06Antimigraine agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/14Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
    • A61P25/16Anti-Parkinson drugs
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/18Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/20Hypnotics; Sedatives
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/22Anxiolytics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/24Antidepressants
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/28Drugs 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
    • 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
    • A61P35/00Antineoplastic agents
    • 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
    • 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
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00Preparation of carboxylic acid amides
    • C07C231/12Preparation of carboxylic acid amides by reactions not involving the formation of carboxamide groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00Carboxylic acid amides
    • C07C233/01Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/02Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
    • C07C233/08Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals with carbon atoms of carboxamide groups bound to acyclic carbon atoms of a saturated carbon skeleton containing rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00Carboxylic acid amides
    • C07C233/01Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/02Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
    • C07C233/11Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals with carbon atoms of carboxamide groups bound to carbon atoms of an unsaturated carbon skeleton containing six-membered aromatic rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00Carboxylic acid amides
    • C07C233/01Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/16Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms
    • C07C233/17Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom
    • C07C233/18Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom having the carbon atom of the carboxamide group bound to a hydrogen atom or to a carbon atom of an acyclic saturated carbon skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00Carboxylic acid amides
    • C07C233/90Carboxylic acid amides having nitrogen atoms of carboxamide groups further acylated
    • C07C233/91Carboxylic acid amides having nitrogen atoms of carboxamide groups further acylated with carbon atoms of the carboxamide groups bound to acyclic carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D209/00Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/44Iso-indoles; Hydrogenated iso-indoles
    • C07D209/48Iso-indoles; Hydrogenated iso-indoles with oxygen atoms in positions 1 and 3, e.g. phthalimide

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Veterinary Medicine (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Public Health (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Neurosurgery (AREA)
  • Neurology (AREA)
  • Biomedical Technology (AREA)
  • Immunology (AREA)
  • Psychiatry (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Hematology (AREA)
  • Reproductive Health (AREA)
  • Endocrinology (AREA)
  • Gynecology & Obstetrics (AREA)
  • Obesity (AREA)
  • Pain & Pain Management (AREA)
  • Cardiology (AREA)
  • Diabetes (AREA)
  • Child & Adolescent Psychology (AREA)
  • Psychology (AREA)
  • Anesthesiology (AREA)
  • Transplantation (AREA)
  • Urology & Nephrology (AREA)
  • Vascular Medicine (AREA)
  • Hospice & Palliative Care (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Indole Compounds (AREA)

Abstract

Un procedimiento de sintésis en tres etapas de agomelatina, mediante un precursor 7-metoxi-1-naftol.
CR20150055A 2008-08-05 2015-02-05 NUEVO PROCEDIMIENTO DE SÍNTESIS DE LA AGOMELATINA (Divisional 10960) CR20150055A (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR0804465A FR2934859B1 (fr) 2008-08-05 2008-08-05 Nouveau procede de synthese de l'agomelatine

Publications (1)

Publication Number Publication Date
CR20150055A true CR20150055A (es) 2015-05-18

Family

ID=40352219

Family Applications (2)

Application Number Title Priority Date Filing Date
CR10960A CR10960A (es) 2008-08-05 2009-07-29 Nuevo procedimiento de sintesis de la agomelatina
CR20150055A CR20150055A (es) 2008-08-05 2015-02-05 NUEVO PROCEDIMIENTO DE SÍNTESIS DE LA AGOMELATINA (Divisional 10960)

Family Applications Before (1)

Application Number Title Priority Date Filing Date
CR10960A CR10960A (es) 2008-08-05 2009-07-29 Nuevo procedimiento de sintesis de la agomelatina

Country Status (47)

