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Molecules 2011, 16(12), 10409-10419; doi:10.3390/molecules161210409
Article

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

1, 1, 2, 2, 2 and 1,*
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.
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.
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
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).
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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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