AR071245A1 - Derivados de piperidina como antagonistas de receptores muscarinicos, procesos de obtencion y composiciones farmaceuticas - Google Patents
Derivados de piperidina como antagonistas de receptores muscarinicos, procesos de obtencion y composiciones farmaceuticasInfo
- Publication number
- AR071245A1 AR071245A1 ARP080103926A ARP080103926A AR071245A1 AR 071245 A1 AR071245 A1 AR 071245A1 AR P080103926 A ARP080103926 A AR P080103926A AR P080103926 A ARP080103926 A AR P080103926A AR 071245 A1 AR071245 A1 AR 071245A1
- Authority
- AR
- Argentina
- Prior art keywords
- alkyl
- alkoxy
- cycloalkyl
- heterocycloalkyl
- heteroaryl
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 2
- 239000008194 pharmaceutical composition Substances 0.000 title abstract 2
- 102000014415 Muscarinic acetylcholine receptor Human genes 0.000 title 1
- 108050003473 Muscarinic acetylcholine receptor Proteins 0.000 title 1
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical class C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 title 1
- 239000005557 antagonist Substances 0.000 title 1
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 abstract 28
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 20
- 125000004890 (C1-C6) alkylamino group Chemical group 0.000 abstract 15
- 125000000592 heterocycloalkyl group Chemical group 0.000 abstract 13
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 abstract 12
- 125000003545 alkoxy group Chemical group 0.000 abstract 12
- 150000001875 compounds Chemical class 0.000 abstract 11
- 150000002431 hydrogen Chemical group 0.000 abstract 9
- 229910052739 hydrogen Inorganic materials 0.000 abstract 9
- 239000001257 hydrogen Substances 0.000 abstract 9
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 abstract 8
- 125000003320 C2-C6 alkenyloxy group Chemical group 0.000 abstract 8
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 abstract 8
- 125000000217 alkyl group Chemical group 0.000 abstract 8
- 125000005133 alkynyloxy group Chemical group 0.000 abstract 8
- 125000000000 cycloalkoxy group Chemical group 0.000 abstract 8
- 150000003839 salts Chemical class 0.000 abstract 5
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 abstract 4
- 229910052736 halogen Inorganic materials 0.000 abstract 4
- 150000002367 halogens Chemical class 0.000 abstract 4
- 125000001072 heteroaryl group Chemical group 0.000 abstract 4
- 239000000203 mixture Substances 0.000 abstract 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 4
- 125000005119 alkyl cycloalkyl group Chemical group 0.000 abstract 3
- -1 C2- alkenyl 6 Chemical group 0.000 abstract 2
- 125000000041 C6-C10 aryl group Chemical group 0.000 abstract 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 abstract 2
- SEEBTWYJDVPAJW-SFTDATJTSA-N (3as,7as)-3-[1-[1-(cyclopropanecarbonyl)-4-propylpiperidin-4-yl]piperidin-4-yl]-3a,4,5,6,7,7a-hexahydro-1h-benzimidazol-2-one Chemical compound C1CC(CCC)(N2CCC(CC2)N2C(N[C@H]3CCCC[C@@H]32)=O)CCN1C(=O)C1CC1 SEEBTWYJDVPAJW-SFTDATJTSA-N 0.000 abstract 1
- CSWBDTJPSOHXDP-APTPAJQOSA-N C(C)C(=O)O.O=C1N[C@@H]2[C@@H](N1C1CCN(CC1)C1(CCNCC1)CCC)CCCC2 Chemical compound C(C)C(=O)O.O=C1N[C@@H]2[C@@H](N1C1CCN(CC1)C1(CCNCC1)CCC)CCCC2 CSWBDTJPSOHXDP-APTPAJQOSA-N 0.000 abstract 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical class ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 abstract 1
- SSJXIUAHEKJCMH-UHFFFAOYSA-N cyclohexane-1,2-diamine Chemical compound NC1CCCCC1N SSJXIUAHEKJCMH-UHFFFAOYSA-N 0.000 abstract 1
- 150000003053 piperidines Chemical class 0.000 abstract 1
- 238000002560 therapeutic procedure Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- 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
-
