Optical method for detecting synthetic cannabinoid JWH-018
By using 2-(5-phenyl-8-(4-(trifluoromethyl)phenyl)pyrimido[4,5-d]pyridinazin-2-yl)phenol fluorescent reagent and synthetic cannabinoid JWH-018, the problem of detection limit difference and long response time of existing detection methods is solved, and a fast, sensitive and visual detection effect is achieved, which is suitable for on-site drug detection.
Patent Information
- Application Number
- CN202510610673.7
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- Filing Date
- 2025-05-13
- Publication Date
- 2025-08-08
AI Technical Summary
The existing synthetic cannabinoid JWH-018 detection methods require expensive instruments and professional operations, and there are problems such as detection limit differences and long response time, making it difficult to achieve fast, accurate and low-cost detection.
2-(5-phenyl-8-(4-(trifluoromethyl)phenyl)pyrimido[4,5-d]pyridinazin-2-yl)phenol was used as the fluorescent reagent to form a complex with synthetic cannabinoid JWH-018 through space charge transfer and multiple non-covalent forces, resulting in a dark blue to blue-green fluorescence change. The response time is less than 10 seconds, and the detection limit can reach 2.16 nmol/mL.
It has achieved rapid, sensitive, specific and visual detection of synthetic cannabinoid JWH-018, and is suitable for on-site drug investigation and initial screening of drug-related cases. It has the characteristics of simple operation, strong anti-interference and fast response, and is suitable for rapid investigation by the public security department.
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Figure CN120446067A_ABST
Abstract
Description
Technical Field
[0001] The present invention belongs to the field of drug detection and analysis, and relates to an optical method for detecting the synthetic cannabinoid JWH-018. Background Art
[0002] Synthetic cannabinoids are a type of new psychoactive substance (NPS) that have stronger pharmacological effects than natural cannabinoids and can cause dangerous side effects such as kidney failure, heart attack, mental confusion, and in some cases, even death. Therefore, rapid detection of the synthetic cannabinoid JWH-018 is of great practical significance.
[0003] In light of the harmful effects of synthetic cannabinoids, researchers at home and abroad have developed a range of detection methods, primarily including chromatography and colorimetry. These methods, however, often require expensive instrumentation and specialized operators. Therefore, the development of rapid, accurate, real-time, and low-cost detection methods for synthetic cannabinoids has become a research priority.
[0004] Compared to existing detection methods, optical sensing technology is widely used for on-site visualization due to its high sensitivity, rapid response, intuitive results, and simple operation. This technology relies on the construction of optically active probe molecules. Their basic structure consists of a luminescent center and a recognition group. The interaction between the recognition site and the active site of the target substance causes changes in the optical properties of the luminescent center, enabling specific detection of the target substance. However, most optical probes still suffer from shortcomings such as poor detection limits and long response times.
[0005] The probe of the present invention forms multiple non-covalent interactions with the molecular structure of synthetic cannabinoids, targeting the pyrrolobenzene ring structure, naphthalene ring structure and long hydrophobic chain structure of the synthetic cannabinoid JWH-018 as recognition sites. Specifically, the pyrimidopyridazine portion and benzene ring structure of the probe form a ππ stacking with the pyrrolobenzene ring and naphthalene ring of the synthetic cannabinoid JWH-018; the fluorine and nitrogen elements in the probe form hydrogen bonds with the carbonyl and hydrogen in the synthetic cannabinoid JWH-018; the hydrogen in the benzene ring of the probe forms a hydrophobic interaction with the methyl chain in the synthetic cannabinoid JWH-018; based on the above non-covalent forces, the complex of the probe and the synthetic cannabinoid JWH-018 produces a ratio fluorescence response phenomenon, with the fluorescence color changing from dark blue to blue-green, the response time within 10s, and the fluorescence detection limit reaching 2.16nmol / mL, which has been improved to a certain extent. The results achieved rapid, sensitive, specific, and visual detection of the synthetic cannabinoid JWH-018. This reagent is simple to prepare, portable, and easy to operate, and has the potential for widespread application. Summary of the Invention
[0006] The present invention aims to provide an optical method for detecting the synthetic cannabinoid JWH-018. The detection reagent in this method is composed of 2-(5-phenyl-8-(4-(trifluoromethyl)phenyl)pyrimido[4,5-d]pyridazin-2-yl)phenol and an organic solution. The spatial charge transfer and multiple non-covalent forces between the fluorescent reagent and the synthetic cannabinoid JWH-018 complex are used to produce a fluorescence change from dark blue to blue-green. The response time is <10s and the fluorescence detection limit can reach 2.16nmol / mL. The method described in the present invention can be used for rapid preliminary screening and analysis of synthetic cannabinoid drugs in on-site drug investigations and drug-related cases. It has the characteristics of simple operation, strong anti-interference ability, fast response, sensitive reaction, and easy visual observation. This reagent provides an effective visual detection technology for the detection of new psychoactive drugs and synthetic cannabinoids. It has broad application prospects and provides a good research foundation for the field of drug detection.
