RU2010138577A - ИНГИБИТОРЫ РЕЦЕПТОРА ХЕМОКИНА CxCR3 - Google Patents
ИНГИБИТОРЫ РЕЦЕПТОРА ХЕМОКИНА CxCR3 Download PDFInfo
- Publication number
- RU2010138577A RU2010138577A RU2010138577/04A RU2010138577A RU2010138577A RU 2010138577 A RU2010138577 A RU 2010138577A RU 2010138577/04 A RU2010138577/04 A RU 2010138577/04A RU 2010138577 A RU2010138577 A RU 2010138577A RU 2010138577 A RU2010138577 A RU 2010138577A
- Authority
- RU
- Russia
- Prior art keywords
- compound according
- optionally substituted
- lower alkyl
- alkyl
- independently represent
- Prior art date
Links
- 102000011963 CXCR3 Receptors Human genes 0.000 title 1
- 108010061300 CXCR3 Receptors Proteins 0.000 title 1
- 239000003112 inhibitor Substances 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract 22
- 125000000217 alkyl group Chemical group 0.000 claims abstract 18
- 229910052736 halogen Inorganic materials 0.000 claims abstract 7
- 125000003118 aryl group Chemical group 0.000 claims abstract 6
- -1 benzenesulfonamide compound Chemical class 0.000 claims abstract 6
- 125000000623 heterocyclic group Chemical group 0.000 claims abstract 6
- 150000001204 N-oxides Chemical class 0.000 claims abstract 5
- 239000000651 prodrug Substances 0.000 claims abstract 5
- 229940002612 prodrug Drugs 0.000 claims abstract 5
- 150000003839 salts Chemical class 0.000 claims abstract 5
- 239000012453 solvate Substances 0.000 claims abstract 5
- KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 claims abstract 4
- 150000002367 halogens Chemical class 0.000 claims abstract 4
- 125000005843 halogen group Chemical group 0.000 claims abstract 3
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims abstract 2
- 125000003545 alkoxy group Chemical group 0.000 claims abstract 2
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims abstract 2
- 125000004644 alkyl sulfinyl group Chemical group 0.000 claims abstract 2
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims abstract 2
- 125000004414 alkyl thio group Chemical group 0.000 claims abstract 2
- 125000003368 amide group Chemical group 0.000 claims abstract 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract 2
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims 3
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
- 102000009410 Chemokine receptor Human genes 0.000 claims 1
- 108050000299 Chemokine receptor Proteins 0.000 claims 1
- 239000000654 additive Substances 0.000 claims 1
- 230000000996 additive effect Effects 0.000 claims 1
- HONIICLYMWZJFZ-UHFFFAOYSA-N azetidine Chemical compound C1CNC1 HONIICLYMWZJFZ-UHFFFAOYSA-N 0.000 claims 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- 201000010099 disease Diseases 0.000 claims 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 1
- 230000001404 mediated effect Effects 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 125000004076 pyridyl group Chemical group 0.000 claims 1
- 125000000335 thiazolyl group Chemical group 0.000 claims 1
- 125000001544 thienyl group Chemical group 0.000 claims 1
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 abstract 1
- SRAWVJVPKDOSJQ-UHFFFAOYSA-N CC(Cc(cc1)ccc1Cl)NC(c(cc1)cc(NC(c2ccc[s]2)=O)c1N1CCN(CCN(C)C)CC1)=O Chemical compound CC(Cc(cc1)ccc1Cl)NC(c(cc1)cc(NC(c2ccc[s]2)=O)c1N1CCN(CCN(C)C)CC1)=O SRAWVJVPKDOSJQ-UHFFFAOYSA-N 0.000 description 1
