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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 which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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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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