[0007] The optical method for detecting the synthetic cannabinoid JWH-018 described in the present invention is carried out in the following steps:
[0008] Synthetic probes:
[0009] a. p-Trifluoromethylacetophenone and catalyst iodine were dissolved in an organic solvent, dimethyl sulfoxide, at a molar ratio of 1:1.6, respectively. After the reaction was carried out at 100 ° C for 1 h, (E)-3-dimethylamino-1-naphth-1-yl-prop-2-en-1-one and 3-amino-1H-isoindole were added at a molar ratio of 1:1. After the reaction was continued at a temperature of 100 ° C for 10 hours, hydrazine hydrate was added at a molar ratio of 1:10 and the reaction was carried out for 10 min.
[0010] b. After the reaction is completed, the reaction product in step a is quenched with saturated sodium thiosulfate, the organic layer is extracted with ethyl acetate, washed with saturated sodium chloride, dried over anhydrous sodium sulfate, and purified by column chromatography to obtain a yellow solid 2-(5-phenyl-8-(4-(trifluoromethyl)phenyl)pyrimido[4,5-d]pyridazin-2-yl)phenol probe;
[0011] Preparation of detection reagents
[0012] c. Weigh the product probe obtained in step b, dissolve it in dimethyl sulfoxide solvent, and sonicate to obtain a 1-10 mM 2-(5-phenyl-8-(4-(trifluoromethyl)phenyl)pyrimido[4,5-d]pyridazin-2-yl)phenol solution, which is the fluorescence test reagent;
[0013] Prepare the standard solution of synthetic cannabinoid JWH-018:
[0014] d. Prepare a standard solution of the synthetic cannabinoid JWH-018 in dimethyl sulfoxide (DMSO) at a concentration of 0-1 mg / mL.
[0015] Fluorescence detection of synthetic cannabinoid JWH-018:
[0016] e. Take 20 μL of the detection reagent obtained in step c, dilute to 180 μL with dimethyl sulfoxide solvent, take 20 μL of each concentration of synthetic cannabinoid JWH-018 prepared in step d, and add them to the detection reagent respectively. After sufficient reaction, measure the fluorescence spectrum under 365 nm excitation light. As the concentration of synthetic cannabinoid JWH-018 increases, the fluorescence color changes from dark blue to blue-green, and the response time is less than 10 s.
[0017] f. Perform a linear fit between the fluorescence intensity at a wavelength of 500 nm and the fluorescence intensity at 432 nm to obtain a standard curve for quantitative analysis of the synthetic cannabinoid JWH-018 content in the test sample.
[0018] The present invention discloses an optical method for detecting the synthetic cannabinoid JWH-018. Upon on-site detection of the synthetic cannabinoid JWH-018, the fluorescence color changes from dark blue to blue-green, with a response time of <10 seconds and a detection limit of 2.16 nmol / mL. The method also exhibits good interference resistance against analogs. The fluorescence color change is highly advantageous for identification. The specific detection method is as follows:
[0019] 180 μL of the 0.5 mM probe solution was pipetted into a reagent bottle. 20 μL of different concentrations of the synthetic cannabinoid JWH-018 were then added to the reagent bottle using a pipette. The samples were photographed under a 365 nm UV light. The naked eye detection limit of the assay was 101 nmol / mL.
