tert-butyl (2-(6-nitro-1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)ethyl)carbamate | 1051373-03-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: tert-butyl (2-(6-nitro-1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)ethyl)carbamate
• 英文别名: tert-butyl N-[2-(6-nitro-1,3-dioxobenzo[de]isoquinolin-2-yl)ethyl]carbamate
• CAS: 1051373-03-5
• 化学式: C₁₉H₁₉N₃O₆
• 分子量: 385.376
• InChiKey: KMMGKZUGBCYIMI-UHFFFAOYSA-N

物化性质

• 沸点：
  600.1±45.0 °C(Predicted)
• 密度：
  1.371±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  122
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  tert-butyl (2-(6-nitro-1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)ethyl)carbamate 在 三氟乙酸 作用下， 以 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 2-(2-氨基乙基)-6-(二甲基氨基)-1H-苯并[DE]异喹啉-1,3(2H)-二酮
  参考文献：
  名称：

  Development of Unsymmetrical Dyads As Potent Noncarbohydrate-Based Inhibitors against Human β-N-Acetyl-d-hexosaminidase

  摘要：

  Human beta-N-acetyl-D-hexosaminidase has gained much attention due to its roles in several pathological processes and been considered as potential targets for disease therapy. A novel and efficient skeleton, which was an unsymmetrical dyad containing naphthalimide and methoxyphenyl moieties with an alkylamine spacer linkage as a noncarbohydrate-based inhibitor, was synthesized, and the activities were valuated against human beta-N-acetyl-D-hexosaminidase. The most potent inhibitor exhibits high inhibitory activity with K-i values of 0.63 mu M. The straightforward synthetic manner of these unsymmetrical dyads and understanding of the binding model cold be advantageous for further structure optimization and development of new therapeutic agents for Hex-related diseases.

  DOI：

  10.1021/ml300475m
• 作为产物：
  描述：

  二碳酸二叔丁酯 在 potassium carbonate 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 36.0h， 生成 tert-butyl (2-(6-nitro-1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)ethyl)carbamate
  参考文献：
  名称：

  一种新型的线粒体靶向荧光探针作为活细胞中硫化氢的监测器。

  摘要：

  本文设计并合成了靶向荧光探针化合物S-N3的新型线粒体，作为活细胞中硫化氢（H2 S）的监测剂。本文包含化学合成和对目标化合物在活细胞中生物活性的一些研究。化合物S-N3易于合成，在pH，体系和光的影响下仍可保持稳定。另外，它在细胞成像中显示出低细胞毒性。它可以与在PBS或FBS溶液中高度选择性的H2 S反应，从而引起荧光强度的明显增加。因此，允许使用低成本的H2 S检测方法来监测线粒体中H2 S的存在量。本文受版权保护。版权所有。

  DOI：

  10.1111/cbdd.12948

文献信息

• [EN] CATIONIC MICELLES AND METHODS FOR USING THEM<br/>[FR] MICELLES CATIONIQUES ET LEURS PROCÉDÉS D'UTILISATION
  申请人：UNIV DANMARKS TEKNISKE

  公开号：WO2020249745A1

  公开（公告）日：2020-12-17

  The present invention relates to cationic micelles, and in particular the compounds capable of forming such cationic micelles for use in cell tracking.

  本发明涉及阳离子胶束，特别是能够形成此类阳离子胶束并用于细胞追踪的化合物。
• Modification of the Thioglycosyl–Naphthalimides as Potent and Selective Human O-GlcNAcase Inhibitors
  作者：Shengqiang Shen、Lili Dong、Wei Chen、Xiangdi Zeng、Huizhe Lu、Qing Yang、Jianjun Zhang

  DOI：10.1021/acsmedchemlett.8b00406

  日期：2018.12.13

  the synthesis of 13r bearing a 4-piperidylnaphthalimide moiety as a highly potent hOGA inhibitor (K i = 0.6 μM against hOGA) with good selectivity (K i > 100 μM against HsHexB). Furthermore, to investigate the basis for the potency and selectivity of 13r against hOGA, the possible inhibitory mechanisms of selected inhibitors (15b, 13b, and 13r) against hOGA and HsHexB were studied using molecular docking

