JP2019509981A5 - - Google Patents
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- JP2019509981A5 JP2019509981A5 JP2018539034A JP2018539034A JP2019509981A5 JP 2019509981 A5 JP2019509981 A5 JP 2019509981A5 JP 2018539034 A JP2018539034 A JP 2018539034A JP 2018539034 A JP2018539034 A JP 2018539034A JP 2019509981 A5 JP2019509981 A5 JP 2019509981A5
- Authority
- JP
- Japan
- Prior art keywords
- group
- alkylene
- alkyl
- absent
- arylene
- 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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- 125000002947 alkylene group Chemical group 0.000 claims description 48
- -1 4,4,5,5-tetramethyl-1,3,2-dioxaborolanyl Chemical group 0.000 claims description 42
- 125000004432 carbon atom Chemical group C* 0.000 claims description 30
- 229910052736 halogen Inorganic materials 0.000 claims description 30
- 150000002367 halogens Chemical class 0.000 claims description 30
- 150000001875 compounds Chemical class 0.000 claims description 28
- 125000000732 arylene group Chemical group 0.000 claims description 27
- 125000000217 alkyl group Chemical group 0.000 claims description 23
- 125000005647 linker group Chemical group 0.000 claims description 22
- 125000003118 aryl group Chemical group 0.000 claims description 21
- 229910052799 carbon Inorganic materials 0.000 claims description 21
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims description 20
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 18
- 125000003367 polycyclic group Chemical group 0.000 claims description 16
- 125000003003 spiro group Chemical group 0.000 claims description 16
- 125000005549 heteroarylene group Chemical group 0.000 claims description 15
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims description 14
- 125000006702 (C1-C18) alkyl group Chemical group 0.000 claims description 13
- 125000001072 heteroaryl group Chemical group 0.000 claims description 13
- 125000004450 alkenylene group Chemical group 0.000 claims description 12
- 125000004419 alkynylene group Chemical group 0.000 claims description 12
- 125000005842 heteroatom Chemical group 0.000 claims description 12
- 229910052760 oxygen Inorganic materials 0.000 claims description 12
- 125000000041 C6-C10 aryl group Chemical group 0.000 claims description 10
- 125000006585 (C6-C10) arylene group Chemical group 0.000 claims description 9
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 9
- 125000005218 alkyleneheteroaryl group Chemical group 0.000 claims description 8
- 125000005724 cycloalkenylene group Chemical group 0.000 claims description 8
- 125000002993 cycloalkylene group Chemical group 0.000 claims description 8
- 229910052757 nitrogen Inorganic materials 0.000 claims description 8
- 229910052717 sulfur Inorganic materials 0.000 claims description 8
- 125000004122 cyclic group Chemical group 0.000 claims description 6
- 125000000539 amino acid group Chemical group 0.000 claims description 5
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims description 5
- 108090000765 processed proteins & peptides Proteins 0.000 claims description 5
- 125000005073 adamantyl group Chemical group C12(CC3CC(CC(C1)C3)C2)* 0.000 claims 12
- 125000004430 oxygen atom Chemical group O* 0.000 claims 6
