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Aza-naphthyl imide Cd<2+> probe molecule, synthesis method therefor and application of aza-naphthyl imide Cd<2+> probe molecule

A technology of xinaphthimide and probe molecules, applied in chemical instruments and methods, analytical materials, fluorescence/phosphorescence, etc., can solve problems such as interference and poor interference, achieve high selectivity and sensitivity, and have a wide range of potential application values Effect

Inactive Publication Date: 2016-11-30
QIQIHAR UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The present invention is to solve the existing detection Cd 2+ Molecular probes susceptible to Zn 2+ Interference, anti-Zn 2+ Interfering poor technical problems, thereby providing a kind of azinaphthylimides Cd 2+ Probe molecule and its synthesis method and application

Method used

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  • Aza-naphthyl imide Cd&lt;2+&gt; probe molecule, synthesis method therefor and application of aza-naphthyl imide Cd&lt;2+&gt; probe molecule
  • Aza-naphthyl imide Cd&lt;2+&gt; probe molecule, synthesis method therefor and application of aza-naphthyl imide Cd&lt;2+&gt; probe molecule
  • Aza-naphthyl imide Cd&lt;2+&gt; probe molecule, synthesis method therefor and application of aza-naphthyl imide Cd&lt;2+&gt; probe molecule

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specific Embodiment approach 1

[0024] Specific embodiment one: the azanaphthimide Cd of the present embodiment 2+ Probe molecule, its structural formula is:

[0025]

[0026] Wherein, said R is a C1-C4 linear alkyl group.

specific Embodiment approach 2

[0027] Specific embodiment two: the azanaphthimide class Cd described in specific embodiment one 2+ The synthetic method of probe molecule is carried out according to the following steps:

[0028] 1. Add pyrano[3,4,5-de]quinoline-2,4,6(1H)-trione and alkylamine to ethanol at a molar ratio of 1:(4.8~5.2) , heated to boiling and refluxed for 4-6 hours under the protection of nitrogen; the reaction solution was spin-dried, and then separated by silica gel column chromatography to obtain intermediate Ⅰ;

[0029] 2. Add intermediate I and phosphorus oxychloride obtained in step 1 to dioxane at a molar ratio of 1:(9.5-10.5), and react for 2-3 hours at 75-85°C; Ammonia water adjusts the pH value of the reaction solution to alkaline; the reaction solution is spin-dried, and then separated by silica gel column chromatography to obtain intermediate II;

[0030] 3. Add intermediate II and 2-aminobenzylamine obtained in step 2 to ethylene glycol methyl ether in a molar ratio of 1: (4.8-...

specific Embodiment approach 3

[0033] Specific embodiment three: the difference between this embodiment and specific embodiment two is: in step one, pyrano[3,4,5-de]quinoline-2,4,6(1H)-trione, alkylamine The molar ratio is 1:5. Others are the same as in the second embodiment.

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Abstract

The invention discloses an aza-naphthyl imide Cd<2+> probe molecule, a synthesis method therefor and an application of the aza-naphthyl imide Cd<2+> probe molecule and relates to Cd<2+> probe molecules and synthesis and application thereof. The aza-naphthyl imide Cd<2+> probe molecule is used for solving the technical problem that the Zn<2+> interference resistance of the existing Cd<2+> detecting molecule probes is relatively poor. The aza-naphthyl imide Cd<2+> probe molecule disclosed by the invention has a structural formula represented by a formula shown in the description. A preparation method comprises the steps: subjecting pyrano[3,4,5-de]quinolin-2,4,6(1H)-trione and alkylamine to a reaction in ethanol, and separating an intermediate I; subjecting the intermediate I to a reaction with phosphorus oxychloride, and separating an intermediate II; subjecting the intermediate II to a reaction with 2-amino benzylamine, and separating an intermediate III; subjecting the intermediate III to a reaction with 2-chloroacetyl chloride, and separating an intermediate IV; and finally subjecting the intermediate IV to a reaction with di(2-picolyl)amine, and separating the aza-naphthyl imide Cd<2+> probe molecule. The probe is applied to fluorescence-reinforced detection on Cd<2+> in solutions or cells.

Description

technical field [0001] The present invention relates to Cd 2+ Probe molecules and their synthesis and applications. Background technique [0002] CD 2+ It is a very toxic metal ion, the main metal pollutant in the environment, and has toxic effects on crops and human body. For crops, the light ones will cause the metabolic process in the body to be disordered, which will inhibit the growth of the crops, and the severe ones will cause the death of the crops; for humans, long-term exposure to Cd 2+ It can lead to diseases such as renal impairment, cardiovascular disease, disturbance of calcium metabolism, eosinophilia and certain cancers. Due to Cd 2+ Widely used in batteries, Cd in air, water, and soil 2+ The contamination of Cd is serious, so it is used to identify and detect Cd in environmental samples and living cells 2+ Content probes are particularly important. [0003] However, as mentioned in Chem.Rev., Vol. 114, pp. 4564-4601, 2014, the reported Cd 2+ Molecula...

Claims

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Application Information

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IPC IPC(8): C07D471/06C09K11/06G01N21/64
CPCC07D471/06C09K11/06C09K2211/1029G01N21/6428G01N21/6486
Inventor 张宇郭祥峰杨瑞贾丽华
Owner QIQIHAR UNIVERSITY
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