Issue 7, 2013

Bis-vinyl selenides obtained via iron(iii) catalyzed addition of PhSeSePh to alkynes: synthesis and antinociceptive activity

Abstract

In the present study the synthesis and antinociceptive activity of bis-vinyl selenides, prepared via FeCl3 promoted reaction addition of diorganyl dichalcogenides to alkynes, is described. The pharmacological results demonstrated that bis-vinyl selenides 3a, 3d, 3h and 3t elicited antinociceptive effect in the mouse formalin test. The antinociceptive effects of bis-vinyl selenides are not sensitive to electronic effects of the substituents on the aromatic ring directly bonded to the selenium atom. Bis-vinyl selenides 3h and 3t were the most promising molecules for pharmacological purposes since these bis-vinyl selenides were effective in both phases of the formalin test and against edema. A single dose of bis-vinyl selenides 3a, 3d, 3h and 3t did not cause acute toxicity in mice.

Graphical abstract: Bis-vinyl selenides obtained via iron(iii) catalyzed addition of PhSeSePh to alkynes: synthesis and antinociceptive activity

Supplementary files

Article information

Article type
Paper
Submitted
22 Oct 2012
Accepted
10 Dec 2012
First published
11 Dec 2012

Org. Biomol. Chem., 2013,11, 1199-1208

Bis-vinyl selenides obtained via iron(III) catalyzed addition of PhSeSePh to alkynes: synthesis and antinociceptive activity

G. Sartori, J. S. S. Neto, A. P. Pesarico, D. F. Back, C. W. Nogueira and G. Zeni, Org. Biomol. Chem., 2013, 11, 1199 DOI: 10.1039/C2OB27064A

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