- RXWDRKWOKQKRQX-UHFFFAOYSA-N CN(C)CCCN(CC1)CCN1c(ccc(C(NCCc(c(Cl)c1)ccc1Cl)=O)c1)c1NC(c1cc(Cl)ccc1)=O Chemical compound CN(C)CCCN(CC1)CCN1c(ccc(C(NCCc(c(Cl)c1)ccc1Cl)=O)c1)c1NC(c1cc(Cl)ccc1)=O RXWDRKWOKQKRQX-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/02—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements
- C07D295/027—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements containing only one hetero ring
- C07D295/033—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements containing only one hetero ring with the ring nitrogen atoms directly attached to carbocyclic rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/04—Drugs 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/06—Antiasthmatics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/06—Antipsoriatics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
-
- 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
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic 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
- C07D471/12—Heterocyclic 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 three hetero rings
- C07D471/20—Spiro-condensed systems
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pulmonology (AREA)
- Rheumatology (AREA)
- Dermatology (AREA)
- Neurology (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Neurosurgery (AREA)
- Biomedical Technology (AREA)
- Pain & Pain Management (AREA)
- Urology & Nephrology (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Immunology (AREA)
- Vascular Medicine (AREA)
- Physical Education & Sports Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
- Furan Compounds (AREA)
- Hydrogenated Pyridines (AREA)
- Pyridine Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pyrrole Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US2973808P | 2008-02-19 | 2008-02-19 | |
| US61/029,738 | 2008-02-19 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| RU2010138577A true RU2010138577A (ru) | 2012-03-27 |
Family
ID=40527535
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2010138577/04A RU2010138577A (ru) | 2008-02-19 | 2009-02-18 | ИНГИБИТОРЫ РЕЦЕПТОРА ХЕМОКИНА CxCR3 |
Country Status (25)
| Country | Link |
|---|---|
| US (1) | US8268828B2 (enExample) |
| EP (1) | EP2262784B1 (enExample) |
| JP (1) | JP2011512412A (enExample) |
| KR (1) | KR20100123835A (enExample) |
| CN (1) | CN102007108A (enExample) |
| AR (1) | AR070430A1 (enExample) |
| AU (1) | AU2009215643A1 (enExample) |
| BR (1) | BRPI0908815A2 (enExample) |
| CA (1) | CA2715557A1 (enExample) |
| CL (1) | CL2009000368A1 (enExample) |
| CO (1) | CO6241113A2 (enExample) |
| CR (1) | CR11604A (enExample) |
| DO (1) | DOP2010000254A (enExample) |
| EC (1) | ECSP10010409A (enExample) |
| IL (1) | IL207597A0 (enExample) |
| MA (1) | MA32191B1 (enExample) |
| MX (1) | MX2010008397A (enExample) |
| NI (1) | NI201000132A (enExample) |
| NZ (1) | NZ587380A (enExample) |
| PE (1) | PE20091576A1 (enExample) |
| RU (1) | RU2010138577A (enExample) |
| SV (1) | SV2010003648A (enExample) |
| TW (1) | TW200948791A (enExample) |
| WO (1) | WO2009105435A1 (enExample) |
| ZA (1) | ZA201005314B (enExample) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PE20091576A1 (es) | 2008-02-19 | 2009-11-05 | Sanofi Aventis | DERIVADOS DE 3-(AMIDO O SULFAMIDO)-4-(4-AZINIL SUSTITUIDO)BENZAMIDA COMO INHIBIDORES DEL RECEPTOR DE QUIMIOQUINAS CxCR3 |
| EP2424840B1 (en) | 2009-04-27 | 2014-08-06 | Boehringer Ingelheim International GmbH | Cxcr3 receptor antagonists |
| WO2011084985A1 (en) * | 2010-01-07 | 2011-07-14 | Boehringer Ingelheim International Gmbh | Cxcr3 receptor antagonists |
