JP6109195B2 - キナーゼ阻害剤として有用な複素環置換されたピリジル化合物 - Google Patents
キナーゼ阻害剤として有用な複素環置換されたピリジル化合物 Download PDFInfo
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- JP6109195B2 JP6109195B2 JP2014552311A JP2014552311A JP6109195B2 JP 6109195 B2 JP6109195 B2 JP 6109195B2 JP 2014552311 A JP2014552311 A JP 2014552311A JP 2014552311 A JP2014552311 A JP 2014552311A JP 6109195 B2 JP6109195 B2 JP 6109195B2
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- JP
- Japan
- Prior art keywords
- substituted
- solvent
- acn
- alkyl
- isopropylamino
- 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
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- QQPGYGHGXMLXGQ-YGPZHTELSA-N CC(C)N[C@H](CCCl)C(CN)C=O Chemical compound CC(C)N[C@H](CCCl)C(CN)C=O QQPGYGHGXMLXGQ-YGPZHTELSA-N 0.000 description 1
- IGJNPPWOFDEPSD-UHFFFAOYSA-N CC(C)Nc(cc(Nc(cc1)ccc1C#N)nc1)c1-c1nnc(C(N2CCNCC2)=O)[s]1 Chemical compound CC(C)Nc(cc(Nc(cc1)ccc1C#N)nc1)c1-c1nnc(C(N2CCNCC2)=O)[s]1 IGJNPPWOFDEPSD-UHFFFAOYSA-N 0.000 description 1
- JSADXPHJQCCHLN-CYBMUJFWSA-N CC(C)Nc(cc(Nc1cc2n[s]nc2cc1)nc1)c1-c1nnc(C(N(CC2)C[C@@H]2O)=O)[s]1 Chemical compound CC(C)Nc(cc(Nc1cc2n[s]nc2cc1)nc1)c1-c1nnc(C(N(CC2)C[C@@H]2O)=O)[s]1 JSADXPHJQCCHLN-CYBMUJFWSA-N 0.000 description 1
- KZGYPFONPYMBIF-UHFFFAOYSA-N CC(C)Nc(cc(Nc1ccc2nc[s]c2c1)nc1)c1-c1cc([nH]nc2)c2cc1 Chemical compound CC(C)Nc(cc(Nc1ccc2nc[s]c2c1)nc1)c1-c1cc([nH]nc2)c2cc1 KZGYPFONPYMBIF-UHFFFAOYSA-N 0.000 description 1
- CKIAHGRDNIJUIU-UHFFFAOYSA-N CC(C)Nc(cc(Nc1ccc2nc[s]c2c1)nc1)c1-c1nc(C(N)=O)c[s]1 Chemical compound CC(C)Nc(cc(Nc1ccc2nc[s]c2c1)nc1)c1-c1nc(C(N)=O)c[s]1 CKIAHGRDNIJUIU-UHFFFAOYSA-N 0.000 description 1
- UNUSCOSCJACYLL-UHFFFAOYSA-N CC(C)Nc(cc(Nc1ccc2nc[s]c2c1)nc1)c1-c1nnc(C(N(CC2)CC2NS(C)(=O)=O)=O)[s]1 Chemical compound CC(C)Nc(cc(Nc1ccc2nc[s]c2c1)nc1)c1-c1nnc(C(N(CC2)CC2NS(C)(=O)=O)=O)[s]1 UNUSCOSCJACYLL-UHFFFAOYSA-N 0.000 description 1
- WJNWVEVSXCURNR-UHFFFAOYSA-N CC(C)Nc(cc(Nc1ccc2nc[s]c2c1)nc1)c1C#N Chemical compound CC(C)Nc(cc(Nc1ccc2nc[s]c2c1)nc1)c1C#N WJNWVEVSXCURNR-UHFFFAOYSA-N 0.000 description 1
- NKKINTJIRCYONP-UHFFFAOYSA-N CC(C)Nc(cc(Nc1ccc2nc[s]c2c1)nc1)c1C(N)=S Chemical compound CC(C)Nc(cc(Nc1ccc2nc[s]c2c1)nc1)c1C(N)=S NKKINTJIRCYONP-UHFFFAOYSA-N 0.000 description 1
- 0 CC(C)Nc(cc(nc1)Cl)c1-c1nnc(NCCC*)[o]1 Chemical compound CC(C)Nc(cc(nc1)Cl)c1-c1nnc(NCCC*)[o]1 0.000 description 1
- SXWQJSSKXJQKRM-UHFFFAOYSA-N CC(C)Nc1cc(Cl)ncc1-c1nc(C(N)=O)n[o]1 Chemical compound CC(C)Nc1cc(Cl)ncc1-c1nc(C(N)=O)n[o]1 SXWQJSSKXJQKRM-UHFFFAOYSA-N 0.000 description 1
- KXVDSEWWEHKHAD-UHFFFAOYSA-N CC(C)Nc1cc(Cl)ncc1C(NN)=O Chemical compound CC(C)Nc1cc(Cl)ncc1C(NN)=O KXVDSEWWEHKHAD-UHFFFAOYSA-N 0.000 description 1
- MPSVVZLIWUIPOL-UHFFFAOYSA-N CCOC(/C(/N)=N/N)=O Chemical compound CCOC(/C(/N)=N/N)=O MPSVVZLIWUIPOL-UHFFFAOYSA-N 0.000 description 1
- DMUYVIYISCGQSV-GOSISDBHSA-N CNC(c(cc1)ccc1Nc1cc(Nc(cc2)cc3c2nc[s]3)ncc1-c1nnc(C(N(CC2)C[C@@H]2O)=O)[s]1)=O Chemical compound CNC(c(cc1)ccc1Nc1cc(Nc(cc2)cc3c2nc[s]3)ncc1-c1nnc(C(N(CC2)C[C@@H]2O)=O)[s]1)=O DMUYVIYISCGQSV-GOSISDBHSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing three or more hetero rings
