ES2638179T3 - Compuestos de pirrolopirimidina sustituidos, composiciones de los mismos, y métodos de tratamiento con los mismos - Google Patents
Compuestos de pirrolopirimidina sustituidos, composiciones de los mismos, y métodos de tratamiento con los mismos Download PDFInfo
- Publication number
- ES2638179T3 ES2638179T3 ES14702393T ES14702393T ES2638179T3 ES 2638179 T3 ES2638179 T3 ES 2638179T3 ES 14702393 T ES14702393 T ES 14702393T ES 14702393 T ES14702393 T ES 14702393T ES 2638179 T3 ES2638179 T3 ES 2638179T3
- Authority
- ES
- Spain
- Prior art keywords
- methyl
- pyrazol
- pyrrolo
- pyrimidin
- oxy
- 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.)
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- 239000000203 mixture Chemical class 0.000 title 1
- 150000004944 pyrrolopyrimidines Chemical class 0.000 title 1
- 125000003118 aryl group Chemical group 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 abstract 1
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 abstract 1
- IBNIRPJKOIKSMI-BEFAXECRSA-N 1-[(3r,4r)-3-methoxy-4-[[2-[(1-methylpyrazol-4-yl)amino]-5-pyridin-2-yl-7h-pyrrolo[2,3-d]pyrimidin-4-yl]oxymethyl]pyrrolidin-1-yl]prop-2-en-1-one Chemical compound CO[C@H]1CN(C(=O)C=C)C[C@@H]1COC1=NC(NC2=CN(C)N=C2)=NC2=C1C(C=1N=CC=CC=1)=CN2 IBNIRPJKOIKSMI-BEFAXECRSA-N 0.000 abstract 1
- -1 1-methyl-1H-pyrazol-4-yl Chemical group 0.000 abstract 1
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 abstract 1
- LXJABBQDGLYLLG-CTYIDZIISA-N C1=NN(C)C=C1NC1=NC(O[C@@H]2C[C@H](C2)NC(=O)C=C)=C(C(=CN2)C=3N=CC=CC=3)C2=N1 Chemical compound C1=NN(C)C=C1NC1=NC(O[C@@H]2C[C@H](C2)NC(=O)C=C)=C(C(=CN2)C=3N=CC=CC=3)C2=N1 LXJABBQDGLYLLG-CTYIDZIISA-N 0.000 abstract 1
- RDEWCIILDDEFOK-WKILWMFISA-N C1[C@@H](N(C)C(=O)C=C)C[C@@H]1OC1=NC(NC2=CN(C)N=C2)=NC2=C1C(C1=CN(C)N=C1)=CN2 Chemical compound C1[C@@H](N(C)C(=O)C=C)C[C@@H]1OC1=NC(NC2=CN(C)N=C2)=NC2=C1C(C1=CN(C)N=C1)=CN2 RDEWCIILDDEFOK-WKILWMFISA-N 0.000 abstract 1
- KMOMZCIAGIBFDM-SHTZXODSSA-N C1[C@@H](N(C)C(=O)C=C)C[C@@H]1OC1=NC(NC2=CN(C)N=C2)=NC2=C1C(C1=NN(C)C=C1)=CN2 Chemical compound C1[C@@H](N(C)C(=O)C=C)C[C@@H]1OC1=NC(NC2=CN(C)N=C2)=NC2=C1C(C1=NN(C)C=C1)=CN2 KMOMZCIAGIBFDM-SHTZXODSSA-N 0.000 abstract 1
- ZQBCJCORGLOPBO-QAQDUYKDSA-N C1[C@@H](N(C)C(=O)C=C)C[C@@H]1OC1=NC(NC2=CN(C)N=C2)=NC2=C1C(C=1C=NC=CC=1)=CN2 Chemical compound C1[C@@H](N(C)C(=O)C=C)C[C@@H]1OC1=NC(NC2=CN(C)N=C2)=NC2=C1C(C=1C=NC=CC=1)=CN2 ZQBCJCORGLOPBO-QAQDUYKDSA-N 0.000 abstract 1
- FLMFNCJHQKPHDY-WKILWMFISA-N C1[C@@H](N(C)C(=O)C=C)C[C@@H]1OC1=NC(NC2=CN(C)N=C2)=NC2=C1C(C=1N=CC=CC=1)=CN2 Chemical compound C1[C@@H](N(C)C(=O)C=C)C[C@@H]1OC1=NC(NC2=CN(C)N=C2)=NC2=C1C(C=1N=CC=CC=1)=CN2 FLMFNCJHQKPHDY-WKILWMFISA-N 0.000 abstract 1
- LKVQXJRVWLXFLH-WKILWMFISA-N C1[C@@H](N(C)C(=O)C=C)C[C@@H]1OC1=NC(NC=2C(=NN(C)C=2)C)=NC2=C1C(C=1N=CC=CC=1)=CN2 Chemical compound C1[C@@H](N(C)C(=O)C=C)C[C@@H]1OC1=NC(NC=2C(=NN(C)C=2)C)=NC2=C1C(C=1N=CC=CC=1)=CN2 LKVQXJRVWLXFLH-WKILWMFISA-N 0.000 abstract 1
