ATE459601T1 - Pyrrolidonderivate als mao-b hemmer - Google Patents

Pyrrolidonderivate als mao-b hemmer

Info

Publication number
ATE459601T1
ATE459601T1 AT03748052T AT03748052T ATE459601T1 AT E459601 T1 ATE459601 T1 AT E459601T1 AT 03748052 T AT03748052 T AT 03748052T AT 03748052 T AT03748052 T AT 03748052T AT E459601 T1 ATE459601 T1 AT E459601T1
Authority
AT
Austria
Prior art keywords
hemmer
mao
pyrrolidone derivatives
pyrrolidone
derivatives
Prior art date
Application number
AT03748052T
Other languages
English (en)
Inventor
Hans Iding
Synese Jolidon
Daniela Krummenacher
Sarmiento Rosa Rodriguez
Andrew Thomas
Beat Wirz
Wolfgang Wostl
Rene Wyler
Original Assignee
Hoffmann La Roche
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 Hoffmann La Roche filed Critical Hoffmann La Roche
Application granted granted Critical
Publication of ATE459601T1 publication Critical patent/ATE459601T1/de

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/18Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D207/22Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member 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
    • C07D207/24Oxygen or sulfur atoms
    • C07D207/262-Pyrrolidones
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/18Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D207/22Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member 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
    • C07D207/24Oxygen or sulfur atoms
    • C07D207/262-Pyrrolidones
    • C07D207/2732-Pyrrolidones 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 other ring carbon 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
    • A61K31/40Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
    • A61K31/4015Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil having oxo groups directly attached to the heterocyclic ring, e.g. piracetam, ethosuximide
    • 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
    • A61P25/14Drugs 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
    • A61P25/22Anxiolytics
    • 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
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/30Drugs for disorders of the nervous system for treating abuse or dependence
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/30Drugs for disorders of the nervous system for treating abuse or dependence
    • A61P25/32Alcohol-abuse
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/30Drugs for disorders of the nervous system for treating abuse or dependence
    • A61P25/34Tobacco-abuse
    • 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
    • A61P43/00Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/18Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D207/22Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member 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
    • C07D207/24Oxygen or sulfur atoms
    • C07D207/262-Pyrrolidones
    • C07D207/2732-Pyrrolidones 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 other ring carbon atoms
    • C07D207/277Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Biomedical Technology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Neurosurgery (AREA)
  • Neurology (AREA)
  • Psychiatry (AREA)
  • Addiction (AREA)
  • Psychology (AREA)
  • Hospice & Palliative Care (AREA)
  • Hematology (AREA)
  • Diabetes (AREA)
  • Child & Adolescent Psychology (AREA)
  • Pain & Pain Management (AREA)
  • Obesity (AREA)
  • Epidemiology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Pyrrole Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
AT03748052T 2002-09-20 2003-09-18 Pyrrolidonderivate als mao-b hemmer ATE459601T1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP02021319 2002-09-20
PCT/EP2003/010384 WO2004026827A1 (en) 2002-09-20 2003-09-18 Pyrrolidone derivatives as maob inhibitors

Publications (1)

Publication Number Publication Date
ATE459601T1 true ATE459601T1 (de) 2010-03-15

Family

ID=32010924

Family Applications (2)

Application Number Title Priority Date Filing Date
AT03750564T ATE472530T1 (de) 2002-09-20 2003-09-18 Pyrrolidonderivate als mao-b hemmer
AT03748052T ATE459601T1 (de) 2002-09-20 2003-09-18 Pyrrolidonderivate als mao-b hemmer

Family Applications Before (1)

Application Number Title Priority Date Filing Date
AT03750564T ATE472530T1 (de) 2002-09-20 2003-09-18 Pyrrolidonderivate als mao-b hemmer

Country Status (32)

Country Link
US (4) US7235581B2 (de)
EP (3) EP1542971A1 (de)
JP (3) JP4335140B2 (de)
KR (3) KR100676014B1 (de)
CN (3) CN100503562C (de)
AR (3) AR041298A1 (de)
AT (2) ATE472530T1 (de)
AU (3) AU2003273901B2 (de)
BR (4) BR0314314A (de)
CA (3) CA2498335A1 (de)
CY (1) CY1110745T1 (de)
DE (2) DE60333202D1 (de)
DK (1) DK1542970T3 (de)
ES (2) ES2338646T3 (de)
GT (3) GT200300204A (de)
HK (3) HK1083499A1 (de)
HR (3) HRP20050261A2 (de)
JO (2) JO2605B1 (de)
MX (3) MXPA05002881A (de)
MY (3) MY134480A (de)
NO (3) NO329754B1 (de)
NZ (3) NZ538049A (de)
PA (3) PA8583001A1 (de)
PE (3) PE20050077A1 (de)
PL (3) PL376019A1 (de)
PT (1) PT1542970E (de)
RU (3) RU2336267C2 (de)
SI (1) SI1542970T1 (de)
TW (3) TWI286132B (de)
UY (3) UY27990A1 (de)
WO (3) WO2004026827A1 (de)
ZA (3) ZA200501137B (de)

