KR101972992B1 - 항미생물성 화합물 및 이의 제조 방법 및 사용 방법 - Google Patents
항미생물성 화합물 및 이의 제조 방법 및 사용 방법 Download PDFInfo
- Publication number
- KR101972992B1 KR101972992B1 KR1020177033784A KR20177033784A KR101972992B1 KR 101972992 B1 KR101972992 B1 KR 101972992B1 KR 1020177033784 A KR1020177033784 A KR 1020177033784A KR 20177033784 A KR20177033784 A KR 20177033784A KR 101972992 B1 KR101972992 B1 KR 101972992B1
- Authority
- KR
- South Korea
- Prior art keywords
- compound
- tautomer
- pharmaceutically acceptable
- group
- acceptable salt
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
- 0 CB*C1=CN(C(**F)=C(*)N2)C2=NC1=O Chemical compound CB*C1=CN(C(**F)=C(*)N2)C2=NC1=O 0.000 description 13
- CLTIKULFRKWRGC-UHFFFAOYSA-N CC(C)(C)OC(NCCCCN(CC1)CC1N(C=C(c(cccc1)c1N1)C1=N1)C1=O)=O Chemical compound CC(C)(C)OC(NCCCCN(CC1)CC1N(C=C(c(cccc1)c1N1)C1=N1)C1=O)=O CLTIKULFRKWRGC-UHFFFAOYSA-N 0.000 description 1
- LCNSSEYOISLJKC-UHFFFAOYSA-N CC(C)(C)OC(NCCCN(Cc(cc1)ccc1C1=CN(C=C(c(cc2)ccc2Br)N2)C2=NC1=O)C(OC(C)(C)C)=O)=O Chemical compound CC(C)(C)OC(NCCCN(Cc(cc1)ccc1C1=CN(C=C(c(cc2)ccc2Br)N2)C2=NC1=O)C(OC(C)(C)C)=O)=O LCNSSEYOISLJKC-UHFFFAOYSA-N 0.000 description 1
- LVHGGVGVAUJQBB-UHFFFAOYSA-N CC(C)(C)OC(Nc1c(B2OC(C)(C)C(C)(C)O2)cccc1)=O Chemical compound CC(C)(C)OC(Nc1c(B2OC(C)(C)C(C)(C)O2)cccc1)=O LVHGGVGVAUJQBB-UHFFFAOYSA-N 0.000 description 1
- WGDVULQRQKNAQN-UHFFFAOYSA-N CC(NC1=N2)=CC1=CN(c1cc(OC(F)(F)F)c(CNCCCNC(N)=N)cc1)C2=O Chemical compound CC(NC1=N2)=CC1=CN(c1cc(OC(F)(F)F)c(CNCCCNC(N)=N)cc1)C2=O WGDVULQRQKNAQN-UHFFFAOYSA-N 0.000 description 1
- VTIVRWQFZJMPPL-UHFFFAOYSA-N CC(NC1=N2)=CC1=CN(c1ccc(CNCCCNC(N)=N)c(OC)c1)C2=O Chemical compound CC(NC1=N2)=CC1=CN(c1ccc(CNCCCNC(N)=N)c(OC)c1)C2=O VTIVRWQFZJMPPL-UHFFFAOYSA-N 0.000 description 1
- RCNAWWFYUOIJRT-NSHDSACASA-N C[C@@H](CN)COc1cc(C(C)(C)C)ccc1 Chemical compound C[C@@H](CN)COc1cc(C(C)(C)C)ccc1 RCNAWWFYUOIJRT-NSHDSACASA-N 0.000 description 1
- XZSWXTWOQAAOSP-UHFFFAOYSA-N Cc1cc(CCCCN)cc(SCF)c1 Chemical compound Cc1cc(CCCCN)cc(SCF)c1 XZSWXTWOQAAOSP-UHFFFAOYSA-N 0.000 description 1
- NUEKYLDQIOYNLD-SECBINFHSA-N Cc1cccc(OC[C@@H](CN)O)c1 Chemical compound Cc1cccc(OC[C@@H](CN)O)c1 NUEKYLDQIOYNLD-SECBINFHSA-N 0.000 description 1
- XXQMGRFMSHOFCD-UHFFFAOYSA-N NCCCNCc(cc1)ccc1C1=CN(C=C(c(cc2)ccc2Br)N2)C2=NC1=O Chemical compound NCCCNCc(cc1)ccc1C1=CN(C=C(c(cc2)ccc2Br)N2)C2=NC1=O XXQMGRFMSHOFCD-UHFFFAOYSA-N 0.000 description 1
- WJQDCLQXBZTVMS-UHFFFAOYSA-N O=C(c1c2cccc1)N(CCCCN(CC1)CC1N(C=C(c(cccc1)c1N1)C1=N1)C1=O)C2=O Chemical compound O=C(c1c2cccc1)N(CCCCN(CC1)CC1N(C=C(c(cccc1)c1N1)C1=N1)C1=O)C2=O WJQDCLQXBZTVMS-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61F—FILTERS IMPLANTABLE INTO BLOOD VESSELS; PROSTHESES; DEVICES PROVIDING PATENCY TO, OR PREVENTING COLLAPSING OF, TUBULAR STRUCTURES OF THE BODY, e.g. STENTS; ORTHOPAEDIC, NURSING OR CONTRACEPTIVE DEVICES; FOMENTATION; TREATMENT OR PROTECTION OF EYES OR EARS; BANDAGES, DRESSINGS OR ABSORBENT PADS; FIRST-AID KITS
- A61F2/00—Filters implantable into blood vessels; Prostheses, i.e. artificial substitutes or replacements for parts of the body; Appliances for connecting them with the body; Devices providing patency to, or preventing collapsing of, tubular structures of the body, e.g. stents