- AIICTBIMGNHAJA-CTYIDZIISA-N C1[C@@H](NC)C[C@@H]1OC1=NC(NC2=CN(C)N=C2)=NC2=C1C(C=1C=NC=CC=1)=CN2 Chemical compound C1[C@@H](NC)C[C@@H]1OC1=NC(NC2=CN(C)N=C2)=NC2=C1C(C=1C=NC=CC=1)=CN2 AIICTBIMGNHAJA-CTYIDZIISA-N 0.000 abstract 1
- KPCZJLGGXRGYIE-UHFFFAOYSA-N [C]1=CC=CN=C1 Chemical group [C]1=CC=CN=C1 KPCZJLGGXRGYIE-UHFFFAOYSA-N 0.000 abstract 1
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 abstract 1
- 125000001072 heteroaryl group Chemical group 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 125000004527 pyrimidin-4-yl group Chemical group N1=CN=C(C=C1)* 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
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- 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
- 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
- A61K31/535—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one oxygen as the ring hetero atoms, e.g. 1,2-oxazines
- A61K31/5375—1,4-Oxazines, e.g. morpholine
- A61K31/5377—1,4-Oxazines, e.g. morpholine not condensed and containing further heterocyclic rings, e.g. timolol
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- A61P35/04—Antineoplastic agents specific for metastasis
-
- 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
- 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
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Oncology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
Un compuesto de fórmula (I):**Fórmula** y sales, tautómeros, estereoisómeros, enantiómeros e isotopólogos farmacéuticamente aceptables del mismo, en donde: R1 es alquilo C1-8 sustituido o no sustituido, cicloalquilo C3-8 sustituido o no sustituido, o heterociclilo no aromático sustituido o no sustituido; R2 es arilo sustituido o no sustituido, o heteroarilo sustituido o no sustituido; R3 es heterociclilo sustituido o no sustituido o arilo sustituido o no sustituido, y L es O; a condición de que el compuesto no sea 4-[[trans-3-(metilamino)ciclobutil]oxi]-N-(1-metil-1H-pirazol-4-il)-5-(piridin-3-il)-7H-pirrolo[2,3-d]pirimidin-2-amina, N-[trans-3-[[2-[(1-metil-1H-pirazol-4-il)amino]-5-(2-piridinil)-7H-pirrolo[2,3-d]pirimidin-4-il]oxi]ciclobutil]-2-Propenamida, N-metil-N-[trans-3-[[2-[(1-metil-1H-pirazol-4-il)amino]-5-(3-piridinil)-7H-pirrolo[2,3-d]pirimidin-4-il]oxi]ciclobutil]-2- Propenamida, N-[trans-3-[[2-[(1,3-dimetil-1H-pirazol-4-il)amino]-5-(2-piridinil)-7H-pirrolo[2,3-d]pirimidin-4-il]oxi]ciclobutil]-N-metil-2- Propenamida, N-metil-N-[trans-3-[[5-(1-metil-1H-pirazol-3-il)-2-[(1-metil-1H-pirazol-4-il)amino]-7H-pirrolo[2,3-d]pirimidin-4- il]oxi]ciclobutil]-2-Propenamida, N-metil-N-[trans-3-[[2-[(1-metil-1H-pirazol-4-il)amino]-5-(2-piridinil)-7H-pirrolo[2,3-d]pirimidin-4-il]oxi]ciclobutil]-2- Propenamida, N-metil-N-[trans-3-[[5-(1-metil-1H-pirazol-4-il)-2-[(1-metil-1H-pirazol-4-il)amino]-7H-pirrolo[2,3-d]pirimidin-4- il]oxi]ciclobutil]-2-Propenamida, N-[cis-3-[[2-[(1-metil-1H-pirazol-4-il)amino]-5-(3-piridinil)-7H-pirrolo[2,3-d]pirimidin-4-il]oxi]ciclobutil]-2-Propenamida o 1-[(3R,4R)-3-metoxi-4-[[[2-[(1-metil-1H-pirazol-4-il)amino]-5-(2-piridinil)-7H-pirrolo[2,3-d]pirimidin-4-il]oxi]metil]-1- pirrolidinil]-2-Propen-1-ona.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201361753259P | 2013-01-16 | 2013-01-16 | |
