A new and efficient method for the synthesis of praziquantel,an antischistosomiasis drug

CHENG Xun-guan; ZHENG Xiao-hong; XIA Zhu; ZHANG Xin-yu; WANG Yu; YU Yu

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A new and efficient method for the synthesis of praziquantel,an antischistosomiasis drug

更新时间：2024-01-17

- A new and efficient method for the synthesis of praziquantel,an antischistosomiasis drug
- Journal of Chongqing Medical University Vol. 36, Issue 10, Pages: 1208-1210(2011)
- 作者机构：
  
  重庆医科大学药学院药物化学教研室重庆市药物工程研究中心
- 作者简介：
- 基金信息：
- DOI：
  CLC： R532.21
- Published：2011，
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[1]程训官,郑小红,夏铸,张昕宇,王宇,余瑜.抗血吸虫药物吡喹酮的新合成路线[J].重庆医科大学学报,2011,36(10):1208-1210.

CHENG Xun-guan, ZHENG Xiao-hong, XIA Zhu, et al. A new and efficient method for the synthesis of praziquantel,an antischistosomiasis drug. [J]. Journal of Chongqing Medical University 36(10):1208-1210(2011)
[1]程训官,郑小红,夏铸,张昕宇,王宇,余瑜.抗血吸虫药物吡喹酮的新合成路线[J].重庆医科大学学报,2011,36(10):1208-1210. DOI：

CHENG Xun-guan, ZHENG Xiao-hong, XIA Zhu, et al. A new and efficient method for the synthesis of praziquantel,an antischistosomiasis drug. [J]. Journal of Chongqing Medical University 36(10):1208-1210(2011) DOI：

摘要

目的:构建一条绿色、环保且能适合工业化生产抗血吸虫药物吡喹酮的新合成路线。方法:以苯乙胺为原料

用氯乙酰氯酰化

再用邻苯二甲酰亚胺钾氨基化反应

在P2O5作用下经Bischler-Napieralski环合反应制得N-[（1-亚甲基）-3

4-二氢异喹啉]邻苯二甲酰亚胺

经肼解和还原得到1-氨甲基-1

4-四氢异喹啉盐酸盐

经环己烷甲酰化、氯乙酰氯酰化和环合得目标化合物。结果:该合成路线的总收率可达32.8%

为原总收率的2.13倍。结论:该合成工艺路线操作简便

原料廉价易得

条件温和

绿色环保

收率较高

具有一定的工业化生产前景。

Abstract

Objective:To establish an industrial synthetic route for praziquantel.Methods:Praziquantel was synthesized with an overall yield of about 32.8% from phenylethylamine via acylation

amination with phthalimide potassium

Bischler-Napieralski cyclization

hydrazine solution

reduction

followed by acylation with cyclohexanecarboxylic acid chloride and chloroacetyl chloride

and then cyclization.Results:Target structures werecharacterized by IR

UV and MS.Conclusion:The method has the advantages of convenient operation

mild reaction conditions and high yield.This method is fit for industrial process.

关键词

吡喹酮合成环合四氢异喹啉血吸虫病

Keywords

praziquantelsynthesiscyclizationtetrahydroisoquinolineschistosomiasis

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