Tetrasubstituted pyrazinones derived from the reaction of praziquantel with N-bromosuccinimide

Qingjie Zhao, Chunkai Wang, Edward L. Ezell, Yuxiang Dong, Jonathan L Vennerstrom

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

When praziquantel was exposed to N-bromosuccinimide in the presence of ethanol, a tricyclic 3-bromo-1-ethoxy pyrazinone was formed. From this and the analogous 1,3-dibromopyrazinone, a small library of 3-alkylamino-1-ethoxy, 1,3-dialkoxy, 3-alkoxy-1-bromo, and 3-alkylamino-1-bromo substituted pyrazinones were synthesized in high yields.

Original languageEnglish (US)
Pages (from-to)4463-4465
Number of pages3
JournalTetrahedron Letters
Volume55
Issue number32
DOIs
StatePublished - Aug 6 2014

Fingerprint

Bromosuccinimide
Praziquantel
Libraries
Ethanol
alkoxyl radical

Keywords

  • N-Bromosuccinimide
  • Piperazinone
  • Praziquantel
  • Pyrazinone

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Tetrasubstituted pyrazinones derived from the reaction of praziquantel with N-bromosuccinimide. / Zhao, Qingjie; Wang, Chunkai; Ezell, Edward L.; Dong, Yuxiang; Vennerstrom, Jonathan L.

In: Tetrahedron Letters, Vol. 55, No. 32, 06.08.2014, p. 4463-4465.

Research output: Contribution to journalArticle

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AU - Zhao, Qingjie

AU - Wang, Chunkai

AU - Ezell, Edward L.

AU - Dong, Yuxiang

AU - Vennerstrom, Jonathan L

PY - 2014/8/6

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AB - When praziquantel was exposed to N-bromosuccinimide in the presence of ethanol, a tricyclic 3-bromo-1-ethoxy pyrazinone was formed. From this and the analogous 1,3-dibromopyrazinone, a small library of 3-alkylamino-1-ethoxy, 1,3-dialkoxy, 3-alkoxy-1-bromo, and 3-alkylamino-1-bromo substituted pyrazinones were synthesized in high yields.

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KW - Piperazinone

KW - Praziquantel

KW - Pyrazinone

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