- A concise and highly efficient synthesis of praziquantel as an anthelmintic drug
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A concise and practical synthesis of praziquantel as anthelmintic drug is described. The key steps include a monoalkylation of ethanolamine for the preparation of 2-(2-hydroxyethylamino)-N-phenethylacetamide and a mild oxidation protocol with SO3-Py/DMSO as oxidant to transform alcohol into the corresponding aza-acetal. The telescoped synthesis is composed of five steps without purification of the intermediates, providing an overall yield of 80% with 99.8% purity after crystallization.
- Yang, Zhezhou,Zhang, Lin,Jiao, Huirong,Bao, Rusheng,Xu, Weiwei,Zhang, Fuli
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p. 1983 - 1993
(2016/11/26)
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- 4-Acyl-2,6-dioxo-1-phenethyl piperozines
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2-Acyl-1,3,4,6,7,11b-hexahydro-2H-pyrazino-[2,1-a]-4-isoquinoleinones having anthelmintic activity of the formula STR1 are prepared from 4-acyl-2,6-dioxopierazines by reaction with a phenethyl halide, selective reduction of one of the oxo groups and cyclization, by the novel intermediates of formula STR2 in which Y represents O or H, OH.
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- NEW SYNTHESES OF PRAZIQUANTEL : 2-(CYCLOHEXYLCARBONYL)-1,2,3,6,7,11b-HEXAHYDRO-4H-PYRAZINOISOQUINOLIN-4-ONE
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This paper describes two different synthetic pathways for praziquantel, a new broad spectrum schistosomicide and cestocide.Easy to apply on an industrial scale, they involve a selective reduction of 4-acyl-1-phenethylpiperazine-2,6-dione in 4-acyl-6-hydroxy-1-phenethylpiperazin-2-one, the cyclisation of wchich in acetic medium gives tricyclic compounds 2-acyl-1,2,3,6,7,11b-hexahydro-4H-pyrazinisoquinolin-4-one.
- Frehel, Daniel,Maffrand, Jean-Pierre
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p. 1731 - 1735
(2007/10/02)
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