JP2015533833A5 - - Google Patents
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- JP2015533833A5 JP2015533833A5 JP2015536909A JP2015536909A JP2015533833A5 JP 2015533833 A5 JP2015533833 A5 JP 2015533833A5 JP 2015536909 A JP2015536909 A JP 2015536909A JP 2015536909 A JP2015536909 A JP 2015536909A JP 2015533833 A5 JP2015533833 A5 JP 2015533833A5
- Authority
- JP
- Japan
- Prior art keywords
- xaa
- group
- lys
- peptide dimer
- asp
- 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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- 108090000765 processed proteins & peptides Proteins 0.000 claims description 56
- 239000000539 dimer Substances 0.000 claims description 55
- 238000000034 method Methods 0.000 claims description 38
- 150000001875 compounds Chemical class 0.000 claims description 36
- 125000005647 linker group Chemical group 0.000 claims description 31
- 150000008574 D-amino acids Chemical class 0.000 claims description 28
- 239000008194 pharmaceutical composition Substances 0.000 claims description 21
- KDXKERNSBIXSRK-YFKPBYRVSA-N L-lysine Chemical compound NCCCC[C@H](N)C(O)=O KDXKERNSBIXSRK-YFKPBYRVSA-N 0.000 claims description 19
- 208000022559 Inflammatory bowel disease Diseases 0.000 claims description 12
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 claims description 8
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 claims description 8
- 125000003118 aryl group Chemical group 0.000 claims description 7
- PECYZEOJVXMISF-UWTATZPHSA-N 3-amino-D-alanine Chemical compound NC[C@@H](N)C(O)=O PECYZEOJVXMISF-UWTATZPHSA-N 0.000 claims description 6
- -1 His Chemical group 0.000 claims description 6
- 150000001413 amino acids Chemical class 0.000 claims description 6
- 230000008827 biological function Effects 0.000 claims description 6
- 125000000896 monocarboxylic acid group Chemical group 0.000 claims description 6
- 239000000178 monomer Substances 0.000 claims description 6
- 150000003839 salts Chemical class 0.000 claims description 6
- AHLPHDHHMVZTML-SCSAIBSYSA-N D-Ornithine Chemical compound NCCC[C@@H](N)C(O)=O AHLPHDHHMVZTML-SCSAIBSYSA-N 0.000 claims description 5
- 208000015943 Coeliac disease Diseases 0.000 claims description 4
- 206010009900 Colitis ulcerative Diseases 0.000 claims description 4
- 208000011231 Crohn disease Diseases 0.000 claims description 4
- 201000006704 Ulcerative Colitis Diseases 0.000 claims description 4
- 239000002702 enteric coating Substances 0.000 claims description 4
- 238000009505 enteric coating Methods 0.000 claims description 4
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 claims description 4
- WLJVNTCWHIRURA-UHFFFAOYSA-N pimelic acid Chemical compound OC(=O)CCCCCC(O)=O WLJVNTCWHIRURA-UHFFFAOYSA-N 0.000 claims description 4
- 125000000539 amino acid group Chemical group 0.000 claims description 3
- 230000000699 topical effect Effects 0.000 claims description 3
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 claims description 2
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 claims description 2
- IEXKUCOGQITOPO-UHFFFAOYSA-N 2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanol Chemical compound OCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCO IEXKUCOGQITOPO-UHFFFAOYSA-N 0.000 claims description 2
- GDYYIJNDPMFMTB-UHFFFAOYSA-N 2-[3-(carboxymethyl)phenyl]acetic acid Chemical compound OC(=O)CC1=CC=CC(CC(O)=O)=C1 GDYYIJNDPMFMTB-UHFFFAOYSA-N 0.000 claims description 2
- SLWIPPZWFZGHEU-UHFFFAOYSA-N 2-[4-(carboxymethyl)phenyl]acetic acid Chemical compound OC(=O)CC1=CC=C(CC(O)=O)C=C1 SLWIPPZWFZGHEU-UHFFFAOYSA-N 0.000 claims description 2
