JP2020511506A5 - - Google Patents
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- Publication number
- JP2020511506A5 JP2020511506A5 JP2019551998A JP2019551998A JP2020511506A5 JP 2020511506 A5 JP2020511506 A5 JP 2020511506A5 JP 2019551998 A JP2019551998 A JP 2019551998A JP 2019551998 A JP2019551998 A JP 2019551998A JP 2020511506 A5 JP2020511506 A5 JP 2020511506A5
- Authority
- JP
- Japan
- Prior art keywords
- ethyl
- pyrrole
- hexahydropyrrolo
- diethyl
- dihydrofuran
- 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.)
- Granted
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- 125000000217 alkyl group Chemical group 0.000 claims description 158
- JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 claims description 108
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims description 78
- 150000001875 compounds Chemical class 0.000 claims description 77
- 229910052739 hydrogen Inorganic materials 0.000 claims description 54
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 48
- -1 heptane-2-yl Chemical group 0.000 claims description 48
- 239000001257 hydrogen Substances 0.000 claims description 44
- 125000003545 alkoxy group Chemical group 0.000 claims description 42
- 125000001188 haloalkyl group Chemical group 0.000 claims description 40
- 150000002431 hydrogen Chemical class 0.000 claims description 24
- 150000003839 salts Chemical class 0.000 claims description 24
- 239000012453 solvate Substances 0.000 claims description 22
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 20
- 125000000000 cycloalkoxy group Chemical group 0.000 claims description 20
- 125000004438 haloalkoxy group Chemical group 0.000 claims description 20
- 229910052736 halogen Inorganic materials 0.000 claims description 20
- 150000002367 halogens Chemical class 0.000 claims description 20
- 125000000623 heterocyclic group Chemical group 0.000 claims description 20
- 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 claims description 16
- 150000004677 hydrates Chemical class 0.000 claims description 16
- 239000000203 mixture Substances 0.000 claims description 15
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 14
- 125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims description 12
- NAGYJALPUMNLDF-IBGZPJMESA-N (3R)-3-[2-(2-phenyl-2,6-diazaspiro[3.3]heptan-6-yl)ethyl]-2-oxaspiro[4.5]decan-1-one Chemical compound C1(=CC=CC=C1)N1CC2(CN(C2)CC[C@@H]2OC(C3(C2)CCCCC3)=O)C1 NAGYJALPUMNLDF-IBGZPJMESA-N 0.000 claims description 6
- GPEBSCOTYHNLQY-FQEVSTJZSA-N (3R)-3-[2-[2-(2,6-dimethylpyridin-4-yl)-2,6-diazaspiro[3.3]heptan-6-yl]ethyl]-2-oxaspiro[4.5]decan-1-one Chemical compound CC1=NC(=CC(=C1)N1CC2(CN(C2)CC[C@@H]2OC(C3(C2)CCCCC3)=O)C1)C GPEBSCOTYHNLQY-FQEVSTJZSA-N 0.000 claims description 6
- UMHAYUZBFPAKJI-IBGZPJMESA-N (3R)-3-[2-[2-(2-methylpyridin-4-yl)-2,6-diazaspiro[3.3]heptan-6-yl]ethyl]-2-oxaspiro[4.5]decan-1-one Chemical compound CC1=NC=CC(=C1)N1CC2(CN(C2)CC[C@@H]2OC(C3(C2)CCCCC3)=O)C1 UMHAYUZBFPAKJI-IBGZPJMESA-N 0.000 claims description 6
- UOVKZNUMVOSVCG-SFHVURJKSA-N (3R)-3-[2-[2-(3-methylpyridin-4-yl)-2,6-diazaspiro[3.3]heptan-6-yl]ethyl]-2-oxaspiro[4.5]decan-1-one Chemical compound CC=1C=NC=CC=1N1CC2(CN(C2)CC[C@@H]2OC(C3(C2)CCCCC3)=O)C1 UOVKZNUMVOSVCG-SFHVURJKSA-N 0.000 claims description 6
