N-ethyl-4-ethynylaniline | 1379458-43-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-ethyl-4-ethynylaniline
• CAS: 1379458-43-1
• 化学式: C₁₀H₁₁N
• 分子量: 145.204
• InChiKey: MLKDTAIMBAZTPW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-ethyl-4-ethynylaniline 、 在 copper(I) sulfate 、 sodium ascorbate 、 三[(1-苄基-1H-1,2,3-三唑-4-基)甲基]胺 作用下， 以 乙醇 、 水 为溶剂， 以94%的产率得到
  参考文献：
  名称：

  Tuning the optical properties of BODIPY dye through Cu(I) catalyzed azide-alkyne cycloaddition (CuAAC) reaction

  摘要：

  硼二吡咯甲烷（BODIPY）是一类荧光染料，其荧光量子产率通常较高且与溶剂无关。本文报道了在吡咯核的3-位上带有叠氮基团的新型BODIPY化合物的合成。由于叠氮基团较弱的电子给予效应，它能够淬灭该染料的荧光。通过铜(I)催化的叠氮-炔环加成(CuAAC)反应与炔烃反应后，该BODIPY染料的荧光可以被重新开启。进一步证明了这种叠氮基团BODIPY化合物可用于细胞成像应用。

  DOI：

  10.1007/s11426-011-4452-2

文献信息

• Synthesis and cytotoxic activity of 1,2,3-triazoles derived from 2,3-seco-dihydrobetulin via a click chemistry approach
  作者：Kinga Kuczynska、Bartłomiej Bończak、Lucie Rárová、Marie Kvasnicová、Miroslav Strnad、Zbigniew Pakulski、Piotr Cmoch、Marcin Fiałkowski

  DOI：10.1016/j.molstruc.2021.131751

  日期：2022.2

  The cytotoxicity of thirteen derivatives were investigated, as well as the effect of substituents in the phenyl ring on the activity of 1,2,3-triazoles. Limited activity was observed for some of these products. Most of the studied compounds were inactive in cancer cell lines and healthy fibroblasts. Triazole 46 exhibited cytotoxic activity against CEM and MCF-7 cancer cell lines, however, it was also

  为了寻找基于羽扇豆支架的新细胞毒性衍生物，在 1,3-偶极环加成 (CuAAC) 条件下，s生态羽扇豆叠氮化物与许多炔烃偶联得到 1,2,3-三唑。在对位具有不同取代基的苯炔用作原料。类似地，将seco- lupane 硫氰酸盐与叠氮化钠偶联得到5-硫代四唑。研究了 13 种衍生物的细胞毒性，以及苯环中的取代基对 1,2,3-三唑活性的影响。观察到其中一些产品的活性有限。大多数研究的化合物在癌细胞系和健康的成纤维细胞中是无活性的。三唑46对 CEM 和 MCF-7 癌细胞系表现出细胞毒活性，然而，它对正常人 BJ 成纤维细胞也有毒性。其他两种衍生物——三唑45和四唑49——表现出低细胞毒性。与正常成纤维细胞相比，化合物49对肿瘤细胞系显示出良好的选择性。该化合物不影响正常人成纤维细胞的生长，因此具有广泛的治疗窗口。
• FILM FORMING COMPOSITION, FILM, AND ELECTRONIC DEVICE
  申请人：Kubo Youhei

  公开号：US20090048421A1

  公开（公告）日：2009-02-19

  A film forming composition is provided that includes a compound represented by Formula (1) below and/or a polymer polymerized using at least a compound represented by Formula (1) below (in Formula (1), A 1 denotes a 2- to 4-valent organic group, A 2 denotes an alkenyl group or an alkynyl group, Ar 1 denotes a (2+a1)-valent aryl group, R 1 denotes a hydrogen atom or an alkyl group having 1 to 30 carbons, a1 denotes an integer of 1 to 4, and a2 denotes an integer of 2 to 4). There is also provided a film forming composition comprising a compound represented by Formula (2) below and/or a polymer polymerized using at least a compound represented by Formula (2) below (in Formula (2), A 3 denotes a 4- or 6-valent organic group, A 4 denotes an alkenyl group or an alkynyl group, Ar 2 denotes an (a3+1)-valent aryl group, R 2 denotes a hydrogen atom or an alkyl group having 1 to 30 carbons, a3 denotes an integer of 1 to 5, and a4 denotes 2 or 3). Furthermore, there are also provided a film obtained using the composition and an electronic device having the film.
• Tuning the optical properties of BODIPY dye through Cu(I) catalyzed azide-alkyne cycloaddition (CuAAC) reaction
  作者：Chao Wang、Fang Xie、Nisaraporn Suthiwangcharoen、Jian Sun、Qian Wang

  DOI：10.1007/s11426-011-4452-2

  日期：2012.1

  Borondipyrromethenes (BODIPY) are a class of fluorescent dyes whose fluorescence quantum yields are generally high and independent of the solvent. In this paper, we report the synthesis of a new type of BODIPY compound that carries an azido group on the 3-position of the pyrrole core. The azido group quenches the fluorescence of the dye due to its weak electron-donating effect. The fluorescence of the BODIPY dye can be switched on after reacting with alkynes via a Cu(I) catalyzed azide-alkyne cycloaddition (CuAAC) reaction. We further demonstrate that this azido-BODIPY compound can be used in the cell imaging applications.

  硼二吡咯甲烷（BODIPY）是一类荧光染料，其荧光量子产率通常较高且与溶剂无关。本文报道了在吡咯核的3-位上带有叠氮基团的新型BODIPY化合物的合成。由于叠氮基团较弱的电子给予效应，它能够淬灭该染料的荧光。通过铜(I)催化的叠氮-炔环加成(CuAAC)反应与炔烃反应后，该BODIPY染料的荧光可以被重新开启。进一步证明了这种叠氮基团BODIPY化合物可用于细胞成像应用。