4-(N-piperidinyl)naphthalene-1,8-dicarboximide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 4-(N-piperidinyl)naphthalene-1,8-dicarboximide
• 英文别名: 4-(N-piperidinyl)-naphtalene-1,8-dicarboximide；4-piperidinylnaphthalimide；6-piperidin-1-yl-1H-benzo[de]isoquinoline-1,3(2H)-dione；4-(piperidin-1-yl)-1,8-naphthalimide；6-(piperidin-1-yl)-1H-benzo[de]isoquinoline-1,3(2H)-dione；6-piperidin-1-ylbenzo[de]isoquinoline-1,3-dione
• 化学式: C₁₇H₁₆N₂O₂
• 分子量: 280.326
• InChiKey: QHRZQOZGJMWXOO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  49.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(N-piperidinyl)naphthalene-1,8-dicarboximide 在 sodium methylate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 73.0h， 生成 1-(4-(1,3-dioxo-6-(piperidin-1-yl)-1H-benzo[de]isoquinolin-2(3H)-yl)butyl)-[4,4'-bipyridin]-1-ium bromide
  参考文献：
  名称：

  Selective supramolecular bindings for stepwise signal output

  摘要：

  The design and construction of functional supramolecular systems capable of digital information processing is very important. In this work, we synthesized two fluorescent guest compounds (OVN and MVN) for supramolecular bindings at different sites with cucurbit[7]uril (CB7) and alpha-cyclodextrin (alpha-CD). The selective host guest formation was employed to control the systems' fluorescent signal for different-mode performances. The structural characterizations were conducted by H-1 NMR, HRMS, and 2D NOESY H-1 NMR spectroscopy. Specifically, the selective supramolecular bindings of CB7 and alpha-CD will cause a stepwise variation of the fluorescent signal output in OVN guest system. This signal can also be stepwise reset by introduction of different competing substances. On the other hand, supramolecular bindings can only lead to a binary signal change in MVN guest system. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.10.079
• 作为产物：
  描述：

  哌啶 、 4-bromonaphthalene-1,8-dicarboximide 以 乙二醇甲醚 为溶剂， 生成 4-(N-piperidinyl)naphthalene-1,8-dicarboximide
  参考文献：
  名称：

  신규한 나프탈이미드-포르피린 유도체, 이를 포함하는 수은 이온 검출용 조성물 및 이를 이용한 수은 이온 검출 방법

  摘要：

  本发明提供了一种新的萘酰亚胺-卟啉化合物，包括其的用于检测汞离子的组合物以及使用它们的检测汞离子的方法。本发明的萘酰亚胺-卟啉化合物，包括其的用于检测汞离子的组合物以及使用它们的检测汞离子的方法可在阳离子检测领域中作为汞离子特异技术而有用。

  公开号：

  KR102053750B1

文献信息

• WATER-SOLUBLE PEPTIDE FLUORESCENCE MATERIAL
  申请人：NATIONAL CHIAO TUNG UNIVERSITY

  公开号：US20180052170A1

  公开（公告）日：2018-02-22

  A water-soluble peptide fluorescence material having a structure of formula (I): In formula (I), n is an integer greater than or equal to 1, R 1 is independently selected from hydrogen or a nitrogen-containing functional group, R 2 is independently selected from hydrogen or alkyl, and A 1 is polymerized by at least one amino acid monomer and having a structure of formula (II): In formula (II), m is an integer greater than or equal to 1, and R 3 in each, of the amino acid monomers of A 1 is independently selected from hydrogen, alkyl, aralkyl, alkylthioaalkyl, hydroxyaralky, heteroaralkyl, carboxylalkyl, or guanidinylalkyl, A 2 is —OR 5 or —N(R 4 ) 2 , and R 4 is independently selected from hydrogen, alkyl, aralkyl, alkylthioaalkyl, hydroxyaralky, heteroaralkyl, carboxylalkyl, guanidinylalkyl, monoglycosyl, biglycosyl, or oligosaccharyl, and R 5 is hydrogen, alkyl, aralkyl, alkylthioaalkyl, hydroxyaralky, heteroaralkyl, carboxylalkyl, or guanidinylalkyl.

