AR094346A1 - Derivados de azaindol como inhibidores de las proteína quinasas - Google Patents
Derivados de azaindol como inhibidores de las proteína quinasasInfo
- Publication number
- AR094346A1 AR094346A1 ARP140100010A ARP140100010A AR094346A1 AR 094346 A1 AR094346 A1 AR 094346A1 AR P140100010 A ARP140100010 A AR P140100010A AR P140100010 A ARP140100010 A AR P140100010A AR 094346 A1 AR094346 A1 AR 094346A1
- Authority
- AR
- Argentina
- Prior art keywords
- hnc
- group
- alkyl
- halogen
- ch2nhc
- Prior art date
Links
Classifications
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- 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
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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
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/4353—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom ortho- or peri-condensed with heterocyclic ring systems
- A61K31/4375—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom ortho- or peri-condensed with heterocyclic ring systems the heterocyclic ring system containing a six-membered ring having nitrogen as a ring heteroatom, e.g. quinolizines, naphthyridines, berberine, vincamine
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/08—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
-
- 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
- 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
- A61P35/02—Antineoplastic agents specific for leukemia
-
- 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
-
- 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
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/02—Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
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- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Q—MEASURING OR TESTING PROCESSES INVOLVING ENZYMES, NUCLEIC ACIDS OR MICROORGANISMS; COMPOSITIONS OR TEST PAPERS THEREFOR; PROCESSES OF PREPARING SUCH COMPOSITIONS; CONDITION-RESPONSIVE CONTROL IN MICROBIOLOGICAL OR ENZYMOLOGICAL PROCESSES
- C12Q1/00—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions
- C12Q1/48—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving transferase
- C12Q1/485—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving transferase involving kinase
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- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
- G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
- G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
- G01N33/53—Immunoassay; Biospecific binding assay; Materials therefor
- G01N33/574—Immunoassay; Biospecific binding assay; Materials therefor for cancer
- G01N33/57484—Immunoassay; Biospecific binding assay; Materials therefor for cancer involving compounds serving as markers for tumor, cancer, neoplasia, e.g. cellular determinants, receptors, heat shock/stress proteins, A-protein, oligosaccharides, metabolites
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- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N2333/00—Assays involving biological materials from specific organisms or of a specific nature
- G01N2333/90—Enzymes; Proenzymes
- G01N2333/91—Transferases (2.)
- G01N2333/912—Transferases (2.) transferring phosphorus containing groups, e.g. kinases (2.7)
- G01N2333/91205—Phosphotransferases in general
- G01N2333/9121—Phosphotransferases in general with an alcohol group as acceptor (2.7.1), e.g. general tyrosine, serine or threonine kinases
