Light-activated fluorescence detection method for opioid drugs by using imide compound

Abstract

The invention discloses a light-activated fluorescence detection method for opioid drugs by using an imide compound, which comprises the following steps: S1, mixing 1 to 100 equivalents of imide compound, 10 to 10000 equivalents of opioid drugs and 0 to 100000 equivalents of solvent to obtain a mixture; and S2, irradiating the mixture in the step S1 for 5-5000 seconds at room temperature by using a light source with the wavelength of 200-500 nm or natural light, so as to detect the fluorescence phenomenon. Amide derivatives (solid or liquid), opioid drugs (solid or liquid) and a solvent are mixed, an illumination product similar to an exciplex is formed between specific structures of imide molecules and drug molecules under the irradiation of a light source with specific wavelength and power, and the product can generate structure-dependent fluorescence, so that the fluorescence intensity of the drug molecules can be effectively improved. Therefore, specific recognition of drug molecules is carried out. The method is simple to operate, high in sensitivity and strong in specificity, so that the opioid drugs can be efficiently, rapidly and qualitatively detected.

Description

Technical Field

[0001] The invention relates to the technical field of chemical detection, and in particular to a method for light-activated fluorescence detection of opioid drugs using imide compounds. Background Art

[0002] Drug testing plays a vital role in protecting public health, maintaining social security, supporting law enforcement, promoting economic stability, protecting young people and vulnerable groups, supporting international cooperation and security, responding to public health emergencies, and promoting scientific and technological progress. It is an indispensable part of modern society. In current drug testing, gas chromatography-mass spectrometry (GC-MS) and liquid chromatography-mass spectrometry (HPLC-MS) are important detection methods for determining structure and composition. However, it is often not convenient enough to be used in actual scenarios, and the test strips and color developers of rapid detection tools have been rapidly developed and studied. Commonly used chemicals include Marquis Reagent (mainly used to detect methamphetamine, etc., and different colors are displayed when encountering different drugs). Scott Reagent (Scott Reagent, mainly used to detect cocaine, usually showing blue or purple). Simon's Reagent (Simon's Reagent, used to distinguish between right-handed and left-handed amphetamine substances) and so on.

[0003] However, the limitations and single mechanism of drug detection reagents will lead to more false positive and false negative test results. In addition, the sample pretreatment is complicated and the cost and resource requirements are high, and more detection methods need to be studied and promoted. Therefore, the present invention provides a new detection method for drugs such as opioids with simple pretreatment and a new mechanism of action. Summary of the invention

[0004] The purpose of the present invention is to solve the above technical problems and provide a method for light-activated fluorescence detection of opioid drugs using imide compounds. The method of the present invention mixes drugs with naphthylimide molecules to generate fluorescence of interaction under ultraviolet light excitation, thereby achieving qualitative detection of drugs.

[0005] The technical solution adopted by the present invention is as follows: a method for light-activated fluorescence detection of opioid drugs using imide compounds, comprising the following steps:

[0006] S1. Mixing 1 to 100 equivalents of an imide compound, 10 to 10,000 equivalents of an opioid drug, and 0 to 100,000 equivalents of a solvent to prepare a mixture;

[0007] S2. Use a 200nm to 500nm light source or natural light to irradiate the mixture in S1 for 5s to 5000s at room temperature, and the fluorescence phenomenon can be detected.

[0008] Preferably, the structural formula of the imide compound is one of formula (I), formula (II), formula (III), and formula (IV);

[0009]

[0010] R1, R8, R13, R16, R19, and R24 are each independently selected from hydrogen, halogen, amino, hydroxyl, carboxyl, cyano, thiol, amide, methoxy, phenyl or benzyl substituted with any nitro, and straight or branched alkyl with 1 to 20 carbon atoms substituted with hydrogen or halogen; and R2-R7, R9-R12, R14-R18, R20-R23, and R25-R28 are each independently selected from hydrogen, halogen, amino, hydroxyl, carboxyl, cyano, thiol, amide, methoxy, and nitro.