- A61F2/82—Devices providing patency to, or preventing collapsing of, tubular structures of the body, e.g. stents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/519—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with heterocyclic rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- 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
- C07D471/02—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 two hetero rings
- C07D471/08—Bridged systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/04—Ortho-condensed systems
- C07D491/044—Ortho-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring
- C07D491/048—Ortho-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring the oxygen-containing ring being five-membered
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D519/00—Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61F—FILTERS IMPLANTABLE INTO BLOOD VESSELS; PROSTHESES; DEVICES PROVIDING PATENCY TO, OR PREVENTING COLLAPSING OF, TUBULAR STRUCTURES OF THE BODY, e.g. STENTS; ORTHOPAEDIC, NURSING OR CONTRACEPTIVE DEVICES; FOMENTATION; TREATMENT OR PROTECTION OF EYES OR EARS; BANDAGES, DRESSINGS OR ABSORBENT PADS; FIRST-AID KITS
- A61F2250/00—Special features of prostheses classified in groups A61F2/00 - A61F2/26 or A61F2/82 or A61F9/00 or A61F11/00 or subgroups thereof
- A61F2250/0058—Additional features; Implant or prostheses properties not otherwise provided for
- A61F2250/0067—Means for introducing or releasing pharmaceutical products into the body
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Biomedical Technology (AREA)
- Engineering & Computer Science (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Epidemiology (AREA)
- Oral & Maxillofacial Surgery (AREA)
- Transplantation (AREA)
- Heart & Thoracic Surgery (AREA)
- Vascular Medicine (AREA)
- Cardiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Materials For Medical Uses (AREA)
Applications Claiming Priority (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US25247809P | 2009-10-16 | 2009-10-16 | |
| US61/252,478 | 2009-10-16 | ||
| US31428710P | 2010-03-16 | 2010-03-16 | |
| US61/314,287 | 2010-03-16 | ||
| US35820110P | 2010-06-24 | 2010-06-24 | |
| US61/358,201 | 2010-06-24 | ||
| PCT/US2010/052922 WO2011047319A2 (en) | 2009-10-16 | 2010-10-15 | Antimicrobial compounds and methods of making and using the same |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020127012676A Division KR20120101392A (ko) | 2009-10-16 | 2010-10-15 | 항미생물성 화합물 및 이의 제조 방법 및 사용 방법 |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020197011312A Division KR20190044136A (ko) | 2009-10-16 | 2010-10-15 | 항미생물성 화합물 및 이의 제조 방법 및 사용 방법 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR20170132900A KR20170132900A (ko) | 2017-12-04 |
| KR101972992B1 true KR101972992B1 (ko) | 2019-04-29 |
Family
ID=44343888
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020177033784A Expired - Fee Related KR101972992B1 (ko) | 2009-10-16 | 2010-10-15 | 항미생물성 화합물 및 이의 제조 방법 및 사용 방법 |
| KR1020197011312A Ceased KR20190044136A (ko) | 2009-10-16 | 2010-10-15 | 항미생물성 화합물 및 이의 제조 방법 및 사용 방법 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020197011312A Ceased KR20190044136A (ko) | 2009-10-16 | 2010-10-15 | 항미생물성 화합물 및 이의 제조 방법 및 사용 방법 |
Country Status (15)
| Country | Link |
|---|---|
| US (2) | US9193731B2 (https=) |
| EP (2) | EP3406613A1 (https=) |
| JP (1) | JP6267863B2 (https=) |
| KR (2) | KR101972992B1 (https=) |
| CN (1) | CN102712647B (https=) |
| AU (3) | AU2010306646B2 (https=) |
| CA (1) | CA2777734A1 (https=) |