- 125000001981 tert-butyldimethylsilyl group Chemical group [H]C([H])([H])[Si]([H])(C([H])([H])[H])[*]C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 claims 4
- 125000002519 galactosyl group Chemical group C1([C@H](O)[C@@H](O)[C@@H](O)[C@H](O1)CO)* 0.000 claims 3
- 125000000623 heterocyclic group Chemical group 0.000 claims 3
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 3
- 125000006241 alcohol protecting group Chemical group 0.000 claims 2
- 125000001424 substituent group Chemical group 0.000 claims 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 1
- GPAAEZIXSQCCES-UHFFFAOYSA-N 1-methoxy-2-(2-methoxyethoxymethoxymethoxy)ethane Chemical compound COCCOCOCOCCOC GPAAEZIXSQCCES-UHFFFAOYSA-N 0.000 claims 1
- SDTORDSXCYSNTD-UHFFFAOYSA-N 1-methoxy-4-[(4-methoxyphenyl)methoxymethyl]benzene Chemical compound C1=CC(OC)=CC=C1COCC1=CC=C(OC)C=C1 SDTORDSXCYSNTD-UHFFFAOYSA-N 0.000 claims 1
- YQTCQNIPQMJNTI-UHFFFAOYSA-N 2,2-dimethylpropan-1-one Chemical group CC(C)(C)[C]=O YQTCQNIPQMJNTI-UHFFFAOYSA-N 0.000 claims 1
- OVOJUAKDTOOXRF-UHFFFAOYSA-M 2,4-dinitrobenzenesulfonate Chemical compound [O-][N+](=O)C1=CC=C(S([O-])(=O)=O)C([N+]([O-])=O)=C1 OVOJUAKDTOOXRF-UHFFFAOYSA-M 0.000 claims 1
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims 1
- 125000003172 aldehyde group Chemical group 0.000 claims 1
- 125000003342 alkenyl group Chemical group 0.000 claims 1
- 125000000304 alkynyl group Chemical group 0.000 claims 1
- 125000003277 amino group Chemical group 0.000 claims 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- 229910052796 boron Inorganic materials 0.000 claims 1
- 125000002843 carboxylic acid group Chemical group 0.000 claims 1
- 125000000332 coumarinyl group Chemical class O1C(=O)C(=CC2=CC=CC=C12)* 0.000 claims 1
- 238000002059 diagnostic imaging Methods 0.000 claims 1
- OVTCUIZCVUGJHS-UHFFFAOYSA-N dipyrrin Chemical compound C=1C=CNC=1C=C1C=CC=N1 OVTCUIZCVUGJHS-UHFFFAOYSA-N 0.000 claims 1
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 claims 1
- 239000000975 dye Substances 0.000 claims 1
- GNBHRKFJIUUOQI-UHFFFAOYSA-N fluorescein Chemical class O1C(=O)C2=CC=CC=C2C21C1=CC=C(O)C=C1OC1=CC(O)=CC=C21 GNBHRKFJIUUOQI-UHFFFAOYSA-N 0.000 claims 1
- 125000001153 fluoro group Chemical group F* 0.000 claims 1
- 125000000524 functional group Chemical group 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 238000011503 in vivo imaging Methods 0.000 claims 1
- NSPJNIDYTSSIIY-UHFFFAOYSA-N methoxy(methoxymethoxy)methane Chemical compound COCOCOC NSPJNIDYTSSIIY-UHFFFAOYSA-N 0.000 claims 1
- CPZBTYRIGVOOMI-UHFFFAOYSA-N methylsulfanyl(methylsulfanylmethoxy)methane Chemical compound CSCOCSC CPZBTYRIGVOOMI-UHFFFAOYSA-N 0.000 claims 1
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 claims 1
- PYWVYCXTNDRMGF-UHFFFAOYSA-N rhodamine B Chemical class [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 claims 1
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 claims 1
- 125000003396 thiol group Chemical group [H]S* 0.000 claims 1
- ANRHNWWPFJCPAZ-UHFFFAOYSA-M thionine Chemical compound [Cl-].C1=CC(N)=CC2=[S+]C3=CC(N)=CC=C3N=C21 ANRHNWWPFJCPAZ-UHFFFAOYSA-M 0.000 claims 1
- 125000000025 triisopropylsilyl group Chemical group C(C)(C)[Si](C(C)C)(C(C)C)* 0.000 claims 1
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
- OHSJPLSEQNCRLW-UHFFFAOYSA-N triphenylmethyl radical Chemical compound C1=CC=CC=C1[C](C=1C=CC=CC=1)C1=CC=CC=C1 OHSJPLSEQNCRLW-UHFFFAOYSA-N 0.000 claims 1
