盐酸莫西沙星的合成工艺优化与结构表征  

Optimization of Synthesis Process and Structural Characterization of Moxifloxacin Hydrochloride

作　　者：李延凯 郑颖 谢燕萍 王依诺 黄二芳[1] 胡春[1] LI Yankai;ZHENG Ying;XIE Yanping;WANG Yinuo;HUANG Erfang;HU Chun(Ministry of Education,Key Laboratory of Structure-Based Drug Design and Discovery,Shenyang Pharmaceutical University,Shenyang 110016,China)

机构地区：[1]沈阳药科大学,基于靶点的药物设计与研究教育部重点实验室,沈阳110016

出　　处：《中国药学杂志》2025年第6期559-568,共10页Chinese Pharmaceutical Journal

基　　金：国家重大新药创制科技重大专项资助(2009ZX09301-012)。

摘　　要：目的探究盐酸莫西沙星(moxifloxacin hydrochloride,MXSX-4)的合成与表征。方法以1-环丙基-6,7-二氟-1,4-二氢-8-甲氧基-4-氧代-3-喹啉羧酸乙酯和(S,S)-2,8-二氮杂双环[4.3.0]壬烷为起始物料,通过螯合、缩合、水解、成盐、精制5个步骤合成盐酸莫西沙星。结果与结论所得盐酸莫西沙星的纯度达到99.9%,收率范围50%~60%,符合工业化要求。与其他路线相比,该路线反应条件温和、后处理简单、产生的杂质少、工艺安全性高且对环境污染较小。此路线突出的优点是可以有效去除莫西沙星中的含硼杂质。目标化合物和关键中间体经红外吸收光谱、质谱、X射线粉末衍射和核磁共振波谱,包括1H-NMR、1H-1HCOSY、13C-NMR、DEPT、HSQC和HMBC等分析方法确认了其结构。OBJECTIVE To investigate the synthesis and characterization of moxifloxacin hydrochloride.METHODS Using ethyl 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylate and(S,S)-2,8-diazabicyclo[4.3.0]nonane as the starting materials,moxifloxacin hydrochloride was prepared through five steps:chelation,condensation,hydrolysis,salt formation,and refinement.RESULTS and CONCLUSION Compared with other routes,this route is of mild conditions,simple postprocessing,less impurities,high process safety,and less environmental pollution.The prominent advantage of this route is that it can effectively remove boric impurities from moxifloxacin.The chemical structures of the target moxifloxacin hydrochloride and its key intermediates were characterized by IR,HR-MS,XRD and NMR spectra,including 1H-NMR,1H-1HCOSY,13C-NMR,DEPT,HSQC,and HMBC spectra.

关 键 词：氟喹诺酮 莫西沙星 化学合成 结构表征 

分 类 号：R914[医药卫生—药物化学]