可疑缴获物中苯乙基依托尼秦的结构解析

doi:10.11938/cjmr20253151

摘要/Abstract

摘要：

本文采用傅里叶变换红外光谱（FTIR）、气相色谱-质谱（GC-MS）、超高效液相色谱-高分辨质谱（UPLC-HRMS）、核磁共振波谱（NMR）对一份可疑黄色粉末样品进行分析，确认黄色粉末为一种暂未管制的尼秦类新精神活性物质N,N-二乙基-2-[2-(4-乙氧基苯乙基)]-5-硝基-1H-苯并咪唑-1-乙胺，简称苯乙基依托尼秦，为国内首次检出．本文分析了苯乙基依托尼秦的IR吸收峰、MS谱图特征碎片离子的裂解规律，并结合二维NMR波谱对其所有的¹H NMR和¹³C NMR信号进行了归属．这些信息将有助于法庭科学实验室在案件中对该物质或其他具有类似结构的化合物进行鉴定．

关键词: 新精神活性物质, 尼秦类物质, 苯乙基依托尼秦, 核磁共振, 质谱, 红外光谱, 结构确证

Abstract:

The chemical structure of one seized yellow powder sample was elucidated by Fourier transform infrared spectroscopy (FTIR), gas chromatography-mass spectrometry (GC-MS), ultra-performance liquid chromatography-high resolution mass spectrometry (UPLC-HRMS), and nuclear magnetic resonance (NMR). The yellow powder was identified as 2-[2-(4-ethoxyphenyl)ethyl]-N,N-diethyl-5-nitro-1H-benzimidazole-1-ethanamine and was abbreviated as phenylethyl etonitazene. It is a nitazene-type new psychoactive substance (NPS), which has not been controlled in China. The characteristic absorption peaks in IR spectrum and product ions in mass spectra were discussed. The ¹H and ¹³C NMR signals of phenylethyl etonitazene were fully assigned, aided by its two-dimensional NMR data. The information provided herein will assist forensic science laboratories in identifying this compound or other structurally similar substances in their casework.

Key words: new psychoactive substances, nitazenes, phenylethyl etonitazene, nuclear magnetic resonance (NMR), mass spectrometry (MS), infrared absorption spectroscopy (IR), structural elucidation

中图分类号:

O482.5

刘永红, 廖琦, 焦英, 孙卫, 肖雷, 贾薇, 刘翠梅. 可疑缴获物中苯乙基依托尼秦的结构解析[J]. 波谱学杂志, 2025, 42(4): 414-428.

LIU Yonghong, LIAO Qi, JIAO Ying, SUN Wei, XIAO Lei, JIA Wei, LIU Cuimei. Structural Elucidation of Phenylethyl Etonitazene in Seized Powders[J]. Chinese Journal of Magnetic Resonance, 2025, 42(4): 414-428.

图/表 16

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Position	δ _C	DEPT	δ _H(J/Hz)	HSQC	¹H -¹H COSY	¹H -¹H TOCSY	¹H -¹³C HMBC
2	160.2	C	/	/	/	/	H-10, H-14, H-15
4	112.3	CH	8.68 (1H, d, 2.1)	+	/	H-6, H-7	C-5, C-6, C-8, C-9
5	132.9	C	/	/	/	/	H-4, H-7
6	122.5	CH	8.51 (1H, dd, 9.1, 2.1)	+	H-7	H-4, H-7	C-4, C-8, C-9
7	114.7	CH	8.29 (1H, d, 9.1)	+	H-6	H-4, H-6	C-4, C-5, C-9
8	136.8	C	/	/	/	/	H-4, H-6, H-10
9	147.6	C	/	/	/	/	H-4, H-6, H-7
10	40.9	CH₂	4.96 (2H, t, 8.3)	+	H-11	H-11	C-2, C-8, C-11
11	50.0	CH₂	3.43 (2H, t, 8.3)	+	H-10	H-10	C-10, C-12a, C-12b
12a	48.8	CH₂	3.36 (4H, m)	+	H-13a	H-13a, H-13b	C-11, C-12b, C-13a
12b	48.8	CH₂	3.36 (4H, m)	+	H-13b	H-13a, H-13b	C-11, C-12a, C-13b
13a	9.1	CH₃	1.39 (6H, t, 7.3)	+	H-12a	H-12a, H-12b	C-12a
13b	9.1	CH₃	1.39 (6H, t, 7.3)	+	H-12b	H-12a, H-12b	C-12b
14	29.7	CH₂	3.65 (2H, t, 7.6)	+	H-15	H-15	C-2, C-15, C-16
15	33.0	CH₂	3.27 (2H, t, 7.6)	+	H-14	H-14	C-2, C-14, C-17a, C-17b
16	131.6	C	/	/	/	/	H-14, H-18a, H-18b
17a	130.7	CH	7.21 (2H, d, 8.6)	+	H-18a	H-18a, H-18b	C-15, C-17b, C-18a, C-19
17b	130.7	CH	7.21 (2H, d, 8.6)	+	H-18b	H-18a, H-18b	C-15, C-17a, C-18b, C-19
18a	116.0	CH	6.85 (2H, d, 8.6)	+	H-17a	H-17a, H-17b	C-16, C-18b, C-19
18b	116.0	CH	6.85 (2H, d, 8.6)	+	H-17b	H-17a, H-17b	C-16, C-18a, C-19
19	159.7	C	/	/	/	/	H-17a, H-17b, H-18a, H-18b, H-20
20	64.5	CH₂	3.98 (2H, q, 7.0)	+	H-21	H-21	C-19, C-21
21	15.1	CH₃	1.35 (3H, t, 7.0)	+	H-20	H-20	C-20