-
- 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
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
- A61P37/06—Immunosuppressants, e.g. drugs for graft rejection
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- 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
- C07D471/04—Ortho-condensed systems
-
- 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
- C07D471/10—Spiro-condensed systems
-
- 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
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Immunology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Transplantation (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201261586155P | 2012-01-13 | 2012-01-13 | |
| US61/586,155 | 2012-01-13 | ||
| PCT/US2013/021093 WO2013106612A1 (en) | 2012-01-13 | 2013-01-11 | Heterocyclic-substituted pyridyl compounds useful as kinase inhibitors |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2015503620A JP2015503620A (ja) | 2015-02-02 |
| JP2015503620A5 JP2015503620A5 (enExample) | 2016-02-12 |
| JP6109195B2 true JP6109195B2 (ja) | 2017-04-05 |
Family
ID=47595097
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014552311A Expired - Fee Related JP6109195B2 (ja) | 2012-01-13 | 2013-01-11 | キナーゼ阻害剤として有用な複素環置換されたピリジル化合物 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US9242975B2 (enExample) |
| EP (1) | EP2802576B1 (enExample) |
| JP (1) | JP6109195B2 (enExample) |
| CN (1) | CN104159896B (enExample) |
| ES (1) | ES2686500T3 (enExample) |
| WO (1) | WO2013106612A1 (enExample) |
Families Citing this family (50)
| Publication number | Priority date | Publication date | Assignee | Title |
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| WO2014058685A1 (en) | 2012-10-08 | 2014-04-17 | Merck Sharp & Dohme Corp. | Inhibitors of irak4 activity |
| BR112015009850A2 (pt) | 2012-11-08 | 2017-07-11 | Bristol Myers Squibb Co | compostos de piridila substituídos por heteroarila úteis como moduladores de quinase |
| JP6215338B2 (ja) | 2012-11-08 | 2017-10-18 | ブリストル−マイヤーズ スクイブ カンパニーＢｒｉｓｔｏｌ−Ｍｙｅｒｓ Ｓｑｕｉｂｂ Ｃｏｍｐａｎｙ | キナーゼモジュレーターとして有用な二環式ヘテロ環置換ピリジル化合物 |
| GB201311888D0 (en) | 2013-07-03 | 2013-08-14 | Glaxosmithkline Ip Dev Ltd | Novel compounds |
| GB201311891D0 (en) | 2013-07-03 | 2013-08-14 | Glaxosmithkline Ip Dev Ltd | Novel compound |
| TWI667233B (zh) | 2013-12-19 | 2019-08-01 | 德商拜耳製藥公司 | 新穎吲唑羧醯胺，其製備方法、含彼等之醫藥製劑及其製造醫藥之用途 |
| UY35935A (es) * | 2014-01-03 | 2015-06-30 | Bristol Myers Squibb Company Una Corporación Del Estado De Delaware | Compuestos de nicotinamida sustituida con heteroarilo como inhibidores de quinasa y moduladores de irak-4 |
| US20180228907A1 (en) | 2014-04-14 | 2018-08-16 | Arvinas, Inc. | Cereblon ligands and bifunctional compounds comprising the same |
| EP3313840B1 (en) | 2015-06-24 | 2019-07-24 | Bristol-Myers Squibb Company | Heteroaryl substituted aminopyridine compounds |
| US10618903B2 (en) | 2015-06-24 | 2020-04-14 | Bristol-Myers Squibb Company | Heteroaryl substituted aminopyridine compounds |
