SI2571843T1 - Izboljšana priprava kalkonskih derivatov - Google Patents
Izboljšana priprava kalkonskih derivatov Download PDFInfo
- Publication number
- SI2571843T1 SI2571843T1 SI201131394T SI201131394T SI2571843T1 SI 2571843 T1 SI2571843 T1 SI 2571843T1 SI 201131394 T SI201131394 T SI 201131394T SI 201131394 T SI201131394 T SI 201131394T SI 2571843 T1 SI2571843 T1 SI 2571843T1
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- Prior art keywords
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- general formula
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- halogen
- Prior art date
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- 150000001788 chalcone derivatives Chemical class 0.000 title abstract 2
- 238000000034 method Methods 0.000 claims abstract 17
- 150000001875 compounds Chemical class 0.000 claims abstract 11
- 125000001424 substituent group Chemical group 0.000 claims abstract 11
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract 4
- 125000000547 substituted alkyl group Chemical group 0.000 claims abstract 2
- 150000003458 sulfonic acid derivatives Chemical class 0.000 claims abstract 2
- 125000000217 alkyl group Chemical group 0.000 claims 8
- 229910052736 halogen Inorganic materials 0.000 claims 7
- 125000003342 alkenyl group Chemical group 0.000 claims 6
- 150000002367 halogens Chemical class 0.000 claims 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 6
- 125000003545 alkoxy group Chemical group 0.000 claims 4
- 125000003118 aryl group Chemical group 0.000 claims 4
- 125000000753 cycloalkyl group Chemical group 0.000 claims 4
- 125000000623 heterocyclic group Chemical group 0.000 claims 4
- 125000004430 oxygen atom Chemical group O* 0.000 claims 4
- 125000004414 alkyl thio group Chemical group 0.000 claims 3
- 125000005843 halogen group Chemical group 0.000 claims 3
- 229910052717 sulfur Inorganic materials 0.000 claims 3
- 125000004434 sulfur atom Chemical group 0.000 claims 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 2
- 229910052757 nitrogen Inorganic materials 0.000 claims 2
- 125000006239 protecting group Chemical group 0.000 claims 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical class [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims 1
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 claims 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical group [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims 1
- -1 atom halogen Chemical class 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 238000006735 epoxidation reaction Methods 0.000 claims 1
- 230000007062 hydrolysis Effects 0.000 claims 1
- 238000006460 hydrolysis reaction Methods 0.000 claims 1
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 1
- 239000003960 organic solvent Substances 0.000 claims 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical class OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
- DQFBYFPFKXHELB-UHFFFAOYSA-N Chalcone Natural products C=1C=CC=CC=1C(=O)C=CC1=CC=CC=C1 DQFBYFPFKXHELB-UHFFFAOYSA-N 0.000 abstract 2
- 235000005513 chalcones Nutrition 0.000 abstract 2
- 238000003408 phase transfer catalysis Methods 0.000 abstract 2
- DQFBYFPFKXHELB-VAWYXSNFSA-N trans-chalcone Chemical compound C=1C=CC=CC=1C(=O)\C=C\C1=CC=CC=C1 DQFBYFPFKXHELB-VAWYXSNFSA-N 0.000 abstract 2
- 238000010934 O-alkylation reaction Methods 0.000 abstract 1
- 238000005804 alkylation reaction Methods 0.000 abstract 1
- 230000004071 biological effect Effects 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 150000001789 chalcones Chemical class 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 238000000099 in vitro assay Methods 0.000 abstract 1
- 238000005462 in vivo assay Methods 0.000 abstract 1
- 238000005556 structure-activity relationship Methods 0.000 abstract 1
- 238000006467 substitution reaction Methods 0.000 abstract 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
- C07C67/31—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by introduction of functional groups containing oxygen only in singly bound form
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