- 206010006458 Bronchitis chronic Diseases 0.000 claims description 2
- NCFSMLBHQUAMHH-UHFFFAOYSA-N C1=CN=NN=C1.CC(C)(C)OC(=O)C1=C(C(O)=O)C=CC=C1C(O)=O Chemical compound C1=CN=NN=C1.CC(C)(C)OC(=O)C1=C(C(O)=O)C=CC=C1C(O)=O NCFSMLBHQUAMHH-UHFFFAOYSA-N 0.000 claims description 2
- 206010009137 Chronic sinusitis Diseases 0.000 claims description 2
- 102000008186 Collagen Human genes 0.000 claims description 2
- 108010035532 Collagen Proteins 0.000 claims description 2
- 208000005577 Gastroenteritis Diseases 0.000 claims description 2
- 206010017993 Gastrointestinal neoplasms Diseases 0.000 claims description 2
- 206010061218 Inflammation Diseases 0.000 claims description 2
- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 claims description 2
- 206010033645 Pancreatitis Diseases 0.000 claims description 2
- 239000002202 Polyethylene glycol Substances 0.000 claims description 2
- 206010062164 Seronegative arthritis Diseases 0.000 claims description 2
- 206010067584 Type 1 diabetes mellitus Diseases 0.000 claims description 2
- 150000001408 amides Chemical class 0.000 claims description 2
- 230000003872 anastomosis Effects 0.000 claims description 2
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 claims description 2
- 235000010290 biphenyl Nutrition 0.000 claims description 2
- 239000004305 biphenyl Substances 0.000 claims description 2
- 125000006267 biphenyl group Chemical group 0.000 claims description 2
- 206010006451 bronchitis Diseases 0.000 claims description 2
- 238000002512 chemotherapy Methods 0.000 claims description 2
- 208000003167 cholangitis Diseases 0.000 claims description 2
- 201000001352 cholecystitis Diseases 0.000 claims description 2
- 208000023819 chronic asthma Diseases 0.000 claims description 2
- 208000007451 chronic bronchitis Diseases 0.000 claims description 2
- 208000017760 chronic graft versus host disease Diseases 0.000 claims description 2
- 208000027157 chronic rhinosinusitis Diseases 0.000 claims description 2
- 206010009887 colitis Diseases 0.000 claims description 2
- 229920001436 collagen Polymers 0.000 claims description 2
- WRZXKWFJEFFURH-UHFFFAOYSA-N dodecaethylene glycol Chemical compound OCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCO WRZXKWFJEFFURH-UHFFFAOYSA-N 0.000 claims description 2
- 239000002552 dosage form Substances 0.000 claims description 2
- 208000037902 enteropathy Diseases 0.000 claims description 2
- 230000002349 favourable effect Effects 0.000 claims description 2
- 210000005095 gastrointestinal system Anatomy 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 2
- 230000004054 inflammatory process Effects 0.000 claims description 2
- 208000028774 intestinal disease Diseases 0.000 claims description 2
- 238000007918 intramuscular administration Methods 0.000 claims description 2
- 238000007913 intrathecal administration Methods 0.000 claims description 2
- 238000001990 intravenous administration Methods 0.000 claims description 2
- 208000004396 mastitis Diseases 0.000 claims description 2
- 208000008275 microscopic colitis Diseases 0.000 claims description 2
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 claims description 2
- 238000002663 nebulization Methods 0.000 claims description 2
- 230000003256 osteocytic effect Effects 0.000 claims description 2
- 125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 claims description 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims description 2
- 229920001223 polyethylene glycol Polymers 0.000 claims description 2
- 238000001959 radiotherapy Methods 0.000 claims description 2
- 230000000087 stabilizing effect Effects 0.000 claims description 2