| ES2822956T3 (es) | 2015-06-24 | 2021-05-05 | Bristol Myers Squibb Co | Compuestos de aminopiridina sustituidos con heteroarilo |
| US10323036B2 (en) * | 2016-10-14 | 2019-06-18 | Nimbus Lakshmi, Inc. | TYK2 inhibitors and uses thereof |
| TW202340194A (zh) | 2017-02-16 | 2023-10-16 | 美商基利科學股份有限公司 | 吡咯并[1,2-b]嗒𠯤衍生物 |
| EP3790889A4 (en) * | 2017-03-07 | 2022-06-08 | Psomagen, Inc. | DIAGNOSTIC AND THERAPEUTIC COMPOSITIONS TARGETING TOLL-LIKE RECEPTORS AND METHODS THEREOF |
| PT3621960T (pt) | 2017-05-11 | 2021-09-16 | Bristol Myers Squibb Co | Tienopiridinas e benzotiofenos úteis como inibidores de irak4 |
| WO2019060742A1 (en) | 2017-09-22 | 2019-03-28 | Kymera Therapeutics, Inc | AGENTS FOR DEGRADING PROTEINS AND USES THEREOF |
| US11358948B2 (en) | 2017-09-22 | 2022-06-14 | Kymera Therapeutics, Inc. | CRBN ligands and uses thereof |
| EP3710443A1 (en) | 2017-11-17 | 2020-09-23 | Arvinas Operations, Inc. | Compounds and methods for the targeted degradation of interleukin-1 receptor-associated kinase 4 polypeptides |
| WO2019111218A1 (en) | 2017-12-08 | 2019-06-13 | Cadila Healthcare Limited | Novel heterocyclic compounds as irak4 inhibitors |
| WO2019126731A1 (en) | 2017-12-22 | 2019-06-27 | Petra Pharma Corporation | Aminopyridine derivatives as phosphatidylinositol phosphate kinase inhibitors |
| IL315310A (en) | 2017-12-26 | 2024-10-01 | Kymera Therapeutics Inc | Irak degraders and uses thereof |
| WO2019140387A1 (en) | 2018-01-12 | 2019-07-18 | Kymera Therapeutics, Inc. | Crbn ligands and uses thereof |
| WO2019140380A1 (en) | 2018-01-12 | 2019-07-18 | Kymera Therapeutics, Inc. | Protein degraders and uses thereof |
| WO2020010227A1 (en) | 2018-07-06 | 2020-01-09 | Kymera Therapeutics, Inc. | Protein degraders and uses thereof |
| WO2020010177A1 (en) | 2018-07-06 | 2020-01-09 | Kymera Therapeutics, Inc. | Tricyclic crbn ligands and uses thereof |
| TWI842978B (zh) | 2018-07-13 | 2024-05-21 | 美商基利科學股份有限公司 | 衍生物 |
| TWI727392B (zh) | 2018-08-13 | 2021-05-11 | 美商基利科學股份有限公司 | 噻二唑irak4抑制劑 |
| WO2020106059A1 (ko) | 2018-11-21 | 2020-05-28 | 한국화학연구원 | Irak4 저해제로서 신규의 삼중고리 화합물 |
| KR102329235B1 (ko) | 2018-11-21 | 2021-11-22 | 한국화학연구원 | Irak4 저해제로서 신규의 삼중고리 화합물 |
| CA3119773A1 (en) | 2018-11-30 | 2020-06-04 | Kymera Therapeutics, Inc. | Irak degraders and uses thereof |
| TW202112767A (zh) | 2019-06-17 | 2021-04-01 | 美商佩特拉製藥公司 | 作為磷脂酸肌醇磷酸激酶抑制劑之胺基吡啶衍生物 |
| PH12022500002A1 (en) | 2019-06-28 | 2023-04-03 | Kymera Therapeutics Inc | Irak degraders and uses thereof |
| WO2021011868A1 (en) | 2019-07-17 | 2021-01-21 | Kymera Therapeutics, Inc. | Irak degraders and uses thereof |
| EP3999508B1 (en) | 2019-07-18 | 2023-08-30 | Bristol-Myers Squibb Company | Tricyclic heteroaryl compounds useful as irak4 inhibitors |
| WO2021011727A1 (en) | 2019-07-18 | 2021-01-21 | Bristol-Myers Squibb Company | PYRAZOLO[3,4-d]PYRROLO[1,2-b]PYRIDAZINYL COMPOUNDS USEFUL AS IRAK4 INHIBITORS |
| US12304916B2 (en) | 2019-07-23 | 2025-05-20 | Bristol-Myers Squibb Company | Thienopyridinyl and thiazolopyridinyl compounds useful as IRAK4 inhibitors |