  具有以下结构的水溶性肽荧光材料（I）： 在式（I）中，n是大于或等于1的整数，R1独立选择自氢或含氮功能基团，R2独立选择自氢或烷基，A1由至少一种氨基酸单体聚合而成，具有以下结构（II）： 在式（II）中，m是大于或等于1的整数，A1的氨基酸单体中的每一个R3独立选择自氢、烷基、芳基烷基、烷硫基烷基、羟基芳基、杂环芳基、羧基烷基或胍基烷基，A2为—OR5或—N(R4)2，R4独立选择自氢、烷基、芳基烷基、烷硫基烷基、羟基芳基、杂环芳基、羧基烷基、胍基烷基、单糖基、双糖基或寡糖基，R5为氢、烷基、芳基烷基、烷硫基烷基、羟基芳基、杂环芳基、羧基烷基或胍基烷基。
• [EN] PLATINUM COMPLEXES AS ANTICANCER AGENTS<br/>[FR] COMPLEXES DE PLATINE EN TANT QU'AGENTS ANTICANCÉREUX
  申请人：UNIV NANYANG TECH

  公开号：WO2016028225A1

  公开（公告）日：2016-02-25

  The present invention relates to platinum compounds of Formula (I) or (II) as defined herein as well as their use for the treatment of cancer, methods for treating cancer in a subject using said compounds, and methods for triggering apoptosis in a cell using said compounds.

  本发明涉及本文中定义的化学式（I）或（II）的铂化合物，以及它们用于治疗癌症的用途，使用这些化合物治疗受试者的癌症方法，以及使用这些化合物诱导细胞凋亡的方法。
• Designing fluoroprobes through Förster resonance energy transfer: surface modification of nanoparticles through “click” chemistry
  作者：Parul Rungta、Yuriy P. Bandera、Volodymyr Tsyalkovsky、Stephen H. Foulger

  DOI：10.1039/c0sm00470g

  日期：——

  Aqueous-phase 83 nm poly(propargyl acrylate) (PA) nanoparticles were surface-functionalized with sparingly water soluble fluorescent moieties through a copper(I)-catalyzed azide–alkyne cycloaddition (CuAAC) (i.e., “click” transformation) to produce fluoroprobes with a large Stokes shift. For moieties which could not achieve extensive surface coverage on the particles utilizing a standard click transformation procedure, the presence of β-cyclodextrin (β-CD) during the transformation enhanced the grafting density onto the particles. Moieties containing oxadiazolyl groups exhibited an 84% increase in grafting density when the transformation was performed in the presence of the oligosaccharide, going from 1.04 oxadiazolyl groups/nm2 to 1.91 oxadiazolyl groups/nm2. Similarly, an azide-modified coumarin 6 (AD1) underwent a 17% enhancement in grafting density from 1.56 AD1 groups/nm2 to 1.82 AD1 groups/nm2 when the transformation was done in the presence of β-CD. A polyethylene glycol modified naphthalimide-based emitter (AD2) was less sensitive to the presence of β-CD due to its elevated water solubility and exhibited a 5% increase in grafting density. In contrast, a carbazolyl-containing moiety which could achieve 100% surface coverage of the particles without the use of β-CD exhibited a slight retardation in the incorporation rate (and final grafting density) onto the particle when the oligosaccharide was employed. Photoluminescence studies of the particles modified singly or with multiple moieties indicated that when oxadiazolyl and carbazolyl groups were attached to the particles, an exciplex was formed that had a peak emission at ca. 400 nm. The absorption of the surface attached naphthalimide-based dye exhibited a complete spectral overlap with the carbazole/oxadiazole exciplex emission and photoluminescence excitation studies indicated an efficient energy transfer process from the carbazolyl and oxadiazolyl groups to the dye, resulting in an emission maxima at 510 nm for the modified particles and a total Stokes shift of 180 nm. This large Stokes shift is an important determinant of the ultimate sensitivity of a fluoroprobe, where scattering and background fluorescence can interfere with the detection of low concentrations of an analyte and the ability to manipulate the separation between the excitation and emission wavelengths is a critical parameter for optimal detection.