[0020] Alternatively, 180 μL of the test reagent was measured with a pipette and placed in a quartz cuvette. Various concentrations of the synthetic cannabinoid JWH-018 were then added. Fluorescence emission spectra were then scanned using a fluorescence spectrometer. The fluorescence emission spectra of the test reagent after the presence of different concentrations of the synthetic cannabinoid JWH-018 were measured. A linear equation was fitted, with the ratio of the maximum fluorescence emission peak intensity to the newly appeared peak as the ordinate and the concentration of the synthetic cannabinoid as the abscissa. This determined the fluorescence detection limit of the test reagent to be 2.16 nmol / mL.
[0021] The present invention discloses an optical method for detecting the synthetic cannabinoid JWH-018. The chemical name of the probe in this method is 2-(5-phenyl-8-(4-(trifluoromethyl)phenyl)pyrimido[4,5-d]pyridazin-2-yl)phenol, which is obtained by reacting p-trifluoromethylacetophenone, (E)-3-dimethylamino-1-naphth-1-yl-prop-2-en-1-one and 3-amino-1H-isoindole. The chemical structure is (I):
[0022]
[0023] Compared with the prior art, the present invention has the following advantages and beneficial effects:
[0024] The optical method for detecting the synthetic cannabinoid JWH-018 described in the present invention can be used for rapid initial screening and analysis of the synthetic cannabinoid JWH-018 in on-site drug detection and drug-related cases. It has the characteristics of simple operation, strong anti-interference ability, rapid response, sensitive reaction, and easy visual observation. The reagent provides an effective visual on-site detection technical means for the detection of the new active drug synthetic cannabinoid JWH-018 substance, has broad application prospects, and at the same time, provides a good research foundation for the field of drug detection, and can provide an effective technical means for the rapid on-site drug detection by public security departments.
[0025] This fluorescent reagent has a simple, gentle, and safe preparation process and exhibits a very rapid and stable response to the synthetic cannabinoid JWH-018, with a response time of less than 10 seconds and a solution detection limit of 2.16 nmol / mL. The fluorescence color changes from deep blue to blue-green, making it easily identifiable by the naked eye. This provides a highly effective technical means for the detection of the synthetic cannabinoid JWH-018, a new psychoactive substance. This reagent boasts high sensitivity, interference resistance, and a fast response, enabling low-cost, real-time detection of the synthetic cannabinoid JWH-018. BRIEF DESCRIPTION OF THE DRAWINGS
[0026] Figure 1 The images are visualizations of the fluorescence response of the detection reagent of the present invention to a series of concentrations of the synthetic cannabinoid JWH-018;
[0027] Figure 2 The fluorescence spectra of the detection reagent of the present invention on the series of synthetic cannabinoids JWH-018;
[0028] Figure 3 The specific fluorescence spectra of the detection reagent of the present invention for structural analogs of the synthetic cannabinoid JWH-018, solvents, and common drugs;
[0029] Figure 4 The fluorescence spectra of the detection reagent of the present invention for the interference of structural analogs of the synthetic cannabinoid JWH-018, solvents, and common drugs;
[0030] Figure 5 This is a visualization of the specificity and interference of the detection reagent of the present invention on the structural analogues of the synthetic cannabinoid JWH-018, solvents, and common drugs; wherein i is selectivity and ii is interference. DETAILED DESCRIPTION
[0031] The present invention will be further described below with reference to specific examples, but the invention is not limited to these examples.
[0032] Example 1
[0033] Synthetic probes:
[0034] a. p-Trifluoromethylacetophenone and catalyst iodine were dissolved in an organic solvent, dimethyl sulfoxide, at a molar ratio of 1:1.6, respectively. After the reaction was carried out at 100 ° C for 1 h, (E)-3-dimethylamino-1-naphth-1-yl-prop-2-en-1-one and 3-amino-1H-isoindole were added at a molar ratio of 1:1. After the reaction was continued at a temperature of 100 ° C for 10 hours, hydrazine hydrate was added at a molar ratio of 1:10 and the reaction was carried out for 10 min.