- C07C319/02—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of thiols
- C07C319/12—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of thiols by reactions not involving the formation of mercapto groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
- C07C319/14—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides
- C07C319/20—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides by reactions not involving the formation of sulfide groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/45—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
- C07C69/67—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of saturated acids
- C07C69/708—Ethers
- C07C69/712—Ethers the hydroxy group of the ester being etherified with a hydroxy compound having the hydroxy group bound to a carbon atom of a six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
- C07C69/73—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of unsaturated acids
- C07C69/738—Esters of keto-carboxylic acids or aldehydo-carboxylic acids
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (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)
Claims (14)
- IZBOLJŠANA PRIPRAVA KALKONSKIH DERIVATOV PATENTNI ZAHTEVKI1. Metoda za pripravo spojine s splošno formulo (lb):pri čemer Xai. Xa2, Xa3. Xa4> and Xa5, identični ali različni, so vodikov atom atom, atom halogena, Ra or Ga-Ra skupina; Ra je alkil, alkenil, cikloalkil, aril, alkiloksi, alkiltio, ali heterociklična skupina, omenjena skupina je lahko substituirana ali ne, ali Ra je zaščitna skupina vezana na fenilni obroč s kisikovim atomom ali žveplovim atomom; L je CO- Rl ali RL-CO skupina; Xbi. Xb2. Xb3. Xb4, and Xb5 so substituentne skupine, pri čemer je ena od njih R’b-Gb-Rc ali Gb-Rc skupina, in je vsaj ena od drugih substituentnih skupin sosednjih omenjeni R’b-Gb-Rc ali Gb-Rc skupini atom halogena ali R"b skupina, ostale skupine so neodvisno vodikovi atomi, atomi halogena ali R"b skupine; R"b je alkil, alkenil, cikloalkil, aril, alkoksi, alkiltio, ali heterociklična skupina, omenjena skupina je lahko substituirana ali ne, ali R"b je zaščitna skupina vezana na fenilni obroč s kisikovim atomom ali atomom žvepla; R’b je alkil, alkenil, cikloalkil, aril, alkiloksi, alkiltio, ali heterociklična skupina, omenjena skupina je lahko substituirana ali ne; Rl nesubstituirana ali substituirana alkil ali alkenil skupina; Ga je kisikov atom ali atom žvepla; Gb je kisikov atom; Rc je alkilna skupina, substituirana z vsaj eno -COORd skupino, kjer je Rd nesubstituirana alkil, alkenil, aril, cikloalkil ali heterociklična skupina; omenjena metoda obsega naslednje korake: a) pridobivanje spojine s splošno formulo (la), v kateri so Xai, Xa2. Xa3> Xa4, Xa5, L, Rg, R'b, R”b. Rl, Ga. in skupina Gb definirani kot za splošno formulo (Ib); in Xbi, Xb2, Xb3. Xb4in Xb5 so substituentne skupine kjer je ena izmed njih R'b-Gb-H ali Gb-H skupina, in je vsaj ena od substituentnih skupin, sosednjih omenjeni R'b-Gb-H ali Gb-H skupini halogen ali R"b skupina, ostale skupine so neodvisno vodikovi atomi, atomi halogena ali R"b skupin; b) kontaktiranje spojine s splošno formulo (la) z derivatom sulfonske kisline s splošno formulo (II) Rs-S02-0-Rc, v dvofaznem mediju organsko topilo / voda in v prisotnosti spojine s splošno Formulo (III):v kateri: - Rs, Rti, Rt2, Rt3, in Rt4, identični ali različni, so nesubstituirane skupine; - A je dušikov ali atom foforja; - Xc halogen, HS04, ali H2PO4; in - Rc je definiran kot po spološni formuli (lb).
- 2. Metoda po zahtevku 1, kjer je skupina Rl nesubstituirana alkilna ali alkenilna skupina, ki ima od dva do sedem ogljikovih atomov ali, natančneje, skupina L je CO-CH=CH, CO-CH2-CH2, CH=CH-CO ali CH2-CH2-CO.
- 3. Metoda po katerem koli od prejšnjih zahtevkov, kjer je ena izmed substituentnih skupin med Xai, Xa2, Xa3, Xa4 in Xa5,s splošno formulo (la) in (lb) in še posebej Xa3 halogen, Ra ali Ga-Ra skupina in druge štiri substituentne skupine med Xai, Xa2, Xa3, Xa4 in Xasso atomi vodika.
- 4. Metoda po katerem koli od prejšnjih zahtevkov, kjer je substituentna skupina Χι, s splošno formulo (la), ki po koraku (b) postane skupina Gb-Rc, skupina Gb-H.