- 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
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- 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
- A61P25/18—Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
-
- 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
- A61P25/22—Anxiolytics
-
- 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
- A61P25/24—Antidepressants
-
- 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
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/68—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings 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
- C07D211/72—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings 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, directly attached to ring carbon atoms
- C07D211/74—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Biomedical Technology (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Psychiatry (AREA)
- Pain & Pain Management (AREA)
- Hospice & Palliative Care (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Hydrogenated Pyridines (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US97128807P | 2007-09-11 | 2007-09-11 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR071245A1 true AR071245A1 (es) | 2010-06-09 |
Family
ID=40011174
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP080103926A AR071245A1 (es) | 2007-09-11 | 2008-09-10 | Derivados de piperidina como antagonistas de receptores muscarinicos, procesos de obtencion y composiciones farmaceuticas |
Country Status (18)
| Country | Link |
|---|---|
| US (1) | US8119661B2 (enExample) |
| EP (1) | EP2197843B1 (enExample) |
| JP (1) | JP2010539151A (enExample) |
| KR (1) | KR20100052528A (enExample) |
| CN (1) | CN101874020B (enExample) |
| AR (1) | AR071245A1 (enExample) |
| AT (1) | ATE539056T1 (enExample) |
| AU (1) | AU2008299604A1 (enExample) |
| BR (1) | BRPI0816331A2 (enExample) |
| CA (1) | CA2699286A1 (enExample) |
| CL (1) | CL2008002689A1 (enExample) |
| ES (1) | ES2377772T3 (enExample) |
| MX (1) | MX2010002584A (enExample) |
| PE (1) | PE20091090A1 (enExample) |
| RU (1) | RU2010110036A (enExample) |
| TW (1) | TW200924766A (enExample) |
| UY (1) | UY31334A1 (enExample) |
| WO (1) | WO2009034380A1 (enExample) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TW200815405A (en) * | 2006-06-09 | 2008-04-01 | Astrazeneca Ab | Novel compounds |
| TW200813018A (en) * | 2006-06-09 | 2008-03-16 | Astrazeneca Ab | Novel compounds |
| US20090221642A1 (en) * | 2008-03-03 | 2009-09-03 | Astrazeneca Ab | Muscarinic receptor agonists, compositions, methods of treatment thereof, and processes for preparation thereof-176 |
| US20090275574A1 (en) * | 2008-05-05 | 2009-11-05 | Astrazeneca Ab | Novel compounds-300 |
| IN2014KN01075A (enExample) * | 2011-11-18 | 2015-10-09 | Heptares Therapeutics Ltd | |
| JP6204476B2 (ja) * | 2012-09-18 | 2017-09-27 | ヘプタレス セラピューティックス リミテッド | ムスカリンｍ１受容体作動薬としての二環式アザ化合物 |
| WO2014122474A1 (en) | 2013-02-07 | 2014-08-14 | Takeda Pharmaceutical Company Limited | Piperidin-1 -yl and azepin-1 -yl carboxylates as muscarinic m4 receptor agonists |
| GB2519470A (en) * | 2013-09-18 | 2015-04-22 | Heptares Therapeutics Ltd | Bicyclic aza compounds as muscarinic M1 receptor agonists |
| FI3406609T3 (fi) | 2014-02-06 | 2024-09-10 | Nxera Pharma Uk Ltd | Bisyklisiä atsayhdisteitä muskariinireseptorin agonisteina |
| GB201404922D0 (en) | 2014-03-19 | 2014-04-30 | Heptares Therapeutics Ltd | Pharmaceutical compounds |
| GB201513743D0 (en) | 2015-08-03 | 2015-09-16 | Heptares Therapeutics Ltd | Muscarinic agonists |
| GB201519352D0 (en) | 2015-11-02 | 2015-12-16 | Heptares Therapeutics Ltd | Pharmaceutical compounds |