- 125000002221 trityl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C([*])(C1=C(C(=C(C(=C1[H])[H])[H])[H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
- 125000002529 biphenylenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3C12)* 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 125000004957 naphthylene group Chemical group 0.000 description 2
- 125000005562 phenanthrylene group Chemical group 0.000 description 2
- 125000006239 protecting group Chemical group 0.000 description 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201662287127P | 2016-01-26 | 2016-01-26 | |
| US62/287,127 | 2016-01-26 | ||
| US201662431618P | 2016-12-08 | 2016-12-08 | |
| US62/431,618 | 2016-12-08 | ||
| PCT/IL2017/050088 WO2017130191A1 (en) | 2016-01-26 | 2017-01-24 | Chemiluminescent probes for diagnostics and in vivo imaging |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2019509981A JP2019509981A (ja) | 2019-04-11 |
| JP2019509981A5 true JP2019509981A5 (enExample) | 2020-02-13 |
| JP6915943B2 JP6915943B2 (ja) | 2021-08-11 |
Family
ID=59397688
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2018539034A Active JP6915943B2 (ja) | 2016-01-26 | 2017-01-24 | 診断およびインビボイメージングのための化学発光プローブ |
Country Status (8)
| Country | Link |
|---|---|
| US (4) | US10660974B2 (enExample) |
| EP (1) | EP3408349B1 (enExample) |
| JP (1) | JP6915943B2 (enExample) |
| KR (1) | KR102717614B1 (enExample) |
| CN (1) | CN108884386B (enExample) |
| CA (1) | CA3011328C (enExample) |
| ES (1) | ES2866900T3 (enExample) |
| WO (1) | WO2017130191A1 (enExample) |
Families Citing this family (27)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US11241507B2 (en) | 2017-05-24 | 2022-02-08 | Ramot At Tel-Aviv University Ltd. | Near-infrared chemiluminescent probes for in-vivo imaging |
| PL3630742T3 (pl) | 2017-05-24 | 2024-04-08 | Ramot At Tel-Aviv University Ltd. | Sondy chemiluminescencyjne do obrazowania/wykrywania proteaz |
| KR20250052483A (ko) * | 2018-05-25 | 2025-04-18 | 네미스 테크놀로지스 아게 | 디옥세탄 화합물 및 미생물의 검출을 위한 이의 용도 |
| EP3802512A1 (en) | 2018-05-25 | 2021-04-14 | Nemis Technologies AG | Long wavelength emitting chemiluminescent probes |
| CN111073633B (zh) * | 2018-10-22 | 2023-07-25 | 北京工商大学 | 一种萘环类苯硫酚荧光探针 |
| WO2020159448A1 (en) * | 2019-02-01 | 2020-08-06 | Nanyang Technological University | Molecular renal probes for detecting acute kidney injury |
| CN110437274A (zh) * | 2019-08-28 | 2019-11-12 | 南京工业大学 | 一种用于检测氟离子的探针、制备方法及应用 |
| CN110804009B (zh) * | 2019-10-10 | 2025-12-12 | 华东理工大学 | 一类化学发光强度高、波长长、稳定性好的化学发光底物及其制备方法和应用 |
| JP2022553424A (ja) * | 2019-10-28 | 2022-12-22 | ベックマン コールター， インコーポレイテッド | 急速、高強度化学発光ジオキサン |
| KR102332454B1 (ko) * | 2019-12-18 | 2021-11-29 | 고려대학교 산학협력단 | 암 세포 검출용 발광 프로브 화합물 및 이를 포함하는 암 세포 검출용 발광 센서 |
| WO2023018377A2 (en) * | 2021-08-11 | 2023-02-16 | Nanyang Technological University | Ultrabright chemiluminescent probes for detection and imaging |
| CN114315791B (zh) * | 2021-12-22 | 2023-12-08 | 东南大学 | 用于实现手术导航和微小转移瘤成像的小分子化学发光探针及其制备方法和用途 |
| CN114478473B (zh) * | 2022-01-25 | 2024-05-03 | 南方医科大学 | 一种亮氨酸氨基肽酶化学发光检测试剂的合成及应用 |
| JP2023110666A (ja) | 2022-01-28 | 2023-08-09 | シスメックス株式会社 | 化合物またはその塩、組成物、化学発光方法、化学発光シグナル測定方法、試薬、試薬キットおよび被検物質測定方法 |
