RU2012146086A - Способ получения производных сульфонамидобензофурана - Google Patents
Способ получения производных сульфонамидобензофурана Download PDFInfo
- Publication number
- RU2012146086A RU2012146086A RU2012146086/04A RU2012146086A RU2012146086A RU 2012146086 A RU2012146086 A RU 2012146086A RU 2012146086/04 A RU2012146086/04 A RU 2012146086/04A RU 2012146086 A RU2012146086 A RU 2012146086A RU 2012146086 A RU2012146086 A RU 2012146086A
- Authority
- RU
- Russia
- Prior art keywords
- general formula
- alkaline agent
- palladium compound
- imidazolyl
- dibenzylideneacetone
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title 1
- 238000000034 method Methods 0.000 claims abstract 21
- 125000000217 alkyl group Chemical group 0.000 claims abstract 7
- 239000003795 chemical substances by application Substances 0.000 claims abstract 6
- 150000002941 palladium compounds Chemical class 0.000 claims abstract 6
- 150000001907 coumarones Chemical class 0.000 claims abstract 5
- CYPYTURSJDMMMP-WVCUSYJESA-N (1e,4e)-1,5-diphenylpenta-1,4-dien-3-one;palladium Chemical compound [Pd].[Pd].C=1C=CC=CC=1\C=C\C(=O)\C=C\C1=CC=CC=C1.C=1C=CC=CC=1\C=C\C(=O)\C=C\C1=CC=CC=C1.C=1C=CC=CC=1\C=C\C(=O)\C=C\C1=CC=CC=C1 CYPYTURSJDMMMP-WVCUSYJESA-N 0.000 claims abstract 4
- 125000003118 aryl group Chemical group 0.000 claims abstract 4
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims abstract 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract 4
- 125000002883 imidazolyl group Chemical group 0.000 claims abstract 4
- 239000003446 ligand Substances 0.000 claims abstract 4
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims abstract 4
- UKSZBOKPHAQOMP-SVLSSHOZSA-N (1e,4e)-1,5-diphenylpenta-1,4-dien-3-one;palladium Chemical compound [Pd].C=1C=CC=CC=1\C=C\C(=O)\C=C\C1=CC=CC=C1.C=1C=CC=CC=1\C=C\C(=O)\C=C\C1=CC=CC=C1 UKSZBOKPHAQOMP-SVLSSHOZSA-N 0.000 claims abstract 2
- HFFXLYHRNRKAPM-UHFFFAOYSA-N 2,4,5-trichloro-n-(5-methyl-1,2-oxazol-3-yl)benzenesulfonamide Chemical compound O1C(C)=CC(NS(=O)(=O)C=2C(=CC(Cl)=C(Cl)C=2)Cl)=N1 HFFXLYHRNRKAPM-UHFFFAOYSA-N 0.000 claims abstract 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims abstract 2
- 229910000288 alkali metal carbonate Inorganic materials 0.000 claims abstract 2
- 150000008041 alkali metal carbonates Chemical class 0.000 claims abstract 2
- 229910000318 alkali metal phosphate Inorganic materials 0.000 claims abstract 2
- 230000015572 biosynthetic process Effects 0.000 claims abstract 2
- 229910052794 bromium Inorganic materials 0.000 claims abstract 2
- 230000003197 catalytic effect Effects 0.000 claims abstract 2
- 229910052801 chlorine Inorganic materials 0.000 claims abstract 2
- 239000000460 chlorine Substances 0.000 claims abstract 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims abstract 2
- 150000001875 compounds Chemical class 0.000 claims abstract 2
- SACNIGZYDTUHKB-UHFFFAOYSA-N ditert-butyl-[2-[2,4,6-tri(propan-2-yl)phenyl]phenyl]phosphane Chemical group CC(C)C1=CC(C(C)C)=CC(C(C)C)=C1C1=CC=CC=C1P(C(C)(C)C)C(C)(C)C SACNIGZYDTUHKB-UHFFFAOYSA-N 0.000 claims abstract 2
- 229910052740 iodine Chemical group 0.000 claims abstract 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract 2
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract 2
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 claims abstract 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims 2
- 239000002904 solvent Substances 0.000 claims 2
- LWIHDJKSTIGBAC-UHFFFAOYSA-K tripotassium phosphate Chemical group [K+].[K+].[K+].[O-]P([O-])([O-])=O LWIHDJKSTIGBAC-UHFFFAOYSA-K 0.000 claims 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims 1