- G01N2333/91215—Phosphotransferases in general with an alcohol group as acceptor (2.7.1), e.g. general tyrosine, serine or threonine kinases with a definite EC number (2.7.1.-)
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- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N2500/00—Screening for compounds of potential therapeutic value
- G01N2500/04—Screening involving studying the effect of compounds C directly on molecule A (e.g. C are potential ligands for a receptor A, or potential substrates for an enzyme A)
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N2500/00—Screening for compounds of potential therapeutic value
- G01N2500/10—Screening for compounds of potential therapeutic value involving cells
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- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N2500/00—Screening for compounds of potential therapeutic value
- G01N2500/20—Screening for compounds of potential therapeutic value cell-free systems
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N2800/00—Detection or diagnosis of diseases
- G01N2800/52—Predicting or monitoring the response to treatment, e.g. for selection of therapy based on assay results in personalised medicine; Prognosis
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Immunology (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Biomedical Technology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Hematology (AREA)
- Molecular Biology (AREA)
- Urology & Nephrology (AREA)
- Cell Biology (AREA)
- Biochemistry (AREA)
- Physics & Mathematics (AREA)
- Analytical Chemistry (AREA)
- Biotechnology (AREA)
- Microbiology (AREA)
- Oncology (AREA)
- Hospice & Palliative Care (AREA)
- Pathology (AREA)
- Food Science & Technology (AREA)
- General Physics & Mathematics (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Wood Science & Technology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Zoology (AREA)
- Epidemiology (AREA)
- Physical Education & Sports Medicine (AREA)
- Rheumatology (AREA)
- Biophysics (AREA)
Abstract
Preparación de los compuestos de la fórmula (1), sus usos, en particular en la inhibición de las proteínas quinasas que están implicadas, por ejemplo, en numerosas enfermedades tales como cánceres o trastornos del sistema inmune. Reivindicación 1: Un compuesto de la fórmula (1) que se caracteriza por el hecho de que, R¹ es un grupo alquilo C₁₋₆, preferentemente metilo, etilo o n-propilo; X es CH₂ o C=O; R² es un átomo de hidrógeno, un grupo alquilo o un átomo de halógeno; Y es elegido de un grupo que consiste en HNC(O), HNC(S), HNSO₂, HNC(O)CH₂, HNC(O)NH, HNC(S)NH, C(O)NH, C(O)NHCH₂, CH₂NHC(O) y CH₂NHC(S); y R³ es elegido de un grupo que consiste en: un grupo fenilo mono o polisustituido con: un hidroxilo, un halógeno, alquilo C₁₋₆, preferentemente una alquil C₁₋₆-amina secundaria, un alcoxi C₁₋₆, un trifluoroalcoxi C₁₋₆, preferentemente un trifluorometoxi, un alquilo C₁₋₆, preferentemente un metilo, isopropilo, un trifluoroalquilo C₁₋₆, preferentemente un trifluorometilo, un fragmento heteroarilo opcionalmente sustituido con un alquilo C₁₋₆, un trifluoroalquilo C₁₋₆, un halógeno y/o un hidroxilo, donde dicho fragmento heteroarilo es elegido de un grupo que consiste en dihidrobenzofurano, indol, benzodioxol, benzotriazol, piridina o un tiazol preferentemente monosustituido con un metilo, un imidazol con la condición de que Y sea HNC(S), HNSO₂, HNC(O)CH₂, HNC(O)NH, HNC(S)NH, C(O)NHCH₂, CH₂NHC(O), CH₂NHC(S) o C(O)NH donde NH está directamente ligado a R³, preferentemente Y es HNC(S); un grupo heteroarilo preferentemente elegido de un grupo que consiste en