| GB201617454D0 (en) | 2016-10-14 | 2016-11-30 | Heptares Therapeutics Limited | Pharmaceutical compounds |
| GB201810239D0 (en) | 2018-06-22 | 2018-08-08 | Heptares Therapeutics Ltd | Pharmaceutical compounds |
| GB201819961D0 (en) | 2018-12-07 | 2019-01-23 | Heptares Therapeutics Ltd | Pharmaceutical compounds |
| GB201819960D0 (en) | 2018-12-07 | 2019-01-23 | Heptares Therapeutics Ltd | Pharmaceutical compounds |
| GB202020191D0 (en) | 2020-12-18 | 2021-02-03 | Heptares Therapeutics Ltd | Pharmaceutical compounds |
Family Cites Families (38)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3066434D1 (en) | 1979-11-21 | 1984-03-08 | Kyowa Hakko Kogyo Kk | Novel piperidine derivatives, method for the preparation thereof and pharmaceutical compositions containing them |
| DE4302051A1 (de) | 1993-01-26 | 1994-07-28 | Thomae Gmbh Dr K | 5-gliedrige Heterocyclen, Verfahren zu ihrer Herstellung und diese Verbindungen enthaltende Arzneimittel |
| DE69430483D1 (de) | 1993-07-16 | 2002-05-29 | Merck & Co Inc | Benzoxazinon- und Benzopyrimidinon- piperidinyl-Verbindungen als tokolytische Oxytocin-Rezeptor-Antagonisten |
| JP2002515008A (ja) | 1994-10-27 | 2002-05-21 | メルク エンド カンパニー インコーポレーテッド | ムスカリン・アンタゴニスト |
| WO1997016192A1 (en) | 1995-10-31 | 1997-05-09 | Merck & Co., Inc. | Muscarine antagonists |
| US5756508A (en) | 1995-10-31 | 1998-05-26 | Merck & Co., Inc. | Muscarine antagonists |
| US5756497A (en) | 1996-03-01 | 1998-05-26 | Merck & Co., Inc. | Tocolytic oxytocin receptor antagonists |
| ATE266673T1 (de) | 1996-09-10 | 2004-05-15 | Boehringer Ingelheim Pharma | Abgewandelte aminosäuren, diese verbindungen enthaltende arzneimittel und verfahren zu ihrer herstellung |
| JPH10158192A (ja) | 1996-10-03 | 1998-06-16 | Eisai Co Ltd | 移植片対宿主疾患（ｇｖｈｄ）の治療および臓器移植時の移植片拒絶反応抑制のための医薬組成物 |
| SE9704546D0 (sv) | 1997-12-05 | 1997-12-05 | Astra Pharma Prod | Novel compounds |
| WO1999032481A1 (en) | 1997-12-23 | 1999-07-01 | Alcon Laboratories, Inc. | Muscarinic agents and use thereof to treat glaucoma, myopia and various other conditions |
| EP1049689B1 (en) | 1998-01-19 | 2002-06-26 | Pfizer Inc. | 4-(2-keto-1-benzimidazolinyl)piperidine compounds as orl1-receptor agonists |
| MA26659A1 (fr) | 1998-08-06 | 2004-12-20 | Pfizer | Dérivés de benzimidazole nouveaux, compositions pharmaceutiques les contenant et procédé pour leur préparation. |
| JP2000323278A (ja) | 1999-05-14 | 2000-11-24 | Toray Ind Inc | 発光素子 |
| DE60013464T2 (de) | 1999-10-13 | 2005-09-15 | Banyu Pharmaceutical Co., Ltd. | Substituierte imidazolin-derivate |
| SE9904652D0 (sv) | 1999-12-17 | 1999-12-17 | Astra Pharma Prod | Novel Compounds |
| WO2002014315A2 (en) | 2000-08-14 | 2002-02-21 | Ortho Mcneil Pharmaceutical, Inc. | Substituted pyrazoles |
| JP2002302675A (ja) | 2001-04-06 | 2002-10-18 | Fuji Photo Film Co Ltd | 液晶組成物、それを用いた液晶素子およびアゾ化合物 |
| CN100352816C (zh) | 2001-04-18 | 2007-12-05 | 欧罗赛铁克股份有限公司 | 伤害感受肽类似物 |
| ATE403431T1 (de) | 2001-04-18 | 2008-08-15 | Euro Celtique Sa | Benzimidazolon-verbindungen |
| CA2444595A1 (en) | 2001-04-20 | 2002-10-31 | Banyu Pharmaceutical Co., Ltd. | Benzimidazolone derivatives |
| AR036366A1 (es) * | 2001-08-29 | 2004-09-01 | Schering Corp | Derivados de piperidina utiles como antagonistas de ccr5, composiciones farmaceuticas, el uso de dichos derivados para la fabricación de un medicamento y un kit |
| WO2004089942A2 (en) | 2001-10-02 | 2004-10-21 | Acadia Pharmaceuticals Inc. | Benzimidazolidinone derivatives as muscarinic agents |
| WO2003037890A2 (en) | 2001-11-01 | 2003-05-08 | Icagen, Inc. | Piperidines |
| RU2323935C2 (ru) | 2002-04-18 | 2008-05-10 | Шеринг Корпорейшн | Производные бензимидазола, их применение и фармацевтическая композиция на их основе, обладающая свойствами антагониста рецептора гистамина h3 |