  β-N-乙酰己糖胺酶是广泛分布的糖苷外切酶，由于其在农药和药物发现领域的重要作用而引起了广泛的关注。值得注意的是，人O-GlcNAcase（hOGA）和人β-N-乙酰基己糖胺酶（HsHex）具有相同的催化机制，但在体内发挥不同的生理作用。在这封信中，我们旨在提高先前报道的巯基糖基萘二甲酰亚胺对hOGA的抑制力和选择性。合理的化合物设计导致合成了带有4-哌啶基萘二甲酰亚胺部分的13r，作为高效的hOGA抑制剂（针对hOGA的Ki = 0.6μM）和良好的选择性（针对HsHexB的Ki> 100μM）。此外，为研究13r对hOGA的效力和选择性的基础，以及所选抑制剂的可能抑制机制（15b，使用分子对接和MD模拟研究了针对hOGA和HsHexB的13b和13r）。这些4-取代的萘二甲酰亚胺硫代糖苷可能潜在地用作进一步研究hOGA功能的有用工具。
• Fluorescent photochromic complex of 1,8-naphthalimide derivative and benzopyrane containing benzo-18-crown-6 ether
  作者：O.A. Fedorova、A.N. Arkhipova、P.A. Panchenko、J. Berthet、S. Delbaere、S. Minkovska、Yu. V. Fedorov

  DOI：10.1016/j.jphotochem.2020.112975

  日期：2021.1

  We present here design, preparation, characterization, and properties of a photochromic supramolecular complex of benzopyran containing benzo-18-crown-6-ether 1 with 4-aminonaphthalimide 2 as a fluorophore. Phototransformation of the supramolecular complex 1⋅2 is accompanied by the appearance of a predominantly open TC form, which is consistent with the monoexponential bleaching curve of an open form

  我们在这里提出的设计，制备，表征，和光致变色超分子复合物的性质苯并吡喃含有苯并-18-冠-6-醚1与4-氨基萘2为荧光团。超分子复合物1⋅2的光转化伴随着主要为开放式TC形式的出现，这与室温下开放式的单指数漂白曲线一致。与游离苯并吡喃1相比，在存在2的条件下漂白速度增加了5–6倍。从合成的观点来看，改变超分子配合物中的组分更优选以获得具有所需特性的系统。因此，这项研究表明，超分子方法对于包含相互影响的光致变色和荧光成分的系统很有希望。
• Design and synthesis of a new fluorescent tripod for chemosensor applications
  作者：Mohammad S.I. Makki、Desislava Staneva、Tariq R. Sobahi、Paula Bosch、Reda M. Abdel-Rahman、Ivo Grabchev

  DOI：10.1016/j.tet.2014.10.041

  日期：2014.12

  A new yellow-green fluorescent tripod based 1,8-naphthalimide has been synthesized and characterised. Its photophysical properties have been investigated in organic solvents of different polarity. The effect that the metal ions (Cd2+, Co2+, Zn2+, Mn2+, Mg2+, Ni2+, Pb2+, Cu2+, Ba2+, Fe3+ and Ag) produce upon the fluorescent intensity of acetonitrile solutions of the tripod has been discussed viewing its potential applications as a detector for metal cations. The influence of protons on the fluorescence intensity of the tripod in DMF and methanol-water (1:4 v/v) solutions has also been investigated. (C) 2014 Elsevier Ltd. All rights reserved.
• ENVIRONMENTALLY SENSITIVE FLUOROPHORES
  申请人：Imperiali Barbara

  公开号：US20100168428A1

  公开（公告）日：2010-07-01

  The present invention generally relates to environment-sensitive fluorophores, including environment-sensitive fluorophores for reporting protein/protein and peptide/protein interactions. In one aspect, the present invention is directed to compounds and salts thereof, compositions and methods useful in determining biological interactions. In some cases, the compounds of the present invention are environment-sensitive fluorophores that have spectroscopic behavior that may depend on factors such as the physicochemical properties of the surrounding environment. The compounds of the present invention can be used, in certain embodiments, to monitor ions, small molecules, and biological processes such as protein folding, protein-protein interactions and phosphorylation events.