| DK (1) | DK2488525T3 (https=) |
| EA (1) | EA201270566A1 (https=) |
| ES (1) | ES2675798T3 (https=) |
| IL (2) | IL219133A (https=) |
| MX (2) | MX349718B (https=) |
| NZ (1) | NZ599291A (https=) |
| PH (1) | PH12016502092A1 (https=) |
| WO (1) | WO2011047319A2 (https=) |
Families Citing this family (42)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2011047320A2 (en) | 2009-10-16 | 2011-04-21 | Rib-X Pharmaceuticals, Inc. | Antimicrobial compounds and methods of making and using the same |
| US9216979B2 (en) | 2009-10-16 | 2015-12-22 | Melinta Therapeutics, Inc. | Antimicrobial compounds and methods of making and using the same |
| KR101972992B1 (ko) | 2009-10-16 | 2019-04-29 | 멜린타 서브시디어리 코프. | 항미생물성 화합물 및 이의 제조 방법 및 사용 방법 |
| KR20140065378A (ko) | 2011-04-15 | 2014-05-29 | 멜린타 테라퓨틱스, 인크. | 항미생물 화합물 및 그의 제조 방법과 사용 방법 |
| JPWO2014030743A1 (ja) * | 2012-08-24 | 2016-08-08 | 武田薬品工業株式会社 | 複素環化合物 |
| EP3038623A4 (en) | 2013-09-09 | 2017-04-19 | Melinta Therapeutics, Inc. | Antimicrobial compounds and methods of making and using the same |
| KR20160070066A (ko) * | 2013-09-09 | 2016-06-17 | 멜린타 테라퓨틱스, 인크. | 항균 화합물, 및 이의 제조 방법 및 이용 방법 |
| JP6633618B2 (ja) | 2014-08-21 | 2020-01-22 | ブリストル−マイヤーズ スクイブ カンパニーＢｒｉｓｔｏｌ−Ｍｙｅｒｓ Ｓｑｕｉｂｂ Ｃｏｍｐａｎｙ | 強力なｒｏｃｋ阻害剤としてのタイドバックのベンズアミド誘導体 |
| CA2979342A1 (en) * | 2015-03-11 | 2016-09-15 | Melinta Therapeutics, Inc. | Antimicrobial compounds and methods of making and using the same |
| WO2017070089A1 (en) | 2015-10-19 | 2017-04-27 | Incyte Corporation | Heterocyclic compounds as immunomodulators |
| SG10202004618TA (en) | 2015-11-19 | 2020-06-29 | Incyte Corp | Heterocyclic compounds as immunomodulators |
| MA44075A (fr) | 2015-12-17 | 2021-05-19 | Incyte Corp | Dérivés de n-phényl-pyridine-2-carboxamide et leur utilisation en tant que modulateurs des interactions protéine/protéine pd-1/pd-l1 |
| AU2016379372A1 (en) | 2015-12-22 | 2018-08-02 | Incyte Corporation | Heterocyclic compounds as immunomodulators |
| WO2017193016A1 (en) | 2016-05-06 | 2017-11-09 | Melinta Therapeutics, Inc. | Antimicrobials and methods of making and using same |
| MX2018013545A (es) | 2016-05-06 | 2019-08-14 | Melinta Therapeutics Inc | Antimicrobianos y metodos de preparacion y uso de los mismos. |
| US10934295B2 (en) * | 2016-05-06 | 2021-03-02 | BioVersys AG | Antimicrobials and methods of making and using same |
| AR108396A1 (es) | 2016-05-06 | 2018-08-15 | Incyte Corp | Compuestos heterocíclicos como inmunomoduladores |
| WO2017205464A1 (en) | 2016-05-26 | 2017-11-30 | Incyte Corporation | Heterocyclic compounds as immunomodulators |
| HUE060256T2 (hu) | 2016-06-20 | 2023-02-28 | Incyte Corp | Heterociklusos vegyületek mint immunmodulátorok |
| EP3484866B1 (en) | 2016-07-14 | 2022-09-07 | Incyte Corporation | Heterocyclic compounds as immunomodulators |
| WO2018044783A1 (en) | 2016-08-29 | 2018-03-08 | Incyte Corporation | Heterocyclic compounds as immunomodulators |
| ES2874756T3 (es) | 2016-12-22 | 2021-11-05 | Incyte Corp | Derivados de triazolo[1,5-A]piridina como inmunomoduladores |
| WO2018119221A1 (en) | 2016-12-22 | 2018-06-28 | Incyte Corporation | Pyridine derivatives as immunomodulators |
| LT3558990T (lt) | 2016-12-22 | 2022-12-27 | Incyte Corporation | Tetrahidroimidazo[4,5-c]piridino dariniai kaip pd-l1 internalizavimo induktoriai |
| JP7101678B2 (ja) | 2016-12-22 | 2022-07-15 | インサイト・コーポレイション | 免疫調節剤としての複素環式化合物 |
