盐酸氯丙嗪1H NMR、 13C NMR谱的归属及结构表征

通过运用¹H-¹H COSY(¹H-¹H COrrelation SpectroscopY)、TOCSY(TOtal Correlation SpectroscopY)、HSQC(Heteronuclear Single Quantum Correlation)、HMBC (Heteronuclear Multiple Bond Correlation)、NOESY(Nuclear Overhauser Enhancement SpectroscopY)等多种二维核磁技术，对盐酸氯丙嗪（Chlorpromazine hydrochloride CPZ· HCl）在CDCl₃、CD₃COCD₃和D₂O三种溶剂中的¹H、¹³C NMR谱进行了准确归属（重点集中于谱峰重叠程度较高的芳香族区域）．实验表明：杂环上N与苯环存在部分共轭；在CDCl₃、CD₃COCD₃中，侧链卷曲至芳环上方处于屏蔽区，且侧链上N为较稳定的四面体构型；比较了CPZ· HCl在不同溶剂与浓度下的¹H NMR谱的变化，对文献中其核磁共振谱（特别是芳香区的谱峰）归属的争议作了解释．量子化学计算结果与实验结果相吻合．

Assignments of 1H and 13C NMR Chemical Shift of Chlorpromazine Hydrochloride and Structural Characterization

The hom-and heteronuclear correlation spectroscopy techniques were used to make unambiguous assignments of ¹H and ¹³C chemical shifts of chlorpromazine hydrochloride (CPZ· HCl), a well-known psychotropic agent. By comparing of the completely assigned spectra of CPZ· HCl in different solvents (acetone-d₆, chloroform-d and deuterium oxide), it was concluded that the aggregation state of CPZ· HCl differs drastically in different solutions. The data from NMR spectroscopy studies were combined with the results obtained by theoretical calculations to derive the side chain conformations of CPZ· HCl. It was shown that the side chains are in folded forms in acetone and chloroform solutions whereas they inclined to adopt an extended style in aqueous solution.