- FJDQFPXHSGXQBY-UHFFFAOYSA-L caesium carbonate Chemical compound [Cs+].[Cs+].[O-]C([O-])=O FJDQFPXHSGXQBY-UHFFFAOYSA-L 0.000 claims 1
- 229910000024 caesium carbonate Inorganic materials 0.000 claims 1
- 125000000532 dioxanyl group Chemical group 0.000 claims 1
- 229910000027 potassium carbonate Inorganic materials 0.000 claims 1
- 229910000404 tripotassium phosphate Inorganic materials 0.000 claims 1
- 235000019798 tripotassium phosphate Nutrition 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
- C07D307/79—Benzo [b] furans; Hydrogenated benzo [b] furans with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
- B01J23/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals of the platinum group metals
- B01J23/44—Palladium
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B45/00—Formation or introduction of functional groups containing sulfur
- C07B45/04—Formation or introduction of functional groups containing sulfur of sulfonyl or sulfinyl groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
- C07D307/79—Benzo [b] furans; Hydrogenated benzo [b] furans with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
- C07D307/81—Radicals substituted by nitrogen atoms not forming part of a nitro radical
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Plural Heterocyclic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Furan Compounds (AREA)
- Catalysts (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR1052334A FR2958290B1 (fr) | 2010-03-30 | 2010-03-30 | Procede de preparation de derives de sulfonamido-benzofurane |
| FR1052334 | 2010-03-30 | ||
| PCT/FR2011/050707 WO2011124827A1 (fr) | 2010-03-30 | 2011-03-30 | Procede de preparation de derives de sulfonamido-benzofurane |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| RU2012146086A true RU2012146086A (ru) | 2014-05-10 |
Family
ID=43430902
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2012146086/04A RU2012146086A (ru) | 2010-03-30 | 2011-03-30 | Способ получения производных сульфонамидобензофурана |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US9334254B2 (enExample) |
| EP (1) | EP2552899A1 (enExample) |
| JP (1) | JP2013523699A (enExample) |
| KR (1) | KR20130018809A (enExample) |
| CN (1) | CN102933568A (enExample) |
| AU (1) | AU2011236671A1 (enExample) |
| BR (1) | BR112012024792A2 (enExample) |
| CA (1) | CA2794436A1 (enExample) |
| FR (1) | FR2958290B1 (enExample) |
| IL (1) | IL222191A0 (enExample) |
| MX (1) | MX2012011344A (enExample) |
| RU (1) | RU2012146086A (enExample) |
| SG (1) | SG184315A1 (enExample) |
| WO (1) | WO2011124827A1 (enExample) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| HUP0900759A2 (en) | 2009-12-08 | 2011-11-28 | Sanofi Aventis | Novel process for producing dronedarone |
| HUP1000010A2 (en) | 2010-01-08 | 2011-11-28 | Sanofi Sa | Process for producing dronedarone |
| FR2957079B1 (fr) | 2010-03-02 | 2012-07-27 | Sanofi Aventis | Procede de synthese de derives de cetobenzofurane |
| FR2958291B1 (fr) | 2010-04-01 | 2013-07-05 | Sanofi Aventis | Procede de preparation de derives d'amino-benzofurane |
| HUP1000330A2 (en) | 2010-06-18 | 2011-12-28 | Sanofi Sa | Process for the preparation of dronedarone and the novel intermediates |
| HUP1100165A2 (en) | 2011-03-29 | 2012-12-28 | Sanofi Sa | Process for preparation of dronedarone by n-butylation |
| HUP1100167A2 (en) | 2011-03-29 | 2012-11-28 | Sanofi Sa | Process for preparation of dronedarone by mesylation |