dihidrobenzofurano, indol, benzodioxol, benzotriazol, piridina, opcionalmente sustituido con un alquilo C₁₋₆, un trifluoroalquilo C₁₋₆, un halógeno y/o un hidroxilo; un grupo cíclico monosustituido no aromático, preferentemente un alquilo C₃₋₁₀ cíclico, monosustituido con un hidroxilo, un halógeno, alquilo C₁₋₆, un alcoxi C₁₋₆, un trifluoroalcoxi C₁₋₆, un alquilo C₁₋₆, un trifluoroalquilo C₁₋₆; y un fragmento que es elegido de un grupo que consiste en: el grupo de formulas (2); y/o las sales de adición farmacéuticamente aceptables, solvatos, enantiómeros, diastereoisómeros de los mismos, como así también mezclas de los mismos.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR1262934A FR3000494B1 (fr) | 2012-12-28 | 2012-12-28 | Nouveaux derives d'azaindoles en tant qu'inhibiteurs de proteines kinases |
Publications (1)
Publication Number | Publication Date |
---|---|
AR094346A1 true AR094346A1 (es) | 2015-07-29 |
Family
ID=47989197
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ARP140100010A AR094346A1 (es) | 2012-12-28 | 2014-01-03 | Derivados de azaindol como inhibidores de las proteína quinasas |
Country Status (16)
Country | Link |
---|---|
US (1) | US9493455B2 (es) |
EP (1) | EP2938613A1 (es) |
JP (1) | JP2016507509A (es) |
KR (1) | KR20150108372A (es) |
CN (1) | CN105008355B (es) |
AR (1) | AR094346A1 (es) |
AU (1) | AU2013369243A1 (es) |
BR (1) | BR112015015653A8 (es) |
CA (1) | CA2896822A1 (es) |
CL (1) | CL2015001818A1 (es) |
FR (1) | FR3000494B1 (es) |
HK (1) | HK1215578A1 (es) |
IL (1) | IL239628A0 (es) |
RU (1) | RU2015128606A (es) |
TW (1) | TW201431858A (es) |
WO (1) | WO2014102378A1 (es) |
Families Citing this family (20)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR101852169B1 (ko) | 2010-05-20 | 2018-04-26 | 어레이 바이오파마 인크. | Trk 키나제 저해제로서의 매크로시클릭 화합물 |
KR20160134865A (ko) * | 2014-04-14 | 2016-11-23 | 샹하이 헨그루이 파마수티컬 컴퍼니 리미티드 | 아미드 유도체 및 이의 약제학적으로 허용되는 염, 이의 제조방법 및 이의 의학적 적용 |
CN107820495A (zh) * | 2015-04-29 | 2018-03-20 | 桑福德-伯纳姆医学研究院 | 靶向epha4的配体结合域的新型epha4抑制剂 |
SI3322706T1 (sl) | 2015-07-16 | 2021-04-30 | Array Biopharma, Inc. | Substituirane pirazolo(1,5-A)piridinske spojine kot zaviralci ret-kinaze |
CN107663151B (zh) * | 2016-07-28 | 2021-11-26 | 江苏豪森药业集团有限公司 | 甲磺酸氟马替尼的中间体合成方法 |
JOP20190077A1 (ar) | 2016-10-10 | 2019-04-09 | Array Biopharma Inc | مركبات بيرازولو [1، 5-a]بيريدين بها استبدال كمثبطات كيناز ret |
TWI704148B (zh) | 2016-10-10 | 2020-09-11 | 美商亞雷生物製藥股份有限公司 | 作為ret激酶抑制劑之經取代吡唑并[1,5-a]吡啶化合物 |
WO2018136663A1 (en) | 2017-01-18 | 2018-07-26 | Array Biopharma, Inc. | Ret inhibitors |
ES2948194T3 (es) | 2017-01-18 | 2023-09-01 | Array Biopharma Inc | Compuestos de pirazolo[1,5-a]pirazina sustituida como inhibidores de la cinasa RET |
JOP20190213A1 (ar) | 2017-03-16 | 2019-09-16 | Array Biopharma Inc | مركبات حلقية ضخمة كمثبطات لكيناز ros1 |
SG11201908569QA (en) | 2017-03-21 | 2019-10-30 | Arbutus Biopharma Corp | Substituted dihydroindene-4-carboxamides and analogs thereof, and methods using same |
KR101990054B1 (ko) * | 2017-04-25 | 2019-06-17 | 대구대학교 산학협력단 | 로손을 유효성분으로 포함하는 항암 조성물 |
TWI812649B (zh) | 2017-10-10 | 2023-08-21 | 美商絡速藥業公司 | 6-(2-羥基-2-甲基丙氧基)-4-(6-(6-((6-甲氧基吡啶-3-基)甲基)-3,6-二氮雜雙環[3.1.1]庚-3-基)吡啶-3-基)吡唑并[1,5-a]吡啶-3-甲腈之調配物 |
TWI791053B (zh) | 2017-10-10 | 2023-02-01 | 美商亞雷生物製藥股份有限公司 | 6-(2-羥基-2-甲基丙氧基)-4-(6-(6-((6-甲氧基吡啶-3-基)甲基)-3,6-二氮雜雙環[3.1.1]庚-3-基)吡啶-3-基)吡唑并[1,5-a]吡啶-3-甲腈之結晶形式及其醫藥組合物 |
WO2019143994A1 (en) | 2018-01-18 | 2019-07-25 | Array Biopharma Inc. | Substituted pyrazolyl[4,3-c]pyridinecompounds as ret kinase inhibitors |
CN111971286B (zh) | 2018-01-18 | 2023-04-14 | 阿雷生物药品公司 | 作为RET激酶抑制剂的取代的吡咯并[2,3-d]嘧啶化合物 |