| US7279490B2 (en) | 2002-06-17 | 2007-10-09 | Merck & Co, Inc. | Ophthalmic compositions for treating ocular hypertension |
| WO2004069828A1 (ja) | 2003-02-04 | 2004-08-19 | Mitsubishi Pharma Corporation | ピペリジン化合物およびその医薬用途 |
| JP2006525357A (ja) | 2003-04-30 | 2006-11-09 | ジ インスチチュート フォー ファーマシューティカル ディスカバリー、エルエルシー | プロテインチロシンホスファターゼ阻害物質としての置換ヘテロアリール類 |
| ATE520683T1 (de) * | 2003-11-03 | 2011-09-15 | Schering Corp | Als inhibitoren von chemokinrezeptoren geeignete bipiperidinylderivate |
| WO2005060711A2 (en) | 2003-12-19 | 2005-07-07 | Elixir Pharmaceuticals, Inc. | Methods of treating a disorder |
| WO2005060947A2 (en) | 2003-12-19 | 2005-07-07 | Sri International | Agonist and antagonist ligands of the nociceptin receptor |
| MXPA06013842A (es) | 2004-05-28 | 2007-03-01 | Vertex Pharma | Moduladores de receptores muscarinicos. |
| MX2007002886A (es) | 2004-09-13 | 2007-05-16 | Ono Pharmaceutical Co | Derivado heterociclico que contiene nitrogeno y un farmaco que contiene el mismo como el ingrediente activo. |
| CA2581930A1 (en) | 2004-09-27 | 2006-04-06 | Jane Trepel | Modulating mxa expression |
| WO2006038594A1 (ja) | 2004-10-04 | 2006-04-13 | Ono Pharmaceutical Co., Ltd. | Ｎ型カルシウムチャネル阻害薬 |
| WO2006130469A1 (en) | 2005-05-27 | 2006-12-07 | Oregon Health & Science University | Stimulation of neurite outgrowth by small molecules |
| EP1937670A1 (en) | 2005-09-30 | 2008-07-02 | Glaxo Group Limited | Benzimidazolones which have activity at m1 receptor |
| TW200813018A (en) | 2006-06-09 | 2008-03-16 | Astrazeneca Ab | Novel compounds |
-
2008
- 2008-09-08 US US12/205,968 patent/US8119661B2/en not_active Expired - Fee Related
- 2008-09-09 CN CN2008801155657A patent/CN101874020B/zh not_active Expired - Fee Related
- 2008-09-09 BR BRPI0816331 patent/BRPI0816331A2/pt not_active Application Discontinuation
- 2008-09-09 RU RU2010110036/04A patent/RU2010110036A/ru unknown
- 2008-09-09 CA CA2699286A patent/CA2699286A1/en not_active Abandoned
- 2008-09-09 ES ES08806636T patent/ES2377772T3/es active Active
- 2008-09-09 AU AU2008299604A patent/AU2008299604A1/en not_active Abandoned
- 2008-09-09 AT AT08806636T patent/ATE539056T1/de active
- 2008-09-09 TW TW097134582A patent/TW200924766A/zh unknown
- 2008-09-09 JP JP2010524582A patent/JP2010539151A/ja active Pending
- 2008-09-09 KR KR1020107005282A patent/KR20100052528A/ko not_active Withdrawn
- 2008-09-09 EP EP08806636A patent/EP2197843B1/en not_active Not-in-force
- 2008-09-09 WO PCT/GB2008/050802 patent/WO2009034380A1/en not_active Ceased
- 2008-09-09 MX MX2010002584A patent/MX2010002584A/es not_active Application Discontinuation
- 2008-09-10 UY UY31334A patent/UY31334A1/es unknown
- 2008-09-10 CL CL2008002689A patent/CL2008002689A1/es unknown
- 2008-09-10 AR ARP080103926A patent/AR071245A1/es unknown
- 2008-09-11 PE PE2008001586A patent/PE20091090A1/es not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| ES2377772T3 (es) | 2012-03-30 |
| AU2008299604A1 (en) | 2009-03-19 |
| CL2008002689A1 (es) | 2009-11-27 |
| BRPI0816331A2 (pt) | 2015-04-14 |
| UY31334A1 (es) | 2009-04-30 |
| JP2010539151A (ja) | 2010-12-16 |
| CA2699286A1 (en) | 2009-03-19 |
| CN101874020A (zh) | 2010-10-27 |
| ATE539056T1 (de) | 2012-01-15 |
| WO2009034380A1 (en) | 2009-03-19 |
| EP2197843A1 (en) | 2010-06-23 |
| MX2010002584A (es) | 2010-03-26 |
| EP2197843B1 (en) | 2011-12-28 |
| TW200924766A (en) | 2009-06-16 |
| RU2010110036A (ru) | 2011-10-20 |
| US20090076078A1 (en) | 2009-03-19 |
| PE20091090A1 (es) | 2009-08-27 |
| US8119661B2 (en) | 2012-02-21 |
| KR20100052528A (ko) | 2010-05-19 |
| CN101874020B (zh) | 2012-11-07 |
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