| FR2983198B1 (fr) | 2011-11-29 | 2013-11-15 | Sanofi Sa | Procede de preparation de derives de 5-amino-benzoyl-benzofurane |
| EP2617718A1 (en) | 2012-01-20 | 2013-07-24 | Sanofi | Process for preparation of dronedarone by the use of dibutylaminopropanol reagent |
| US9221778B2 (en) | 2012-02-13 | 2015-12-29 | Sanofi | Process for preparation of dronedarone by removal of hydroxyl group |
| WO2013121234A1 (en) | 2012-02-14 | 2013-08-22 | Sanofi | Process for the preparation of dronedarone by oxidation of a sulphenyl group |
| WO2013124745A1 (en) | 2012-02-22 | 2013-08-29 | Sanofi | Process for preparation of dronedarone by oxidation of a hydroxyl group |
| WO2013178337A1 (en) | 2012-05-31 | 2013-12-05 | Sanofi | Process for preparation of dronedarone by grignard reaction |
| CN114456135B (zh) * | 2022-03-18 | 2024-09-10 | 江苏慧聚药业股份有限公司 | 决奈达隆的制备 |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| US3577441A (en) | 1967-03-07 | 1971-05-04 | Warner Lambert Pharmaceutical | Nitro substituted benzofurans |
| US3657350A (en) | 1967-05-09 | 1972-04-18 | Sterling Drug Inc | Process and compositions |
| DE2337396A1 (de) | 1973-07-23 | 1975-02-13 | Hoechst Ag | Verfahren zur herstellung aromatischer 1,3-diketone |
| IE45765B1 (en) | 1976-08-19 | 1982-11-17 | Ici Ltd | Triazoles and imidazoles useful as plant fungicides and growth regulating agents |
| US4666931A (en) | 1984-12-29 | 1987-05-19 | Kaken Pharmaceutical Co., Ltd. | Benzofuran derivatives useful in treating diabetic complications |
| US5066803A (en) | 1989-12-07 | 1991-11-19 | Sterling Drug Inc. | 2- and 3-aminomethyl-6-arylcarbonyl-2,3-dihydropyrrolo[1,2,3-de]-1,4-benzoxazines |
| FR2665444B1 (fr) | 1990-08-06 | 1992-11-27 | Sanofi Sa | Derives d'amino-benzofuranne, benzothiophene ou indole, leur procede de preparation ainsi que les compositions les contenant. |
| GB9416219D0 (en) | 1994-08-11 | 1994-10-05 | Karobio Ab | Receptor ligands |
| IT1275997B1 (it) | 1995-03-31 | 1997-10-24 | Great Lakes Chemical Italia | Enammine come accelleranti di vulcanizzazione per gomme naturali o sintetiche |
| FR2800067B1 (fr) | 1999-10-21 | 2004-12-17 | Rhodia Chimie Sa | Intermediaires de fabrication d'un derive de type benzofurane ou benzothiophene nitre en position 5 et leurs utilisations |
| CA2387724C (fr) | 1999-10-21 | 2011-09-20 | Rhodia Chimie | Procede de preparation d'un compose de type benzofurane ou benzothiophene |
| FR2813306B1 (fr) | 2000-08-23 | 2005-10-21 | Sanofi Synthelabo | Aminoalkybenzoyl-benzofurannes ou benzothiophenes, leur procede de preparation et les compositions les contenant |
| FR2813308B1 (fr) | 2000-08-23 | 2005-07-01 | Sanofi Synthelabo | Aminoalkoxybenzoyl-benzofurannes ou benzothiophenes, leur procede de preparation ainsi que les compositions les contenant |
| FR2817865B1 (fr) | 2000-12-11 | 2005-02-18 | Sanofi Synthelabo | Derive aminoalkoxybenzoyle sous forme de sel, son procede de preparation et son utilisation comme intermediaire de synthese |
| FR2817864B1 (fr) | 2000-12-11 | 2003-02-21 | Sanofi Synthelabo | Derive de methanesulfonamido-benzofurane, son procede de preparation et son utilisation comme intermediaire de synthese |
| IL146389A0 (en) | 2001-11-08 | 2002-07-25 | Isp Finetech Ltd | Process for the preparation of dronedarone |
| FR2833262A1 (fr) | 2001-12-06 | 2003-06-13 | Rhodia Chimie Sa | Procede de monosulfonylation d'un compose de type aminobenzofuranne ou aminobenzothiophene |
| FR2833259B1 (fr) | 2001-12-10 | 2004-08-27 | Oreal | Procede de preparation de 2-arylbenzofuranes, composes intermediaires, 2-arylbenzofuranes et compositions les comprenant |