CN111630054B (zh) | 2018-01-18 | 2023-05-09 | 奥瑞生物药品公司 | 作为RET激酶抑制剂的取代的吡唑并[3,4-d]嘧啶化合物 |
US11964988B2 (en) | 2018-09-10 | 2024-04-23 | Array Biopharma Inc. | Fused heterocyclic compounds as RET kinase inhibitors |
KR102319676B1 (ko) * | 2019-11-14 | 2021-11-02 | 한국과학기술연구원 | 피롤로피리미딘, 피롤로피리딘, 인다졸 화합물 유도체 및 이를 포함하는 치료용 약학 조성물 |
CN114805120A (zh) * | 2022-05-23 | 2022-07-29 | 江苏瑞达环保科技有限公司 | 一种间氰甲基苯甲酸甲酯的合成工艺 |
Family Cites Families (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
TWI329112B (en) * | 2002-07-19 | 2010-08-21 | Bristol Myers Squibb Co | Novel inhibitors of kinases |
CN101208338B (zh) | 2005-07-29 | 2010-12-29 | 霍夫曼-拉罗奇有限公司 | 氮杂苯并咪唑衍生物,它们的制备以及作为抗癌剂的应用 |
BRPI0716477A2 (pt) * | 2006-09-06 | 2014-03-18 | Hoffmann La Roche | Derivados heteroarila como inibidores de quinase protéica |
WO2008144253A1 (en) * | 2007-05-14 | 2008-11-27 | Irm Llc | Protein kinase inhibitors and methods for using thereof |
CN101808994B (zh) * | 2007-07-17 | 2013-05-15 | 普莱希科公司 | 用于激酶调节的化合物和方法以及其适应症 |
JP2011513330A (ja) * | 2008-02-29 | 2011-04-28 | アレイ バイオファーマ、インコーポレイテッド | Raf阻害化合物およびその使用方法 |
FR2941948B1 (fr) * | 2009-02-12 | 2013-04-05 | Nova Decision | Derives d'azaindoles en tant qu'inhibiteur des proteines kinases abl et src |
AU2010343102B2 (en) * | 2009-12-29 | 2016-03-24 | Dana-Farber Cancer Institute, Inc. | Type II Raf kinase inhibitors |
FR3000492B1 (fr) * | 2012-12-28 | 2015-09-11 | Oribase Pharma | Nouveaux derives azaindole en tant qu'inhibiteurs multikinases |
-
2012
- 2012-12-28 FR FR1262934A patent/FR3000494B1/fr not_active Expired - Fee Related
-
2013
- 2013-12-30 TW TW102149012A patent/TW201431858A/zh unknown
- 2013-12-30 BR BR112015015653A patent/BR112015015653A8/pt not_active IP Right Cessation
- 2013-12-30 EP EP13814999.2A patent/EP2938613A1/en not_active Withdrawn
- 2013-12-30 US US14/655,613 patent/US9493455B2/en not_active Expired - Fee Related
- 2013-12-30 JP JP2015550097A patent/JP2016507509A/ja active Pending
- 2013-12-30 AU AU2013369243A patent/AU2013369243A1/en not_active Abandoned
- 2013-12-30 KR KR1020157020248A patent/KR20150108372A/ko not_active Application Discontinuation
- 2013-12-30 CA CA2896822A patent/CA2896822A1/en not_active Abandoned
- 2013-12-30 WO PCT/EP2013/078140 patent/WO2014102378A1/en active Application Filing
- 2013-12-30 RU RU2015128606A patent/RU2015128606A/ru not_active Application Discontinuation
- 2013-12-30 CN CN201380071999.2A patent/CN105008355B/zh not_active Expired - Fee Related
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2014
- 2014-01-03 AR ARP140100010A patent/AR094346A1/es unknown
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2015
- 2015-06-24 CL CL2015001818A patent/CL2015001818A1/es unknown
- 2015-06-25 IL IL239628A patent/IL239628A0/en unknown
-
2016
- 2016-03-25 HK HK16103534.9A patent/HK1215578A1/zh unknown
Also Published As
Publication number | Publication date |
---|---|
FR3000494B1 (fr) | 2015-08-21 |
CN105008355A (zh) | 2015-10-28 |
CN105008355B (zh) | 2017-08-04 |
TW201431858A (zh) | 2014-08-16 |
EP2938613A1 (en) | 2015-11-04 |
RU2015128606A (ru) | 2017-02-02 |
BR112015015653A8 (pt) | 2018-01-23 |
US9493455B2 (en) | 2016-11-15 |
KR20150108372A (ko) | 2015-09-25 |
US20150353540A1 (en) | 2015-12-10 |
HK1215578A1 (zh) | 2016-09-02 |
JP2016507509A (ja) | 2016-03-10 |
IL239628A0 (en) | 2015-08-31 |
WO2014102378A1 (en) | 2014-07-03 |
FR3000494A1 (fr) | 2014-07-04 |
CA2896822A1 (en) | 2014-07-03 |
BR112015015653A2 (pt) | 2017-07-11 |
CL2015001818A1 (es) | 2015-10-02 |
AU2013369243A1 (en) | 2015-07-23 |
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