DK3026050T3 - Nyt triazinderivat - Google Patents
Nyt triazinderivat Download PDFInfo
- Publication number
- DK3026050T3 DK3026050T3 DK14828654.5T DK14828654T DK3026050T3 DK 3026050 T3 DK3026050 T3 DK 3026050T3 DK 14828654 T DK14828654 T DK 14828654T DK 3026050 T3 DK3026050 T3 DK 3026050T3
- Authority
- DK
- Denmark
- Prior art keywords
- group
- substituted
- compound
- pharmaceutically acceptable
- acceptable salt
- Prior art date
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- 150000003918 triazines Chemical class 0.000 title claims description 17
- 102000001714 Agammaglobulinaemia Tyrosine Kinase Human genes 0.000 claims description 41
- 108010029445 Agammaglobulinaemia Tyrosine Kinase Proteins 0.000 claims description 41
- 238000000034 method Methods 0.000 claims description 31
- 150000003839 salts Chemical class 0.000 claims description 22
- 125000000217 alkyl group Chemical group 0.000 claims description 16
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 11
- 125000002252 acyl group Chemical group 0.000 claims description 9
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- 206010003246 arthritis Diseases 0.000 claims description 7
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 7
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 7
- 239000008194 pharmaceutical composition Substances 0.000 claims description 7
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims description 7
- 201000010099 disease Diseases 0.000 claims description 6
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 6
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 5
- 125000006165 cyclic alkyl group Chemical group 0.000 claims description 5
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- 229910052757 nitrogen Inorganic materials 0.000 claims description 5
- 230000002159 abnormal effect Effects 0.000 claims description 4
- 125000003277 amino group Chemical group 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 4
- 206010005949 Bone cancer Diseases 0.000 claims description 3
- 208000020084 Bone disease Diseases 0.000 claims description 3
- 208000018084 Bone neoplasm Diseases 0.000 claims description 3
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims description 3
- 125000003545 alkoxy group Chemical group 0.000 claims description 3
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- 230000036755 cellular response Effects 0.000 claims description 3
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims description 3
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims description 3
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 claims description 3
- 125000004442 acylamino group Chemical group 0.000 claims description 2
- 125000003282 alkyl amino group Chemical group 0.000 claims description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 2
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
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- 239000000594 mannitol Substances 0.000 description 1
- HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 description 1
- 229940098779 methanesulfonic acid Drugs 0.000 description 1
- CGSQFHPDASRYOX-UHFFFAOYSA-N methyl 4-bromo-2-fluoro-6-methylbenzoate Chemical compound COC(=O)C1=C(C)C=C(Br)C=C1F CGSQFHPDASRYOX-UHFFFAOYSA-N 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 1
- 235000019813 microcrystalline cellulose Nutrition 0.000 description 1
- 239000008108 microcrystalline cellulose Substances 0.000 description 1
- 229940016286 microcrystalline cellulose Drugs 0.000 description 1
- 238000010172 mouse model Methods 0.000 description 1
- 210000000822 natural killer cell Anatomy 0.000 description 1
- 102000037979 non-receptor tyrosine kinases Human genes 0.000 description 1
- 108091008046 non-receptor tyrosine kinases Proteins 0.000 description 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
- YCIMNLLNPGFGHC-UHFFFAOYSA-N o-dihydroxy-benzene Natural products OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 1
- REEZZSHJLXOIHL-UHFFFAOYSA-N octanoyl chloride Chemical compound CCCCCCCC(Cl)=O REEZZSHJLXOIHL-UHFFFAOYSA-N 0.000 description 1
- 125000002801 octanoyl group Chemical group C(CCCCCCC)(=O)* 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 229960003104 ornithine Drugs 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 230000036470 plasma concentration Effects 0.000 description 1