[0035] b. After the reaction is completed, the reaction product in step a is quenched with saturated sodium thiosulfate, the organic layer is extracted with ethyl acetate, washed with saturated sodium chloride, dried over anhydrous sodium sulfate, and purified by column chromatography to obtain a yellow solid 2-(5-phenyl-8-(4-(trifluoromethyl)phenyl)pyrimido[4,5-d]pyridazin-2-yl)phenol probe;
[0036] Preparation of detection reagents
[0037] c. Weigh the product probe obtained in step b, dissolve it in dimethyl sulfoxide solvent, and sonicate to obtain a 1-10 mM 2-(5-phenyl-8-(4-(trifluoromethyl)phenyl)pyrimido[4,5-d]pyridazin-2-yl)phenol solution, which is the fluorescence test reagent;
[0038] Prepare the standard solution of synthetic cannabinoid JWH-018:
[0039] d. Prepare a standard solution of the synthetic cannabinoid JWH-018 in dimethyl sulfoxide (DMSO) at a concentration of 0-1 mg / mL.
[0040] Fluorescence detection of synthetic cannabinoid JWH-018:
[0041] e. Take 20 μL of the detection reagent obtained in step c, dilute the volume to 180 μL with dimethyl sulfoxide solvent, take 20 μL of each concentration of synthetic cannabinoid JWH-018 prepared in step d, and add them to the detection reagent respectively. After sufficient reaction, irradiate the mixed solution under a 365 nm ultraviolet lamp. Within 10 seconds, the fluorescence color of the solution can be observed to change from dark blue to blue-green, indicating that the detection system contains synthetic cannabinoid JWH-018 substances. In addition, when measured by fluorescence spectrometer, the excitation wavelength is selected as 365 nm. The fluorescence peak at 432 nm decreases, and the fluorescence emission peak at 500 nm increases.
[0042] f. Perform a linear fit between the fluorescence intensity at a wavelength of 500 nm and the fluorescence intensity at 432 nm to obtain a standard curve for quantitative analysis of the synthetic cannabinoid JWH-018 content in the test sample.
[0043] Example 2
[0044] Synthetic probes:
[0045] a. p-Trifluoromethylacetophenone and catalyst iodine were dissolved in an organic solvent dimethyl sulfoxide in a molar ratio of 1:1.6, and the reaction temperature was 100 ° C for 1h. Then, (E)-3-dimethylamino-1-naphth-1-yl-prop-2-en-1-one and 3-amino-1H-isoindole were added in a molar ratio of 1:1. The reaction was continued at a temperature of 100 ° C for 10 hours, and then hydrazine hydrate was added in a molar ratio of 1:10 for 10min.
[0046] b. After the reaction is completed, the reaction product in step a is quenched with saturated sodium thiosulfate, the organic layer is extracted with ethyl acetate, washed with saturated sodium chloride, dried, and purified by column chromatography to obtain a yellow solid 2-(5-phenyl-8-(4-(trifluoromethyl)phenyl)pyrimido[4,5-d]pyridazin-2-yl)phenol probe;
[0047] Preparation of detection reagents
[0048] c. Weigh the product probe obtained in step b, dissolve it in dimethyl sulfoxide solvent, and sonicate to obtain a 1-10 mM 2-(5-phenyl-8-(4-(trifluoromethyl)phenyl)pyrimido[4,5-d]pyridazin-2-yl)phenol solution, which is the fluorescence test reagent;
[0049] Prepare the standard solution of synthetic cannabinoid JWH-018:
[0050] d. Prepare a standard solution of the synthetic cannabinoid JWH-018 in dimethyl sulfoxide (DMSO) at a concentration of 0-1 mg / mL.
[0051] Fluorescence detection of synthetic cannabinoid JWH-018:
[0052] e. Take 180 μL of the detection reagent and add it to the test bottle. Then add 20 μL of the dimethyl sulfoxide solution of the synthetic cannabinoid JWH-018. After the reaction, perform a fluorescence spectrum test and take photos before and after the reaction with a mobile phone. The results show that the fluorescence spectrum shows that with the addition of the synthetic cannabinoid JWH-018 solution, the emission peak at 432 nm gradually decreases and the emission peak at 500 nm gradually increases, indicating the presence of synthetic cannabinoid JWH-018 in the solution. Figure 1 , Figure 2 shown.
