Synthesis and Crystal Structure of A Pyrithione Derivative: Bis{2-[(1-oxidopyridin-2-yl)sulfanyl]-4,5-dihydro-1H-imidazol-3-ium} tetrachlorocuprate(2-)

Łukasz Balewski,Franciszek Sączewski,Maria Gdaniec

doi:10.3390/m1067

Łukasz Balewski, Franciszek Sączewski + Show 1 more

Open Access

https://doi.org/10.3390/m1067

Copy DOI

Abstract

The pyrithione derivative, bis{2-[(1-oxidopyridin-2-yl)sulfanyl]-4,5-dihydro-1H-imidazol-3-ium} tetrachlorocuprate(2-) (1a) has been obtained by the reaction of one equivalent of 2-[(4,5-dihydro-1H-imidazol-2-yl)thio]pyridine 1-oxide hydrochloride with one and a half equivalents of copper (II) chloride dihydrate in methanol in a very good yield. The structure of this product was confirmed by X-ray crystallography, infrared spectroscopy, and elemental analysis.

Highlights

Coordination chemistry of pyrithione (N-hydroxypyridine-2(1H)-thione (Hmpo)), its heavy metal salts, and complexes have been widely investigated
2-mercaptopyridine N-oxide exists in non-polar solvents [7]
Pyrithione acts as a proton conductor and inhibits the membrane transport processes in fungi

Summary

Introduction

Coordination chemistry of pyrithione (N-hydroxypyridine-2(1H)-thione (Hmpo)), its heavy metal salts, and complexes have been widely investigated. The infrared spectra of Hmpo indicates that the compound exists predominantly in its tautomeric thione form [5,6]. Thione form dominates in polar and protic solvents, whereas. 2-mercaptopyridine N-oxide exists in non-polar solvents [7]. It was found that fungi can detoxify this agent at low concentration [9]. It was demonstrated that zinc pyrithione exhibits antibacterial properties. 62377-10-0] [17], are regarded as useful chemical agents that control microbial growth. They possess both fungistatic and bacteriostatic effects and may serve as preservatives

Results and Discussion

Synthesis

Methods and and Physical

Substituted