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Convenient Synthesis and Biological Evaluation of Modafinil Derivatives: Benzhydrylsulfanyl and Benzhydrylsulfinyl [1,2,3]triazol-4-yl-methyl Esters

1
Department of Neuroscience and TIDRC, School of Medicine, Ewha Womans University, Seoul 158-710, Korea
2
Department of Chemistry, Yonsei University, Seoul 120-749, Korea
*
Author to whom correspondence should be addressed.
Molecules 2011, 16(12), 10409-10419; https://doi.org/10.3390/molecules161210409
Received: 16 November 2011 / Revised: 3 December 2011 / Accepted: 7 December 2011 / Published: 15 December 2011
(This article belongs to the Section Medicinal Chemistry)
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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-azido-butyl)benzene in the presence of sodium ascorbate and CuSO4·5H2O 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. View Full-Text
Keywords: benzhydrylsulfanyl-[1,2,3]triazol-4-yl-methyl ester; benzhydrylsulfinyl-1,2,3]triazol-4-yl-methyl ester; NO-generation; condensation; 1,3-dipolar cycloaddition reaction benzhydrylsulfanyl-[1,2,3]triazol-4-yl-methyl ester; benzhydrylsulfinyl-1,2,3]triazol-4-yl-methyl ester; NO-generation; condensation; 1,3-dipolar cycloaddition reaction
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MDPI and ACS Style

Jung, J.-C.; Lee, Y.; Son, J.-Y.; Lim, E.; Jung, M.; Oh, S. Convenient Synthesis and Biological Evaluation of Modafinil Derivatives: Benzhydrylsulfanyl and Benzhydrylsulfinyl [1,2,3]triazol-4-yl-methyl Esters. Molecules 2011, 16, 10409-10419.

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