- 229940068918 polyethylene glycol 400 Drugs 0.000 description 1
- 229920000656 polylysine Polymers 0.000 description 1
- 239000000256 polyoxyethylene sorbitan monolaurate Substances 0.000 description 1
- 235000010486 polyoxyethylene sorbitan monolaurate Nutrition 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 238000004237 preparative chromatography Methods 0.000 description 1
- 108090000765 processed proteins & peptides Proteins 0.000 description 1
- 230000000770 proinflammatory effect Effects 0.000 description 1
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000011552 rat model Methods 0.000 description 1
- 238000000611 regression analysis Methods 0.000 description 1
- 238000007363 ring formation reaction Methods 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- 230000008054 signal transmission Effects 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 235000010265 sodium sulphite Nutrition 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 235000010356 sorbitol Nutrition 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000011550 stock solution Substances 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 125000001174 sulfone group Chemical group 0.000 description 1
- 125000003375 sulfoxide group Chemical group 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- 239000003826 tablet Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 230000026683 transduction Effects 0.000 description 1
- 238000010361 transduction Methods 0.000 description 1
- WLPUWLXVBWGYMZ-UHFFFAOYSA-N tricyclohexylphosphine Chemical compound C1CCCCC1P(C1CCCCC1)C1CCCCC1 WLPUWLXVBWGYMZ-UHFFFAOYSA-N 0.000 description 1
- 238000012795 verification Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 238000001262 western blot Methods 0.000 description 1
- 239000000811 xylitol Substances 0.000 description 1
- 235000010447 xylitol Nutrition 0.000 description 1
- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 description 1
- 229960002675 xylitol Drugs 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero 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
- A61K31/53—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with three nitrogens as the only ring hetero atoms, e.g. chlorazanil, melamine
-
- 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
- A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
-
- 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
- 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
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/08—Antiallergic agents
-
- 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
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing three or more hetero rings
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Immunology (AREA)
- Rheumatology (AREA)
- Physical Education & Sports Medicine (AREA)
- Epidemiology (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Pulmonology (AREA)
- Hematology (AREA)
- Oncology (AREA)
- Pain & Pain Management (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Claims (12)
1. Triazinderivat som vist med følgende formel(I):
(i) hvor R1 er en hydroxymethylgruppe, R2 er et hydrogenatom eller en substitueret eller usubstitueret lavere alkylgruppe, A er et nitrogenatom eller C-R3, R3 er et hydrogenatom, cyanogruppe, en substitueret eller usubstitueret acylgruppe, en substitueret eller usubstitueret sulfonylgruppe, eller en substitueret eller usubstitueret carbamoylgruppe, og R4 er en substitueret eller usubstitueret lavere alkylgruppe, eller en substitueret eller usubstitueret cycloalkylgruppe, eller et farmaceutisk acceptabelt salt deraf; hvor den lavere alkylgruppe er en lineær, forgrenet eller cyklisk alkylgruppe med 1 til 3 carbonatomer, og hvor substituenterne af den substituerede lavere alkylgruppe, den substituerede acylgruppe, den substituerede sulfonylgruppe, den substituerede carbamoylgruppe og den substituerede cycloalkylgruppe er én eller flere substituenter valgt fra et halogenatom, en alkylgruppe, en alkoxygruppe, en aminogruppe, en nitrogruppe, en cyanogruppe, en hydroxygruppe, en alkyl aminogruppe, en carbamoylgruppe, en carboxylgruppe, en formylgruppe, en acetylgruppe, en mesylgruppe, en benzoylgruppe, en acylaminogruppe og en acyloxygruppe.
2. Triazinderivat ifølge krav 1, hvor R4 er en substitueret eller usubstitueret cycloalkylgruppe, eller et farmaceutisk acceptabelt salt deraf.