- KEZUVWCNQURYDI-AOMIVXANSA-N (3R)-3-[2-[5-(2,6-dimethylpyridin-4-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-2-yl]ethyl]-2-oxaspiro[4.5]decan-1-one Chemical compound CC1=NC(=CC(=C1)N1CC2C(C1)CN(C2)CC[C@@H]1OC(C2(C1)CCCCC2)=O)C KEZUVWCNQURYDI-AOMIVXANSA-N 0.000 claims description 6
- OSLDCYYEHVTPFN-GRERDSQWSA-N (3R)-3-[2-[5-(2-methylpyridin-4-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-2-yl]ethyl]-2-oxaspiro[4.5]decan-1-one Chemical compound CC1=NC=CC(=C1)N1CC2C(C1)CN(C2)CC[C@@H]1OC(C2(C1)CCCCC2)=O OSLDCYYEHVTPFN-GRERDSQWSA-N 0.000 claims description 6
- HVGOSLKNDABISN-MHJFOBGBSA-N (3R)-3-[2-[5-(3-methylpyridin-4-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-2-yl]ethyl]-2-oxaspiro[4.5]decan-1-one Chemical compound CC=1C=NC=CC=1N1CC2C(C1)CN(C2)CC[C@@H]1OC(C2(C1)CCCCC2)=O HVGOSLKNDABISN-MHJFOBGBSA-N 0.000 claims description 6
- NAGYJALPUMNLDF-LJQANCHMSA-N (3S)-3-[2-(2-phenyl-2,6-diazaspiro[3.3]heptan-6-yl)ethyl]-2-oxaspiro[4.5]decan-1-one Chemical compound C1(=CC=CC=C1)N1CC2(CN(C2)CC[C@H]2OC(C3(C2)CCCCC3)=O)C1 NAGYJALPUMNLDF-LJQANCHMSA-N 0.000 claims description 6
- GPEBSCOTYHNLQY-HXUWFJFHSA-N (3S)-3-[2-[2-(2,6-dimethylpyridin-4-yl)-2,6-diazaspiro[3.3]heptan-6-yl]ethyl]-2-oxaspiro[4.5]decan-1-one Chemical compound CC1=NC(=CC(=C1)N1CC2(CN(C2)CC[C@H]2OC(C3(C2)CCCCC3)=O)C1)C GPEBSCOTYHNLQY-HXUWFJFHSA-N 0.000 claims description 6
- UMHAYUZBFPAKJI-LJQANCHMSA-N (3S)-3-[2-[2-(2-methylpyridin-4-yl)-2,6-diazaspiro[3.3]heptan-6-yl]ethyl]-2-oxaspiro[4.5]decan-1-one Chemical compound CC1=NC=CC(=C1)N1CC2(CN(C2)CC[C@H]2OC(C3(C2)CCCCC3)=O)C1 UMHAYUZBFPAKJI-LJQANCHMSA-N 0.000 claims description 6
- UOVKZNUMVOSVCG-GOSISDBHSA-N (3S)-3-[2-[2-(3-methylpyridin-4-yl)-2,6-diazaspiro[3.3]heptan-6-yl]ethyl]-2-oxaspiro[4.5]decan-1-one Chemical compound CC=1C=NC=CC=1N1CC2(CN(C2)CC[C@H]2OC(C3(C2)CCCCC3)=O)C1 UOVKZNUMVOSVCG-GOSISDBHSA-N 0.000 claims description 6
- KEZUVWCNQURYDI-QETWGEEDSA-N (3S)-3-[2-[5-(2,6-dimethylpyridin-4-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-2-yl]ethyl]-2-oxaspiro[4.5]decan-1-one Chemical compound CC1=NC(=CC(=C1)N1CC2C(C1)CN(C2)CC[C@H]1OC(C2(C1)CCCCC2)=O)C KEZUVWCNQURYDI-QETWGEEDSA-N 0.000 claims description 6
- OSLDCYYEHVTPFN-GZNCHQMQSA-N (3S)-3-[2-[5-(2-methylpyridin-4-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-2-yl]ethyl]-2-oxaspiro[4.5]decan-1-one Chemical compound CC1=NC=CC(=C1)N1CC2C(C1)CN(C2)CC[C@H]1OC(C2(C1)CCCCC2)=O OSLDCYYEHVTPFN-GZNCHQMQSA-N 0.000 claims description 6
- HVGOSLKNDABISN-SOAGJPPSSA-N (3S)-3-[2-[5-(3-methylpyridin-4-yl)-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-2-yl]ethyl]-2-oxaspiro[4.5]decan-1-one Chemical compound CC=1C=NC=CC=1N1CC2C(C1)CN(C2)CC[C@H]1OC(C2(C1)CCCCC2)=O HVGOSLKNDABISN-SOAGJPPSSA-N 0.000 claims description 6
- LJLCWZRSQCEMOL-SFHVURJKSA-N (5R)-3,3-diethyl-5-[2-(2-phenyl-2,6-diazaspiro[3.3]heptan-6-yl)ethyl]oxolan-2-one Chemical compound C(C)C1(C(O[C@H](C1)CCN1CC2(C1)CN(C2)C1=CC=CC=C1)=O)CC LJLCWZRSQCEMOL-SFHVURJKSA-N 0.000 claims description 6
- RBXFBWXIVPJFAU-QLOJAFMTSA-N (5R)-3,3-diethyl-5-[2-(5-phenyl-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-2-yl)ethyl]oxolan-2-one Chemical compound C(C)C1(C(O[C@H](C1)CCN1CC2CN(CC2C1)C1=CC=CC=C1)=O)CC RBXFBWXIVPJFAU-QLOJAFMTSA-N 0.000 claims description 6
- LJLCWZRSQCEMOL-GOSISDBHSA-N (5S)-3,3-diethyl-5-[2-(2-phenyl-2,6-diazaspiro[3.3]heptan-6-yl)ethyl]oxolan-2-one Chemical compound C(C)C1(C(O[C@@H](C1)CCN1CC2(C1)CN(C2)C1=CC=CC=C1)=O)CC LJLCWZRSQCEMOL-GOSISDBHSA-N 0.000 claims description 6