Families Citing this family (27)

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GB0314373D0 (en) 2003-06-19 2003-07-23 Glaxo Group Ltd Chemical compounds
KR100845366B1 (ko) * 2004-08-02 2008-07-09 에프. 호프만-라 로슈 아게 모노아민 산화효소 b 억제제로서 벤질옥시 유도체
CA2575018A1 (en) * 2004-08-02 2006-02-09 F. Hoffman-La Roche Ag Benzyloxy derivatives as maob inhibitors
CA2598762A1 (en) 2005-02-25 2006-08-31 F. Hoffmann-La Roche Ag Tablets with improved drug substance dispersibility
MX2007011154A (es) * 2005-03-15 2007-10-17 Hoffmann La Roche Metodo para preparar derivados de eter 4-pirrolidinofenilbencilico enantiomericamente puros.
US7501528B2 (en) * 2005-03-15 2009-03-10 Hoffmann-La Roche Inc. Method for preparing enantiomerically pure 4-pyrrolidino phenylbenzyl ether derivatives
TW200730494A (en) * 2005-10-10 2007-08-16 Glaxo Group Ltd Novel compounds
TW200728258A (en) 2005-10-10 2007-08-01 Glaxo Group Ltd Novel compounds
US7855218B2 (en) * 2005-10-10 2010-12-21 Convergence Pharmaceuticals Limited Compounds
CA2706017A1 (en) * 2007-03-30 2008-10-09 Jorge R. Barrio In vivo imaging of sulfotransferases
KR101220182B1 (ko) * 2009-02-25 2013-01-11 에스케이바이오팜 주식회사 치환된 아졸 유도체 화합물, 이를 포함하는 약제학적 조성물 및 이를 이용한 파킨슨씨 병 치료방법
CZ304053B6 (cs) * 2011-08-22 2013-09-04 Farmak, A. S. Zpusob prípravy 2-[4-[(methylamino)karbonyl]-1-H-pyrazol-1-yl]adenosinu monohydrátu
KR102018284B1 (ko) * 2013-02-28 2019-09-05 삼성디스플레이 주식회사 박막 트랜지스터 어레이 기판 및 이를 포함하는 유기 발광 표시 장치
EP2970125B1 (de) 2013-03-14 2018-07-18 Dart Neuroscience (Cayman) Ltd. Substituierte naphthyridin- und chinolinverbindungen als mao-inhibitoren
CZ305213B6 (cs) * 2013-04-29 2015-06-10 Farmak, A. S. Polymorf E 2-[4-[(methylamino)karbonyl]-1H-pyrazol-1-yl]adenosinu a způsob jeho přípravy
RU2016118748A (ru) * 2013-10-29 2017-12-05 Ф. Хоффманн-Ля Рош Аг Кристаллические формы производного пирролидона, полезные при лечении болезни альцгеймера, и их получение
EP3237379B1 (de) 2014-12-23 2022-04-06 Convergence Pharmaceuticals Limited Verfahren zur herstellung von alpha-carboxamid-pyrrolidinderivaten
WO2016156124A1 (en) 2015-03-27 2016-10-06 F. Hoffmann-La Roche Ag Pharmaceutical formulation comprising sembragiline
EP3689870B1 (de) 2017-09-27 2022-07-13 Kagoshima University Analgetikum unter verwendung eines pac1-rezeptor-antagonisten-arzneimittels
SG11202002706XA (en) 2017-10-05 2020-04-29 Biogen Inc Process for preparing alpha-carboxamide pyrolidine derivatives
CN108299272B (zh) * 2018-01-31 2019-10-18 福州大学 一种合成1-氯-2,2,2-三氟亚乙基取代咯酮化合物的方法
WO2019170115A1 (en) 2018-03-08 2019-09-12 Sunshine Lake Pharma Co., Ltd. Pyrrolidineamide derivatives and uses thereof
EP3932490A4 (de) 2019-02-27 2022-11-16 Kagoshima University Antipruritisches mittel unter verwendung von pac1-rezeptorantagonisten
EP4147701A4 (de) 2020-05-08 2024-06-12 Kagoshima University Antidepressivum/anxiolytisches arzneimittel mit pac1-rezeptorantagonist
CN112851561A (zh) * 2021-01-29 2021-05-28 南京艾美斐生物医药科技有限公司 一种nr6a1蛋白受体抑制剂及其制备和应用
WO2022268520A1 (de) 2021-06-21 2022-12-29 Bayer Aktiengesellschaft Verwendung von substituierten pyrrolidinonen oder deren salzen zur steigerung der stresstoleranz in pflanzen.