- 238000007920 subcutaneous administration Methods 0.000 claims description 2
- 238000002560 therapeutic procedure Methods 0.000 claims description 2
- 208000035408 type 1 diabetes mellitus 1 Diseases 0.000 claims description 2
- 238000006467 substitution reaction Methods 0.000 claims 3
- 239000002253 acid Substances 0.000 claims 1
- NBZBKCUXIYYUSX-UHFFFAOYSA-N iminodiacetic acid Chemical compound OC(=O)CNCC(O)=O NBZBKCUXIYYUSX-UHFFFAOYSA-N 0.000 claims 1
- 238000002271 resection Methods 0.000 claims 1
- 210000001215 vagina Anatomy 0.000 claims 1
- 229940122065 Alpha4beta7 integrin antagonist Drugs 0.000 description 5
- 238000001727 in vivo Methods 0.000 description 4
- 230000005764 inhibitory process Effects 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 102000006495 integrins Human genes 0.000 description 3
- 108010044426 integrins Proteins 0.000 description 3
- 239000000825 pharmaceutical preparation Substances 0.000 description 3
- 210000004027 cell Anatomy 0.000 description 2
- QFGCFKJIPBRJGM-UHFFFAOYSA-N 12-[(2-methylpropan-2-yl)oxy]-12-oxododecanoic acid Chemical compound CC(C)(C)OC(=O)CCCCCCCCCCC(O)=O QFGCFKJIPBRJGM-UHFFFAOYSA-N 0.000 description 1
- 206010017969 Gastrointestinal inflammatory conditions Diseases 0.000 description 1
- 150000007824 aliphatic compounds Chemical class 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- 238000012321 colectomy Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002390 heteroarenes Chemical class 0.000 description 1
- 238000000338 in vitro Methods 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
Applications Claiming Priority (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201261712722P | 2012-10-11 | 2012-10-11 | |
| US61/712,722 | 2012-10-11 | ||
| US201361807714P | 2013-04-02 | 2013-04-02 | |
| US61/807,714 | 2013-04-02 | ||
| US14/050,349 US9273093B2 (en) | 2012-10-11 | 2013-10-10 | α4β7 peptide dimer antagonists |
| US14/050,349 | 2013-10-10 | ||
| PCT/US2013/064439 WO2014059213A1 (en) | 2012-10-11 | 2013-10-11 | NOVEL α4ß7 PEPTIDE DIMER ANTAGONISTS |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2018191587A Division JP2019001825A (ja) | 2012-10-11 | 2018-10-10 | 新規なα４β７ペプチド二量体拮抗薬 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2015533833A JP2015533833A (ja) | 2015-11-26 |
| JP2015533833A5 true JP2015533833A5 (enExample) | 2016-12-01 |
| JP6480865B2 JP6480865B2 (ja) | 2019-03-13 |
Family
ID=50477907
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2015536909A Active JP6480865B2 (ja) | 2012-10-11 | 2013-10-11 | 新規なα４β７ペプチド二量体拮抗薬 |
| JP2018191587A Pending JP2019001825A (ja) | 2012-10-11 | 2018-10-10 | 新規なα４β７ペプチド二量体拮抗薬 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2018191587A Pending JP2019001825A (ja) | 2012-10-11 | 2018-10-10 | 新規なα４β７ペプチド二量体拮抗薬 |
Country Status (13)
| Country | Link |
|---|---|
| US (3) | US9273093B2 (enExample) |
| EP (1) | EP2906584B1 (enExample) |
| JP (2) | JP6480865B2 (enExample) |
| KR (1) | KR20150084808A (enExample) |
| CN (1) | CN105102470A (enExample) |
| AU (2) | AU2013329135B2 (enExample) |
| CA (1) | CA2888479A1 (enExample) |
| HK (1) | HK1213583A1 (enExample) |
| IL (1) | IL238123A0 (enExample) |
| IN (1) | IN2015DN03039A (enExample) |
| NZ (1) | NZ706909A (enExample) |
| SG (2) | SG10201702979SA (enExample) |
| WO (1) | WO2014059213A1 (enExample) |
Families Citing this family (35)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9273093B2 (en) | 2012-10-11 | 2016-03-01 | Protagonist Therapeutics, Inc. | α4β7 peptide dimer antagonists |
| US20160017058A1 (en) | 2013-03-14 | 2016-01-21 | The California Institute For Biomedical Research | Bispecific antibodies and uses thereof |
