1-[6-(2-hydroxyethylamino)naphthalen-2-yl]ethan-1-one | 1404053-48-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-[6-(2-hydroxyethylamino)naphthalen-2-yl]ethan-1-one
• 英文别名: 1-(6-(2-hydroxyethylamino)naphthalen-2-yl)ethanone；1-[6-(2-Hydroxyethylamino)naphthalen-2-yl]ethanone；1-[6-(2-hydroxyethylamino)naphthalen-2-yl]ethanone
• CAS: 1404053-48-0
• 化学式: C₁₄H₁₅NO₂
• 分子量: 229.279
• InChiKey: PTHLSJPESHLDKH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-[6-(2-hydroxyethylamino)naphthalen-2-yl]ethan-1-one 在 N-溴代丁二酰亚胺(NBS) 、 sodium carbonate 、 三苯基膦 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 72.0h， 生成 1-(6-{2-[bis(pyridin-2-ylmethyl)amino]ethylamino}naphthalen-2-yl)ethan-1-one
  参考文献：
  名称：

  Studies on acedan-based mononuclear zinc complexes toward selective fluorescent probes for pyrophosphate

  摘要：

  我们已经证明了带有辅助配体的单核锌(II)–二吡啶胺(DPA)配合物能够荧光区分焦磷酸与三磷酸腺苷，其选择性可与已知的快速响应双核双(ZnDPA)配合物相媲美。

  DOI：

  10.1039/c2ob26000j
• 作为产物：
  描述：

  6-溴-2-萘酚 在 sodium disulfite 、 1,3-双(二苯基膦)丙烷 、 palladium diacetate 、 三乙胺 作用下， 以 水 、 乙二醇 为溶剂， 反应 52.0h， 生成 1-[6-(2-hydroxyethylamino)naphthalen-2-yl]ethan-1-one
  参考文献：
  名称：

  Studies on acedan-based mononuclear zinc complexes toward selective fluorescent probes for pyrophosphate

  摘要：

  我们已经证明了带有辅助配体的单核锌(II)–二吡啶胺(DPA)配合物能够荧光区分焦磷酸与三磷酸腺苷，其选择性可与已知的快速响应双核双(ZnDPA)配合物相媲美。

  DOI：

  10.1039/c2ob26000j

文献信息

• TWO-PHOTON ABSORBING FLUOROPHORES AND METHOD FOR CELLULAR IMAGING USING THE SAME
  申请人：POSTECH ACADEMY-INDUSTRY FOUNDATION

  公开号：US20170327509A1

  公开（公告）日：2017-11-16

  The present invention relates to new one-photon or two-photon absorbing fluorophores, a method for preparing the same, and a method for cellular imaging using the same, and more particularly, to new two-photon absorbing fluorophores having higher fluorescence quantum yield and two-photon absorption cross-section value than those of the conventional two-photon absorbing fluorophore, acedan, and thus are promisingly applicable in bioimaging. The design strategy and the compounds according to the present invention may practically utilized for developing new D-π-A fluorophores.

  本发明涉及新的单光子或双光子吸收荧光团，以及制备该荧光团的方法和利用该荧光团进行细胞成像的方法，更特别地，涉及具有比传统的双光子吸收荧光团acedan的荧光量子产率和双光子吸收截面值更高的新的双光子吸收荧光团，因此在生物成像中有着广泛的应用前景。根据本发明的设计策略和化合物可实际用于开发新的D-π-A荧光团。
• One-Photon and/or Two-Photon Fluorescent Probe for Sensing Hydrogen Sulfide, Imaging Method of Hydrogen Sulfide Using Same, and Manufacturing Method Thereof
  申请人：POSTECH ACADEMY-INDUSTRY FOUNDATION

  公开号：US20160274123A1

  公开（公告）日：2016-09-22

  The present invention relates to a one-photon and/or two-photon fluorescent probe for selectively detecting hydrogen sulfide in the human body using a compound including an α,β-unsaturated carbonyl group and an acedan (2-acyl-6-dimethyl-amino-naphthalene) fluorescent material; to an imaging method of hydrogen sulfide in cells using the same; and to a manufacturing method of the fluorescent probe. More specifically, in the fluorescent probe of the present invention, the α,β-unsaturated carbonyl group of the compound selectively binds to hydrogen sulfide, inducing an increase in fluorescence of the acedan fluorescent material. The fluorescent probe according to the present invention can be conveniently synthesized, enables two-photon excitation, and corresponds to a small-molecule probe having stability and low toxicity in the body. In addition, the fluorescent probe according to the present invention can exhibit a fluorescent change by selectively reacting with hydrogen sulfide, thereby imaging the distribution of hydrogen sulfide in cells or tissues, and thus can be useful for a composition for imaging and an imaging method.

  本发明涉及一种用于选择性检测人体内的硫化氢的单光子和/或双光子荧光探针，所使用的化合物包括α，β-不饱和羰基基团和acedan（2-酰基-6-二甲基氨基萘）荧光材料；以及使用相同的细胞中的硫化氢成像方法；以及荧光探针的制造方法。更具体地说，在本发明的荧光探针中，化合物的α，β-不饱和羰基基团选择性地结合硫化氢，诱导acedan荧光材料的荧光增加。本发明的荧光探针可以方便地合成，能够进行双光子激发，并且对体内具有稳定性和低毒性的小分子探针相对应。此外，根据本发明的荧光探针可以通过选择性地与硫化氢反应来展现荧光变化，从而成像细胞或组织中的硫化氢分布，因此可以用于成像组分和成像方法。
• [EN] NOVEL TWO-PHOTON ABSORBING FLUORESCENT SUBSTANCE AND CELL IMAGING METHOD USING SAME<br/>[FR] NOUVELLE SUBSTANCE FLUORESCENTE D'ABSORPTION À DEUX PHOTONS ET PROCÉDÉ D'IMAGERIE CELLULAIRE L'UTILISANT<br/>[KO] 새로운 이광자 흡수 형광체 및 이를 이용한 세포 영상화 방법
  申请人：POSTECH ACAD IND FOUND

  公开号：WO2016047882A1

  公开（公告）日：2016-03-31

  본 발명은 새로운 일광자 또는 이광자 흡수 형광체 화합물, 이를 제조하는 방법, 및 이를 이용한 세포 영상화 방법 등에 관한 것으로서, 더욱 구체적으로는 종래의 이광자 흡수 형광체인 아세단에 비해 더 큰 형광 양자 수율과 큰 흡수 단면 값을 가져 생체 영상화에 우수하게 적용 가능한 새로운 이광자 흡수 형광체 화합물에 관한 것이다. 본 발명에 따른 화합물은 새로운 D-π-A 형태의 형광체 개발에 유용하게 이용할 수 있다.
• Studies on acedan-based mononuclear zinc complexes toward selective fluorescent probes for pyrophosphate
  作者：Alla Sreenivasa Rao、Subhankar Singha、Wonyoung Choi、Kyo Han Ahn

  DOI：10.1039/c2ob26000j

  日期：——

  We have demonstrated that mononuclear Zn(II)–dipicolylamine (DPA) complexes with an auxiliary ligand can fluorescently discriminate pyrophosphate over ATP with as high selectivity as the known fast responding dinuclear bis(ZnDPA) complexes.

  我们已经证明了带有辅助配体的单核锌(II)–二吡啶胺(DPA)配合物能够荧光区分焦磷酸与三磷酸腺苷，其选择性可与已知的快速响应双核双(ZnDPA)配合物相媲美。