| DE10237819A1 (de) | 2002-08-19 | 2004-03-04 | Bayer Ag | 5-Nitrobenzofurane |
| EP1644371B1 (en) | 2003-07-03 | 2008-02-13 | Aventis Pharmaceuticals Inc. | Pyrazoloisoquinoline derivatives as kinase inhibitors |
| KR20070053783A (ko) | 2004-08-24 | 2007-05-25 | 바스프 악티엔게젤샤프트 | 고-순도 4차 암모늄 화합물의 제조 방법 |
| WO2006093801A1 (en) | 2005-02-25 | 2006-09-08 | Abbott Laboratories | Thiadiazine derivatives useful as anti-infective agents |
| US20070203209A1 (en) | 2005-08-18 | 2007-08-30 | Wilmin Bartolini | Useful indole compounds |
| EP1996588A4 (en) | 2006-03-03 | 2011-10-05 | Torrent Pharmaceuticals Ltd | NEW DUAL ACTION RECEPTOR (DARA) ANTAGONISTS OF ATI AND ETA RECEPTORS |
| JP2009536657A (ja) * | 2006-05-10 | 2009-10-15 | レノビス， インコーポレイテッド | イオンチャンネルリガンドとしてのアミド誘導体およびそれを用いる医薬組成物および方法 |
| GB0611210D0 (en) | 2006-06-07 | 2006-07-19 | Cambrex Karlskoga Ab | Process |
| GB0719180D0 (en) | 2007-10-02 | 2007-11-14 | Cambrex Karlskoga Ab | New process |
| BRPI0919578A2 (pt) | 2008-10-02 | 2018-10-09 | Cambrex Karlskoga Ab | produto, composto, e processos para o isolamento de um composto e para a preparação de dronedarona ou um sal do mesmo, de uma formulação farmacêutica compreendendo dronedarona ou um sinal do mesmo e de um intermediário de dronedarona ou um sal do mesmo |
| US8143269B2 (en) | 2008-10-03 | 2012-03-27 | Calcimedica, Inc. | Inhibitors of store operated calcium release |
| WO2010040261A1 (en) | 2008-10-10 | 2010-04-15 | Lonza Ltd | Process for preparing 2-alkyl-3-aroyl-5-nitro-benzofurans |
| WO2010116140A1 (en) | 2009-04-08 | 2010-10-14 | Cambrex Karlskoga Ab | New process for preparing hydroxylamines and medicaments |
| UY32582A (es) | 2009-04-28 | 2010-11-30 | Amgen Inc | Inhibidores de fosfoinositida 3 cinasa y/u objetivo mamífero |
| TW201107303A (en) | 2009-05-27 | 2011-03-01 | Sanofi Aventis | Process for the production of benzofurans |
| UY32657A (es) | 2009-05-27 | 2010-12-31 | Sanofi Aventis | Procedimiento para la fabricación de productos intermedios de dronedarona |
| CN101993427B (zh) | 2009-08-26 | 2012-10-10 | 成都伊诺达博医药科技有限公司 | 一种制备决奈达隆的方法 |
| HUP0900759A2 (en) | 2009-12-08 | 2011-11-28 | Sanofi Aventis | Novel process for producing dronedarone |
| HUP1000010A2 (en) | 2010-01-08 | 2011-11-28 | Sanofi Sa | Process for producing dronedarone |
| WO2011099010A1 (en) * | 2010-02-10 | 2011-08-18 | Mapi Pharma Holdings (Cyprus) Limited | Preparation of benzofurans and use thereof as synthetic intermediates |
| IT1398317B1 (it) | 2010-02-23 | 2013-02-22 | Chimico Internaz Spa Lab | Nuovo procedimento per la preparazione del dronedarone. |
| FR2957079B1 (fr) | 2010-03-02 | 2012-07-27 | Sanofi Aventis | Procede de synthese de derives de cetobenzofurane |
| FR2958289B1 (fr) * | 2010-03-30 | 2012-06-15 | Sanofi Aventis | Procede de preparation de derives de 3-ceto-benzofurane |
| FR2958291B1 (fr) | 2010-04-01 | 2013-07-05 | Sanofi Aventis | Procede de preparation de derives d'amino-benzofurane |
| CN101838252B (zh) | 2010-05-27 | 2016-05-04 | 北京德众万全医药科技有限公司 | 2-正丁基-5-取代氨基苯并呋喃及其制备方法 |
| HUP1000330A2 (en) | 2010-06-18 | 2011-12-28 | Sanofi Sa | Process for the preparation of dronedarone and the novel intermediates |
| WO2012004658A2 (en) | 2010-07-09 | 2012-01-12 | Frichem Private Limited | Process for preparation of n-[2-butyl-3-[4-[3-(dibutylamino)propoxy]benzoyl]-5-benzofuranyl]methanesulfonamide, acid addition salts and product thereof |
| FR2962731B1 (fr) | 2010-07-19 | 2012-08-17 | Sanofi Aventis | Procede de preparation de derives d'amino-benzoyl-benzofurane |