- 5. Metoda po katerem koli od prejšnjih zahtevkov, kjer spojine s splošno formulo (la) in (lb) predstavljajo posamezno Ra ali Ga-Ra skupino.
- 6. Metoda po katerem koli od prejšnjih zahtevkov, kjer je substituentna skupina Xb s splošno formulo (la), ki je Rb-Gb-H ali Gb-H skupina Xbi ali Xb3.
- 7. Metoda po katerem koli od predhodnih zahtevkov, kjer sta vsaj dve izmed Xbi, Xb2. Xb3. Xb4 in Xb5 s splošno Formulo (la) in (lb), ki niso R'b-Gb-H ali Gb-H skupina, halogen ali R"b skupina, ena ki je Xb sosednja Xb, ki je R'b-Gb-H ali Gb-H skupina, in ostala substituentna skupina(e), ki je(so) atom(i) vodika.
- 8. Metoda po katerem koli od prejšnjih zahtevkov, kjer skupine Xb, ki niso niti R'b-Gb-H ali Gb-H skupine, niti atom vodika, so enake ali različne R"b skupinam, ki so nesubstituirane alkilne skupine ali alkiloksi skupine.
- 9. Metoda po zahtevku 8, kjer so omenjene Xb skupine Xb2 in Xb4-
- 10. Metoda po katerem koli od predhodnih zahtevkov, kjer spojine s splošno formulo (Ib) obsegajo Rc in Rd ki so enake ali različne alkilnim skupinam z enim do sedmimi atomi ogljika.
- 11. Metoda po katerem koli izmed predhodnih zahtevkov, kjer je derivat sulfonske kisline s splošno formulo (II) mezilat skupine Rc.
- 12. Metoda po katerem koli izmed predhodnih zahtevkov, kjer je spojina s splošno formulo (lil) s formulo (III) kjer je A je atom dušika.
- 13. Metoda po katerem koli od predhodnih zahtevkov, kjer spojino s splošno formulo (Ib) nadalje modificiramo z uporabo hidrolizo, reakcijami redukcije ali epoksidacije.
- 14. Metoda po zahtevku 13, kjer je spojina, ki jo je treba modificirati, s splošno formulo (lb), kjer je L CO-CH=CH skupina; Xai, Xa2, Xa4, Xa5, Xbi in Xb5 so H; Xa3 je halogen, Ra ali Ga-Ra skupina; Xb2 in Xb4, identični ali različni, so halogen ali R"b skupina, je Gb - Rc skupina, kot je definirano v zahtevku 1.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP10305519 | 2010-05-17 | ||
| PCT/EP2011/057903 WO2011144579A1 (en) | 2010-05-17 | 2011-05-16 | Improved preparation of chalcone derivatives |
| EP11720091.5A EP2571843B1 (en) | 2010-05-17 | 2011-05-16 | Improved preparation of chalcone derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SI2571843T1 true SI2571843T1 (sl) | 2018-04-30 |
Family
ID=44533510
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SI201131394T SI2571843T1 (sl) | 2010-05-17 | 2011-05-16 | Izboljšana priprava kalkonskih derivatov |
Country Status (24)
| Country | Link |
|---|---|
| US (1) | US8765992B2 (sl) |
| EP (1) | EP2571843B1 (sl) |
| JP (1) | JP5850921B2 (sl) |
| KR (1) | KR101860008B1 (sl) |
| CN (1) | CN103025703B (sl) |
| AU (1) | AU2011254670B2 (sl) |
| CA (1) | CA2800337C (sl) |
| CY (1) | CY1119820T1 (sl) |
| DK (1) | DK2571843T3 (sl) |
| EA (1) | EA024343B1 (sl) |
| ES (1) | ES2656330T3 (sl) |
| HU (1) | HUE035810T2 (sl) |
| IL (1) | IL222685A (sl) |
| LT (1) | LT2571843T (sl) |
| MX (1) | MX2012013359A (sl) |
| NO (1) | NO2571843T3 (sl) |