| EP4091624A1 (en) | 2013-03-15 | 2022-11-23 | Protagonist Therapeutics, Inc. | Hepcidin analogues and uses thereof |
| US20140294901A1 (en) * | 2013-04-02 | 2014-10-02 | Protagonist Therapeutics, Inc. | Novel a4b7 peptide dimer antagonists |
| WO2015038938A1 (en) | 2013-09-13 | 2015-03-19 | The California Institute For Biomedical Research | Modified therapeutic agents and compositions thereof |
| US10039809B2 (en) | 2013-12-18 | 2018-08-07 | The California Institute For Biomedical Research | Modified therapeutic agents, stapled peptide lipid conjugates, and compositions thereof |
| CA2949215C (en) * | 2014-05-16 | 2023-03-14 | Protagonist Therapeutics, Inc. | .alpha.4.beta.7 integrin thioether peptide antagonists |
| SG10201810154WA (en) | 2014-07-17 | 2018-12-28 | Protagonist Therapeutics Inc | Oral peptide inhibitors of interleukin-23 receptor and their use to treat inflammatory bowel diseases |
| WO2016054445A1 (en) * | 2014-10-01 | 2016-04-07 | Protagonist Therapeutics, Inc. | Novel cyclic monomer and dimer peptides having integrin antagonist activity |
| JP2017535527A (ja) | 2014-10-01 | 2017-11-30 | プロタゴニスト セラピューティクス， インコーポレイテッド | 新規のα４β７ペプチド単量体及び二量体拮抗薬 |
| EP3310376A4 (en) * | 2015-06-17 | 2019-01-23 | The California Institute for Biomedical Research | MODIFIED THERAPEUTIC AGENTS AND COMPOSITIONS THEREOF |
| US10787490B2 (en) | 2015-07-15 | 2020-09-29 | Protaganist Therapeutics, Inc. | Peptide inhibitors of interleukin-23 receptor and their use to treat inflammatory diseases |
| AU2016315889A1 (en) | 2015-09-04 | 2018-03-22 | The California Institute For Biomedical Research | Insulin immunoglobulin fusion proteins |
| JP7174627B2 (ja) | 2015-10-23 | 2022-11-17 | ウニフェルシタイト・トゥヴェンテ | インテグリン結合ペプチド及びその使用 |
| EP3377471A4 (en) | 2015-11-11 | 2019-11-20 | Encycle Therapeutics, Inc. | FRAGMENT SYNTHESIS OF CYCLIC PEPTIDES |
| US11161891B2 (en) | 2015-12-09 | 2021-11-02 | The Scripps Research Institute | Relaxin immunoglobulin fusion proteins and methods of use |
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| CA3017926C (en) * | 2016-03-23 | 2023-10-10 | Protagonist Therapeutics, Inc. | Methods for synthesizing .alpha.4.beta.7 peptide antagonists |
| WO2018022937A1 (en) | 2016-07-27 | 2018-02-01 | Protagonist Therapeutics, Inc. | Peptide inhibitors of interleukin-23 and their use to treat inflammatory diseases |
| EP3939989A1 (en) * | 2016-11-11 | 2022-01-19 | Zealand Pharma A/S | Cyclic peptides multimers targeting alpha 4beta 7 integrin |
| KR20200015540A (ko) * | 2017-05-10 | 2020-02-12 | 인사이클 세라퓨틱스, 인코포레이티드 | α4β7 인테그린을 타겟팅하는 호모데틱 사이클릭 펩타이드 |
| EP3681900A4 (en) | 2017-09-11 | 2021-09-08 | Protagonist Therapeutics, Inc. | OPIOID AGONIST PEPTIDES AND THEIR USES |
| WO2019157268A1 (en) | 2018-02-08 | 2019-08-15 | Protagonist Therapeutics, Inc. | Conjugated hepcidin mimetics |
| CA3104418A1 (en) | 2018-07-12 | 2020-01-16 | Protagonist Therapeutics, Inc. | Peptide inhibitors of interleukin-23 receptor and their use to treat inflammatory diseases |
| CA3135024A1 (en) * | 2019-03-28 | 2020-10-01 | Protagonist Therapeutics, Inc. | Methods for synthesizing .beta.-homoamino acids |
| AU2020311395A1 (en) | 2019-07-10 | 2022-02-03 | Protagonist Therapeutics, Inc. | Peptide inhibitors of interleukin-23 receptor and their use to treat inflammatory diseases |
| EP4069726A4 (en) | 2019-12-04 | 2024-03-20 | The Scripps Research Institute | GLP2 RECEPTOR AGONISTS AND METHOD OF USE |
| EP4093421A4 (en) * | 2020-01-10 | 2024-01-10 | Protagonist Therapeutics, Inc. | Methods for treating inflammatory bowel diseases with alpha4beta7 integrin antagonists |
