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Open Access Preliminary communication

Synthesis and crystal structure of 1,4,10,13-tetraoxa-7,16-diazoniumcyclo-octadecane bis(4-chloro-2-methyl-phenoxyacetate)

Sergey N Adamovich1, Anna N Mirskova1, Rudolf G Mirskov1 and Uwe Schilde2*

Author Affiliations

1 A.E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, 1 Favorsky Str., 664033, Irkutsk, Russia

2 University of Potsdam, Institute of Chemistry, Karl-Liebknecht-Str. 24-25, D-14476 Potsdam, Germany

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Chemistry Central Journal 2011, 5:23  doi:10.1186/1752-153X-5-23

Published: 9 May 2011

Abstract

The title compound was prepared by the reaction of 1,4,10,13-tetraoxa-7,16-diazacyclo-octadecane with 4-chloro-2-methyl-phenoxyacetic acid in a ratio of 1:2. The structure has been proved by the data of elemental analysis, IR spectroscopy, NMR (1H, 13C) technique and by X-ray diffraction analysis. Intermolecular hydrogen bonds between the azonium protons and oxygen atoms of the carboxylate groups were found. Immunoactive properties of the title compound have been screened. The compound has the ability to suppress spontaneous and Con A-stimulated cell proliferation in vitro and therefore can be considered as immunodepressant.

Graphical abstract