| NZ (1) | NZ603371A (sl) |
| PH (1) | PH12012502213A1 (sl) |
| PL (1) | PL2571843T3 (sl) |
| PT (1) | PT2571843T (sl) |
| SG (1) | SG185397A1 (sl) |
| SI (1) | SI2571843T1 (sl) |
| WO (1) | WO2011144579A1 (sl) |
| ZA (1) | ZA201209470B (sl) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2017143038A1 (en) * | 2016-02-16 | 2017-08-24 | Concert Pharmaceuticals, Inc. | Deuterated gft-505 |
| CN106674069B (zh) * | 2016-12-06 | 2018-05-11 | 上海博志研新药物技术有限公司 | Gft505及其中间体的制备方法 |
| EP3585374B1 (en) | 2017-02-21 | 2023-07-19 | Genfit | Combination of a ppar agonist with a fxr agonist |
| TW202019870A (zh) * | 2018-08-03 | 2020-06-01 | 法商Ｇｅｎｆｉｔ公司 | 艾拉菲諾鹽 |
| KR102430280B1 (ko) | 2019-02-08 | 2022-08-09 | 연세대학교 산학협력단 | 고 굴절률 특성을 갖는 자가치유 가능한 적외선 투과성 폴리이미드 광학 고분자 재료 및 이의 복합체 |
| CN110156648A (zh) * | 2019-05-30 | 2019-08-23 | 河北科技大学 | 一种Elafibranor中间体的制备方法 |
| IL294503A (en) | 2020-02-10 | 2022-09-01 | Genfit | Polymorphs of elafibranor |
| CN115884765A (zh) | 2020-08-26 | 2023-03-31 | 基恩菲特公司 | 用于治疗原发性胆汁性胆管炎的组合物和方法 |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5089654A (en) * | 1989-08-08 | 1992-02-18 | Taisho Pharmaceutical Co., Ltd. | Chalcone derivatives |
| JPH0692913A (ja) * | 1992-09-11 | 1994-04-05 | Sagami Chem Res Center | アニリン誘導体の製造方法 |
| JPH07247267A (ja) * | 1994-03-10 | 1995-09-26 | Nippon Soda Co Ltd | フェニルエーテル類の製造方法 |
| AU2291001A (en) | 1999-12-23 | 2001-07-03 | Emory University | Chalcone and its analogs as agents for the inhibition of angiogenesis and related disease states |
| KR20030031500A (ko) | 2000-06-20 | 2003-04-21 | 아테로제닉스, 인코포레이티드 | 1,3-비스-(치환된-페닐)-2-프로펜-1-온 및 ｖｃａｍ-1매개된 질환을 치료하기 위한 그의 용도 |
| DE10136132C2 (de) | 2001-07-27 | 2003-10-30 | Bayer Ag | Polyaminosäure-katalysiertes Verfahren zur enantioselektiven Epoxidierung von alpha,beta-ungesättigten Enonen und alpha,beta-ungesättigten Sulfonen |
| WO2003037316A1 (en) | 2001-10-11 | 2003-05-08 | Kaneka Corporation | Peroxisome proliferator activated receptor ligands and process for producing the same |
| FR2841900B1 (fr) * | 2002-07-08 | 2007-03-02 | Genfit S A | Nouveaux derives de 1,3-diphenylprop-2-en-1-one substitues, preparation et utilisations |
| AU2003303239A1 (en) | 2002-12-19 | 2004-07-14 | Atherogenics, Inc. | Process of making chalcone derivatives |
| US20070092551A1 (en) | 2003-05-02 | 2007-04-26 | Takara Bio Inc. | Therapeutic agent |
| FR2857361B1 (fr) * | 2003-07-08 | 2005-09-09 | Genfit S A | PREPARATION DE DERIVES DE 1,3-DIPHENYPROP-2-¼n-1-one |
| BRPI0506718A (pt) | 2004-01-08 | 2007-05-02 | Genfit | compostos, processo de preparação dos mesmos, e, composição farmacêutica ou cosmética |
| US20080114005A1 (en) | 2004-09-06 | 2008-05-15 | Dr. Reddy's Laboratories Limited | Fibrate Compounds Having Ppar Agonist Activity |
| FR2902789A1 (fr) | 2006-06-21 | 2007-12-28 | Genfit Sa | Derives de 1,3-diphenylpropane substitues, preparations et utilisations |
