SG11201407662WA - Process for the preparation of treprostinil and derivatives thereof - Google Patents
Process for the preparation of treprostinil and derivatives thereofInfo
- Publication number
- SG11201407662WA SG11201407662WA SG11201407662WA SG11201407662WA SG11201407662WA SG 11201407662W A SG11201407662W A SG 11201407662WA SG 11201407662W A SG11201407662W A SG 11201407662WA SG 11201407662W A SG11201407662W A SG 11201407662WA SG 11201407662W A SG11201407662W A SG 11201407662WA
- Authority
- SG
- Singapore
- Prior art keywords
- international
- bristol
- suite
- pct
- treprostinil
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 6
- PAJMKGZZBBTTOY-ZFORQUDYSA-N treprostinil Chemical compound C1=CC=C(OCC(O)=O)C2=C1C[C@@H]1[C@@H](CC[C@@H](O)CCCCC)[C@H](O)C[C@@H]1C2 PAJMKGZZBBTTOY-ZFORQUDYSA-N 0.000 title abstract 3
- 229960005032 treprostinil Drugs 0.000 title abstract 3
- 238000005821 Claisen rearrangement reaction Methods 0.000 abstract 1
- 125000001246 bromo group Chemical group Br* 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 230000002255 enzymatic effect Effects 0.000 abstract 1
- 230000008520 organization Effects 0.000 abstract 1
- 239000002243 precursor Substances 0.000 abstract 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
- C07C51/377—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by splitting-off hydrogen or functional groups; by hydrogenolysis of functional groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C47/00—Compounds having —CHO groups
- C07C47/52—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings
- C07C47/56—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings containing hydroxy groups
- C07C47/565—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings containing hydroxy groups all hydroxy groups bound to the ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C47/00—Compounds having —CHO groups
- C07C47/52—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings
- C07C47/575—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings containing ether groups, groups, groups, or groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C59/40—Unsaturated compounds
- C07C59/58—Unsaturated compounds containing ether groups, groups, groups, or groups
- C07C59/72—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings and other rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
- C07F7/1804—Compounds having Si-O-C linkages
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
- C07F7/1804—Compounds having Si-O-C linkages
- C07F7/1872—Preparation; Treatments not provided for in C07F7/20
- C07F7/1892—Preparation; Treatments not provided for in C07F7/20 by reactions not provided for in C07F7/1876 - C07F7/1888
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- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P31/00—Preparation of compounds containing a five-membered ring having two side-chains in ortho position to each other, and having at least one oxygen atom directly bound to the ring in ortho position to one of the side-chains, one side-chain containing, not directly bound to the ring, a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, and the other side-chain having at least one oxygen atom bound in gamma-position to the ring, e.g. prostaglandins
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- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P41/00—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture
