盐酸氯丙嗪1HNMR、13CNMR谱的归属及结构表征  

Assignments of ~1H and ^(13)C NMR Chemical Shift of Chlorpromazine Hydrochloride and Structural Characterization

作　　者：蒋正静[1,2] 武晓东[1] 魏旭[1] 卑凤利[1] 杨绪杰[1] 汪信[1] 陆路德[1] 

机构地区：[1]软化学与功能材料教育部重点实验室,南京理工大学,江苏南京210094 [2]淮阴师范学院化学系,江苏淮安223300

出　　处：《波谱学杂志》2008年第2期193-203,共11页Chinese Journal of Magnetic Resonance

基　　金：国家自然科学基金(50572039);江苏省自然科学基金(BK2006199)资助项目

摘　　要：通过运用1H-1H COSY(1H-1H COrrelation SpectroscopY)、TOCSY(TOtal Correla-tion SpectroscopY)、HSQC(Heteronuclear Single Quantum Correlation)、HMBC(Heteronu-clear 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.The horn-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.

关 键 词：二维核磁共振 全归属 结构 盐酸氯丙嗪 量子化学计算 

分 类 号：O641[理学—物理化学]