| US20180179202A1 (en) | 2016-12-22 | 2018-06-28 | Incyte Corporation | Heterocyclic compounds as immunomodulators |
| AU2018288665A1 (en) | 2017-06-19 | 2019-12-19 | Ashoke Bhattacharjee | Antimicrobials and methods of making and using same |
| US20210403473A1 (en) * | 2018-02-21 | 2021-12-30 | BioVersys AG | Antimicrobial compounds and methods of making and using the same |
| SMT202500157T1 (it) | 2018-03-30 | 2025-05-12 | Incyte Corp | Composti eterociclici come immunomodulatori |
| HUE061503T2 (hu) | 2018-05-11 | 2023-07-28 | Incyte Corp | Tetrahidro-imidazo[4,5-C]piridin-származékok mint PD-L1 immunmodulátorok |
| US12152031B2 (en) | 2018-06-06 | 2024-11-26 | BioVersys AG | Biodefense agents |
| WO2019234509A2 (en) | 2018-06-06 | 2019-12-12 | BioVersys AG | Aminomethylamidine and methylamidine antimicrobial compounds |
| MA52873A (fr) * | 2018-06-15 | 2021-04-21 | Galapagos Nv | Nouveaux composés et compositions pharmaceutiques associées pour le traitement de maladies |
| US20240239800A1 (en) * | 2018-12-07 | 2024-07-18 | BioVersys AG | Pyrrolo[2,3-d]pyrimidin-2-one antimicrobial compounds |
| AU2020209170B2 (en) | 2019-01-16 | 2025-09-04 | Curza Global, Llc | Antimicrobial compounds and methods |
| JP7665593B2 (ja) | 2019-08-09 | 2025-04-21 | インサイト・コーポレイション | Ｐｄ－１／ｐｄ－ｌ１阻害剤の塩 |
| PE20221038A1 (es) | 2019-09-30 | 2022-06-17 | Incyte Corp | Compuestos de pirido[3,2-d] pirimidina como inmunomoduladores |
| CA3160131A1 (en) | 2019-11-11 | 2021-05-20 | Incyte Corporation | Salts and crystalline forms of a pd-1/pd-l1 inhibitor |
| CA3158103A1 (en) * | 2019-11-13 | 2021-05-20 | Curza Global, Llc | Antimicrobial compounds and methods |
| TW202233615A (zh) | 2020-11-06 | 2022-09-01 | 美商英塞特公司 | Ｐｄ—１／ｐｄ—ｌ１抑制劑之結晶形式 |
| WO2022099018A1 (en) | 2020-11-06 | 2022-05-12 | Incyte Corporation | Process of preparing a pd-1/pd-l1 inhibitor |
| CR20230230A (es) | 2020-11-06 | 2023-07-27 | Incyte Corp | Proceso para hacer un inhibidor de pd-1/pdl1 y sales y formas cristalinas del mismo |
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| WO2004080466A1 (en) * | 2003-03-07 | 2004-09-23 | Ribapharm Inc. | Cytidine analogs and methods of use |
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| ES2675798T3 (es) | 2018-07-12 |
| US20120220566A1 (en) | 2012-08-30 |
| MX2012004340A (es) | 2012-11-23 |
| IL219133A0 (en) | 2012-06-28 |
| AU2016266048B2 (en) | 2018-07-19 |
| JP2013508297A (ja) | 2013-03-07 |
| WO2011047319A8 (en) | 2011-10-27 |
| JP6267863B2 (ja) | 2018-01-24 |
| PH12016502092A1 (en) | 2017-08-30 |
| CA2777734A1 (en) | 2011-04-21 |
| IL255097A0 (en) | 2017-12-31 |
| IL219133A (en) | 2017-10-31 |
| CN102712647A (zh) | 2012-10-03 |
| US20160031893A1 (en) | 2016-02-04 |
| WO2011047319A3 (en) | 2011-08-18 |
| NZ599291A (en) | 2014-06-27 |
| KR20170132900A (ko) | 2017-12-04 |
| DK2488525T3 (en) | 2018-08-06 |
| WO2011047319A2 (en) | 2011-04-21 |
| AU2018204628A1 (en) | 2018-07-12 |
| AU2010306646B2 (en) | 2016-09-01 |
| EP3406613A1 (en) | 2018-11-28 |
| AU2010306646A1 (en) | 2012-05-03 |
| AU2016266048A1 (en) | 2016-12-22 |
| KR20190044136A (ko) | 2019-04-29 |
| US9193731B2 (en) | 2015-11-24 |
| EP2488525B1 (en) | 2018-04-25 |
| EP2488525A2 (en) | 2012-08-22 |
| EA201270566A1 (ru) | 2012-11-30 |
| EP2488525A4 (en) | 2013-07-03 |
| CN102712647B (zh) | 2018-04-24 |
| MX349718B (es) | 2017-08-10 |
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