Convenient synthesis and biological evaluation of modafinil derivatives: Benzhydrylsulfanyl and benzhydrylsulfinyl [1,2,3]triazol-4-yl-methyl esters

Jae Chul Jung, Yeonju Lee, Jee Young Son, Eunyoung Lim, Mankil Jung, Seikwan Oh

Research output: Contribution to journalArticlepeer-review

2 Scopus citations

Abstract

Simple synthesis and biological activities of modafinil derivatives are described. The key reactions include condensation of acid and propargyl alcohol, subsequent 1,3-dipolar cycloaddition reaction of alkynes and (3-azido-propyl)cyclohexane or (4-azidobutyl) benzene in the presence of sodium ascorbate and CuSO 4·5H 2O in excellent yield. They were then evaluated for the suppression of LPS-induced NO generation in vitro. It was found that all compounds showed moderate effects for suppression of LPS-induced NO generation.

Original languageEnglish
Pages (from-to)10409-10419
Number of pages11
JournalMolecules
Volume16
Issue number12
DOIs
StatePublished - Dec 2011

Keywords

  • 1,3-dipolar cycloaddition reaction
  • Benzhydrylsulfanyl-[1,2,3]triazol-4-yl-methyl ester
  • Benzhydrylsulfinyl-1,2, 3]triazol-4-yl-methyl ester
  • Condensation
  • NO-generation

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