4-hydrazine-N-butyl-1,8-naphthalic anhydride | 1353967-12-0

• 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-hydrazine-N-butyl-1,8-naphthalic anhydride
• CAS: 1353967-12-0
• 化学式: C₁₈H₁₇N₃O₃
• 分子量: 323.351
• InChiKey: RQOPEPGEWIYJHK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.83
• 重原子数：
  24.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  78.84
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4-hydrazine-N-butyl-1,8-naphthalic anhydride 以 乙醇 、 水 、 二甲基亚砜 、 乙腈 为溶剂， 反应 12.0h， 生成
  参考文献：
  名称：

  Diamino malenonitrile-linked naphthalimide in selective sensing of F^-, CN^-, Hg²⁺ and Cu²⁺ under different experimental conditions

  摘要：

  Diaminomalenonitrile-linked naphthalimide 1 has been designed and synthesised. It shows selective sensing of F-, CN-, Cu2+ and Hg2+ under different experimental conditions. While compound 1 in CH3CN exhibits colour change from yellow to greenish blue or green in the presence of F-, AcO-, CN- and H2PO4-, it shows a colour change from yellow to light green selectively in presence of CN- in aqueous CH3CN. The selectivity of 1 for F- in pure CH3CN is achieved by using Ca2+ ion as chelating agent. Besides anion sensing, the probe exhibits different colour attributes towards Hg2+ and Cu2+ ions in aqueous CH3CN. While the yellowish solution of 1 is discharged to almost colourless in presence of Cu2+ ions, a light red colour is observed in the presence of Hg2+ ions. The interaction study has been performed by NMR, UV-vis, fluorescence and mass spectroscopic techniques. A theoretical study has been invoked to understand the deprotonation of 1 that occurs in presence of basic anions.

  DOI：

  10.1080/10610278.2020.1749628
• 作为产物：
  描述：

  4-bromo-N-butylnaphthalimide 在 一水合肼 作用下， 以 乙二醇二甲醚 、 乙醇 、 水 为溶剂， 反应 11.0h， 生成 4-hydrazine-N-butyl-1,8-naphthalic anhydride
  参考文献：
  名称：

  基于萘酰亚胺衍生物的高选择性荧光开启化学传感器，用于检测铜（II）离子。

  摘要：

  合成了新的荧光探针DN-SB。DN-SB基于萘二甲酰亚胺衍生物，对Cu（2+）离子显示出高选择性和敏感性。作为Cu（2+）放大的荧光探针，其荧光光谱显示与Cu（2+）结合时在519 nm处信号强度增强4.5倍。基于荧光滴定光谱和作业图，提出了DN-SB与Cu（2+）的结合方式。荧光强度与Cu（2+）阳离子的浓度在4μM至7μM范围内呈线性关系。DN-SB对铜离子也很敏感。计算出的检出限为0.15μM，表明DN-SB对Cu（2+）敏感。

  DOI：

  10.1016/j.saa.2012.12.005

文献信息

• 一种1,8-萘酰亚胺衍生物及其制备方法与应 用
  申请人：苏州大学

  公开号：CN108395403B

  公开（公告）日：2019-11-26

  本发明公开了一种1,8‑萘酰亚胺衍生物及其制备方法与应用；本发明的1,8‑萘酰亚胺衍生物制备相对容易，是一个增强型Cu2+荧光探针，可以通过双波长检测Cu2+，尤其是可以应用于几乎全水的体系。根据392nm处和754nm处的滴定实验和空白实验估算，本发明的1,8‑萘酰亚胺衍生物对Cu2+的检测限分别为2.6368×10‑7 mol/L和2.0156×10‑7 mol/L，说明其可利用双波长对Cu2+进行高选择性和高灵敏度的定量检测。
• 1,8-NAPHTHALIMIDE DERIVATIVE, PREPARATION METHOD THEREFOR AND USE THEREOF
  申请人：SOOCHOW UNIVERSITY