| SMT202500254T1 (it) | 2020-01-15 | 2025-09-12 | Janssen Biotech Inc | Inibitori peptidici del recettore dell'interleuchina-23 e loro uso per trattare malattie infiammatorie |
| MX2022008740A (es) | 2020-01-15 | 2022-09-23 | Janssen Biotech Inc | Peptidos inhibidores del receptor de interleucina-23 y su uso para tratar enfermedades inflamatorias. |
| US12623969B2 (en) | 2020-08-11 | 2026-05-12 | The Penn State Research Foundation | Process for cold sintering of calcium carbonate for precast construction materials |
| AU2021383828A1 (en) | 2020-11-20 | 2023-07-06 | Janssen Pharmaceutica Nv | Compositions of peptide inhibitors of interleukin-23 receptor |
| AU2022289610A1 (en) | 2021-06-09 | 2024-01-25 | The Scripps Research Institute | Long-acting dual gip/glp-1 peptide conjugates and methods of use |
| KR20240034224A (ko) | 2021-07-14 | 2024-03-13 | 얀센 바이오테크 인코포레이티드 | 인터류킨-23 수용체의 지질화된 펩티드 억제제 |
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| US9169292B2 (en) | 2011-06-14 | 2015-10-27 | Medical Diagnostic Laboratories, Llc | Polypeptides that bound to IL-23 receptor and inhibit binding of IL-23 and cell signaling thereof |
| BR112014013697A2 (pt) | 2011-12-09 | 2020-11-03 | The Regents Of The University Of California | peptídeos mini-hepcidina modificados e métodos de uso dos mesmos |
| WO2013177432A1 (en) | 2012-05-23 | 2013-11-28 | The University Of Chicago | Methods of treating obesity |
| US9273093B2 (en) | 2012-10-11 | 2016-03-01 | Protagonist Therapeutics, Inc. | α4β7 peptide dimer antagonists |
| EP2956154A4 (en) | 2013-02-15 | 2016-07-27 | Srx Cardio Llc | TYPE 9 (PCSK9) PROPYTEIN CONVERTASE SUBTILISINE / KEXINE PROPAGINE CONVERTASE BINDING LIGANDS FOR USE IN MODULATION OF SERIES LEVELS OF LOW DENSITY LIPOPROTEIN (LDL) |
| US20140294902A1 (en) | 2013-04-02 | 2014-10-02 | Protagonist Therapeutics, Inc. | Novel a4b7 peptide antagonists |
| US20140294901A1 (en) | 2013-04-02 | 2014-10-02 | Protagonist Therapeutics, Inc. | Novel a4b7 peptide dimer antagonists |
| PT3013351T (pt) | 2013-06-24 | 2020-01-17 | Canbas Co Ltd | Péptidos e peptidomiméticos em utilizações e tratamentos combinados para subpopulações de pacientes com cancro |
-
2013
- 2013-10-10 US US14/050,349 patent/US9273093B2/en active Active
- 2013-10-11 KR KR1020157011369A patent/KR20150084808A/ko not_active Ceased
- 2013-10-11 EP EP13845982.1A patent/EP2906584B1/en active Active
- 2013-10-11 CN CN201380064713.8A patent/CN105102470A/zh active Pending
- 2013-10-11 WO PCT/US2013/064439 patent/WO2014059213A1/en not_active Ceased
- 2013-10-11 NZ NZ706909A patent/NZ706909A/en unknown
- 2013-10-11 CA CA2888479A patent/CA2888479A1/en active Pending
- 2013-10-11 SG SG10201702979SA patent/SG10201702979SA/en unknown
- 2013-10-11 JP JP2015536909A patent/JP6480865B2/ja active Active
- 2013-10-11 SG SG11201502812WA patent/SG11201502812WA/en unknown
- 2013-10-11 IN IN3039DEN2015 patent/IN2015DN03039A/en unknown
- 2013-10-11 AU AU2013329135A patent/AU2013329135B2/en active Active
- 2013-10-11 HK HK16101620.8A patent/HK1213583A1/zh unknown
-
2015
- 2015-04-02 IL IL238123A patent/IL238123A0/en unknown
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2016
- 2016-01-19 US US15/000,923 patent/US20160368966A1/en not_active Abandoned
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2018
- 2018-03-06 AU AU2018201599A patent/AU2018201599A1/en not_active Abandoned
- 2018-10-10 JP JP2018191587A patent/JP2019001825A/ja active Pending
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2019
- 2019-02-22 US US16/282,908 patent/US20190248870A1/en not_active Abandoned
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