| KR101251788B1 (ko) | 2010-12-06 | 2013-04-08 | 기아자동차주식회사 | 차량 연비 정보 단말표시 시스템 및 그 방법 |
| ES2649995T3 (es) | 2011-07-18 | 2018-01-16 | Merck Patent Gmbh | Benzamidas |
| EP2601950A1 (en) | 2011-12-06 | 2013-06-12 | Sanofi | Cycloalkane carboxylic acid derivatives as CXCR3 receptor antagonists |
| WO2013106409A1 (en) | 2012-01-10 | 2013-07-18 | Merck Patent Gmbh | Benzamide derivatives as modulators of the follicle stimulating hormone |
| CN104093715B (zh) | 2012-02-02 | 2017-04-26 | 埃科特莱茵药品有限公司 | 4‑(苯并咪唑‑2‑基)‑噻唑化合物及相关氮杂衍生物 |
| EP2666769A1 (en) | 2012-05-23 | 2013-11-27 | Sanofi | Substituted B-amino acid derivatives as CXCR3 receptor antagonist |
| MX363432B (es) | 2013-07-22 | 2019-03-22 | Idorsia Pharmaceuticals Ltd | Derivados 1-(piperazin-1-il)-2-([1,2,4]triazol-1-il)-etanona. |
| AR099789A1 (es) | 2014-03-24 | 2016-08-17 | Actelion Pharmaceuticals Ltd | Derivados de 8-(piperazin-1-il)-1,2,3,4-tetrahidro-isoquinolina |
| SG10201901192TA (en) * | 2014-09-10 | 2019-03-28 | Epizyme Inc | Smyd inhibitors |
| EA032927B1 (ru) | 2015-01-15 | 2019-08-30 | Идорсия Фармасьютиклз Лтд | Производные гидроксиалкилпиперазина в качестве модуляторов cxcr3 рецептора |
| AR103399A1 (es) | 2015-01-15 | 2017-05-10 | Actelion Pharmaceuticals Ltd | Derivados de (r)-2-metil-piperazina como moduladores del receptor cxcr3 |
| FI3600312T3 (fi) * | 2017-03-26 | 2023-07-25 | Takeda Pharmaceuticals Co | Piperidinyyli- ja piperatsinyylisubstituoituja heteroaromaattisia karboksamideja gpr6:n modulaattoreina |
| CN115974766B (zh) * | 2023-01-04 | 2025-05-16 | 中国药科大学 | N-苄基-3-苯基酰胺类衍生物、包含其的药物组合物及其应用 |
| CN116410159B (zh) * | 2023-06-09 | 2023-08-22 | 济南国鼎医药科技有限公司 | 一种恩曲替尼中间体的制备方法及其应用 |
Family Cites Families (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3719660A (en) | 1969-06-13 | 1973-03-06 | Takeda Chemical Industries Ltd | 2-furfurylthioinosine-5'-phosphate compounds |
| US3840556A (en) | 1971-05-28 | 1974-10-08 | Lilly Co Eli | Penicillin conversion by halogen electrophiles and anti-bacterials derived thereby |
| US6124319A (en) | 1997-01-21 | 2000-09-26 | Merck & Co., Inc. | 3,3-disubstituted piperidines as modulators of chemokine receptor activity |
| US6469002B1 (en) | 2001-04-19 | 2002-10-22 | Millennium Pharmaceuticals, Inc. | Imidazolidine compounds |
| US6794379B2 (en) | 2001-06-06 | 2004-09-21 | Tularik Inc. | CXCR3 antagonists |
| GB0203994D0 (en) | 2002-02-20 | 2002-04-03 | Celltech R&D Ltd | Chemical compounds |
| US20050272936A1 (en) | 2002-06-03 | 2005-12-08 | Axten Jeffrey M | Imidazolium cxcr3 inhibitors |
| US6734659B1 (en) | 2002-06-13 | 2004-05-11 | Mykrolis Corporation | Electronic interface for use with dual electrode capacitance diaphragm gauges |
| EP1853587B1 (en) * | 2005-02-16 | 2011-08-03 | Schering Corporation | Novel heterocyclic substituted pyridine or phenyl compounds with cxcr3 antagonist activity |
| WO2006088919A2 (en) | 2005-02-16 | 2006-08-24 | Schering Corporation | Pyridyl and phenyl substituted piperazine-piperidines with cxcr3 antagonist activity |
| KR20070107060A (ko) | 2005-02-16 | 2007-11-06 | 쉐링 코포레이션 | Ｃｘｃｒ3 길항제 활성을 갖는 피라지닐 치환된피페라진-피페리딘 |
| US20080312215A1 (en) * | 2005-06-28 | 2008-12-18 | Pharmacopeia Drug Discovery, Inc. | Substituted [1,4]-diazepanes as CXCR3 antagonists and their use in the treatment of inflammatory disorders |
| ES2382163T3 (es) | 2005-10-11 | 2012-06-05 | Schering Corporation | Compuestos heterocíclicos sustituidos con actividad antagonista de CXCR3 |