  通过铜 (I) 催化的叠氮化物 - 炔环加成 (CuAAC)（即“点击 - 转化”）对水相 83 nm 聚丙烯酸炔丙酯 (PA) 纳米颗粒进行表面功能化，添加微水溶性荧光部分）以生产具有大斯托克斯位移的荧光探针。对于使用标准点击转化程序无法在颗粒上实现广泛表面覆盖的部分，转化过程中β-环糊精（β-CD）的存在增强了颗粒上的接枝密度。当在寡糖存在下进行转化时，含有恶二唑基的部分表现出接枝密度增加84%，从1.04恶二唑基/nm2增加到1.91恶二唑基/nm2。同样，当在 β-CD 存在下进行转化时，叠氮化物修饰的香豆素 6 (AD1) 的接枝密度从 1.56 AD1 组/nm2 增加到 1.82 AD1 组/nm2 提高了 17%。聚乙二醇改性萘二甲酰亚胺基发射体 (AD2) 对β-CD 的存在不太敏感，因为其水溶性较高，并且接枝密度增加了 5%。相反，当使用寡糖时，不使用β-CD 即可实现颗粒100% 表面覆盖的含咔唑基部分在颗粒上的掺入率（和最终接枝密度）表现出轻微的延迟。对单个或多个部分修饰的颗粒的光致发光研究表明，当恶二唑基和咔唑基连接到颗粒上时，形成了一个激基复合物，该复合物在约 1000 处具有峰值发射。 400纳米。表面附着的萘酰亚胺基染料的吸收表现出与咔唑/恶二唑激基复合物发射完全的光谱重叠，光致发光激发研究表明从咔唑基和恶二唑基到染料的有效能量转移过程，导致在 510 nm 处发射最大值对于修改后的颗粒，总斯托克斯位移为 180 nm。这种大的斯托克斯位移是荧光探针最终灵敏度的重要决定因素，其中散射和背景荧光会干扰低浓度分析物的检测，而操纵激发和发射波长之间的分离的能力是荧光探针的关键参数。最佳检测。
• Water-soluble peptide fluorescence material
  申请人：NATIONAL CHIAO TUNG UNIVERSITY

  公开号：US10222381B2

  公开（公告）日：2019-03-05

  A water-soluble peptide fluorescence material having a structure of formula (I): In formula (I), n is an integer greater than or equal to 1, R1 is independently selected from hydrogen or a nitrogen-containing functional group, R2 is independently selected from hydrogen or alkyl, and A1 is polymerized by at least one amino acid monomer and having a structure of formula (II): In formula (II), m is an integer greater than or equal to 1, and R3 in each, of the amino acid monomers of A1 is independently selected from hydrogen, alkyl, aralkyl, alkylthioaalkyl, hydroxyaralky, heteroaralkyl, carboxylalkyl, or guanidinylalkyl, A2 is —OR5 or —N(R4)2, and R4 is independently selected from hydrogen, alkyl, aralkyl, alkylthioaalkyl, hydroxyaralky, heteroaralkyl, carboxylalkyl, guanidinylalkyl, monoglycosyl, biglycosyl, or oligosaccharyl, and R5 is hydrogen, alkyl, aralkyl, alkylthioaalkyl, hydroxyaralky, heteroaralkyl, carboxylalkyl, or guanidinylalkyl.

  一种具有式 (I) 结构的水溶性多肽荧光材料： 式（I）中，n 是大于或等于 1 的整数，R1 独立选自氢或含氮官能团，R2 独立选自氢或烷基，A1 由至少一种氨基酸单体聚合而成，具有式（II）结构： 在式 (II) 中，m 是大于或等于 1 的整数，A1 的每种氨基酸单体中的 R3 独立选自氢、烷基、芳基、烷硫基、羟基芳基、杂芳基、羧基或胍基烷基，A2 是-OR5 或-N(R4)2、和 R4 独立选自氢、烷基、芳基、烷硫基、羟基芳基、杂芳基、羧基芳基、胍基芳基、单甘露糖基、双甘露糖基或低聚糖基，和 R5 是氢、烷基、芳基、烷硫基、羟基芳基、杂芳基、羧基芳基或胍基芳基。
• ORGANIC COMPOUND, PHOTOVOLTAIC LAYER AND ORGANIC PHOTOVOLTAIC DEVICE
  申请人：Cryscade Solar Limited

  公开号：EP2069436A2

  公开（公告）日：2009-06-17