[0011] Among them, the structural formula (I) of the imide compound includes:

[0012]

[0013] The structural formula (II) of the imide compounds includes:

[0014]

[0015] The structural formula (III) of the imide compounds includes:

[0016]

[0017] The structural formula (IV) of the imide compounds includes:

[0018]

[0019] More preferably, the structural formula of the opioid drug is one of formula (V), formula (VI), formula (VII), and formula (VIII);

[0020]

[0021] R29 is selected from hydrogen, methyl, halogen, cyano, mercapto, and phenyl; R30-R60 are each independently selected from hydrogen, mercapto, amide, a straight or branched alkyl or alkyl alcohol having 1 to 20 carbon atoms, and phenyl arbitrarily substituted with hydrogen, halogen, amino, hydroxyl, carboxyl, cyano, mercapto, amide, vinyl, methoxy, or nitro.

[0022] Among them, the structural formula (V) of opioid drugs includes:

[0023]

[0024] The structural formula (VI) of opioid drugs includes:

[0025]

[0026] The structural formula (VII) of opioid drugs includes:

[0027]

[0028] The structural formula of opioid drugs (VIII) includes:

[0029]

[0030] More preferably, the solvent is one of water, formamide, acetonitrile, methanol, ethanol, propanol, acetone, dioxane, tetrahydrofuran, methyl ethyl ketone, n-butanol, ethyl acetate, ethyl ether, isopropyl ether, dichloromethane, chloroform, ethyl bromide, benzene, chloropropane, toluene, carbon tetrachloride, carbon disulfide, cyclohexane, hexane, heptane, and kerosene.

[0031] More preferably, the light source is 350-420 nm (5-20 W) and the illumination time is 5 s to 180 s.

[0032] The beneficial effects of the present invention are as follows: the present invention mixes amide derivatives (solid or liquid), opioid drugs (solid or liquid) and solvents, and under the irradiation of a light source of a specific wavelength and a specific power, a light irradiation product similar to an exciplex is formed between the specific structure of the imide molecule and the drug molecule, and the product generates structure-dependent fluorescence, thereby specifically identifying the drug molecule. The method is simple to operate, and has high sensitivity and strong specificity, so that opioid drugs can be qualitatively detected. BRIEF DESCRIPTION OF THE DRAWINGS

[0033] Figure 1 is the fluorescence spectrum (λ ex =400nm) changes with the illumination time.

[0034] Figure 2 is the fluorescence spectrum (λ ex =400nm) changes with the illumination time.

[0035] Figure 3 is the fluorescence spectrum (λ ex =400nm) changes with the illumination time.

[0036] Figure 4 is the fluorescence spectrum (λ ex =400nm) changes with the illumination time.

[0037] Figure 5-8 This is a chromatography-mass spectrometry detection diagram of a drug mixture.

[0038] Fig. 9 These are pictures of the changes in drugs, flour and sugar before and after exposure to light when I1 is added (from the perspective of naked eye observation). DETAILED DESCRIPTION

[0039] The present invention will be further described below in conjunction with the accompanying drawings and specific embodiments.

[0040] Example 1

[0041] One equivalent of the imide molecule (I1) and 100 equivalents of the drug (V3) were mixed in an acetonitrile solution (1000 equivalents) and irradiated with 365 nm (10 W) light for 10 to 180 seconds. Figure 1 is the fluorescence spectrum (λ ex =400nm) changes with the illumination time.

[0042] Example 2

[0043] One equivalent of the imide molecule (I1) and 100 equivalents of the drug (VI2) were mixed in an acetonitrile solution (1000 equivalents) and irradiated with 365 nm (10 W) light for 10 to 180 seconds. Figure 2 is the fluorescence spectrum (λ ex =400nm) changes with the illumination time.

