Synthesis and spectral characterization of novel 1,5-benzodiazepine oxime derivatives

Lina Rekovic, Lidija Kosychova, Irina Bratkovskaja, Regina Vidziunaite


Three new 1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-2-one oximes were synthesized and characterized by the methods of 1H- and 13C-NMR, IR and elemental analysis. Along with previously described compounds bearing one additional methyl group on the 5th nitrogen atom, the new compounds were characterized in bulk by UV–Vis and fluorescence spectroscopy in various sol­vents. The influence of the nature of the organic solvent on the spectra of the title compounds was investigated and is discussed.


N-hydroxy; UV-Vis; extinction coefficient; fluorescence; quantum yield; bathochromic shift


C. T. Walsh, Tetrahedron Lett. 56 (2015) 3075

L. A. Damani, in Oxidation at Nitrogen Centers, in Metabolic Basis of Detoxication, W. B. Jakoby, J. R. Bend, Eds., Academic Press, London, 1982, p. 127

R. Rani, C. Granchi, Eur. J. Med. Chem. 97 (2015) 505

S. B. King, C-Nitroso Compounds, Oximes, N-Hydroxyguanidines and N-Hydroxy-ureas, in Nitric Oxide Donors, P. G. Wang, T. B. Cai, Eds., Wiley–VCH, Weinheim, 2005, p. 177

T. D. Giles, J. Clin. Hypertens. (Hoboken, NJ, U.S.) 8 (2006) 2

B. Pauwels, C. Boydens, J. Sex. Med. 11 (2014) 1664

X. T. Zhou, Q. L. Yuan, Tetrahedron Lett. 51 (2010) 613

N. C. Ganguly, S. Nayek, Synth. Commun. 39 (2009) 4053

K. Sorra, C. S. Chen, Int. J. Mol. Sci. 15 (2014) 16500

L. Kosychova, R. Vidziunaite, Arkivoc 2015 (v) (2015) 71

B. Puodziunaite, L. Kosychova, Monatsh. Chem. 128 (1997) 1275

L. Kosychova, Z. Stumbreviciute, Chemija 17 (2006) 21

A. M. Michalowska-Kaczmarczyk, T. J. Michalowski, J. Solution Chem. 44 (2015) 1256

J. R. Lakowicz, Principles of Fluorescence Spectroscopy, Kluwer Academic/Plenum Publishers, New York, 1999

M. Homocianu, A. Airinei, Adv. Res. Phys. 2 (2011) 011105

I. M. Smallwood, Handbook of Organic Solvent Properties, Wiley, New York, 1996.


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