| WO2007064553A2 (en) | 2005-11-29 | 2007-06-07 | Merck & Co., Inc. | Thiazole derivatives as cxcr3 receptor modulators |
| AU2007227425A1 (en) | 2006-03-21 | 2007-09-27 | Pharmacopeia, Inc. | Heterocyclic substituted pyridine compounds with CXCR3 antagonist activity |
| CN101516869A (zh) | 2006-07-14 | 2009-08-26 | 先灵公司 | 具有cxcr3拮抗剂活性的杂环取代的哌嗪化合物 |
| PE20091576A1 (es) | 2008-02-19 | 2009-11-05 | Sanofi Aventis | DERIVADOS DE 3-(AMIDO O SULFAMIDO)-4-(4-AZINIL SUSTITUIDO)BENZAMIDA COMO INHIBIDORES DEL RECEPTOR DE QUIMIOQUINAS CxCR3 |
-
2009
- 2009-02-17 PE PE2009000232A patent/PE20091576A1/es not_active Application Discontinuation
- 2009-02-18 CN CN2009801138321A patent/CN102007108A/zh active Pending
- 2009-02-18 MX MX2010008397A patent/MX2010008397A/es not_active Application Discontinuation
- 2009-02-18 BR BRPI0908815A patent/BRPI0908815A2/pt not_active IP Right Cessation
- 2009-02-18 JP JP2010547712A patent/JP2011512412A/ja active Pending
- 2009-02-18 AU AU2009215643A patent/AU2009215643A1/en not_active Abandoned
- 2009-02-18 AR ARP090100561A patent/AR070430A1/es not_active Application Discontinuation
- 2009-02-18 CL CL2009000368A patent/CL2009000368A1/es unknown
- 2009-02-18 WO PCT/US2009/034340 patent/WO2009105435A1/en not_active Ceased
- 2009-02-18 KR KR1020107018467A patent/KR20100123835A/ko not_active Withdrawn
- 2009-02-18 EP EP09711984.6A patent/EP2262784B1/en active Active
- 2009-02-18 RU RU2010138577/04A patent/RU2010138577A/ru not_active Application Discontinuation
- 2009-02-18 CA CA2715557A patent/CA2715557A1/en not_active Abandoned
- 2009-02-18 NZ NZ587380A patent/NZ587380A/en not_active IP Right Cessation
- 2009-02-19 TW TW098105199A patent/TW200948791A/zh unknown
-
2010
- 2010-07-26 ZA ZA2010/05314A patent/ZA201005314B/en unknown
- 2010-07-28 CR CR11604A patent/CR11604A/es not_active Application Discontinuation
- 2010-07-29 NI NI201000132A patent/NI201000132A/es unknown
- 2010-08-06 US US12/852,076 patent/US8268828B2/en active Active
- 2010-08-12 IL IL207597A patent/IL207597A0/en unknown
- 2010-08-18 DO DO2010000254A patent/DOP2010000254A/es unknown
- 2010-08-18 SV SV2010003648A patent/SV2010003648A/es not_active Application Discontinuation
- 2010-08-18 EC EC2010010409A patent/ECSP10010409A/es unknown
- 2010-08-19 CO CO10102315A patent/CO6241113A2/es not_active Application Discontinuation
- 2010-09-13 MA MA33173A patent/MA32191B1/fr unknown
Also Published As
| Publication number | Publication date |
|---|---|
| AU2009215643A1 (en) | 2009-08-27 |
| BRPI0908815A2 (pt) | 2019-09-24 |
| WO2009105435A1 (en) | 2009-08-27 |
| CA2715557A1 (en) | 2009-08-27 |
| ZA201005314B (en) | 2011-03-30 |
| CO6241113A2 (es) | 2011-01-20 |
| TW200948791A (en) | 2009-12-01 |
| EP2262784B1 (en) | 2014-04-16 |
| SV2010003648A (es) | 2011-01-31 |
| US8268828B2 (en) | 2012-09-18 |
| PE20091576A1 (es) | 2009-11-05 |
| EP2262784A1 (en) | 2010-12-22 |
| ECSP10010409A (es) | 2010-09-30 |
| CL2009000368A1 (es) | 2009-06-26 |
| MA32191B1 (fr) | 2011-04-01 |
| NI201000132A (es) | 2011-03-16 |
| KR20100123835A (ko) | 2010-11-25 |
| NZ587380A (en) | 2011-09-30 |
| CR11604A (es) | 2010-10-05 |
| MX2010008397A (es) | 2010-08-23 |
| DOP2010000254A (es) | 2010-08-31 |
| CN102007108A (zh) | 2011-04-06 |
| AR070430A1 (es) | 2010-04-07 |
| IL207597A0 (en) | 2010-12-30 |
| JP2011512412A (ja) | 2011-04-21 |
| US20100305088A1 (en) | 2010-12-02 |
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