| WO2021026181A1 (en) | 2019-08-06 | 2021-02-11 | Bristol-Myers Squibb Company | Bicyclic heterocyclic compounds useful as irak4 inhibitors |
| ES3059914T3 (en) | 2019-08-13 | 2026-03-24 | Bristol Myers Squibb Co | Bicyclic heteroaryl compounds useful as irak4 inhibitors |
| WO2021119159A1 (en) | 2019-12-10 | 2021-06-17 | Kymera Therapeutics, Inc. | Irak degraders and uses thereof |
| KR20220145325A (ko) | 2019-12-17 | 2022-10-28 | 카이메라 쎄라퓨틱스 인코포레이티드 | Irak 분해제 및 이의 용도 |
| EP4076524A4 (en) | 2019-12-17 | 2023-11-29 | Kymera Therapeutics, Inc. | IRAQ DEGRADERS AND USES THEREOF |
| US12421230B2 (en) | 2020-02-03 | 2025-09-23 | Bristol-Myers Squibb Company | Tricyclic heteroaryl compounds useful as IRAK4 inhibitors |
| WO2021158495A1 (en) * | 2020-02-03 | 2021-08-12 | Bristol-Myers Squibb Company | Benzo[5,6][1,4]dioxino[2,3-b]pyridine compounds useful as irak4 inhibitors |
| TW202210483A (zh) | 2020-06-03 | 2022-03-16 | 美商凱麥拉醫療公司 | Irak降解劑之結晶型 |
| CN116867758A (zh) | 2020-12-30 | 2023-10-10 | 凯麦拉医疗公司 | Irak降解剂和其用途 |
| US12171768B2 (en) | 2021-02-15 | 2024-12-24 | Kymera Therapeutics, Inc. | IRAK4 degraders and uses thereof |
| KR20240020735A (ko) | 2021-05-07 | 2024-02-15 | 카이메라 쎄라퓨틱스 인코포레이티드 | Cdk2 분해제 및 그 용도 |
| CA3236265A1 (en) | 2021-10-29 | 2023-05-04 | William Leong | Irak4 degraders and synthesis thereof |
| CA3243560A1 (en) | 2022-01-31 | 2023-08-03 | Kymera Therapeutics, Inc. | Iraqi Degradation Agents and Their Uses |
| WO2026005537A1 (ko) * | 2024-06-28 | 2026-01-02 | 주식회사 대웅제약 | 신규한 화합물, 및 이를 포함하는 암 또는 자가 면역 질환의 예방 또는 치료용 약학적 조성물 |
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| CA2450769A1 (en) | 2001-06-15 | 2002-12-27 | Vertex Pharmaceuticals Incorporated | 5-(2-aminopyrimidin-4-yl) benzisoxazoles as protein kinase inhibitors |
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| EP2493863B1 (en) | 2009-10-30 | 2015-02-25 | Janssen Pharmaceutica NV | Phenoxy-substituted pyrimidines as opioid receptor modulators |
| KR20120130104A (ko) | 2010-02-01 | 2012-11-28 | 닛뽕 케미파 가부시키가이샤 | Ｇｐｒ119 작동약 |
| JP2014515029A (ja) | 2011-04-29 | 2014-06-26 | アイカーン・スクール・オブ・メディシン・アト・マウント・シナイ | キナーゼ阻害剤 |
| ES2575604T3 (es) | 2012-01-13 | 2016-06-29 | Bristol-Myers Squibb Company | Compuestos de piridilo sustituidos con tiazolilo o tiadiazolilo útiles como inhibidores cinasa |
| CN104169275B (zh) | 2012-01-13 | 2017-06-09 | 百时美施贵宝公司 | 用作激酶抑制剂的三唑取代的吡啶化合物 |
-
2013
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- 2013-01-11 ES ES13700828.0T patent/ES2686500T3/es active Active
- 2013-01-11 US US14/371,456 patent/US9242975B2/en active Active
- 2013-01-11 CN CN201380013438.7A patent/CN104159896B/zh not_active Expired - Fee Related
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| WO2013106612A1 (en) | 2013-07-18 |
| ES2686500T3 (es) | 2018-10-18 |
| JP2015503620A (ja) | 2015-02-02 |
| EP2802576A1 (en) | 2014-11-19 |
| US9242975B2 (en) | 2016-01-26 |
| CN104159896B (zh) | 2017-05-24 |
| CN104159896A (zh) | 2014-11-19 |
| EP2802576B1 (en) | 2018-06-27 |
| US20150011532A1 (en) | 2015-01-08 |
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