[0053] Example 3
[0054] Synthetic probes:
[0055] a. p-Trifluoromethylacetophenone and catalyst iodine were dissolved in an organic solvent dimethyl sulfoxide in a molar ratio of 1:1.6, and the reaction temperature was 100 ° C for 1h. Then, (E)-3-dimethylamino-1-naphth-1-yl-prop-2-en-1-one and 3-amino-1H-isoindole were added in a molar ratio of 1:1. The reaction was continued at a temperature of 100 ° C for 10 hours, and then hydrazine hydrate was added in a molar ratio of 1:10 for 10min.
[0056] b. After the reaction is completed, the reaction product in step a is quenched with saturated sodium thiosulfate, the organic layer is extracted with ethyl acetate, washed with saturated sodium chloride, dried, and purified by column chromatography to obtain a yellow solid 2-(5-phenyl-8-(4-(trifluoromethyl)phenyl)pyrimido[4,5-d]pyridazin-2-yl)phenol probe;
[0057] Preparation of detection reagents
[0058] c. Weigh the product probe obtained in step b, dissolve it in dimethyl sulfoxide solvent, and sonicate to obtain a 1-10 mM 2-(5-phenyl-8-(4-(trifluoromethyl)phenyl)pyrimido[4,5-d]pyridazin-2-yl)phenol solution, which is the fluorescence test reagent;
[0059] Prepare the standard solution of synthetic cannabinoid JWH-018:
[0060] d. Prepare a standard solution of the synthetic cannabinoid JWH-018 in dimethyl sulfoxide (DMSO) at a concentration of 0-1 mg / mL.
[0061] Synthetic cannabinoid configurations: (0) blank solution, (1) synthetic cannabinoid JWH-018, both in dimethyl sulfoxide solution;
[0062] Concentration of other substances: The analytes included structural analogs of the synthetic cannabinoid JWH-018 (2) 5F-ABICA, (3) 5F-MDMB-PICA, (4) MDMB-4en-PINACA, (5) (5F-ADB, (6) 4F-MDMB-BINACA, (7) ADB-CHMICA, (8) ADB-4en-PINACA), solvents ((9) N,N-dimethylformamide, (10) methanol, (11) acetonitrile) and other psychoactive substances ((12) cocaine, (13) phencyclidine, (14) ketamine, (15) methamphetamine, (16) heroin, (17) methadone, (18) ecstasy). All of them were prepared with analytical grade methanol to a concentration of 1 mg / ml.
[0063] Fluorescence detection of synthetic cannabinoid JWH-018:
[0064] e. Add 180 μL of the obtained 0.5 mM detection reagent to a test bottle, and add 20 μL of a 1 mg / mL solution of the synthetic cannabinoid JWH-018 and 20 μL of a 1 mg / mL solution of the remaining substances. Observe the presence of the synthetic cannabinoid JWH-018, and measure it using a fluorescence spectrometer. This shows that when only the synthetic cannabinoid JWH-018 is present, the fluorescence emission peak intensity at 432 nm decreases, while the fluorescence emission peak at 500 nm increases. When the other substances are present, the fluorescence emission peak intensity remains unchanged. A broken line is drawn based on the emission peak intensity at 500 nm versus 432 nm in the fluorescence spectrum. Figure 3 .
[0065] The above results indicate that the detection reagent has good visual differentiation and detection capabilities for the coexistence of synthetic cannabinoid JWH-018 with common drugs, structural analogs and solvents.
[0066] Example 4
[0067] Synthetic probes:
[0068] a. p-Trifluoromethylacetophenone and catalyst iodine were dissolved in an organic solvent dimethyl sulfoxide in a molar ratio of 1:1.6, and the reaction temperature was 100 ° C for 1h. Then, (E)-3-dimethylamino-1-naphth-1-yl-prop-2-en-1-one and 3-amino-1H-isoindole were added in a molar ratio of 1:1. The reaction was continued at a temperature of 100 ° C for 10 hours, and then hydrazine hydrate was added in a molar ratio of 1:10 for 10min.
