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8-aminoquinoline amide derivative, preparation method, application and fluorescence analysis method thereof

An aminoquinoline amide, aminoquinoline technology, applied in derivatives, preparation methods, fluorescence analysis based on derivatives, application fields, can solve problems such as fluorescence detection signal interference, ion detection interference, etc., to reduce fluorescence signal measurement. Effects of interference, improved selectivity, excellent spectral performance

Active Publication Date: 2018-11-06
XI AN JIAOTONG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the reported Zn 2+ and Cd 2+ Fluorescent probes are mostly monoselective probes that can only detect Zn 2+ and Cd 2+ one of the metal ions
At the same time, due to Zn 2+ and Cd 2+ All are group IIB elements with highly similar physical and chemical properties, many Zn 2+ and Cd 2+ Single-selective fluorescent probes exhibited on Zn 2+ and Cd 2+ Similar fluorescent response signals, resulting in mutual interference in the detection of the two ions
Also, these Zn 2+ and Cd 2+ Fluorescent probes are mostly based on the analysis of single emission peak intensity, which is susceptible to interference on the fluorescence detection signal caused by various external factors such as instrument errors, changes in the detection environment, and human errors.

Method used

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  • 8-aminoquinoline amide derivative, preparation method, application and fluorescence analysis method thereof
  • 8-aminoquinoline amide derivative, preparation method, application and fluorescence analysis method thereof
  • 8-aminoquinoline amide derivative, preparation method, application and fluorescence analysis method thereof

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Embodiment 1

[0038] The preparation method of 8-aminoquinoline amide derivative of the present invention comprises the following steps:

[0039] 1a) Weigh N-bromoacetyl-8-aminoquinoline, propynylamine and acetonitrile, then dissolve N-bromoacetyl-8-aminoquinoline and propynylamine in acetonitrile, and then add potassium carbonate, A reaction mixture was obtained, wherein the ratio of N-bromoacetyl-8-aminoquinoline, propargylamine, potassium carbonate and acetonitrile was 100mg: 20mg: 100mg: 5mL;

[0040] 2a) The reaction mixture obtained in step 1a) was stirred and reacted at room temperature, then filtered to remove the solvent, and then eluted by column chromatography to obtain 8-aminoquinoline amide derivatives.

[0041] The time of stirring the reaction at room temperature in step 2a) is 36h;

[0042] In the specific process of column chromatography elution in step 2a), a mixture of petroleum ether and ethyl acetate with a boiling point of 60-90° C. is used as an eluent for elution, w...

Embodiment 2

[0044] The preparation method of 8-aminoquinoline amide derivative of the present invention comprises the following steps:

[0045] 1a) Weigh N-bromoacetyl-8-aminoquinoline, propynylamine and acetonitrile, then dissolve N-bromoacetyl-8-aminoquinoline and propynylamine in acetonitrile, and then add potassium carbonate, A reaction mixture was obtained, wherein the ratio of N-bromoacetyl-8-aminoquinoline, propargylamine, potassium carbonate and acetonitrile was 100mg: 70mg: 50mg: 10mL;

[0046] 2a) The reaction mixture obtained in step 1a) was stirred and reacted at room temperature, then filtered to remove the solvent, and then eluted by column chromatography to obtain 8-aminoquinoline amide derivatives.

[0047] The time of stirring the reaction at room temperature in step 2a) is 12h;

[0048] In the specific process of column chromatography elution in step 2a), a mixture of petroleum ether and ethyl acetate with a boiling point of 60-90° C. is used as an eluent for elution, w...

Embodiment 3

[0050] The preparation method of 8-aminoquinoline amide derivative of the present invention comprises the following steps:

[0051] 1a) Weigh N-bromoacetyl-8-aminoquinoline, propynylamine and acetonitrile, then dissolve N-bromoacetyl-8-aminoquinoline and propynylamine in acetonitrile, and then add potassium carbonate, A reaction mixture was obtained, wherein the ratio of N-bromoacetyl-8-aminoquinoline, propargylamine, potassium carbonate and acetonitrile was 100mg: 50mg: 80mg: 8mL;

[0052] 2a) The reaction mixture obtained in step 1a) was stirred and reacted at room temperature, then filtered to remove the solvent, and then eluted by column chromatography to obtain 8-aminoquinoline amide derivatives.

[0053] The time of stirring the reaction at room temperature in step 2a) is 25h;

[0054] In the specific process of column chromatography elution in step 2a), a mixture of petroleum ether and ethyl acetate with a boiling point of 60-90° C. is used as an eluent for elution, wh...

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Abstract

The invention discloses an 8-aminoquinoline amide derivative, a preparation method, application and a fluorescence analysis method thereof. The preparation method of the 8-aminoquinoline amide derivative comprises the following steps that (1a) N-bromoacetyl-8-aminoquinoline, propargylamine and acetonitrile are weighed, the N-bromoacetyl-8-aminoquinoline, propargylamine and the acetonitrile are dissolved in the acetonitrile, and then potassium carbonate is added to obtain a reaction mixture; (2a) the reaction mixture obtained in the step (1a) is subjected to stirring reaction at room temperature, filtration is performed, a solvent is removed, and then the 8-aminoquinoline amide derivative is obtained through column chromatography elution. The 8-aminoquinoline amide derivative can be appliedto the field of fluorescent probes. Zn<2+> and Cd<2+> can be simultaneously detected through the derivative, the preparation method, application and the fluorescent analysis method performed based onthe derivative.

Description

technical field [0001] The invention relates to a derivative, a preparation method, an application, and a method for performing fluorescence analysis based on the derivative, in particular to an 8-aminoquinoline amide derivative, a preparation method, an application, and a method for fluorescence analysis thereof. Background technique [0002] Metals in organisms generally exist in the form of ions, and they play a very important role in various physiological and pathological processes of organisms. Zinc ions (Zn 2+ ) has a high content in nature and is the second most essential element for the human body. It is known as the "flower of life" for the human body. The right amount of Zn in the human body 2+ It can help wounds heal, promote the growth of babies, and maintain the normal functions of taste and smell. Lack of Zn 2+ It can lead to many diseases such as slow development and mental retardation, immune and reproductive function decline; Zn 2+ Excessive intake can ...

Claims

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Application Information

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IPC IPC(8): C07D215/40C09K11/06G01N21/64
CPCC07D215/40C09K11/06C09K2211/1029G01N21/6486
Inventor 张祯宋欢欢
Owner XI AN JIAOTONG UNIV
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