- RBXFBWXIVPJFAU-AFMYVXGZSA-N (5S)-3,3-diethyl-5-[2-(5-phenyl-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-2-yl)ethyl]oxolan-2-one Chemical compound C(C)C1(C(O[C@@H](C1)CCN1CC2CN(CC2C1)C1=CC=CC=C1)=O)CC RBXFBWXIVPJFAU-AFMYVXGZSA-N 0.000 claims description 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 6
- 201000010099 disease Diseases 0.000 claims description 5
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 5
- 208000000103 Anorexia Nervosa Diseases 0.000 claims description 4
- 206010028980 Neoplasm Diseases 0.000 claims description 4
- 102100028662 Sigma intracellular receptor 2 Human genes 0.000 claims description 4
- 101710109012 Sigma intracellular receptor 2 Proteins 0.000 claims description 4
- 125000004429 atom Chemical group 0.000 claims description 4
- 201000011510 cancer Diseases 0.000 claims description 4
- 230000008482 dysregulation Effects 0.000 claims description 4
- 230000000694 effects Effects 0.000 claims description 4
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 4
- 125000006413 ring segment Chemical group 0.000 claims description 4
- 208000008811 Agoraphobia Diseases 0.000 claims description 2
- 208000024827 Alzheimer disease Diseases 0.000 claims description 2
- 208000020925 Bipolar disease Diseases 0.000 claims description 2
- 206010006187 Breast cancer Diseases 0.000 claims description 2
- 208000026310 Breast neoplasm Diseases 0.000 claims description 2
- 206010006550 Bulimia nervosa Diseases 0.000 claims description 2
- 208000011688 Generalised anxiety disease Diseases 0.000 claims description 2
- 206010058467 Lung neoplasm malignant Diseases 0.000 claims description 2
- 208000021384 Obsessive-Compulsive disease Diseases 0.000 claims description 2
- 206010033128 Ovarian cancer Diseases 0.000 claims description 2
- 206010061535 Ovarian neoplasm Diseases 0.000 claims description 2
- 206010061902 Pancreatic neoplasm Diseases 0.000 claims description 2
- 206010060862 Prostate cancer Diseases 0.000 claims description 2
- 208000000236 Prostatic Neoplasms Diseases 0.000 claims description 2
- 206010041250 Social phobia Diseases 0.000 claims description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 2
- 208000010877 cognitive disease Diseases 0.000 claims description 2
- 208000035250 cutaneous malignant susceptibility to 1 melanoma Diseases 0.000 claims description 2
- 208000029364 generalized anxiety disease Diseases 0.000 claims description 2
- 201000005202 lung cancer Diseases 0.000 claims description 2
- 208000020816 lung neoplasm Diseases 0.000 claims description 2
- 208000015486 malignant pancreatic neoplasm Diseases 0.000 claims description 2
- 201000001441 melanoma Diseases 0.000 claims description 2
- 208000027061 mild cognitive impairment Diseases 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- 201000002528 pancreatic cancer Diseases 0.000 claims description 2
- 208000008443 pancreatic carcinoma Diseases 0.000 claims description 2
- 208000019906 panic disease Diseases 0.000 claims description 2
- 208000028173 post-traumatic stress disease Diseases 0.000 claims description 2
- 229940002612 prodrug Drugs 0.000 claims description 2
- 239000000651 prodrug Substances 0.000 claims description 2
- 201000000980 schizophrenia Diseases 0.000 claims description 2
- 208000011117 substance-related disease Diseases 0.000 claims description 2
- 208000026139 Memory disease Diseases 0.000 claims 1