[0069] b. After the reaction is completed, the reaction product in step a is quenched with saturated sodium thiosulfate, the organic layer is extracted with ethyl acetate, washed with saturated sodium chloride, dried, and purified by column chromatography to obtain a yellow solid 2-(5-phenyl-8-(4-(trifluoromethyl)phenyl)pyrimido[4,5-d]pyridazin-2-yl)phenol probe;
[0070] Preparation of detection reagents
[0071] c. Weigh the product probe obtained in step b, dissolve it in dimethyl sulfoxide solvent, and sonicate to obtain a 1-10 mM 2-(5-phenyl-8-(4-(trifluoromethyl)phenyl)pyrimido[4,5-d]pyridazin-2-yl)phenol solution, which is the fluorescence test reagent;
[0072] Prepare the standard solution of synthetic cannabinoid JWH-018:
[0073] d. Prepare a standard solution of the synthetic cannabinoid JWH-018 in dimethyl sulfoxide (DMSO) at a concentration of 0-1 mg / mL.
[0074] Synthetic cannabinoid preparation: (0) blank solution, (1) synthetic cannabinoid JWH-018, both are dimethyl sulfoxide solutions.
[0075] Concentration of other substances: The analytes included structural analogs of the synthetic cannabinoid JWH-018 ((2) 5F-ABICA, (3) 5F-MDMB-PICA, (4) MDMB-4en-PINACA, (5) 5F-ADB, (6) 4F-MDMB-BINACA, (7) ADB-CHMICA, (8) ADB-4en-PINACA), solvent (9) (N,N-dimethylformamide, (10) methanol, (11) acetonitrile) and other psychoactive substances ((12) cocaine, (13) phencyclidine, (14) ketamine, (15) methamphetamine, (16) heroin, (17) methadone, (18) ecstasy). All of them were prepared in analytical grade methanol with a concentration of 1 mg / ml.
[0076] Fluorescence detection of synthetic cannabinoid JWH-018:
[0077] e. Add 160 μL of the obtained 0.5 mM detection reagent to the test bottle, and simultaneously add 20 μL of a 1 mg / mL solution of the synthetic cannabinoid JWH-018 and 20 μL of a 1 mg / mL solution of the remaining substances; observe the presence of the synthetic cannabinoid JWH-018, and measure it using a fluorescence spectrometer. This shows that in the presence of the synthetic cannabinoid JWH-018, the fluorescence emission peak intensity at 432 nm decreases, and the fluorescence emission peak at 500 nm increases. A broken line is drawn based on the emission peak intensity at 500 nm compared to 432 nm in the fluorescence spectrum. Figure 4 .
[0078] The above results show that this detection reagent has good visual differentiation and detection capabilities when the synthetic cannabinoid JWH-018 and common drugs exist at the same time.
[0079] Example 5
[0080] Synthetic probes:
[0081] a. p-Trifluoromethylacetophenone and catalyst iodine were dissolved in an organic solvent dimethyl sulfoxide in a molar ratio of 1:1.6, and the reaction temperature was 100 ° C for 1h. Then, (E)-3-dimethylamino-1-naphth-1-yl-prop-2-en-1-one and 3-amino-1H-isoindole were added in a molar ratio of 1:1. The reaction was continued at a temperature of 100 ° C for 10 hours, and then hydrazine hydrate was added in a molar ratio of 1:10 for 10min.
[0082] b. After the reaction is completed, the reaction product in step a is quenched with saturated sodium thiosulfate, the organic layer is extracted with ethyl acetate, washed with saturated sodium chloride, dried over anhydrous sodium sulfate, and purified by column chromatography to obtain a yellow solid 2-(5-phenyl-8-(4-(trifluoromethyl)phenyl)pyrimido[4,5-d]pyridazin-2-yl)phenol probe;
[0083] Preparation of detection reagents
[0084] c. Weigh the product probe obtained in step b, dissolve it in dimethyl sulfoxide solvent, and sonicate to obtain a 1-10 mM 2-(5-phenyl-8-(4-(trifluoromethyl)phenyl)pyrimido[4,5-d]pyridazin-2-yl)phenol solution, which is the fluorescence test reagent;
[0085] Prepare the standard solution of synthetic cannabinoid JWH-018:
[0086] d. Prepare a standard solution of the synthetic cannabinoid JWH-018 in dimethyl sulfoxide (DMSO) at a concentration of 0-1 mg / mL.
[0087] Synthetic cannabinoid preparation: (0) blank solution, (1) synthetic cannabinoid JWH-018, both are dimethyl sulfoxide solutions.