- C12P41/002—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by oxidation/reduction reactions
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- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P41/00—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture
- C12P41/003—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by ester formation, lactone formation or the inverse reactions
- C12P41/004—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by ester formation, lactone formation or the inverse reactions by esterification of alcohol- or thiol groups in the enantiomers or the inverse reaction
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2603/00—Systems containing at least three condensed rings
- C07C2603/02—Ortho- or ortho- and peri-condensed systems
- C07C2603/04—Ortho- or ortho- and peri-condensed systems containing three rings
- C07C2603/06—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members
- C07C2603/10—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members containing five-membered rings
- C07C2603/12—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members containing five-membered rings only one five-membered ring
- C07C2603/14—Benz[f]indenes; Hydrogenated benz[f]indenes
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- 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)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Biotechnology (AREA)
- Biochemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- Microbiology (AREA)
- Genetics & Genomics (AREA)
- Analytical Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Epoxy Compounds (AREA)
Abstract
(12) INTERNATIONAL APPLICATION PUBLISHED UNDER THE PATENT COOPERATION TREATY (PCT) (19) World Intellectual Property Organization International Bureau „ (10) International Publication Number (43) International Publication Date WO 701 ^/174S4S A? 28 November 2013 (28.11.2013) WIPO I PCT (51) International Patent Classification: C07C 67/29 (2006.01) C07C 47/565 (2006.01) C07C 69/18 (2006.01) C07C 47/575 (2006.01) C07F 7/18 (2006.01) C07C 51/377 (2006.01) C12P 41/00 (2006.01) C07C 59/72 (2006.01) (21) International Application Number: (22) International Filing Date: (25) Filing Language: (26) Publication Language: PCT/EP2013/060472 22 May 2013 (22.05.2013) English English (30) Priority Data: 61/650,836 12172191.4 23 May 2012 (23.05.2012) US 15 June 2012 (15.06.2012) EP (71) Applicant: SCIPHARM SARL [LU/LU]; 33, rue Hiehl, L-6131 Junglinster (LU). (72) Inventors: JAIN, Nareshkumar F.; The Chemistry Re search Solution LLC, 360 George Patterson Blvd., Suite 108, PA, Bristol, Pennsylvania 19007 (US). KIRKUP, Michael P.; The Chemistry Research Solution LLC, 360 George Patterson Blvd., Suite 108, PA, Bristol, PA 19007 (US). MARELLA, Michael A.; The Chemistry Research Solution LLC, 360 George Patterson Blvd., Suite 108, PA, Bristol, PA 19007 (US). GHONE, Sanjeevani, A.; The Chemistry Research Solution LLC, 360 George Patterson Blvd., Suite 108, PA, Bristol, PA 19007 (US). (74) Agents: GASSNER, Birgitta et al.; REDL Life Science Patent Attorneys, Donau-City-StraBe 1, A-1220 Vienna (AT). (81) Designated States (unless otherwise indicated, for every kind of national protection available)'. AE, AG, AL, AM, AO, AT, AU, AZ, BA, BB, BG, BH, BN, BR, BW, BY, BZ, CA, CH, CL, CN, CO, CR, CU, CZ, DE, DK, DM, DO, DZ, EC, EE, EG, ES, FI, GB, GD, GE, GH, GM, GT, HN, HR, HU, ID, IL, IN, IS, JP, KE, KG, KM, KN, KP, KR, KZ, LA, LC, LK, LR, LS, LT, LU, LY, MA, MD, ME, MG, MK, MN, MW, MX, MY, MZ, NA, NG, NI, NO, NZ, OM, PA, PE, PG, PH, PL, PT, QA, RO, RS, RU, RW, SC, SD, SE, SG, SK, SL, SM, ST, SV, SY, TH, TJ, TM, TN, TR, TT, TZ, UA, UG, US, UZ, VC, VN, ZA, ZM, ZW. (84) Designated