| PCT/US2014/011612 WO2014113429A2 (en) | 2013-01-16 | 2014-01-15 | Substituted pyrrolopyrimidine compounds, compositions thereof, and methods of treatment therewith |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2638179T3 true ES2638179T3 (es) | 2017-10-19 |
Family
ID=50031611
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES14702393T Active ES2638179T3 (es) | 2013-01-16 | 2014-01-15 | Compuestos de pirrolopirimidina sustituidos, composiciones de los mismos, y métodos de tratamiento con los mismos |
Country Status (24)
| Country | Link |
|---|---|
| US (3) | US9428509B2 (es) |
| EP (2) | EP2945636B1 (es) |
| JP (1) | JP2016505041A (es) |
| KR (1) | KR20150108389A (es) |
| CN (1) | CN105188704B (es) |
| AR (1) | AR094494A1 (es) |
| AU (1) | AU2014207641A1 (es) |
| BR (1) | BR112015016997A2 (es) |
| CA (1) | CA2897985A1 (es) |
| CL (1) | CL2015001990A1 (es) |
| EA (1) | EA201591327A1 (es) |
| EC (1) | ECSP15030799A (es) |
| ES (1) | ES2638179T3 (es) |
| HK (1) | HK1212207A1 (es) |
| IL (1) | IL239901A0 (es) |
| MX (1) | MX2015009209A (es) |
| NI (1) | NI201500094A (es) |
| NZ (1) | NZ630467A (es) |
| PE (1) | PE20151995A1 (es) |
| PH (1) | PH12015501576A1 (es) |
| SG (1) | SG11201505446WA (es) |
| TW (1) | TW201441227A (es) |
| WO (1) | WO2014113429A2 (es) |
| ZA (1) | ZA201505011B (es) |
Families Citing this family (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PH12017500997A1 (en) | 2012-04-04 | 2018-02-19 | Samumed Llc | Indazole inhibitors of the wnt signal pathway and therapeutic uses thereof |
| EP2945636B1 (en) | 2013-01-16 | 2017-06-28 | Signal Pharmaceuticals, LLC | Substituted pyrrolopyrimidine compounds, compositions thereof, and methods of treatment therewith |
| NZ629796A (en) * | 2014-07-14 | 2015-12-24 | Signal Pharm Llc | Amorphous form of 4-((4-(cyclopentyloxy)-5-(2-methylbenzo[d]oxazol-6-yl)-7h-pyrrolo[2,3-d]pyrimidin-2-yl)amino)-3-methoxy-n-methylbenzamide, compositions thereof and methods of their use |
| AU2015289929A1 (en) * | 2014-07-14 | 2017-03-02 | Signal Pharmaceuticals, Llc | Methods of treating a cancer using substituted pyrrolopyrimidine compounds, compositions thereof |
| WO2016073771A2 (en) * | 2014-11-06 | 2016-05-12 | Ohio State Innovation Foundation | Pyrrolopyrimidine derivatives as mps1/ttk kinase inhibitors |
| US10913744B2 (en) | 2015-02-13 | 2021-02-09 | Dana-Farber Cancer Institute, Inc. | LRRK2 inhibitors and methods of making and using the same |
| CN105906630B (zh) * | 2015-04-06 | 2018-10-23 | 四川百利药业有限责任公司 | 用作fgfr抑制剂的n-(1h-吡唑-5-基)嘧啶并吡唑-4,6-二取代胺类化合物 |