- 0 C*1(C)CCN(*)CC1 Chemical compound C*1(C)CCN(*)CC1 0.000 description 6
- 206010027175 memory impairment Diseases 0.000 description 1
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2023174368A JP7781122B2 (ja) | 2017-03-21 | 2023-10-06 | シグマ－２受容体の新規調節物質およびその使用方法 |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201762474277P | 2017-03-21 | 2017-03-21 | |
| US62/474,277 | 2017-03-21 | ||
| PCT/US2018/022574 WO2018175188A1 (en) | 2017-03-21 | 2018-03-15 | Novel modulators of the sigma-2 receptor and their method of use |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2023174368A Division JP7781122B2 (ja) | 2017-03-21 | 2023-10-06 | シグマ－２受容体の新規調節物質およびその使用方法 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2020511506A JP2020511506A (ja) | 2020-04-16 |
| JP2020511506A5 true JP2020511506A5 (https=) | 2021-04-22 |
| JP7365237B2 JP7365237B2 (ja) | 2023-10-19 |
Family
ID=63585700
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2019551998A Active JP7365237B2 (ja) | 2017-03-21 | 2018-03-15 | シグマ－２受容体の新規調節物質およびその使用方法 |
| JP2023174368A Active JP7781122B2 (ja) | 2017-03-21 | 2023-10-06 | シグマ－２受容体の新規調節物質およびその使用方法 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2023174368A Active JP7781122B2 (ja) | 2017-03-21 | 2023-10-06 | シグマ－２受容体の新規調節物質およびその使用方法 |
Country Status (5)
| Country | Link |
|---|---|
| US (3) | US10961249B2 (https=) |
| EP (1) | EP3600290B1 (https=) |
| JP (2) | JP7365237B2 (https=) |
| MA (1) | MA49019A (https=) |
| WO (1) | WO2018175188A1 (https=) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2014164756A1 (en) | 2013-03-11 | 2014-10-09 | Temple University Of The Commonwealth System Of Higher Education | Novel 5-hydroxytryptamine receptor 7 activity modulators and their method of use |
| WO2016040554A1 (en) | 2014-09-10 | 2016-03-17 | Temple University-Of The Commonwealth System Of Higher Education | Novel 5-hydroxytryptamine receptor 7 activity modulators and their method of use |
| IL309982A (en) | 2016-11-15 | 2024-03-01 | Univ Temple | New modulators of 5-hydroxytryptamine receptor 7 and a method of using them |
| MA49019A (fr) * | 2017-03-21 | 2020-02-05 | Univ Temple | Nouveaux modulateurs du récepteur sigma 2 et leur procédé d'utilisation |
| JP7365238B2 (ja) * | 2017-03-21 | 2023-10-19 | テンプル・ユニバーシティ－オブ・ザ・コモンウェルス・システム・オブ・ハイアー・エデュケイション | ５－ヒドロキシトリプタミン受容体７調節物質および治療剤としてのその使用 |
| EA202092328A1 (ru) * | 2018-05-11 | 2021-04-08 | Темпл Юниверсити-Оф Зэ Коммонвелс Систем Оф Хаер Эдьюкейшн | Новые функционализированные лактамы в качестве модуляторов 5-гидрокситриптаминового рецептора 7 и способ их применения |
| GB201809295D0 (en) * | 2018-06-06 | 2018-07-25 | Institute Of Cancer Res Royal Cancer Hospital | Lox inhibitors |
| CN112010859B (zh) * | 2019-05-30 | 2022-07-19 | 中国科学院上海药物研究所 | 一种并环化合物、其制备方法和用途 |
| CN120379996A (zh) * | 2022-08-11 | 2025-07-25 | 瑞敏德股份有限公司 | 用于治疗神经退行性障碍的(氮杂)螺庚烷衍生物 |
Family Cites Families (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7435830B2 (en) * | 2004-03-03 | 2008-10-14 | Chemocentryx, Inc. | Bicyclic and bridged nitrogen heterocycles |
| GB0419192D0 (en) * | 2004-08-27 | 2004-09-29 | Merck Sharp & Dohme | Therapeutic agents |
| CA2669447A1 (en) * | 2006-11-13 | 2008-05-29 | King Pharmaceuticals Research And Development, Inc. | Allosteric modulators of the a1 adenosine receptor |