| CN115417863B (zh) * | 2022-09-30 | 2024-02-02 | 徐州医科大学 | 一种二氧化硫近红外化学发光探针及其制备方法和应用 |
| CN115894581B (zh) * | 2022-10-26 | 2024-07-09 | 徐州医科大学 | 一种β-葡萄糖醛酸苷酶化学发光探针及其制备方法和应用 |
| CN115819416B (zh) * | 2022-11-29 | 2024-06-25 | 遵义医科大学 | 一种用于检测和区分的多模态化学发光分子及其应用 |
| CN116217515B (zh) * | 2022-12-20 | 2024-06-18 | 华南师范大学 | 一种亚甲基蓝型探针及其制备方法和在检测半胱氨酸中的应用 |
| WO2024147125A1 (en) * | 2023-01-04 | 2024-07-11 | Ramot At Tel-Aviv University Ltd. | Cyclobutyl-substituted phenoxy-dioxetanes and uses thereof |
| CN116606220A (zh) * | 2023-03-21 | 2023-08-18 | 华东理工大学 | 一种单组分有机余辉化合物及其生物检测的应用 |
| CN116410064A (zh) * | 2023-04-13 | 2023-07-11 | 西安交通大学 | 一种合成2-(α-甲氧基-3-羟基苯亚甲基)金刚烷类化合物的方法 |
| CN116655716A (zh) * | 2023-04-27 | 2023-08-29 | 湖南师范大学 | 一种检测β-半乳糖苷酶的化学发光探针、制备方法及其应用 |
| US12393660B2 (en) | 2023-05-17 | 2025-08-19 | The Government of the United States of America, as represented by the Secretary of Homeland Security | DNA access control systems |
| CN117059804B (zh) * | 2023-10-13 | 2024-03-19 | 瑞浦兰钧能源股份有限公司 | 一种化学预锂剂、锂离子电池及其制备方法 |
| CN117442269B (zh) * | 2023-12-22 | 2024-12-20 | 中日友好医院(中日友好临床医学研究所) | 一种手术缝合针的搜寻系统及方法 |
| CN119409748A (zh) * | 2025-01-06 | 2025-02-11 | 四川省医学科学院·四川省人民医院 | 一种N-乙酰-β-D-氨基葡萄糖酶的化学发光探针、试剂盒及其制备方法和应用 |
| CN119798211A (zh) * | 2025-01-23 | 2025-04-11 | 西安交通大学 | 一种巯基化合物激活型化学发光探针及其合成方法和应用 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5616729A (en) * | 1986-07-17 | 1997-04-01 | Board Of Governors Of Wayne State University | Enhanced chemiluminescence from 1,2-dioxetanes through energy transfer to tethered fluorescers |
| US4983779A (en) * | 1986-07-17 | 1991-01-08 | The Board Of Governors Of Wayne State University | Process for the preparation of vinyl ethers |
| EP0709466B1 (en) * | 1994-10-28 | 2006-09-27 | Gen-Probe Incorporated | Compositions and methods for the simultaneous detection and quantification of multiple specific nucleic acid sequences |
| US5783381A (en) * | 1995-10-19 | 1998-07-21 | Tropix, Inc. | Chemiluminescent 1,2-dioxetanes |
| JP3852140B2 (ja) * | 1996-09-11 | 2006-11-29 | 東ソー株式会社 | １，２−ジオキセタン誘導体 |
| WO2001055446A1 (en) * | 2000-01-28 | 2001-08-02 | Brij Pal Giri | Novel stabilized formulations for chemiluminescent assays |
| WO2006073424A2 (en) * | 2004-04-14 | 2006-07-13 | Giri Brij P | New ultra-sensitive chemiluminescent substrates for enzymes and their conjugates |
| WO2015105014A1 (ja) | 2014-01-08 | 2015-07-16 | 住友化学株式会社 | 金属錯体およびそれを用いた発光素子 |
| JP6631508B2 (ja) | 2014-03-17 | 2020-01-15 | 住友化学株式会社 | 金属錯体およびそれを用いた発光素子 |
-
2017
- 2017-01-24 CA CA3011328A patent/CA3011328C/en active Active
- 2017-01-24 JP JP2018539034A patent/JP6915943B2/ja active Active
- 2017-01-24 US US16/072,848 patent/US10660974B2/en active Active
- 2017-01-24 WO PCT/IL2017/050088 patent/WO2017130191A1/en not_active Ceased
- 2017-01-24 ES ES17743844T patent/ES2866900T3/es active Active
- 2017-01-24 KR KR1020187024288A patent/KR102717614B1/ko active Active
- 2017-01-24 CN CN201780020284.2A patent/CN108884386B/zh active Active
- 2017-01-24 EP EP17743844.7A patent/EP3408349B1/en active Active
-
2020
- 2020-04-16 US US16/850,333 patent/US11179482B2/en active Active
-
2021
- 2021-10-20 US US17/451,536 patent/US11931429B2/en active Active
-
2024
- 2024-01-31 US US18/428,591 patent/US12357709B2/en active Active
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