  公开号：US20200385356A1

  公开（公告）日：2020-12-10

  Disclosed are a 1,8-naphthalimide derivative, a preparation method therefor and a use thereof. The 1,8-naphthalimide derivative is easy to prepare, and is an enhanced Cu 2+ fluorescent probe, which can detect Cu 2+ by two wavelengths and be applied to almost-all-water systems. According to atitration experiments and blank experiments at 392 nm and 754 nm, the detection limit of the 1,8-naphthalimide derivative of the present invention for Cu 2+ is 2.6368×10 −7 mol/L and 2.0156×10 −7 mol/L, respectively, indicating that same can perform quantitative detection for Cu 2+ with a high selectivity and a high sensitivity by using two wavelengths. In addition, a pH colorimetric switch based on 1,8-naphthalimide can rapidly and reversibly respond to a pH by means of three ways: a maximum absorption wavelength, absorbance and color change. Same has a narrow switching pH range, a good selectivity and a high sensitivity, can be used in almost-all-water systems.

  本公开揭示了一种1,8-萘酰亚胺衍生物，其制备方法及用途。该1,8-萘酰亚胺衍生物易于制备，是一种增强的Cu2+荧光探针，可以通过两个波长检测Cu2+，并可应用于几乎所有水系统。根据392 nm和754 nm的滴定实验和空白实验，本发明的1,8-萘酰亚胺衍生物对Cu2+的检测限为2.6368×10^-7mol/L和2.0156×10^-7mol/L，表明可以通过使用两个波长对Cu2+进行高选择性和高灵敏度的定量检测。此外，基于1,8-萘酰亚胺的pH比色开关可以通过三种方式快速、可逆地响应pH：最大吸收波长、吸光度和颜色变化。该比色开关具有狭窄的开关pH范围、良好的选择性和高灵敏度，可用于几乎所有水系统。
• Aryl ethers decorated gallic acid–naphthalimide conjugate: aggregation and sensing towards amines and F⁻
  作者：Chiranjit Pati、Kumaresh Ghosh

  DOI：10.1080/10610278.2019.1690147

  日期：2019.12.2

  A gelator 1 containing naphthalimide and gallic acid derivatives has been designed and synthesised. It forms instant orange-coloured gels from different solvents such as CH3CN-1,4-dioxane (5:1, v/v), toluene-1,4-dioxane (5:1, v/v) and dimethylsulfoxide (DMSO). The morphology of the gels reveals the fibrous network. CH3CN-1,4-dioxane (5:1, v/v) gel exhibits higher mechanical strength than toluene-1,4-dioxane (5:1, v/v) gel as confirmed from lower tan delta value (tan delta = G ''(av)/G '(av)) in rheological experiment. The CH3CN-1,4-dioxane (5:1, v/v) gel of 1 exhibits sharp response towards aliphatic amines over the aromatic amines causing rapid gel-to-gel transition with colour change. On the other hand, toluene-1,4-dioxane (5:1, v/v) gel of 1 selectively senses fluoride ion (F-) from a series of other basic anions by exhibiting colour change (from orange to blackish brown) of the gel state. By contrast, CH3CN-1,4-dioxane (5:1, v/v) gel underwent gel-to-sol transition in the presence of several anions and did not show any selectivity in sensing. Gelator 1 also shows measurable interaction towards aliphatic amines, F- and AcO- in CH3CN with distinguishable features in electronic spectra and colour change. Compound 1 and F--coated paper strip which exhibits colour change on heating and cooling has been successfully used as writing kit.
• A Naphthalimide-Based Glyoxal Hydrazone for Selective Fluorescence Turn-On Sensing of Cys and Hcy
  作者：Pi Wang、Jing Liu、Xin Lv、Yunlong Liu、Yun Zhao、Wei Guo

  DOI：10.1021/ol203123t

  日期：2012.1.20

  A fluorescent turn-on probe for Cys/Hcy based on inhibiting the C=N isomerization quenching process by an intramolecular hydrogen bond was reported. The probe exhibited higher selectivity toward Cys/Hcy over other amino acids as well as thiol-containing compounds.