| US8148408B2 (en) * | 2008-05-09 | 2012-04-03 | Abbott Laboratories | Selective substituted pyridine ligands for neuronal nicotinic receptors |
| US8697888B2 (en) * | 2012-01-06 | 2014-04-15 | Vanderbilt University | Substituted (1-(methylsulfonyl)azetidin-3-yl)(heterocycloalkyl)methanone analogs as antagonists of muscarinic acetylcholine M1 receptors |
| US9464062B2 (en) | 2012-11-28 | 2016-10-11 | Temple University—Of the Commonwealth System of Higher Education | Disubstituted oxazolidin-2-ones 5-hydroxytryptamine receptor 2B activity modulators |
| EP2928474B1 (en) | 2012-12-07 | 2018-11-14 | ChemoCentryx, Inc. | Diazole lactams |
| WO2014164756A1 (en) * | 2013-03-11 | 2014-10-09 | Temple University Of The Commonwealth System Of Higher Education | Novel 5-hydroxytryptamine receptor 7 activity modulators and their method of use |
| WO2014160592A2 (en) * | 2013-03-27 | 2014-10-02 | Merck Sharp & Dohme Corp. | FACTOR XIa INHIBITORS |
| MX2016008130A (es) * | 2013-12-20 | 2016-10-13 | Esteve Labor Dr | Derivados de piperidina con actividad multimodal contra el dolor. |
| WO2016040554A1 (en) * | 2014-09-10 | 2016-03-17 | Temple University-Of The Commonwealth System Of Higher Education | Novel 5-hydroxytryptamine receptor 7 activity modulators and their method of use |
| EP3204383B1 (en) * | 2014-10-08 | 2020-11-18 | F.Hoffmann-La Roche Ag | Spirodiamine derivatives as aldosterone synthase inhibitors |
| AR103297A1 (es) * | 2014-12-30 | 2017-05-03 | Forma Therapeutics Inc | Pirrolo y pirazolopirimidinas como inhibidores de la proteasa 7 específica de ubiquitina |
| WO2016183150A1 (en) | 2015-05-12 | 2016-11-17 | Temple University-Of The Commonwealth System Of Higher Education | Novel sigma-2 receptor binders and their method of use |
| IL309982A (en) | 2016-11-15 | 2024-03-01 | Univ Temple | New modulators of 5-hydroxytryptamine receptor 7 and a method of using them |
| JP7365238B2 (ja) * | 2017-03-21 | 2023-10-19 | テンプル・ユニバーシティ－オブ・ザ・コモンウェルス・システム・オブ・ハイアー・エデュケイション | ５－ヒドロキシトリプタミン受容体７調節物質および治療剤としてのその使用 |
| MA49019A (fr) | 2017-03-21 | 2020-02-05 | Univ Temple | Nouveaux modulateurs du récepteur sigma 2 et leur procédé d'utilisation |
| EA202092328A1 (ru) | 2018-05-11 | 2021-04-08 | Темпл Юниверсити-Оф Зэ Коммонвелс Систем Оф Хаер Эдьюкейшн | Новые функционализированные лактамы в качестве модуляторов 5-гидрокситриптаминового рецептора 7 и способ их применения |
| CA3160801A1 (en) | 2019-11-13 | 2021-05-20 | Temple University-Of The Commonwealth System Of Higher Education | Novel functionalized lactams as modulators of the 5-hydroxytryptamine receptor 7 and their method of use |
| CA3161590A1 (en) | 2019-11-13 | 2021-05-20 | Temple University-Of The Commonwealth System Of Higher Education | Novel functionalized lactones as modulators of the 5-hydroxytryptamine receptor 7 and their method of use |
-
2018
- 2018-03-15 MA MA049019A patent/MA49019A/fr unknown
- 2018-03-15 WO PCT/US2018/022574 patent/WO2018175188A1/en not_active Ceased
- 2018-03-15 JP JP2019551998A patent/JP7365237B2/ja active Active
- 2018-03-15 EP EP18772377.0A patent/EP3600290B1/en active Active
- 2018-03-15 US US16/496,073 patent/US10961249B2/en active Active
-
2021
- 2021-01-21 US US17/154,761 patent/US11820774B2/en active Active
-
2023
- 2023-10-06 JP JP2023174368A patent/JP7781122B2/ja active Active
- 2023-10-11 US US18/484,858 patent/US12577251B2/en active Active
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