States (unless otherwise indicated, for every kind of regional protection available)'. ARIPO (BW, GH, GM, KE, LR, LS, MW, MZ, NA, RW, SD, SL, SZ, TZ, UG, ZM, ZW), Eurasian (AM, AZ, BY, KG, KZ, RU, TJ, TM), European (AL, AT, BE, BG, CH, CY, CZ, DE, DK, EE, ES, FI, FR, GB, GR, HR, HU, IE, IS, IT, LT, LU, LV, MC, MK, MT, NL, NO, PL, PT, RO, RS, SE, SI, SK, SM, TR), OAPI (BF, BJ, CF, CG, CI, CM, GA, GN, GQ, GW, ML, MR, NE, SN, TD, TG). Published: — without international search report and to be republished upon receipt of that report (Rule 48.2(g)) CJ 00 •t 00 •t l> i-H o CJ (54) Title: IMPROVED PROCESS FOR THE PREPARATION OF TREPROSTINIL AND DERIVATIVES THEREOF (57) Abstract: An improved method for the preparation of treprostinil and its derivatives is described. In contrast to prior art, this method utilizes an easily scalable enzymatic resolution of a key intermediate for making these compounds. Another significant im provement of the described method over prior methods is the regioselective Claisen rearrangement of a 5-allyloxy-benzaldehyde pre cursor, which is facilitated by a bromo substituent in 2-position.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201261650836P | 2012-05-23 | 2012-05-23 | |
| EP12172191.4A EP2674413B1 (en) | 2012-06-15 | 2012-06-15 | Process for the preparation of treprostinil and derivatives thereof |
| PCT/EP2013/060472 WO2013174848A2 (en) | 2012-05-23 | 2013-05-22 | Improved process for the preparation of treprostinil and derivatives thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SG11201407662WA true SG11201407662WA (en) | 2014-12-30 |
Family
ID=46262002
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SG11201407662WA SG11201407662WA (en) | 2012-05-23 | 2013-05-22 | Process for the preparation of treprostinil and derivatives thereof |
Country Status (39)
| Country | Link |
|---|---|
| US (1) | US9346738B2 (en) |
| EP (2) | EP2674413B1 (en) |
| JP (1) | JP6219376B2 (en) |
| KR (1) | KR102080264B1 (en) |
| CN (2) | CN104350035B (en) |
| AU (1) | AU2013265351B2 (en) |
| BR (1) | BR112014028969B1 (en) |
| CA (2) | CA3118552C (en) |
| CL (1) | CL2014003165A1 (en) |
| CO (1) | CO7240368A2 (en) |
| CR (1) | CR20140534A (en) |
| CU (1) | CU24274B1 (en) |
| DK (2) | DK2674413T3 (en) |
| DO (1) | DOP2014000266A (en) |
| EA (1) | EA027202B1 (en) |
| EC (1) | ECSP14028230A (en) |
| ES (2) | ES2639823T3 (en) |
| GE (1) | GEP201606548B (en) |
| GT (1) | GT201400262A (en) |
| HR (1) | HRP20171340T1 (en) |
| HU (2) | HUE034485T2 (en) |
| IL (1) | IL235734B (en) |
| LT (1) | LT2674413T (en) |
| MA (1) | MA37611B1 (en) |
| ME (1) | ME02861B (en) |
| MX (1) | MX358418B (en) |
| MY (1) | MY174852A (en) |
| NI (1) | NI201400135A (en) |
| NZ (1) | NZ701041A (en) |
| PE (1) | PE20150712A1 (en) |
| PH (1) | PH12014502604A1 (en) |
| PL (2) | PL2674413T3 (en) |
| PT (2) | PT2674413T (en) |
| RS (1) | RS56304B1 (en) |
| SG (1) | SG11201407662WA (en) |
| SI (1) | SI2674413T1 (en) |
| TN (1) | TN2014000486A1 (en) |
| UA (1) | UA118337C2 (en) |
| WO (1) | WO2013174848A2 (en) |
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9505737B2 (en) | 2013-01-11 | 2016-11-29 | Corsair Pharma, Inc. | Treprostinil derivative compounds and methods of using same |
| WO2014110491A1 (en) | 2013-01-11 | 2014-07-17 | Theratrophix Llc | Prodrugs of treprostinil |