3. Triazinderivat ifølge krav 2, hvor R4 er en cyclopropylgruppe, eller et farmaceutisk acceptabelt salt deraf.
4. Triazinderivat ifølge krav 1, hvor R2 er en methylgruppe, eller et farmaceutisk acceptabelt salt deraf.
5. Triazinderivat ifølge krav 1, hvor R2 er et hydrogenatom, eller et farmaceutisk acceptabelt salt deraf.
6. Triazinderivat ifølge krav 1, hvor A er et nitrogenatom, eller et farmaceutisk acceptabelt salt deraf.
7. Triazinderivat ifølge krav 1, hvor A er en C-R3, eller et farmaceutisk acceptabelt salt deraf.
8. Triazinderivat ifølge krav 1, hvor triazinderivatet er valgt fra gruppen bestående af :
eller et farmaceutisk acceptabelt salt deraf.
9. Farmaceutisk sammensætning omfattende triazinderivatet ifølge et hvilket som helst af kravene 1 til 8, eller et farmaceutisk acceptabelt salt deraf.
10. Triazinderivat ifølge et hvilket som helst af kravene 1-8, eller et farmaceutisk acceptabelt salt deraf, til anvendelse i terapi.
11. Farmaceutisk sammensætning ifølge krav 9 til anvendelse i en fremgangsmåde til behandling af en sygdom relateret til et unormalt cellerespons gennem en Bruton's tyrosinkinase hos et individ med behov derfor.
12. Farmaceutisk sammensætning til anvendelse ifølge krav 11, hvor sygdommen er valgt fra gruppen bestående af autoimmunsygdomme, inflammatoriske sygdomme, knoglesygdomme, cancer, lymfom, og arthritis.
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2013155331 | 2013-07-26 | ||
| JP2013187987 | 2013-09-11 | ||
| JP2014073227 | 2014-03-31 | ||
| PCT/JP2014/068752 WO2015012149A1 (ja) | 2013-07-26 | 2014-07-15 | 新規トリアジン誘導体 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DK3026050T3 true DK3026050T3 (da) | 2019-02-18 |
Family
ID=52393193
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DK14828654.5T DK3026050T3 (da) | 2013-07-26 | 2014-07-15 | Nyt triazinderivat |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US9656995B2 (da) |
| EP (1) | EP3026050B1 (da) |
| JP (1) | JP6156953B2 (da) |
| KR (1) | KR101742550B1 (da) |
| CN (1) | CN105683178B (da) |
| AU (1) | AU2014294225B2 (da) |
| CA (1) | CA2919068C (da) |
| CR (1) | CR20160082A (da) |
| DK (1) | DK3026050T3 (da) |
| ES (1) | ES2699452T3 (da) |
| IL (1) | IL243737B (da) |
| NO (1) | NO20160292A1 (da) |
| PH (1) | PH12016500152A1 (da) |
| SG (1) | SG11201600497VA (da) |
| WO (1) | WO2015012149A1 (da) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP3048102A1 (en) * | 2013-09-20 | 2016-07-27 | Carna Biosciences Inc. | Novel triazine derivative |
| KR102565546B1 (ko) | 2016-11-25 | 2023-08-10 | 카나 바이오사이언스, 인코포레이션 | 신규 옥소이소퀴놀린 유도체 |
| US20230100235A1 (en) * | 2020-02-05 | 2023-03-30 | Carna Biosciences, Inc. | Anticancer agent composition |
| WO2022034914A1 (ja) * | 2020-08-13 | 2022-02-17 | カルナバイオサイエンス株式会社 | 易溶性固形製剤およびその製法 |
| US20230405006A1 (en) * | 2020-11-13 | 2023-12-21 | Carna Biosciences, Inc. | Combination pharmaceutical composition and treatment method |
