Acta Cryst. (2009). E65, o144-o145  [ doi:10.1107/S1600536808041901 ]

Ethyl 4-{1-[(2,4-dinitrophenyl)hydrazono]ethyl}-5-(2-naphthylmethoxymethyl)isoxazole-3-carboxylate

N. R. Natale, M. I. Szabon-Watola, B. Twamley, R. J. Bridges, S. Patel and T. Rajale

Abstract: The title compound, C₂₆H₂₃N₅O₈, was prepared and its structure investigated to further develop a working hypothesis for the essential binding pharmacophore for ligands of the System Xc- transporter [Patel et al. (2004). Neuropharmacology, 46, 273-284]. The hydrazone group displays an E geometry and the isoxazole double bond and C=N group of the hydrazone are in an s-cis relationship. The secondary amino NH group forms an intramolecular N-HO hydrogen bond to a ring nitro group. There is a dihedral angle of 44.27 (5)° between the isoxazole plane and the hydrazone group plane.

Online 17 December 2008

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