| MX2016005293A (en) | 2013-10-25 | 2016-08-12 | Insmed Inc | Prostacyclin compounds, compositions and methods of use thereof. |
| CN104892555B (en) * | 2014-03-04 | 2019-03-08 | 江苏豪森药业集团有限公司 | The preparation method of your intermediate of treprostinil |
| HU231186B1 (en) * | 2014-10-08 | 2021-06-28 | CHINOIN Gyógyszer és Vegyészeti Termékek Gyára Zrt. | Novel process for preparation of treprostinil and its salts |
| AU2015349969B2 (en) | 2014-11-18 | 2020-02-06 | Insmed Incorporated | Methods of manufacturing treprostinil and treprostinil derivative prodrugs |
| TWI540121B (en) | 2014-12-01 | 2016-07-01 | 臺灣永光化學工業股份有限公司 | Method and novel intermediate for preparing treprostinil diethanolamine |
| US9394227B1 (en) | 2015-06-17 | 2016-07-19 | Corsair Pharma, Inc. | Treprostinil derivatives and compositions and uses thereof |
| US9643911B2 (en) | 2015-06-17 | 2017-05-09 | Corsair Pharma, Inc. | Treprostinil derivatives and compositions and uses thereof |
| KR101830693B1 (en) * | 2016-04-28 | 2018-02-21 | 연성정밀화학(주) | Process for Preparing Treprostinil and Intermediate Therefor |
| US20180153847A1 (en) | 2016-09-26 | 2018-06-07 | United Therapeutics Corporation | Treprostinil prodrugs |
| EP3498283A1 (en) | 2017-12-14 | 2019-06-19 | Ipsol AG | Glycosidic derivatives of treprostinil |
| CN108875295A (en) * | 2018-06-21 | 2018-11-23 | 华北电力科学研究院有限责任公司 | A method of organic molecule modification is instructed using factorials design |
| US11458098B2 (en) | 2019-04-29 | 2022-10-04 | Insmed Incorporated | Dry powder compositions of treprostinil prodrugs and methods of use thereof |
| EP4017588A1 (en) | 2019-08-23 | 2022-06-29 | United Therapeutics Corporation | Treprostinil prodrugs |
| WO2021211916A1 (en) | 2020-04-17 | 2021-10-21 | United Therapeutics Corporation | Treprostinil for use in the treatment of intersitial lung disease |
| KR20230049613A (en) | 2020-06-09 | 2023-04-13 | 유나이티드 쎄러퓨틱스 코포레이션 | Treprostinil fumaryl diketopiperidine prodrug |
| WO2022132655A1 (en) | 2020-12-14 | 2022-06-23 | United Therapeutics Corporation | Methods of treating disease with treprostinil prodrugs |
| KR20240012354A (en) | 2021-03-03 | 2024-01-29 | 유나이티드 쎄러퓨틱스 코포레이션 | Treprostinil, further comprising (E)-3,6-bis[4-(N-carbonyl-2-propenyl)amidobutyl]-2,5-diketopiperazine (FDKP), and Dry powder composition of its prodrug |
| WO2023154705A1 (en) | 2022-02-08 | 2023-08-17 | United Therapeutics Corporation | Treprostinil iloprost combination therapy |
| WO2024155752A1 (en) | 2023-01-19 | 2024-07-25 | United Therapeutics Corporation | Treprostinil analogs |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6242842B1 (en) | 1996-12-16 | 2001-06-05 | Siemens Matsushita Components Gmbh & Co. Kg | Electrical component, in particular saw component operating with surface acoustic waves, and a method for its production |
| US6441245B1 (en) * | 1997-10-24 | 2002-08-27 | United Therapeutics Corporation | Process for stereoselective synthesis of prostacyclin derivatives |
| US6242482B1 (en) * | 2000-06-05 | 2001-06-05 | United Therapeutics Corporation | Prostaglandin compounds and derivatives thereof, compositions containing the same and method of using the same for the treatment of congestive heart failure |
| US6700025B2 (en) * | 2001-01-05 | 2004-03-02 | United Therapeutics Corporation | Process for stereoselective synthesis of prostacyclin derivatives |
| ES2670872T3 (en) * | 2003-05-22 | 2018-06-01 | United Therapeutics Corporation | Polymorph of a treprostinil diethanolamine salt |