| FR2963006B1 (fr) | 2010-07-21 | 2013-03-15 | Sanofi Aventis | Procede de preparation de derives de nitro-benzofurane |
| HUP1000386A2 (en) | 2010-07-22 | 2012-05-29 | Sanofi Sa | Novel process for producing dronedarone |
| WO2012032545A1 (en) | 2010-09-08 | 2012-03-15 | Cadila Healthcare Limited | Processes for preparing dronedarone and its intermediates |
| FR2973027A1 (fr) | 2011-03-24 | 2012-09-28 | Sanofi Aventis | Procede de synthese de derives de cetobenzofurane |
| HUP1100167A2 (en) | 2011-03-29 | 2012-11-28 | Sanofi Sa | Process for preparation of dronedarone by mesylation |
| HUP1100166A2 (en) | 2011-03-29 | 2012-12-28 | Sanofi Sa | Reductive amination process for preparation of dronedarone using amine intermediary compound |
| HUP1100165A2 (en) | 2011-03-29 | 2012-12-28 | Sanofi Sa | Process for preparation of dronedarone by n-butylation |
| WO2013014478A1 (en) | 2011-07-26 | 2013-01-31 | Sanofi | Reductive amination process for preparation of dronedarone using carboxyl intermediary compound |
| WO2013014479A1 (en) | 2011-07-26 | 2013-01-31 | Sanofi | Reductive animation process for preparation of dronedarone using aldehyde intermediary compound |
| WO2013014480A1 (en) | 2011-07-26 | 2013-01-31 | Sanofi | Process for preparation of dronedarone using amide intermediary compound |
| FR2983198B1 (fr) | 2011-11-29 | 2013-11-15 | Sanofi Sa | Procede de preparation de derives de 5-amino-benzoyl-benzofurane |
| EP2617718A1 (en) | 2012-01-20 | 2013-07-24 | Sanofi | Process for preparation of dronedarone by the use of dibutylaminopropanol reagent |
| US9221778B2 (en) | 2012-02-13 | 2015-12-29 | Sanofi | Process for preparation of dronedarone by removal of hydroxyl group |
| WO2013121234A1 (en) | 2012-02-14 | 2013-08-22 | Sanofi | Process for the preparation of dronedarone by oxidation of a sulphenyl group |
-
2010
- 2010-03-30 FR FR1052334A patent/FR2958290B1/fr not_active Expired - Fee Related
-
2011
- 2011-03-30 CN CN201180026858XA patent/CN102933568A/zh active Pending
- 2011-03-30 CA CA2794436A patent/CA2794436A1/fr not_active Abandoned
- 2011-03-30 AU AU2011236671A patent/AU2011236671A1/en not_active Abandoned
- 2011-03-30 MX MX2012011344A patent/MX2012011344A/es not_active Application Discontinuation
- 2011-03-30 WO PCT/FR2011/050707 patent/WO2011124827A1/fr not_active Ceased
- 2011-03-30 JP JP2013501913A patent/JP2013523699A/ja not_active Withdrawn
- 2011-03-30 BR BR112012024792A patent/BR112012024792A2/pt not_active IP Right Cessation
- 2011-03-30 EP EP11720315A patent/EP2552899A1/fr not_active Withdrawn
- 2011-03-30 RU RU2012146086/04A patent/RU2012146086A/ru not_active Application Discontinuation
- 2011-03-30 KR KR1020127028218A patent/KR20130018809A/ko not_active Withdrawn
- 2011-03-30 SG SG2012071965A patent/SG184315A1/en unknown
- 2011-03-30 US US13/638,500 patent/US9334254B2/en active Active
-
2012
- 2012-09-27 IL IL222191A patent/IL222191A0/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| MX2012011344A (es) | 2013-03-07 |
| CA2794436A1 (fr) | 2011-10-13 |
| US9334254B2 (en) | 2016-05-10 |
| JP2013523699A (ja) | 2013-06-17 |
| SG184315A1 (en) | 2012-11-29 |
| BR112012024792A2 (pt) | 2015-09-15 |
| WO2011124827A1 (fr) | 2011-10-13 |
| AU2011236671A1 (en) | 2012-10-25 |
| CN102933568A (zh) | 2013-02-13 |
| EP2552899A1 (fr) | 2013-02-06 |
| IL222191A0 (en) | 2012-12-31 |
| AU2011236671A2 (en) | 2013-08-15 |
| FR2958290B1 (fr) | 2012-10-19 |
| KR20130018809A (ko) | 2013-02-25 |
| US20130023678A1 (en) | 2013-01-24 |
| FR2958290A1 (fr) | 2011-10-07 |
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