| WO2024245578A1 (en) | 2023-06-02 | 2024-12-05 | Netherlands Translational Research Center Holding B.V. | Therapeutic combinations of an irreversible btk inhibitor and a macrocyclic reversible btk inhibitor |
| WO2024245577A1 (en) | 2023-06-02 | 2024-12-05 | Netherlands Translational Research Center Holding B.V. | Therapeutic combinations of an irreversible btk inhibitor and a reversible btk inhibitor |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PE20110164A1 (es) | 2008-07-02 | 2011-03-28 | Hoffmann La Roche | Nuevas fenilpirazinonas como inhibidores de quinasa |
| US8299077B2 (en) * | 2009-03-02 | 2012-10-30 | Roche Palo Alto Llc | Inhibitors of Bruton's tyrosine kinase |
| CA2841801A1 (en) | 2011-08-17 | 2013-02-21 | F.Hoffmann-La Roche Ag | Inhibitors of bruton's tyrosine kinase |
| JP5832664B2 (ja) * | 2011-12-09 | 2015-12-16 | エフ．ホフマン−ラ ロシュ アーゲーＦ． Ｈｏｆｆｍａｎｎ−Ｌａ Ｒｏｃｈｅ Ａｋｔｉｅｎｇｅｓｅｌｌｓｃｈａｆｔ | ブルトン型チロシンキナーゼの阻害剤 |
| KR20140131955A (ko) * | 2012-03-09 | 2014-11-14 | 카나 바이오사이언스 인코포레이션 | 신규 트리아진 유도체 |
| WO2013161848A1 (ja) | 2012-04-27 | 2013-10-31 | カルナバイオサイエンス株式会社 | 新規１，２，４－トリアジン誘導体 |
-
2014
- 2014-07-15 DK DK14828654.5T patent/DK3026050T3/da active
- 2014-07-15 EP EP14828654.5A patent/EP3026050B1/en active Active
- 2014-07-15 JP JP2015528238A patent/JP6156953B2/ja active Active
- 2014-07-15 US US14/907,396 patent/US9656995B2/en active Active
- 2014-07-15 CN CN201480051531.1A patent/CN105683178B/zh active Active
- 2014-07-15 AU AU2014294225A patent/AU2014294225B2/en active Active
- 2014-07-15 CA CA2919068A patent/CA2919068C/en active Active
- 2014-07-15 WO PCT/JP2014/068752 patent/WO2015012149A1/ja not_active Ceased
- 2014-07-15 ES ES14828654T patent/ES2699452T3/es active Active
- 2014-07-15 SG SG11201600497VA patent/SG11201600497VA/en unknown
- 2014-07-15 KR KR1020167004910A patent/KR101742550B1/ko active Active
-
2016
- 2016-01-22 PH PH12016500152A patent/PH12016500152A1/en unknown
- 2016-01-24 IL IL243737A patent/IL243737B/en active IP Right Grant
- 2016-02-18 CR CR20160082A patent/CR20160082A/es not_active Application Discontinuation
- 2016-02-19 NO NO20160292A patent/NO20160292A1/en not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| KR101742550B1 (ko) | 2017-06-01 |
| IL243737B (en) | 2019-09-26 |
| ES2699452T3 (es) | 2019-02-11 |
| IL243737A0 (en) | 2016-04-21 |
| EP3026050A4 (en) | 2016-12-14 |
| SG11201600497VA (en) | 2016-02-26 |
| US9656995B2 (en) | 2017-05-23 |
| WO2015012149A1 (ja) | 2015-01-29 |
| NO20160292A1 (en) | 2016-02-19 |
| JP6156953B2 (ja) | 2017-07-05 |
| EP3026050B1 (en) | 2018-11-07 |
| EP3026050A1 (en) | 2016-06-01 |
| CN105683178A (zh) | 2016-06-15 |
| CN105683178B (zh) | 2019-04-12 |
| KR20160041946A (ko) | 2016-04-18 |
| CR20160082A (es) | 2016-06-08 |
| AU2014294225A1 (en) | 2016-03-03 |
| US20160168122A1 (en) | 2016-06-16 |
| CA2919068A1 (en) | 2015-01-29 |
| JPWO2015012149A1 (ja) | 2017-03-02 |
| PH12016500152A1 (en) | 2016-04-25 |
| AU2014294225B2 (en) | 2017-02-23 |
| CA2919068C (en) | 2018-03-20 |
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