[0044] Example 3

[0045] One equivalent of the imide molecule (I1) and 100 equivalents of the drug (VII1) were mixed in an acetonitrile solution (1000 equivalents) and irradiated with 365 nm (10 W) light for 10 to 180 seconds. Figure 3 is the fluorescence spectrum (λ ex =400nm) changes with the illumination time.

[0046] Example 4

[0047] One equivalent of the imide molecule (I1) and 100 equivalents of the drug (VIII4) were mixed in an acetonitrile solution (1000 equivalents) and irradiated with 365 nm (10 W) light for 10 to 180 seconds. Figure 4 is the fluorescence spectrum (λ ex =400nm) changes with the illumination time.

[0048] Example 5

[0049] One equivalent of the imide molecule (I1) was dissolved in an acetonitrile solution (1000 equivalents), and then dropped onto the drug (a mixture of V1, V2, and V3). White sugar and flour were used as comparisons. After irradiation with 365 nm (10 W) for 5 seconds, obvious fluorescence changes could be observed with the naked eye. Figure 5-8 For the detection of drug mixtures by chromatography-mass spectrometry (including Figure 5High performance liquid chromatography proved that there were three components in the powder. Figure 6-8 for mass spectrometry to detect the molecular structures of the three components), Fig. 9 These are pictures of the changes in drugs, flour and sugar before and after exposure to light when I1 is added (from the perspective of naked eye observation).

[0050] The specification and drawings of the present invention are considered to be illustrative rather than restrictive. On the basis of the present invention, those skilled in the art can make some substitutions and modifications to some of the technical features according to the disclosed technical content without creative labor, all of which are within the protection scope of the present invention.

Claims

1. A method for light-activated fluorescence detection of opioid drugs using imide compounds, characterized in that: The following steps are involved: S1. Mixing 1 to 100 equivalents of an imide compound, 10 to 10,000 equivalents of an opioid drug, and 0 to 100,000 equivalents of a solvent to prepare a mixture; S2. Use a 200nm to 500nm light source or natural light to irradiate the mixture in S1 for 5s to 5000s at room temperature, and the fluorescence phenomenon can be detected.

2. The detection method according to claim 1, characterized in that: The structural formula of the imide compound is one of formula (I), formula (II), formula (III), and formula (IV); R1, R8, R13, R16, R19, and R24 are each independently selected from hydrogen, halogen, amino, hydroxyl, carboxyl, cyano, thiol, amide, methoxy, phenyl or benzyl substituted with any nitro, and straight or branched alkyl with 1 to 20 carbon atoms substituted with hydrogen or halogen; and R2-R7, R9-R12, R14-R18, R20-R23, and R25-R28 are each independently selected from hydrogen, halogen, amino, hydroxyl, carboxyl, cyano, thiol, amide, methoxy, and nitro.

3. The detection method according to claim 5, characterized in that: The structural formula of the opioid drug is one of formula (V), formula (VI), formula (VII), and formula (VIII); R29 is selected from hydrogen, methyl, halogen, cyano, mercapto, and phenyl; R30-R60 are each independently selected from hydrogen, mercapto, amide, a straight or branched alkyl or alkyl alcohol having 1 to 20 carbon atoms, and phenyl arbitrarily substituted with hydrogen, halogen, amino, hydroxyl, carboxyl, cyano, mercapto, amide, vinyl, methoxy, or nitro.

4. The detection method according to claim 1, characterized in that: The solvent is one of water, formamide, acetonitrile, methanol, ethanol, propanol, acetone, dioxane, tetrahydrofuran, methyl ethyl ketone, n-butanol, ethyl acetate, ethyl ether, isopropyl ether, dichloromethane, chloroform, ethyl bromide, benzene, chloropropane, toluene, carbon tetrachloride, carbon disulfide, cyclohexane, hexane, heptane, and kerosene.

5. The detection method according to claim 1, characterized in that: The light source is 350-420nm (5-20W), and the illumination time is 5s-180s.

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