| MX2017016325A (es) * | 2015-06-22 | 2018-03-02 | Ono Pharmaceutical Co | Compuesto inhibidor de cinasa de tumor de mama (brk). |
| WO2017011720A1 (en) * | 2015-07-16 | 2017-01-19 | Signal Pharmaceuticals, Llc | Solod forms 4-((4-(cyclopentyloxy)-5-(2-methylbenzo[d] oxazol-6-yl)17h-pyrrolo[2,3-d]pyrimidin-2-yl)amino)-3-methoxy-n-methylbenzamide, compositions thereof and methods of their use |
| JP6541871B2 (ja) * | 2015-08-13 | 2019-07-10 | 北京韓美薬品有限公司 | Irak4阻害剤、及びその応用 |
| WO2017066055A1 (en) * | 2015-10-13 | 2017-04-20 | The Scripps Research Institute | THERAPEUTIC TARGETING OF CASEIN KINASE 1δ IN BREAST CANCER |
| JP6982748B2 (ja) | 2015-11-06 | 2021-12-17 | バイオスプライス セラピューティクス インコーポレイテッド | 2−(1H−インダゾール−3−イル)−3H−イミダゾ[4,5−c]ピリジンおよびそれらの抗炎症的使用 |
| CN105646496B (zh) * | 2016-01-20 | 2018-07-20 | 华侨大学 | 一种7H-吡咯并[2,3-d]嘧啶衍生物、其合成方法及应用 |
| AR108325A1 (es) | 2016-04-27 | 2018-08-08 | Samumed Llc | Isoquinolin-3-il carboxamidas y preparación y uso de las mismas |
| SI3464285T1 (sl) | 2016-06-01 | 2023-02-28 | Biosplice Therapeutics, Inc. | Postopek za pripravo N-(5-(3-(7-(3-fluorofenil)-3H-imidazo(4,5-C)piridin-2-il)-1H-indazol-5- il)piridin-3-il)-3-metilbutanamida |
| CN108727400B (zh) * | 2017-05-24 | 2021-07-09 | 四川晶华生物科技有限公司 | 一种治疗肿瘤的化合物 |
| CR20200174A (es) * | 2017-10-27 | 2020-06-26 | Bayer Ag | Novedosos derivados de pirazolo-pirrolo-pirimidina como inhibidores de p2x3 |
| PE20201146A1 (es) | 2017-12-28 | 2020-10-26 | Dae Woong Pharma | Derivado de oxi-fluoropiperidina como inhibidor de quinasa |
| CA3086714A1 (en) * | 2017-12-28 | 2019-07-04 | Development Center For Biotechnology | Heterocycle compounds as tyro3, axl and mertk (tam) family of receptor tyrosine kinase inhibitors |
| KR102577242B1 (ko) | 2017-12-28 | 2023-09-11 | 주식회사 대웅제약 | 카이네이즈 저해제로서의 아미노-메틸피페리딘 유도체 |
| KR20210020022A (ko) | 2018-05-15 | 2021-02-23 | 유니버시티 오브 테네시 리서치 파운데이션 | 삼중 음성 유방암 및 난소암 치료용 화합물 |
| WO2020150552A2 (en) | 2019-01-17 | 2020-07-23 | Samumed, Llc | Methods of treating cartilage disorders through inhibition of clk and dyrk |
| JP2024515318A (ja) * | 2021-04-30 | 2024-04-08 | ウィゲン・バイオメディシン・テクノロジー・(シャンハイ)・カンパニー・リミテッド | Wee-1阻害剤としての縮合環状化合物、その調製方法およびその使用 |
| EP4335441B1 (en) * | 2021-05-03 | 2025-05-28 | JBKLAB Co., Ltd. | Pharmaceutical composition for preventing, alleviating, or treating cancer, containing 2,6-dichloro-4-(4-(4-hydroxycyclohexylamino)-7h-pyrrolo[2,3-d]pyrimidin-5-yl)phenol as active ingredient |
| CA3234937A1 (en) * | 2021-10-12 | 2023-04-20 | Biosplice Therapeutics, Inc. | 7h-pyrrolo[2,3-d]pyrimidines and preparation as dyrk1a inhibitors |
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-
2014
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- 2014-01-15 WO PCT/US2014/011612 patent/WO2014113429A2/en not_active Ceased
- 2014-01-15 US US14/155,485 patent/US9428509B2/en active Active
