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Isotope psychoactive substance labeling compound, and preparation method and application thereof

A technology for active substances and compounds, which is applied in the field of isotope psychoactive substance-labeled compounds and their preparation, and can solve the problems of low detection accuracy and sensitivity of psychoactive substances.

Inactive Publication Date: 2021-08-31
无锡诺平医药科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] Aiming at the problem of low detection accuracy and sensitivity of psychoactive substances existing in the prior art, the present invention provides an isotope psychoactive substance-labeled compound on the one hand, and the structural formula of the compound is as follows:

Method used

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  • Isotope psychoactive substance labeling compound, and preparation method and application thereof
  • Isotope psychoactive substance labeling compound, and preparation method and application thereof
  • Isotope psychoactive substance labeling compound, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0045] Preparation method of 2-(1-(p-fluorobenzyl)-indole-3-amide)-4,5,6,7-d4-3,3-dimethylbutyric acid methyl ester (D4-MDMB-FUBICA) ;

[0046]At -20°C, N-(formyloxy) tert-leucine methyl ester (567 mg, 3 mmol) was dissolved in 50 mL of anhydrous anhydrous carbon tetrachloride, and aluminum trichloride (400 mg, 3 mmol), then add N-p-fluorobenzyl indole (229 mg, 1 mmol) in anhydrous carbon tetrachloride solution (25 mL) dropwise, stir and slowly warm up to room temperature, keep at room temperature for 12 hours and then heat to 40°C and heated for 2 hours. After cooling, add ammonium chloride solution to quench the reaction, remove the solvent by rotary evaporation, add 150 mL ethyl acetate to dissolve, remove insoluble matter by diatomaceous earth filtration, wash diatomaceous earth with 30 mL diethyl ether-ethyl acetate 1:1 solution, The organic phases were combined, washed with 5% hydrochloric acid aqueous solution, and the aqueous phase was extracted with ethyl acetate, an...

Embodiment 2

[0048] Take 2-(1-(p-fluorobenzyl)-indole-3-amide)-4,5,6,7-d4-3,3-dimethylbutyric acid methyl ester (D4-MDMB-FUBICA) as The content of 2-(1-(5-p-fluorobenzyl)-indole-3-amide)-3,3-dimethylbutyric acid methyl ester (MDMB-FUBICA) in hair was detected by internal standard;

[0049] (1) Liquid chromatography-mass spectrometry detection conditions:

[0050] a) Instrument model: Agilent 1290-6470QQQ;

[0051] b) Column: Poroshell120 PFP 3.0 x100mm 1.9um;

[0052] c) Column temperature: 30°C;

[0053] d) Mobile phase: A: acetonitrile (0.01% formic acid), B: water (0.01% formic acid, 5% ammonium formate), gradient: 1min 10%A, 2min 50%A, 4min 90%A, 6min 95%A;

[0054] e) Flow rate: 0.5 mL / min;

[0055] f) Injection volume: 5 μL;

[0056] g) Ion source: electrospray ion source, positive mode (ESI+);

[0057] h) The spray voltage is 3500 V;

[0058] i) Ion source temperature: 340°C;

[0059] j) Collision gas: nitrogen;

[0060] The ion pairs and corresponding conditions are shown ...

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Abstract

The invention discloses an isotope psychoactive substance labeling compound, and a preparation method and application thereof. The isotope psychoactive substance labeling compound provided by the invention can be used for an internal standard for measuring the content of a psychoactive substance methyl 2-(1-(5-p-fluorobenzyl)-indole-3-amide)-3, 3-dimethylbutyrate in a hair sample. methyl 2-(1-(5-p-fluorobenzyl)-indole-3-amide)-3, 3-dimethylbutyrate is subjected to qualitative detection according to the retention time and ion pair matching, and specifically, corresponding compounds are subjected to quantitative detection according to the chromatographic peak areas. When the isotope labeling compound is used as an internal standard substance, the matrix effect of a detected material can be reduced, and the isotope labeling compound has a good application prospect in the aspects of judicial expertise and the like.

Description

technical field [0001] The invention belongs to the technical field of preparation and application of psychoactive substance standard substances, and in particular relates to an isotope psychoactive substance labeled compound and its preparation method and application. Background technique [0002] For the detection of micro and trace substances in test materials, liquid chromatography-mass spectrometry coupled with isotope-labeled standard material internal standard isotope dilution mass spectrometry is the most common and efficient detection method. The isotope-labeled standard substance is used as the internal standard, and the chemical properties of the isotope-labeled internal standard and the compound to be tested are exactly the same except for the molecular weight. Therefore, isotope dilution mass spectrometry can achieve high detection accuracy and sensitivity, and is an accurate detection method for trace psychoactive substances. Indispensable tool. [0003] The d...

Claims

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Application Information

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IPC IPC(8): C07D209/42G01N30/02G01N30/06G01N30/54G01N30/72G01N30/88
CPCC07D209/42G01N30/02G01N30/06G01N30/54G01N30/72G01N30/88G01N2030/027G01N2030/884C07B2200/05
Inventor 陈飚许浩
Owner 无锡诺平医药科技有限公司
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