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Also Published As

Publication number Publication date
RU2005111974A (ru) 2006-01-20
JP2006510596A (ja) 2006-03-30
HRP20050263A2 (en) 2006-12-31
HK1084383A1 (en) 2006-07-28
AU2003273901A1 (en) 2004-04-08
AU2003267381B2 (en) 2009-08-27
ZA200501557B (en) 2005-09-08
BRPI0314631B1 (pt) 2018-04-17
DE60333202D1 (de) 2010-08-12
HK1083499A1 (en) 2006-07-07
CA2498785A1 (en) 2004-04-01
RU2323209C2 (ru) 2008-04-27
JP4335140B2 (ja) 2009-09-30
KR100676014B1 (ko) 2007-01-30
TWI337604B (en) 2011-02-21
AU2003267381A1 (en) 2004-04-08
PL376018A1 (en) 2005-12-12
US7037935B2 (en) 2006-05-02
AR041298A1 (es) 2005-05-11
ES2344557T3 (es) 2010-08-31
GT200300205A (es) 2004-04-29
NZ538049A (en) 2007-05-31
JP2006503833A (ja) 2006-02-02
US7235581B2 (en) 2007-06-26
CN1681777A (zh) 2005-10-12
MXPA05002878A (es) 2005-05-27
PE20050079A1 (es) 2005-03-01
JP4335141B2 (ja) 2009-09-30
PA8583501A1 (es) 2004-04-23
US20040116707A1 (en) 2004-06-17
RU2336267C2 (ru) 2008-10-20
PA8583001A1 (es) 2004-04-23
EP1542970B1 (de) 2010-06-30
AU2003270213A1 (en) 2004-04-08
NO20050701L (no) 2005-03-02
JO2605B1 (en) 2011-11-01
CN100400509C (zh) 2008-07-09
ATE472530T1 (de) 2010-07-15
EP1542969A1 (de) 2005-06-22
BR0314314A (pt) 2005-07-26
PL376021A1 (en) 2005-12-12
PT1542970E (pt) 2010-07-19
ZA200501137B (en) 2006-12-27
PE20050078A1 (es) 2005-02-28
US20040097578A1 (en) 2004-05-20
KR20050057450A (ko) 2005-06-16
AU2003270213B8 (en) 2009-03-05
RU2336268C2 (ru) 2008-10-20
HK1083498A1 (en) 2006-07-07
WO2004026826A1 (en) 2004-04-01
NO329754B1 (no) 2010-12-13
US20040106650A1 (en) 2004-06-03
CA2496756A1 (en) 2004-04-01
PE20050077A1 (es) 2005-03-01
KR20050057466A (ko) 2005-06-16
KR20050057456A (ko) 2005-06-16
PL376019A1 (en) 2005-12-12
US7122562B2 (en) 2006-10-17
CN100503562C (zh) 2009-06-24
TWI286132B (en) 2007-09-01
RU2005111968A (ru) 2006-11-10
CY1110745T1 (el) 2015-06-10
CA2496756C (en) 2012-01-10
TWI331994B (en) 2010-10-21
EP1542969B1 (de) 2010-03-03
EP1542970A1 (de) 2005-06-22
ZA200501311B (en) 2006-10-25
MY134480A (en) 2007-12-31
CN100383118C (zh) 2008-04-23
AR041299A1 (es) 2005-05-11
DK1542970T3 (da) 2010-08-02
CN1681779A (zh) 2005-10-12
MY133332A (en) 2007-11-30
CN1681778A (zh) 2005-10-12
RU2005111969A (ru) 2006-01-20
UY27993A1 (es) 2004-03-31
UY27991A1 (es) 2004-03-31
JP2006503834A (ja) 2006-02-02
US20060122235A1 (en) 2006-06-08
NZ538046A (en) 2007-08-31
BR0314631A (pt) 2005-08-02
US7151111B2 (en) 2006-12-19
NZ538048A (en) 2007-05-31
HRP20050262A2 (en) 2006-06-30
MXPA05002881A (es) 2005-05-27
PL216030B1 (pl) 2014-02-28
GT200300204A (es) 2004-04-29
TW200408624A (en) 2004-06-01
AR041297A1 (es) 2005-05-11
KR100681586B1 (ko) 2007-02-09
TW200413350A (en) 2004-08-01
ES2338646T3 (es) 2010-05-11
SI1542970T1 (sl) 2010-08-31
DE60331559D1 (de) 2010-04-15
KR100676015B1 (ko) 2007-01-30
NO20050652L (no) 2005-03-08
AU2003273901B2 (en) 2008-07-10
WO2004026825A1 (en) 2004-04-01
HRP20050261A2 (en) 2006-05-31
PA8583601A1 (es) 2004-09-16
TW200410935A (en) 2004-07-01
JO2604B1 (en) 2011-11-01
WO2004026827A1 (en) 2004-04-01
BR0314299A (pt) 2005-12-13
AU2003270213B2 (en) 2009-02-12
NO20050665L (no) 2005-04-18
EP1542971A1 (de) 2005-06-22
JP4335142B2 (ja) 2009-09-30
MY135696A (en) 2008-06-30
GT200300206A (es) 2004-04-29
NO330012B1 (no) 2011-02-07
HRP20050263B1 (hr) 2013-09-30
UY27990A1 (es) 2004-03-31
CA2498785C (en) 2011-07-26
CA2498335A1 (en) 2004-04-01
MXPA05002880A (es) 2005-05-27

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