- 2014-01-15 EP EP17152166.9A patent/EP3202403A1/en not_active Withdrawn
- 2014-01-15 CA CA2897985A patent/CA2897985A1/en not_active Abandoned
- 2014-01-15 NZ NZ630467A patent/NZ630467A/en not_active IP Right Cessation
- 2014-01-15 SG SG11201505446WA patent/SG11201505446WA/en unknown
- 2014-01-15 KR KR1020157022134A patent/KR20150108389A/ko not_active Withdrawn
- 2014-01-15 ES ES14702393T patent/ES2638179T3/es active Active
- 2014-01-15 PE PE2015001346A patent/PE20151995A1/es not_active Application Discontinuation
- 2014-01-15 JP JP2015553794A patent/JP2016505041A/ja active Pending
- 2014-01-15 CN CN201480015876.1A patent/CN105188704B/zh not_active Expired - Fee Related
- 2014-01-15 HK HK16100005.5A patent/HK1212207A1/xx unknown
- 2014-01-15 AU AU2014207641A patent/AU2014207641A1/en not_active Abandoned
- 2014-01-15 US US14/155,498 patent/US9346812B2/en active Active
- 2014-01-15 EA EA201591327A patent/EA201591327A1/ru unknown
- 2014-01-15 MX MX2015009209A patent/MX2015009209A/es unknown
- 2014-01-15 TW TW103101537A patent/TW201441227A/zh unknown
- 2014-01-15 AR ARP140100151A patent/AR094494A1/es unknown
- 2014-01-15 BR BR112015016997A patent/BR112015016997A2/pt not_active IP Right Cessation
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2015
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- 2015-07-15 PH PH12015501576A patent/PH12015501576A1/en unknown
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- 2015-07-15 CL CL2015001990A patent/CL2015001990A1/es unknown
- 2015-07-16 EC ECIEPI201530799A patent/ECSP15030799A/es unknown
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2016
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Also Published As
| Publication number | Publication date |
|---|---|
| CA2897985A1 (en) | 2014-07-24 |
| IL239901A0 (en) | 2015-08-31 |
| EP2945636A2 (en) | 2015-11-25 |
| NZ630467A (en) | 2017-02-24 |
| EP3202403A1 (en) | 2017-08-09 |
| SG11201505446WA (en) | 2015-08-28 |
| US9346812B2 (en) | 2016-05-24 |
| KR20150108389A (ko) | 2015-09-25 |
| US20160324861A1 (en) | 2016-11-10 |
| CN105188704B (zh) | 2017-09-19 |
| US9428509B2 (en) | 2016-08-30 |
| ECSP15030799A (es) | 2015-11-30 |
| WO2014113429A3 (en) | 2014-10-09 |
| US9795607B2 (en) | 2017-10-24 |
| TW201441227A (zh) | 2014-11-01 |
| AR094494A1 (es) | 2015-08-05 |
| ZA201505011B (en) | 2016-11-30 |
| US20140200207A1 (en) | 2014-07-17 |
| NI201500094A (es) | 2015-09-21 |
| EA201591327A1 (ru) | 2015-12-30 |
| PH12015501576A1 (en) | 2016-02-01 |
| EP2945636B1 (en) | 2017-06-28 |
| PE20151995A1 (es) | 2016-01-13 |
| HK1212207A1 (en) | 2016-06-10 |
| CL2015001990A1 (es) | 2016-01-22 |
| WO2014113429A2 (en) | 2014-07-24 |
| AU2014207641A1 (en) | 2015-08-06 |
| US20140200206A1 (en) | 2014-07-17 |
| JP2016505041A (ja) | 2016-02-18 |
| MX2015009209A (es) | 2016-03-17 |
| BR112015016997A2 (pt) | 2017-07-11 |
| CN105188704A (zh) | 2015-12-23 |
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