Country Link
US (2) US8212077B2 (es)
EP (1) EP2151428B1 (es)
JP (1) JP5112400B2 (es)
KR (1) KR101127278B1 (es)
CN (1) CN101643434B (es)
AP (1) AP3167A (es)
AR (1) AR074888A1 (es)
AT (1) ATE548345T1 (es)
AU (1) AU2009203105B2 (es)
BR (1) BRPI0902825A2 (es)
CA (1) CA2674760C (es)
CL (1) CL2009001686A1 (es)
CO (2) CO6120150A1 (es)
CR (2) CR10960A (es)
CU (1) CU23859B1 (es)
CY (1) CY1112829T1 (es)
DK (1) DK2151428T3 (es)
EA (1) EA017848B1 (es)
EC (1) ECSP099560A (es)
ES (1) ES2384021T3 (es)
FR (1) FR2934859B1 (es)
GE (1) GEP20125512B (es)
GT (1) GT200900222A (es)
HK (1) HK1141007A1 (es)
HN (1) HN2009001436A (es)
HR (1) HRP20120407T1 (es)
IL (1) IL200137A (es)
JO (1) JO2818B1 (es)
MA (1) MA31416B1 (es)
ME (1) ME00928B (es)
MX (1) MX2009008196A (es)
MY (1) MY144936A (es)
NI (1) NI200900153A (es)
NZ (1) NZ578825A (es)
PE (1) PE20100262A1 (es)
PL (1) PL2151428T3 (es)
PT (1) PT2151428E (es)
RS (1) RS52352B (es)
SA (1) SA109300502B1 (es)
SG (1) SG158836A1 (es)
SI (1) SI2151428T1 (es)
SV (1) SV2009003343A (es)
TW (1) TWI398428B (es)
UA (1) UA102220C2 (es)
UY (1) UY32012A (es)
WO (1) WO2010015745A1 (es)
ZA (1) ZA200905335B (es)

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102190594A (zh) * 2010-03-17 2011-09-21 上海医药工业研究院 阿戈美拉汀氯化氢水合物及其制备方法
EP2580183B1 (en) 2010-06-10 2014-07-23 Gador S.A. New process for the preparation of n-[2-(7-methoxy-1-naphthyl)-ethyl]acetamide
CN102229541A (zh) * 2010-09-17 2011-11-02 福建广生堂药业有限公司 阿戈美拉汀n-[2-(7-甲氧基萘-1-基)乙基]乙酰胺的制备方法
CN102531956B (zh) * 2010-12-21 2014-07-09 浙江九洲药业股份有限公司 用于制备阿戈美拉汀的中间体及相关制备方法
FR2970001B1 (fr) * 2011-01-05 2013-01-04 Servier Lab Nouveau procede de synthese de l'agomelatine
EP2562151A1 (en) 2011-08-25 2013-02-27 Dr. Reddy's Laboratories Ltd. Processes for the preparation of agomelatine and its intermediates
ITMI20121444A1 (it) 2012-08-27 2014-02-28 Procos Spa Processo per la produzione di agomelatine
WO2014072998A1 (en) 2012-11-07 2014-05-15 Cadila Healthcare Limited An improved process for preparation of agomelatine
JP6159415B2 (ja) * 2013-11-20 2017-07-05 マナック株式会社 含臭素n−フェニルジアクリルイミド誘導体及びその製造方法
FR3014434B1 (fr) * 2013-12-05 2015-12-25 Servier Lab Nouveau procede de synthese du 7-methoxy-naphtalene-1-carbaldehyde et application a la synthese de l'agomelatine
FR3014437B1 (fr) * 2013-12-05 2016-12-23 Servier Lab Nouveau procede de synthese de l'agomelatine
CN114394906A (zh) * 2022-03-24 2022-04-26 中孚药业股份有限公司 一种阿戈美拉汀中间体的制备方法
CN115872887B (zh) * 2022-12-30 2023-07-07 上海国创医药股份有限公司 一种阿戈美拉汀的制备方法