[0088] Concentration of other substances: Analytes included structural analogs of the synthetic cannabinoid JWH-018 (5F-ABICA, 5F-MDMB-PICA, MDMB-4en-PINACA, 5F-ADB, 4F-MDMB-BINACA, ADB-CHMICA, ADB-4en-PINACA), solvents (N,N-dimethylformamide, methanol, acetonitrile), and other psychoactive substances (cocaine, phencyclidine, ketamine, methamphetamine, heroin, methadone, ecstasy). Solutions were prepared in analytically pure methanol at a concentration of 1 mg / ml. Fluorescence detection of the synthetic cannabinoid JWH-018:
[0089] 180 μL of the resulting 0.5 mM detection reagent was added to a test vial, followed by 20 μL of a 1 mg / mL solution of the synthetic cannabinoid JWH-018 and 1 mL of a 1 mg / mL solution of the remaining substances. Within 10 seconds, the presence of the synthetic cannabinoid JWH-018 was observed with the naked eye under a 365 nm UV lamp, as the fluorescence color of the detection reagent solution changed from dark blue to blue-green. In the presence of the other substances, the fluorescence color of the detection reagent solution remained unchanged.
[0090] 160 μL of the obtained 0.5 mM detection reagent was added to the test bottle, and 20 μL of 1 mg / mL synthetic cannabinoid JWH-018 solution and 20 μL of 1 mg / mL solutions of the remaining substances were added at the same time; within 10 seconds, the fluorescent color of the detection reagent solution changed from dark blue to blue-green when the synthetic cannabinoid JWH-018 was observed by naked eyes under 365 nm ultraviolet light. Figure 5 shown.
[0091] The above results indicate that the detection of synthetic cannabinoid JWH-018 by this detection reagent is not interfered by common drugs, structural analogs and their solvents.
Claims
1. An optical method for detecting the synthetic cannabinoid JWH-018, characterized in that: Follow these steps: Synthetic probes: a. p-Trifluoromethylacetophenone and catalyst iodine were dissolved in dimethyl sulfoxide (DMSO) at a molar ratio of 1:1.6, respectively. After the reaction at 100°C for 1 h, (E)-3-dimethylamino-1-naphth-1-yl-prop-2-en-1-one and 3-amino-1H-isoindole were added at a molar ratio of 1:
1. The reaction was continued at 100°C for 10 hours, and then hydrazine hydrate was added at a molar ratio of 1:10 for 10 min. b. After the reaction is completed, the reaction product in step a is quenched with saturated sodium thiosulfate, the organic layer is extracted with ethyl acetate, washed with saturated sodium chloride, dried over anhydrous sodium sulfate, and purified by column chromatography to obtain a yellow solid 2-(5-phenyl-8-(4-(trifluoromethyl)phenyl)pyrimido[4,5-d]pyridazin-2-yl)phenol probe; Prepare detection reagents: c. Weigh the product probe obtained in step b and dissolve it in dimethyl sulfoxide solvent. After ultrasonic dissolution, a 1-10 mM 2-(5-phenyl-8-(4-(trifluoromethyl)phenyl)pyrimido[4,5-d]pyridazin-2-yl)phenol solution is obtained, which is the fluorescence test reagent; Prepare the standard solution of synthetic cannabinoid JWH-018: d. Prepare a standard solution of the synthetic cannabinoid JWH-018 in dimethyl sulfoxide (DMSO) at a concentration of 0-1 mg / mL. Fluorescence detection of synthetic cannabinoid JWH-018: e. Take 20 μL of the detection reagent obtained in step c, dilute to 180 μL with dimethyl sulfoxide solvent, take 20 μL of each concentration of synthetic cannabinoid JWH-018 prepared in step d, and add them to the detection reagent. After sufficient reaction, measure the fluorescence spectrum under 365 nm excitation light. As the concentration of synthetic cannabinoid JWH-018 increases, the fluorescence color changes from dark blue to blue-green, and the response time is less than 10 s. f. Perform a linear fit between the fluorescence intensity at a wavelength of 500 nm and the fluorescence intensity at 432 nm to obtain a standard curve for quantitative analysis of the synthetic cannabinoid JWH-018 content in the test sample.