Synthesis, characterization, X-ray crystal structure and antibacterial activity of bis[3-(4-chloro-N,N-diethylpyridine-2-carboxamide)] diselenide

abstract

An efficient methodology for the synthesis of bis[3-(4-chloro-N,N-diethylpyridine-2-carboxamide)] diselenide has been successfully achieved through ring lithiation using 2.2 equivalents of lithium diisopropylamide (LDA) in THF. The hitherto unknown compound has been fully characterized by spectroscopic techniques NMR (1H and 13C), Mass spectrometry and elemental analysis. The crystal structure of bis[3-(4-chloro-N,N-diethylpyridine-2carboxamide)] diselenide has been determined by single crystal X-ray diffraction. The diselenide crystallizes in the monoclinic system (C2/c) with torsional angle of the selenium atoms attached to pyridyl rings (-C1-Se-Se-C1) is -77.5(1). Bis[3-(4-chloro-N,N-diethylpyridine-2-carboxamide)] diselenide was found antibacterial active and results were compared with the most studied pyridylselenium compound (2,2 '-dipyridyl diselenide) and standard drug Ampicillin.

keywords

ANTIOXIDANT ACTIVITY; PYRIDYLSELENIUM COMPOUNDS; ORGANOSELENIUM; DERIVATIVES; LITHIATION; COMPLEXES; CHEMISTRY; OXIDATION; PYRIDYL; SE

subject category

Chemistry, Inorganic & Nuclear

authors

Dhau, JS; Singh, A; Brandao, P; Felix, V

our authors

acknowledgements

Crystallographic studies were supported by CICECO-Aveiro Instituteof Materials (UIDB/50011/2020 & UIDP/50011/2020) , financed by National Funds through the FCT/MEC and co-financed by QREN-FEDER through COMPETE under the PT2020 Partnership Agreement. We are also thankful to Dr. Sergey N. Maximoff, R&D, Molekule Inc. for valu-able suggestions for drafting this publication.

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