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2658818B1 (fr) * 1990-02-27 1993-12-31 Adir Cie Nouveaux derives a structure naphtalenique, leur procede de preparation et les compositions pharmaceutiques qui les contiennent.
DE19825454A1 (de) * 1998-06-06 1999-12-16 Aventis Res & Tech Gmbh & Co Verfahren zur Herstellung von aromatischen Olefinen unter Katalyse von Palladiumkatalysatoren mit Phosphitliganden
FR2784375B1 (fr) * 1998-10-12 2000-11-24 Adir Nouveaux derives cycliques a chaine cycloalkylenique, leur procede de preparation et les compositions pharmaceutiques qui les contiennent
DE19859684A1 (de) * 1998-12-23 2000-06-29 Bayer Ag Verfahren zur Herstellung von Fluor enthaltenden Phenethylaminen sowie neue, Fluor enthalende beta-Iminovinyl- und beta-Iminoethylbenzole
DE19931116A1 (de) * 1999-07-06 2001-01-11 Bayer Ag Verfahren zur Herstellung von Phenethylaminen und neue chemische Verbindungen
FR2866335B1 (fr) * 2004-02-13 2006-05-26 Servier Lab Nouveau procede de synthese de l'agomelatine
US20060025438A1 (en) * 2004-02-25 2006-02-02 Salter-Cid Luisa M Amine-based and amide-based inhibitors of semicarbazide-sensitive amine oxidase (SSAO) enzyne activity and VAP-1 mediated adhesion useful for treatment of diseases
RU2006136381A (ru) * 2004-03-15 2008-04-27 Анормед, Инк. (Ca) Способ получения антагониста cxcr4
EP1985620A4 (en) * 2006-02-07 2012-08-15 Taisho Pharmaceutical Co Ltd COMPOUND 10a-AZALIDE
CN101638376B (zh) * 2008-07-29 2011-04-27 江苏恩华药业股份有限公司 阿戈美拉汀的制备方法及其中间体

Also Published As

Publication number Publication date
CY1112829T1 (el) 2016-02-10
AU2009203105B2 (en) 2013-09-05
EA200900946A1 (ru) 2010-04-30
PT2151428E (pt) 2012-04-18
AR074888A1 (es) 2011-02-23
MA31416B1 (fr) 2010-06-01
CL2009001686A1 (es) 2010-07-19
JO2818B1 (en) 2014-09-15
AU2009203105A1 (en) 2010-02-25
CO6120163A1 (es) 2010-01-29
CN101643434B (zh) 2012-07-25
BRPI0902825A2 (pt) 2011-04-26
EP2151428A1 (fr) 2010-02-10
WO2010015745A1 (fr) 2010-02-11
CA2674760A1 (fr) 2010-02-05
CR10960A (es) 2009-09-14
US20100036162A1 (en) 2010-02-11
US20120245363A1 (en) 2012-09-27
NI200900153A (es) 2010-03-25
FR2934859B1 (fr) 2010-08-13
SI2151428T1 (sl) 2012-06-29
CN101643434A (zh) 2010-02-10
PL2151428T3 (pl) 2012-07-31
IL200137A (en) 2013-03-24
GEP20125512B (en) 2012-05-10
CU20090137A7 (es) 2012-03-15
ME00928B (me) 2012-06-20
ATE548345T1 (de) 2012-03-15
HRP20120407T1 (hr) 2012-06-30
IL200137A0 (en) 2010-05-31
CA2674760C (fr) 2012-04-17
SG158836A1 (en) 2010-02-26
US8212077B2 (en) 2012-07-03
SA109300502B1 (ar) 2013-11-27
MY144936A (en) 2011-11-29
JP5112400B2 (ja) 2013-01-09
HN2009001436A (es) 2011-09-22
AP2009004944A0 (en) 2009-08-31
HK1141007A1 (en) 2010-10-29
EP2151428B1 (fr) 2012-03-07
FR2934859A1 (fr) 2010-02-12
DK2151428T3 (da) 2012-07-02
PE20100262A1 (es) 2010-04-10
ECSP099560A (es) 2010-03-31
ZA200905335B (en) 2010-05-26
NZ578825A (en) 2010-12-24
RS52352B (en) 2012-12-31
TW201008899A (en) 2010-03-01
EA017848B1 (ru) 2013-03-29
ES2384021T3 (es) 2012-06-28
KR101127278B1 (ko) 2012-04-12
UY32012A (es) 2010-01-29
CO6120150A1 (es) 2010-01-29
GT200900222A (es) 2010-03-15
AP3167A (en) 2015-03-31
JP2010059153A (ja) 2010-03-18
MX2009008196A (es) 2010-03-01
SV2009003343A (es) 2010-02-01
CU23859B1 (es) 2013-02-26
KR20100017069A (ko) 2010-02-16
UA102220C2 (ru) 2013-06-25
TWI398428B (zh) 2013-06-11

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