| KR101868166B1 (en) * | 2010-06-03 | 2018-06-15 | 유나이티드 세러퓨틱스 코오포레이션 | Treprostinil production |
| CA2710726C (en) * | 2010-07-22 | 2016-02-23 | Alphora Research Inc. | Synthesis of treprostinil and intermediates useful therein |
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2012
- 2012-06-15 PL PL12172191T patent/PL2674413T3/en unknown
- 2012-06-15 LT LTEP12172191.4T patent/LT2674413T/en unknown
- 2012-06-15 PT PT121721914T patent/PT2674413T/en unknown
- 2012-06-15 ME MEP-2017-203A patent/ME02861B/en unknown
- 2012-06-15 ES ES12172191.4T patent/ES2639823T3/en active Active
- 2012-06-15 HU HUE12172191A patent/HUE034485T2/en unknown
- 2012-06-15 RS RS20170871A patent/RS56304B1/en unknown
- 2012-06-15 DK DK12172191.4T patent/DK2674413T3/en active
- 2012-06-15 SI SI201231051T patent/SI2674413T1/en unknown
- 2012-06-15 EP EP12172191.4A patent/EP2674413B1/en active Active
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2013
- 2013-05-22 KR KR1020147031805A patent/KR102080264B1/en active IP Right Grant
- 2013-05-22 US US14/401,826 patent/US9346738B2/en active Active
- 2013-05-22 BR BR112014028969-7A patent/BR112014028969B1/en active IP Right Grant
- 2013-05-22 MY MYPI2014003255A patent/MY174852A/en unknown
- 2013-05-22 CA CA3118552A patent/CA3118552C/en active Active
- 2013-05-22 NZ NZ701041A patent/NZ701041A/en unknown
- 2013-05-22 EP EP13724809.2A patent/EP2861554B1/en active Active
- 2013-05-22 GE GEAP201313668A patent/GEP201606548B/en unknown
- 2013-05-22 DK DK13724809.2T patent/DK2861554T3/en active
- 2013-05-22 MX MX2014014237A patent/MX358418B/en active IP Right Grant
- 2013-05-22 EA EA201401293A patent/EA027202B1/en not_active IP Right Cessation
- 2013-05-22 PT PT13724809T patent/PT2861554T/en unknown
- 2013-05-22 WO PCT/EP2013/060472 patent/WO2013174848A2/en active Application Filing
- 2013-05-22 SG SG11201407662WA patent/SG11201407662WA/en unknown
- 2013-05-22 PL PL13724809T patent/PL2861554T3/en unknown
- 2013-05-22 CN CN201380026921.9A patent/CN104350035B/en active Active
- 2013-05-22 MA MA37611A patent/MA37611B1/en unknown
- 2013-05-22 UA UAA201413808A patent/UA118337C2/en unknown
- 2013-05-22 CA CA2873280A patent/CA2873280C/en active Active
- 2013-05-22 ES ES13724809T patent/ES2702347T3/en active Active
- 2013-05-22 PE PE2014002058A patent/PE20150712A1/en active IP Right Grant
- 2013-05-22 JP JP2015513152A patent/JP6219376B2/en active Active
- 2013-05-22 HU HUE13724809A patent/HUE042516T2/en unknown
- 2013-05-22 CU CUP2014000135A patent/CU24274B1/en unknown
- 2013-05-22 AU AU2013265351A patent/AU2013265351B2/en active Active
- 2013-05-22 CN CN201711097647.0A patent/CN107963962A/en active Pending
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2014
- 2014-11-17 IL IL235734A patent/IL235734B/en active IP Right Grant
- 2014-11-21 GT GT201400262A patent/GT201400262A/en unknown
- 2014-11-21 CR CR20140534A patent/CR20140534A/en unknown
- 2014-11-21 CO CO14256345A patent/CO7240368A2/en unknown
- 2014-11-21 EC ECIEPI201428230A patent/ECSP14028230A/en unknown
- 2014-11-21 DO DO2014000266A patent/DOP2014000266A/en unknown
- 2014-11-21 CL CL2014003165A patent/CL2014003165A1/en unknown
- 2014-11-21 TN TN2014000486A patent/TN2014000486A1/en unknown
- 2014-11-21 PH PH12014502604A patent/PH12014502604A1/en unknown
- 2014-11-21 NI NI201400135A patent/NI201400135A/en unknown
-
2017
- 2017-09-06 HR HRP20171340TT patent/HRP20171340T1/en unknown
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