| JP2008133275A (ja) * | 2006-11-01 | 2008-06-12 | Api Corporation | トコフェロール配糖体及びその製造方法 |
| JP2009242359A (ja) * | 2008-03-31 | 2009-10-22 | Fujifilm Corp | 多アルコキシ置換芳香族化合物の製造方法 |
-
2011
- 2011-05-16 PL PL11720091T patent/PL2571843T3/pl unknown
- 2011-05-16 WO PCT/EP2011/057903 patent/WO2011144579A1/en not_active Ceased
- 2011-05-16 HU HUE11720091A patent/HUE035810T2/en unknown
- 2011-05-16 SI SI201131394T patent/SI2571843T1/sl unknown
- 2011-05-16 NZ NZ603371A patent/NZ603371A/en unknown
- 2011-05-16 CN CN201180024423.1A patent/CN103025703B/zh active Active
- 2011-05-16 ES ES11720091.5T patent/ES2656330T3/es active Active
- 2011-05-16 PT PT117200915T patent/PT2571843T/pt unknown
- 2011-05-16 EA EA201291256A patent/EA024343B1/ru not_active IP Right Cessation
- 2011-05-16 CA CA2800337A patent/CA2800337C/en active Active
- 2011-05-16 EP EP11720091.5A patent/EP2571843B1/en active Active
- 2011-05-16 AU AU2011254670A patent/AU2011254670B2/en active Active
- 2011-05-16 DK DK11720091.5T patent/DK2571843T3/da active
- 2011-05-16 NO NO11720091A patent/NO2571843T3/no unknown
- 2011-05-16 KR KR1020127032959A patent/KR101860008B1/ko active Active
- 2011-05-16 US US13/698,832 patent/US8765992B2/en active Active
- 2011-05-16 LT LTEP11720091.5T patent/LT2571843T/lt unknown
- 2011-05-16 JP JP2013510588A patent/JP5850921B2/ja active Active
- 2011-05-16 MX MX2012013359A patent/MX2012013359A/es active IP Right Grant
- 2011-05-16 PH PH1/2012/502213A patent/PH12012502213A1/en unknown
- 2011-05-16 SG SG2012080867A patent/SG185397A1/en unknown
-
2012
- 2012-10-25 IL IL222685A patent/IL222685A/en active IP Right Grant
- 2012-12-13 ZA ZA2012/09470A patent/ZA201209470B/en unknown
-
2018
- 2018-01-24 CY CY20181100088T patent/CY1119820T1/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| KR20130113949A (ko) | 2013-10-16 |
| CA2800337A1 (en) | 2011-11-24 |
| HUE035810T2 (en) | 2018-05-28 |
| AU2011254670B2 (en) | 2014-09-25 |
| PH12012502213A1 (en) | 2015-10-09 |
| US8765992B2 (en) | 2014-07-01 |
| SG185397A1 (en) | 2012-12-28 |
| IL222685A (en) | 2015-05-31 |
| LT2571843T (lt) | 2018-03-26 |
| EP2571843B1 (en) | 2017-12-27 |
| EA024343B1 (ru) | 2016-09-30 |
| JP2013526557A (ja) | 2013-06-24 |
| AU2011254670A1 (en) | 2012-12-20 |
| MX2012013359A (es) | 2013-02-11 |
| CN103025703B (zh) | 2015-10-14 |
| EP2571843A1 (en) | 2013-03-27 |
| EA201291256A1 (ru) | 2013-09-30 |
| JP5850921B2 (ja) | 2016-02-03 |
| PT2571843T (pt) | 2018-01-29 |
| ZA201209470B (en) | 2013-09-25 |
| NO2571843T3 (sl) | 2018-05-26 |
| PL2571843T3 (pl) | 2018-05-30 |
| CN103025703A (zh) | 2013-04-03 |
| CA2800337C (en) | 2019-01-29 |
| DK2571843T3 (da) | 2018-01-29 |
| ES2656330T3 (es) | 2018-02-26 |
| CY1119820T1 (el) | 2018-06-27 |
| IL222685A0 (en) | 2012-12-31 |
| US20130131372A1 (en) | 2013-05-23 |
| KR101860008B1 (ko) | 2018-07-05 |
| WO2011144579A1 (en) | 2011-11-24 |
| NZ603371A (en) | 2013-12-20 |
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